Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C19H32O2 |
Molecular Weight | 292.4562 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 8 / 8 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])CC[C@@]4([H])C[C@@H](O)CC[C@]34C
InChI
InChIKey=CBMYJHIOYJEBSB-YSZCXEEOSA-N
InChI=1S/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,17-,18-,19-/m0/s1
Molecular Formula | C19H32O2 |
Molecular Weight | 292.4562 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 8 / 8 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
In-vitro metabolism of [3H]testosterone by scalp and back skin: conversion of testosterone into 5alpha-androstane-3beta, 17beta-diol. | 1977 Mar |
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Analytical strategies for the detection of non-labelled anabolic androgenic steroids in nutritional supplements. | 2004 Jul |
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HPLC-RIA analysis of steroid hormone profile in a virilizing stromal tumor of the ovary. | 2004 Oct 29 |
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Metabolite ligands of estrogen receptor-beta reduce primate coronary hyperreactivity. | 2006 Jan |
|
Regulation of steroid hydroxylase CYP7B1 by androgens and estrogens in prostate cancer LNCaP cells. | 2006 Jun 2 |
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Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
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Triphenyltin alters androgen metabolism in the sea urchin Paracentrotus lividus. | 2006 Sep 12 |
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5alpha-Androstane-3beta,17beta-diol (3beta-diol), an estrogenic metabolite of 5alpha-dihydrotestosterone, is a potent modulator of estrogen receptor ERbeta expression in the ventral prostrate of adult rats. | 2007 Dec |
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An alternate pathway for androgen regulation of brain function: activation of estrogen receptor beta by the metabolite of dihydrotestosterone, 5alpha-androstane-3beta,17beta-diol. | 2008 May |
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Androgens with activity at estrogen receptor beta have anxiolytic and cognitive-enhancing effects in male rats and mice. | 2008 Nov |
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Potent and selective steroidal inhibitors of 17beta-hydroxysteroid dehydrogenase type 7, an enzyme that catalyzes the reduction of the key hormones estrone and dihydrotestosterone. | 2009 Dec 10 |
|
Reductive 17beta-hydroxysteroid dehydrogenases in the sulfatase pathway: critical in the cell proliferation of breast cancer. | 2009 Mar 25 |
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The androgen metabolite 5alpha-androstane-3beta,17beta-diol (3betaAdiol) induces breast cancer growth via estrogen receptor: implications for aromatase inhibitor resistance. | 2009 May |
|
Measurement of sex steroids in murine blood and reproductive tissues by liquid chromatography-tandem mass spectrometry. | 2010 Aug |
|
ERbeta: recent understanding of estrogen signaling. | 2010 Sep |
Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Jul 05 22:41:13 UTC 2023
by
admin
on
Wed Jul 05 22:41:13 UTC 2023
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Record UNII |
6J0K4253QD
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Record Status |
Validated (UNII)
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Record Version |
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-
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Classification Tree | Code System | Code | ||
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LOINC |
9640-4
Created by
admin on Wed Jul 05 22:41:13 UTC 2023 , Edited by admin on Wed Jul 05 22:41:13 UTC 2023
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DEA NO. |
4000
Created by
admin on Wed Jul 05 22:41:13 UTC 2023 , Edited by admin on Wed Jul 05 22:41:13 UTC 2023
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LOINC |
15026-8
Created by
admin on Wed Jul 05 22:41:13 UTC 2023 , Edited by admin on Wed Jul 05 22:41:13 UTC 2023
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LOINC |
1850-7
Created by
admin on Wed Jul 05 22:41:13 UTC 2023 , Edited by admin on Wed Jul 05 22:41:13 UTC 2023
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LOINC |
23815-4
Created by
admin on Wed Jul 05 22:41:13 UTC 2023 , Edited by admin on Wed Jul 05 22:41:13 UTC 2023
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Code System | Code | Type | Description | ||
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50891
Created by
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DTXSID8022379
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DB03882
Created by
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6J0K4253QD
Created by
admin on Wed Jul 05 22:41:13 UTC 2023 , Edited by admin on Wed Jul 05 22:41:13 UTC 2023
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209-334-3
Created by
admin on Wed Jul 05 22:41:13 UTC 2023 , Edited by admin on Wed Jul 05 22:41:13 UTC 2023
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3β-Androstanediol
Created by
admin on Wed Jul 05 22:41:13 UTC 2023 , Edited by admin on Wed Jul 05 22:41:13 UTC 2023
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PRIMARY | |||
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18329
Created by
admin on Wed Jul 05 22:41:13 UTC 2023 , Edited by admin on Wed Jul 05 22:41:13 UTC 2023
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PRIMARY | |||
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571-20-0
Created by
admin on Wed Jul 05 22:41:13 UTC 2023 , Edited by admin on Wed Jul 05 22:41:13 UTC 2023
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PRIMARY | |||
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242332
Created by
admin on Wed Jul 05 22:41:13 UTC 2023 , Edited by admin on Wed Jul 05 22:41:13 UTC 2023
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27727
Created by
admin on Wed Jul 05 22:41:13 UTC 2023 , Edited by admin on Wed Jul 05 22:41:13 UTC 2023
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PRIMARY |
Related Record | Type | Details | ||
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PARENT -> METABOLITE |
In reproductive tissues, dihydrotestosterone is further metabolized to 3-alpha and 3-beta androstanediol
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PARENT -> METABOLITE |
IN VITRO
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Related Record | Type | Details | ||
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ACTIVE MOIETY |