制备方法

3β-羟基-5-雄烯-17-酮,亦称脱氢表雄酮,缩写DHA或DHEA。具有较弱的雄性激素作用,可以从尿中检测出来,经常以硫酸酯形态排出。

合成制备方法

3β-羟基-5-雄烯-17-酮，亦称脱氢表雄酮，缩写DHA或DHEA。具有较弱的雄性激素作用，可以从尿中检测出来，经常以硫酸酯形态排出。

用途简介

用于制造甾体激素类药物的中间体,具有抗衰老及蛋白同化作用。

用途

DHEA（dehydrpepiandrosterone）是雄烯二酮，睾酮等男性激素的前体，能够提高雄性激素的水平。DHEA是人体内含量最多的荷尔蒙，是体内其他激素的几千倍，由肾上腺制造，又被称为“抗衰老激素”。研究表明：DHEA可以调节和促进体内其他18种体内固醇激素的分泌，具有促进新陈代谢、维持人体正常功能、抗衰老和增强免疫力的作用，因此又被称为“青春素”。临床研究，DHEA能提高免疫功能、抵抗退化及防止感染性疾病，可以促进免疫系统t细胞、b细胞及巨噬细胞的产生，防止细菌及病毒的感染，可以抑制肥胖症、防癌、降低胆固醇和血脂。

海关代码：

2937290090

WGK_Germany：

2
德国有关水污染物质的分类清单

危险类别码：

R36/37/38

安全说明：

S24/25

RTECS号：

BV8396000

危险标志：

Xi: Irritant;

CHEMICAL IDENTIFICATION

RTECS NUMBER :

BV8396000

CHEMICAL NAME :

Androst-5-en-17-one, 3-beta-hydroxy-

CAS REGISTRY NUMBER :

53-43-0

BEILSTEIN REFERENCE NO. :

2058110

LAST UPDATED :

199707

DATA ITEMS CITED :

18

MOLECULAR FORMULA :

C19-H28-O2

MOLECULAR WEIGHT :

288.47

WISWESSER LINE NOTATION :

L E5 B666 FV LUTJ A1 E1 OQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Rodent - rat

DOSE/DURATION :

>10 gm/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Subcutaneous

SPECIES OBSERVED :

Rodent - rat

DOSE/DURATION :

1 gm/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Rodent - mouse

DOSE/DURATION :

>10 gm/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Subcutaneous

SPECIES OBSERVED :

Rodent - mouse

DOSE/DURATION :

900 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Rodent - rat

DOSE/DURATION :

159 gm/kg/84W-C

TOXIC EFFECTS :

Tumorigenic - Carcinogenic by RTECS criteria Liver - tumors

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Rodent - mouse

DOSE/DURATION :

25 gm/kg/52D-C

TOXIC EFFECTS :

Tumorigenic - neoplastic by RTECS criteria Reproductive - Tumorigenic effects - ovarian tumors

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Implant

SPECIES OBSERVED :

Rodent - mouse

DOSE/DURATION :

400 mg/kg/50D-C

TOXIC EFFECTS :

Tumorigenic - neoplastic by RTECS criteria Reproductive - Tumorigenic effects - ovarian tumors

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Oral

DOSE :

1800 mg/kg

SEX/DURATION :

female 2-19 day(s) after conception

TOXIC EFFECTS :

Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Fertility - abortion

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Subcutaneous

DOSE :

300 mg/kg

SEX/DURATION :

female 15-20 day(s) after conception

TOXIC EFFECTS :

Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Subcutaneous

DOSE :

357 mg/kg

SEX/DURATION :

male 10 day(s) pre-mating

TOXIC EFFECTS :

Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Subcutaneous

DOSE :

300 mg/kg

SEX/DURATION :

female 20 day(s) pre-mating

TOXIC EFFECTS :

Reproductive - Maternal Effects - menstrual cycle changes or disorders

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Subcutaneous

DOSE :

600 mg/kg

SEX/DURATION :

female 10 day(s) after conception

TOXIC EFFECTS :

Reproductive - Maternal Effects - other effects Endocrine - changes in luteinizing hormone Endocrine - estrogenic

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Intramuscular

DOSE :

240 mg/kg

SEX/DURATION :

female 13-20 day(s) after conception

TOXIC EFFECTS :

Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Specific Developmental Abnormalities - endocrine system Reproductive - Specific Developmental Abnormalities - urogenital system

TYPE OF TEST :

TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :

Intramuscular

DOSE :

240 mg/kg

SEX/DURATION :

female 13-20 day(s) after conception

TOXIC EFFECTS :

Reproductive - Maternal Effects - ovaries, fallopian tubes

TYPE OF TEST :

Unscheduled DNA synthesis

MUTATION DATA

TEST SYSTEM :

Rodent - rat

DOSE/DURATION :

3780 mg/kg/14D (Continuous)

REFERENCE :

CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 52,2977,1992 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 81794 No. of Facilities: 28 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 700 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 81794 No. of Facilities: 39 (estimated) No. of Industries: 1 No. of Occupations: 3 No. of Employees: 2085 (estimated) No. of Female Employees: 1457 (estimated)

分子结构数据

1、   摩尔折射率：83.11

2、   摩尔体积（m³/mol）：256.9

3、   等张比容(90.2K)：663.6

4、   表面张力(dyne/cm)：44.4

5、   极化率(10-24cm³)：32.94

计算化学数据

1.疏水参数计算参考值（XlogP）:无

2.氢键供体数量:1

3.氢键受体数量:2

4.可旋转化学键数量:0

5.互变异构体数量:2

6.拓扑分子极性表面积37.3

7.重原子数量:21

8.表面电荷:0

9.复杂度:508

10.同位素原子数量:0

11.确定原子立构中心数量:6

12.不确定原子立构中心数量:0

13.确定化学键立构中心数量:0

14.不确定化学键立构中心数量:0

15.共价键单元数量:1

• 
  脱氢异雄酮红外图谱(IR1)
• 
  脱氢异雄酮红外图谱(IR3)
• 
  脱氢异雄酮质谱(MS)
• 
  脱氢异雄酮核磁图(¹³CNMR)
• 
  脱氢异雄酮核磁图(¹HNMR)
• 
  脱氢异雄酮红外图谱(IR2)