
CAS Number486-21-5
Synonymsisoferaxidin; 7-Hydroxy-6,8-dimethoxy-2H-chromen-2-one; iso-Fraxidin; Phytodolor; 6,8-dimethoxy-7-hydroxycoumarin; MFCD00221757; 7-Hydroxy-6,8-dimethoxy-2H-1-benzopyran-2-one; 7-Hydroxy-6,8-dimethoxy coumarin; Coumarin,7-hydroxy-6,8-dimethoxy; Isofraxidin; 7-hydroxy-6,8-dimethoxy-chromen-2-one; 6,8-Dimethoxyumbelliferone,7-Hydroxy-6,8-dimethoxychromen-2-one,7-Hydroxy-6,8-dimethoxycoumarin; Umbelliferone,6,8-dimethoxy; 7-Hydroxy-6,8-dimethoxy-cumarin
Molecular FormulaC11H10O5
Molecular Weight222.19
Purity≥98.0 (HPLC)%
Density1.4±0.1 g/cm3
Boiling Point452.1±45.0 °C at 760 mmHg
Melting Point>300 °C(lit.)
Appearancesolid
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 486-21-5 |
| Catalog No. | 2A-9022189 |
| Chinese Name | 异秦皮啶 |
| Synonyms | isoferaxidin; 7-Hydroxy-6,8-dimethoxy-2H-chromen-2-one; iso-Fraxidin; Phytodolor; 6,8-dimethoxy-7-hydroxycoumarin; MFCD00221757; 7-Hydroxy-6,8-dimethoxy-2H-1-benzopyran-2-one; 7-Hydroxy-6,8-dimethoxy coumarin; Coumarin,7-hydroxy-6,8-dimethoxy; Isofraxidin; 7-hydroxy-6,8-dimethoxy-chromen-2-one; 6,8-Dimethoxyumbelliferone,7-Hydroxy-6,8-dimethoxychromen-2-one,7-Hydroxy-6,8-dimethoxycoumarin; Umbelliferone,6,8-dimethoxy; 7-Hydroxy-6,8-dimethoxy-cumarin |
| Molecular Formula | C11H10O5 |
| Molecular Weight | 222.19 |
| Purity | ≥98.0 (HPLC) |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 452.1±45.0 °C at 760 mmHg |
| Melting Point | >300 °C(lit.) |
| Appearance | solid |
| Water Solubility | slightly soluble |
| Storage Condition | Store in a sealed container in a ventilated and dr |
| Application | Isofraxidin, a coumarin component from Acanthopanax senticosus, inhibits MMP-7 expression and invasion of human liver cancer cells. Isofraxidin acts on liver cancer cells and inhibits ERK1/2 phosphory |
| MDL Number | MFCD00221757 |
| SMILES | COc1cc2C=CC(=O)Oc2c(OC)c1O |
| InChI | 1S/C11H10O5/c1-14-7-5-6-3-4-8(12)16-10(6)11(15-2)9(7)13/h3-5,13H,1-2H3 |
| InChI Key | HOEVRHHMDJKUMZ-UHFFFAOYSA-N |
| Beilstein/REAXYS | 202652 |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| MSDS | msds/22189_1_486_21_5.pdf |
| Bioactivity | Isofraxidin, a coumarin component from Acanthopanax senticosus, inhibits MMP-7 expression and cell invasion of human hepatoma cells. Isofraxidin inhibits the phosphorylation of ERK1/2 in hepatoma cells[1]. Isofraxidin attenuates the expression of iNOS and COX-2, Isofraxidinalso inhibits TLR4/myeloid differentiation protein-2 (MD-2) complex formation[2]. Related Catalog Signaling Pathways >> Immunology/Inflammation >> Toll-like Receptor (TLR) Research Areas >> Inflammation/Immunology Signaling Pathways >> Immunology/Inflammation >> COX Signaling Pathways >> Metabolic Enzyme/Protease >> MMP Target COX-2 TLR4 MMP-7 In Vitro Isofraxidin inhibits expression of MMP-7 and in vitro cell invasion at a non-toxic level through inhibiting ERK1/2 phosphorylation in hepatoma cell lines[1]. Isofraxidin competitively inhibits TLR4/MD-2 complex formation, and thus TLR4/NF-κB signalling cascades.Isofraxidin has potential in the treatment of Osteoarthritis (OA)[2]. References [1]. Yamazaki T, et al. Isofraxidin, a coumarin component from Acanthopanax senticosus, inhibits matrix metalloproteinase-7 expression and cell invasion of human hepatoma cells.Biol Pharm Bull. 2010;33(10):1716-22. [2]. Jin J , et al. Isofraxidin targets the TLR4/MD-2 axis to prevent osteoarthritis development.Food Funct. 2018 Nov 14;9(11):5641-5652. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 452.1±45.0 °C at 760 mmHg Melting Point >300 °C(lit.) Molecular Formula C11H10O5 Molecular Weight 222.194 Flash Point 183.2±22.2 °C Exact Mass 222.052826 PSA 68.90000 LogP 1.31 Vapour Pressure 0.0±1.1 mmHg at 25°C Index of Refraction 1.588 InChIKey HOEVRHHMDJKUMZ-UHFFFAOYSA-N SMILES COc1cc2ccc(=O)oc2c(OC)c1O Storage condition ?20°C Water Solubility slightly soluble |
| Use of | Properties Articles25 Name 7-hydroxy-6,8-dimethoxychromen-2-one Synonym More Synonyms Isofraxidin Biological Activity Related Catalog Signaling Pathways >> Immunology/Inflammation >> Toll-like Receptor (TLR) Research Areas >> Inflammation/Immunology Signaling Pathways >> Immunology/Inflammation >> COX Signaling Pathways >> Metabolic Enzyme/Protease >> MMP References [1]. Yamazaki T, et al. Isofraxidin, a coumarin component from Acanthopanax senticosus, inhibits matrix metalloproteinase-7 expression and cell invasion of human hepatoma cells.Biol Pharm Bull. 2010;33(10):1716-22. Chemical & Physical Properties Molecular Formula C11H10O5 Exact Mass 222.052826 PSA 68.90000 Index of Refraction 1.588 InChIKey HOEVRHHMDJKUMZ-UHFFFAOYSA-N Water Solubility slightly soluble |
| Transport Info | Product Name: Isopyridine |
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