(1S,2R,10R,11S,14R,15S)-14-acetyl-2,8,15-trimethyl-13-methylidene-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-6,8-dien-14-yl acetate

• ChemBase编号: 128244
• 分子式: C25H32O4
• 平均质量: 396.51918
• 单一同位素质量: 396.2300595
• SMILES: O=C1C=C2C(=C[C@@H]3[C@H](CC[C@@]4([C@](OC(=O)C)(C(=C)C[C@@H]34)C(=O)C)C)[C@@]2(C)CC1)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)C(=C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC(=C)[C@]2(OC(=O)C)C(=O)C)C)C)C
• InChI: InChI=1S/C25H32O4/c1-14-11-19-20(23(5)9-7-18(28)13-21(14)23)8-10-24(6)22(19)12-15(2)25(24,16(3)26)29-17(4)27/h11,13,19-20,22H,2,7-10,12H2,1,3-6H3/t19-,20+,22+,23-,24+,25+/m1/s1
• InChIKey: UDKABVSQKJNZBH-DWNQPYOZSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,10R,11S,14R,15S)-14-acetyl-2,8,15-trimethyl-13-methylidene-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,8-dien-14-yl acetate
• IUPAC传统名: melengestrol acetate
• 别名: 17α-乙酰氧基-6-甲基-16-亚甲基-4,6-孕甾二烯-3,20-二酮; 醋酸美伦孕酮; 17-(Acetyloxy)-6-methyl-16-methylenepregna-4,6-diene-3,20-dione; 17-Hydroxy-6-methyl-16-methylenepregna-4,6-diene-3,20-dione Acetate; 17-Acetoxy-6-methyl-16-methylenepregna-4,6-diene-3,20-dione; 6-Dehydro-16-methylene-17α-hydroxy-6α-methylprogesterone Acetate; Heifermax 500; NSC-70968; MGA; 17α-Acetoxy-6-methyl-16-methylene-4,6-pregnadiene-3,20-dione; Melengestrol acetate; Melengestrol acetate

登记号

• CAS号: 2919-66-6
• EC号: 220-859-7
• MDL号: MFCD00072142
• Beilstein号: 2066919
• PubChem SID: 24860753; 162222553; 24886527
• PubChem CID: 250948
• Chemspider ID: 219803
• 维基百科标题: Melengestrol_acetate

理论计算性质

• Acid pKa: 17.536983
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 3.819025
• LogD (pH = 7.4): 3.819025
• Log P: 3.819025
• 摩尔折射率: 112.8275 cm^3
• 极化性: 44.043472 Å^3
• 极化表面积: 60.44 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Ethyl Acetate
• 外观: Light Tan Solid
• 熔点: 202-204 °C(lit.); 219-221°C

安全信息

• 保存条件: Refrigerator
• RTECS编号: TU4141000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 62
• 安全公开号: 36
• GHS危险品标识: GHS08
• GHS警示词: Warning
• GHS危险声明: H361
• GHS警示性声明: P281
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves; 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

产品相关信息

• 纯度: ≥97.0% (HPLC)
• 级别: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C25H32O4

详细说明

Sigma Aldrich - 73248

Biochem/physiol Actions
Causes shrinkage of androgen-dependent prostate tumors.1

Sigma Aldrich - 33998

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

Toronto Research Chemicals - M215350

Orally active progestational steroid. Progestogen; growth promotant.

参考文献

• Patton, M., et al.: Zoo Biol., 26, 311(2007)
• Sellin, M., et al.: Environ. Toxicol. Chem., 28, 2443 (2007)
• Fliri, A., et al.: J. Med. Chem., 52, 8038 (2007)
• Sanseverino, J., et al.: Toxicol. Sci., 107, 122 (2007)