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Key Documents

82415

Sigma-Aldrich

Prunetin

≥98.0% (TLC)

Synonym(s):

4′,5-Dihydroxy-7-methoxyisoflavone

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About This Item

Empirical Formula (Hill Notation):
C16H12O5
CAS Number:
Molecular Weight:
284.26
Beilstein/REAXYS Number:
292155
EC Number:
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98.0% (TLC)

form

powder

SMILES string

COc1cc(O)c2C(=O)C(=COc2c1)c3ccc(O)cc3

InChI

1S/C16H12O5/c1-20-11-6-13(18)15-14(7-11)21-8-12(16(15)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3

InChI key

KQMVAGISDHMXJJ-UHFFFAOYSA-N

Biochem/physiol Actions

Inhibitor of both cytoplasmic and mitochondrial human liver aldehyde dehydrogenases, possibly by binding at an allosteric site.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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M L Shen et al.
Journal of the American Society for Mass Spectrometry, 12(1), 97-104 (2001-01-06)
Aldehyde dehydrogenases (ALDH) are a family of enzymes primarily involved in the oxidation of various aldehydes. Most ALDH enzymes derived from mammalian sources have been shown to exist as homotetramers, consisting of four identical subunits of approximately 54 kDa. The
Jean-Philippe Antignac et al.
Rapid communications in mass spectrometry : RCM, 17(12), 1256-1264 (2003-06-18)
In an international context of promoting scientific research on food safety, the interest in molecules having potential hormonal disrupting effects is growing. While industrial endocrine disruptors (phthalates, alkylphenols, PCBs, etc.) have been studied for several years, natural compounds like phytoestrogens
Tae-Gue Ahn et al.
Biochemical pharmacology, 85(10), 1525-1533 (2013-02-27)
Prunetin is an O-methylated isoflavone, which is a type of flavonoid. There are a limited number of reports detailing the biological activities of prunetin. Although an anti-inflammatory effect of prunetin has been reported in vitro, to our knowledge, there have
Soon-Sen Leow et al.
Experimental gerontology, 106, 198-221 (2018-03-20)
Palm fruit juice (PFJ) containing oil palm phenolics is obtained as a by-product from oil palm (Elaeis guineensis) fruit milling. It contains shikimic acid, soluble fibre and various phenolic acids including p-hydroxybenzoic acid and three caffeoylshikimic acid isomers. PFJ has
N S Nagarajan et al.
Natural product research, 20(2), 195-200 (2005-12-02)
Two isoflavonoids isolated from Dalbergia sympathetica were identified as 5,4'-dihydroxy-7-methoxyisoflavone (1) (Prunetin) and Prunetin-4'-O-beta-D-gentiobioside (2) (Dalsympathetin). The natural occurrence of Dalsympathetin is reported for the first time. The position of glycosylation in Dalsympathetin at 4'-position has been confirmed by 2D-NMR

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