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482-35-9

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  • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one

    Cas No: 482-35-9

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482-35-9 Usage

Description

ISOQUERCITRIN, also known as Quercetin 3-β-D-glucoside, is a flavonoid compound derived from various plant sources. It is a white to light yellow powder with distinct chemical properties that make it a valuable compound for various applications in different industries.

Uses

Used in Pharmaceutical Industry:
ISOQUERCITRIN is used as a standard for identifying chromatographic peaks during flavonoid identification by Orbitrap UHPLC-MS/MS analysis. This application is crucial for the accurate identification and quantification of flavonoids in pharmaceutical research and development.
Used in Nutritional Supplements:
ISOQUERCITRIN is used as a dietary flavonoid supplement to check its binding capacity with human small ubiquitin-related modifier 1 (SUMO1) protein using surface plasmon resonance (SPR). This helps in understanding the interaction between ISOQUERCITRIN and human proteins, which can be beneficial for developing nutritional supplements with potential health benefits.
Used in Microbiology Research:
ISOQUERCITRIN is used as an inhibitor for Escherichia coli adenosine triphosphate (ATP) synthase. This application aids in studying the effects of ISOQUERCITRIN on bacterial energy production and understanding its potential as an antimicrobial agent.
Used in Neurodegenerative Disease Research:
ISOQUERCITRIN is used as an anti-aggregation agent to test its activity against β-amyloid, green fluorescent protein (GFP), and chymotrypsinogen proteins. This application is significant for understanding the potential of ISOQUERCITRIN in preventing protein aggregation associated with neurodegenerative diseases such as Alzheimer's and Parkinson's.
General Information:
ISOQUERCITRIN is produced and qualified by HWI pharma services GmbH. The exact content can be determined by quantitative NMR, and the information can be found on the certificate provided by the company.

Biochem/physiol Actions

Quercetin 3-β-D-glucoside possesses strong antioxidant and anti-inflammatory activities. Being a potent oxygen-radical scavenger, it is a neuroprotective agent that improves Alzheimer′s disease (AD) condition in mice models. It has shown antiproliferative activity against colon, lung, and hepatocellular cell lines and MCF-7 human breast cancer cells in combination with apple extracts.

Check Digit Verification of cas no

The CAS Registry Mumber 482-35-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,8 and 2 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 482-35:
(5*4)+(4*8)+(3*2)+(2*3)+(1*5)=69
69 % 10 = 9
So 482-35-9 is a valid CAS Registry Number.
InChI:InChI=1/C21H20O12/c22-6-12(27)19-16(29)17(30)21(32-19)33-20-15(28)14-11(26)4-8(23)5-13(14)31-18(20)7-1-2-9(24)10(25)3-7/h1-5,12,16-17,19,21-27,29-30H,6H2/t12-,16-,17-,19-,21+/m1/s1

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  • Sigma-Aldrich

  • (00140585)  Isoquercitrin  primary pharmaceutical reference standard

  • 482-35-9

  • 00140585-25MG

  • 5,119.92CNY

  • Detail
  • Sigma-Aldrich

  • (16654)  Quercetin 3-glucoside  analytical standard

  • 482-35-9

  • 16654-10MG

  • 3,244.41CNY

  • Detail

482-35-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name Quercetin 3-β-D-glucoside

1.2 Other means of identification

Product number -
Other names Isoquercitrin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:482-35-9 SDS

482-35-9Relevant articles and documents

Isolation and characterization of a glycosyltransferase with specific catalytic activity towards flavonoids from Tripterygium wilfordii

Lu, Yun,Ma, Bao-Wei,Gao, Jie,Tu, Li-Chan,Hu, Tian-Yuan,Zhou, Jia-Wei,Liu, Yuan,Tu, Yu-He,Lin, Zhao-Shou,Huang, Lu-Qi,Gao, Wei

, p. 537 - 546 (2020)

Flavonoids are important secondary metabolites that exist in many medicinal plants. Flavonoid glycosyltransferases can transfer sugar moieties to their parent rings, producing various flavonoid glycosides with significant pharmacological activities. Here, we report the molecular cloning of the O-glycosyltransferase TwUGT2 from Tripterygium wilfordii and its catalytic activity was explored by heterologous expression in E. coli. The results showed that TwUGT2 has specific glycosyltransferase activity towards C-3 and 7 hydroxyl groups of flavonoids, thereby converting quercetin and pinocembrin into isoquercitrin and pinocembrin 7-O-beta-D-glucoside, respectively. The identification of TwUGT2 will provide a useful molecular tool for synthetic biology and contribute to drug discovery. (Figure presented.).

-

Ice,Wender

, p. 4606 (1952)

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Diastereoselective Synthesis of Thioglycosides via Pd-Catalyzed Allylic Rearrangement

Jiang, Xuefeng,Li, Jiagen,Wang, Ming

supporting information, p. 9053 - 9057 (2021/11/30)

Stereoselective glycosylation is challenging in carbohydrate chemistry. Herein, stereoselective thioglycosylation of glycals via palladium-catalyzed allylic rearrangement yields various substituents on α-isomer thioglycosides. Two comprehensive series of aryl and benzyl thioglycosides were obtained via a combination of thiosulfates with glycals derived from glucose, arabinose, galactose, and rhamnose. Furthermore, diosgenyl α-l-rhamnoside and isoquercitrin achieved selectivity via stereospecific [2,3]-sigma rearrangements of α-sulfoxide-rhamnoside and α-sulfoxide-glucoside, respectively.

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