(1S,3R,4S,5R)-1-hydroxy-3,4,5-tris(3,4,5-trihydroxybenzoyloxy)cyclohexane-1-carboxylic acid

• ChemBase ID: 125346
• Molecular Formular: C28H24O18
• Molecular Mass: 648.47936
• Monoisotopic Mass: 648.09626393
• SMILES: c1c(c(c(cc1C(=O)O[C@H]1[C@@H]([C@@H](C[C@@](C1)(O)C(=O)O)OC(=O)c1cc(c(c(c1)O)O)O)OC(=O)c1cc(c(c(c1)O)O)O)O)O)O
• Canonical SMILES: O=C(c1cc(O)c(c(c1)O)O)O[C@@H]1[C@H](OC(=O)c2cc(O)c(c(c2)O)O)C[C@@](C[C@H]1OC(=O)c1cc(O)c(c(c1)O)O)(O)C(=O)O
• InChI: InChI=1S/C28H24O18/c29-12-1-9(2-13(30)20(12)35)24(38)44-18-7-28(43,27(41)42)8-19(45-25(39)10-3-14(31)21(36)15(32)4-10)23(18)46-26(40)11-5-16(33)22(37)17(34)6-11/h1-6,18-19,23,29-37,43H,7-8H2,(H,41,42)/t18-,19-,23-,28+/m1/s1
• InChIKey: PEOHIPMSHPWYAQ-LGFATHPOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,4S,5R)-1-hydroxy-3,4,5-tris(3,4,5-trihydroxybenzoyloxy)cyclohexane-1-carboxylic acid
• IUPAC Traditional name: 3,4,5-tri-O-galloylquinic acid
• Synonyms: TGQA; (3R,5R)-1-Hydroxy-3,4,5-tris(3,4,5-trihydroxyphenylcarbonyloxy)cyclohexanecarboxylic acid; 3,4,5-Tri-O-galloylquinic acid

Database IDs

• CAS Number: 99745-62-7
• PubChem SID: 162219696
• PubChem CID: 127406
• CHEMBL: 310527
• Chemspider ID: 23171208
• Wikipedia Title: 3,4,5-Tri-O-galloylquinic_acid

CALCULATED PROPERTIES

• Acid pKa: 2.377623
• H Acceptors: 15
• H Donor: 11
• LogD (pH = 5.5): -0.923739
• LogD (pH = 7.4): -1.6820656
• Log P: 2.0585217
• Molar Refractivity: 146.9993 cm^3
• Polarizability: 56.64183 Å^3
• Polar Surface Area: 318.5 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Boiling Point: 1114.4 °C @ 760mmHg
• Flash Point: 364.6
• Density: 1.98g/cm^3