Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

A2480

Sigma-Aldrich

5α-Androstan-3β-ol

powder

Synonym(s):

3β-Hydroxy-5α-androstane

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C19H32O
CAS Number:
1224-92-6
Molecular Weight:
276.46
EC Number:
214-952-1
MDL number:
MFCD00067608
UNSPSC Code:
51111800
PubChem Substance ID:
329770786
NACRES:
NA.77
Pricing and availability is not currently available.

biological source

synthetic (organic)

Quality Level

100

sterility

non-sterile

form

powder

solubility

DMSO: soluble 14 mg/mL at ≤60 °C
H2O: insoluble

shipped in

ambient

storage temp.

room temp

SMILES string

[H][C@@]12CC[C@@]3([H])[C@]4([H])CCC[C@@]4(C)CC[C@]3([H])[C@@]1(C)CC[C@H](O)C2

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

InChI key

DJTOLSNIKJIDFF-LOVVWNRFSA-N

Looking for similar products? Visit Product Comparison Guide

Application

5α-Androstan-3β-ol has been used as a cortisone analog to test its effect on the voltage-dependent potassium channel (Kv) current.[1]

Biochem/physiol Actions

mCAR (constitutive androstane receptor) inverse agonist; testosterone metabolite.

Hazard Statements

H413

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCN9897
MKCN9896
MKCK1109
MKCJ6032
MKCG6171

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A Kassam et al.
The Journal of biological chemistry, 275(6), 4345-4350 (2000-02-08)
The genes encoding the first two enzymes of the peroxisomal beta-oxidation pathway, acyl-CoA oxidase (AOx) and enoyl-CoA hydratase/3-hydroxyacyl-CoA dehydrogenase (HD), contain upstream cis-acting regulatory regions termed peroxisome proliferator response elements (PPRE). Transcription of these genes is mediated through the binding
Yan Cai et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 15(1), 89-96 (2002-01-23)
Nuclear receptors constitutive androstane receptor (CAR) and pregnane X receptor (PXR) cross talk and serve as xenobiotic sensors to form a safety net against the toxic effects of harmful substances. Retinoid x receptor alpha (RXRalpha) dimerizes with CAR and PXR.
Andrea Toell et al.
Journal of cellular biochemistry, 85(1), 72-82 (2002-03-14)
Constitutive androstane receptor (CAR) and pregnane X receptor (PXR) are members of the nuclear receptor superfamily that regulate target gene transcription in a ligand-dependent manner. CAR and PXR have a rather broad, overlapping set of ligands that range from natural
Ping Li et al.
British journal of pharmacology, 158(5), 1322-1329 (2009-08-26)
Potentiating neurosteroids are some of the most efficacious modulators of the mammalian GABA(A) receptor. One of the crucial interactions may be between the C20 ketone group (D-ring substituent at C17) of the neurosteroid, and the N407 and Y410 residues in
Giovanna M Ledda-Columbano et al.
Carcinogenesis, 24(6), 1059-1065 (2003-06-17)
The nuclear receptor Constitutive Androstane Receptor (CAR) binds DNA as a heterodimer with the retinoic-X receptor and activates gene transcription. Previously, in vitro studies have shown that the testosterone metabolites, androstenol and androstenol, inhibit the constitutive transcriptional activity of CAR
View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service