7-{[(2S,3R,4S,5S,6R)-3-{[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

• ChemBase ID: 125902
• Molecular Formular: C26H28O14
• Molecular Mass: 564.49212
• Monoisotopic Mass: 564.14790558
• SMILES: O=c1c2c(O)cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3OC[C@](O)(CO)[C@H]3O)cc2oc(c2ccc(O)cc2)c1
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1OC[C@]([C@H]1O)(O)CO
• InChI: InChI=1S/C26H28O14/c27-8-18-20(32)21(33)22(40-25-23(34)26(35,9-28)10-36-25)24(39-18)37-13-5-14(30)19-15(31)7-16(38-17(19)6-13)11-1-3-12(29)4-2-11/h1-7,18,20-25,27-30,32-35H,8-10H2/t18-,20-,21+,22-,23+,24-,25+,26-/m1/s1
• InChIKey: NTDLXWMIWOECHG-YRCFQSNFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-{[(2S,3R,4S,5S,6R)-3-{[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
• IUPAC Traditional name: apiin
• Synonyms: Apioside; Apigenin-7-apioglucoside; Apigenin-7-O-apioglucoside; Apiin

Database IDs

• CAS Number: 26544-34-3
• PubChem SID: 162220246
• PubChem CID: 5280746
• CHEBI ID: 15932
• Chemspider ID: 4444321
• Wikipedia Title: Apiin

CALCULATED PROPERTIES

• Acid pKa: 8.30543
• H Acceptors: 14
• H Donor: 8
• LogD (pH = 5.5): -0.8385525
• LogD (pH = 7.4): -0.88977826
• Log P: -0.83787805
• Molar Refractivity: 131.7285 cm^3
• Polarizability: 52.107494 Å^3
• Polar Surface Area: 225.06 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false