(1S,4S,7Z,10S,16E,21R)-7-ethylidene-4,21-bis(propan-2-yl)-2-oxa-12,13-dithia-5,8,20,23-tetraazabicyclo[8.7.6]tricos-16-ene-3,6,9,19,22-pentone

• ChemBase编号: 177529
• 分子式: C24H36N4O6S2
• 平均质量: 540.69584
• 单一同位素质量: 540.20762689
• SMILES: [C@H]12C(=O)N/C(=C\C)/C(=O)N[C@H](C(=O)O[C@H](/C=C/CCSSC1)CC(=O)N[C@H](C(C)C)C(=O)N2)C(C)C
• Canonical SMILES: C/C=C/1\NC(=O)[C@H]2CSSCC/C=C/[C@@H](OC(=O)[C@@H](NC1=O)C(C)C)CC(=O)N[C@@H](C(=O)N2)C(C)C
• InChI: InChI=1S/C24H36N4O6S2/c1-6-16-21(30)28-20(14(4)5)24(33)34-15-9-7-8-10-35-36-12-17(22(31)25-16)26-23(32)19(13(2)3)27-18(29)11-15/h6-7,9,13-15,17,19-20H,8,10-12H2,1-5H3,(H,25,31)(H,26,32)(H,27,29)(H,28,30)/b9-7+,16-6-/t15-,17-,19-,20+/m1/s1
• InChIKey: OHRURASPPZQGQM-GCCNXGTGSA-N

名称和登记号

名称

• IUPAC标准名: (1S,4S,7Z,10S,16E,21R)-7-ethylidene-4,21-bis(propan-2-yl)-2-oxa-12,13-dithia-5,8,20,23-tetraazabicyclo[8.7.6]tricos-16-ene-3,6,9,19,22-pentone
• IUPAC传统名: romidepsin
• 别名: Cyclo[(2Z)-2-amino-2-butenoyl-L-valyl-(3S,4E)-3-hydroxy-7-mercapto-4-heptenoyl-D-valyl-D-cysteinyl] Cyclic (35)-Disulfide; [S-(E)]-N-(3-Hydroxy-7-mercapto-1-oxo-4-heptenyl)-D-valyl-D-cysteinyl-(Z)-2,3-didehydro-2-aminobutanoyl-L-valine (4-1)-Lactone Cyclic (12)-Disulfide; Antibiotic FR 901228; Chromadax; FK 228; FR 901228; NSC 630176; Romidepsin; Romidepsin (FK228 ,depsipeptide)

登记号

• CAS号: 128517-07-7
• PubChem SID: 164233439
• PubChem CID: 5352062

理论计算性质

• Acid pKa: 10.671198
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): 1.0779485
• LogD (pH = 7.4): 1.0777453
• Log P: 1.0779514
• 摩尔折射率: 142.0856 cm^3
• 极化性: 54.85299 Å^3
• 极化表面积: 142.7 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform
• 外观: Pale Yellow Solid
• 熔点: 219-224°C

安全信息

• 保存条件: Amber Vial, -20°C Freezer, Under Inert Atmosphere

药理学性质

• 作用靶点: HDAC

产品相关信息

• 成盐信息: Free Base

详细说明

Toronto Research Chemicals - R425060

Romidepsin is a histone deacetylase inhibitor that can alter chromatin structure and gene transcription leading to multiple changes in cellular protein production. This may result in cell cycle arrest and tumor growth inhibition. Romidepsin has shown anti

参考文献

• Ueda, H., et al.: J. Antibiot., 47, 301 (1994)
• Weidle, U., et al.: Anticancer Res., 20, 1471 (1994)
• Kitazono, M., et al.: Cancer Res., 61, 6328 (1994)
• Sandor, V., et al.: Clin. Cancer Res., 8, 718 (1994)