5α-Androstane-3α,17β-diol 5a-Androstane-3a,17b-diol

CAS 1852-53-5 MFCD00003676

化学结构图

1852-53-5
SMILES: C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O)CC[C@@]43C)[C@@H]1CC[C@@H]2O

化学属性

Mol. FormulaC19H32O2
Mol. Weight292.51

别名和识别编码

Chemical Name5a-雄甾烷-3a,17b-二醇
CAS Number1852-53-5
Synonym Hombreol DIHYDROANDROSTANEDIOL (3R,5S,8R,10S,13S,17S)-10,13-Dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,17-diol Adiol Androstane-3,17-diol, (3alpha,5alpha,17beta)- 5ALPHA-Androstane-3ALPHA,17B-diol 3?,17?-Dihydroxy-5?-androstane 5α-雄甾烷-3α,17β-二醇 3α,17β-dihydroxy-5α-androstane Androstane-3alpha,17beta-diol 5α-雄甾烷-3α,17β-二醇 Etiocholane-3alpha,17beta-diol 10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol Androstane-3?,17?-diol 3α,17β-二羟基-5α-雄甾烷 二氢雄甾酮 3ALPHA,17BETA-DIHYDROXY-5ALPHA-ANDROSTANE 5A-雄甾烷-3A 17B-二醇 5a-雄甾烷-3a,17b-二醇 Androstane-3,17-diol, (3-alpha,5-alpha,17-beta)- 5-α-androstane-3-α,17-β-diol 3a,17b-dihydroxy-5a-androstane (3-alpha,5-alpha,17-beta)-androstane-17-diol 5A-ANDROSTAN-3A,17SS-DIOL 5-alpha-androstane-3-alpha,17-beta-diol; 3alpha,17beta-Dihydroxy-5alpha-androstane; 3a,17b-Dihydroxy-5a-androstane 3Α,17-二羟基-5Β-雄甾烷 17-BETA-DIHYDROANDROSTERONE 5alpha-Androstan-3alpha,17beta DIHYDRO-ANDROSTERONE 5ALPHA-ANDROSTAN-3ALPHA,17BETA-DIOL 雄烷二羟基 5ALPHA-ANDROSTANE-3ALPHA,17BETA-DIOL Etiocholane-3?,17?- 5alpha-Androstane-3alpha,17beta-androstanediol 5a-androstane-3a,17b-diol 3-alpha,17-beta-Dihydroxy-5-alpha-androstane 5A-ANDROSTAN-3A,17B-DIOL 3?,5?-Tetrahydrotestosterone (3R,5S,8R,10S,13S,17S)-10,13-Dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,17-diol (3?,5?,17?)-Androstane-3,17-diol
MDL NumberMFCD00003676
PubChem Substance ID15818
EC Number217-447-4
Chemical Name Translation5a-Androstane-3a,17b-diol
Beilstein Registry Number2694353
InChIInChI=1S/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,17-,18-,19-/m0/s1
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分类

  • AN-AZ, Androgen, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Cytokines, Growth Factors and Hormones, Hormones, Steroid Hormones
  • {uni_hamburg} no charge; carbocycle; alicycle; large ring; fused rings; 5ring; 6ring; 9ring; 10ring; 13ring; 14ring; 17ring; alcohol; chiral; 1fragment
  • {SNA} AN-AZ, Androgen, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Cytokines, Growth Factors and Hormones, Hormones, Steroid Hormones

产品应用

  • A metabolite of Testosterone (T155000).

相关文献及参考

  • Kulkarni, S., et al.: Xenobiotica, 35, 955 (2005),
  • Kicman, A., et al.: Br. J. Pharmacol., 154, 502 (2008),
  • Fragkaki, A., et al.: Steroids, 74, 172 (2009),
  • Biswas, M.G., et al. J. Biol. Chem. 272 , 15959, (1997) 摘要
  • Garnier, D.H., et al. Gen. Comp. Endocrinol. 116 , 281, (1999) 摘要
  • Wasson, K.M., et al. Gen. Comp. Endocrinol. 111 , 197, (1998) 摘要
  • Liu, W., et al., An improved hollow fiber solvent-stir bar microextraction for the preconcentration of anabolic steroids in biological matrix with determination by gas chromatography-mass spectrometry J. Chromatogr. A. 1233 , 1-7, (2012)
  • Ahlem, C., et al., 17α-ethynyl-5α-androstane-3α, 17β-diol treatment of MNU-induced mammary cancer in rats Int. J. Breast Cancer , doi: 10.4061/2011/618757, (2011)
  • Jegham, H., et al., Biological evaluation of a new family of aminosteroids that display a selective toxicity for various malignant cell lines Anti-Cancer Drugs 23(8) , 803-14, (2012)
  • Short: III/35E Title: Nuclear Magnetic Resonance (NMR) Data: Chemical Shifts for Oxygen-17 Author: Duddeck, H.; Toth, G.; Simon, A. Editor: Gupta, R.R.; Lechner, M.D. Source: Landolt-Börnstein, New Series Volume: III/35E Year: 2002 Keyword: Alipathic and Aromatic hydrocarbons; Coupling constant j; Nuclear Magnetic Resonance; chemical shifts δ ISBN: 3-540-42501-2 ISBN: 978-3-540-42501-4 Internet Resource: DOI:10.1007/b92953 RefComment: VII, 230 pages. With CD-ROM., Hardcover Abstract: This volume provides a comprehensive and evaluated compilation of nuclear magnetic resonance data. Chemical shifts and coupling constants of boron-11 and phosphorus-31 (subvol. A), fluorine-19 and nitrogen-15 (subvol. B), hydrogen-1 (subvol. C), carbon-13 (subvol. D), and oxygen-17 (subvol. E) compounds are tabulated together with the gross- and structure formulas

安全信息

WGK Germany3
RTECSBV8044310
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter 
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 48 mg/kg
SEX/DURATION            : male 6 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland,
   accessory glands
REFERENCE :
   JSTBBK Journal of Steroid Biochemistry.  (Pergamon Press Ltd., Headington
   Hill Hall, Oxford OX3 0BW, UK)  V.1-    1969-  Volume(issue)/page/year:
   18,397,1983

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Primate - monkey
DOSE                    : 200 ug/kg
SEX/DURATION            : male 20 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - spermatogenesis (incl. genetic material,
   sperm morphology, motility, and count)
REFERENCE :
   JRPFA4 Journal of Reproduction and Fertility.  (Biochemical Soc. Book Depot,
   POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK)  V.1-    1960-
   Volume(issue)/page/year: 89,69,1990

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 8 mg/kg
SEX/DURATION            : female 13-20 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - urogenital system
REFERENCE :
   ENDOAO Endocrinology (Baltimore).  (Williams & Wilkins Co., 428 E. Preston
   St., Baltimore, MD 21203) V.1-    1917-  Volume(issue)/page/year:
   99,1490,1976

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 40 mg/kg
SEX/DURATION            : female 13-20 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - ski

其他信息

  • 用途一:用作合成性激素的原料
  • MOL 文件:1852-53-5.mol
  • Sigma Aldrich:1852-53-5(sigmaaldrich)

系列性分类

  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. Cytokines, Growth Factors and Hormones - Cell Signaling and Neuroscience
  5. Hormones - Cytokines, Growth Factors and Hormones
  6. Steroid Hormones - Hormones
  7. Androgen - Steroid Hormones

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