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

• ChemBase编号: 119282
• 分子式: C23H29ClO4
• 平均质量: 404.92696
• 单一同位素质量: 404.17543709
• SMILES: C12=CC(=O)CC[C@@]1([C@@H]1[C@@H](C=C2Cl)[C@H]2[C@@]([C@@](CC2)(OC(=O)C)C(=O)C)(CC1)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)C(=C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(OC(=O)C)C(=O)C)C)Cl)C
• InChI: InChI=1S/C23H29ClO4/c1-13(25)23(28-14(2)26)10-7-18-16-12-20(24)19-11-15(27)5-8-21(19,3)17(16)6-9-22(18,23)4/h11-12,16-18H,5-10H2,1-4H3/t16-,17+,18+,21-,22+,23+/m1/s1
• InChIKey: QMBJSIBWORFWQT-DFXBJWIESA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,10R,11S,14R,15S)-14-acetyl-8-chloro-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,8-dien-14-yl acetate
• IUPAC传统名: cero
• 别名: 17α-Acetoxy-6-chloro-4,6-pregnadiene-3,20-dione; 6-Chloro-6-dehydro-17α-acetoxyprogesterone; 6-Chloro-17α-hydroxy-4,6-pregnadiene-3,20-dione 17-acetate; Gestafortin; Matrol; Menstridyl; Chlormadinone acetate; 17-(Acetyloxy)-6-chloropregna-4,6-diene-3,20-dione; 17-Acetoxy-6-chloro-6-dehydroprogesterone; 6-Chloro-17-acetoxy-4,6-pregnadiene-3,20-dione; Chronosyn; Fertiletten; Chlormadinone Acetate; (8R,9S,10R,13S,14S,17R)-17-acetyl-6-chloro-10,13-dimethyl-3-oxo-2,3,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl acetate

登记号

• CAS号: 302-22-7
• EC号: 206-118-0
• MDL号: MFCD00056471
• Beilstein号: 2633614
• PubChem SID: 24892757; 162103195
• PubChem CID: 9324

理论计算性质

• Acid pKa: 17.825098
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 3.7171462
• LogD (pH = 7.4): 3.7171462
• Log P: 3.7171462
• 摩尔折射率: 109.0896 cm^3
• 极化性: 42.455647 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; Methanol
• 外观: Pale Yellow Solid
• 熔点: 212-214°C

安全信息

• 保存条件: -20°C Freezer
• RTECS编号: TU3750000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 60-61-40-48
• 安全公开号: 22-36/37/39-45
• GHS危险品标识: GHS08
• GHS警示词: Danger
• GHS危险声明: H351-H360
• 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

产品相关信息

• 分类: Derivatives & analogs of Natural Compounds

详细说明

Sigma Aldrich - C5145

Biochem/physiol Actions
Review of progestogenic and related pharmacological effects of chlormadinone acetate.1

Toronto Research Chemicals - C343500

Orally active progesteron with antiandrogenic activity; has been used in combinations as an oral contraceptive. Progestogen; antineoplastic (hormonal).

参考文献

• Brennan, D.M., et al.: Acta Endocrinol., 44, 367 (1963)
• Honma., s., et al.: Chem Pharm. Bull., 25 2019 (1963)
• Usui, T., et al.: Acta Urol. Jpn., 27, 327 (1963)