(2R,3S,4S,5R,6R)-3,4-dihydroxy-6-{[(2R,3S,4R,5R)-4-hydroxy-5-[hydroxy(3H1)methyl]-2-[(sulfooxy)methyl]oxolan-3-yl]oxy}-5-(sulfooxy)oxane-2-carboxylic acid

• ChemBase ID: 171518
• Molecular Formular: C12H20O17S2
• Molecular Mass: 500.407
• Monoisotopic Mass: 500.01419118
• SMILES: [C@@H]1([C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]1[C@H](O[C@@H]([C@H]1O)CO)COS(=O)(=O)O)OS(=O)(=O)O)O)O)C(=O)O
• Canonical SMILES: OC[C@H]1O[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@H]1OS(=O)(=O)O)O)O)COS(=O)(=O)O
• InChI: InChI=1S/C12H20O17S2/c13-1-3-5(14)8(4(26-3)2-25-30(19,20)21)27-12-10(29-31(22,23)24)7(16)6(15)9(28-12)11(17)18/h3-10,12-16H,1-2H2,(H,17,18)(H,19,20,21)(H,22,23,24)/t3-,4-,5-,6+,7+,8-,9-,10-,12-/m1/s1
• InChIKey: FAMLQSCGIQGDPV-KNVKOCHKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6R)-3,4-dihydroxy-6-{[(2R,3S,4R,5R)-4-hydroxy-5-[hydroxy(^3H₁)methyl]-2-[(sulfooxy)methyl]oxolan-3-yl]oxy}-5-(sulfooxy)oxane-2-carboxylic acid
• IUPAC Traditional name: (2R,3S,4S,5R,6R)-3,4-dihydroxy-6-{[(2R,3S,4R,5R)-4-hydroxy-5-[hydroxy(^3H₁)methyl]-2-[(sulfooxy)methyl]oxolan-3-yl]oxy}-5-(sulfooxy)oxane-2-carboxylic acid
• Synonyms: Hunter's Substrate; 2,5-Anhydro-3-O-(2-O-sulfo-α-L-idopyranuronosyl)-D-mannitol 1-(Hydrogen Sulfate); O-(α-L-Idopyranosyluronic Acid 2-Sulfate-(1-4)-2,5-anhydro-D-[3H]-mannitol-6-sulfate

Database IDs

• PubChem SID: 164227428
• PubChem CID: 71749449

CALCULATED PROPERTIES

• Acid pKa: -2.3685684
• H Acceptors: 15
• H Donor: 7
• LogD (pH = 5.5): -11.28077
• LogD (pH = 7.4): -12.153738
• Log P: -7.705025
• Molar Refractivity: 87.1578 cm^3
• Polarizability: 38.341633 Å^3
• Polar Surface Area: 273.11 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - I225003

Kit includes tritiated substrate and Cellex E ion exchange resin to perform at least 100 assays.