CAS Number480-11-5
SynonymsOroxylin; 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
Molecular FormulaC16H12O5
Molecular Weight284.26
Purity≥90.0 (HPLC)%
Density1.4±0.1 g/cm3
Boiling Point540.9±50.0 °C at 760 mmHg
Melting Point195-197ºC
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 480-11-5 |
| Catalog No. | 2A-9011793 |
| Chinese Name | 千层纸素A |
| Synonyms | Oroxylin; 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 |
| Molecular Formula | C16H12O5 |
| Molecular Weight | 284.26 |
| Purity | ≥90.0 (HPLC) |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 540.9±50.0 °C at 760 mmHg |
| Melting Point | 195-197ºC |
| Storage Condition | 2-8°C |
| Application | Oroxylin A is an active flavonoid compound with strong anti-cancer effects. |
| MDL Number | MFCD02259441 |
| SMILES | COc1c(O)cc2OC(=CC(=O)c2c1O)c3ccccc3 |
| InChI | 1S/C16H12O5/c1-20-16-11(18)8-13-14(15(16)19)10(17)7-12(21-13)9-5-3-2-4-6-9/h2-8,18-19H,1H3 |
| InChI Key | LKOJGSWUMISDOF-UHFFFAOYSA-N |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Hazard Symbols | Transport |
| MSDS | msds/11793_1_480_11_5.pdf |
| Bioactivity | 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 Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Metabolic Enzyme/Protease >> HIF/HIF Prolyl-Hydroxylase Research Areas >> Cancer Natural Products >> Flavonoids 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 InChIKey LKOJGSWUMISDOF-UHFFFAOYSA-N SMILES COc1c(O)cc2oc(-c3ccccc3)cc(=O)c2c1O Storage condition 2-8°C |
| Use of | Properties Name oroxylin A Synonym More Synonyms oroxylin A Biological Activity Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Metabolic Enzyme/Protease >> HIF/HIF Prolyl-Hydroxylase Research Areas >> Cancer Natural Products >> Flavonoids References [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 Molecular Formula C16H12O5 Exact Mass 284.068481 PSA 79.90000 Index of Refraction 1.669 InChIKey LKOJGSWUMISDOF-UHFFFAOYSA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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