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Merck
CN

F4043

Fisetin

≥98%

Synonym(s):

3,3′,4′,7-Tetra­hydroxy­flavone, 5-Deoxyquercetin, Natural Brown 1

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About This Item

Empirical Formula (Hill Notation):
C15H10O6 · xH2O
CAS Number:
345909-34-4
Molecular Weight:
286.24 (anhydrous basis)
NACRES:
NA.22
PubChem Substance ID:
57654179
UNSPSC Code:
12352100
Colour Index Number:
75620
EC Number:
208-434-4
MDL number:
MFCD04220857
Beilstein/REAXYS Number:
292829

Key Documents

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InChI key

GYHFUROKCOMWNQ-UHFFFAOYSA-N

InChI

1S/C15H10O6.H2O/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7;/h1-6,16-18,20H;1H2

SMILES string

O.Oc1ccc2C(=O)C(O)=C(Oc2c1)c3ccc(O)c(O)c3

assay

≥98%

mp

>330 °C (lit.)

storage temp.

−20°C

Gene Information

human ... CDC2(983), CDK5(1020), CDK6(1021), CYP1A2(1544), GSK3A(2931)
mouse ... Hexa(15211)
rat ... Il4(287287), Tnf(24835)

General description

Fisetin is a dietary flavonoid found in many fruits and vegetables. It is shown to exhibit anti-cancer, anti-inflammatory, antioxidant activities and also enhance the memory.

Application

Fisetin can be used:
  • To prepare its iron metal complexes possessing promising antioxidant activity.
  • In the study of its interaction with cyclodextrins (α and β) using analytical tools.

Fisetin is a naturally occurring therapeutically active flavonol which has been used in the synthesis of pharmaceutically active anti-inflammatory, anticonvulsant and antiproliferative agents.

Other Notes

Brown pigment found in many species of woody plants

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKBX6653V
MKBV1345V
MKBR7367V
SLBF3913V
SLBC9756V

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Mohammed Alsuraih et al.
JHEP reports : innovation in hepatology, 3(3), 100250-100250 (2021-04-20)
Cholangiocyte senescence is important in the pathogenesis of primary sclerosing cholangitis (PSC). We found that CDKN2A (p16), a cyclin-dependent kinase inhibitor and mediator of senescence, was increased in cholangiocytes of patients with PSC and from a PSC mouse model (multidrug
Suppressive effects of flavonoid fisetin on lipopolysaccharide-induced microglial activation and neurotoxicity.
Zheng, Long Tai and Ock, Jiyeon and Kwon, Byoung-Mog and Suk, Kyoungho
International Immunopharmacology, 8(3), 484-494 (2008)
Anti-inflammatory activity of structurally related flavonoids, Apigenin, Luteolin and Fisetin
Funakoshi-Tago M, et al.
International Immunopharmacology, 11(9), 1150-1159 (2011)
Fisetin: a dietary antioxidant for health promotion
Khan N, et al.
Antioxidants & Redox Signaling, 19(2), 151-162 (2013)
Study of the complexation of fisetin with cyclodextrins
Guzzo MR, et al.
The Journal of Physical Chemistry A, 110(36), 10545-10551 (2006)
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