Dehydroepiandrosterone 去氢表雄酮

CAS 53-43-0 MFCD00003613

化学结构图

53-43-0
SMILES: C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O)CC[C@@]43C)[C@@H]1CCC2=O

化学属性

Mol. FormulaC19H28O2
Mol. Weight288.47
Density1.12
Melting Point146-151°C
Stability对光敏感
Boiling Point

别名和识别编码

Chemical NameDehydroepiandrosterone
Synonym (3-beta)-3-Hydroxyandrost-5-en-17-one 17-Chetovis 17-Hormoforin 3-beta-Hydroxy-5-androsten-17-one 5 Androsten 3 beta hydroxy 17 one 5 Androsten 3 ol 17 one 5,6-Dehydroisoandrosterone 5,6-Didehydroisoandrosterone 5-Androsten-3-beta-hydroxy-17-one 5-Androsten-3-ol-17-one 5-Dehydroepiandrosterone Androst-5-en-17-one, 3-hydroxy-, (3-beta)- Androstenolone DHEA DHEA; Prasterone; Androstenolone; Dehydroisoandrosterone; trans-Dehydroandrosterone; Hydroxyandrost-5-en-17-one Dehydroepiandrosterone Dehydroisoandrosterone Diandron Diandrone Prasterone Prasterone, 3 alpha Isomer Prasterone, 3 alpha-Isomer Psicosterone trans-Dehydroandrosterone 去氢表雄酮 反式-脱氢雄甾酮 脱氢表雄甾酮,反式-脱氢
MDL NumberMFCD00003613
CAS Number53-43-0
EC Number200-175-5
Beilstein Registry Number2058110
PubChem Substance ID5881
Chemical Name Translation去氢表雄酮
InChIKeyFMGSKLZLMKYGDP-USOAJAOKSA-N
Wiswesser Line NotationL E5 B666 FV LUTJ A1 E1 OQ
InChIInChI=1S/C19H28O2/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/h3,13-16,20H,4-11H2,1-2H3/t13-,14-,15-,16-,18-,19-/m0/s1
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分类

  • Androgen, Bioactive Small Molecules, Cancer Research, Cell Biology, Cell Signaling and Neuroscience, Cytokines, Growth Factors and Hormones, D-DIF, Hormones, Nutrition Research, Phytochemicals by Chemical Classification, Steroid, Steroid Hormones, Tumor Growth Regulation, Tumor Promotors
  • {SA} Asymmetric Synthesis, Bioactive Small Molecules, Cell Biology, Chemical Synthesis, Chiral Building Blocks, Complex Molecules, D-DIF, Nutrition Research, Phytochemicals by Chemical Classification, Steroid
  • {SNA} Asymmetric Synthesis,

产品应用

  • 去氢表雄酮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。

相关文献及参考

  • [2]. McNelis JC, et al. Dehydroepiandrosterone exerts anti-glucocorticoid action on human preadipocyte proliferation, differentiation and glucose uptake. Am J Physiol Endocrinol Metab. 2013 Nov 1;305(9):E1134-44.
  • [3]. Catalina F, et al. Decrease of core body temperature in mice by dehydroepiandrosterone. Exp Biol Med (Maywood). 2002 Jun;227(6):382-8.
  • Baulieu EE, Robel P, Schumacher M., Neurosteroids: beginning of the story. Int. Rev. Neurobiol. 46 , 1-32, (2001) 摘要
  • Békési, G., et al., Plasma concentration of myeloperoxidase enzyme in pre- and post-climacterial people: related superoxide anion generation. Exp. Gerontol. 37 , 137-48, (2001) 摘要
  • Charalampopoulos I, Remboutsika E, et. al., Neurosteroids as modulators of neurogenesis and neuronal survival. Trends Endocrinol. Metab. 19 , 300-307, (2008) 摘要
  • Chung, K.F., et al., Effects of dehyd
  • Chung, K.F., et al., Effects of dehydroepiandrosterone on proliferation and differentiation

安全信息

Signal word Warning
GHS Symbol
WGK Germany2
Safety Statements
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P263 Avoid contact during pregnancy/while nursing. 怀孕/哺乳期间避免接触。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
  • P302+P352
  • P304+P340
  • P305 IF IN EYES: 如果进入眼睛
  • P305+P351+P338
  • P308+P313
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P332+P313
  • P337+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P391 Collect spillage. Hazardous to the aquatic environment 收集对水环境有危害的泄漏物。
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard Codes Xi
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H360 May damage fertility or the unborn child 可能对生育能力或未出生婴儿造成伤害
  • H362 May cause harm to breast-fed children 可能对母乳喂养的婴儿造成伤害
  • H400 Verytoxictoaquaticlife 对水生生物毒性非常大。
  • H410 Verytoxictoaquaticlifewithlonglastingeffects 对水生生物毒性非常大并具有长期影响。
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
RTECSBV8396000
Storage condition 密封保存
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
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   48,2788,1988

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
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

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
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   48,2788,1988

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
REFERENCE :
   BAXXDU British UK Patent Application. (U.S. Patent and Trademark Office,
   Foreign Patents, Washington, DC 20231)  Volume(issue)/page/year: #2208473

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
REFERENCE :
   BAXXDU British UK Patent Application. (U.S. Patent and Trademark Office,
   Foreign Patents, Washington, DC 20231)  Volume(issue)/page/year: #2208473

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
REFERENCE :
   BAXXDU British UK Patent Application. (U.S. Patent and Trademark Office,
   Foreign Patents, Washington, DC 20231)  Volume(issue)/page/year: #2208473

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
REFERENCE :
   BAXXDU British UK Patent Application. (U.S. Patent and Trademark Office,
   Foreign Patents, Washington, DC 20231)  Volume(issue)/page/year: #2208473

TYPE OF TEST            : DNA inhibition
ROUTE OF EXPOSURE       : Oral
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

TYPE OF TEST            : Unscheduled DNA synthesis
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Rodent - rat
DOSE/DURATION           : 500 mg/kg
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 320,189,1994

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
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
REFERENCE :
   ANENAG Annales d'Endocrinologie.  (Masson Editeur, 120 Blvd. Saint-Germain,
   F-25280 Paris Cedex 06, France)  V.1-    1939-  Volume(issue)/page/year:
   17,118,1956

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 300 mg/kg
SEX/DURATION            : female 15-20 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus -

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 240 mg/kg
SEX/DURATION            : female 13-20 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Maternal Effects - ovaries, fallopian tubes
REFERENCE :
   ENDOAO Endocrinology (Baltimore).  (Williams & Wilkins Co., 428 E. Preston
   St., Baltimore, MD 21203) V.1-    1917-  Volume(issue)/page/year:
   87,432,1970

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - rat
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
REFERENCE :
   ENDOAO Endocrinology (Baltimore).  (Williams & Wilkins Co., 428 E. Prest

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