C80105
Chrysin
≥96.5% purity, powder
Synonym(s):
5,7-Dihydroxyflavone
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About This Item
Empirical Formula (Hill Notation):
C15H10O4
CAS Number:
Molecular Weight:
254.24
NACRES:
NA.47
PubChem Substance ID:
UNSPSC Code:
12171500
EC Number:
207-549-7
MDL number:
Beilstein/REAXYS Number:
233276
Product Name
Chrysin, ≥96.5%
assay
≥96.5%
form
powder
color
beige
mp
284-286 °C (lit.)
solubility
0.1 M NaOH: 0.008 g/L
λmax
348 nm
application(s)
diagnostic assay manufacturing
hematology
histology
storage temp.
room temp
SMILES string
Oc1cc(O)c2C(=O)C=C(Oc2c1)c3ccccc3
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
InChI key
RTIXKCRFFJGDFG-UHFFFAOYSA-N
Gene Information
human ... CDC2(983), CDK5(1020), CDK6(1021), CYP19A1(1588), CYP1A2(1544), GSK3A(2931)
mouse ... Hexa(15211), Ptgs2(19225)
rat ... Gabra2(29706)
Application
- Chrysin has been used to study the effect of bioflavonoids on the inhibition of ATP synthase in Escherichia coli.
- It has been used to study the effect of Chrysin on eIF4E (eukaryotic translation initiation factor 4E) expression in AGS cell (human gastric carcinoma cell) line.
- It has been used to study the effect of chrysin on human ovarian cancer cells.
Biochem/physiol Actions
Chrysin is a flavonoid and an analog of apigenin. It inhibits aromatase and also suppresses human immunodeficiency virus (HIV) activation in models with latent infection. Chrysin exhibits anti-inflammatory and anti-oxidant effects. This molecule induces apoptosis in various cells, thereby exhibiting cancer chemopreventive activity. Chrysin can modulate the activity of GABAA (Type-A γ-aminobutyric acid) and GABAC receptors, it downregulates expression of PCNA (proliferating cell nuclear antigen), reduces activity of CDK2 (cyclin-dependent kinase 2) and CDK4 and induces p38-MAPK (mitogen-activated protein kinase) activation.
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Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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H J Jeong et al.
Archives of pharmacal research, 22(3), 309-312 (1999-07-14)
In searching for potent cancer chemopreventive agents from synthetic or natural products, 28 randomly selected flavonoids were screened for inhibitory effects against partially purified aromatase prepared from human placenta. Over 50% of the flavonoids significantly inhibited aromatase activity, with greatest
Chrysin induces G1 phase cell cycle arrest in C6 glioma cells through inducing p21Waf1/Cip1 expression: involvement of p38 mitogen-activated protein kinase.
Weng MS, et al.
Biochemical Pharmacology, 69, 1815-1815 (2005)
Apoptotic effects of chrysin in human cancer cell lines.
Khoo BY, et al.
International Journal of Molecular Sciences, 11, 2188-2188 (2010)