3,4,5-trihydroxy-2-({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)benzoic acid

• ChemBase ID: 130115
• Molecular Formular: C21H10O13
• Molecular Mass: 470.2963
• Monoisotopic Mass: 470.01214038
• SMILES: Oc1cc2c(=O)oc3c(O)c(Oc4c(C(=O)O)cc(O)c(O)c4O)cc4c3c2c(c1O)oc4=O
• Canonical SMILES: OC(=O)c1cc(O)c(c(c1Oc1cc2c(=O)oc3c4c2c(c1O)oc(=O)c4cc(c3O)O)O)O
• InChI: InChI=1S/C21H10O13/c22-7-2-6(19(28)29)16(15(27)12(7)24)32-9-3-5-11-10-4(20(30)34-18(11)14(9)26)1-8(23)13(25)17(10)33-21(5)31/h1-3,22-27H,(H,28,29)
• InChIKey: BPAOAXAAABIQKR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4,5-trihydroxy-2-({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0^4,^1^6.0^1^1,^1^5]hexadeca-1(15),4(16),5,7,11,13-hexaen-6-yl}oxy)benzoic acid
• IUPAC Traditional name: valoneic acid dilactone
• Synonyms: Valoneic acid bislactone; Valoneic acid bilactone; Valoneic acid dilactone

Database IDs

• CAS Number: 60202-70-2
• PubChem SID: 162224400
• PubChem CID: 10151874
• Wikipedia Title: Valoneic_acid_dilactone

CALCULATED PROPERTIES

• Acid pKa: 3.4473083
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): 0.8072751
• LogD (pH = 7.4): -1.3199606
• Log P: 2.8666618
• Molar Refractivity: 108.0664 cm^3
• Polarizability: 41.583 Å^3
• Polar Surface Area: 220.51 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false