spiraeoside

Modify Date: 2024-01-02 09:09:38

spiraeoside Structure
spiraeoside structure
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 Chinese USA Flash Point 294.6ºC
Symbol GHS07
GHS07
Signal Word Warning

 Use of spiraeoside


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].

 Names

Name quercetin 4ʼ-O-β-D-glucopyranoside
Synonym More Synonyms

 spiraeoside Biological Activity

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
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
Storage condition ?20°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DJ3095000
CHEMICAL NAME :
4H-1-Benzopyran-4-one, 2-(4-(beta-D-glucopyranosyloxy)-3-hydroxyphenyl)-3,5, 7-trihydroxy-
CAS REGISTRY NUMBER :
20229-56-5
LAST UPDATED :
199503
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C21-H20-C12
MOLECULAR WEIGHT :
416.53

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION 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

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Hazard Codes Xn
Risk Phrases 22
RIDADR NONH for all modes of transport

 Synthetic Route

 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
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