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Merck

SMB00515

Sigma-Aldrich

Afzelin

≥90% (LC/MS-UV)

Sinónimos:

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 (notación de Hill):
C21H20O10
Número de CAS:
Peso molecular:
432.38
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25

assay

≥90% (LC/MS-UV)

form

solid

solubility

DMSO: 1 mg/mL

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

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

InChI key

SOSLMHZOJATCCP-AEIZVZFYSA-N

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General description

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

Application

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.

Biochem/physiol Actions

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Los clientes también vieron

Seoung Woo Shin et al.
PloS one, 8(4), e61971-e61971 (2013-04-30)
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
Sang Yeol Lee et al.
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
Kashchenko N, et al.
Molecules (Basel), 22(1), 73-73 (2017)

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