5-alpha-Dihydroprogesterone

From DrugPedia: A Wikipedia for Drug discovery

5-alpha-Dihydroprogesterone
Systematic (IUPAC) name
(5S,8R,9S,10S,13S,14S,17S)-17-acetyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopent[a]phenanthren-3-one
Identifiers
CAS number	?
ATC code	?
PubChem	92810
Chemical data
Formula	C21H32O2
Mol. mass	316.48
SMILES	eMolecules & PubChem
Synonyms	Enterolactone
Physical data
Melt. point	200 °C
Pharmacokinetic data
Bioavailability	?
Metabolism	?
Half life	?
Excretion	?
Therapeutic considerations
Pregnancy cat.	?
Legal status
Routes	?

Show 3-D Structure

Contents 1 Description 2 General Properties 3 PhysioChemical Properties 4 External Links

Description

A biologically active 5-alpha-reduced metabolite of plasma PROGESTERONE. It is the immediate precursor of 5-alpha-pregnan-3-alpha-ol-20-one (ALLOPREGNANOLONE), a neuroactive steroid that binds with GABA(A) RECEPTOR.

General Properties

*Molecular Weight

316.48

*Molecular Formula

C₂₁H₃₂O₂

*IUPAC NAME

(5S,8R,9S,10S,13S,14S,17S)-17-acetyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one

*Canonical Smiles

CC(=O)C1CCC2C1(CCC3C2CCC4C3(CCC(=O)C4)C)C

*Isomeric Smiles

CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CCC(=O)C4)C)C

PhysioChemical Properties

*Melting Point

200(EXP)

*LogP

3.46(EST)

External Links

• [1]Pubchem
• [2]]KEGG Compound
• [3]Human Metabolome DataBase

Categories:Hormones