基本情報
- 標準SMILES
CC12CCC3C(CCC4CC(O)CCC43C)C1CCC2=O- InChIKey
QGXBDMJGAMFCBF-UHFFFAOYSA-N- 分子式
- C19H30O2
- 平均分子量
- 290.4 g/mol
- 単同位体質量
- 290.2245802
名称と識別子
- 優先名称
- 3-Epiandrosterone
- IUPAC
- 3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one
- 現地名
- エピアンドロステロン
- 英語名
- Epiandrosterone
- 分子式
- C19H30O2
- 分子量
- 290.45
名称と別名
名称をさらに表示
データベース識別子
- CAS
481-29-8- PubChem CID
- 225
- ChEMBL
CHEMBL4744187
物性
構造計算による物性
- XLogP
- 3.7
- 極性表面積
- 37.3 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 2
- 回転可能結合数
- 0
- 重原子数
- 21
- 形式電荷
- 0
- 複雑度
- 458
物理化学的性質
- 融点
- 172 · 172-174 °C
- 比旋光度
- 91 · 91 º (c=1, CH3OH)
- 沸点
- 372.52 °C · 372.52°C (rough estimate)
- 比重(密度)
- 1.032 · 1.0320 (rough estimate)
- 屈折率
- 1.4709 · 1.4709 (estimate)
- 貯蔵温度
- Refrigerator
- 溶解性
- 2 O; · insoluble in H2O; ≥12.35 mg/mL in EtOH; ≥28.27 mg/mL in DMSO
- 外見
- solid
- 酸解離定数(Pka)
- 15.14 · 15.14±0.60(Predicted)
- 色
- White to off-white
- 由来生物
- synthetic (organic)
- 水溶解度
- 実質的に不溶
- Merck
- 3609 · 3609
- BRN
- 1884007 · 1884007
- InChI
- 1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,18-,19-/m0/s1
- InChIKey
- QGXBDMJGAMFCBF-LUJOEAJASA-N
- SMILES
- [H][C@@]12CC[C@@]3([H])[C@]4([H])CCC(=O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CC[C@H](O)C2
- LogP
- 3.751 · 3.751
- CAS データベース
- 481 · 481-29-8(CAS DataBase Reference)
- NISTの化学物質情報
- 3 Beta-hydroxy-5alpha-androstan-17-one · 3Beta-hydroxy-5alpha-androstan-17-one(481-29-8)
化学的性質
化学的特性white to off-white crystalline powder. Musky odor when heated.
安全と法規制
安全データ
- F
- 21
- wgk
- 3
- hs_code
- 29144000
- safety_code
- 22-24/25
- Hazard Classifications
- Repr. 2
- ストレージクラス
- 11 - Combustible Solids
化学と産業
応用分野
説明Epiandrosterone is a steroid hormone with weak androgenic activity, derived from 5 α-androstane. It is a dehydroepiandrosterone metabolite and an androgen. It is a precursor of testosterone and estradiol with hypolipidemic and anabolic activities.
使用Epiandrosterone is used for weight loss, to improve athletic performance, to reduce sexual problems, and for many other uses, but there is no good scientific evidence to support its use. Epiandrosterone might also be unsafe.Epiandrosterone is a steroid hormone that is present in normal human urine as a minor constituent , it is a less active 3β-isomer of the androgen Androsterone (A635535). Controlled Substance.
調製方法
純化方法Purify epi-androsterone via the acetate, hydrolyse this and recrystallise it from CHCl3/hexane or aqueous EtOH. The acetate [1239-31-2] is purified by chromatography and when crystallised from pet ether has m 103-104o, []D +68.5o (c 1, CHCl3). The oxime has m 194-196o (from MeOH), []D +17.5o (c 6.2, CHCl3). The racemic ketone is sublimed at 130o/high vacuum and after two crystallisations from methylcyclohexane it gives prisms with m 161-162o (which changed crystal form at 140-145o). [Ruzicka & Wettstein Helv Chim Acta 18 1264 1935, Johnson et al. J Am Chem Soc 75 2275 1953, 78 6331 1956, Cordwell et al. J Chem. Soc 361 1953, Beilstein 8 IV 462.]
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義ChEBI: Epiandrosterone is a 3beta-hydroxy steroid that is (5alpha)-androstane substituted by a beta-hydroxy group at position 3 and an oxo group at position 17. It has a role as an androgen and a human metabolite. It is a 17-oxo steroid, a 3beta-hydroxy steroid and an androstanoid. It derives from a 5alpha-androstane.
関連反応
関連ノート
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