19-羟基雄甾-4-烯-3,17-二酮 (HCID 252379)

名称与标识

首选名称: 19-Hydroxyandrostenedione
IUPAC: (8R,9S,10S,13S,14S)-10-(hydroxymethyl)-13-methyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
中文名: 19-羟基雄甾-4-烯-3,17-二酮
英文名: 19-Hydroxy-4-androstene-3,17-dione
分子式: C19H26O3
分子量: 302.41

名称与别名

19-Hydroxyandrost-4-ene-3,17-dione510-64-519-Hydroxy-4-androstene-3,17-dione19-HydroxyandrostenedioneAndrost-4-ene-3,17-dione, 19-hydroxy-NSC-74233A546CQ058419-HAEDJ117.011BCHEBI:27576DTXSID80199007C05290

展开更多名称

19-羟基雄烯二酮19-羟基雄-4-烯-3,17-二酮4-雄甾烯-3,17-二酮-19-醇19-羟基-4-雄烯-3,17-二酮19-羟基-4-雄烯二酮 (开环物)19-羟基雄甾-4-烯-3,17-二酮19-羟基-4-雄甾烯-3,17-二酮19-羟基雄-4-烯-3,17-二酮/AR9-羟基雄甾-4-烯-3,17-二酮/开环物开环物/19-羟基雄甾-4-烯-3,17-二酮19-hydroxy-4-AndrostenedioneNSC 7423NSC 74233Dienogest Impurity 1Hydroxy-4-androsten-3Dienogest Impurity 16

RefChem:437595DTXCID70121498208-116-519-Hydroxyandrostendione4-Androsten-19-ol-3,17-dione(8R,9S,10S,13S,14S)-10-(hydroxymethyl)-13-methyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione4-Androstene-3,17-dione-19-ol19-Hydroxyandrost-4-enedione

数据库标识

CAS: 510-64-5、61342-08-3
PubChem CID: 252379
ChEMBL: CHEMBL4517318
ChEBI: CHEBI:27576
UNII: A546CQ0584
EC Number: 208-116-5
Nikkaji: J117.011B

性质

结构计算性质

XLogP: 1.5
极性表面积: 54.4 Å²
氢键供体: 1
氢键受体: 3
可旋转键: 1
重原子: 22
形式电荷: 0
复杂度: 563

实验与物化性质

Physical DescriptionSolid

物理化学性质

熔点: 168 · 168-169 °C(lit.)
沸点: 485.4 · 485.4±45.0 °C(Predicted)
密度: 1.19 · 1.19±0.1 g/cm3(Predicted)
储存条件: -20 °C · Sealed in dry,Store in freezer, under -20°C
溶解度: Chloroform (Slightly), Methanol (Slightly)
形态: Solid
酸度系数(pKa): 14.9 · 14.90±0.10(Predicted)
颜色: Off-White to Pale Yellow
旋光度 (Optical Rotation): 190 · [α]/D +190±5°, c = 1 in chloroform
BRN: 2567249 · 2567249
InChI: InChI=1S/C19H26O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10,14-16,20H,2-9,11H2,1H3/t14-,15-,16-,18-,19+/m0/s1
InChIKey: XGUHPTGEXRHMQQ-BGJMDTOESA-N
SMILES: C1(=O)C=C2[C@](CO)(CC1)[C@]1([H])[C@]([H])([C@@]3([H])[C@@](CC1)(C)C(=O)CC3)CC2
CAS 数据库: 510 · 510-64-5(CAS DataBase Reference)
NIST化学物质信息: 19 · 19-Hydroxyandrost-4-ene-3,17-dione(510-64-5)

化学性质

结晶（丙酮/己烷）。熔点170-171℃。[α]D+182°（氯仿）。

安全与法规

GHS分类

GHS Classification · 5 条

Danger

H351 (15.2%): Suspected of causing cancer [Warning Carcinogenicity]；H360 (15.2%): May damage fertility or the unborn child [Danger Reproductive toxicity]；H361 (84.8%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]；H362 (15.2%): May cause harm to breast-fed children [Reproductive toxicity, effects on or via lactation]

P203, P260, P263, P264, P270, P280, P318, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危害信息

Hazard Classes and CategoriesCarc. 2 (15.2%)；Repr. 1A (15.2%)；Repr. 2 (84.8%)；Lact. (15.2%)

安全数据

wgk: 3
安全说明: 22-24/25-36/37/39-27-26-36/37
海关编码: 29372900
危险品标志: Xi,Xn
危险类别码: 36/37/38-63

化学与工业

药理信息

Tissue LocationsPlacenta；Testis

Cellular LocationsExtracellular；Membrane

Metabolite Pathways17-Beta Hydroxysteroid Dehydrogenase III Deficiency；Androgen and Estrogen Metabolism；Androstenedione Metabolism；Aromatase deficiency

应用领域

用途炔诺酮、炔雌醇的中间体。

制备方法

生产方法以醋酸妊娠双烯醇酮（5,16-孕甾二烯-3β-醇-20-酮 3-醋酸酯）为原料，经盐酸羟胺肟化，重排（得醋酸去氢表雄酮）、水解（HCl）、加成、环氧化、水解（脱3-位乙酰基）、氧化（3-位羟基）、消除（脱HCl）、还原、开环等步反应制得。

上下游产品信息

上游原料

醋酸异丙酯

下游产品

炔诺酮雌甾-5(10)-烯-3,17-二酮3-缩二甲醇

试剂价格

HY-113302 · 100mg: 19-羟基雄甾-4-烯-3,17-二酮19-Hydroxyandrost-4-ene-3,17-dione — 250元
HY-113302 · 10 mM * 1 mLin DMSO: 19-羟基雄甾-4-烯-3,17-二酮19-Hydroxyandrost-4-ene-3,17-dione — 275元