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SMB00515

Sigma-Aldrich

Afzelin

≥90% (LC/MS-UV)

Synonym(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

Empirical Formula (Hill Notation):
C21H20O10
CAS Number:
Molecular Weight:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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