2-{3-hydroxy-5-[2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 129256
• Molecular Formular: C21H24O9
• Molecular Mass: 420.40986
• Monoisotopic Mass: 420.14203235
• SMILES: COc1c(cc(cc1)/C=C/c1cc(cc(c1)OC1C(C(C(C(O1)CO)O)O)O)O)O
• Canonical SMILES: OCC1OC(Oc2cc(/C=C/c3ccc(c(c3)O)OC)cc(c2)O)C(C(C1O)O)O
• InChI: InChI=1S/C21H24O9/c1-28-16-5-4-11(8-15(16)24)2-3-12-6-13(23)9-14(7-12)29-21-20(27)19(26)18(25)17(10-22)30-21/h2-9,17-27H,10H2,1H3
• InChIKey: GKAJCVFOJGXVIA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{3-hydroxy-5-[2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: rhaponticin
• Synonyms: 3',5-dihydroxy-4'-methoxystilbene 3- O-beta- D-glucopyranoside; Ponticin; Rhapontin; Rhapontigenin glucoside; Rhaponticin

Database IDs

• CAS Number: 155-58-8
• PubChem SID: 162223550
• PubChem CID: 5351164; 637213
• CHEMBL: 109266
• Wikipedia Title: Rhaponticin

CALCULATED PROPERTIES

• Acid pKa: 9.210916
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): 0.97656757
• LogD (pH = 7.4): 0.97001487
• Log P: 0.97665155
• Molar Refractivity: 106.0631 cm^3
• Polarizability: 41.509747 Å^3
• Polar Surface Area: 149.07 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false