ChemicalBook > Product Catalog >Natural Products >Flavonoids >Afzelin

Afzelin

Afzelin Structure
CAS No.
482-39-3
Chemical Name:
Afzelin
Synonyms
AFZELIN;KaeMpferin;KAEMPFEROL 3-O-RHAMNOSIDE;Afzeloside;Kaempferol 3-rhamnoside;Kaempferol 3-O-α-L-Rhamnoside;KAEMPFEROL 3-O-GLUCORHAMNOSIDE;KAEMPFERIN; KAEMPFEROL-3-RHAMNOSIDE;Afzelin/Kaempferol 3-o-glucorhamnoside;3-(α-L-Rhamnopyranosyloxy)-5,7,4'-trihydroxyflavone
CBNumber:
CB6321426
Molecular Formula:
C21H20O10
Molecular Weight:
432.38
MOL File:
482-39-3.mol
MSDS File:
SDS
Modify Date:
2024/5/29 15:34:05

Afzelin Properties

Melting point 172-174 °C (decomp)(Solv: water (7732-18-5))
Boiling point 765.6±60.0 °C(Predicted)
Density 1.70±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Store in freezer, under -20°C
solubility Soluble in methan
form powder
pka 6.20±0.40(Predicted)
color Yellow

Afzelin Chemical Properties,Uses,Production

Description

Afzelin (Synonyms: Kaempferol-3-O-rhamnoside) is a flavonoid isolated from Thesium chinense Turcz. and widely distributed in Korea and China. It has anti-inflammatory, anti-oxidative stress response, anti-apoptotic, and anti-cardiac cytotoxic effects. AfzelinIt can reduce mitochondrial damage, enhance mitochondrial biosynthesis, and reduce mitochondria-related proteins. Parkinand PTENinduced putative kinase 1 (putative kinase 1)s level. AfzelinCan be improved D-galactosamine(GalN)/LPSSurvival rate of mice treated with doxorubicin prophylaxis Induced cardiotoxicity and scopolamine -induced neurological injury. AfzelinAlso inhibits asthma and allergies caused by ovalbumin.

Uses

Kaempferol 3-O-α-L-Rhamnoside is found in Cornus macrophylla and has shown to have antibacterial activity against Pseudomonas aeruginosa, a leading cause of illness in immunocompromised individuals.

Definition

ChEBI: Afzelin is a glycosyloxyflavone that is kaempferol attached to an alpha-L-rhamnosyl residue at position 3 via a glycosidic linkage. It has a role as a plant metabolite, an antibacterial agent and an anti-inflammatory agent. It is a glycosyloxyflavone, a trihydroxyflavone and a monosaccharide derivative. It is functionally related to a kaempferol. It is a conjugate acid of an afzelin(1-).

References

[1] SO-YOUNG OH. Central administration of afzelin extracted from Ribes fasciculatum improves cognitive and memory function in a mouse model of dementia.[J]. Scientific Reports, 2021: 9182. DOI:10.1038/s41598-021-88463-6.
[2] LEI XIA. Afzelin induces immunogenic cell death against lung cancer by targeting NQO2.[J]. BMC Complementary Medicine and Therapies, 2023, 23 1: 381. DOI:10.1186/s12906-023-04221-3.
[3] EVA RACHMI. Identification of afzelin potential targets in inhibiting triple-negative breast cancer cell migration using reverse docking.[J]. Porto biomedical journal, 2020, 5 6: e095. DOI:10.1097/j.pbj.0000000000000095.
[4] SIMPLICE JOEL NDENDOUNG TATSIMO. Antimicrobial and antioxidant activity of kaempferol rhamnoside derivatives from Bryophyllum pinnatum.[J]. BMC Research Notes, 2012, 5: 158. DOI:10.1186/1756-0500-5-158.
[5] YOUNG-KYOON KIM. Isolation of flavonol rhamnosides fromloranthus tanakae and cytotoxic effect of them on human tumor cell lines[J]. Archives of Pharmacal Research, 2004, 27 1: 44-47. DOI:10.1007/BF02980044.
[6] VINIT RAJ. Antiviral activities of 4H-chromen-4-one scaffold-containing flavonoids against SARS–CoV–2 using computational and in vitro approaches[J]. Journal of Molecular Liquids, 2022, 353: Article 118775. DOI:10.1016/j.molliq.2022.118775.
[7] BORBáLA VERMES . The synthesis of afzelin, paeonoside and kaempferol 3-O-β-rutinoside[J]. Phytochemistry, 1976, 15 8: Pages 1320-1321. DOI:10.1016/0031-9422(76)85106-0.

Afzelin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 128)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Chengdu GLP biotechnology Co Ltd 028-87075086 13350802083 CHINA 1824 58 Inquiry
Chengdu Biopurify Phytochemicals Ltd. +8618080483897 China 3424 58 Inquiry
Shaanxi Pioneer Biotech Co., Ltd . +8613259417953 China 3000 58 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29826 58 Inquiry
Hubei Ipure Biology Co., Ltd +8613367258412 China 10326 58 Inquiry
Apeloa Pharmaceutical Co., Ltd. +86-0571-87635730 +8615858229168 China 1478 58 Inquiry
Finetech Industry Limited +86-27-87465837 +8618971612321 China 9626 58 Inquiry
Labnetwork lnc. +86-27-50766799 +8618062016861 China 19994 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 United States 19973 58 Inquiry
ZHEJIANG JIUZHOU CHEM CO., LTD +86-0576225566889 +86-13454675544 China 19947 58 Inquiry
KAEMPFEROL 3-O-GLUCORHAMNOSIDE 2-(4-Hydroxyphenyl)-4-oxo-5,7-dihydroxy-4H-1-benzopyran-3-yl α-L-rhamnopyranoside 3-(α-L-Rhamnopyranosyloxy)-5,7,4'-trihydroxyflavone 3-[(6-Deoxy-α-L-mannopyranosyl)oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one KAEMPFERIN; KAEMPFEROL-3-RHAMNOSIDE 4H-1-Benzopyran-4-one,3-[(6-deoxy-a-L-Mannopyranosyl)oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)- Afzelin/Kaempferol 3-o-glucorhamnoside Kaempferol 3-O-α-L-Rhamnoside AFZELIN KAEMPFEROL 3-O-RHAMNOSIDE Kaempferol 3-rhamnoside KaeMpferin Afzeloside PTEN,MMAC1,Afzelin,Phosphatase and tensin homolog,inhibit,Autophagy,Inhibitor,Bacterial,Mitochondrial Metabolism 4H-1-Benzopyran-4-one, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)- 5,7-Dihydroxy-2-(4-hydroxyphenyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one 482-39-3