5α-アンドロスタ-16-エン-3-オン

Androstenone

HCID 6852393

基本情報

CAS: 18339-16-7
標準SMILES: C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C=CC[C@@H]12
InChIKey: HFVMLYAGWXSTQI-QYXZOKGRSA-N
分子式: C19H28O
平均分子量: 272.4 g/mol
単同位体質量: 272.21401552

概要

5alpha-androst-16-en-3-one is an androstanoid that is 5alpha-androst-16-ene substituted by an oxo group at position 3. It is a steroid pheromone found in high concentrations in the saliva of male pigs,. It has a role as a pheromone and a mammalian metabolite. It is a 3-oxo steroid and an androstanoid. It derives from a hydride of a 5alpha-androst-16-ene.

名称と識別子

優先名称: Androstenone
IUPAC: (5S,8R,9S,10S,13R,14S)-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15-dodecahydrocyclopenta[a]phenanthren-3-one
現地名: 5α-アンドロスタ-16-エン-3-オン
英語名: 5ALPHA-ANDROST-16-EN-3-ONE
分子式: C19H28O
分子量: 272.42

名称と別名

androstenone18339-16-75alpha-Androst-16-en-3-oneAndrost-16-en-3-oneDTXSID0040965BWD3D5941JDTXCID8020965CHEBI:37894AEON steroidRefChem:558034DTXCID20209694DTXSID80860220

名称をさらに表示

5α-アンドロスタ-16-エン-3-オン5α-アンドロステノンアンドロステノン5Α-アンドロスト-16-エン-3-オン(3aS,3bR,5aS,9aS,9bS,11aR)-9a,11a-ジメチル-3H,3aH,3bH,4H,5H,5aH,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-シクロペンタ[a]フェナントレン-7-オンOCCLESTERONEOxstersterone5α-AndrostenoneEinecs 242-220-116-(5α)androsten-3-one5Androstan-16-en-3-one5A-ANDROST-16-EN-3-ONE

242-220-15alpha-Androstenone5a-androstenone(5S,8R,9S,10S,13R,14S)-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15-dodecahydrocyclopenta[a]phenanthren-3-one5|A-AndrostenoneAndrost-16-en-3-one, (5alpha)-MFCD00010479MLS000069748

データベース識別子

CAS: 18339-16-7
PubChem CID: 6852393
DTXSID: DTXSID0040965
ChEMBL: CHEMBL1309552
ChEBI: CHEBI:37894
UNII: BWD3D5941J
EC Number: 242-220-1
Nikkaji: J47.318I

物性

構造計算による物性

XLogP: 4.9
極性表面積: 17.1 Å²
水素結合供与体数: 0
水素結合受容体数: 1
回転可能結合数: 0
重原子数: 20
形式電荷: 0
複雑度: 464

実験および物理化学的性質

LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202]

Boiling Point371.00 to 372.00 °C. @ 760.00 mm Hg

Melting Point140 - 141 °C

Physical DescriptionSolid

物理化学的性質

融点: 140 · 140-145 °C(lit.)
沸点: 371.6 · 371.6±42.0 °C(Predicted)
比重(密度): 1.032 · 1.032±0.06 g/cm3(Predicted)
貯蔵温度: 2 · 2-8°C
溶解性: クロロホルム（微量）、メタノール（微量、加温）
外見: 個体
色: ホワイトからオフホワイト
由来生物: synthetic (organic)
Henry's Law Constant: 3.4 · 3.4×10-2 mol/(m3Pa) at 25℃, Amoore and Buttery (1978)
InChI: InChI=1/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-/s3
InChIKey: HFVMLYAGWXSTQI-QYXZOKGRSA-N
SMILES: [C@]12([H])CC[C@]3(C)C=CC[C@@]3([H])[C@]1([H])CC[C@@]1([H])CC(=O)CC[C@]21C |&1:0,4,9,11,15,22,r|
LogP: 5.568 · 5.568 (est)
CAS データベース: 18339 · 18339-16-7(CAS DataBase Reference)

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P318, P321, P330, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 17 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Other Safety InformationIMAP assessments - Androst-16-en-3-one, (5.alpha.)-: Human health tier I assessment

Hazard Classes and CategoriesAcute Tox. 4 (100%)

安全データ

wgk: -
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

Cellular LocationsExtracellular

応用分野 · 2 件

使用5α-Androst-16-en-3-one is a mammalian pheromone released as a volatile chemical cue in boar saliva to facilitate social and sexual interactions. It has been used to prime sexual behavior of sows in estrus for mating or artificial insemination. 5α-androst-16-en-3-one is also found in human sweat and urine and has been used to study receptor-mediated odorant detection and the genetic basis for anosmias.

一般的な説明5α-Androst-16-en-3-one (androstenone) is a mammalian pheromone found in boar saliva, human sweat, and human urine.

上流・下流製品情報

上流原料

スタノロン炭酸ジメチルエピアンドロステロンデヒドロエピアンドロステロン

サプライヤー69 社

盐城通铭生物科技有限公司15195160625 · [email protected]

杭州品高化工有限公司0571-87658025 · [email protected]

杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]

T&W GROUP021-61551611 13296011611 · [email protected]

Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

補足説明 · 1 件

定義ChEBI: 5alpha-androst-16-en-3-one is an androstanoid that is 5alpha-androst-16-ene substituted by an oxo group at position 3. It is a steroid pheromone found in high concentrations in the saliva of male pigs,. It has a role as a pheromone and a mammalian metabolite. It is a 3-oxo steroid and an androstanoid. It derives from a hydride of a 5alpha-androst-16-ene.