CAS 20229-56-5|spiraeoside
| Common Name | spiraeoside | ||
|---|---|---|---|
| CAS Number | 20229-56-5 | Molecular Weight | 464.37600 |
| Density | 1.809g/cm3 | Boiling Point | 835.6ºC at 760mmHg |
| Molecular Formula | C21H20O12 | Melting Point | 209-211ºC |
| MSDS | ChineseUSA | Flash Point | 294.6ºC |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | quercetin 4ʼ-O-β-D-glucopyranoside |
|---|---|
| Synonym | More Synonyms |
spiraeoside BiologicalActivity
| Description | Spiraeoside, an orally active natural compound, exerts antioxidant activity, inhibits reactive oxygen species (ROS) and malondialdehyde production. Spiraeoside possesses antiallergic, anti-inflammatory and antitumor activities[1]. |
|---|---|
| Related Catalog | Research Areas >>CancerResearch Areas >>Inflammation/Immunology |
| In Vitro | Spiraeoside elevates HG stimulation-caused the decrease in the expression levels of p-Akt, nuclear Nrf2, and HO-1 in AC16 cells (the effects of Spiraeoside are reversedby LY294002)[1]. Spiraeoside protects AC16 cells against HG-induced oxidative stress, cell injury, and apoptosis[1]. Spiraeoside activates the PI3K/Akt/Nrf2 pathway in AC16 cells on exposure to HG[1]. Spiraeoside protects AC16 cells against HG-induced apoptosis through the PI3K/Akt/Nrf2 pathway[1]. Cell Viability Assay[1] Cell Line: AC16 cells. Concentration: 1, 5, 10, or 20 μM. Incubation Time: 0, 24, or 48 hours. Result: Inhibited AC16 cells viability (20 μM). |
| In Vivo | Spiraeoside (50 mg/kg, p.o.) shows ulcer preventive ability[2]. Animal Model: Male Wistar rats (6-8 weeks old)[2]. Dosage: 50 mg/kg. Administration: Oral gavage an hour before inducing the lesions. Result: Decreased severity of the formed lesions. |
| References | [1]. Hongyang Liu, et al. Spiraeoside protects human cardiomyocytes against high glucose-induced injury, oxidative stress, and apoptosis by activation of PI3K/Akt/Nrf2 pathway. J Biochem Mol Toxicol. 2020 Oct;34(10):e22548. [2]. Stevan Samardžić, et al. Antioxidant, anti-inflammatory and gastroprotective activity of Filipendula ulmaria (L.) Maxim. and Filipendula vulgaris Moench. J Ethnopharmacol. 2018 Mar 1;213:132-137. |
Chemical & Physical Properties
| Density | 1.809g/cm3 |
|---|---|
| Boiling Point | 835.6ºC at 760mmHg |
| Melting Point | 209-211ºC |
| Molecular Formula | C21H20O12 |
| Molecular Weight | 464.37600 |
| Flash Point | 294.6ºC |
| Exact Mass | 464.09500 |
| PSA | 210.51000 |
| Vapour Pressure | 1.28E-29mmHg at 25°C |
| Index of Refraction | 1.774 |
| InChIKey | OIUBYZLTFSLSBY-HMGRVEAOSA-N |
| SMILES | O=c1c(O)c(-c2ccc(OC3OC(CO)C(O)C(O)C3O)c(O)c2)oc2cc(O)cc(O)c12 |
| Storage condition | ?20°C |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATAMUTATION DATA - TYPE OF TEST :
- Sex chromosome loss and nondisjunction
- TEST SYSTEM :
- Human Lymphocyte
- DOSE/DURATION :
- 50 mg/L
- REFERENCE :
- MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 246,205,1991
- TYPE OF TEST :
- Sex chromosome loss and nondisjunction
- TEST SYSTEM :
- Human Lymphocyte
- DOSE/DURATION :
- 50 mg/L
- REFERENCE :
- MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 246,205,1991
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H302 |
| Hazard Codes | Xn |
| Risk Phrases | 22 |
| RIDADR | NONH for all modes of transport |
Articles25
More Articles| The crystal structure of human cytosolic beta-glucosidase unravels the substrate aglycone specificity of a family 1 glycoside hydrolase. J. Mol. Biol. 370(5) , 964-75, (2007) Human cytosolic beta-glucosidase (hCBG) is a xenobiotic-metabolizing enzyme that hydrolyses certain flavonoid glucosides, with specificity depending on the aglycone moiety, the type of sugar and the l... | |
| Flavonoid glycosides inhibit oral cancer cell proliferation--role of cellular uptake and hydrolysis to the aglycones. J. Pharm. Pharmacol. 57(8) , 1037-42, (2005) Epidemiologic evidence supports the view that dietary flavonoids exert protective effects in oral diseases, including cancer. However, the dietary forms of flavonoids, the flavonoid glycosides, are th... | |
| Deglycosylation of flavonoid and isoflavonoid glycosides by human small intestine and liver beta-glucosidase activity. FEBS Lett. 436(1) , 71-5, (1998) Flavonoid and isoflavonoid glycosides are common dietary phenolics which may be absorbed from the small intestine of humans. The ability of cell-free extracts from human small intestine and liver to d... |
Synonyms
| Spiraeosid |
| Quercetin 4'-b-D-glucopyranoside |
| Quercetin 4'-O-glucoside |
| Quercetin-4'-glucoside |
| EINECS 243-614-6 |
| Spiraein |
| 3,5,7-trihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one |
| quercetin 4'-O-beta-D-glucopyranoside |
| Spiraeoside |
