20-alpha-Dihydroprogesterone

From DrugPedia: A Wikipedia for Drug discovery

20-alpha-Dihydroprogesterone
Systematic (IUPAC) name
(8S,9S,10R,13S,14S,17S)-17-(1-hydroxyethyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopent[a]phenanthren-3-one
Identifiers
CAS number	145-14-2
ATC code	?
PubChem	8956
Chemical data
Formula	C21H32O2
Mol. mass	316.48
SMILES	eMolecules & PubChem
Synonyms	Dihydroprognenolone
Pharmacokinetic data
Bioavailability	?
Metabolism	?
Half life	?
Excretion	?
Therapeutic considerations
Pregnancy cat.	?
Legal status
Routes	?

Show 3-D Structure

[edit] Description

A biologically active 20-alpha-reduced metabolite of PROGESTERONE. It is converted from progesterone to 20-alpha-hydroxypregn-4-en-3-one by the 20-ALPHA-HYDROXYSTEROID DEHYDROGENASE in the CORPUS LUTEUM and the PLACENTA.

[edit] General Properties

*Molecular Weight

316.48

*Molecular Formula

C₂₁H₃₂O₂

*IUPAC NAME

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

*Canonical Smiles

CC(C1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)O

*Isomeric Smiles

C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)O

[edit] External Links

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