Hyalobiuronic acid

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Basic information

CAS: 499-15-0
Standard SMILES: N[C@@H](C=O)[C@@H](O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)[C@H](O)CO
InChIKey: WNWNYJSOBYTXFA-BZIARYSWSA-N
Molecular formula: C12H21NO11
Average molar mass: 355.29 g/mol
Monoisotopic mass: 355.11146049

Overview

structure in first source

Names & identifiers

Preferred name: Hyalobiuronic acid
IUPAC: (2S,3S,4S,5R,6R)-6-[(2R,3R,4R,5R)-2-amino-4,5,6-trihydroxy-1-oxohexan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
English name: 3-O-β-D-Glucopyranuronosyl-2-amino-2-deoxy-D-glucose
Molecular formula: C12H21NO11
Molecular weight: 355.3

Names & synonyms

hyalobiuronic acid31YC540MU3499-15-02-Amino-2-deoxy-3-o-beta-D-glucopyranuronosyl-D-glucoseD-Glucose, 2-amino-2-deoxy-3-o-beta-D-glucopyranuronosyl-RefChem:146957Hyalobiuronic acid [MI]UNII-31YC540MU3SCHEMBL29648152(2S,3S,4S,5R,6R)-6-[(2R,3R,4R,5R)-2-amino-4,5,6-trihydroxy-1-oxohexan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acidQ28232662-AMINO-2-DEOXY-3-O-.BETA.-D-GLUCOPYRANURONOSYL-D-GLUCOSE

Show more names

3-O-β-D-Glucopyranuronosyl-2-amino-2-deoxy-D-glucoseD-Glucose, 2-amino-2-deoxy-3-O-β-D-glucopyranuronosyl-3-O-(β-D-Glucopyranuronosyl)-2-amino-2-deoxy-D-glucose

D-GLUCOSE, 2-AMINO-2-DEOXY-3-O-.BETA.-D-GLUCOPYRANURONOSYL-

Database identifiers

CAS: 499-15-0

Properties

Computed structural properties

XLogP: -7.3
Topological polar surface area: 220 Å²
Hydrogen bond donors: 8
Hydrogen bond acceptors: 12
Rotatable bonds: 8
Heavy atoms: 24
Formal charge: 0
Complexity: 435

Physicochemical properties

Melting point: 190 · 190 (monohydrate)
alpha: 20 · D20 +34° +30° (c = 1.08 in 0.1N HCl)
Boiling point: 832 · 832.0±65.0 °C(Predicted)
Density: 1.72 · 1.72±0.1 g/cm3(Predicted)
solubility: Soluble (dilute acid), slightly soluble (water)
pka: 1 · pK1 = 2.6, pK2 = 7.1(at 25℃)
optical activity: 34 · +34 → +30(0.1 mol dm-3 HCl)
FDA UNII: 31 YC540MU3 · 31YC540MU3

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Compound notes

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