(2R,3S)-3-[(10R,11R)-3,4,5,11,17,18,19-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-2,3-bis(3,4,5-trihydroxybenzoyloxy)propanoic acid

• ChemBase ID: 129183
• Molecular Formular: C34H26O23
• Molecular Mass: 802.55644
• Monoisotopic Mass: 802.08648709
• SMILES: Oc1cc(cc(O)c1O)C(=O)O[C@@H](C(=O)O)[C@@H](OC(=O)c1cc(O)c(O)c(O)c1)[C@@H]1OC(=O)c2cc(O)c(O)c(O)c2c2c(O)c(O)c(O)cc2C(=O)OC[C@H]1O
• Canonical SMILES: O[C@@H]1COC(=O)c2cc(O)c(c(c2c2c(C(=O)O[C@H]1[C@@H]([C@H](C(=O)O)OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O)cc(O)c(c2O)O)O)O
• InChI: InChI=1S/C34H26O23/c35-12-1-8(2-13(36)21(12)42)31(50)56-28(29(30(48)49)57-32(51)9-3-14(37)22(43)15(38)4-9)27-18(41)7-54-33(52)10-5-16(39)23(44)25(46)19(10)20-11(34(53)55-27)6-17(40)24(45)26(20)47/h1-6,18,27-29,35-47H,7H2,(H,48,49)/t18-,27-,28+,29-/m1/s1
• InChIKey: KZEYIYXACMUTRM-WIMKJKQSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-3-[(10R,11R)-3,4,5,11,17,18,19-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.0^2,^7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-2,3-bis(3,4,5-trihydroxybenzoyloxy)propanoic acid
• IUPAC Traditional name: (2R,3S)-3-[(10R,11R)-3,4,5,11,17,18,19-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.0^2,^7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-2,3-bis(3,4,5-trihydroxybenzoyloxy)propanoic acid
• Synonyms: 2,5-di-O-galloyl-4,6-O-(S)-hexahydroxy-diphenoyl-D-gluconic acid; Punigluconin

Database IDs

• CAS Number: 103488-38-6
• PubChem SID: 162223480
• PubChem CID: 44631480; 21637585
• Chemspider ID: 10272889
• Wikipedia Title: Punigluconin

CALCULATED PROPERTIES

• Acid pKa: 2.4055634
• H Acceptors: 19
• H Donor: 14
• LogD (pH = 5.5): -0.7622061
• LogD (pH = 7.4): -1.7205441
• Log P: 2.2026508
• Molar Refractivity: 180.408 cm^3
• Polarizability: 70.25558 Å^3
• Polar Surface Area: 405.49 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false