178278
Apigenin
Induces the reversion of transformed phenotypes of v-H-ras-transformed NIH 3T3 cells at low concentration (12.5 µM).
Synonym(s):
Apigenin, 4ʹ,5,7-Trihydroxyflavone
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About This Item
Empirical Formula (Hill Notation):
C15H10O5
CAS Number:
Molecular Weight:
270.24
UNSPSC Code:
12352212
NACRES:
NA.77
MDL number:
Quality Level
description
Merck USA index - 14, 730
assay
≥98% (HPLC)
form
crystalline solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
color
yellow
solubility
hot ethanol: 1 mg/mL, DMSO: 10 mg/mL
shipped in
ambient
storage temp.
2-8°C
SMILES string
[o]1c2c([c](cc1c3ccc(cc3)O)=O)c(cc(c2)O)O
InChI
1S/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-7,16-18H
InChI key
KZNIFHPLKGYRTM-UHFFFAOYSA-N
General description
A plant flavonoid that reverses the transformed phenotypes of various ras-transformed cells, apparently due to inhibition of mitogen activated protein (MAP) kinase-associated signal transduction pathways. Treatment of v-H-ras-transformed NIH 3T3 cells with apigenin (12.5 µM) has been shown to induce dephosphorylation of p44mapk and reduction in MAP kinase activity. Has also been reported to inhibit the proliferation of malignant tumor cells by G2/M arrest and to induce morphological differentiation.
Induces the reversion of transformed phenotypes of v-H-ras-transformed NIH 3T3 cells at low concentration (12.5 µM). This finding has been attributed to the inhibition of MAP kinase activity. Inhibits the proliferation of malignant tumor cells by G2/M arrest and induces morphological differentiation.
Biochem/physiol Actions
Primary Target
MAP kinase
MAP kinase
Product does not compete with ATP.
Reversible: no
Cell permeable: no
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 4 months at -20°C.
Other Notes
Kuo, M.L., and Yang, N.C. 1995. Biochem. Biophys. Res. Commun.212, 767.
Chaumontet, C., et al. 1994. Carcinogenesis 15, 2325.
Kuo, M.L., et al. 1994. Cancer Lett.87, 91.
Sato, F., et al. 1994. Biochem. Biophys. Res. Commun.204, 578.
Chaumontet, C., et al. 1994. Carcinogenesis 15, 2325.
Kuo, M.L., et al. 1994. Cancer Lett.87, 91.
Sato, F., et al. 1994. Biochem. Biophys. Res. Commun.204, 578.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Irritant (B)
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Storage Class
11 - Combustible Solids
wgk
WGK 3
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| 178278-5MG | 04055977222425 |