(2S,3S,4S,5R,6S)-6-{4-[bis(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl]benzoyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 165556
• Molecular Formular: C27H23N3O10
• Molecular Mass: 549.48562
• Monoisotopic Mass: 549.13834395
• SMILES: n1n(c(nc1c1c(cccc1)O)c1ccccc1O)c1ccc(cc1)C(=O)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)O)O)O)O
• Canonical SMILES: O[C@@H]1[C@H](O)[C@@H](O[C@H]([C@H]1O)C(=O)O)OC(=O)c1ccc(cc1)n1nc(nc1c1ccccc1O)c1ccccc1O
• InChI: InChI=1S/C27H23N3O10/c31-17-7-3-1-5-15(17)23-28-24(16-6-2-4-8-18(16)32)30(29-23)14-11-9-13(10-12-14)26(38)40-27-21(35)19(33)20(34)22(39-27)25(36)37/h1-12,19-22,27,31-35H,(H,36,37)/t19-,20-,21+,22-,27-/m0/s1
• InChIKey: YSCGZJLIVXVFPM-AWZWVWSRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-6-{4-[bis(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl]benzoyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-6-{4-[bis(2-hydroxyphenyl)-1,2,4-triazol-1-yl]benzoyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: 4-[3,5-Bis(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl]benzoic Acid β-D-Glucuronide; Deferasirox Glucuronide; 1-[4-[3,5-Bis(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl]benzoate] β-D-Glucopyranuronic Acid; Deferasirox Acyl-β-D-glucuronide

Database IDs

• CAS Number: 1233196-91-2
• PubChem SID: 162259689
• PubChem CID: 71315265

CALCULATED PROPERTIES

• Acid pKa: 3.2076414
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): 0.7675724
• LogD (pH = 7.4): -0.49340454
• Log P: 3.041743
• Molar Refractivity: 157.6231 cm^3
• Polarizability: 54.342094 Å^3
• Polar Surface Area: 204.69 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D228660

A metabolite of Deferasirox.