Isoquercitrin

Modify Date: 2025-08-20 17:38:32

Isoquercitrin Structure
Isoquercitrin structure
Common Name Isoquercitrin
CAS Number 482-35-9 Molecular Weight 464.376
Density 1.9±0.1 g/cm3 Boiling Point 872.6±65.0 °C at 760 mmHg
Molecular Formula C21H20O12 Melting Point N/A
MSDS Chinese USA Flash Point 307.5±27.8 °C

 Use of Isoquercitrin


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].

 Names

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

 Isoquercitrin Biological Activity

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
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.

 Chemical & Physical Properties

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
InChIKey OVSQVDMCBVZWGM-QSOFNFLRSA-N
SMILES O=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 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

 Synthetic Route

 Articles55

More Articles
A nicotinic receptor-mediated anti-inflammatory effect of the flavonoid rhamnetin in BV2 microglia.

Fitoterapia 98 , 11-21, (2014)

The alpha7 nicotinic acetylcholine receptor (nAChR) is a potential target in neuroinflammation. Screening a plant extract library identified Solidago nemoralis as containing methyl-quercetin derivativ...

New Polyphenols Identified in Artemisiae abrotani herba Extract.

Molecules 20 , 11063-75, (2015)

Artemisia abrotanum L. ("southernwood") belongs to the Artemisia genus and it is used in traditional medicine for the treatment of a variety of illnesses. Scarce data is available on the chemical comp...

Comparative Studies on Polyphenolic Composition, Antioxidant and Diuretic Effects of Nigella sativa L. (Black Cumin) and Nigella damascena L. (Lady-in-a-Mist) Seeds.

Molecules 20 , 9560-74, (2015)

This study was performed to evaluate the phenolic profile, antioxidant and diuretic effects of black cumin and lady-in-a-mist seeds. In the phenolic profile, differences between the two species are si...

 IsoquercitrinBioassay

View more

Name: Cytotoxicity against mouse RAW264.7 cells assessed as cell viability by MTT assay
Source: ChEMBL
Target: RAW264.7
External Id: CHEMBL1687079
Name: Antiinflammatory activity in LPS-stimulated mouse RAW264.7 cells assessed as nitrite ...
Source: ChEMBL
Target: RAW264.7
External Id: CHEMBL1687081
Name: Antibacterial activity against Staphylococcus aureus MRSA ATCC 43300 (CO-ADD:GP_020);...
Source: ChEMBL
Target: Staphylococcus aureus
External Id: CHEMBL4296184
Name: Cytotoxicity against human HL cells assessed as cell viability at 50 uM after 72 hrs ...
Source: ChEMBL
Target: HL
External Id: CHEMBL4135472
Name: Antichlamydial activity against Chlamydia pneumoniae K7 infected in HL cells assessed...
Source: ChEMBL
Target: Chlamydia pneumoniae
External Id: CHEMBL4135473
Name: Antibacterial activity against Klebsiella pneumoniae MDR ATCC 70063 (CO-ADD:GN_003); ...
Source: ChEMBL
Target: Klebsiella pneumoniae
External Id: CHEMBL4296186
Name: Antibacterial activity against Escherichia coli ATCC 25922 (CO-ADD:GN_001); MIC in CA...
Source: ChEMBL
Target: Escherichia coli
External Id: CHEMBL4296185
Name: Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induc...
Source: ChEMBL
Target: RAW264.7
External Id: CHEMBL1687028
Name: Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induc...
Source: ChEMBL
Target: RAW264.7
External Id: CHEMBL1687076
Name: Acetylcholinesterase Inhibitory Assay from Article 10.1016/j.bioorg.2017.04.017: "Ell...
Source: BindingDB
Target: N/A
External Id: BindingDB_7972_2
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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
Quercetin 3-glucoside
Quercetin-3-β-glucopyranoside
Quercetin-3-O-glucoside
Quercetin 3-β-O-glucoside
Quercetin 3-O-glucopyranoside
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