5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one

• ChemBase ID: 127544
• Molecular Formular: C16H12O5
• Molecular Mass: 284.26348
• Monoisotopic Mass: 284.06847348
• SMILES: COc1cc(c2c(c1)oc(cc2=O)c1ccc(cc1)O)O
• Canonical SMILES: COc1cc(O)c2c(c1)oc(cc2=O)c1ccc(cc1)O
• InChI: InChI=1S/C16H12O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3
• InChIKey: JPMYFOBNRRGFNO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one
• IUPAC Traditional name: genkwanin
• Synonyms: 7-Methylapigenin; 7-O-Methylapigenin; Apigenin 7-O-Methyl Ether; Puddumetin; Gengkwanin; Apigenin 7-methyl ether; 4',5-Dihydroxy-7-methoxyflavone; 4',5-dihydroxy-7-methoxy flavone; 5,4'-Dihydroxy-7-methoxyflavone; Genkwanin; Genkwanin; Genkwanin; 4',5-Dihydroxy-7-methoxyflavone; 4',5-二羟基-7-甲氧基黄酮

Database IDs

• CAS Number: 437-64-9
• MDL Number: MFCD00017452
• Beilstein Number: 292549
• PubChem SID: 162221863
• PubChem CID: 5281617
• CHEMBL: 210635
• Wikipedia Title: Genkwanin

CALCULATED PROPERTIES

• Acid pKa: 7.3470974
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.8464968
• LogD (pH = 7.4): 2.5178707
• Log P: 2.8525832
• Molar Refractivity: 77.3962 cm^3
• Polarizability: 29.01179 Å^3
• Polar Surface Area: 75.99 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Orange Solid; Yellow powder
• Melting Point: 277-279°C; 288-290°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 97%; 99.0

DETAILS

Toronto Research Chemicals - G360000

An antitumor constituent from the leaves of Aquilaria sinensis.

REFERENCES

• Wollenweber, E., et al.: Nat. Prod. Communications, 2, 997 (2007)
• Smejkal, K., et al.: J. Nat. Prod., 70, 1244 (2007)
• Asai, T., et al.: Phytochemistry, 69, 1234 (2007)