6-(2-{[2-carboxy-5-acetamido-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxan-2-yl]oxy}-1,3-dihydroxypropyl)-2-{[3,5-dihydroxy-2-(hydroxymethyl)-6-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-4-yl]oxy}-5-acetamido-4-hydroxyoxane-2-carboxylic acid

• ChemBase ID: 134273
• Molecular Formular: C34H56N2O27
• Molecular Mass: 924.80564
• Monoisotopic Mass: 924.30704454
• SMILES: CC(=O)NC1C(CC(OC1C(C(CO)OC1(CC(C(C(O1)C(C(CO)O)O)NC(=O)C)O)C(=O)O)O)(C(=O)O)OC1C(C(OC(C1O)OC1C(OC(C(C1O)O)O)CO)CO)O)O
• Canonical SMILES: OCC(C(C1OC(CC(C1NC(=O)C)O)(OC1C(O)C(CO)OC(C1O)OC1C(CO)OC(C(C1O)O)O)C(=O)O)O)OC1(CC(O)C(C(O1)C(C(CO)O)O)NC(=O)C)C(=O)O
• InChI: InChI=1S/C34H56N2O27/c1-9(41)35-17-11(43)3-33(31(53)54,61-26(17)19(46)13(45)5-37)60-15(7-39)21(48)27-18(36-10(2)42)12(44)4-34(62-27,32(55)56)63-28-20(47)14(6-38)58-30(24(28)51)59-25-16(8-40)57-29(52)23(50)22(25)49/h11-30,37-40,43-52H,3-8H2,1-2H3,(H,35,41)(H,36,42)(H,53,54)(H,55,56)
• InChIKey: IESOVNOGVZBLMG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(2-{[2-carboxy-5-acetamido-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxan-2-yl]oxy}-1,3-dihydroxypropyl)-2-{[3,5-dihydroxy-2-(hydroxymethyl)-6-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-4-yl]oxy}-5-acetamido-4-hydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: 6-(2-{[2-carboxy-5-acetamido-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxan-2-yl]oxy}-1,3-dihydroxypropyl)-2-{[3,5-dihydroxy-2-(hydroxymethyl)-6-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-4-yl]oxy}-5-acetamido-4-hydroxyoxane-2-carboxylic acid
• Synonyms: α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)-β-D-Gal-(1→4)-D-Glc; Di-(N-acetylneuramin)lactose; Disialyllactose sodium salt from bovine colostrum

Database IDs

• CAS Number: 18409-15-9
• MDL Number: MFCD00133272
• PubChem SID: 24893995; 162228550
• PubChem CID: 5116708

CALCULATED PROPERTIES

• Acid pKa: 2.454421
• H Acceptors: 27
• H Donor: 18
• LogD (pH = 5.5): -14.802161
• LogD (pH = 7.4): -16.492994
• Log P: -9.507843
• Molar Refractivity: 188.8793 cm^3
• Polarizability: 78.80051 Å^3
• Polar Surface Area: 480.63 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ~75% (HPAE/PAD)

DETAILS

Sigma Aldrich - D6040

Quality
Remainder predominantly N-glycolylneuraminyllactose analogs.