23,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine, rapamycin deriv. 雷帕霉素

CAS 53123-88-9 MFCD00867594

化学结构图

53123-88-9
SMILES: CC1=C[C@@H](C)C(=O)C[C@H](OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@]2(O)O[C@H](C[C@H](OC)C(C)=CC=CC=C[C@@H](C)C[C@@H](C)C(=O)[C@H](OC)[C@@H]1O)CC[C@H]2C)[C@H](C)C[C@H]1C[C@@H](OC)[C@H](O)CC1 |c:1,t:32,34,36|

化学属性

Mol. FormulaC51H79NO13
Mol. Weight914
Melting Point183-185
Density1.182
Stability对湿度敏感/对光线敏感/易吸潮

别名和识别编码

Chemical Name23,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine, rapamycin deriv.
CAS Number53123-88-9
Synonym AY 22989 Antibiotic AY 22989 23,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine AY 22989 Sirolimus NSC 226080 雷帕霉素 23,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine AY 22989 西罗莫司 雷帕霉素 来源于吸水链霉菌 西罗莫司
MDL NumberMFCD00867594
PubChem Substance ID160871302
Chemical Name Translation雷帕霉素
Reaxys-RN5848501
Merck Number8114
LabNetwork Molecule IDLN00192923
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分类

  • Antibiotics, Antibiotics A to Z, Antibiotics N-S, Antibiotics by Application, Antifungal, Antineoplastic and Immunosuppressive Antibiotics, Application Index, Approved Therapeutics/Drug Candidates, Autophagy, Autophagy Activators, Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology, Cell Signaling Enzymes, Cell Signaling and Neuroscience, Chemical Structure Class, Enzymes, Inhibitors, and Substrates, Immune Cell Signaling and Blood, Immune System Regulation, Immunomodulators and Antibiotics, Inhibits an Enzyme, Interferes with Protein Synthesis, Kinase/Phosphatase Biology,
  • {SNA} Antibiotics A to Z,

产品应用

  • 免疫抑制剂。

相关文献及参考

  • [2]. Rangaraju S, et al. Rapamycin activates autophagy and improves myelination in explant cultures from neuropathicmice. J Neurosci. 2010 Aug 25;30(34):11388-97.
  • [3]. Niu H, et al. Rapamycin potentiates cytotoxicity by RP-56976 possibly through downregulation of Survivin in lung cancer cells. J Exp Clin Cancer Res. 2011 Mar 10;30:28.
  • [4]. Zhang JW, et al. Metformin synergizes with rapamycin to inhibit the growth of pancreatic cancer in vitro and in vivo. Oncol Lett. 2018 Feb;15(2):1811-1816.
  • Bieri, M., et al., Biosynthesis And Expression Of VE-cadherin Is Regulated By The PI3K/mTOR Signaling Pathway. Mol. Immunol. 46 , 866-72, (2009) 摘要
  • Carlson, R.P., et al.: J. Pharmacol. Exp. Ther., 266, 1125 (1993),
  • Chiang GG, and Abraham RT., Targeting the mTOR signaling network in cancer Trends Mol. Med. 13 , 433-442, (2007) 摘要
  • Corradetti MN, and Guan KL., Upstream of the mammalian target of rapamycin; do all roads pass through mTOR? O

安全信息

Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
RTECSVE6250000
WGK Germany2
Storage condition <;0 <0°C 储存温度 -20°C,充氩保存 贮存温度-20℃
Signal word
Hazard statements
  • H371 May cause damage to organs 可能导致器官损伤
Precautionary statements
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • 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。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • P405 Store locked up. 上锁保管。
  • P308+P311
  • 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。
  • P309+P311
GHS Symbol
Safety Statements
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 597 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: 31,539,1978

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 18220 ug/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: PB83-228577

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >2500 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: 28,721,1975

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Rodent - mouse Leukocyte
DOSE/DURATION           : 1 mmol/L
REFERENCE :
   PAACA3 Proceedings of the American Association for Cancer Research. (Waverly
   Press, 428 E. Preston St., Baltimore, MD 21202)  V.1-    1954-
   Volume(issue)/page/year: 24,321,1983

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Rodent - mouse Leukocyte
DOSE/DURATION           : 60 umol/L
REFERENCE :
   PAACA3 Proceedings of the American Association for Cancer Research. (Waverly
   Press, 428 E. Preston St., Baltimore, MD 21202)  V.1-    1954-
   Volume(issue)/page/year: 24,321,1983

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Rodent - mouse Leukocyte
DOSE/DURATION           : 10 umol/L
REFERENCE :
   PAACA3 Proceedings of the American Association for Cancer Research. (Waverly
   Press, 428 E. Preston St., Baltimore, MD 21202)  V.1-    1954-
   Volume(issue)/page/year: 24,321,1983

系列性分类


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