(2S)-2-(2-{[(5R,6R,7S,9S,11R,16R,18S,19S)-19-amino-6-{[(3R)-3,4-dicarboxybutanoyl]oxy}-11,16,18-trihydroxy-5,9-dimethylicosan-7-yl]oxy}-2-oxoethyl)butanedioic acid

• ChemBase编号: 169498
• 分子式: C34H59NO15
• 平均质量: 721.82996
• 单一同位素质量: 721.38847019
• SMILES: C([C@H]([C@H]([C@@H](OC(=O)C[C@H](CC(=O)O)C(=O)O)C[C@H](C[C@H](O)CCCC[C@@H](O)C[C@H](O)[C@@H](N)C)C)OC(=O)C[C@@H](CC(=O)O)C(=O)O)C)CCC
• Canonical SMILES: CCCC[C@H]([C@H]([C@@H](OC(=O)C[C@@H](C(=O)O)CC(=O)O)C[C@H](C[C@@H](CCCC[C@H](C[C@@H]([C@@H](N)C)O)O)O)C)OC(=O)C[C@H](C(=O)O)CC(=O)O)C
• InChI: InChI=1S/C34H59NO15/c1-5-6-9-20(3)32(50-31(44)17-23(34(47)48)15-29(41)42)27(49-30(43)16-22(33(45)46)14-28(39)40)13-19(2)12-24(36)10-7-8-11-25(37)18-26(38)21(4)35/h19-27,32,36-38H,5-18,35H2,1-4H3,(H,39,40)(H,41,42)(H,45,46)(H,47,48)/t19-,20+,21-,22-,23+,24+,25+,26-,27-,32+/m0/s1
• InChIKey: UVBUBMSSQKOIBE-UWCNXKJPSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-(2-{[(5R,6R,7S,9S,11R,16R,18S,19S)-19-amino-6-{[(3R)-3,4-dicarboxybutanoyl]oxy}-11,16,18-trihydroxy-5,9-dimethylicosan-7-yl]oxy}-2-oxoethyl)butanedioic acid
• IUPAC传统名: (2S)-2-(2-{[(5R,6R,7S,9S,11R,16R,18S,19S)-19-amino-6-{[(3R)-3,4-dicarboxybutanoyl]oxy}-11,16,18-trihydroxy-5,9-dimethylicosan-7-yl]oxy}-2-oxoethyl)butanedioic acid
• 别名: (2R,2'R)-1,2,3-Propanetricarboxylic Acid 1,1'-[(1S,2R)-1-[(2S,4R,9R,11S,12S)-12-Amino-4,9,11-trihydroxy-2-methyltridecyl]-2-[(1R)-1-methylpentyl]-1,2-ethanediyl] Ester; Macrofusine; Fumonisin B1

登记号

• CAS号: 116355-83-0
• PubChem SID: 162263630
• PubChem CID: 16760030

理论计算性质

• Acid pKa: 3.1587784
• 质子受体: 14
• 质子供体: 8
• LogD (pH = 5.5): -3.2378411
• LogD (pH = 7.4): -8.288933
• Log P: -0.66715026
• 摩尔折射率: 175.7057 cm^3
• 极化性: 70.63428 Å^3
• 极化表面积: 288.51 Å^2
• 可自由旋转的化学键: 31
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - F862750

A mycotoxin produced by mold associated with corn. Fungal metabolite believed to cause leukoencephalomalacia in horses.

参考文献

• Monbaliu, S., et al.: J. Agric. Food Chem., 58, 10475 (2010)
• Klosowski, G., et al.: Biores. Technol., 101, 9723 (2010)
• Soerensen, L., et al.: Anal. Bioanal. Chem., 398, 1535 (2010)