3,5,7-trihydroxy-2-phenyl-4H-chromen-4-one

• ChemBase ID: 127513
• Molecular Formular: C15H10O5
• Molecular Mass: 270.2369
• Monoisotopic Mass: 270.05282342
• SMILES: O=c1c2c(oc(c1O)c1ccccc1)cc(O)cc2O
• Canonical SMILES: Oc1cc(O)c2c(c1)oc(c(c2=O)O)c1ccccc1
• InChI: InChI=1S/C15H10O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,16-17,19H
• InChIKey: VCCRNZQBSJXYJD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5,7-trihydroxy-2-phenyl-4H-chromen-4-one
• IUPAC Traditional name: galangin
• Synonyms: Galangin; 3,5,7-Trihydroxy-2-phenyl-4H-chroMen-4-one; Galangin; 3,5,7-Trihydroxyflavone; Norizalpinin; 3,5,7-Trihydroxyflavone; 3,5,7-triOH-Flavone; Galangin; 3,5,7-三羟基黄酮

Database IDs

• CAS Number: 548-83-4
• EC Number: 208-960-4
• MDL Number: MFCD00006833
• Beilstein Number: 272179
• Merck Index: 144339
• PubChem SID: 162221832; 24857027
• PubChem CID: 5281616
• CHEBI ID: 5262
• CHEMBL: 309490
• Chemspider ID: 4444935
• IUPHAR ligand ID: 410
• KEGG ID: C10044
• Unique Ingredient Identifier: 142FWE6ECS
• Wikipedia Title: Galangin

CALCULATED PROPERTIES

• Acid pKa: 6.3832483
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.7102768
• LogD (pH = 7.4): 1.640693
• Log P: 2.76343
• Molar Refractivity: 72.9004 cm^3
• Polarizability: 27.117981 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Yellow powder
• Melting Point: 214-215 °C(lit.); 214–215 °C; 214-216°C
• Density: 1.579 g/mL

Safety Information

• RTECS: LK9275500
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37; 26-37/39
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... ADORA2A(135), ADORA3(140), CYP1A2(1544)rat ... Adora1(29290), Adora2a(25369)

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C15H10O5

DETAILS

Sigma Aldrich - 282200

Packaging
25, 100 mg in glass bottle
Biochem/physiol Actions
Galangin is a flavonoid found in medicinal herbs. An inhibitor of cancer cell proliferation, galangin is used to study mechanisms of genotoxicity induced by molecules such as benzo[a]pyrene (B(a)P) and oxidation. Galangin may be used to study the expression of the cytochrome P450 isozyme CYP1A1 and to inhibit CYP1A1 activity. Autophagy inducer.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 282200.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.