2-[2-carboxy-4-(6-carboxy-2,3,4-trihydroxyphenoxy)-5-hydroxyphenyl]-4,5-dihydroxybenzoic acid

• ChemBase ID: 130116
• Molecular Formular: C21H14O13
• Molecular Mass: 474.32806
• Monoisotopic Mass: 474.04344051
• SMILES: c1c(c(cc(c1O)O)C(=O)O)c1cc(c(cc1C(=O)O)Oc1c(cc(c(c1O)O)O)C(=O)O)O
• Canonical SMILES: Oc1cc(c(cc1Oc1c(cc(c(c1O)O)O)C(=O)O)C(=O)O)c1cc(O)c(cc1C(=O)O)O
• InChI: InChI=1S/C21H14O13/c22-11-1-6(8(19(28)29)3-12(11)23)7-2-13(24)15(5-9(7)20(30)31)34-18-10(21(32)33)4-14(25)16(26)17(18)27/h1-5,22-27H,(H,28,29)(H,30,31)(H,32,33)
• InChIKey: YIWUPYVTWJLBDH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-carboxy-4-(6-carboxy-2,3,4-trihydroxyphenoxy)-5-hydroxyphenyl]-4,5-dihydroxybenzoic acid
• IUPAC Traditional name: valoneic acid
• Synonyms: Valoneic acid

Database IDs

• PubChem SID: 162224401
• PubChem CID: 71308296
• Chemspider ID: 26233367
• Wikipedia Title: Valoneic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.1208148
• H Acceptors: 12
• H Donor: 9
• LogD (pH = 5.5): -3.3337429
• LogD (pH = 7.4): -8.257727
• Log P: 2.2721152
• Molar Refractivity: 111.089 cm^3
• Polarizability: 42.544605 Å^3
• Polar Surface Area: 242.51 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false