2-(3,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4H-chromen-4-one

• ChemBase ID: 125996
• Molecular Formular: C22H22O11
• Molecular Mass: 462.40348
• Monoisotopic Mass: 462.11621152
• SMILES: CC1C(C(C(C(O1)Oc1c(oc2cc(cc(c2c1=O)OC)O)c1cc(c(cc1)O)O)O)O)O
• Canonical SMILES: COc1cc(O)cc2c1c(=O)c(c(o2)c1ccc(c(c1)O)O)OC1OC(C)C(C(C1O)O)O
• InChI: InChI=1S/C22H22O11/c1-8-16(26)18(28)19(29)22(31-8)33-21-17(27)15-13(30-2)6-10(23)7-14(15)32-20(21)9-3-4-11(24)12(25)5-9/h3-8,16,18-19,22-26,28-29H,1-2H3
• InChIKey: FYSMTINDJSASRR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4H-chromen-4-one
• IUPAC Traditional name: azalein
• Synonyms: Azaleatin 3-O-α-L-rhamnoside; Azalein

Database IDs

• CAS Number: 29028-02-2
• PubChem SID: 162220339
• PubChem CID: 12308718; 5321320
• Chemspider ID: 26286942
• Wikipedia Title: Azalein

CALCULATED PROPERTIES

• Acid pKa: 6.370315
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): 0.34343883
• LogD (pH = 7.4): -0.6640637
• Log P: 0.39796874
• Molar Refractivity: 112.2141 cm^3
• Polarizability: 43.39183 Å^3
• Polar Surface Area: 175.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 181–185 °C
• Density: 1.683 g/mL