Introduction：Basic information about CAS 20633-67-4|Calycosin-7-O-beta-D-glucoside, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Calycosin-7-O-beta-D-glucoside |
|---|
| CAS Number | 20633-67-4 | Molecular Weight | 446.404 |
|---|
| Density | 1.5±0.1 g/cm3 | Boiling Point | 745.2±60.0 °C at 760 mmHg |
|---|
| Molecular Formula | C22H22O10 | Melting Point | / |
|---|
| MSDS | / | Flash Point | 262.0±26.4 °C |
|---|
Names
| Name | 3-(3-hydroxy-4-methoxyphenyl)-7-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one |
|---|
| Synonym | More Synonyms |
|---|
Calycosin-7-O-beta-D-glucoside BiologicalActivity
| Description | Calycosin-7-O-β-D-glucoside, a melanin biosynthesis inhibitor, is isolated from the methanol extract of astragalus. IC50 value: 68 μM in inhibition of Tyrosinase Target:In vitro: Calycosin-7-O-β-d-glucoside showed a melanin biosynthesis inhibition zone in a culture plate of Streptomyces bikiniensis. Furthermore, 75.78 μM of calycosin-7-O-β-d-glucoside dramatically decreased 50% of the melanin content on Melan-a cells without any apparent cytotoxicity [1]. Calycosin-7-O-β-D-glucoside was revealed to scavenge NO, inhibit the activities of MMP-2 and MMP-9, and attenuate cell death in the in vitro cultured brain microvascular endothelial cells under OGD condition.In vivo: Calycosin-7-O-β-D-glucoside treatment significantly reduced infarct volume, histological damage and blood–brain barrier permeability in the in vivo MCAO ischemia–reperfusion rat model [2]. To reveal its physiological functions under stress, seedlings with different isoflavonoid levels were established using a phenylalanine ammonia lyase (PAL) enzyme inhibitor, l-α-aminooxy-β-phenylpropionic acid (AOPP). The results showed that the significant promotion of antioxidant capacity in this species might be associated with the remarkable accumulation of Calycosin-7-O-β-D-glucoside after cold pretreatment. The results provided the first evidence that a type of isoflavonoid, Calycosin-7-O-β-D-glucoside, might play a very important role against freezing stress in vivo [3]. |
|---|
| Related Catalog | Signaling Pathways >>Others >>OthersNatural Products >>FlavonoidsResearch Areas >>Others |
|---|
| References | [1]. Jin Hee Kim, et al. Melanin biosynthesis inhibitory effects of calycosin-7-O -β-d -glucoside isolated from astragalus (Astragalus membranaceus ). Food Science and Biotechnology December 2011, Volume 20, Issue 6, pp 1481-1485 [2]. Shuping Fu, et al. Calycosin-7-O-β-d-glucoside regulates nitric oxide /caveolin-1/matrix metalloproteinases pathway and protects blood–brain barrier integrity in experimental cerebral ischemia–reperfusion injury. Journal of Ethnopharmacology Volume 155, [3]. Haiyun Pan, et al. Evidence of calycosin-7-O-β-d-glucoside's role as a major antioxidant molecule of Astragalus membranaceus Bge. var. mongholicus (Bge.) Hsiao plants under freezing stress. Environmental and Experimental Botany Volume 109, January 2015, |
|---|
Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
|---|
| Boiling Point | 745.2±60.0 °C at 760 mmHg |
|---|
| Molecular Formula | C22H22O10 |
|---|
| Molecular Weight | 446.404 |
|---|
| Flash Point | 262.0±26.4 °C |
|---|
| Exact Mass | 446.121307 |
|---|
| PSA | 159.05000 |
|---|
| LogP | 0.09 |
|---|
| Vapour Pressure | 0.0±2.6 mmHg at 25°C |
|---|
| Index of Refraction | 1.675 |
|---|
| InChIKey | WACBUPFEGWUGPB-MIUGBVLSSA-N |
|---|
| SMILES | COc1ccc(-c2coc3cc(OC4OC(CO)C(O)C(O)C4O)ccc3c2=O)cc1O |
|---|
Safety Information
| RIDADR | NONH for all modes of transport |
|---|
Synonyms
| N1413 |
| 4H-1-Benzopyran-4-one, 7-(β-D-glucopyranosyloxy)-3-(3-hydroxy-4-methoxyphenyl)- |
| 3-(3-Hydroxy-4-methoxyphenyl)-4-oxo-4H-chromen-7-yl β-D-glucopyranoside |
| calycosin-7-O-beta-D-glucoside |
| Calycosin-7-glucoside |
| Calycosin-7-O-β-D-glucoside |
| Calycosin 7-O-β-D-glucopyranoside |
