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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:
482-39-3
Peso molecular:
432.38
Número MDL:
MFCD00210589
Código UNSPSC:
12352205
ID de la sustancia en PubChem:
329825042
NACRES:
NA.25

Análisis

≥90% (LC/MS-UV)

formulario

solid

solubilidad

DMSO: 1 mg/mL

aplicaciones

metabolomics
vitamins, nutraceuticals, and natural products

temp. de almacenamiento

−20°C

cadena 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

Clave InChI

SOSLMHZOJATCCP-AEIZVZFYSA-N

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Descripción general

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

Aplicación

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.

Acciones bioquímicas o 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 clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°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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Sigma-Aldrich

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Sigma-Aldrich

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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
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)
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)
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
Parham Taslimi
Journal of biochemical and molecular toxicology, 34(11), e22566-e22566 (2020-07-03)
Tyrosinase enzyme is a functional oxidase that is extensively divided in nature. It is the main enzyme in melanin synthesis and is also involved in designating the color of mammalian hair and skin. Additionally, it is accountable for the unfavorable

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