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

• ChemBase ID: 127495
• Molecular Formular: C34H59NO15
• Molecular Mass: 721.82996
• Monoisotopic Mass: 721.38847019
• SMILES: O=C(O)CC(C(=O)O)CC(=O)OC(C(C)CCCC)C(OC(=O)CC(C(=O)O)CC(=O)O)CC(C)CC(O)CCCCC(O)CC(O)C(N)C
• Canonical SMILES: CCCCC(C(C(OC(=O)CC(C(=O)O)CC(=O)O)CC(CC(CCCCC(CC(C(N)C)O)O)O)C)OC(=O)CC(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)
• InChIKey: UVBUBMSSQKOIBE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-({19-amino-6-[(3,4-dicarboxybutanoyl)oxy]-11,16,18-trihydroxy-5,9-dimethylicosan-7-yl}oxy)-2-oxoethyl]butanedioic acid
• IUPAC Traditional name: fumonisin B1
• Synonyms: Macrofusine; Fumonisin B1

Database IDs

• CAS Number: 116355-83-0
• PubChem SID: 162221814
• PubChem CID: 62314; 3431
• KEGG ID: C19241
• Wikipedia Title: Fumonisin_B1

CALCULATED PROPERTIES

• Acid pKa: 3.1587784
• H Acceptors: 14
• H Donor: 8
• LogD (pH = 5.5): -3.2378411
• LogD (pH = 7.4): -8.288933
• Log P: -0.66715026
• Molar Refractivity: 175.7057 cm^3
• Polarizability: 70.63428 Å^3
• Polar Surface Area: 288.51 Å^2
• Rotatable Bonds: 31
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: White to off-white powder