(2S,3S,4R,5R,6R)-4,5,6-trihydroxy-3-methoxyoxane-2-carboxylic acid

• ChemBase ID: 2443
• Molecular Formular: C7H12O7
• Molecular Mass: 208.16598
• Monoisotopic Mass: 208.05830272
• SMILES: CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)O[C@@H]1C(=O)O
• Canonical SMILES: CO[C@H]1[C@H](O)[C@@H](O)[C@@H](O[C@@H]1C(=O)O)O
• InChI: InChI=1S/C7H12O7/c1-13-4-2(8)3(9)7(12)14-5(4)6(10)11/h2-5,7-9,12H,1H3,(H,10,11)/t2-,3-,4+,5+,7-/m1/s1
• InChIKey: WGLLPAPKWFDHHV-RLZVPWTLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R,5R,6R)-4,5,6-trihydroxy-3-methoxyoxane-2-carboxylic acid
• IUPAC Traditional name: 4-O-methyl-β-D-glucuronic acid
• Synonyms: 4-O-Methyl-Beta-D-Glucuronic Acid; 4-O-Methyl-Alpha-D-Glucuronic Acid

Database IDs

• PubChem SID: 46507531; 46508357; 160965894
• PubChem CID: 446874

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.3385882
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -4.1153135
• LogD (pH = 7.4): -5.386828
• Log P: -1.9691381
• Molar Refractivity: 40.542 cm^3
• Polarizability: 17.053904 Å^3
• Polar Surface Area: 116.45 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.17
• LOG S: 0.21
• Solubility (Water): 3.34e+02 g/l

DETAILS

DrugBank - DB04303

Drug information: experimental

DrugBank - DB02722

Drug information: experimental