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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H32O4
Molecular Weight 372.4978
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NORGESTOMET

SMILES

[H][C@@]12CC[C@](OC(C)=O)(C(C)=O)[C@@]1(C)C[C@H](C)[C@]3([H])[C@@]4([H])CCC(=O)C=C4CC[C@@]23[H]

InChI

InChIKey=IWSXBCZCPVUWHT-VIFKTUCRSA-N
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

HIDE SMILES / InChI

Molecular Formula C23H32O4
Molecular Weight 372.4978
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Norgestomet is a synthetic derivative of progesterone with improved oral activity due to its 17α-acetate side chain. In veterinary medicine norgestomet is used for the synchronisation of oestrus in cattle. It is administered as a subcutaneous ear implant (containing 3 mg norgestomet; to be removed after 9 to 10 days), in combination with a single intramuscular injection containing 3 mg norgestomet and 5 mg oestradiol valerate. The injection is to be given immediately after application of the implant. Norgestomet is not used in human medicine. It is a steroidal progestin of the 19-norprogesterone group.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
2.44 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Norgestomet

PubMed

Sample Use Guides

In Vivo Use Guide
Cattle: It is administered as a subcutaneous ear implant (containing 3 mg norgestomet; to be removed after 9 to 10 days), in combination with a single intramuscular injection containing 3 mg norgestomet and 5 mg oestradiol valerate. The injection is to be given immediately after application of the implant.
Route of Administration: Other
In Vitro Use Guide
Estimated values at which 50% of the specific binding of 16 nM [3H]progesterone was competitively inhibited separately by unlabeled norgestomet or progesterone, were 2.44 nM and 17.7 nM, respectively. Half-maximal stimulation of response by norgestomet was approximately 50 uM, although stimulation never exceeded 50% any of the concentrations used, and the relative estrogenic activity of norgestomet was 20 million-fold weaker than the activity of 17b-estradiol. Estrogenic activity was observed only above 1 uM (about 0.3 ug/ml). Addition of norgestomet (10 uM) to culture media increased (p<.01) estrogenic activity
Substance Class Chemical
Record UNII
3L33UD42X4
Record Status Validated (UNII)
Record Version