(5R,9R,13S,15S,15aS,16S,18aS,18bS)-16-benzyl-5,13-dihydroxy-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-2,18-dione

• ChemBase编号: 138656
• 分子式: C29H37NO5
• 平均质量: 479.60778
• 单一同位素质量: 479.26717329
• SMILES: C[C@@H]1CCC[C@H](/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)O
• Canonical SMILES: C[C@@H]1CCC[C@@H](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/C29H37NO5/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/h4-6,8,11-12,14-16,18-19,22-24,26-27,31,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/t18-,19-,22-,23+,24+,26+,27-,29-/m1/s1
• InChIKey: GBOGMAARMMDZGR-BKRFDJOMSA-N

名称和登记号

名称

• IUPAC标准名: (5R,9R,13S,15S,15aS,16S,18aS,18bS)-16-benzyl-5,13-dihydroxy-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-2,18-dione
• IUPAC传统名: cytochalasin B
• 别名: 细胞松弛素 B 来源于长蠕孢菌; 细胞松弛素 B 来源于Drechslera dematioidea; Cytochalasin B from Helminthosporium dematioideum; Phomin; Cytochalasin B from Drechslera dematioidea

登记号

• CAS号: 14930-96-2
• EC号: 239-000-2
• MDL号: MFCD00077704
• Beilstein号: 1096207
• PubChem SID: 162232907; 24858145
• PubChem CID: 44634701

理论计算性质

• Acid pKa: 13.110297
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): 4.082357
• LogD (pH = 7.4): 4.082356
• Log P: 4.082357
• 摩尔折射率: 136.417 cm^3
• 极化性: 52.98627 Å^3
• 极化表面积: 95.86 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
• 闪点: 185 °F; 85 °C

安全信息

• RTECS编号: RO0205000
• 欧盟危险性物质标志: 有毒(Toxic) (T); 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 1544; 3140
• 德国WGK号: 2; 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; 3
• 危险公开号: 23/24/25; 63-26/27/28
• 安全公开号: 28-36/37-45; 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; H302-H330
• GHS警示性声明: P260-P264-P280-P284-P301 + P310-P302 + P350; P260-P284-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; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1544 6.1/PG 2; UN 3140 6.1/PG 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥97.0% (HPLC)
• 浓度: 10 mg/mL in DMSO
• 无菌消毒: 0.2 μm filtered
• 运输包装: wet ice
• Empirical Formula (Hill Notation): C29H37NO5

详细说明

Sigma Aldrich - C2743

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Cytochalasin B is used to inhibit sugar transport in fibroblasts 1, decrease cytoskeletal actin and myosin in rabbit neutrophils 2, and to stimulate B lymphocytes 3.
Biochem/physiol Actions
One of a group of fungal metabolites that interfere with a wide variety of cellular movements. Useful tool for characterizing some of the polymerization properties of actin,4 and in studies on cytokinesis.5 Probe for the two hexose-transport systems in rat L6 myoblasts.6
Cell permeable fungal toxin that disrupts contractile microfilaments by inhibiting actin polymerization. This, in turn, induces DNA fragmentation, inhibits cell division, and disrupts many cell processes. Inhibits glucose transport.

Sigma Aldrich - 30380

Biochem/physiol Actions
One of a group of fungal metabolites that interfere with a wide variety of cellular movements. Useful tool for characterizing some of the polymerization properties of actin,1 and in studies on cytokinesis.2 Probe for the two hexose-transport systems in rat L6 myoblasts.3