Jervine 蒜藜芦碱

CAS 469-59-0 MFCD01684066

化学结构图

469-59-0
SMILES: CC1=C2C(=O)[C@H]3[C@@H](CC=C4C[C@@H](O)CC[C@@]43C)[C@@H]2CC[C@]12O[C@@H]1C[C@H](C)CN[C@H]1[C@H]2C

化学属性

Mol. FormulaC27H39NO3
Mol. Weight426
Melting Point244-248

别名和识别编码

Chemical NameJervine
CAS Number469-59-0
Synonym (3β, 23β)-17,23-Epoxy-3-hydroxyveratraman-11-one 11-Ketocyclopamine (3?,23?)-17,23-Epoxy-3-hydroxyveratraman-11-one (3β, 23β)-17,23-Epoxy-3-hydroxyveratraman-11-one (3β, 23β)-17,23-Epoxy-3-hydroxyveratraman-11-one 11-Ketocyclopamine 11-Ketocyclopamine Jervine Jerwiny Veratraman-11-one, 17,23-epoxy-3-hydroxy-, (3-beta,23-beta)-
PubChem Substance ID253659677
EC Number207-417-9
MDL NumberMFCD01684066
Chemical Name Translation蒜藜芦碱
Reaxys-RN59109
Merck Number5264
Wiswesser Line NotationL D6 B566 CV FX DU LUTJ A1 E1 OQ F-& CT56 BOX FMTJ D1H1
Beilstein Registry Number59109
LabNetwork Molecule IDLN01347049
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分类

  • Angiogenic Factors, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Cytokines and Growth Factors, Cytokines, Growth Factors and Hormones, J, Sonic Hedgehog
  • {SNA} Angiogenic Factors, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Cytokines and Growth Factors, Cytokines, Growth Factors and Hormones, J, Sonic Hedgehog
  • {SNA} Angiogenic Factors, Bioactive Small Molecules, Cell Signaling and Neuroscience, Cytokines and Growth Factors, Cytokines, Growth Factors and Hormones, J, Sonic Hedgehog, 细胞生物学
  • {SNA} Angiogenic Factors,
  • {SNA} Angiogenic Factors,

产品应用

  • Has antibacterial properties. Jervine demonstrates teratogenic properties. It is the starting material for C-nor-D-homosteroids. Jervine induces holoprosencephaly and blocks endogenous Sonic hedgeh

相关文献及参考

  • Cooper, M.K., et al.: Science, 280, 1603 (1998)
  • Williams, J.A., et al., Identification of a small molecule inhibitor of the hedgehog signaling pathway: effects on basla cell carcinoma-like lesions. Proc. Natl. Acad. Sci. U. S. A. 100 , 4616-4621, (2003)
  • Mistretta, C.M., et al., Cyclopamine and jervine in embryonic rat tongue cultures demonstrate a role for Shh signaling in taste papilla development and patterning: fungiform papillae double in number and form in novel locationa in dorsal lingual epithelium. Dev. Biol. 254 , 1-18, (2003)
  • Merck 14 ,5264

安全信息

GHS Symbol
WGK Germany3
Hazard Codes 6.1 Xn
Hazard statements
  • H301 Toxic if swallowed 吞食有毒
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
RTECSWG9700000
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。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • 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。
  • P301+P310
  • P301+P310+P330
  • P308+P313
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger
Hazard Class6.1
UN Number 2811
Storage condition <;0 <0°C 储存温度-20°C
Packing GroupIII
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 15 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   DIPHAH Dissertationes Pharmaceuticae.  (Warsaw, Poland)  V.1-17, 1949-65.
   For publisher information, see PJPPAA.  Volume(issue)/page/year: 8,9,1956

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - hamster
DOSE/DURATION           : 80 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 17,327,1978

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 240 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   PSEBAA Proceedings of the Society for Experimental Biology and Medicine.
   (Academic Press, Inc., 1 E. First St., Duluth, MN 55802)  V.1-    1903/04-
   Volume(issue)/page/year: 149,302,1975

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 29 mg/kg
TOXIC EFFECTS :
   Behavioral - tremor
   Behavioral - convulsions or effect on seizure threshold
   Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
   JPETAB Journal of Pharmacology and Experimental Therapeutics.  (Williams &
   Wilkins Co., 428 E. Preston St., Baltimore, MD 21202)  V.1-    1909/10-
   Volume(issue)/page/year: 113,89,1955

TYPE OF TEST

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - hamster
DOSE                    : 127 mg/kg
SEX/DURATION            : female 7 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured
   before birth)
   Reproductive - Specific Developmental Abnormalities - eye/ear
REFERENCE :
   41CIAR "Effects of Poisonous Plants on Livestock, Proceedings of a Joint
   U.S.-Australian Symposium on Poisonous Plants, Logan, UT, 1977," Keeler,
   R.F., et al. eds., New York, Academic Press, Inc., 1978
   Volume(issue)/page/year: -,409,1978

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - hamster
DOSE                    : 170 mg/kg
SEX/DURATION            : female 7 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
REFERENCE :
   PSEBAA Proceedings of the Society for Experimental Biology and Medicine.
   (Academic Press, Inc., 1 E. First St., Duluth, MN 55802)  V.1-    1903/04-
   Volume(issue)/page/year: 149,302,1975

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 400 mg/kg
SEX/DURATION            : female 8-12 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
REFERENCE :
   PSEBAA Proceedings of the Society for Experimental Biology and Medicine.
   (Academic Press, Inc., 1 E. First St., Duluth, MN 55802)

系列性分类

  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Bioactive Small Molecules - Cell Biology
  4. J - Bioactive Small Molecules
  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. Cytokines and Growth Factors - Cytokines, Growth Factors and Hormones
  6. Angiogenic Factors - Cytokines and Growth Factors
  7. Sonic Hedgehog - Angiogenic Factors

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