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482-35-9

482-35-9 structure

Name: Isoquercitrin
Chemical Name: 3,3′,4′,5,7-Pentahydroxyflavone 3-β-glucoside, Isoquercitrin, Quercetin 3-β-D-glucoside
CAS Number: 482-35-9
Molecular Formula: C₂₁H₂₀O₁₂
Molecular Weight: 464.376
Catalog: Natural product Flavonoids
Create Date: 2018-05-08 08:00:00
Modify Date: 2024-01-02 18:15:13
Quercetin-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].

Name	3,3′,4′,5,7-Pentahydroxyflavone 3-β-glucoside, Isoquercitrin, Quercetin 3-β-D-glucoside
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

Description	Quercetin-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 Catalog	Signaling Pathways >> Immunology/Inflammation >> NO Synthase Research Areas >> Inflammation/Immunology
In Vitro	Quercetin-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.

Density	1.9±0.1 g/cm3
Boiling Point	872.6±65.0 °C at 760 mmHg
Molecular Formula	C₂₁H₂₀O₁₂
Molecular Weight	464.376
Flash Point	307.5±27.8 °C
Exact Mass	464.095490
PSA	210.51000
LogP	1.75
Vapour Pressure	0.0±0.3 mmHg at 25°C
Index of Refraction	1.803
Storage condition	−20°C

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

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	Xi: Irritant;
Safety Phrases	24/25
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	LK8960000

Precursor 5
153-18-4 133-89-1 117-39-5 6743-87-9
357194-03-7
DownStream 10
491-70-3 29125-80-2 1139-97-5 855-97-0
117-39-5 2280-44-6 50-99-7 492-61-5
54542-51-7 743434-65-3