CAS 482-35-9|Isoquercitrin

Introduction:Basic information about CAS 482-35-9|Isoquercitrin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameIsoquercitrin
CAS Number482-35-9Molecular Weight464.376
Density1.9±0.1 g/cm3Boiling Point872.6±65.0 °C at 760 mmHg
Molecular FormulaC21H20O12Melting Point/
MSDSChineseUSAFlash Point307.5±27.8 °C

Names

Name3,3′,4′,5,7-Pentahydroxyflavone 3-β-glucoside, Isoquercitrin, Quercetin 3-β-D-glucoside
SynonymMore Synonyms

Isoquercitrin BiologicalActivity

DescriptionQuercetin-3-glucoside is a naturally occurring polyphenol that has antioxidant, anti-proliferative, and anti-inflammatory properties.Quercetin-3-glucoside alleviates ethanol-induced hepatotoxicity, oxidative stress, and inflammatory responses via the Nrf2/ARE antioxidant signaling pathway[1].Quercetin-3-glucoside regulates the expression of nitric oxide synthase 2 (NO2) via modulating the nuclear factor-κB (NF-κB) transcription regulation system. Quercetin-3-glucoside has high bioavailability and low toxicity, is a promising candidate agent to prevent birth defects in diabetic pregnancies[2].
Related CatalogSignaling Pathways >>Immunology/Inflammation >>NO SynthaseResearch Areas >>Inflammation/Immunology
In VitroQuercetin-3-glucoside (5-20 μM; 24 hours) substantially reduces ethanol-induced cytotoxicity , protects hepatic cells against ethanol‐stimulated liver injury[1].Quercetin-3-glucoside (10 μM; pre-treat 1 hour) dramatically downregulates the levels of ethanol-induced iNOS protein expression in HepG2 cells[1]. Cell Viability Assay[1] Cell Line: HepG2 cells Concentration: 5 μM, 10 μM, 20 μM Incubation Time: 24 hours Result: Caused significantly enhanced cell viability as positive controls. Western Blot Analysis[1] Cell Line: HepG2 cells Concentration: 10 μM Incubation Time: 1 hour Result: Decreased ethanol‐ induced iNOS protein expression.
References

[1]. Lee S, et al. Relative protective activities of quercetin, quercetin-3-glucoside, and rutin in alcohol-induced liver injury. J Food Biochem. 2019 Aug 5:e13002.

[2]. Tan C, et al. Modulation of nuclear factor-κB signaling and reduction of neural tube defects by quercetin-3-glucoside in embryos of diabetic mice. Am J Obstet Gynecol. 2018 Aug;219(2):197.e1-197.e8.

Chemical & Physical Properties

Density1.9±0.1 g/cm3
Boiling Point872.6±65.0 °C at 760 mmHg
Molecular FormulaC21H20O12
Molecular Weight464.376
Flash Point307.5±27.8 °C
Exact Mass464.095490
PSA210.51000
LogP1.75
Vapour Pressure0.0±0.3 mmHg at 25°C
Index of Refraction1.803
InChIKeyOVSQVDMCBVZWGM-QSOFNFLRSA-N
SMILESO=c1c(OC2OC(CO)C(O)C(O)C2O)c(-c2ccc(O)c(O)c2)oc2cc(O)cc(O)c12
Storage condition−20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DJ2982500
CHEMICAL NAME :
4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(3,4-dihydroxyphenyl)-3-(beta-D-gluco pyranosyloxy)-
CAS REGISTRY NUMBER :
482-35-9
BEILSTEIN REFERENCE NO. :
0100989
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C21-H20-O12
MOLECULAR WEIGHT :
464.41

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 19,326,1985

Safety Information

Personal Protective EquipmentEyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard CodesXi: Irritant;
Safety Phrases24/25
RIDADRNONH for all modes of transport
WGK Germany3
RTECSLK8960000

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Synonyms

Quercetin 3-O-β-glucoside
trifoliin
quercetin 3-O-β-D-glucopyranoside
Quercetin 3β-O-glucoside
Quercetin 3-β-glucoside
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl β-D-glucopyranoside
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Quercetin 3-β-D-glucoside
3-O-β-D-Glucopyranosylquercetin
Quercetin glucoside
Quercetin-3-O-β-D-glucoside
Quercetin-3-O-β-glucopyranoside
Isoquercetrin
Quercetin 3-O-glucoside
Quercetin 3-D-glucoside
Isoquercitrin
isoquercetin
quercetin 3-O-β-D-glucoside
Hirsutrin
isotrifoliin
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3-(β-D-glucopyranosyloxy)-5,7-dihydroxy-
Quercetin 3-glucoside
Quercetin-3-β-glucopyranoside
Quercetin-3-O-glucoside
Quercetin 3-β-O-glucoside
Quercetin 3-O-glucopyranoside
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