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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H32O
Molecular Weight 276.4568
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ANDROSTANOL

SMILES

C[C@@]12CCC[C@H]1[C@@H]3CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC2

InChI

InChIKey=DJTOLSNIKJIDFF-LOVVWNRFSA-N
InChI=1S/C19H32O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h13-17,20H,3-12H2,1-2H3/t13-,14-,15-,16-,17-,18-,19-/m0/s1

HIDE SMILES / InChI

Molecular Formula C19H32O
Molecular Weight 276.4568
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Androstanol is a steroid acting as the inverse agonist of constitutive androstane receptor. In addition, androstanol activates pregnane X receptor. In animal models, it protects from drug-induced liver injury. Androstanol appears to be a pheromone.

Approval Year

PubMed

PubMed

TitleDatePubMed
Bile acid homeostasis controls CAR signaling pathways in mouse testis through FXRalpha.
2017-02-09
Quantitative analysis of the interaction of constitutive androstane receptor with chemicals and steroid receptor coactivator 1 using surface plasmon resonance biosensor systems: a case study of the Baikal seal (Pusa sibirica) and the mouse.
2013-01
Multi-species analyses of direct activators of the constitutive androstane receptor.
2011-10
A concentration addition model for the activation of the constitutive androstane receptor by xenobiotic mixtures.
2009-01
The environmental estrogen, nonylphenol, activates the constitutive androstane receptor.
2007-08
Constitutive androstane receptor (CAR) as a potential sensing biomarker of persistent organic pollutants (POPs) in aquatic mammal: molecular characterization, expression level, and ligand profiling in Baikal seal (Pusa sibirica).
2006-11
Antagonist- and inverse agonist-driven interactions of the vitamin D receptor and the constitutive androstane receptor with corepressor protein.
2005-09
The ratio of constitutive androstane receptor to pregnane X receptor determines the activity of guggulsterone against the Cyp2b10 promoter.
2005-07
Characterization of activating signal cointegrator-2 as a novel transcriptional coactivator of the xenobiotic nuclear receptor constitutive androstane receptor.
2005-07
Study of 202 natural, synthetic, and environmental chemicals for binding to the androgen receptor.
2003-10
Modulation of acetaminophen-induced hepatotoxicity by the xenobiotic receptor CAR.
2002-10-11
Patents

Sample Use Guides

mice: 100 mg/kg
Route of Administration: Intraperitoneal
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:33:24 GMT 2025
Edited
by admin
on Mon Mar 31 21:33:24 GMT 2025
Record UNII
1394KPE67H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ANDROSTANOL
Systematic Name English
NSC-50887
Preferred Name English
ANDROSTAN-3-OL
Systematic Name English
5.ALPHA.-ANDROSTAN-3.BETA.-OL
Systematic Name English
3.BETA.-HYDROXY-5.ALPHA.-ANDROSTANE
Systematic Name English
ANDROSTAN-3-OL, (3.BETA.,5.ALPHA.)-
Systematic Name English
Code System Code Type Description
ECHA (EC/EINECS)
214-952-1
Created by admin on Mon Mar 31 21:33:24 GMT 2025 , Edited by admin on Mon Mar 31 21:33:24 GMT 2025
PRIMARY
EPA CompTox
DTXSID4036514
Created by admin on Mon Mar 31 21:33:24 GMT 2025 , Edited by admin on Mon Mar 31 21:33:24 GMT 2025
PRIMARY
FDA UNII
1394KPE67H
Created by admin on Mon Mar 31 21:33:24 GMT 2025 , Edited by admin on Mon Mar 31 21:33:24 GMT 2025
PRIMARY
NSC
50887
Created by admin on Mon Mar 31 21:33:24 GMT 2025 , Edited by admin on Mon Mar 31 21:33:24 GMT 2025
PRIMARY
PUBCHEM
92877
Created by admin on Mon Mar 31 21:33:24 GMT 2025 , Edited by admin on Mon Mar 31 21:33:24 GMT 2025
PRIMARY
CAS
1224-92-6
Created by admin on Mon Mar 31 21:33:24 GMT 2025 , Edited by admin on Mon Mar 31 21:33:24 GMT 2025
PRIMARY