3.BETA.-ANDROSTANEDIOL

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 Search

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

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	856929
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	15458794
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	14672942
The androgen derivative 5alpha-androstane-3beta,17beta-diol inhibits prostate cancer cell migration through activation of the estrogen receptor beta subtype.	2005 Jun 15	15958594
Regulation of steroid hydroxylase CYP7B1 by androgens and estrogens in prostate cancer LNCaP cells.	2006 Jun 2	16630558
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006 Nov	16497524
Triphenyltin alters androgen metabolism in the sea urchin Paracentrotus lividus.	2006 Sep 12	16846652
Androgens with activity at estrogen receptor beta have anxiolytic and cognitive-enhancing effects in male rats and mice.	2008 Nov	18775724
Steroid hormone transforming aldo-keto reductases and cancer.	2009 Feb	19250190
Epimerase activity of the human 11beta-hydroxysteroid dehydrogenase type 1 on 7-hydroxylated C19-steroids.	2009 Mar	19167490
ERbeta: recent understanding of estrogen signaling.	2010 Sep	20646931

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