(1R)-1-[(2S,3S)-3-{2-[(2S,3S)-3-[(1R)-1-hydroxyethyl]oxiran-2-yl]ethenyl}oxiran-2-yl]prop-2-en-1-ol

• ChemBase编号: 153730
• 分子式: C11H16O4
• 平均质量: 212.24234
• 单一同位素质量: 212.10485899
• SMILES: C[C@H]([C@H]1[C@@H](O1)C=C[C@H]1[C@@H](O1)[C@@H](C=C)O)O
• Canonical SMILES: C=C[C@H]([C@@H]1O[C@H]1C=C[C@@H]1O[C@H]1[C@H](O)C)O
• InChI: InChI=1S/C11H16O4/c1-3-7(13)11-9(15-11)5-4-8-10(14-8)6(2)12/h3-13H,1H2,2H3/t6-,7-,8+,9+,10+,11+/m1/s1
• InChIKey: DLVJMFOLJOOWFS-VCACHIOZSA-N

名称和登记号

名称

• IUPAC标准名: (1R)-1-[(2S,3S)-3-{2-[(2S,3S)-3-[(1R)-1-hydroxyethyl]oxiran-2-yl]ethenyl}oxiran-2-yl]prop-2-en-1-ol
• IUPAC传统名: (1R)-1-[(2S,3S)-3-{2-[(2S,3S)-3-[(1R)-1-hydroxyethyl]oxiran-2-yl]ethenyl}oxiran-2-yl]prop-2-en-1-ol
• 别名: 4,5:8,9-Dianhydro-1,2,6,7,11-pentadeoxy-D-threo-D-ido-undeca-1,6-dienitol; (-)-Depudecin

登记号

• CAS号: 139508-73-9
• MDL号: MFCD04039998
• PubChem SID: 162247869; 24893973
• PubChem CID: 71311723

理论计算性质

• Acid pKa: 13.665458
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 0.32819587
• LogD (pH = 7.4): 0.32819566
• Log P: 0.3281959
• 摩尔折射率: 54.9537 cm^3
• 极化性: 21.70933 Å^3
• 极化表面积: 65.52 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: liquid

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: >95% (HPLC)
• 生物来源: from microbial
• 运输包装: dry ice
• Empirical Formula (Hill Notation): C11H16O4

详细说明

Sigma Aldrich - D5816

Biochem/physiol Actions
Inhibitor of histone deacetylase (HDAC) both in vivo and in vitro. Alters the spindle shaped morphology of v-Ha-ras-transformed NIH3T3 cells to a flattened shape and induces an intricate actin stress fiber network in these cells and in MG63 osteosarcoma cells. Also exhibits anti-angiogenic activity.