ChemicalBook > CAS DataBase List > Afzelin

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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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