Norgestomet

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Norgestomet
DrugBank Accession Number
DB11440
Background

Norgestomet, also known as 11β-methyl-17-hydroxy-19-norprogesterone acetate, is a steroidal progestin used in veterinary medicine to control estrus and ovulation in cattle.

Type
Small Molecule
Groups
Vet approved
Structure
Weight
Average: 372.505
Monoisotopic: 372.23005951
Chemical Formula
C23H32O4
Synonyms
  • Norgestomet
External IDs
  • SC-21009

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Products

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Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
แบ๊ทเทอร์ฟลายNorgestomet (0.5 MG) + Ethinylestradiol (50 MCG)Tablet, sugar coatedOralบริษัท ไบร์วู๊ดฟาร์มาซูติคอล จำกัด2001-06-30Not applicableThailand flag

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Sub Class
Pregnane steroids
Direct Parent
Gluco/mineralocorticoids, progestogins and derivatives
Alternative Parents
Steroid esters / 20-oxosteroids / 3-oxo delta-4-steroids / Delta-4-steroids / Cyclohexenones / Alpha-acyloxy ketones / Carboxylic acid esters / Monocarboxylic acids and derivatives / Organic oxides / Hydrocarbon derivatives
Substituents
20-oxosteroid / 3-oxo-delta-4-steroid / 3-oxosteroid / Aliphatic homopolycyclic compound / Alpha-acyloxy ketone / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester / Cyclic ketone / Cyclohexenone
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
3L33UD42X4
CAS number
25092-41-5
InChI Key
IWSXBCZCPVUWHT-VIFKTUCRSA-N
InChI
InChI=1S/C23H32O4/c1-13-12-22(4)20(9-10-23(22,14(2)24)27-15(3)25)19-7-5-16-11-17(26)6-8-18(16)21(13)19/h11,13,18-21H,5-10,12H2,1-4H3/t13-,18-,19-,20-,21+,22-,23-/m0/s1
IUPAC Name
(1R,3aS,3bR,9aR,9bS,10S,11aS)-1-acetyl-10,11a-dimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl acetate
SMILES
[H][C@@]12CC[C@](OC(C)=O)(C(C)=O)[C@@]1(C)C[C@H](C)[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H]

References

General References
  1. Kesler DJ: Norgestomet implants maintain pregnancy in ovariectomized heifers. Theriogenology. 1997 Jul 1;48(1):89-98. [Article]
  2. Drew SB, Wishart DF, Young IM: Fertility of norgestomet treated suckler cows. Vet Rec. 1979 Jun 9;104(23):523-5. [Article]
  3. Rao AR, Rao SV: Synchronisation of oestrus in buffaloes with norgestomet. Vet Rec. 1979 Sep 15;105(11):256. [Article]
  4. Wishart DF, Young IM, Drew SB: Fertility of norgestomet treated dairy heifers. Vet Rec. 1977 May 14;100(20):417-20. [Article]
  5. Geary TW, Reeves JJ, Schafer DW, Evans RR, Randel RD, Rutter LM, Sasser RG, Guardia R, Alexander B, Holcombe D, Hanks DR, Faulkner DB: Norgestomet implants prevent pregnancy in beef heifers on pasture. J Anim Sci. 1997 Dec;75(12):3089-93. [Article]
  6. Garcia-Winder M, Lewis PE, Townsend EC, Inskeep EK: Effects of norgestomet on follicular development in postpartum beef cows. J Anim Sci. 1987 Apr;64(4):1099-109. [Article]
  7. Carpenter RH, Spitzer JC: Response of anestrous ewes to norgestomet and PMSG. Theriogenology. 1981 Apr;15(4):389-93. [Article]
  8. Burns PD, Spitzer JC, Burns GL, Plyler BB: Inhibition of estrus and corpora lutea function with Norgestomet. Theriogenology. 1993 Apr;39(4):863-73. [Article]
  9. Moffatt RJ, Zollers WG Jr, Welshons WV, Kieborz KR, Garverick HA, Smith MF: Basis of norgestomet action as a progestogen in cattle. Domest Anim Endocrinol. 1993 Jan;10(1):21-30. [Article]
  10. Cardwell BE, Fitch GQ, Geisert RD: Ultrasonic evaluation for the time of ovulation in ewes treated with norgestomet and norgestomet followed by pregnant mare's serum gonadotropin. J Anim Sci. 1998 Sep;76(9):2235-8. [Article]
KEGG Drug
D05210
ChemSpider
7996587
ChEMBL
CHEMBL2104744
ZINC
ZINC000004217176
Wikipedia
Norgestomet

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Tablet, sugar coatedOral
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00489 mg/mLALOGPS
logP2.95ALOGPS
logP3.83Chemaxon
logS-4.9ALOGPS
pKa (Strongest Acidic)17.68Chemaxon
pKa (Strongest Basic)-4.7Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area60.44 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity103.33 m3·mol-1Chemaxon
Polarizability42.06 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0129000000-7c8ec1c1c033edadb3f6
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-2009000000-b14cec15479eb735e7bc
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-6059000000-812eae92afe02bae8fde
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0005-0194000000-d4c714edb898139d3548
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-9000000000-98e53c3bbd42317f8921
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0096-1791000000-8555b0ab90df57d52c87
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-192.28914
predicted
DeepCCS 1.0 (2019)
[M+H]+194.18457
predicted
DeepCCS 1.0 (2019)
[M+Na]+200.38655
predicted
DeepCCS 1.0 (2019)

Drug created at February 25, 2016 18:47 / Updated at February 21, 2021 18:53