(1S,7S,8S,8aR)-8-(2-((2R,4R)-4-Hydroxy-6-Oxotetrahydro-2H-Pyran-2-yl)Ethyl)-7-mEthyl-1,2,3,7,8,8a-Hexahydronaphthalen-1-yl (S)-2-mEthylbutanoate (1S,7S,8S,8aR)-8-(2-((2R,4R)-4-羟基-6-氧代四氢-2H-吡喃-2-基)乙基)-7-甲基-1,2,3,7,8,8a-六氢萘-1-基 (S)-2-甲基丁酸酯

CAS 73573-88-3 MFCD05662341

化学结构图

73573-88-3
SMILES: CC[C@H](C)C(=O)O[C@H]1CCC=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@H]21

化学属性

Mol. FormulaC23H34O5
Mol. Weight391
Melting Point151.0-155.0

别名和识别编码

Chemical Name(1S,7S,8S,8aR)-8-(2-((2R,4R)-4-Hydroxy-6-Oxotetrahydro-2H-Pyran-2-yl)Ethyl)-7-mEthyl-1,2,3,7,8,8a-Hexahydronaphthalen-1-yl (S)-2-mEthylbutanoate
CAS Number73573-88-3
Synonym Antibiotic ML 236B Compactin Compactin (penicillium) Compactin, 6-Demethylvevinolin, CS-500, ML-236 B Mevastatin
MDL NumberMFCD05662341
PubChem Substance ID135727287
Beilstein Registry Number3630717
Reaxys-RN3630717
Merck Number6164
Chemical Name Translation(1S,7S,8S,8aR)-8-(2-((2R,4R)-4-羟基-6-氧代四氢-2H-吡喃-2-基)乙基)-7-甲基-1,2,3,7,8,8a-六氢萘-1-基 (S)-2-甲基丁酸酯
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分类

  • {SNA} Antibacterial, Antibiotics A to Z, Antibiotics G-M, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Chemical Structure Class, Cholesterol and Cholesterol Metabolism, D to K, Daiichi-Sankyo, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Fluorination Ready Pharma-Developed Compounds, Hydroxymethylglutaryl-CoA Reductase, Inhibits an Enzyme, L - Z, Lipids in Cell Signaling, M, Mechanism of Action, Spectrum of Activity, Statins, 抗生素, 生化试剂, 生物活性小分子, 甲羟戊酸途径中的抑制剂和激活剂, 癌症中的甲羟戊酸途径,
  • {

产品应用

  • A fungal metabolite which is a potent inhibitor of HMG-CoA reductase.

相关文献及参考

  • [2]. Amin-Hanjani S, Stagliano NE, Yamada M, et al. Mevastatin, an HMG-CoA reductase inhibitor, reduces stroke damage and upregulates endothelial nitric oxide synthase in mice. Stroke. 2001 Apr;32(4):980-6.
  • [3]. Sugazaki M, Hirotani H, Echigo S, et al. Effects of mevastatin on grafted bone in MRL/MpJ mice. Connect Tissue Res. 2010 Apr;51(2):105-12.
  • [4]. Evangelopoulos ME, Weis J, Krüttgen A. Mevastatin-induced neurite outgrowth of neuroblastoma cells via activation of EGFR. J Neurosci Res. 2009 Jul;87(9):2138-44.
  • Beil. 18 ,V,3,145
  • Belo, R.S., et al., Studies on the effect of mevinolin (lovastatin) and mevastatin (compactin) on the fusion of L6 myoblasts. Mol. Cell Biochem. 126 , 159, (1993) 摘要
  • Brown, M.S., et al., Induction of 3-hydroxy-3-methylglutaryl coenzyme A reductase activity in human fibroblasts incubated with compactin (ML-236B), a competitive inhibitor of the reductase. J. Biol. Chem. 253 , 1121, (1978) 摘要
  • Coxon, F

安全信息

WGK Germany3
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
RTECSEK7907100
Storage condition 0-10°C
GHS Symbol
Safety Statements
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 500 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JANTAJ Journal of Antibiotics.  (Japan Antibiotics Research Assoc., 2-20-8
   Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan)  V.2-5, 1948-52;  V.21- 1968-
   Volume(issue)/page/year: 29,1346,1976

TYPE OF TEST            : LD - Lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >2 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JANTAJ Journal of Antibiotics.  (Japan Antibiotics Research Assoc., 2-20-8
   Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan)  V.2-5, 1948-52;  V.21- 1968-
   Volume(issue)/page/year: 29,1346,1976

系列性分类


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