3,20-PREGNANEDIONE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H32O2
Molecular Weight	316.4776
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])CC[C@]4([H])CC(=O)CC[C@]34C

InChI

InChIKey=XMRPGKVKISIQBV-XWOJZHJZSA-N

InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14,16-19H,4-12H2,1-3H3/t14-,16+,17-,18+,19+,20+,21-/m1/s1

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
A PXR reporter gene assay in a stable cell culture system: CYP3A4 and CYP2B6 induction by pesticides.	2004 Dec 15	15548381
Modulation of the firing activity of female dorsal raphe nucleus serotonergic neurons by neuroactive steroids.	2004 Jul	15225127
Insight into the mechanism of action of neuroactive steroids.	2004 Jul	15213296
Identification of 3beta,5beta-tetrahydroprogesterone, a progesterone metabolite, and its stimulatory action on preoptic neurons in the avian brain.	2004 May 8	15064147
Metabolites of progesterone and the pregnane X receptor: a novel pathway regulating uterine contractility in pregnancy?	2005 Apr	15846226
Plasma concentrations of neuroactive steroids before and after electroconvulsive therapy in major depression.	2005 Jun	15702138
Oestrogen and testosterone modulate the firing activity of dorsal raphe nucleus serotonergic neurones in both male and female rats.	2005 Mar	15796770
3alpha-reduced neuroactive steroids and their precursors during pregnancy and the postpartum period.	2005 Nov	16373246
Molecular cloning and heterologous expression of progesterone 5beta-reductase from Digitalis lanata Ehrh.	2006 Feb	16386278
Influence of mirtazapine on plasma concentrations of neuroactive steroids in major depression and on 3alpha-hydroxysteroid dehydrogenase activity.	2006 Mar	16344854
The crystal structure of human Delta4-3-ketosteroid 5beta-reductase defines the functional role of the residues of the catalytic tetrad in the steroid double bond reduction mechanism.	2008 Aug 12	18624455
The crystal structure of progesterone 5beta-reductase from Digitalis lanata defines a novel class of short chain dehydrogenases/reductases.	2008 Jun 20	18032383
Metabolism of neuroactive steroids in day-old chick brain.	2009 Apr	19200338
The VEP1 gene (At4g24220) encodes a short-chain dehydrogenase/reductase with 3-oxo-Delta4,5-steroid 5beta-reductase activity in Arabidopsis thaliana L.	2009 Apr	19166903
Measurement of ring A-reduced progesterone metabolites by enzyme-linked immunoassay with colorimetric detection: baseline levels of six metabolites, including pregnanolone, in male rat plasma.	2009 Feb 1	19132927

Name

Type

Language

3,20-PREGNANEDIONE

Systematic Name

English

NSC-82868

Code

English

3,20-PREGNANEDIONE [MI]

Common Name

English

PREGNANE-3,20-DIONE, (5.BETA.)-

Systematic Name

English

U-2411

Code

English

5.BETA.-PREGNAN-3,20-DIONE

Systematic Name

English

5.BETA.-DIHYDROPROGESTERONE

Systematic Name

English

Code System Code Type Description

CHEBI

30154