5alpha-androst-16-en-3beta-ol
(3beta,5alpha)-androst-16-en-3-ol
 
Notes:
from boar testis.
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CAS Number: 7148-51-8Picture of molecule3D/inchi
Nikkaji Web: J104.458C
MDL: MFCD00080862
XlogP3-AA: 5.30 (est)
Molecular Weight: 274.44730000
Formula: C19 H30 O
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 3.642 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Matrix Scientific
For experimental / research use only.
5a-Androst-16-en-3b-ol, 95+%
Santa Cruz Biotechnology
For experimental / research use only.
Androst-16-en-3-ol ≥98%
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for 5alpha-androst-16-en-3beta-ol usage levels up to:
 not for fragrance use.
 
Recommendation for 5alpha-androst-16-en-3beta-ol flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 151449
National Institute of Allergy and Infectious Diseases: Data
 (3S,5S,8R,9S,10S,13R,14S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Chemidplus: 0007148518
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References:
 (3S,5S,8R,9S,10S,13R,14S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 151449
Pubchem (sid): 135108710
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
HMDB (The Human Metabolome Database): Search
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 found in nature
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Synonyms:
(3beta,5alpha)-androst-16-en-3-ol
 androst-16-en-3-ol, (3beta,5alpha)- (9CI)
5alpha-androst-16-en-3beta-ol (8CI)
(3S,5S,8R,9S,10S,13R,14S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
 JNF 55
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Articles:
PubMed: Capillary gas chromatography with chemical ionization negative ion mass spectrometry in the identification of odorous steroids formed in metabolic studies of the sulphates of androsterone, DHA and 5alpha-androst-16-en-3beta-ol with human axillary bacterial isolates.
PubMed: Metabolism of androstenone, 17β-estradiol and dihydrotestosterone in primary cultured pig hepatocytes and the role of 3β-hydroxysteroid dehydrogenase in this process.
PubMed: A simplified and accurate method for the analysis of urinary metabolites of testosterone-related steroids using gas chromatography/combustion/isotope ratio mass spectrometry.
PubMed: Development of a candidate reference method for the simultaneous quantitation of the boar taint compounds androstenone, 3α-androstenol, 3β-androstenol, skatole, and indole in pig fat by means of stable isotope dilution analysis-headspace solid-phase microextraction-gas chromatography/mass spectrometry.
PubMed: The biosynthesis of androst-16-enes in boar testis tissue.
PubMed: Determination of 13C/12C ratios of endogenous urinary steroids: method validation, reference population and application to doping control purposes.
PubMed: Odor thresholds of the C(19)-Δ(16)-steroids responsible for boar odor in pork.
PubMed: Evaluation of the contribution of skatole, indole, androstenone and androstenols to boar-taint in back fat of pigs by HPLC and capillary gas chromatography (CGC).
PubMed: Androgen metabolism by rat epididymis. Metabolic conversion of 3H 5alpha-androstane-3alpha,17beta-diol, in vitro.
PubMed: Changes with age in the occurrence of C19 steroids in the testis and submaxillary gland of the boar.
PubMed: Studies on the metabolism of 5alpha-androst-16-en-3-one in boar tests in vivo.
PubMed: Studies on the biosynthesis in vivo and excretion of 16-unsaturated C 19 steroids in the boar.
PubMed: 16-unsaturated C 19 3-oxo steroids as metabolic intermediates in boar testis.
PubMed: Studies on the biosynthesis of 16-dehydro steroids. The metabolism of [4-14C]pregnenolone by boar adrenal and testis tissue in vitro.
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