2-[2-({19-amino-6-[(3,4-dicarboxybutanoyl)oxy]-16,18-dihydroxy-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid

• ChemBase编号: 133459
• 分子式: C34H59NO14
• 平均质量: 705.83056
• 单一同位素质量: 705.39355557
• SMILES: CCCCC(C)C(C(CC(C)CCCCCCC(CC(C(C)N)O)O)OC(=O)CC(CC(=O)O)C(=O)O)OC(=O)CC(CC(=O)O)C(=O)O
• Canonical SMILES: CCCCC(C(C(OC(=O)CC(C(=O)O)CC(=O)O)CC(CCCCCCC(CC(C(N)C)O)O)C)OC(=O)CC(C(=O)O)CC(=O)O)C
• InChI: InChI=1S/C34H59NO14/c1-5-6-12-21(3)32(49-31(43)18-24(34(46)47)16-29(40)41)27(48-30(42)17-23(33(44)45)15-28(38)39)14-20(2)11-9-7-8-10-13-25(36)19-26(37)22(4)35/h20-27,32,36-37H,5-19,35H2,1-4H3,(H,38,39)(H,40,41)(H,44,45)(H,46,47)
• InChIKey: UXDPXZQHTDAXOZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-[2-({19-amino-6-[(3,4-dicarboxybutanoyl)oxy]-16,18-dihydroxy-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid
• IUPAC传统名: fumonisin B2
• 别名: Fumonisin B2 from Fusarium moniliforme

登记号

• CAS号: 116355-84-1
• MDL号: MFCD00133350
• PubChem SID: 24894857; 162227736
• PubChem CID: 3432

理论计算性质

• Acid pKa: 3.1587622
• 质子受体: 13
• 质子供体: 7
• LogD (pH = 5.5): -1.8511224
• LogD (pH = 7.4): -6.9022145
• Log P: 0.7195988
• 摩尔折射率: 174.0362 cm^3
• 极化性: 69.95746 Å^3
• 极化表面积: 268.28 Å^2
• 可自由旋转的化学键: 31
• 里宾斯基五规则: false

分子性质

安全信息

• RTECS编号: TZ8335000
• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 2811
• 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): 1
• 危险公开号: 26/27/28-36/37/38-40
• 安全公开号: 22-36/37/39-45
• GHS危险品标识: GHS06; GHS08
• GHS警示词: Danger
• GHS危险声明: H300-H310-H315-H319-H330-H335-H351
• GHS警示性声明: P260-P264-P280-P284-P302 + P350-P305 + P351 + P338
• 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 2811 6.1/PG 1
• 保存温度: -20°C

详细说明

Sigma Aldrich - F3771

Biochem/physiol Actions
Inhibitor of sphingosine N-acyltransferase. Blocks the formation of ceramide from sphingosine.
General description
Mycotoxin originally isolated from Fusarium sp, which grows on corn. Produces neural tube defects and craniofacial abnormalities in fetuses.1 Many strains of Aspergillus niger growing naturally on grapes are capable of producing fumonisin B2,2 so it is now a concern for human consumption of grapes, raisins, and wine.