(1S,2R,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

• ChemBase编号: 72779
• 分子式: C20H30O2
• 平均质量: 302.451
• 单一同位素质量: 302.2245802
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@](CC2)(O)C)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C)O)C)C
• InChI: InChI=1S/C20H30O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h12,15-17,22H,4-11H2,1-3H3/t15-,16+,17+,18+,19+,20+/m1/s1
• InChIKey: GCKMFJBGXUYNAG-HLXURNFRSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one; (1S,2R,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC传统名: dianabol; methyltestosterone
• 别名: 17α-甲基-4-雄甾烯-17β-醇-3-酮; 17β-羟基-17α-甲基-4-雄甾烯-3-酮; 甲基睾甾酮; 甲睾酮; 17α-甲基睾甾酮; 17α-Methyl-4-androsten-17β-ol-3-one; 17β-Hydroxy-17α-methyl-4-androsten-3-one; Mesterone; Methyltestosterone; 4-Androsten-17α-methyl-17β-ol-3-one; 17-Hydroxy-17-methyl-3-keto-androstene-4; 17-Methyltestosteron; Androsten; Dumogran; Metrone; NSC 139965; Testora; Testoviron; U 2842; 17α-Methyl Testosterone; Android; Testred; Virilon; 17-Methyltestoster; Methyltestosterone; 17α-Methyltestosterone; (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one; Methyl testosteronum; (1S,2R,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

登记号

• CAS号: 58-18-4
• EC号: 200-366-3
• MDL号: MFCD00003655
• Beilstein号: 2057425
• PubChem SID: 162037700; 24885901; 24897147; 24885900; 24870181
• PubChem CID: 6010

理论计算性质

• Acid pKa: 19.086739
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 3.6459997
• LogD (pH = 7.4): 3.646
• Log P: 3.646
• 摩尔折射率: 89.068 cm^3
• 极化性: 35.103523 Å^3
• 极化表面积: 37.3 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble4.8 mg/mL; Dioxane; ethanol: soluble22 mg/mL; H2O: ≤0.5 mg/mL; Methanol
• 外观: White Solid; white solid (photosensitive)
• 熔点: 162-168 °C(lit.); 165-168°C
• 比旋光度: [α]20/D +82±3°, c = 1% in ethanol
• 疏水性(logP): 3.928

安全信息

• 保存条件: -20°C; Controlled Substance, -20°C Freezer
• RTECS编号: BV8400000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 45-63
• 安全公开号: 53-36/37-45
• GHS危险品标识: GHS08
• GHS警示词: Danger
• GHS危险声明: H350-H361
• GHS警示性声明: P201-P281-P308 + P313
• 个人保护装置: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Eyeshields, Gloves, type P2 (EN 143) respirator cartridges
• 毒品管制信息: USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada; USDEA Schedule IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada

药理学性质

• 相关基因信息: rat ... Ar(24208)

产品相关信息

• 纯度: ≥97.0% (HPLC); 95%
• 级别: USP; VETRANAL™, analytical standard
• 成盐信息: Free Base
• 干燥失重: ≤2% loss on drying
• 药典: testing & handling conforms to Pharmacopeia
• Empirical Formula (Hill Notation): C20H30O2
• 分类: Derivatives & analogs of Natural Compounds

详细说明

Selleck Chemicals - S1678

Related research area: Endocrinology

Sigma Aldrich - M7252

Biochem/physiol Actions
Methyltestosterone (Mesterone) is an androgen and anabolic steroid.

Sigma Aldrich - 69241

Other Notes
可能实行销售限制

Sigma Aldrich - 69240

Other Notes
可能实行销售限制

Sigma Aldrich - 46444

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

Toronto Research Chemicals - M326400

Androgen. It has been used as an androgenic agent. Controlled substance (anabolic steroid).

参考文献

• http://en.wikipedia.org/wiki/Methyltestosterone
• Bichet, N., et al.: Toxicol. Appl. Pharmacol., 106, 509 (1990)
• Gustafson, D., et al.: Toxicol. Sci., 53, 245 (1990)
• Copple, B., et al.: Toxicol. Sci., 77, 172 (1990)
• Takashima, K., et al.: Life Sci., 78, 2787 (1990)