Gentiopicroside CAS 20831-76-9
Introduction：Basic information about Gentiopicroside CAS 20831-76-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Gentiopicroside Basic information
| Product Name: | Gentiopicroside |
| Synonyms: | 1H,3H-Pyrano[3,4-c]pyran-1-one,5-ethenyl-6-(β-D-;glucopyranosyloxy)-5,6-dihydro-,(5R-trans)-;(5R,6S)-5-ethenyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dihydro-3H-pyrano[5,4-c]pyran-1-one;1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-6-(b-D-glucopyranosyloxy)-5,6-dihydro-, (5R,6S)- ;1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-6-(b-D-glucopyranosyloxy)-5,6-dihydro-, (5R-trans)-;(5R)-5β-Ethenyl-6α-(β-D-glucopyranosyloxy)-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-1-one;(5R)-5β-Vinyl-6α-(β-D-glucopyranosyloxy)-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-1-one;GENTIOPICRIN |
| CAS: | 20831-76-9 |
| MF: | C16H20O9 |
| MW: | 356.33 |
| EINECS: | 244-070-2 |
| Product Categories: | Inhibitors;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Iridoids |
| Mol File: | 20831-76-9.mol |
Gentiopicroside Chemical Properties
| Melting point | 191°C |
| alpha | -200 º (c=2, H2O) |
| Boiling point | 667.8±55.0 °C(Predicted) |
| density | 1.52±0.1 g/cm3(Predicted) |
| storage temp. | 2-8°C(protect from light) |
| solubility | DMSO (Slightly), Ethanol (Slightly, Sonicated) |
| form | Solid |
| pka | 12.79±0.70(Predicted) |
| color | Pale Beige |
| biological source | plant (Gentiana macrophylla Pall) |
| Optical Rotation | [α]/D -185 to -205°, c =1 in H2O |
| Water Solubility | H2O: 20mg/mL, clear |
| Stability: | Hygroscopic |
| Major Application | metabolomics vitamins, nutraceuticals, and natural products |
| InChI | 1S/C16H20O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2-3,6-7,10-13,15-20H,1,4-5H2/t7-,10-,11-,12+,13-,15+,16+/m1/s1 |
| InChIKey | DUAGQYUORDTXOR-GPQRQXLASA-N |
| SMILES | C=C[C@H]1[C@H](O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C3C(OCC=C31)=O |
| LogP | -3.170 (est) |
| CAS DataBase Reference | 20831-76-9(CAS DataBase Reference) |
Safety Information
| WGK Germany | WGK 3 |
| HS Code | 29389090 |
| Storage Class | 11 - Combustible Solids |
| Chemical Properties | Off-white crystalline powder, easily soluble in methanol, almost insoluble in ether, derived from Gentiana longipedalis (Tibet, Gansu) Gentiana rhizome, Gentiana scabra. |
| Uses | Gentiopicroside is an anticonvulsant agent present in plant extracts. |
| Definition | ChEBI: Gentiopicrin is a glycoside. |
| Biological Activity | Gentiopicroside is an important active component of secoiridoid glycosides from Gentiana macrophylla Pall th at exhibit anti-inflammatory, antibacterial and liver protecting activities. Gentiopicroside protects chondrocytes from IL-1β-induced inflammation response.', 'Gentiopicroside possesses analgesic, anti proliferative, wound healing and antioxidant properties (free radical scavenging activity). Gentiopicroside shows low oral bioavailability, hence it establishes its therapeutic action after metabolism. |
| in vivo | Gentiopicroside (20, 40, and 80 mg/kg, p.o.) significantly reduces gastric ulcerindex in mice. Gentiopicroside (20, 40, and 80 mg/kg) also ovbiously decreases the levels of HSP-70, TNF-α, IL-6, MDA and increases ncreased GSH level and SOD activity. In addition, Gentiopicroside normalizes EGF and VEGF level in mice[2]. |
| IC 50 | CYP2 |
Gentiopicroside Preparation Products And Raw materials
| Preparation Products | methyl 2,3-dihydroxybenzoate |
