566-65-4

• 常用中文名：二氢黄体酮
• 常用英文名：5α-Dihydroprogesterone
• CAS号：566-65-4
• 分子式：C₂₁H₃₂O₂
• 分子量：316.478
• 相关类别： 无机化工 无机盐 氢化物、氮化物、叠氮化物 氢化物
• 发布时间：2018-06-26 08:42:04
• 更新时间：2026-07-05 17:03:43
• 5a-Pregnane-3,20-dione 是一种内源性的孕酮代谢物。

名称

• 中文名: 氢化黄体酮
• 英文名: 5α-pregnane-3,20-dione
• 中文别名: 5-alpha-孕甾-3,20-二酮; 5α-孕甾-3,20-二酮; (8R,9S,10S,13S,14S,17S)-17-乙酰-10,13-二甲基-1,2,4,5,6,7,8,9,11,12,14,15,16,17-十四氢环戊烷并[A]菲-3-酮; (5S,8R,9S,10S,13S,14S,17S)-17-乙酰基-10,13-二甲基十四氢-1H-环戊烷并[A]菲-3(2H)-酮; 二氢黄体酮(氢化黄体酮); 5Α-孕烷-3,20-二酮; 5A孕烷-3,20-二酮; 氢化黄体酮,10 MM DMSO 溶液; 孕烯醇酮杂质13; 二氢黄体酮-D6; 雌素酮杂质23; (5Α)-氢化孕酮; 5-Α-二氢黄体酮; 5Α-羟基孕酮; (8R,9S,10S,13S,14S,17S)-17-乙酰基-10,13-二甲基-1,2,4,5,6,7,8,9,11,12,14,15,16,17-十四氢环戊烷并[A]菲-3-酮; 孕烷-3,20-二酮; 5a-Pregnane-3,20-dione 伊格列净脯氨酸, L-脯氨酸伊格列净,S3206; 双氢黄体酮; 5Α-孕甾-3,20-二酮; 5a-Pregnane-3,20-dione 伊格列净脯氨酸, L-脯氨酸伊格列净，S3206; 二氢黄体酮,5Α-孕甾-3,20-二酮; 5-Α-二氢孕酮; 5A孕烷-3,20二酮(双氢黄体酮)
• 英文别名: 5α-Pregnane-3,20-dione (allo),5α-Dihydroprogesterone, Allopregnane-3,20-dione; 4-07-00-02199 (Beilstein Handbook Reference); Pregnane-3,20-dione, (5-α)- (9CI); 5alpha-Pregnan-3,20-dione; Allopregnane-3,20-dione; UNII:98G4S1OH0Z; 5alpha-Pregnane-3,20-dione (allo) progesterone metabolite; (5S,8R,9S,10S,13S,14S,17S)-17-Acetyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one; (8R,9S,10S,13S,14S,17S)-17-acetyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one; ALLOPREGNANDIONE; EINECS 209-297-3; Allopregnan-3,20-dione; 3,20-Allopregnanedione; 5alpha-pregnane-3,20-dione; 5a-Pregnan-3,20-dione; (5-alpha)-pregnane-20-dione; Allodihydroprogesterone; 5-alpha-Dihydroprogesterone ISO 9001：2015 REACH; Allopregnanedione; Estrone Impurity 23; 5-beta-pregnane-3,20-dione; 3,20-Dioxo-5alpha-pregnane; 5ALPHA-DIHYDROPROGESTERONE; allopregnandione; 5alpha-Dihydroprogesterone; (8R,9S,10S,13S,14S,17S)-17-ethanoyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one; Pregnane-3,20-dione, (5α); 5alpha-Pregnane-3,20-dione; 5-Alpha-Dihydro Progesterone-d8; 5a-Dihydroprogesterone; 5α-Dihydroprogesterone, Allopregnane-3,20-dione; 5α-pregnane-3,20-dione (allo); MFCD00067132; ALLOPREGNAN-3,20-DIONE; PREGNANE-3,20-DIONE CAS NO -4; 5ALPHA-PREGNANE-3,20-DIONE (ALLO); (5S,8R,9S,10S,13S,14S,17S)-17-acetyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one; ALLOPREGNENDIONE(RG)(CALL); 5α-PREGNAN-3, 20-DIONE; Pregnenolone Impurity 13; 5A-pregnane-dione-allo; (5α)-Pregnane-3,20-dione; Pregnane-3,20-dione; 5α-dihydroprogesterone; 5a-Pregnane-3,20-Dione（Dihydroprogesterone）; 4 5-alpha-Dihydroprogesterone; Pregnane-3,20-dione, (5alpha); (5S,8R,9S,10S,13R,14S,17S)-17-acetyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one; ALLOPREGNANE-3,20-DIONE; 5 A-PREGNANE-3 20-DIONE; (5S,8R,9S,10S,13S,14S,17S)-17-Acetyl-10,13-dimethyltetradecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one; (5S,8R,9S,10S,13S,14S,17S)-17-ACETYL-10,13-DIMETHYL-HEXADECAHYDRO-CYCLOPENTA[A]PHENANTHREN-3-ONE; 5alpha-Pregnan-3,20-dione-1,2,4,5,6,7-D6; 5A-PREGNAN-3,20-DIONE; 3,20-Dioxo-5a-pregnane; 5-ALPHA-PREGNAN-3,20-DIONE; 5α-Pregnan-3,20-dione-1,2,4,5,6,7-D6; 5A-DIHYDROPROGESTERONE; Pregnane-3,20-dione, (5α)- (9CI); Hydrogenated progesterone; 5-α-pregnane-3,20-dione; 5a-Pregnane-3,20-dione, 10 mM in DMSO; 99 (Beilstein Handbook Reference); 5a-Pregnane-3,20-dione; Pregnane-3,20-dlone; 5α-Pregnane-3,20-dione (8CI); (5Alpha)-Pregnane-3,20-dione

物化性质

• 密度: 1.0±0.1 g/cm3
• 沸点: 429.2±38.0 °C at 760 mmHg
• 熔点: 204 °C
• 分子式: C₂₁H₃₂O₂
• 分子量: 316.478
• 闪点: 160.3±23.8 °C
• 精确质量: 316.240234
• PSA: 34.14000
• LogP: 4.31
• 外观性状: 白色固体
• 蒸汽压: 0.0±1.0 mmHg at 25°C
• 折射率: 1.516
• 储存条件: 室温，密封，干燥

生物活性

• 描述: 5a-Pregnane-3,20-dione 是一种内源性的孕酮代谢物。
• 相关类别:
  研究领域 >> 内分泌
  天然产物 >> 黄酮类化合物
• 靶点:

  Human Endogenous Metabolite

• 体外研究: 5a-Pregnane-3,20-dione减少MCF-7乳腺癌细胞中细胞-底物附着,粘附斑块,纽蛋白表达和聚合F-肌动蛋白[1]。
• 参考文献:

  [1]. Wiebe JP, et al. The endogenous progesterone metabolite, 5a-pregnane-3,20-dione, decreases cell-substrate attachment, adhesion plaques, vinculin expression, and polymerized F-actin in MCF-7 breast cancer cells. Endocrine. 2001 Oct;16(1):7-14.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : TU4157150 CHEMICAL NAME : 5-beta-Pregnane-3,20-dione CAS REGISTRY NUMBER : 566-65-4 BEILSTEIN REFERENCE NO. : 2058506 LAST UPDATED : 199709 DATA ITEMS CITED : 2 MOLECULAR FORMULA : C21-H32-O2 MOLECULAR WEIGHT : 316.53 WISWESSER LINE NOTATION : L E5 B666 OVTJ A1 E1 FV1 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 80 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 11,117,1968 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 10 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 11,117,1968

安全

• 危害码 (欧洲): Xi
• WGK德国: 3
• RTECS号: TU4157150

合成路线

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