(9R,13S,15S,15aS,16S,18aS,18bS)-16-benzyl-13-hydroxy-9,15-dimethyl-14-methylidene-2H,5H,6H,7H,8H,9H,10H,13H,14H,15H,15aH,16H,17H,18H,18bH-oxacyclotetradeca[3,2-e]isoindole-2,5,18-trione

• ChemBase编号: 138649
• 分子式: C29H35NO5
• 平均质量: 477.5919
• 单一同位素质量: 477.25152323
• SMILES: C[C@@H]1CCCC(=O)/C=C\C(=O)O[C@]23[C@@H](/C=C/C1)[C@@H](C(=C)[C@H]([C@H]2[C@@H](NC3=O)Cc1ccccc1)C)O
• Canonical SMILES: C[C@@H]1CCCC(=O)/C=C\C(=O)O[C@@]23[C@@H](/C=C/C1)[C@H](O)C(=C)[C@H]([C@H]3[C@@H](NC2=O)Cc1ccccc1)C
• InChI: InChI=1S/C29H35NO5/c1-18-9-7-13-22(31)15-16-25(32)35-29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18-19,23-24,26-27,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/t18-,19-,23+,24+,26+,27-,29-/m1/s1
• InChIKey: ZMAODHOXRBLOQO-WDEFJXGESA-N

名称和登记号

名称

• IUPAC标准名: (9R,13S,15S,15aS,16S,18aS,18bS)-16-benzyl-13-hydroxy-9,15-dimethyl-14-methylidene-2H,5H,6H,7H,8H,9H,10H,13H,14H,15H,15aH,16H,17H,18H,18bH-oxacyclotetradeca[3,2-e]isoindole-2,5,18-trione
• IUPAC传统名: cytochalasin A
• 别名: 细胞松弛素 A 来源于长蠕孢菌; 细胞松弛素 A 来源于Drechslera dematioidea; Cytochalasin A from Helminthosporium dematioideum; Cytochalasin A from Drechslera dematioidea

登记号

• CAS号: 14110-64-6
• EC号: 237-964-9
• MDL号: MFCD00005935
• Beilstein号: 949521
• PubChem SID: 162232900; 24892882
• PubChem CID: 57431204

理论计算性质

• Acid pKa: 13.067214
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 4.4936953
• LogD (pH = 7.4): 4.4936943
• Log P: 4.4936953
• 摩尔折射率: 135.5196 cm^3
• 极化性: 52.439987 Å^3
• 极化表面积: 92.7 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: ethanol: soluble20 mg/mL, clear, colorless
• 熔点: 190-191 °C

安全信息

• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 1544
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 63-26/27/28
• 安全公开号: 28-36/37-45
• GHS危险品标识: GHS06; GHS08
• GHS警示词: Danger
• GHS危险声明: H300-H310-H330-H361
• GHS警示性声明: P260-P264-P280-P284-P302 + P350-P310
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1544 6.1/PG 2
• 保存温度: -20°C

产品相关信息

• 纯度: ≥99.0% (TLC)
• Empirical Formula (Hill Notation): C29H35NO5

详细说明

Sigma Aldrich - C6637

Other Notes
Oxidized analog of cytochalasin B.
Biochem/physiol Actions
Cytochalasin A reacts with sulfhydryls, and inhibits growth and glucose transport in Saccharomyces. Cytochalasin A is an oxidizing analog of cytochalsin B.

Sigma Aldrich - 857793

Features and Benefits
细胞松弛素是对细胞活性表现出有趣效应的真菌代谢物。它们是研究细胞学的重要工具。

Sigma Aldrich - 30375

Other Notes
Inhibits polymerization of tubulin1
Biochem/physiol Actions
Cytochalasin A reacts with sulfhydryls, and inhibits growth and glucose transport in Saccharomyces. Cytochalasin A is an oxidizing analog of cytochalsin B.