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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H32O2
Molecular Weight 292.4569
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3.BETA.-ANDROSTANEDIOL

SMILES

C[C@@]12CC[C@@]([H])(C[C@]2([H])CC[C@@]3([H])[C@]4([H])CC[C@@]([H])([C@@]4(C)CC[C@@]31[H])O)O

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

HIDE SMILES / InChI

Molecular Formula C19H32O2
Molecular Weight 292.4569
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
In-vitro metabolism of [3H]testosterone by scalp and back skin: conversion of testosterone into 5alpha-androstane-3beta, 17beta-diol.
1977 Mar
Endocrine active compounds affect thyrotropin and thyroid hormone levels in serum as well as endpoints of thyroid hormone action in liver, heart and kidney.
2004 Dec 1
Human cytosolic 3alpha-hydroxysteroid dehydrogenases of the aldo-keto reductase superfamily display significant 3beta-hydroxysteroid dehydrogenase activity: implications for steroid hormone metabolism and action.
2004 Mar 12
The androgen derivative 5alpha-androstane-3beta,17beta-diol inhibits prostate cancer cell migration through activation of the estrogen receptor beta subtype.
2005 Jun 15
Regulation of steroid hydroxylase CYP7B1 by androgens and estrogens in prostate cancer LNCaP cells.
2006 Jun 2
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Triphenyltin alters androgen metabolism in the sea urchin Paracentrotus lividus.
2006 Sep 12
Androgens with activity at estrogen receptor beta have anxiolytic and cognitive-enhancing effects in male rats and mice.
2008 Nov
Steroid hormone transforming aldo-keto reductases and cancer.
2009 Feb
Epimerase activity of the human 11beta-hydroxysteroid dehydrogenase type 1 on 7-hydroxylated C19-steroids.
2009 Mar
ERbeta: recent understanding of estrogen signaling.
2010 Sep
Substance Class Chemical
Created
by admin
on Sat Jun 26 15:11:58 UTC 2021
Edited
by admin
on Sat Jun 26 15:11:58 UTC 2021
Record UNII
6J0K4253QD
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3.BETA.-ANDROSTANEDIOL
Common Name English
NSC-50891
Code English
5.ALPHA.-ANDROSTANE-3.BETA.,17.BETA.-DIOL
Systematic Name English
3BETA,17BETA-DIHYDROXY-5ALPHA-ANDROSTANE
Systematic Name English
3.BETA.,17.BETA.-ANDROSTANEDIOL
Common Name English
3.BETA.-ADIOL
Common Name English
ANDROSTANE-3,17-DIOL, (3.BETA.,5.ALPHA.,17.BETA.)-
Systematic Name English
3.BETA.,17.BETA.-DIHYDROXY-5.ALPHA.-ANDROSTANE
Systematic Name English
MAXTERONE
Brand Name English
Classification Tree Code System Code
LOINC 9640-4
Created by admin on Sat Jun 26 15:11:58 UTC 2021 , Edited by admin on Sat Jun 26 15:11:58 UTC 2021
DEA NO. 4000
Created by admin on Sat Jun 26 15:11:58 UTC 2021 , Edited by admin on Sat Jun 26 15:11:58 UTC 2021
LOINC 15026-8
Created by admin on Sat Jun 26 15:11:58 UTC 2021 , Edited by admin on Sat Jun 26 15:11:58 UTC 2021
LOINC 1850-7
Created by admin on Sat Jun 26 15:11:58 UTC 2021 , Edited by admin on Sat Jun 26 15:11:58 UTC 2021
LOINC 23815-4
Created by admin on Sat Jun 26 15:11:58 UTC 2021 , Edited by admin on Sat Jun 26 15:11:58 UTC 2021
Code System Code Type Description
EPA CompTox
571-20-0
Created by admin on Sat Jun 26 15:11:58 UTC 2021 , Edited by admin on Sat Jun 26 15:11:58 UTC 2021
PRIMARY
DRUG BANK
DB03882
Created by admin on Sat Jun 26 15:11:58 UTC 2021 , Edited by admin on Sat Jun 26 15:11:58 UTC 2021
PRIMARY
FDA UNII
6J0K4253QD
Created by admin on Sat Jun 26 15:11:58 UTC 2021 , Edited by admin on Sat Jun 26 15:11:58 UTC 2021
PRIMARY
ECHA (EC/EINECS)
209-334-3
Created by admin on Sat Jun 26 15:11:58 UTC 2021 , Edited by admin on Sat Jun 26 15:11:58 UTC 2021
PRIMARY
CAS
571-20-0
Created by admin on Sat Jun 26 15:11:58 UTC 2021 , Edited by admin on Sat Jun 26 15:11:58 UTC 2021
PRIMARY
PUBCHEM
242332
Created by admin on Sat Jun 26 15:11:58 UTC 2021 , Edited by admin on Sat Jun 26 15:11:58 UTC 2021
PRIMARY
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In reproductive tissues, dihydrotestosterone is further metabolized to 3-alpha and 3-beta androstanediol
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ACTIVE MOIETY