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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
Structure of 3.BETA.-ANDROSTANEDIOL

SMILES

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

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 292.4562
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Testosterone modulation of seizure susceptibility is mediated by neurosteroids 3alpha-androstanediol and 17beta-estradiol.
2004
The human cytochrome P4507B1: catalytic activity studies.
2004 Dec
Characterization of a monoclonal antibody for human aldo-keto reductase AKR1C3 (type 2 3alpha-hydroxysteroid dehydrogenase/type 5 17beta-hydroxysteroid dehydrogenase); immunohistochemical detection in breast and prostate.
2004 Dec
HPLC-RIA analysis of steroid hormone profile in a virilizing stromal tumor of the ovary.
2004 Oct 29
The androgen derivative 5alpha-androstane-3beta,17beta-diol inhibits prostate cancer cell migration through activation of the estrogen receptor beta subtype.
2005 Jun 15
17beta-estradiol induces apoptosis in the developing rodent prostate independently of ERalpha or ERbeta.
2006 Jan
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
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Effects of 3-beta-diol, an androgen metabolite with intrinsic estrogen-like effects, in modulating the aquaporin-9 expression in the rat efferent ductules.
2006 Oct 6
Triphenyltin alters androgen metabolism in the sea urchin Paracentrotus lividus.
2006 Sep 12
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
Regulation and expression of human CYP7B1 in prostate: overexpression of CYP7B1 during progression of prostatic adenocarcinoma.
2007 Sep 15
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:48:25 GMT 2025
Edited
by admin
on Mon Mar 31 17:48:25 GMT 2025
Record UNII
6J0K4253QD
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3.BETA.-ANDROSTANEDIOL
Common Name English
MAXTERONE
Preferred 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
Classification Tree Code System Code
LOINC 9640-4
Created by admin on Mon Mar 31 17:48:25 GMT 2025 , Edited by admin on Mon Mar 31 17:48:25 GMT 2025
DEA NO. 4000
Created by admin on Mon Mar 31 17:48:25 GMT 2025 , Edited by admin on Mon Mar 31 17:48:25 GMT 2025
LOINC 15026-8
Created by admin on Mon Mar 31 17:48:25 GMT 2025 , Edited by admin on Mon Mar 31 17:48:25 GMT 2025
LOINC 1850-7
Created by admin on Mon Mar 31 17:48:25 GMT 2025 , Edited by admin on Mon Mar 31 17:48:25 GMT 2025
LOINC 23815-4
Created by admin on Mon Mar 31 17:48:25 GMT 2025 , Edited by admin on Mon Mar 31 17:48:25 GMT 2025
Code System Code Type Description
NSC
50891
Created by admin on Mon Mar 31 17:48:25 GMT 2025 , Edited by admin on Mon Mar 31 17:48:25 GMT 2025
PRIMARY
EPA CompTox
DTXSID8022379
Created by admin on Mon Mar 31 17:48:25 GMT 2025 , Edited by admin on Mon Mar 31 17:48:25 GMT 2025
PRIMARY
DRUG BANK
DB03882
Created by admin on Mon Mar 31 17:48:25 GMT 2025 , Edited by admin on Mon Mar 31 17:48:25 GMT 2025
PRIMARY
FDA UNII
6J0K4253QD
Created by admin on Mon Mar 31 17:48:25 GMT 2025 , Edited by admin on Mon Mar 31 17:48:25 GMT 2025
PRIMARY
ECHA (EC/EINECS)
209-334-3
Created by admin on Mon Mar 31 17:48:25 GMT 2025 , Edited by admin on Mon Mar 31 17:48:25 GMT 2025
PRIMARY
WIKIPEDIA
3?-Androstanediol
Created by admin on Mon Mar 31 17:48:25 GMT 2025 , Edited by admin on Mon Mar 31 17:48:25 GMT 2025
PRIMARY
CHEBI
18329
Created by admin on Mon Mar 31 17:48:25 GMT 2025 , Edited by admin on Mon Mar 31 17:48:25 GMT 2025
PRIMARY
CAS
571-20-0
Created by admin on Mon Mar 31 17:48:25 GMT 2025 , Edited by admin on Mon Mar 31 17:48:25 GMT 2025
PRIMARY
PUBCHEM
242332
Created by admin on Mon Mar 31 17:48:25 GMT 2025 , Edited by admin on Mon Mar 31 17:48:25 GMT 2025
PRIMARY
CHEBI
27727
Created by admin on Mon Mar 31 17:48:25 GMT 2025 , Edited by admin on Mon Mar 31 17:48:25 GMT 2025
PRIMARY
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