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Afzelin

Product Name
Afzelin
CAS No.
482-39-3
Chemical Name
Afzelin
Synonyms
AFZELIN;KaeMpferin;KAEMPFEROL 3-O-RHAMNOSIDE;Afzeloside;Kaempferol 3-rhamnoside;Kaempferol 3-rhamnoside-RM;Kaempferol 3-O-α-L-Rhamnoside;KAEMPFEROL 3-O-GLUCORHAMNOSIDE;KAEMPFERIN; KAEMPFEROL-3-RHAMNOSIDE;Afzelin/Kaempferol 3-o-glucorhamnoside
CBNumber
CB6321426
Molecular Formula
C21H20O10
Formula Weight
432.38
MOL File
482-39-3.mol
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Afzelin Property

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
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SMB00515
Product name
Afzelin
Purity
≥90% (LC/MS-UV)
Packaging
1 mg
Price
$321
Updated
2025/07/31
Usbiological
Product number
300520
Product name
Kaempferin
Packaging
10mg
Price
$433
Updated
2021/12/16
TRC
Product number
K100005
Product name
Kaempferol3-O-α-L-Rhamnoside
Packaging
25mg
Price
$1540
Updated
2021/12/16
ChemScene
Product number
CS-0016878
Product name
Afzelin
Purity
99.62%
Packaging
1mg
Price
$52
Updated
2021/12/16
Biosynth Carbosynth
Product number
FK72069
Product name
Kaempferol-3-O-rhamnoside
Packaging
1mg
Price
$150
Updated
2021/12/16
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Afzelin Chemical Properties,Usage,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-).

in vivo

Afzelin (5, 10 mg/kg/day; po; 20 days) attenuates DOX toxicity-induced cardiac injury in a concentration-dependent manner. Afzelin exerts cardioprotective effects by upregulating p-AMP-activated protein kinase α (AMPKα) and Sirtuin1 (SIRT1) levels[2].
Afzelin (0.1-10 mg/kg/day; po; for 5 days) reduces the asthma phenotype by downregulating the GATA-binding protein 3 transcription factor (GATA3) in mouse models of asthma. Afzelin inhibits GATA3 and reduces Th2 cytokines, while GATA3 is the main regulator of Th2 cytokine differentiation and production[3].
Afzelin (100 ng/μL vis icv; 3 times a week for 1 month) ameliorates synaptic plasticity and cognitive/memory behaviors in mice given Scopolamine (HY-N0296)[4].

Animal Model:C57BL/6 Mouse[2]
Dosage: 5 mg/kg/day, 10 mg/kg/day
Administration:Oral gavage for 20 days, while C57BL/6 mouse were treated with 4 mg/kg/d (ip, injected at day 1, 7, 14) DXO for 3 doses.
Result:Attenuated DOX-induced cardiac damage and reduced serum levels of alanine aminotransferase and pro-inflammatory cytokines.
Also upregulated the expression of p-AMP-activated protein kinase α (AMPKα) and Sirtuin1 (SIRT1).
Animal Model:Asthma murine model sensitized by ovalbumin (OVA)[3]
Dosage:0.1, 1 and 10 mg/kg
Administration:PO; once daily from day 19 to day 23
Result:Suppressed eosinophil infiltration, allergic airway inflammation, airway hyperresponsiveness, OVA-specific IgE and Th2 cytokine secretion.
Animal Model:Scopolamine induced mouse model[4]
Dosage:100 ng/μL
Administration:ICV, administered into the third ventricle of the hypothalamus; 3 time per week for 1 month
Result:Resulted the restoration of the cholinergic systems and molecular signal transduction via CREB-BDNF pathways.
Led to improved neurocognitive and neuroprotective effects on synaptic plasticity and behaviors partly through the increase in CREB-BDNF signaling.

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

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Afzelin Suppliers

China 142 France 1 Germany 2 United Kingdom 3 United States 14 Global 162
AdooQ BioScience, LLC
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+1 (866) 930-6790
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+1 (866) 333-9607
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ALB Technology Limited
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EMMX Biotechnology LLC
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888-539-0666
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TargetMol Chemicals Inc.
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+1-781-999-5354; +17819995354
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marketing@targetmol.com
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United States
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Aladdin Scientific
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United States
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TargetMol Chemicals Inc.
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+1-781-999-5354;
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support@targetmol.com
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United States
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United States Biological
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Alfa Chemistry
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Cayman Chemical Company
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United States Biological
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MedChemExpress
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Quality Phytochemicals LLC
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Amfinecom Inc.
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View Lastest Price from Afzelin manufacturers

Shanghai Standard Technology Co., Ltd.
Product
Afzelin 482-39-3
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2020-01-02
Career Henan Chemical Co
Product
KAEMPFEROL 3-O-GLUCORHAMNOSIDE 482-39-3
Price
US $3.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1kg,5kg,50kg
Release date
2020-01-18

482-39-3, AfzelinRelated Search:

MOSLOFLAVONE GARDENIN B ISOQUERCITRIN Protocatechualdehyde Epmedin B Quercitrin Helicianeoide B KAEMPFEROL 3-O-GLUCORHAMNOSIDE Epimedin A Myricitrin Kaempferol Daidzin Epmedin C Icariin SL0101 2'-O-RHAMNOSYLICARISIDE II EPIMEDIOSIDE AKOS 244-27

  • AFZELIN
  • KAEMPFEROL 3-O-GLUCORHAMNOSIDE
  • KAEMPFEROL 3-O-RHAMNOSIDE
  • 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
  • Kaempferol 3-rhamnoside
  • KaeMpferin
  • KAEMPFERIN; KAEMPFEROL-3-RHAMNOSIDE
  • Afzeloside
  • 4H-1-Benzopyran-4-one,3-[(6-deoxy-a-L-Mannopyranosyl)oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-
  • Kaempferol 3-O-α-L-Rhamnoside
  • Afzelin/Kaempferol 3-o-glucorhamnoside
  • 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
  • Kaempferol 3-rhamnoside-RM
  • Kaempferol 3-O-α-L-Rhamnoside, CAS 482-39-3
  • 482-39-3