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Identification
NameNorethisterone
Accession NumberDB00717  (APRD00679)
TypeSmall Molecule
GroupsApproved
DescriptionNorethisterone (INN, BAN), also known as Norethindrone (USAN), is a synthetic progestational hormone with actions similar to those of progesterone but functioning as a more potent inhibitor of ovulation. It has weak estrogenic and androgenic properties. The hormone has been used in treating amenorrhea, functional uterine bleeding, endometriosis, and for contraception.
Structure
Thumb
Synonyms
(17alpha)-17-Ethynyl-17-hydroxyestra-4,8(14),9-trien-3-one
17-alpha-Ethynyl-17-hydroxy-4-estren-3-one
17-alpha-Ethynyl-19-norandrost-4-en-17-beta-ol-3-one
17-alpha-Ethynyl-19-nortestosterone
17-alpha-Ethynyl-4-estren-17-ol-3-one
17-beta-Hydroxy-19-norpregn-4-en-20-yn-3-one
17-Hydroxy-19-nor-17-alpha-pregn-4-en-20-yn-3-one
17-Hydroxy-19-nor-17alpha-pregn-4-en-20-yn-3-one
17alpha-Ethinyl-19-nortestosterone
17alpha-Ethinylestra-4-en-17beta-ol-3-one
17alpha-Ethynyl-17-hydroxy-4-estren-3-one
17alpha-Ethynyl-17beta-hydroxy-19-norandrost-4-en-3-one
17alpha-Ethynyl-19-nor-4-androsten-17beta-ol-3-one
17alpha-Ethynyl-19-norandrost-4-en-17beta-ol-3-one
17alpha-Ethynyl-19-nortestosterone
17alpha-Ethynyl-4-estren-17-ol-3-one
17beta-Hydroxy-19-norpregn-4-en-20-yn-3-one
17α-ethinyl-19-nortestosterone
19-Nor-17-alpha-ethynyl-17-beta-hydroxy-4-androsten-3-one
19-Nor-17-alpha-ethynylandrosten-17-beta-ol-3-one
19-Nor-17-alpha-ethynyltestosterone
19-Nor-17alpha-ethynyl-17beta-hydroxy-4-androsten-3-one
19-Nor-17alpha-ethynylandrosten-17beta-ol-3-one
19-Nor-17alpha-ethynyltestosterone
19-nor-17α-ethynyltestosterone
19-Nor-ethindrone
19-Norethisterone
4-Estren-17alpha-ethynyl-17beta-ol-3-one
Norethindrone
Norethisteron
Norethisteronum
Noretisterona
External Identifiers Not Available
Approved Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Jencyclatablet0.35 mgoralSandoz Canada Incorporated2015-09-14Not applicableCanada
Jolivettetablet.35 mg/1oralActavis Pharma, Inc.2003-03-01Not applicableUs
Micronortablet.35 mg/1oralPhysicians Total Care, Inc.2003-09-17Not applicableUs
Micronor Tablets 28-daytablet0.35 mgoralJanssen Inc1972-12-31Not applicableCanada
Movissetablet0.35 mgoralMylan Pharmaceuticals Ulc2015-06-30Not applicableCanada
Nor Qdtablet.35 mg/1oralWatson Pharma, Inc.1973-01-02Not applicableUs
Nora Betablet.35 mg/1oralWatson Pharma, Inc.2005-05-12Not applicableUs
Norlutatetablet5 mgoralErfa Canada 2012 Inc1961-12-31Not applicableCanada
Ortho Micronortablet.35 mg/1oralJanssen Pharmaceuticals, Inc.1973-01-02Not applicableUs
Approved Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Aygestintablet5 mg/1oralTeva Women's Health, Inc.2003-06-12Not applicableUs
Camilatablet.35 mg/1oralTeva Pharmaceuticals USA Inc2002-10-30Not applicableUs
Camilatablet.35 mg/1oralPhysicians Total Care, Inc.2003-06-19Not applicableUs
DeblitanekitNorthstar Rx LLC2014-06-01Not applicableUs
Errintablet.35 mg/1oralBarr Laboratories Inc.2003-01-08Not applicableUs
Heathertablet.35 mg/1oralA S Medication Solutions2010-04-23Not applicableUs
Heathertablet.35 mg/1oralGlenmark Pharmaceuticals Inc., Usa2010-04-23Not applicableUs
Jencyclatablet.35 mg/1oralLUPIN LIMITED2013-05-08Not applicableUs
Jencyclatablet.35 mg/1oralLupin Pharmaceuticals, Inc.2013-05-08Not applicableUs
Lyzatablet.35 mg/1oralAfaxys Inc.2013-06-24Not applicableUs
Norethindronetablet.35 mg/1oralCentral Texas Community Health Centers2013-07-12Not applicableUs
Norethindronetablet.35 mg/1oralLupin Pharmaceuticals, Inc.2011-11-10Not applicableUs
Norethindronetablet.35 mg/1oralMylan Pharmaceuticals Inc.2013-06-24Not applicableUs
NorethindronekitNorthstar Rx LLC2013-09-07Not applicableUs
Norethindronetablet.35 mg/1oralGlenmark Pharmaceuticals Inc., Usa2010-11-03Not applicableUs
Norethindronetablet.35 mg/1oralMylan Pharmaceuticals Inc.2013-07-12Not applicableUs
NorethindronekitNorthstar Rx LLC2013-09-10Not applicableUs
Norethindrone Acetatetablet5 mg/1oralAmneal Pharmaceuticals of New York, LLC2009-07-01Not applicableUs
Norethindrone Acetatetablet5 mg/1oralKAISER FOUNDATION HOSPITALS2015-02-19Not applicableUs
Norethindrone Acetatetablet5 mg/1oralAv Pak2014-11-17Not applicableUs
Norethindrone Acetatetablet5 mg/1oralGlenmark Pharmaceuticals Inc., Usa2010-07-21Not applicableUs
Norethindrone Acetatetablet5 mg/1oralAv Kare, Inc.2013-06-18Not applicableUs
Norethindrone Acetatetablet5 mg/1oralAurobindo Pharma Limited2016-01-08Not applicableUs
Norethindrone Acetatetablet5 mg/1oralBarr Laboratories Inc.2001-06-29Not applicableUs
Norlyroctablet, film coated.35 mg/1oralOhm Laboratories Inc.2014-04-15Not applicableUs
SharobelkitNorthstar Rx LLC2014-06-01Not applicableUs
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International Brands
NameCompany
ConludagNot Available
MicronovumNot Available
Mini-PENot Available
Mini-pillNot Available
NorcolutNot Available
NoridayNot Available
NorlutenNot Available
NorlutinNot Available
Primolut-NNot Available
UtovlanNot Available
Brand mixtures
NameLabellerIngredients
ActivellaNovo Nordisk
ActivelleNovo Nordisk Canada Inc
Activelle LdNovo Nordisk Canada Inc
Alyacen 1/35Glenmark Pharmaceuticals Inc., Usa
Alyacen 7/7/7Glenmark Pharmaceuticals Inc., Usa
AranelleBarr Laboratories Inc.
BalzivaBarr Laboratories Inc.
Blisovi 24 FeLupin Pharmaceuticals, Inc.
Blisovi Fe 1.5/30Lupin Pharmaceuticals, Inc.
Blisovi Fe 1/20Lupin Pharmaceuticals, Inc.
BreviconActavis Pharma, Inc.
Brevicon 0.5/35 21 TabSyntex Inc.
Brevicon 0.5/35 28 TabSyntex Inc.
Brevicon 0.5/35 Tablets (21-day Pack)Pfizer Canada Inc
Brevicon 0.5/35 Tablets (28-day Pack)Pfizer Canada Inc
Brevicon 1/35 21 TabSyntex Inc.
Brevicon 1/35 28 TabSyntex Inc.
Brevicon 1/35 Tablets (21-day Pack)Pfizer Canada Inc
Brevicon 1/35 Tablets (28-day Pack)Pfizer Canada Inc
BriellynGlenmark Pharmaceuticals Inc., Usa
CombipatchNovartis Pharmaceuticals Corporation
Combipatch (estradiol/norethindrone Acetate Transdermal System)NOVEN THERAPEUTICS, LLC
Cyclafem 1/35Qualitest Pharmaceuticals
Cyclafem 7/7/7Qualitest Pharmaceuticals
Dasetta 1/35Northstar Rx LLC
Dasetta 7/7/7Northstar Rx LLC
Estalis 140/50 McgNovartis Pharmaceuticals Canada Inc
Estalis 250/50 McgNovartis Pharmaceuticals Canada Inc
Estalis SequiNovartis Pharmaceuticals Canada Inc
EstracombNovartis Pharmaceuticals Canada Inc
Estradiol / Norethindrone AcetateBreckenridge Pharmaceutical, Inc.
Femcon FeWarner Chilcott (US), LLC
FemhrtWarner Chilcott (US), LLC
FyavolvLupin Pharmaceuticals, Inc.
GeneressActavis Specialty Pharmaceuticals Co
GildagiaQualitest Pharmaceuticals
Gildess 1.5/30Qualitest Pharmaceuticals
Gildess 1/20Qualitest Pharmaceuticals
Jevantique LoActavis Pharma, Inc.
JinteliTeva Pharmaceuticals USA Inc
Junel 1.5/30Barr Laboratories Inc.
Junel 1/20Barr Laboratories Inc.
Junel Fe 1.5/30Barr Laboratories Inc.
Junel Fe 1/20Barr Laboratories Inc.
Junel Fe 24Teva Pharmaceuticals USA Inc
Kaitlib FeLupin Pharmaceuticals, Inc.
LeenaActavis Pharma, Inc.
Lo Loestrin FeWarner Chilcott (US), LLC
Lo Minastrin FeWarner Chilcott (US), LLC
Loestrin 1.5/30Warner Chilcott Canada Co
Loestrin 1.5/30 21 DayTeva Women's Health, Inc.
Loestrin 1/20 21 DayTeva Women's Health, Inc.
Loestrin 21 1.5/30 21 DayTeva Women's Health, Inc.
Loestrin 21 1/20 21 DayTeva Women's Health, Inc.
Loestrin 24 FeWarner Chilcott (US), LLC
LoloWarner Chilcott Canada Co
Lomedia 24 FeAmneal Pharmaceuticals of New York, LLC
LopreezaAmneal Pharmaceuticals of New York, LLC
Lupaneta PackAbb Vie Inc.
MicrogestinActavis Pharma, Inc.
MimveyTeva Pharmaceuticals USA Inc
Mimvey LoTeva Pharmaceuticals USA Inc
Minastrin 24 FeWarner Chilcott (US), LLC
Minestrin 1/20Warner Chilcott Canada Co
ModiconJanssen Pharmaceuticals, Inc.
NeconRebel Distributors Corp
Necon 1/35Watson Pharma, Inc.
Necon 777Actavis Pharma, Inc.
Necon 777 777Dispensing Solutions, Inc.
Norethindrone Acetate and Ethinyl EstradiolMylan Pharmaceuticals Inc.
Norethindrone and Ethinyl Estradiol and Ferrous FumarateLupin Pharmaceuticals, Inc.
NorinylActavis Pharma, Inc.
Norinyl 1/50 -(21-day Regimen)Pfizer Canada Inc
Norinyl 1/50 -(28-day Regimen)Pfizer Canada Inc
Norinyl 1/50 21 TabSyntex Inc.
Norinyl 1/50 28 TabSyntex Inc.
Nortrel (21 Day Regimen)Barr Laboratories Inc.
Nortrel (28 Day Regimen)Barr Laboratories Inc.
Nortrel 7/7/7 (28 Day Regimen)Barr Laboratories Inc.
Ortho 0.5/35 Tablets (21 Day)Janssen Inc
Ortho 0.5/35 Tablets (28 Day)Janssen Inc
Ortho 1/35 Tablets (21 Day)Janssen Inc
Ortho 1/35 Tablets (28 Day)Janssen Inc
Ortho 10/11 Tablets (21 Day)Janssen Inc
Ortho 10/11 Tablets (28 Day)Janssen Inc
Ortho 7/7/7 Tablets (21 Day)Janssen Inc
Ortho 7/7/7 Tablets (28 Day)Janssen Inc
Ortho Novum 135Janssen Pharmaceuticals, Inc.
Ortho-novum 1/50 Tablets (21 Day)Janssen Inc
Ortho-novum 1/50 Tablets (28 Day)Janssen Inc
Ortho-novum 777A S Medication Solutions Llc
Ovcon 35Warner Chilcott (US), LLC
Pirmella 1/35Lupin Pharmaceuticals, Inc.
Pirmella 7/7/7Lupin Pharmaceuticals, Inc.
Select 1/35 (21-day)Pfizer Canada Inc
Select 1/35 (28-day)Pfizer Canada Inc
Synphasic 21 TabletsPfizer Canada Inc
Synphasic 28 TabletsPfizer Canada Inc
Synphasic-28 TabletsSyntex Inc.
Tarina Fe 1/20Afaxys Inc.
Tilia FeRebel Distributors Corp
Tri-legest Fe 28 DayBarr Laboratories Inc.
Tri-norinylActavis Pharma, Inc.
VyfemlaLupin Pharmaceuticals, Inc.
WeraNorthstar Rx LLC
Wymzya FeLupin Pharmaceuticals, Inc.
ZenchentWatson Pharma, Inc.
Zenchent FeWatson Pharma, Inc.
ZeosaTeva Pharmaceuticals USA Inc
Salts
Name/CASStructureProperties
Norethisterone acetate
51-98-9
Thumb
  • InChI Key: IMONTRJLAWHYGT-ZCPXKWAGSA-N
  • Monoisotopic Mass: 340.203844762
  • Average Mass: 340.4559
DBSALT000129
Categories
UNIIT18F433X4S
CAS number68-22-4
WeightAverage: 298.4192
Monoisotopic: 298.193280076
Chemical FormulaC20H26O2
InChI KeyVIKNJXKGJWUCNN-XGXHKTLJSA-N
InChI
InChI=1S/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,15-18,22H,4-11H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1
IUPAC Name
(1S,2R,10R,11S,14R,15S)-14-ethynyl-14-hydroxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one
SMILES
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H]
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassEstrane steroids
Direct ParentEstrogens and derivatives
Alternative Parents
Substituents
  • Estrogen-skeleton
  • 17-hydroxysteroid
  • Oxosteroid
  • Hydroxysteroid
  • 3-oxosteroid
  • 3-oxo-delta-4-steroid
  • Delta-4-steroid
  • Ynone
  • Tertiary alcohol
  • Cyclic alcohol
  • Cyclic ketone
  • Ketone
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Pharmacology
IndicationFor the treatment of secondary amenorrhea, endometriosis, and abnormal uterine bleeding due to hormonal imbalance in the absence of organic pathology, such as submucous fibroids or uterine cancer.
PharmacodynamicsNorethindrone is a synthetic oral progestin. It is used for contraception or to treat such conditions as secondary amenorrhea, abnormal uterine bleeding, and endometriosis. As an oral contraceptive, norethindrone is available as either a single agent or in combination with an estrogen. Norethindrone acetate induces secretory changes in an estrogen-primed endometrium. On a weight basis, it is twice as potent as norethindrone.
Mechanism of actionProgestins diffuse freely into target cells and bind to the progesterone receptor. Target cells include the female reproductive tract, the mammary gland, the hypothalamus, and the pituitary. Once bound to the receptor, progestins slow the frequency of release of gonadotropin releasing hormone (GnRH) from the hypothalamus and blunt the pre-ovulatory LH surge.
Related Articles
AbsorptionNorethindrone acetate is completely and rapidly deacetylated to norethindrone (NET) after oral administration, and the disposition of norethindrone acetate is indistinguishable from that of orally administered norethindrone. Norethindrone is rapidly absorbed from norethindrone acetate, in which maximum plasma concentration occur 2 hours post-dose (Tmax). When a single dose is given to healthy women, the Cmax is 26.19 ± 6.19 hours. The AUC (0-inf) is 166.90 ± 56.28 ng/mL*h. Absolute oral bioavailability is approximately 64%. The effect of food on the pharmacokinetics of norethindrone acetate is unknown.
Volume of distribution
  • 4 L/kg
Protein bindingNorethindrone is 36% bound to sex hormone-binding globulin and 61% bound to albumin.
Metabolism

Hepatic. Norethindrone is extensively metabolized, primarily via reduction. It also undergoes sulfate and glucuronide conjugation. The majority of metabolites in the circulation are sulfates, with glucuronides accounting for most of the urinary metabolites.

Route of eliminationNorethindrone is excreted in both urine and feces, primarily as metabolites.
Half life8.51 ± 2.19 (when a single dose is given to healthy women)
Clearance
  • 0.4 L/hr/kg [plasma clearance]
ToxicityNot Available
Affected organisms
  • Humans and other mammals
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9413
Caco-2 permeable+0.8572
P-glycoprotein substrateSubstrate0.6346
P-glycoprotein inhibitor IInhibitor0.5079
P-glycoprotein inhibitor IINon-inhibitor0.9087
Renal organic cation transporterNon-inhibitor0.7603
CYP450 2C9 substrateNon-substrate0.7759
CYP450 2D6 substrateNon-substrate0.9237
CYP450 3A4 substrateSubstrate0.7415
CYP450 1A2 substrateNon-inhibitor0.844
CYP450 2C9 inhibitorNon-inhibitor0.8688
CYP450 2D6 inhibitorNon-inhibitor0.9386
CYP450 2C19 inhibitorInhibitor0.8994
CYP450 3A4 inhibitorNon-inhibitor0.8333
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7876
Ames testNon AMES toxic0.9319
CarcinogenicityNon-carcinogens0.9417
BiodegradationNot ready biodegradable0.9512
Rat acute toxicity1.8788 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8777
hERG inhibition (predictor II)Non-inhibitor0.7744
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
Manufacturers
  • Parke davis div warner lambert co
  • Barr laboratories inc
  • Glenmark generics ltd
  • Ortho mcneil janssen pharmaceuticals inc
  • Watson laboratories inc
  • Duramed research inc
  • Glenmark generics ltd india
  • Warner Chilcott
Packagers
Dosage forms
FormRouteStrength
Patch, extended releasetransdermal
Kitoral
Patchtransdermal
Tablet (chewable)oral
Tabletoral
Kit
Tabletoral0.35 mg
Tablet, film coatedoral
Kit
Tabletoral.35 mg/1
Tabletoral5 mg/1
Tabletoral5 mg
Tablet, film coatedoral.35 mg/1
Prices
Unit descriptionCostUnit
Ovcon-35 (28) 28 0.4-35 mg-mcg tablet Disp Pack89.09USD disp
Ovcon-50 28 50-1 mcg-mg tablet Disp Pack89.09USD disp
Loestrin 1.5/30 (21) 21 1.5-30 mg-mcg tablet Disp Pack79.32USD disp
Loestrin 1/20 (21) 21 1-20 mg-mcg tablet Disp Pack79.32USD disp
Loestrin Fe 1/20 28 1-20 mg-mcg tablet Disp Pack79.32USD disp
Loestrin Fe 1.5/30 28 1.5-30 mg-mcg tablet Disp Pack77.1USD disp
Loestrin 24 Fe 28 1-20 mg-mcg tablet Disp Pack75.15USD disp
Nor-QD 28 0.35 mg tablet Disp Pack65.87USD disp
Tri-Norinyl (28) 28 0.5/1/0.5-35 mg-mcg tablet Disp Pack62.63USD disp
Ortho-Novum 10/11 (28) 28 35 mcg tablet Disp Pack60.25USD disp
Modicon (28) 28 0.5-35 mg-mcg tablet Disp Pack59.99USD disp
Norinyl 1+35 (28) 28 1-35 mg-mcg tablet Disp Pack55.99USD disp
Ortho-Novum 1/35 (28) 28 1-35 mg-mcg tablet Disp Pack55.99USD disp
Brevicon (28) 28 0.5-35 mg-mcg tablet Disp Pack53.0USD disp
Norinyl 1+50 (28) 28 1-50 mg-mcg tablet 1 Disp Pack = 28 Pills52.99USD disp
Necon 10/11 (28) 28 35 mcg tablet Disp Pack35.99USD disp
Ortho-Novum 7/7/7 (28) 28 0.5/0.75/1-35 mg-mcg tablet Disp Pack33.99USD disp
Necon 0.5/35 (28) 28 0.5-35 mg-mcg tablet Disp Pack32.99USD disp
Necon 1/35 (28) 28 1-35 mg-mcg tablet Disp Pack31.99USD disp
Loestrin fe 1-20 tablet5.23USD tablet
Loestrin 21 1.5-30 tablet3.66USD tablet
Loestrin 21 1-20 tablet3.66USD tablet
Aygestin 5 mg tablet3.27USD tablet
Ovcon-35 28 tablet3.06USD tablet
Loestrin fe 1.5-30 tablet2.75USD tablet
Norethindrone Acetate 5 mg tablet2.75USD tablet
Norethindrone 5 mg tablet2.65USD tablet
Ovcon-50 28 tablet2.62USD tablet
Micronor tablet2.44USD tablet
Nor-q-d tablet2.24USD tablet
Necon 1-35-28 tablet2.11USD tablet
Modicon 28 tablet2.07USD tablet
Tri-norinyl 28 tablet2.01USD tablet
Ortho-novum 1-35-28 tablet1.9USD tablet
Brevicon 28 tablet1.8USD tablet
Norinyl 1+35-28 tablet1.73USD tablet
Norinyl 1+50-28 tablet1.73USD tablet
Demulen 1-50-21 tablet1.67USD tablet
Ortho-novum 7-7-7-21 tablet1.4USD tablet
Errin 0.35 mg tablet1.34USD tablet
Ortho-novum 7/7/7-28 tablet1.33USD tablet
Camila tablet1.32USD tablet
Jolivette tablet1.32USD tablet
Nora-be tablet1.32USD tablet
Norethindrone 0.35 mg tablet1.32USD tablet
Demulen 1-50-28 tablet1.29USD tablet
Ortho micronor tablet1.23USD tablet
Necon 0.5-35-28 tablet1.15USD tablet
Necon 7-7-7-28 tablet1.15USD tablet
Necon 1-50-28 tablet1.05USD tablet
Ortho-novum 7-7-7-28 tablet1.02USD tablet
Micronor (28 Day) 0.35 mg Tablet0.66USD tablet
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)
US6036976 No1996-12-132016-12-13Us
US6652880 No2000-03-292020-03-29Us
US6667050 No1999-04-062019-04-06Us
US7704984 No2009-02-022029-02-02Us
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point203.5 °CPhysProp
water solubility7.04 mg/L (at 25 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP2.97HANSCH,C ET AL. (1995)
logS-4.57ADME Research, USCD
Predicted Properties
PropertyValueSource
Water Solubility0.00668 mg/mLALOGPS
logP2.72ALOGPS
logP3.22ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)17.59ChemAxon
pKa (Strongest Basic)-1.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity87.42 m3·mol-1ChemAxon
Polarizability34.71 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Download (11.3 KB)
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
MSMass Spectrum (Electron Ionization)splash10-01rt-4950000000-fcbe8bf03b1aa103152bView in MoNA
1D NMR1H NMR SpectrumNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesG03FB05G03AC01G03FA01G03AA05G03AB04G03DC02
AHFS Codes
  • 68:12.00
PDB EntriesNot Available
FDA labelDownload (322 KB)
MSDSDownload (73.9 KB)
Interactions
Drug Interactions
Drug
AbciximabThe therapeutic efficacy of Abciximab can be decreased when used in combination with Norethisterone.
AcarboseThe therapeutic efficacy of Acarbose can be decreased when used in combination with Norethisterone.
AcebutololThe serum concentration of Acebutolol can be decreased when it is combined with Norethisterone.
AcenocoumarolThe therapeutic efficacy of Acenocoumarol can be decreased when used in combination with Norethisterone.
AcetaminophenThe serum concentration of Acetaminophen can be decreased when it is combined with Norethisterone.
AcetohexamideThe therapeutic efficacy of Acetohexamide can be decreased when used in combination with Norethisterone.
Acetylsalicylic acidThe serum concentration of Acetylsalicylic acid can be decreased when it is combined with Norethisterone.
AfatinibThe serum concentration of Afatinib can be decreased when it is combined with Norethisterone.
AicarThe therapeutic efficacy of Aicar can be decreased when used in combination with Norethisterone.
AldosteroneThe serum concentration of Aldosterone can be decreased when it is combined with Norethisterone.
AlitretinoinThe serum concentration of Alitretinoin can be decreased when it is combined with Norethisterone.
AlogliptinThe therapeutic efficacy of Alogliptin can be decreased when used in combination with Norethisterone.
AmbrisentanThe serum concentration of Ambrisentan can be decreased when it is combined with Norethisterone.
AmiodaroneThe metabolism of Norethisterone can be decreased when combined with Amiodarone.
AmitriptylineThe serum concentration of Amitriptyline can be decreased when it is combined with Norethisterone.
AncrodThe therapeutic efficacy of Ancrod can be decreased when used in combination with Norethisterone.
Antithrombin III humanThe therapeutic efficacy of Antithrombin III human can be decreased when used in combination with Norethisterone.
ApixabanThe serum concentration of Apixaban can be decreased when it is combined with Norethisterone.
AprepitantThe serum concentration of Norethisterone can be increased when it is combined with Aprepitant.
ArdeparinThe therapeutic efficacy of Ardeparin can be decreased when used in combination with Norethisterone.
ArgatrobanThe therapeutic efficacy of Argatroban can be decreased when used in combination with Norethisterone.
Arsenic trioxideThe serum concentration of Arsenic trioxide can be decreased when it is combined with Norethisterone.
AtazanavirThe metabolism of Norethisterone can be decreased when combined with Atazanavir.
AtazanavirThe serum concentration of Atazanavir can be decreased when it is combined with Norethisterone.
AtenololThe serum concentration of Atenolol can be decreased when it is combined with Norethisterone.
AtomoxetineThe metabolism of Norethisterone can be decreased when combined with Atomoxetine.
AxitinibThe serum concentration of Axitinib can be decreased when it is combined with Norethisterone.
BecaplerminThe therapeutic efficacy of Becaplermin can be decreased when used in combination with Norethisterone.
BetamethasoneThe serum concentration of Betamethasone can be decreased when it is combined with Norethisterone.
BexaroteneThe serum concentration of Norethisterone can be decreased when it is combined with Bexarotene.
BivalirudinThe therapeutic efficacy of Bivalirudin can be decreased when used in combination with Norethisterone.
BoceprevirThe metabolism of Norethisterone can be decreased when combined with Boceprevir.
BoceprevirThe serum concentration of Boceprevir can be decreased when it is combined with Norethisterone.
BortezomibThe metabolism of Norethisterone can be decreased when combined with Bortezomib.
BosentanThe serum concentration of Norethisterone can be decreased when it is combined with Bosentan.
BosutinibThe serum concentration of Bosutinib can be decreased when it is combined with Norethisterone.
Brentuximab vedotinThe serum concentration of Brentuximab vedotin can be decreased when it is combined with Norethisterone.
BromocriptineThe serum concentration of Bromocriptine can be decreased when it is combined with Norethisterone.
BuforminThe therapeutic efficacy of Buformin can be decreased when used in combination with Norethisterone.
C1 Esterase Inhibitor (Human)Norethisterone may increase the thrombogenic activities of C1 Esterase Inhibitor (Human).
C1 Esterase Inhibitor (Recombinant)Norethisterone may increase the thrombogenic activities of C1 Esterase Inhibitor (Recombinant).
CabazitaxelThe serum concentration of Cabazitaxel can be decreased when it is combined with Norethisterone.
CaffeineThe serum concentration of Caffeine can be decreased when it is combined with Norethisterone.
CamptothecinThe serum concentration of Camptothecin can be decreased when it is combined with Norethisterone.
CanagliflozinThe therapeutic efficacy of Canagliflozin can be decreased when used in combination with Norethisterone.
CarbamazepineThe metabolism of Norethisterone can be increased when combined with Carbamazepine.
CarbamazepineThe serum concentration of Carbamazepine can be decreased when it is combined with Norethisterone.
CarfilzomibThe serum concentration of Carfilzomib can be decreased when it is combined with Norethisterone.
CastanospermineThe therapeutic efficacy of Castanospermine can be decreased when used in combination with Norethisterone.
CeritinibThe serum concentration of Norethisterone can be increased when it is combined with Ceritinib.
CeritinibThe serum concentration of Ceritinib can be decreased when it is combined with Norethisterone.
CerivastatinThe serum concentration of Cerivastatin can be decreased when it is combined with Norethisterone.
CertoparinThe therapeutic efficacy of Certoparin can be decreased when used in combination with Norethisterone.
ChlorpromazineThe serum concentration of Chlorpromazine can be decreased when it is combined with Norethisterone.
ChlorpropamideThe therapeutic efficacy of Chlorpropamide can be decreased when used in combination with Norethisterone.
CiglitazoneThe therapeutic efficacy of Ciglitazone can be decreased when used in combination with Norethisterone.
CimetidineThe serum concentration of Cimetidine can be decreased when it is combined with Norethisterone.
CiprofloxacinThe serum concentration of Ciprofloxacin can be decreased when it is combined with Norethisterone.
CisplatinThe serum concentration of Cisplatin can be decreased when it is combined with Norethisterone.
CitalopramThe serum concentration of Citalopram can be decreased when it is combined with Norethisterone.
Citric AcidThe therapeutic efficacy of Citric Acid can be decreased when used in combination with Norethisterone.
ClarithromycinThe metabolism of Norethisterone can be decreased when combined with Clarithromycin.
ClarithromycinThe serum concentration of Clarithromycin can be decreased when it is combined with Norethisterone.
ClemastineThe metabolism of Norethisterone can be decreased when combined with Clemastine.
ClobazamThe serum concentration of Clobazam can be decreased when it is combined with Norethisterone.
ClomifeneThe serum concentration of Clomifene can be decreased when it is combined with Norethisterone.
ClonidineThe serum concentration of Clonidine can be decreased when it is combined with Norethisterone.
ClopidogrelThe serum concentration of Clopidogrel can be decreased when it is combined with Norethisterone.
ClotrimazoleThe metabolism of Norethisterone can be decreased when combined with Clotrimazole.
ClozapineThe serum concentration of Clozapine can be decreased when it is combined with Norethisterone.
CobicistatThe metabolism of Norethisterone can be decreased when combined with Cobicistat.
CobimetinibThe serum concentration of Cobimetinib can be decreased when it is combined with Norethisterone.
ColchicineThe serum concentration of Colchicine can be decreased when it is combined with Norethisterone.
ColesevelamThe serum concentration of Norethisterone can be decreased when it is combined with Colesevelam.
ConivaptanThe serum concentration of Norethisterone can be increased when it is combined with Conivaptan.
Conjugated Equine EstrogensThe serum concentration of Conjugated Equine Estrogens can be decreased when it is combined with Norethisterone.
CrizotinibThe metabolism of Norethisterone can be decreased when combined with Crizotinib.
CrizotinibThe serum concentration of Crizotinib can be decreased when it is combined with Norethisterone.
CyclosporineThe metabolism of Norethisterone can be decreased when combined with Cyclosporine.
CyclosporineThe serum concentration of Cyclosporine can be decreased when it is combined with Norethisterone.
Dabigatran etexilateThe serum concentration of Dabigatran etexilate can be decreased when it is combined with Norethisterone.
DabrafenibThe serum concentration of Norethisterone can be decreased when it is combined with Dabrafenib.
DactinomycinThe serum concentration of Dactinomycin can be decreased when it is combined with Norethisterone.
DalteparinThe therapeutic efficacy of Dalteparin can be decreased when used in combination with Norethisterone.
DanaparoidThe therapeutic efficacy of Danaparoid can be decreased when used in combination with Norethisterone.
DapagliflozinThe serum concentration of Dapagliflozin can be decreased when it is combined with Norethisterone.
DarunavirThe serum concentration of Norethisterone can be decreased when it is combined with Darunavir.
DasatinibThe serum concentration of Norethisterone can be increased when it is combined with Dasatinib.
DasatinibThe serum concentration of Dasatinib can be decreased when it is combined with Norethisterone.
DaunorubicinThe serum concentration of Daunorubicin can be decreased when it is combined with Norethisterone.
DebrisoquinThe serum concentration of Debrisoquin can be decreased when it is combined with Norethisterone.
DeferasiroxThe serum concentration of Norethisterone can be decreased when it is combined with Deferasirox.
DelavirdineThe metabolism of Norethisterone can be decreased when combined with Delavirdine.
DesirudinThe therapeutic efficacy of Desirudin can be decreased when used in combination with Norethisterone.
DexamethasoneThe serum concentration of Norethisterone can be decreased when it is combined with Dexamethasone.
DextranThe therapeutic efficacy of Dextran can be decreased when used in combination with Norethisterone.
Dextran 40The therapeutic efficacy of Dextran 40 can be decreased when used in combination with Norethisterone.
Dextran 70The therapeutic efficacy of Dextran 70 can be decreased when used in combination with Norethisterone.
Dextran 75The therapeutic efficacy of Dextran 75 can be decreased when used in combination with Norethisterone.
DiazepamThe serum concentration of Diazepam can be decreased when it is combined with Norethisterone.
DicoumarolThe therapeutic efficacy of Dicoumarol can be decreased when used in combination with Norethisterone.
DiethylstilbestrolThe serum concentration of Diethylstilbestrol can be decreased when it is combined with Norethisterone.
DigitoxinThe serum concentration of Digitoxin can be decreased when it is combined with Norethisterone.
DigoxinThe serum concentration of Digoxin can be decreased when it is combined with Norethisterone.
DihydroergotamineThe metabolism of Norethisterone can be decreased when combined with Dihydroergotamine.
DihydrotestosteroneThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Norethisterone.
DiltiazemThe metabolism of Norethisterone can be decreased when combined with Diltiazem.
DiltiazemThe serum concentration of Diltiazem can be decreased when it is combined with Norethisterone.
DipyridamoleThe serum concentration of Dipyridamole can be decreased when it is combined with Norethisterone.
DocetaxelThe serum concentration of Docetaxel can be decreased when it is combined with Norethisterone.
DomperidoneThe serum concentration of Domperidone can be decreased when it is combined with Norethisterone.
DoxorubicinThe serum concentration of Doxorubicin can be decreased when it is combined with Norethisterone.
DoxycyclineThe metabolism of Norethisterone can be decreased when combined with Doxycycline.
DronedaroneThe metabolism of Norethisterone can be decreased when combined with Dronedarone.
DulaglutideThe therapeutic efficacy of Dulaglutide can be decreased when used in combination with Norethisterone.
Edetic AcidThe therapeutic efficacy of Edetic Acid can be decreased when used in combination with Norethisterone.
EdoxabanThe serum concentration of Edoxaban can be decreased when it is combined with Norethisterone.
EfavirenzThe serum concentration of Norethisterone can be decreased when it is combined with Efavirenz.
EletriptanThe serum concentration of Eletriptan can be decreased when it is combined with Norethisterone.
EmpagliflozinThe therapeutic efficacy of Empagliflozin can be decreased when used in combination with Norethisterone.
EnoxaparinThe therapeutic efficacy of Enoxaparin can be decreased when used in combination with Norethisterone.
EnzalutamideThe serum concentration of Norethisterone can be decreased when it is combined with Enzalutamide.
EpinastineThe serum concentration of Epinastine can be decreased when it is combined with Norethisterone.
ErlotinibThe serum concentration of Erlotinib can be decreased when it is combined with Norethisterone.
ErythromycinThe metabolism of Norethisterone can be decreased when combined with Erythromycin.
ErythromycinThe serum concentration of Erythromycin can be decreased when it is combined with Norethisterone.
Eslicarbazepine acetateThe serum concentration of Norethisterone can be decreased when it is combined with Eslicarbazepine acetate.
EstradiolThe serum concentration of Estradiol can be decreased when it is combined with Norethisterone.
EstriolThe serum concentration of Estriol can be decreased when it is combined with Norethisterone.
EstroneThe serum concentration of Estrone can be decreased when it is combined with Norethisterone.
Ethinyl EstradiolThe serum concentration of Ethinyl Estradiol can be decreased when it is combined with Norethisterone.
Ethyl biscoumacetateThe therapeutic efficacy of Ethyl biscoumacetate can be decreased when used in combination with Norethisterone.
EtoposideThe serum concentration of Etoposide can be decreased when it is combined with Norethisterone.
EtravirineThe serum concentration of Norethisterone can be decreased when it is combined with Etravirine.
ExenatideThe therapeutic efficacy of Exenatide can be decreased when used in combination with Norethisterone.
EzetimibeThe serum concentration of Ezetimibe can be decreased when it is combined with Norethisterone.
FesoterodineThe serum concentration of Fesoterodine can be decreased when it is combined with Norethisterone.
FexofenadineThe serum concentration of Fexofenadine can be decreased when it is combined with Norethisterone.
FidaxomicinThe serum concentration of Fidaxomicin can be decreased when it is combined with Norethisterone.
FluconazoleThe metabolism of Norethisterone can be decreased when combined with Fluconazole.
Fluticasone furoateThe serum concentration of Fluticasone furoate can be decreased when it is combined with Norethisterone.
FluvoxamineThe metabolism of Norethisterone can be decreased when combined with Fluvoxamine.
Fondaparinux sodiumThe therapeutic efficacy of Fondaparinux sodium can be decreased when used in combination with Norethisterone.
FosamprenavirThe metabolism of Norethisterone can be decreased when combined with Fosamprenavir.
FosaprepitantThe serum concentration of Norethisterone can be increased when it is combined with Fosaprepitant.
FosphenytoinThe metabolism of Norethisterone can be increased when combined with Fosphenytoin.
Fusidic AcidThe serum concentration of Norethisterone can be increased when it is combined with Fusidic Acid.
GefitinibThe serum concentration of Gefitinib can be decreased when it is combined with Norethisterone.
GemcitabineThe serum concentration of Gemcitabine can be decreased when it is combined with Norethisterone.
GlibornurideThe therapeutic efficacy of Glibornuride can be decreased when used in combination with Norethisterone.
GliclazideThe therapeutic efficacy of Gliclazide can be decreased when used in combination with Norethisterone.
GlimepirideThe therapeutic efficacy of Glimepiride can be decreased when used in combination with Norethisterone.
GlipizideThe therapeutic efficacy of Glipizide can be decreased when used in combination with Norethisterone.
GliquidoneThe therapeutic efficacy of Gliquidone can be decreased when used in combination with Norethisterone.
GlyburideThe therapeutic efficacy of Glyburide can be decreased when used in combination with Norethisterone.
GrazoprevirThe serum concentration of Grazoprevir can be decreased when it is combined with Norethisterone.
GrepafloxacinThe serum concentration of Grepafloxacin can be decreased when it is combined with Norethisterone.
HaloperidolThe serum concentration of Haloperidol can be decreased when it is combined with Norethisterone.
HeparinThe therapeutic efficacy of Heparin can be decreased when used in combination with Norethisterone.
HirulogThe therapeutic efficacy of Hirulog can be decreased when used in combination with Norethisterone.
HydrocortisoneThe serum concentration of Hydrocortisone can be decreased when it is combined with Norethisterone.
IbuprofenThe serum concentration of Ibuprofen can be decreased when it is combined with Norethisterone.
IdelalisibThe serum concentration of Norethisterone can be increased when it is combined with Idelalisib.
IdelalisibThe serum concentration of Idelalisib can be decreased when it is combined with Norethisterone.
ImatinibThe metabolism of Norethisterone can be decreased when combined with Imatinib.
ImatinibThe serum concentration of Imatinib can be decreased when it is combined with Norethisterone.
ImipramineThe serum concentration of Imipramine can be decreased when it is combined with Norethisterone.
IndacaterolThe serum concentration of Indacaterol can be decreased when it is combined with Norethisterone.
IndinavirThe metabolism of Norethisterone can be decreased when combined with Indinavir.
IndinavirThe serum concentration of Indinavir can be decreased when it is combined with Norethisterone.
IndomethacinThe serum concentration of Indomethacin can be decreased when it is combined with Norethisterone.
Insulin AspartThe therapeutic efficacy of Insulin Aspart can be decreased when used in combination with Norethisterone.
Insulin DetemirThe therapeutic efficacy of Insulin Detemir can be decreased when used in combination with Norethisterone.
Insulin GlargineThe therapeutic efficacy of Insulin Glargine can be decreased when used in combination with Norethisterone.
Insulin GlulisineThe therapeutic efficacy of Insulin Glulisine can be decreased when used in combination with Norethisterone.
Insulin LisproThe therapeutic efficacy of Insulin Lispro can be decreased when used in combination with Norethisterone.
Insulin PorkThe therapeutic efficacy of Insulin Pork can be decreased when used in combination with Norethisterone.
IrinotecanThe serum concentration of Irinotecan can be decreased when it is combined with Norethisterone.
IsavuconazoniumThe metabolism of Norethisterone can be decreased when combined with Isavuconazonium.
IsradipineThe metabolism of Norethisterone can be decreased when combined with Isradipine.
ItraconazoleThe metabolism of Norethisterone can be decreased when combined with Itraconazole.
IvacaftorThe serum concentration of Norethisterone can be increased when it is combined with Ivacaftor.
IvermectinThe serum concentration of Ivermectin can be decreased when it is combined with Norethisterone.
KetazolamThe serum concentration of Ketazolam can be decreased when it is combined with Norethisterone.
KetoconazoleThe metabolism of Norethisterone can be decreased when combined with Ketoconazole.
KetoconazoleThe serum concentration of Ketoconazole can be decreased when it is combined with Norethisterone.
LamivudineThe serum concentration of Lamivudine can be decreased when it is combined with Norethisterone.
LamotrigineThe serum concentration of Lamotrigine can be decreased when it is combined with Norethisterone.
LansoprazoleThe serum concentration of Lansoprazole can be decreased when it is combined with Norethisterone.
LedipasvirThe serum concentration of Ledipasvir can be decreased when it is combined with Norethisterone.
LenalidomideThe serum concentration of Lenalidomide can be decreased when it is combined with Norethisterone.
LenvatinibThe serum concentration of Lenvatinib can be decreased when it is combined with Norethisterone.
LepirudinThe therapeutic efficacy of Lepirudin can be decreased when used in combination with Norethisterone.
LevetiracetamThe serum concentration of Levetiracetam can be decreased when it is combined with Norethisterone.
LevofloxacinThe serum concentration of Levofloxacin can be decreased when it is combined with Norethisterone.
LevomilnacipranThe serum concentration of Levomilnacipran can be decreased when it is combined with Norethisterone.
LinagliptinThe therapeutic efficacy of Linagliptin can be decreased when used in combination with Norethisterone.
LiraglutideThe therapeutic efficacy of Liraglutide can be decreased when used in combination with Norethisterone.
LoperamideThe serum concentration of Loperamide can be decreased when it is combined with Norethisterone.
LopinavirThe metabolism of Norethisterone can be decreased when combined with Lopinavir.
LosartanThe serum concentration of Losartan can be decreased when it is combined with Norethisterone.
LovastatinThe metabolism of Norethisterone can be decreased when combined with Lovastatin.
LuliconazoleThe serum concentration of Norethisterone can be increased when it is combined with Luliconazole.
MannitolThe serum concentration of Mannitol can be decreased when it is combined with Norethisterone.
MetforminThe therapeutic efficacy of Metformin can be decreased when used in combination with Norethisterone.
MethotrexateThe serum concentration of Methotrexate can be decreased when it is combined with Norethisterone.
MethylprednisoloneThe serum concentration of Methylprednisolone can be decreased when it is combined with Norethisterone.
MetoprololThe serum concentration of Metoprolol can be decreased when it is combined with Norethisterone.
MidazolamThe serum concentration of Midazolam can be decreased when it is combined with Norethisterone.
MifepristoneThe metabolism of Norethisterone can be decreased when combined with Mifepristone.
MiglitolThe therapeutic efficacy of Miglitol can be decreased when used in combination with Norethisterone.
MiglustatThe therapeutic efficacy of Miglustat can be decreased when used in combination with Norethisterone.
MirabegronThe serum concentration of Mirabegron can be decreased when it is combined with Norethisterone.
MitiglinideThe therapeutic efficacy of Mitiglinide can be decreased when used in combination with Norethisterone.
MitotaneThe serum concentration of Norethisterone can be decreased when it is combined with Mitotane.
MitoxantroneThe serum concentration of Mitoxantrone can be decreased when it is combined with Norethisterone.
ModafinilThe serum concentration of Norethisterone can be decreased when it is combined with Modafinil.
MorphineThe serum concentration of Morphine can be decreased when it is combined with Norethisterone.
Mycophenolate mofetilThe serum concentration of Mycophenolate mofetil can be decreased when it is combined with Norethisterone.
NadololThe serum concentration of Nadolol can be decreased when it is combined with Norethisterone.
NadroparinThe therapeutic efficacy of Nadroparin can be decreased when used in combination with Norethisterone.
NafcillinThe serum concentration of Norethisterone can be decreased when it is combined with Nafcillin.
NaloxoneThe serum concentration of Naloxone can be decreased when it is combined with Norethisterone.
NateglinideThe therapeutic efficacy of Nateglinide can be decreased when used in combination with Norethisterone.
NefazodoneThe metabolism of Norethisterone can be decreased when combined with Nefazodone.
NelfinavirThe metabolism of Norethisterone can be decreased when combined with Nelfinavir.
NelfinavirThe serum concentration of Nelfinavir can be decreased when it is combined with Norethisterone.
NetupitantThe serum concentration of Norethisterone can be increased when it is combined with Netupitant.
NevirapineThe metabolism of Norethisterone can be decreased when combined with Nevirapine.
NicardipineThe serum concentration of Nicardipine can be decreased when it is combined with Norethisterone.
NifedipineThe serum concentration of Nifedipine can be decreased when it is combined with Norethisterone.
NilotinibThe metabolism of Norethisterone can be decreased when combined with Nilotinib.
NilotinibThe serum concentration of Nilotinib can be decreased when it is combined with Norethisterone.
NintedanibThe serum concentration of Nintedanib can be decreased when it is combined with Norethisterone.
NizatidineThe serum concentration of Nizatidine can be decreased when it is combined with Norethisterone.
OlanzapineThe serum concentration of Olanzapine can be decreased when it is combined with Norethisterone.
OlaparibThe metabolism of Norethisterone can be decreased when combined with Olaparib.
OmbitasvirThe serum concentration of Ombitasvir can be decreased when it is combined with Norethisterone.
OsimertinibThe serum concentration of Norethisterone can be increased when it is combined with Osimertinib.
OsimertinibThe serum concentration of Osimertinib can be decreased when it is combined with Norethisterone.
OtamixabanThe therapeutic efficacy of Otamixaban can be decreased when used in combination with Norethisterone.
PaclitaxelThe serum concentration of Paclitaxel can be decreased when it is combined with Norethisterone.
PalbociclibThe serum concentration of Norethisterone can be increased when it is combined with Palbociclib.
PanobinostatThe serum concentration of Panobinostat can be decreased when it is combined with Norethisterone.
PazopanibThe serum concentration of Pazopanib can be decreased when it is combined with Norethisterone.
PentobarbitalThe metabolism of Norethisterone can be increased when combined with Pentobarbital.
Pentosan PolysulfateThe therapeutic efficacy of Pentosan Polysulfate can be decreased when used in combination with Norethisterone.
PhenforminThe therapeutic efficacy of Phenformin can be decreased when used in combination with Norethisterone.
PhenindioneThe therapeutic efficacy of Phenindione can be decreased when used in combination with Norethisterone.
PhenobarbitalThe metabolism of Norethisterone can be increased when combined with Phenobarbital.
PhenobarbitalThe serum concentration of Phenobarbital can be decreased when it is combined with Norethisterone.
PhenprocoumonThe therapeutic efficacy of Phenprocoumon can be decreased when used in combination with Norethisterone.
PhenytoinThe metabolism of Norethisterone can be increased when combined with Phenytoin.
PhenytoinThe serum concentration of Phenytoin can be decreased when it is combined with Norethisterone.
PioglitazoneThe therapeutic efficacy of Pioglitazone can be decreased when used in combination with Norethisterone.
PitavastatinThe serum concentration of Pitavastatin can be decreased when it is combined with Norethisterone.
PomalidomideThe serum concentration of Pomalidomide can be decreased when it is combined with Norethisterone.
PonatinibThe serum concentration of Ponatinib can be decreased when it is combined with Norethisterone.
PosaconazoleThe metabolism of Norethisterone can be decreased when combined with Posaconazole.
PramlintideThe therapeutic efficacy of Pramlintide can be decreased when used in combination with Norethisterone.
PravastatinThe serum concentration of Pravastatin can be decreased when it is combined with Norethisterone.
PrazosinThe serum concentration of Prazosin can be decreased when it is combined with Norethisterone.
PrednisoloneThe serum concentration of Prednisolone can be decreased when it is combined with Norethisterone.
PrednisoneThe serum concentration of Prednisone can be decreased when it is combined with Norethisterone.
PrimidoneThe metabolism of Norethisterone can be increased when combined with Primidone.
ProgesteroneThe serum concentration of Progesterone can be decreased when it is combined with Norethisterone.
PropranololThe serum concentration of Propranolol can be decreased when it is combined with Norethisterone.
Protein CThe therapeutic efficacy of Protein C can be decreased when used in combination with Norethisterone.
ProtocatechualdehydeThe therapeutic efficacy of Protocatechualdehyde can be decreased when used in combination with Norethisterone.
QuetiapineThe serum concentration of Quetiapine can be decreased when it is combined with Norethisterone.
QuinidineThe serum concentration of Quinidine can be decreased when it is combined with Norethisterone.
QuinineThe serum concentration of Quinine can be decreased when it is combined with Norethisterone.
RanitidineThe serum concentration of Ranitidine can be decreased when it is combined with Norethisterone.
RanolazineThe metabolism of Norethisterone can be decreased when combined with Ranolazine.
RepaglinideThe therapeutic efficacy of Repaglinide can be decreased when used in combination with Norethisterone.
ReserpineThe serum concentration of Reserpine can be decreased when it is combined with Norethisterone.
ReviparinThe therapeutic efficacy of Reviparin can be decreased when used in combination with Norethisterone.
RifabutinThe metabolism of Norethisterone can be increased when combined with Rifabutin.
RifampicinThe metabolism of Norethisterone can be increased when combined with Rifampicin.
RifampicinThe serum concentration of Rifampicin can be decreased when it is combined with Norethisterone.
RifapentineThe metabolism of Norethisterone can be increased when combined with Rifapentine.
RisperidoneThe serum concentration of Risperidone can be decreased when it is combined with Norethisterone.
RitonavirThe metabolism of Norethisterone can be decreased when combined with Ritonavir.
RitonavirThe serum concentration of Ritonavir can be decreased when it is combined with Norethisterone.
RivaroxabanThe serum concentration of Rivaroxaban can be decreased when it is combined with Norethisterone.
RomidepsinThe serum concentration of Romidepsin can be decreased when it is combined with Norethisterone.
RosiglitazoneThe therapeutic efficacy of Rosiglitazone can be decreased when used in combination with Norethisterone.
RufinamideThe serum concentration of Norethisterone can be decreased when it is combined with Rufinamide.
Salicylic acidThe serum concentration of Salicylic acid can be decreased when it is combined with Norethisterone.
SaquinavirThe metabolism of Norethisterone can be decreased when combined with Saquinavir.
SaquinavirThe serum concentration of Saquinavir can be decreased when it is combined with Norethisterone.
SaxagliptinThe therapeutic efficacy of Saxagliptin can be decreased when used in combination with Norethisterone.
SelexipagThe serum concentration of Selexipag can be decreased when it is combined with Norethisterone.
SildenafilThe metabolism of Norethisterone can be decreased when combined with Sildenafil.
SilodosinThe serum concentration of Silodosin can be decreased when it is combined with Norethisterone.
SiltuximabThe serum concentration of Norethisterone can be decreased when it is combined with Siltuximab.
SimeprevirThe serum concentration of Norethisterone can be increased when it is combined with Simeprevir.
SimeprevirThe serum concentration of Simeprevir can be decreased when it is combined with Norethisterone.
SitagliptinThe therapeutic efficacy of Sitagliptin can be decreased when used in combination with Norethisterone.
SofosbuvirThe serum concentration of Sofosbuvir can be decreased when it is combined with Norethisterone.
SorafenibThe serum concentration of Sorafenib can be decreased when it is combined with Norethisterone.
SparfloxacinThe serum concentration of Sparfloxacin can be decreased when it is combined with Norethisterone.
SphingosineThe serum concentration of Sphingosine can be decreased when it is combined with Norethisterone.
St. John's WortThe serum concentration of Norethisterone can be decreased when it is combined with St. John's Wort.
StiripentolThe serum concentration of Norethisterone can be increased when it is combined with Stiripentol.
SulfisoxazoleThe metabolism of Norethisterone can be decreased when combined with Sulfisoxazole.
SulodexideThe therapeutic efficacy of Sulodexide can be decreased when used in combination with Norethisterone.
TacrolimusThe serum concentration of Tacrolimus can be decreased when it is combined with Norethisterone.
TamoxifenThe serum concentration of Tamoxifen can be decreased when it is combined with Norethisterone.
Taurocholic AcidThe serum concentration of Taurocholic Acid can be decreased when it is combined with Norethisterone.
Technetium Tc-99m sestamibiThe serum concentration of Technetium Tc-99m sestamibi can be decreased when it is combined with Norethisterone.
TelaprevirThe metabolism of Norethisterone can be decreased when combined with Telaprevir.
TelaprevirThe serum concentration of Telaprevir can be decreased when it is combined with Norethisterone.
TelithromycinThe metabolism of Norethisterone can be decreased when combined with Telithromycin.
TemsirolimusThe serum concentration of Temsirolimus can be decreased when it is combined with Norethisterone.
TicagrelorThe serum concentration of Ticagrelor can be decreased when it is combined with Norethisterone.
TiclopidineThe metabolism of Norethisterone can be decreased when combined with Ticlopidine.
TimololThe serum concentration of Timolol can be decreased when it is combined with Norethisterone.
TocilizumabThe serum concentration of Norethisterone can be decreased when it is combined with Tocilizumab.
TolazamideThe therapeutic efficacy of Tolazamide can be decreased when used in combination with Norethisterone.
TolbutamideThe therapeutic efficacy of Tolbutamide can be decreased when used in combination with Norethisterone.
TolvaptanThe serum concentration of Tolvaptan can be decreased when it is combined with Norethisterone.
TopotecanThe serum concentration of Topotecan can be decreased when it is combined with Norethisterone.
ToremifeneThe serum concentration of Toremifene can be decreased when it is combined with Norethisterone.
Trastuzumab emtansineThe serum concentration of Trastuzumab emtansine can be decreased when it is combined with Norethisterone.
TroglitazoneThe therapeutic efficacy of Troglitazone can be decreased when used in combination with Norethisterone.
UlipristalThe therapeutic efficacy of Norethisterone can be decreased when used in combination with Ulipristal.
UlipristalThe serum concentration of Ulipristal can be decreased when it is combined with Norethisterone.
UmeclidiniumThe serum concentration of Umeclidinium can be decreased when it is combined with Norethisterone.
VecuroniumThe serum concentration of Vecuronium can be decreased when it is combined with Norethisterone.
VenlafaxineThe metabolism of Norethisterone can be decreased when combined with Venlafaxine.
VenlafaxineThe serum concentration of Venlafaxine can be decreased when it is combined with Norethisterone.
VerapamilThe metabolism of Norethisterone can be decreased when combined with Verapamil.
VerapamilThe serum concentration of Verapamil can be decreased when it is combined with Norethisterone.
VildagliptinThe therapeutic efficacy of Vildagliptin can be decreased when used in combination with Norethisterone.
VinblastineThe serum concentration of Vinblastine can be decreased when it is combined with Norethisterone.
VincristineThe serum concentration of Vincristine can be decreased when it is combined with Norethisterone.
VismodegibThe serum concentration of Vismodegib can be decreased when it is combined with Norethisterone.
VogliboseThe therapeutic efficacy of Voglibose can be decreased when used in combination with Norethisterone.
VoriconazoleThe metabolism of Norethisterone can be decreased when combined with Voriconazole.
WarfarinThe therapeutic efficacy of Warfarin can be decreased when used in combination with Norethisterone.
XimelagatranThe therapeutic efficacy of Ximelagatran can be decreased when used in combination with Norethisterone.
ZidovudineThe serum concentration of Zidovudine can be decreased when it is combined with Norethisterone.
ZiprasidoneThe metabolism of Norethisterone can be decreased when combined with Ziprasidone.
Food Interactions
  • Take without regard to meals.

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
agonist
General Function:
Zinc ion binding
Specific Function:
The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Progesterone receptor isoform B (PRB) is involved activation of c-SRC/MAPK signaling on hormone stimulation.Isoform A: inactive in stimulating c-Src/MAPK signaling on hormone stimulation.Isoform 4: Increases mitochondrial ...
Gene Name:
PGR
Uniprot ID:
P06401
Molecular Weight:
98979.96 Da
References
  1. Mendoza-Rodriguez CA, Camacho-Arroyo I, Garcia GA, Cerbon MA: Variations of progesterone receptor and c-fos gene expression in the rat uterus after treatment with norethisterone and its A-ring reduced metabolites. Contraception. 1999 May;59(5):339-43. [PubMed:10494488 ]
  2. Madauss KP, Deng SJ, Austin RJ, Lambert MH, McLay I, Pritchard J, Short SA, Stewart EL, Uings IJ, Williams SP: Progesterone receptor ligand binding pocket flexibility: crystal structures of the norethindrone and mometasone furoate complexes. J Med Chem. 2004 Jun 17;47(13):3381-7. [PubMed:15189034 ]
  3. Garcia-Becerra R, Cooney AJ, Borja-Cacho E, Lemus AE, Perez-Palacios G, Larrea F: Comparative evaluation of androgen and progesterone receptor transcription selectivity indices of 19-nortestosterone-derived progestins. J Steroid Biochem Mol Biol. 2004 Jun;91(1-2):21-7. [PubMed:15261304 ]
  4. Mirkin S, Wong BC, Archer DF: Effect of 17 beta-estradiol, progesterone, synthetic progestins, tibolone, and tibolone metabolites on vascular endothelial growth factor mRNA in breast cancer cells. Fertil Steril. 2005 Aug;84(2):485-91. [PubMed:16084894 ]
  5. Pasapera AM, Cerbon MA, Castro I, Gutierrez R, Camacho-Arroyo I, Garcia GA, Perez-Palacios G: Norethisterone metabolites modulate the uteroglobin and progesterone receptor gene expression in prepubertal rabbits. Biol Reprod. 1995 Feb;52(2):426-32. [PubMed:7711211 ]
  6. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Vitamin d3 25-hydroxylase activity
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiot...
Gene Name:
CYP3A4
Uniprot ID:
P08684
Molecular Weight:
57342.67 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Oxygen binding
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:
CYP3A5
Uniprot ID:
P20815
Molecular Weight:
57108.065 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Oxygen binding
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:
CYP3A7
Uniprot ID:
P24462
Molecular Weight:
57525.03 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inducer
General Function:
Steroid hydroxylase activity
Specific Function:
Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:
CYP2C19
Uniprot ID:
P33261
Molecular Weight:
55930.545 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Carriers

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Toxic substance binding
Specific Function:
Serum albumin, the main protein of plasma, has a good binding capacity for water, Ca(2+), Na(+), K(+), fatty acids, hormones, bilirubin and drugs. Its main function is the regulation of the colloidal osmotic pressure of blood. Major zinc transporter in plasma, typically binds about 80% of all plasma zinc.
Gene Name:
ALB
Uniprot ID:
P02768
Molecular Weight:
69365.94 Da
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Androgen binding
Specific Function:
Functions as an androgen transport protein, but may also be involved in receptor mediated processes. Each dimer binds one molecule of steroid. Specific for 5-alpha-dihydrotestosterone, testosterone, and 17-beta-estradiol. Regulates the plasma metabolic clearance rate of steroid hormones by controlling their plasma concentration.
Gene Name:
SHBG
Uniprot ID:
P04278
Molecular Weight:
43778.755 Da

Transporters

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inducer
General Function:
Xenobiotic-transporting atpase activity
Specific Function:
Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells.
Gene Name:
ABCB1
Uniprot ID:
P08183
Molecular Weight:
141477.255 Da
References
  1. Kim WY, Benet LZ: P-glycoprotein (P-gp/MDR1)-mediated efflux of sex-steroid hormones and modulation of P-gp expression in vitro. Pharm Res. 2004 Jul;21(7):1284-93. [PubMed:15290871 ]
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Drug created on June 13, 2005 07:24 / Updated on September 29, 2016 02:27