2-[(6-{[3,5-dihydroxy-2-(hydroxymethyl)-6-[(1,2,4,5-tetrahydroxy-6-oxohexan-3-yl)oxy]oxan-4-yl]oxy}-5-acetamido-3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]-5-acetamido-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid

• ChemBase ID: 133192
• Molecular Formular: C37H62N2O29
• Molecular Mass: 998.88418
• Monoisotopic Mass: 998.34382397
• SMILES: CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)OCC1C(C(C(C(O1)OC1C(C(OC(C1O)OC(C(CO)O)C(C(C=O)O)O)CO)O)NC(=O)C)OC1C(C(C(C(O1)CO)O)O)O)O)O
• Canonical SMILES: OCC(C(C(C(C=O)O)O)OC1OC(CO)C(C(C1O)OC1OC(COC2(CC(O)C(C(O2)C(C(CO)O)O)NC(=O)C)C(=O)O)C(C(C1NC(=O)C)OC1OC(CO)C(C(C1O)O)O)O)O)O
• InChI: InChI=1S/C37H62N2O29/c1-10(45)38-19-12(47)3-37(36(59)60,68-31(19)22(52)14(49)5-41)61-9-18-25(55)30(66-34-27(57)26(56)23(53)16(7-43)62-34)20(39-11(2)46)33(64-18)67-32-24(54)17(8-44)63-35(28(32)58)65-29(15(50)6-42)21(51)13(48)4-40/h4,12-35,41-44,47-58H,3,5-9H2,1-2H3,(H,38,45)(H,39,46)(H,59,60)
• InChIKey: SFMRPVLZMVJKGZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(6-{[3,5-dihydroxy-2-(hydroxymethyl)-6-[(1,2,4,5-tetrahydroxy-6-oxohexan-3-yl)oxy]oxan-4-yl]oxy}-5-acetamido-3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]-5-acetamido-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
• IUPAC Traditional name: 2-[(6-{[3,5-dihydroxy-2-(hydroxymethyl)-6-[(1,2,4,5-tetrahydroxy-6-oxohexan-3-yl)oxy]oxan-4-yl]oxy}-5-acetamido-3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)methoxy]-5-acetamido-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
• Synonyms: α-NeuNAc-(2→6)-(β-D-Gal-[1→3])-β-D-GlcNAc-(1→3)-β-D-Gal-(1→4)-Glc; LST b; N-Acetylneuramin-lacto-N-tetraose b sodium salt; LS-Tetrasaccharide b

Database IDs

• CAS Number: 64003-54-9
• MDL Number: MFCD00214232
• PubChem SID: 24890899; 162227469
• PubChem CID: 4287570

CALCULATED PROPERTIES

• Acid pKa: 2.8601542
• H Acceptors: 29
• H Donor: 19
• LogD (pH = 5.5): -14.1593075
• LogD (pH = 7.4): -15.060197
• Log P: -11.571136
• Molar Refractivity: 205.9581 cm^3
• Polarizability: 85.852844 Å^3
• Polar Surface Area: 510.09 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: B
• German water hazard class: 3
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - A4689

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A4689.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.