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Merck
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82415

Sigma-Aldrich

Prunetin

≥98.0% (TLC)

Sinónimos:

4′,5-Dihydroxy-7-methoxyisoflavone

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About This Item

Fórmula empírica (notación de Hill):
C16H12O5
Número de CAS:
552-59-0
Peso molecular:
284.26
Beilstein/REAXYS Number:
292155
EC Number:
209-018-5
MDL number:
MFCD00016951
UNSPSC Code:
51111800
PubChem Substance ID:
57652916
NACRES:
NA.77

Quality Level

100

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)

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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
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
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
Stephen W J Wang et al.
The Journal of pharmacology and experimental therapeutics, 329(3), 1023-1031 (2009-03-07)
Flavonoids have poor bioavailabilities largely because of metabolism via UDP-glucuronosyltransferases (UGTs). This study aims to further understand the functions of UGT in metabolizing genistein and apigenin, two compounds metabolized more extensively in the gut than in the liver. Because Gunn
Hyun Jae Lee et al.
Phytotherapy research : PTR, 25(8), 1196-1200 (2011-02-10)
This study investigated whether prunetin significantly affects the secretion, production and gene expression of mucin from cultured airway epithelial cells. Confluent primary rat tracheal surface epithelial (RTSE) cells were pretreated with adenosine triphosphate (ATP) for 5 min and then chased for
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