3,5-dihydroxy-8-(3-hydroxy-3-methylbutyl)-2-(4-methoxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

• ChemBase ID: 306372
• Molecular Formular: C27H32O12
• Molecular Mass: 548.53578
• Monoisotopic Mass: 548.18937646
• SMILES: c1(cc(c2c(c1CCC(C)(C)O)oc(c(c2=O)O)c1ccc(cc1)OC)O)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2CCC(O)(C)C)oc(c(c3=O)O)c2ccc(cc2)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C27H32O12/c1-27(2,35)9-8-14-16(37-26-23(34)21(32)19(30)17(11-28)38-26)10-15(29)18-20(31)22(33)24(39-25(14)18)12-4-6-13(36-3)7-5-12/h4-7,10,17,19,21,23,26,28-30,32-35H,8-9,11H2,1-3H3/t17-,19-,21+,23-,26-/m1/s1
• InChIKey: KKZRHUJZVYWXFJ-RGLOOMPQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dihydroxy-8-(3-hydroxy-3-methylbutyl)-2-(4-methoxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
• IUPAC Traditional name: 3,5-dihydroxy-8-(3-hydroxy-3-methylbutyl)-2-(4-methoxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one
• Synonyms: Icariside I hydrate

Database IDs

• CAS Number: 128988-55-6

CALCULATED PROPERTIES

• Acid pKa: 7.5379486
• H Acceptors: 12
• H Donor: 7
• LogD (pH = 5.5): 0.9967907
• LogD (pH = 7.4): 0.7639725
• Log P: 1.0007225
• Molar Refractivity: 136.7369 cm^3
• Polarizability: 53.12489 Å^3
• Polar Surface Area: 195.6 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Yellow powder