oroxylin A

Modify Date: 2024-01-02 12:46:03

oroxylin A Structure
oroxylin A structure
Common Name oroxylin A
CAS Number 480-11-5 Molecular Weight 284.263
Density 1.4±0.1 g/cm3 Boiling Point 540.9±50.0 °C at 760 mmHg
Molecular Formula C16H12O5 Melting Point 195-197ºC
MSDS N/A Flash Point 207.4±23.6 °C

 Use of oroxylin A


Oroxylin A is a natural active flavonoid with strong anticancer effects.IC50 value:Target:In vitro: Oroxylin A suppressed the MDM2-mediated degradation of p53 via downregulating MDM2 transcription in wt-p53 cancer cells [1]. Oroxylin A remarkably reduced the generation of lactate and glucose uptake under hypoxia in HepG2 cells, inhibited HIF-1α expression and its stability [2]. Oroxylin A promotes superoxide dismutase (SOD2) gene expression through SIRT3-regulated DNA-binding activity of FOXO3a and increases the activity of SOD2 by promoting SIRT3-mediated deacetylation [3]. In vivo: Oroxylin A inhibited the tumor growth of nude mice-inoculated MCF-7 or HCT116 cells. The expression of MDM2 protein in tumor tissue was downregulated by oroxylin A as well [1].

 Names

Name oroxylin A
Synonym More Synonyms

 oroxylin A Biological Activity

Description Oroxylin A is a natural active flavonoid with strong anticancer effects.IC50 value:Target:In vitro: Oroxylin A suppressed the MDM2-mediated degradation of p53 via downregulating MDM2 transcription in wt-p53 cancer cells [1]. Oroxylin A remarkably reduced the generation of lactate and glucose uptake under hypoxia in HepG2 cells, inhibited HIF-1α expression and its stability [2]. Oroxylin A promotes superoxide dismutase (SOD2) gene expression through SIRT3-regulated DNA-binding activity of FOXO3a and increases the activity of SOD2 by promoting SIRT3-mediated deacetylation [3]. In vivo: Oroxylin A inhibited the tumor growth of nude mice-inoculated MCF-7 or HCT116 cells. The expression of MDM2 protein in tumor tissue was downregulated by oroxylin A as well [1].
Related Catalog
References

[1]. Zhao K, et al. Oroxylin A promotes PTEN-mediated negative regulation of MDM2 transcription via SIRT3-mediated deacetylation to stabilize p53 and inhibit glycolysis in wt-p53 cancer cells. J Hematol Oncol. 2015 Apr 23;8:41. http://www.ncbi.nlm.nih.gov/pubmed/25902914

[2]. Dai Q, et al. Oroxylin A regulates glucose metabolism in response to hypoxic stress with the involvement of Hypoxia-inducible factor-1 in human hepatoma HepG2 cells. Mol Carcinog. 2015 Aug 10.

[3]. Wei L, et al. Oroxylin A inhibits glycolysis-dependent proliferation of human breast cancer via promoting SIRT3-mediated SOD2 transcription and HIF1α destabilization. Cell Death Dis. 2015 Apr 9

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 540.9±50.0 °C at 760 mmHg
Melting Point 195-197ºC
Molecular Formula C16H12O5
Molecular Weight 284.263
Flash Point 207.4±23.6 °C
Exact Mass 284.068481
PSA 79.90000
LogP 2.37
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.669
Storage condition 2-8°C

 Safety Information

Hazard Codes Xn
Risk Phrases 22

 Synthetic Route

 Synonyms

Oroxylin
4H-1-Benzopyran-4-one, 5,7-dihydroxy-6-methoxy-2-phenyl-
baicalein 6-methyl ether
5,7-Dihydroxy-6-methoxy-2-phenyl-4H-chromen-4-one
5,7-Dihydroxy-6-methoxyflavone
6-Methoxybaicalein
oroxyllin-A
6-methoxy-5,7-dihydroxyflavone
5,7-Dihydroxy-6-methoxy-2-phenyl-4H-1-benzopyran-4-one
oroxylin A
5,7-Dihydroxy-6-methoxy-2-phenyl-4H-1-benzopyran-4-one 5,7-Dihydroxy-6-methoxyflavone
5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one
4H-1-Benzopyran-4-one,5,7-dihydroxy-6-methoxy-2-phenyl
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