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Merck
CN

92204

Dihydrokaempferol

analytical standard

Synonym(s):

(+)-Aromadendrol, (+)-Dihydrokaempferol, (2R,3R)-3,4′,5,7-Tetrahydroxyflavanone, (2R,3R)-3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one, Aromadendrin, Katuranin

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About This Item

Empirical Formula (Hill Notation):
C15H12O6
CAS Number:
480-20-6
Molecular Weight:
288.25
NACRES:
NA.24
PubChem Substance ID:
329769874
UNSPSC Code:
85151701
MDL number:
MFCD00189454

Key Documents

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InChI

1S/C15H12O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,14-18,20H/t14-,15+/m0/s1

SMILES string

O[C@@H]1[C@H](Oc2cc(O)cc(O)c2C1=O)c3ccc(O)cc3

InChI key

PADQINQHPQKXNL-LSDHHAIUSA-N

grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

impurities

≤10.0% water, ≤5.0% residual solvents

application(s)

food and beverages

format

neat

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

This compound is commonly found in plants of the genus: ginkgo silybum thymus

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG9028
BCCG2635
BCCF9797
BCCF6372
BCCF2310

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Richard Lukacin et al.
Phytochemistry, 62(3), 287-292 (2003-03-07)
Flavonol synthase was classified as a 2-oxoglutarate-dependent dioxygenase converting natural (2R,3R)-dihydroflavonols, i.e. dihydrokaempferol, to the corresponding flavonols (kaempferol). Flavonol synthase from Citrus unshiu (Satsuma mandarin), expressed in Escherichia coli and purified to homogeneity, was shown to accept also (2S)-naringenin as
Marta Marín et al.
Phytochemistry, 72(14-15), 1821-1825 (2011-07-19)
Three phenolic antioxidant and anti-inflammatory compounds: 7-methylaromadendrin, isoprenylhydroquinone glucoside, and 3.5-dicaffeoylquinic acid methyl ester, all isolated from Western Mediterranean Asteraceae species, have been studied for their inhibitory activity against protein carbonylation, a harmful post-translational modification of peptide chains associated with
Andrea G Prescott et al.
Phytochemistry, 60(6), 589-593 (2002-07-20)
cDNA corresponding to a flavonol synthase gene from Arabidopsis thaliana was cloned and expressed in Escherichia coli. The recombinant protein was purified to near-homogeneity and the catalytic properties of the enzyme were studied in vitro. Together with kaempferol and apigenin
Frank Wellmann et al.
European journal of biochemistry, 269(16), 4134-4142 (2002-08-16)
Flavonols are produced by the desaturation of flavanols catalyzed by flavonol synthase. The enzyme belongs to the class of intermolecular dioxygenases which depend on molecular oxygen and FeII/2-oxoglutarate for activity, and have been in focus of structural studies recently. Flavonol
Li Tian et al.
FEBS letters, 580(30), 6915-6920 (2006-12-13)
Flavonoids and isoflavonoids are well known for their beneficial effects on human health and their anti-insect and anti-microbial activities in plants. Osage orange fruit is rich in prenylated isoflavones and dihydrokaempferol and its glucoside. Four glycosyltransferases were identified from a
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