A8008
5α-Androst-16-en-3-one
synthetic (organic), ≥98% (TLC), pheromone, powder
Synonym(s):
16-(5α)Androsten-3-one, 3-Keto-5α,16-androstene, Androstenone
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About This Item
Empirical Formula (Hill Notation):
C19H28O
CAS Number:
Molecular Weight:
272.43
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
242-220-1
MDL number:
Product Name
5α-Androst-16-en-3-one,
biological source
synthetic (organic)
Quality Level
assay
≥98% (TLC)
form
powder
mp
140-145 °C (lit.)
solubility
dichloromethane: 9.80-10.20 mg/mL, clear, colorless to faintly yellow
shipped in
ambient
storage temp.
room temp
SMILES string
[H][C@@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)C=CC[C@@]34[H])[C@@]1(C)CCC(=O)C2
InChI
1S/C19H28O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h3,9,13,15-17H,4-8,10-12H2,1-2H3/t13-,15-,16-,17-,18-,19-/m0/s1
InChI key
HFVMLYAGWXSTQI-QYXZOKGRSA-N
General description
5α-Androst-16-en-3-one (androstenone) is a mammalian pheromone found in boar saliva, human sweat, and human urine.
Application
5α-Androst-16-en-3-one has been used:
- to quantify its concentration in various fat tissues
- to study its trigeminal percept and implications on the rate of specific anosmia
- to study the effects of immunocastration on meat quality and sensory properties of pork bellies
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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J Peacock et al.
Animal genetics, 39(1), 15-21 (2007-12-29)
The level of cytochrome b5A (CYB5A) in pig testis is correlated with boar taint from androstenone and an AF016388:c.-8G>T polymorphism in CYB5A has been linked with low androstenone levels in the fat of pigs. In this study, we developed a
K Verheyden et al.
Journal of chromatography. A, 1174(1-2), 132-137 (2007-09-25)
Boar taint in entire male pigs remains a problem for fresh pork production. Since castration of pigs will be prohibited in the future on animal welfare reasons, attempts are made to detect boar taint pre and post mortem. Post mortem
S Ampuero Kragten et al.
Animal : an international journal of animal bioscience, 5(10), 1634-1642 (2012-03-24)
Today, different analytical methods are used by different laboratories to quantify androstenone in fat tissue. This study shows the comparison of methods used routinely in different laboratories for androstenone quantification: Time-resolved fluoroimmunoassay in Norwegian School of Veterinary Science (NSVS; Norway)