(1S,2S,3R)-1-(3,4-dihydroxy-5-methoxyphenyl)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

• ChemBase ID: 129022
• Molecular Formular: C20H22O10
• Molecular Mass: 422.38268
• Monoisotopic Mass: 422.1212969
• SMILES: O=C(O)[C@]1(O)[C@H](c2c(cc(OC)c(O)c2)C[C@@]1(O)CO)c1cc(O)c(O)c(OC)c1
• Canonical SMILES: COc1cc2C[C@@](O)(CO)[C@]([C@H](c2cc1O)c1cc(O)c(c(c1)OC)O)(O)C(=O)O
• InChI: InChI=1S/C20H22O10/c1-29-14-5-10-7-19(27,8-21)20(28,18(25)26)16(11(10)6-12(14)22)9-3-13(23)17(24)15(4-9)30-2/h3-6,16,21-24,27-28H,7-8H2,1-2H3,(H,25,26)/t16-,19+,20+/m0/s1
• InChIKey: PGFBYAIGHPJFFJ-PWIZWCRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,3R)-1-(3,4-dihydroxy-5-methoxyphenyl)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid
• IUPAC Traditional name: plicatic acid
• Synonyms: Plicatic acid

Database IDs

• CAS Number: 16462-65-0
• PubChem SID: 162223323
• PubChem CID: 104836
• Chemspider ID: 94630
• Wikipedia Title: Plicatic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.0216098
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -2.2664943
• LogD (pH = 7.4): -3.3008058
• Log P: 0.17641334
• Molar Refractivity: 102.3132 cm^3
• Polarizability: 39.67896 Å^3
• Polar Surface Area: 177.14 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false