606-58-6

• 常用中文名：丰加霉素
• 常用英文名：Toyocamycin
• CAS号：606-58-6
• 分子式：C₁₂H₁₃N₅O₄
• 分子量：291.26300
• 相关类别： 信号通路 细胞周期/DNA损伤 IRE1
• 发布时间：2019-01-10 17:31:49
• 更新时间：2026-07-10 15:55:09
• Toyocamycin (Vengicide) 是放线菌类产生的腺苷类似物,为 X 盒结合蛋白 1 (XBP1) 抑制剂,抑制 IRE1α 诱导的 ATP 依赖性 XBP1 mRNA 的断裂,IC50 值为 80 nM。Toyocamycin (Vengicide) 诱导凋亡,对 IRE1α 的自身磷酸化没有作用。

名称

• 中文名: 4-氨基-5-氰基-7-(beta-d-呋喃核糖)吡咯并[2,3-d]嘧啶
• 英文名: 4-AMINO-5-CYANO-7-(β-D-RIBOFURANOSYL)PYRROLO[2,3-D]PYRIMIDINE
• 中文别名: 托卡霉素; 丰加霉素,10 MM DMSO 溶液; TOYOCAMYCIN,IRE1ALPHA抑制剂. ADENOSINE ANALOG; 4-氨基-7-((2R,3R,4S,5R)-3,4-二羟基-5-(羟甲基)四氢呋喃-2-基)-7H-吡咯并[2,3-D]嘧啶-5-甲腈; 化合物:Toyocamycin; 丰加霉素 Toyocamycin; 化合物：Toyocamycin
• 英文别名: toyocamycinnucleoside; 4-Amino-5-cyano-7-(beta-D-ribofuranosyl)-7H-pyrrolo[2.3-d]pyrimidine; Neuro; 3-d)pyrimidine-5-carbonitrile,4-amino-7-beta-d-ribofuranosyl-7h-pyrrolo(; 4-Amino-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile; fungamycin; 4-amino-5-cyano-7-(d-ribofuranosyl)-7h-pyrrolo(2,3-d)pyrimidine; uramycinb; a-399-y4; Toyocamycin, 10 mM in DMSO; e-212; TOYOCAMYCIN (VENGICIDE); cyanotubericidin; antibiotic1037; nitheracin; vengicide; TOYOCAMYCIN; 7-Cyano-7-deoxyadenosine; antibiotice212; Cyanotubercidin, UnaMycin B, Vengicide, E 212, 1037, E 212, Anhyoscopin B, Nitheracin; antibiotica-399-y4; 4-Amino-7-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile; 7-Cyano-7-deazaadenosine; siromycin; 7H-Pyrrolo[2,3-D]pyrimidine-5-carbonitrile,4-amino-7-b-d-ribofuranosyl; 4-amino-7-beta-d-ribofuranosyl-7h-pyrrolo(2,3-d)pyrimidine-5-carbonitrile; 7-Deaza-7-cyanoadenosine; RNA synthesis,CDK,mRNA cleavage,igenetics,Toyocamycin,IRE1,CDK9 inhibitor,Cyclin dendent kinase,moleculdocking,reactive oxygen species,CDKs,RNA Pol II phosphorylation,Inositol requiring enzyme 1,Fungal,Inhibitor,adenosine analog,Antibiotic,drug screening,ribosome function,inhibit,Apoptosis,extracellulsignal-regulated kinases,cancer; 7H-Pyrrolo[2,3-d]pyrimidine-5-carbonitrile, 4-amino-7-β-D-ribofuranosyl; Toyacamycin; Toyocamycin, IRE1alpha inhibitor. Adenosine analog; 4-Aminopyrrolo[2,3-d]pyrimidine-5-carbonitrile 7-(β-D-ribofuranoside); 4-AMINO-7-SS-D-RIBOFURANOSYL-7H-PYRROLO[2,3-D]PYRIMIDINE-5-carbonitrile; 7-CYANO-7-DEZXAADENOSINE; ahyoscopin-b; e-212-1; unamycin-b; 4-AMINO-5-CYANO-7-(BETA-D-RIBOFURANOSYL)PYRROLO[2,3-D]PYRIMIDINE

物化性质

• 密度: 1.91g/cm3
• 沸点: 721.1ºC at 760 mmHg
• 分子式: C₁₂H₁₃N₅O₄
• 分子量: 291.26300
• 闪点: 389.9ºC
• 精确质量: 291.09700
• PSA: 150.44000
• 折射率: 1.849
• 储存条件: -20°C

生物活性

• 描述: Toyocamycin (Vengicide) 是放线菌类产生的腺苷类似物,为 X 盒结合蛋白 1 (XBP1) 抑制剂,抑制 IRE1α 诱导的 ATP 依赖性 XBP1 mRNA 的断裂,IC50 值为 80 nM。Toyocamycin (Vengicide) 诱导凋亡,对 IRE1α 的自身磷酸化没有作用。
• 相关类别:
  研究领域 >> 癌症
  信号通路 >> 细胞周期/DNA损伤 >> IRE1
• 靶点:

  IC50: 80 nM (XBP1 activation)[1]

• 参考文献:

  [1]. Toyocamycin, et al. Identification of Toyocamycin, an agent cytotoxic for multiple myeloma cells, as a potent inhibitor of ER stress-induced XBP1 mRNA splicing. Blood Cancer J. 2012 Jul;2(7):e79.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : UY9100000 CHEMICAL NAME : 7H-Pyrrolo(2,3-d)pyrimidine-5-carbonitrile, 4-amino-7-beta-D-ribofuranosyl- CAS REGISTRY NUMBER : 606-58-6 BEILSTEIN REFERENCE NO. : 0048454 LAST UPDATED : 199612 DATA ITEMS CITED : 8 MOLECULAR FORMULA : C12-H13-N5-O4 MOLECULAR WEIGHT : 291.30 WISWESSER LINE NOTATION : T56 BN GN INJ DCN FZ B- BT5OTJ CQ DQ E1Q HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 8 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 20 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 10 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1500 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value MUTATION DATA TYPE OF TEST : Mutation test systems - not otherwise specified TEST SYSTEM : Rodent - mouse Leukocyte DOSE/DURATION : 71 ug/L REFERENCE : JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 30,481,1987

安全

• 危害码 (欧洲): Xi
• 危险品运输编码: NONH for all modes of transport

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