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
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
| Molecular Formula | C21H32O2 |
| Molecular Weight | 316.4776 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The pregnane X receptor: a promiscuous xenobiotic receptor that has diverged during evolution. | 2000 Jan |
|
| Orphan nuclear receptors constitutive androstane receptor and pregnane X receptor share xenobiotic and steroid ligands. | 2000 May 19 |
|
| Developmental changes in progesterone biosynthesis and metabolism in the quail brain. | 2001 Apr 13 |
|
| The nuclear pregnane X receptor: a key regulator of xenobiotic metabolism. | 2002 Oct |
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| Specificity of human alcohol dehydrogenase 1C*2 (gamma2gamma2) for steroids and simulation of the uncompetitive inhibition of ethanol metabolism. | 2003 Feb 1 |
|
| A PXR reporter gene assay in a stable cell culture system: CYP3A4 and CYP2B6 induction by pesticides. | 2004 Dec 15 |
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| Modulation of the firing activity of female dorsal raphe nucleus serotonergic neurons by neuroactive steroids. | 2004 Jul |
|
| Insight into the mechanism of action of neuroactive steroids. | 2004 Jul |
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| Identification of 3beta,5beta-tetrahydroprogesterone, a progesterone metabolite, and its stimulatory action on preoptic neurons in the avian brain. | 2004 May 8 |
|
| Metabolites of progesterone and the pregnane X receptor: a novel pathway regulating uterine contractility in pregnancy? | 2005 Apr |
|
| 5 Beta-dihydroprogesterone and steroid 5 beta-reductase decrease in association with human parturition at term. | 2005 Jul |
|
| Plasma concentrations of neuroactive steroids before and after electroconvulsive therapy in major depression. | 2005 Jun |
|
| Oestrogen and testosterone modulate the firing activity of dorsal raphe nucleus serotonergic neurones in both male and female rats. | 2005 Mar |
|
| 3alpha-reduced neuroactive steroids and their precursors during pregnancy and the postpartum period. | 2005 Nov |
|
| Molecular cloning and heterologous expression of progesterone 5beta-reductase from Digitalis lanata Ehrh. | 2006 Feb |
|
| Influence of mirtazapine on plasma concentrations of neuroactive steroids in major depression and on 3alpha-hydroxysteroid dehydrogenase activity. | 2006 Mar |
|
| Crystallization and preliminary crystallographic analysis of selenomethionine-labelled progesterone 5beta-reductase from Digitalis lanata Ehrh. | 2006 Mar 1 |
|
| Regulation of vascular tone during pregnancy: a novel role for the pregnane X receptor. | 2007 Feb |
|
| In silico prediction of pregnane X receptor activators by machine learning approaches. | 2007 Jan |
|
| Circulating levels of pregnanolone isomers during the third trimester of human pregnancy. | 2007 Jun-Jul |
|
| 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 |
|
| Antinociceptive profile of ring A-reduced progesterone metabolites in the formalin test. | 2008 Aug 31 |
|
| The crystal structure of progesterone 5beta-reductase from Digitalis lanata defines a novel class of short chain dehydrogenases/reductases. | 2008 Jun 20 |
|
| Metabolism of neuroactive steroids in day-old chick brain. | 2009 Apr |
|
| 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 |
|
| 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 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 10:08:16 GMT 2023
by
admin
on
Sat Dec 16 10:08:16 GMT 2023
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| Record UNII |
105J2Q45A0
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| Record Status |
Validated (UNII)
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| Record Version |
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30154
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5β-Dihydroprogesterone
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m9116
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128-23-4
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DB07557
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82868
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DTXSID00878589
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105J2Q45A0
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92745
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