6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

• ChemBase ID: 127212
• Molecular Formular: C35H46O20
• Molecular Mass: 786.72774
• Monoisotopic Mass: 786.25824387
• SMILES: CC1C(C(C(C(O1)OC1C(C(OC(C1OC(=O)/C=C/c1cc(c(cc1)O)O)COC1C(C(C(C(O1)CO)O)O)O)OCCc1cc(c(cc1)O)O)O)O)O)O
• Canonical SMILES: OCC1OC(OCC2OC(OCCc3ccc(c(c3)O)O)C(C(C2OC(=O)/C=C/c2ccc(c(c2)O)O)OC2OC(C)C(C(C2O)O)O)O)C(C(C1O)O)O
• InChI: InChI=1S/C35H46O20/c1-14-24(42)26(44)29(47)35(51-14)55-32-30(48)34(49-9-8-16-3-6-18(38)20(40)11-16)53-22(13-50-33-28(46)27(45)25(43)21(12-36)52-33)31(32)54-23(41)7-4-15-2-5-17(37)19(39)10-15/h2-7,10-11,14,21-22,24-40,42-48H,8-9,12-13H2,1H3
• InChIKey: FSBUXLDOLNLABB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate
• IUPAC Traditional name: echinacoside
• Synonyms: Echinacoside

Database IDs

• CAS Number: 82854-37-3
• PubChem SID: 162221534
• PubChem CID: 5281771; 6124213
• CHEMBL: 393090
• Wikipedia Title: Echinacoside

CALCULATED PROPERTIES

• H Donor: 12
• LogD (pH = 5.5): -0.9515436
• LogD (pH = 7.4): -0.96193165
• Log P: -0.9514103
• Molar Refractivity: 180.8164 cm^3
• Polarizability: 72.69638 Å^3
• Polar Surface Area: 324.44 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false
• Acid pKa: 9.010035
• H Acceptors: 19

PROPERTIES

Physical Property

• Melting Point: 200–220 °C