2-[13,17,18-trihydroxy-2,10,14-trioxo-5,21-bis(3,4,5-trihydroxybenzoyloxy)-7-[(3,4,5-trihydroxybenzoyloxy)methyl]-3,6,9,15-tetraoxatetracyclo[10.7.1.14,8.016,20]henicosa-1(19),16(20),17-trien-11-yl]acetic acid

• ChemBase ID: 126489
• Molecular Formular: C41H32O27
• Molecular Mass: 956.67658
• Monoisotopic Mass: 956.11309576
• SMILES: c1c(cc(c(c1O)O)O)C(=O)OCC1C2C(C(C(O1)OC(=O)c1cc(c(c(c1)O)O)O)OC(=O)c1cc(c(c3c1C(C(C(=O)O2)CC(=O)O)C(C(=O)O3)O)O)O)OC(=O)c1cc(c(c(c1)O)O)O
• Canonical SMILES: OC(=O)CC1C(=O)OC2C(COC(=O)c3cc(O)c(c(c3)O)O)OC(C(C2OC(=O)c2cc(O)c(c(c2)O)O)OC(=O)c2c3C1C(O)C(=O)Oc3c(c(c2)O)O)OC(=O)c1cc(O)c(c(c1)O)O
• InChI: InChI=1S/C41H32O27/c42-15-1-10(2-16(43)26(15)51)35(56)62-9-22-31-33(66-36(57)11-3-17(44)27(52)18(45)4-11)34(41(63-22)68-37(58)12-5-19(46)28(53)20(47)6-12)67-38(59)13-7-21(48)29(54)32-25(13)24(30(55)40(61)65-32)14(8-23(49)50)39(60)64-31/h1-7,14,22,24,30-31,33-34,41-48,51-55H,8-9H2,(H,49,50)
• InChIKey: YGVHOSGNOYKRIH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[13,17,18-trihydroxy-2,10,14-trioxo-5,21-bis(3,4,5-trihydroxybenzoyloxy)-7-[(3,4,5-trihydroxybenzoyloxy)methyl]-3,6,9,15-tetraoxatetracyclo[10.7.1.1^4,^8.0^1^6,^2^0]henicosa-1(19),16(20),17-trien-11-yl]acetic acid
• IUPAC Traditional name: chebulinic acid
• Synonyms: 1,3,6-Tri-O-galloyl-2,4-chebuloyl-β-D-glucopyranoside; Chebulinic acid

Database IDs

• CAS Number: 18942-26-2
• PubChem SID: 162220822
• PubChem CID: 12401; 250396
• CHEMBL: 501154
• Wikipedia Title: Chebulinic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.1589267
• H Acceptors: 21
• H Donor: 13
• LogD (pH = 5.5): 0.7028653
• LogD (pH = 7.4): -0.70479393
• Log P: 3.0223835
• Molar Refractivity: 210.9775 cm^3
• Polarizability: 82.23824 Å^3
• Polar Surface Area: 447.09 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false