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

• ChemBase ID: 129842
• Molecular Formular: C14H16O10
• Molecular Mass: 344.27084
• Monoisotopic Mass: 344.07434671
• SMILES: O=C(O)[C@]1(O)C[C@@H](O)[C@@H](O)[C@H](OC(=O)c2cc(O)c(O)c(O)c2)C1
• Canonical SMILES: O[C@@H]1C[C@](O)(C[C@H]([C@@H]1O)OC(=O)c1cc(O)c(c(c1)O)O)C(=O)O
• InChI: InChI=1S/C14H16O10/c15-6-1-5(2-7(16)10(6)18)12(20)24-9-4-14(23,13(21)22)3-8(17)11(9)19/h1-2,8-9,11,15-19,23H,3-4H2,(H,21,22)/t8-,9-,11-,14+/m1/s1
• InChIKey: LDPLFHGGZNSKDS-FTBFGRRBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,4R,5R)-1,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyloxy)cyclohexane-1-carboxylic acid
• IUPAC Traditional name: theogallin
• Synonyms: 3-O-Galloylquinic acid; Theogallin

Database IDs

• CAS Number: 17365-11-6
• PubChem SID: 162224128
• PubChem CID: 442988
• CHEBI ID: 9522
• Chemspider ID: 391291
• Wikipedia Title: Theogallin

CALCULATED PROPERTIES

• Acid pKa: 2.7240171
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -3.8179047
• LogD (pH = 7.4): -4.6877017
• Log P: -1.110686
• Molar Refractivity: 75.4699 cm^3
• Polarizability: 29.675701 Å^3
• Polar Surface Area: 184.98 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false