CAS Number19879-30-2
Synonyms2-(4-Hydroxyphenyl)-7-methoxy-6-(3-methyl-2-buten-1-yl)-2,3-dihydro-4H-chromen-4-one; 2-(4-Hydroxyphenyl)-7-methoxy-6-(3-methyl-2-buten-1-yl)-2,3-dihydro-4H-chromen-4-on; 2-(4-Hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one; 2-(4-hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-enyl)-2,3-dihydro-4H-chromen-4-one; Bavachinin; 2-(4-Hydroxyphényl)-7-méthoxy-6-(3-méthyl-2-butèn-1-yl)-2,3-dihydro-4H-chromén-4-one; 7-O-Methylbavachin; 4'-Hydroxy-7-methoxy-6-(3-methyl-2-butenyl)flavanone; Bavachinin A
Molecular FormulaC21H22O4
Molecular Weight338.40
Purity≥95 (LC/MS-ELSD)%
Density1.2±0.1 g/cm3
Boiling Point537.1±50.0 °C at 760 mmHg
Melting Point139-145ºC
Appearancesolid
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| Chemical & Physical Properties | |
|---|---|
| CAS Number | 19879-30-2 |
| Catalog No. | 2A-9065805 |
| Chinese Name | 甲基补骨脂黄酮 |
| Synonyms | 2-(4-Hydroxyphenyl)-7-methoxy-6-(3-methyl-2-buten-1-yl)-2,3-dihydro-4H-chromen-4-one; 2-(4-Hydroxyphenyl)-7-methoxy-6-(3-methyl-2-buten-1-yl)-2,3-dihydro-4H-chromen-4-on; 2-(4-Hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one; 2-(4-hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-enyl)-2,3-dihydro-4H-chromen-4-one; Bavachinin; 2-(4-Hydroxyphényl)-7-méthoxy-6-(3-méthyl-2-butèn-1-yl)-2,3-dihydro-4H-chromén-4-one; 7-O-Methylbavachin; 4'-Hydroxy-7-methoxy-6-(3-methyl-2-butenyl)flavanone; Bavachinin A |
| Molecular Formula | C21H22O4 |
| Molecular Weight | 338.40 |
| Purity | ≥95 (LC/MS-ELSD) |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 537.1±50.0 °C at 760 mmHg |
| Melting Point | 139-145ºC |
| Appearance | solid |
| Storage Condition | ?20°C |
| Application | Bavachinin (7-O-Methylbavachin) is a natural compound with anti-inflammatory and anti-angiogenic activities. |
| PubChem ID | 329824778 |
| MDL Number | MFCD06858307 |
| SMILES | COc1cc2O[C@@H](CC(=O)c2cc1C\C=C(\C)C)c3ccc(O)cc3 |
| InChI | 1S/C21H22O4/c1-13(2)4-5-15-10-17-18(23)11-20(14-6-8-16(22)9-7-14)25-21(17)12-19(15)24-3/h4,6-10,12,20,22H,5,11H2,1-3H3/t20-/m0/s1 |
| InChI Key | VOCGSQHKPZSIKB-FQEVSTJZSA-N |
| NACRES Code | NA.25 |
| UNSPSC | 12352205 |
| MSDS | msds/65805_1_19879_30_2.pdf |
| Bioactivity | Bavachinin(7-O-Methylbavachin) is a natural compound isolated from the Chinese herb Fructus Psoraleae;has potent anti-angiogenic activity.IC50 value:Target:in vitro: Isobavachalcone significantly inhibits both oligomerization and fibrillization of Aβ42, whereas bavachinin inhibits fibrillization and leads to off-pathway aggregation. Both of the compounds attenuated Aβ42-induced toxicity in a SH-SY5Y cell model [1]. Bavachinin, has potent anti-angiogenic activity in vitro and in vivo. Bavachinin inhibited increases in HIF-1α activity in human KB carcinoma (HeLa cell derivative) and human HOS osteosarcoma cells under hypoxia in a concentration-dependent manner, probably by enhancing the interaction between von Hippel-Lindau (VHL) and HIF-1α [2].in vivo: significantly inhibited Th2 cytokine production, including IL-4, IL-5 and IL-13. Notably, this compound almost completely blocked inflammation in the ovalbumin (OVA)-sensitized animal asthma model [3]. Related Catalog Signaling Pathways >> Others >> Others Natural Products >> Flavonoids Research Areas >> Inflammation/Immunology References [1]. Chen X, et al. Isobavachalcone and bavachinin from Psoraleae Fructus modulate Aβ42 aggregation process through different mechanisms in vitro. FEBS Lett. 2013 Sep 17;587(18):2930-5. [2]. Nepal M, et al. Anti-angiogenic and anti-tumor activity of Bavachinin by targeting hypoxia-inducible factor-1α. Eur J Pharmacol. 2012 Sep 15;691(1-3):28-37. [3]. Chen X, et al. Treatment of allergic inflammation and hyperresponsiveness by a simple compound, Bavachinin, isolated from Chinese herbs. Cell Mol Immunol. 2013 Nov;10(6):497-505. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 537.1±50.0 °C at 760 mmHg Melting Point 139-145ºC Molecular Formula C21H22O4 Molecular Weight 338.397 Flash Point 190.3±23.6 °C Exact Mass 338.151794 PSA 55.76000 LogP 4.93 Vapour Pressure 0.0±1.5 mmHg at 25°C Index of Refraction 1.590 InChIKey VOCGSQHKPZSIKB-FQEVSTJZSA-N SMILES COc1cc2c(cc1CC=C(C)C)C(=O)CC(c1ccc(O)cc1)O2 Storage condition ?20°C |
| Use of | Properties Name 2-(4-hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one Synonym More Synonyms Bavachinin Biological Activity Related Catalog Signaling Pathways >> Others >> Others Natural Products >> Flavonoids Research Areas >> Inflammation/Immunology References [1]. Chen X, et al. Isobavachalcone and bavachinin from Psoraleae Fructus modulate Aβ42 aggregation process through different mechanisms in vitro. FEBS Lett. 2013 Sep 17;587(18):2930-5. [2]. Nepal M, et al. Anti-angiogenic and anti-tumor activity of Bavachinin by targeting hypoxia-inducible factor-1α. Eur J Pharmacol. 2012 Sep 15;691(1-3):28-37. [3]. Chen X, et al. Treatment of allergic inflammation and hyperresponsiveness by a simple compound, Bavachinin, isolated from Chinese herbs. Cell Mol Immunol. 2013 Nov;10(6):497-505. Chemical & Physical Properties Molecular Formula C21H22O4 Exact Mass 338.151794 PSA 55.76000 Index of Refraction 1.590 InChIKey VOCGSQHKPZSIKB-FQEVSTJZSA-N |
| Transport Info | Product Name: Bavachinin |
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