(2R,4aR,6R,7R,8R,8aR)-7,8-dihydroxy-6-methoxy-2-methyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid

• ChemBase ID: 1427
• Molecular Formular: C10H16O8
• Molecular Mass: 264.22924
• Monoisotopic Mass: 264.08451747
• SMILES: CO[C@@H]1O[C@@H]2CO[C@](C)(O[C@@H]2[C@H](O)[C@H]1O)C(=O)O
• Canonical SMILES: CO[C@@H]1O[C@@H]2CO[C@@](O[C@@H]2[C@@H]([C@H]1O)O)(C)C(=O)O
• InChI: InChI=1S/C10H16O8/c1-10(9(13)14)16-3-4-7(18-10)5(11)6(12)8(15-2)17-4/h4-8,11-12H,3H2,1-2H3,(H,13,14)/t4-,5-,6-,7+,8-,10-/m1/s1
• InChIKey: ZDZVLEQWFATHTF-IJWOWSJNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4aR,6R,7R,8R,8aR)-7,8-dihydroxy-6-methoxy-2-methyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid
• IUPAC Traditional name: CDG
• Brand Name: CDG
• Synonyms: Methyl 4,6-O-[(1r)-1-Carboxyethylidene]-Beta-D-Galactopyranoside

Database IDs

• PubChem SID: 46508799; 160964887
• PubChem CID: 445936

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9557307
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -3.321131
• LogD (pH = 7.4): -4.2980046
• Log P: -0.8183821
• Molar Refractivity: 54.2022 cm^3
• Polarizability: 22.598839 Å^3
• Polar Surface Area: 114.68 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.05
• LOG S: 0.0
• Solubility (Water): 2.64e+02 g/l

DETAILS

DrugBank - DB01651

Drug information: experimental