5,7-dihydroxy-2-phenyl-4H-chromen-4-one

• ChemBase ID: 59746
• Molecular Formular: C15H10O4
• Molecular Mass: 254.2375
• Monoisotopic Mass: 254.0579088
• SMILES: c12c(=O)cc(oc1cc(cc2O)O)c1ccccc1
• Canonical SMILES: Oc1cc(O)c2c(c1)oc(cc2=O)c1ccccc1
• InChI: InChI=1S/C15H10O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-8,16-17H
• InChIKey: RTIXKCRFFJGDFG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,7-dihydroxy-2-phenyl-4H-chromen-4-one
• IUPAC Traditional name: chrysin; 5,7-dihydroxy-2-phenyl-4H-chromen-4-one
• Synonyms: NP-005901; Galangin flavanone; CHRYSINE; Chrysin; Chrysin; Chrysin; 5,7-Dihydroxyflavone; 5,7-Dihydroxy-2-phenyl-4H-chromen-4-one; 5,7-Dihydroxyflavone; 5,7-Dihydroxy-2-phenyl-4H-1-benzopyran-4-one; 5,7-Dihydroxy-2-phenylchromen-4-one; Crysin; NSC 407436; Chrysinic acid; 5,7-二羟黄酮; 柯因; 5,7-二羟基黄酮

Database IDs

• CAS Number: 480-40-0
• EC Number: 207-549-7
• MDL Number: MFCD00006834
• Beilstein Number: 233276
• Merck Index: 142256
• PubChem SID: 162064509; 24856455; 24893009
• PubChem CID: 5281607
• CHEMBL: 117
• Chemspider ID: 4444926
• KEGG ID: C10028
• Unique Ingredient Identifier: 3CN01F5ZJ5
• Wikipedia Title: Chrysin

CALCULATED PROPERTIES

• Acid pKa: 6.577777
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.9755785
• LogD (pH = 7.4): 2.0891845
• Log P: 3.0102544
• Molar Refractivity: 70.933 cm^3
• Polarizability: 26.480106 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Yellow powder
• Melting Point: 284-286 °C; 284-286 °C(lit.); 284-289°C
• Absorption Wavelength: λmax 348 nm

Safety Information

• Storage Condition: -20°C; Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• RTECS: LK8329050
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... CDC2(983), CDK5(1020), CDK6(1021), CYP19A1(1588), CYP1A2(1544), GSK3A(2931)mouse ... Hexa(15211), Ptgs2(19225)rat ... Gabra2(29706)
• Mechanism of Action: Lipid peroxidation inhibitor in rat liver microsomes

Product Information

• Purity: ≥96.0% (HPLC); ≥98% (HPLC); 97%; 98%
• Grade: analytical standard
• Salt Data: Free Base
• Biological Source: Isol. from Ulmus sieboldiana, Flourensia resinosa, Oroxylum indicum (bark), Pinus and Scutellaria spp. and others
• Shelf Life: (limited shelf life, expiry date on the label)
• Application(s): Shows antifungal activity
• Empirical Formula (Hill Notation): C15H10O4

DETAILS

MP Biomedicals - 05210927

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02154985

(5,7-Dihydroxyflavone) Crystalline

Selleck Chemicals - S2281

Research Area: Inflammation
Biological Activity:
Chrysin is a naturally occurring flavone chemically extracted from the blue passion flower (Passiflora caerulea). [1] It has been shown to induce an anti-inflammatory effect, most likely by inhibition of COX-2 expression and via IL-6 signaling.[2] In rodent in vivo studies, chrysin was found anxiolytic. However asbestos was not known to cause cancer because it did not cause cancer in non-human animals

Sigma Aldrich - C80105

Packaging
25 g in glass bottle

Toronto Research Chemicals - C432730

Chrysin is a flavanoid with anti-inflammatory effect and potential protective effects against cancer and cardiovascular disease. Studies show that Chrysin is central benzodiazepine receptor ligand with possible anxiolytic effects. Chrysin was initially be

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