3-{5-[(2S,3S,4R)-3,4-dihydroxy-4-methyl-5-oxooxolan-2-yl]-2-hydroxy-4-methoxyphenyl}propanoic acid

• ChemBase ID: 305938
• Molecular Formular: C15H18O8
• Molecular Mass: 326.29862
• Monoisotopic Mass: 326.10016754
• SMILES: c1(c(cc(c(c1)CCC(=O)O)O)OC)[C@H]1[C@@H]([C@@](C(=O)O1)(C)O)O
• Canonical SMILES: COc1cc(O)c(cc1[C@@H]1OC(=O)[C@]([C@H]1O)(C)O)CCC(=O)O
• InChI: InChI=1S/C15H18O8/c1-15(21)13(19)12(23-14(15)20)8-5-7(3-4-11(17)18)9(16)6-10(8)22-2/h5-6,12-13,16,19,21H,3-4H2,1-2H3,(H,17,18)/t12-,13-,15+/m0/s1
• InChIKey: BNLUQONOBPMVBG-KCQAQPDRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{5-[(2S,3S,4R)-3,4-dihydroxy-4-methyl-5-oxooxolan-2-yl]-2-hydroxy-4-methoxyphenyl}propanoic acid
• IUPAC Traditional name: 3-{5-[(2S,3S,4R)-3,4-dihydroxy-4-methyl-5-oxooxolan-2-yl]-2-hydroxy-4-methoxyphenyl}propanoic acid
• Synonyms: Secodihydro-hydramicromelin B

Database IDs

• CAS Number: 1212148-58-7

CALCULATED PROPERTIES

• Acid pKa: 3.5430422
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.5968485
• LogD (pH = 7.4): -3.0144792
• Log P: 0.35348314
• Molar Refractivity: 76.2026 cm^3
• Polarizability: 30.177216 Å^3
• Polar Surface Area: 133.52 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder