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92204

Supelco

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
MDL number:
MFCD00189454
UNSPSC Code:
85151701
PubChem Substance ID:
329769874
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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

SMILES string

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

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

InChI key

PADQINQHPQKXNL-LSDHHAIUSA-N

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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

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

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
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
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
Houhua Li et al.
Molecular biology reports, 39(3), 2991-2999 (2011-06-28)
Dihydroflavonol 4-reductase (DFR), which catalyzes the reduction of dihydroflavonols to leucoanthocyanins, is a key enzyme in the biosynthesis of anthocyanidins, proanthocyanidins, and other flavonoids of importance in plant development and human nutrition. This study isolated a full length cDNA encoding
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