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C80105

Sigma-Aldrich

Chrysin

≥96.5% purity, powder

Synonyme(s) :

5,7-Dihydroxyflavone

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About This Item

Formule empirique (notation de Hill):
C15H10O4
Numéro CAS:
480-40-0
Poids moléculaire :
254.24
Numéro Beilstein :
233276
Numéro CE :
207-549-7
Numéro MDL:
MFCD00006834
Code UNSPSC :
12171500
ID de substance PubChem :
24893009
Nomenclature NACRES :
NA.47

product name

Chrysin, ≥96.5%

Niveau de qualité

100

Pureté

≥96.5%

Forme

powder

Couleur

beige

Pf

284-286 °C (lit.)

Solubilité

0.1 M NaOH: 0.008 g/L

λmax

348 nm

Application(s)

diagnostic assay manufacturing
hematology
histology

Température de stockage

room temp

Chaîne SMILES 

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

Clé InChI

RTIXKCRFFJGDFG-UHFFFAOYSA-N

Informations sur le gène

human ... CDC2(983) , CDK5(1020) , CDK6(1021) , CYP19A1(1588) , CYP1A2(1544) , GSK3A(2931)
mouse ... Hexa(15211) , Ptgs2(19225)
rat ... Gabra2(29706)

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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.

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Cytotoxic and Pro-Apoptotic Effects of Honey Bee Venom and Chrysin on Human Ovarian Cancer Cells.
Amini E, et al.
Asia Pacific Journal of Medical Toxicology, 4 (2015)
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)
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
F Khaligh et al.
Journal of animal physiology and animal nutrition, 102(1), e413-e420 (2017-06-22)
An experiment was conducted to evaluate the effects of in ovo injection of chrysin, quercetin and ascorbic acid on hatchability, somatic attributes, hepatic antioxidant status and early post-hatch growth performance of broiler chicks. Four hundred and eighty embryonated broiler breeder
Chin-Shiu Huang et al.
Archives of toxicology, 87(1), 167-178 (2012-08-07)
Chrysin, apigenin, and luteolin are flavones that differ in their number of hydroxyl groups in the B ring. In this study, we investigated the protection by chrysin, apigenin, and luteolin against tert-butyl hydroperoxide (tBHP)-induced oxidative stress and the possible mechanisms
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