(4R)-4-[(1R,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-one

• ChemBase编号: 155620
• 分子式: C22H31NO5S
• 平均质量: 421.55024
• 单一同位素质量: 421.1922941
• SMILES: C[C@H]1CC[C@@H]2C[C@H](C[C@@](O2)([C@@H]2CSC(=O)N2)O)OC(=O)/C=C(\CC/C=C/C=C\1)/C
• Canonical SMILES: O=C1SC[C@H](N1)[C@@]1(O)C[C@H]2C[C@H](O1)CC[C@H](C)/C=C\C=C\CC/C(=C\C(=O)O2)/C
• InChI: InChI=1S/C22H31NO5S/c1-15-7-5-3-4-6-8-16(2)11-20(24)27-18-12-17(10-9-15)28-22(26,13-18)19-14-29-21(25)23-19/h3-5,7,11,15,17-19,26H,6,8-10,12-14H2,1-2H3,(H,23,25)/t15-,17-,18-,19+,22-/m1/s1
• InChIKey: DDVBPZROPPMBLW-SDLUEBNPSA-N

名称和登记号

名称

• IUPAC标准名: (4R)-4-[(1R,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-one
• IUPAC传统名: (4R)-4-[(1R,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-one
• 别名: LAT-A; [1R-[1R*, 4Z, 8E, 10Z, 12S*, 15R*, 17R*(R*)]]-4-(17-Hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl)-2-thiazolidinone; Latrunculin A

登记号

• CAS号: 76343-93-6
• PubChem SID: 162249758
• PubChem CID: 445420

理论计算性质

• Acid pKa: 11.356813
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 4.314082
• LogD (pH = 7.4): 4.3140354
• Log P: 4.314083
• 摩尔折射率: 115.9611 cm^3
• 极化性: 44.748425 Å^3
• 极化表面积: 84.86 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: soluble; ethanol: soluble
• 外观: waxy solid

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: ≥85% (HPLC)
• 生物来源: from Negombata magnifica
• Mol. Weight: mol wt 421.6
• Empirical Formula (Hill Notation): C22H31NO5S

详细说明

Sigma Aldrich - L5163

Biochem/physiol Actions
Latrunculin A inhibits actin polymerization by a different mechanism than cytochalasins. Latrunculin A disrupts microfilament-mediated processes.