N-[(2R,3R,4R,5R,6R)-2,5-dihydroxy-6-(hydroxymethyl)-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide

• ChemBase ID: 133201
• Molecular Formular: C14H25NO11
• Molecular Mass: 383.3484
• Monoisotopic Mass: 383.14276063
• SMILES: CC(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@H]1O)CO)O)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](O)[C@@H]([C@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O)NC(=O)C
• InChI: InChI=1S/C14H25NO11/c1-4(18)15-7-12(9(20)6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18)/t5-,6-,7-,8+,9+,10+,11-,12-,13-,14+/m1/s1
• InChIKey: HMQPEDMEOBLSQB-UFLFEMAHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,3R,4R,5R,6R)-2,5-dihydroxy-6-(hydroxymethyl)-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-3-yl]acetamide
• IUPAC Traditional name: βGal(1->3)βGalNAc
• Synonyms: β-D-Gal-(1→3)-D-GalNAc; Galacto-N-biose; 2-乙酰氨基-2-脱氧-3-O-β-D-吡喃半乳糖基-D-吡喃半乳糖; T 抗原; 半乳-N-二糖

Database IDs

• CAS Number: 20972-29-6
• MDL Number: MFCD00063995
• PubChem SID: 24890406; 162227478
• PubChem CID: 440405

CALCULATED PROPERTIES

• Acid pKa: 11.494147
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -4.9914103
• LogD (pH = 7.4): -4.991444
• Log P: -4.9914103
• Molar Refractivity: 79.438 cm^3
• Polarizability: 33.212086 Å^3
• Polar Surface Area: 198.4 Å^2
• Rotatable Bonds: 5
• 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

DETAILS

Sigma Aldrich - A0167

Substrates
N-乙酰葡糖胺基转移酶、1岩藻糖基转移酶和唾液酸转移酶2,3以及半乳糖苷酶的底物。4也可用于凝集素抑制研究。5
Application
Galacto-N-biose, a component of the galacto-N-biose/lacto-N-biose metabolic pathway, is used as a substrate to identify, differentiate and characterize enzymes such as N-acetylglucosaminyltransferase(s), fucosyl- and sialyltransferase(s), galactosidase(s) and galacto-N-biose/lacto-N-biose I phosphorylase(s) (GLNBP). Galacto-N-biose is used in lectin inhibition studies.