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

• ChemBase编号: 103362
• 分子式: C21H30O3
• 平均质量: 330.4611
• 单一同位素质量: 330.21949482
• SMILES: O=C1C=C2[C@]([C@H]3CC[C@@]4([C@@](O)(C(=O)C)CC[C@H]4[C@@H]3CC2)C)(C)CC1
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(O)C(=O)C)C)C
• InChI: InChI=1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1
• InChIKey: DBPWSSGDRRHUNT-CEGNMAFCSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,10R,11S,14R,15S)-14-acetyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one; (1S,2R,10R,11S,14R,15S)-14-acetyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC传统名: hydroxyprogesterone
• 别名: 17α-羟基孕甾-4-烯-3,20-二酮; 17α-羟基黄体酮; 17α-羟基孕酮; 17-Hydroxypregn-4-ene-3,20-dione; 17-Hydroxyprogesterone; 17α-Hydroxy-P4; 17α-Hydroxylutin; 17α-Hydroxypregn-4-ene-3,20-dione; 17α-Hydroxyprogesterone; Gestageno; Gestageno Gador; Hydroxyprogesterone; NSC 15468; Pregn-4-en-17α-ol-3,20-dione; Prodix; Prodox; U 3096; Δ4-Pregnen-17α-ol-3,20-dione; 17α-Hydroxy Progesterone; 17α-Hydroxyprogesterone; 17-Hydroxyprogesterone; 17α-Hydroxy-4-pregnene-3,20-dione; 4-Pregnen-17α-ol-3,20-dione; 17-α-Hydroxypregn-4-ene-3,20-dione; 4-Pregnen-17α-ol-3,20-dione; 17α-HYDROXYPROGESTERONE; (8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one; 17A-hydroxyprogesterone; Hydroxyprogesterone

登记号

• CAS号: 68-96-2
• EC号: 200-699-4
• MDL号: MFCD00003659
• Beilstein号: 3218109
• PubChem SID: 162090857; 24870056; 24278469
• PubChem CID: 6238
• CHEBI ID: 17252
• ATC码: G03DA03
• CHEMBL: 1062
• Chemspider ID: 6002
• 美国药典/FDA物质标识码: 21807M87J2
• 维基百科标题: 17-Hydroxyprogesterone

理论计算性质

• Acid pKa: 12.699646
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 3.4011793
• LogD (pH = 7.4): 3.4011772
• Log P: 3.4011793
• 摩尔折射率: 94.1053 cm^3
• 极化性: 37.013763 Å^3
• 极化表面积: 54.37 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane
• 外观: White Solid
• 熔点: 219.5°C (427.1°F); 222-223°C; 222-224°C

安全信息

• 保存条件: -20°C Freezer; Room Temperature (15-30°C)
• RTECS编号: TU5060000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 61
• 安全公开号: 53-22-36/37/39-45
• GHS危险品标识: GHS08
• GHS警示词: Danger
• GHS危险声明: H360
• GHS警示性声明: P201-P308 + P313
• 个人保护装置: Eyeshields, Gloves, type P2 (EN 143) respirator cartridges

药理学性质

• 给药途径: Intramuscular
• 半衰期: 10 days (17-OHPC)
• 代谢: Liver
• 法定药品分级: Rx-only (US)
• 妊娠期药物分类: B; B (US)
• 美国（FDA）药品许可证: Hydroxyprogesterone
• 相关基因信息: human ... PGR(5241), SERPINA6(866)rat ... Ar(24208); human ... SERPINA6(866)rat ... Ar(24208)

产品相关信息

• 纯度: ≥95%; 95+%; 98%
• 级别: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C21H30O3

详细说明

MP Biomedicals - 02151498

Crystalline

Sigma Aldrich - H5752

Biochem/physiol Actions
Metabolite of progesterone.

Sigma Aldrich - 46337

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

Toronto Research Chemicals - H952330

17α-Hydroxy Progesterone is a metabolite of Progesterone. It was isolated from adrenal glands.

参考文献

• Pfiffner, N., et al.: J. Biol. Chem., 132, 459 (1940)
• Florey, K., et al.: Anal. Profiles Drug Subs.,4, 209 (1940)