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2-(3-Methoxy-4-hydroxyphenyl)-6-α-D-glucopyranosyl-5,7-dihydroxy-4H-1-benzopyran-4-one, commonly known as naringenin-7-O-glucoside, is a flavonoid compound derived from citrus fruits such as grapefruit and oranges. It is a glycoside derivative of naringenin, a flavonoid with antioxidant and anti-inflammatory properties. Naringenin-7-O-glucoside features a naringenin molecule with a glucose molecule attached, which enhances its bioavailability and may increase its therapeutic effects. 2-(3-Methoxy-4-hydroxyphenyl)-6-α-D-glucopyranosyl-5,7-dihydroxy-4H-1-benzopyran-4-one is of interest for its potential health benefits and further research in medical applications due to its bioactive properties.

20013-23-4

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20013-23-4 Usage

Uses

Used in Pharmaceutical Applications:
Naringenin-7-O-glucoside is used as a therapeutic agent for its potential health benefits, including improving metabolism, protecting against cardiovascular disease, and reducing inflammation. Its antioxidant and anti-inflammatory properties contribute to these health benefits.
Used in Functional Foods and Nutraceuticals:
In the food and beverage industry, naringenin-7-O-glucoside is used as a functional ingredient to enhance the nutritional value and health-promoting effects of products. Its presence in citrus fruits makes it a natural and appealing addition to various food products.
Used in Cosmetics:
Due to its antioxidant properties, naringenin-7-O-glucoside is used in cosmetics as an ingredient to protect the skin from oxidative stress and promote skin health. It may be included in skincare products to provide anti-aging and anti-inflammatory benefits.
Used in Research:
Naringenin-7-O-glucoside is used in scientific research to study its potential health benefits and therapeutic effects. Further research is needed to explore its applications in medicine and to understand its mechanisms of action.

Check Digit Verification of cas no

The CAS Registry Mumber 20013-23-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,0,1 and 3 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 20013-23:
(7*2)+(6*0)+(5*0)+(4*1)+(3*3)+(2*2)+(1*3)=34
34 % 10 = 4
So 20013-23-4 is a valid CAS Registry Number.
InChI:InChI=1/C22H22O11/c1-31-13-4-8(2-3-9(13)24)12-5-10(25)16-14(32-12)6-11(26)17(19(16)28)22-21(30)20(29)18(27)15(7-23)33-22/h2-6,15,18,20-24,26-30H,7H2,1H3/t15-,18-,20+,21-,22+/m1/s1

20013-23-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name isoscoparin

1.2 Other means of identification

Product number -
Other names -

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:20013-23-4 SDS

20013-23-4Downstream Products

20013-23-4Relevant academic research and scientific papers

Flavonoid pattern inheritance in the allopolyploid Spartina anglica – Comparison with the parental species S. maritima and S. alterniflora

Grignon-Dubois, Micheline,De Montaudouin, Xavier,Rezzonico, Bernadette

, (2020)

The invasive species Spartina anglica arose in Europe by a cross between the Afro-European species S. maritima (native, paternal ancestor) and the introduced North American S. alterniflora (invasive, maternal ancestor). Aqueous methanolic extracts were prepared from plant tissue for chemotaxonomical comparison between the three species and determination of the phenolic pattern inheritance in S. anglica. A total of 20 phenolic compounds were detected in the aerial tissues of S. anglica and S. alterniflora, but only seven in S. maritima. They were isolated from their respective crude extracts, and their structures were determined according to spectroscopic data analysis and chemical evidence. They all belong to the flavonoid class, with 13 of them identified as C-glycoflavonoid and seven as O-glycoflavonoid. All these products were detected for the first time from S. anglica, fourteen of them for the first time from S. alterniflora, and three of them for the first time from S. maritima. The individual concentrations in the three species were determined by quantitative HPLC. The two parental species were found to differ markedly in their foliar phenolic fingerprint, whereas that of S. anglica showed a clear maternal dominance. Eight of the fourteen major compounds identified were of maternal origin among which, six were over-expressed, only three were from paternal origin but under-regulated, while two originated from the two parents. As far as we know, this work represents the first exhaustive report of the phenolic fingerprints of S. alterniflora and S. anglica and of the phenolic pattern inheritance in S. anglica. The similarity in the phenolic chemistry of the introduced and invasive S. alterniflora to its progeny could play a role in the physiological vigour and invasion success of S. anglica. This work provide a foundation for further studies, considering the reported biological activities of C-glycosidic flavonoids and tricin derivatives, and the lack of knowledge of the ecological chemistry of the genus Spartina.

Biosynthesis of natural and novel C-glycosylflavones utilising recombinant Oryza sativa C-glycosyltransferase (OsCGT) and Desmodium incanum root proteins

Hao,Caulfield,Hamilton,Pickett,Midega,Khan,Wang,Hooper

, p. 73 - 87 (2016/04/06)

The rice C-glycosyltransferase (OsCGT) is one of only a small number of characterised plant C-glycosyltransferases (CGT) known. The enzyme C-glucosylates a 2-hydroxyflavanone substrate with UDP-glucose as the sugar donor to produce C-glucosyl-2-hydroxyflavanones. We tested substrate specificity of the enzyme, using synthetic 2-hydroxyflavanones, and showed it has the potential to generate known natural CGFs that have been isolated from rice and also other plants. In addition, we synthesised novel, unnatural 2-hydroxyflavanone substrates to test the B-ring chemical space of substrate accepted by the OsCGT and demonstrated the OsCGT capacity as a synthetic reagent to generate significant quantities of known and novel CGFs. Many B-ring analogues are tolerated within a confined steric limit. Finally the OsCGT was used to generate novel mono-C-glucosyl-2-hydroxyflavanones as putative biosynthetic intermediates to examine the potential of Desmodium incanum biosynthetic CGTs to produce novel di-C-glycosylflavones, compounds implicated in the allelopathic biological activity of Desmodium against parasitic weeds from the Striga genus.

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