Norgestomet

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

Identification

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Name
Norgestomet
Accession Number
DB11440
Type
Small Molecule
Groups
Vet approved
Description

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.

Structure
Thumb
Synonyms
Not Available
External IDs
SC-21009
Categories
UNII
3L33UD42X4
CAS number
25092-41-5
Weight
Average: 372.505
Monoisotopic: 372.23005951
Chemical Formula
C23H32O4
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]

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
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

References

General References
  1. Kesler DJ: Norgestomet implants maintain pregnancy in ovariectomized heifers. Theriogenology. 1997 Jul 1;48(1):89-98. [PubMed:16728110]
  2. Drew SB, Wishart DF, Young IM: Fertility of norgestomet treated suckler cows. Vet Rec. 1979 Jun 9;104(23):523-5. [PubMed:582487]
  3. Rao AR, Rao SV: Synchronisation of oestrus in buffaloes with norgestomet. Vet Rec. 1979 Sep 15;105(11):256. [PubMed:583183]
  4. Wishart DF, Young IM, Drew SB: Fertility of norgestomet treated dairy heifers. Vet Rec. 1977 May 14;100(20):417-20. [PubMed:878243]
  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. [PubMed:9419980]
  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. [PubMed:3553126]
  7. Carpenter RH, Spitzer JC: Response of anestrous ewes to norgestomet and PMSG. Theriogenology. 1981 Apr;15(4):389-93. [PubMed:16725597]
  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. [PubMed:16727259]
  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. [PubMed:8467644]
  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. [PubMed:9781477]
External Links
KEGG Drug
D05210
ChemSpider
7996587
ChEMBL
CHEMBL2104744
Wikipedia
Norgestomet

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
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/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

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
Progestogin-skeleton / Steroid ester / 20-oxosteroid / 3-oxo-delta-4-steroid / 3-oxosteroid / Oxosteroid / Delta-4-steroid / Cyclohexenone / Alpha-acyloxy ketone / Carboxylic acid ester
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
Not Available

Drug created on February 25, 2016 11:47 / Updated on September 02, 2019 19:24