(1R,3S)-7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-1H,3H,4H,10H-pyrano[4,3-b]chromene-9-carboxylic acid

• ChemBase ID: 2321
• Molecular Formular: C15H14O8
• Molecular Mass: 322.26686
• Monoisotopic Mass: 322.06886741
• SMILES: c1(cc2c(c(c1O)C(=O)O)c(=O)c1c(o2)C[C@@H](O[C@H]1OC)C)O
• Canonical SMILES: CO[C@@H]1O[C@@H](C)Cc2c1c(=O)c1c(o2)cc(c(c1C(=O)O)O)O
• InChI: InChI=1S/C15H14O8/c1-5-3-7-10(15(21-2)22-5)13(18)9-8(23-7)4-6(16)12(17)11(9)14(19)20/h4-5,15-17H,3H2,1-2H3,(H,19,20)/t5-,15+/m0/s1
• InChIKey: RSFJMLCZHPZXCW-AANKLQPISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S)-7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-1H,3H,4H,10H-pyrano[4,3-b]chromene-9-carboxylic acid
• IUPAC Traditional name: (1R,3S)-7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-1H,3H,4H-pyrano[4,3-b]chromene-9-carboxylic acid
• Synonyms: 7,8-Dihydroxy-1-Methoxy-3-Methyl-10-Oxo-4,10-Dihydro-1h,3h-Pyrano[4,3-B]Chromene-9-Carboxylic Acid

Database IDs

• PubChem SID: 46507964; 160965773
• PubChem CID: 5287417

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.2536252
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -1.536721
• LogD (pH = 7.4): -2.7668967
• Log P: 1.5570158
• Molar Refractivity: 77.5559 cm^3
• Polarizability: 29.242569 Å^3
• Polar Surface Area: 122.52 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.36
• LOG S: -2.4
• Solubility (Water): 1.27e+00 g/l

DETAILS

DrugBank - DB02593

Drug information: experimental