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Merck
CN

A8008

Sigma-Aldrich

5α-雄甾-16-烯-3-酮

synthetic (organic), ≥98% (TLC), pheromone, powder

别名:

16-(5α)雄甾烯-3-酮, 3-酮-5α,16-雄甾烯, 雄烯酮

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关于此项目

经验公式(希尔记法):
C19H28O
化学文摘社编号:
分子量:
272.43
EC 号:
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77
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产品名称

5α-雄甾-16-烯-3-酮,

生物来源

synthetic (organic)

质量水平

方案

≥98% (TLC)

表单

powder

mp

140-145 °C (lit.)

溶解性

dichloromethane: 9.80-10.20 mg/mL, clear, colorless to faintly yellow

运输

ambient

储存温度

room temp

SMILES字符串

[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

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一般描述

5α-Androst-16-en-3-one (androstenone) is a mammalian pheromone found in boar saliva, human sweat, and human urine.

应用

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

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Gang Chen et al.
Drug metabolism and disposition: the biological fate of chemicals, 36(1), 56-60 (2007-10-03)
CYP2A6 is one of the enzymes involved in the hepatic metabolism of a naturally produced compound, skatole, in the pig. Low CYP2A6 activity has been linked to excessive accumulation of skatole in pig adipose tissue and development of the phenomenon
P A Sinclair et al.
Journal of animal science, 83(2), 358-365 (2005-01-13)
This study examined the relationship between sulfoconjugation and the degree to which 5alpha-androstenone can accumulate in fat. Analysis of the unconjugated and sulfoconjugated fractions of peripheral plasma from 25 mature Yorkshire boars and testicular vein plasma from an additional 20
Jochen Fischer et al.
Analytical chemistry, 83(17), 6785-6791 (2011-08-02)
The steroidal pig pheromones androstenone (5α-androst-16-en-3-one), 3α-androstenol (5α-androst-16-en-3α-ol), and 3β-androstenol (5α-androst-16-en-3β-ol) as well as the heterocyclic aromatic amines skatole and indole, originating from microbial degradation of tryptophan in the intestine of pigs, are frequently recognized as the major compounds responsible
The scents of androstenone in humans.
Ricardo C Araneda et al.
The Journal of physiology, 554(Pt 1), 1-1 (2003-12-18)
Eli Grindflek et al.
BMC genomics, 12, 362-362 (2011-07-15)
Boar taint is observed in a high proportion of uncastrated male pigs and is characterized by an unpleasant odor/flavor in cooked meat, primarily caused by elevated levels of androstenone and skatole. Androstenone is a steroid produced in the testis in

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