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Key Documents

SMB00515

Sigma-Aldrich

Afzelin

≥90% (LC/MS-UV)

Sinônimo(s):

3,4′,5,7-Tetrahydroxyflavone 3-rhamnoside, Afzeloside, Kaempferin, Kaempferol 3-O-alpha-L-rhamnoside, Kaempferol 3-rhamnoside

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About This Item

Fórmula empírica (Notação de Hill):
C21H20O10
Número CAS:
Peso molecular:
432.38
Número MDL:
Código UNSPSC:
12352205
ID de substância PubChem:
NACRES:
NA.25

Ensaio

≥90% (LC/MS-UV)

forma

solid

solubilidade

DMSO: 1 mg/mL

aplicação(ões)

metabolomics
vitamins, nutraceuticals, and natural products

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

OC1=CC(O)=C(C(C(O[C@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O2)=C(C3=CC=C(O)C=C3)O4)=O)C4=C1

InChI

1S/C21H20O10/c1-8-15(25)17(27)18(28)21(29-8)31-20-16(26)14-12(24)6-11(23)7-13(14)30-19(20)9-2-4-10(22)5-3-9/h2-8,15,17-18,21-25,27-28H,1H3/t8-,15-,17+,18+,21-/m0/s1

chave InChI

SOSLMHZOJATCCP-AEIZVZFYSA-N

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Descrição geral

Afzelin is a natural product derived from a plant source. Ficus palmata and Nymphaea odoratam are the major sources of afzelin, a flavonol glycoside.

Aplicação

DNA-protective, antioxidant, anti-inflammatory, UV-absorbing and anti-bacterial activities. Afzelin has been used in HPLC (high performance liquid chromomatography) analysis of Comarum palustre L. extract to detect its major compounds.
DNA-protective, antioxidant, and anti-inflammatory, UV-absorbing activity, anti-bacterial activities.

Ações bioquímicas/fisiológicas

NOS inhibitor, NADPH oxidase inhibitor, Afzelin is known to possess antibacterial, anti-inflammatory, anti-apoptotic and anti-tumor activities. Afzelin might serve as an effective treatment against P. aeruginosa related diseases. Afzelin also promotes apoptosis to inhibit cell proliferation in breast cancer. It exhibits anti-asthmatic effects in a mouse model.
iNOS inhibitor, NADPH oxidase inhibitor

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Ultraviolet (UV) radiation induces DNA damage, oxidative stress, and inflammatory processes in human keratinocytes, resulting in skin inflammation, photoaging, and photocarcinogenesis. Adequate protection of skin against the harmful effects of UV irradiation is essential. Therefore, in this study, we investigated
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Molecules (Basel, Switzerland), 19(3), 3173-3180 (2014-03-20)
The crude ethyl acetate extract of the leaves of Cornus macrophylla showed antibacterial activity against Pseudomonas aeruginosa, a leading cause of illness in immunocompromised individuals. Bioactivity-guided separation led to the isolation of kaempferol 3-O-α-L-rhamnopyranoside (afzelin). The structure was determined based
Afzelin attenuates asthma phenotypes by downregulation of GATA3 in a murine model of asthma
Zhou Wenbo and Nie Xiuhong
Molecular Medicine Reports, 12(1) (2015)
Agrimoniin, an active ellagitannin from Comarum palustre herb with anti-α-glucosidase and antidiabetic potential in streptozotocin-induced diabetic rats
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Molecules (Basel), 22(1), 73-73 (2017)

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