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79851

Sigma-Aldrich

Kaempferol 3-β-D-glucopyranoside

≥97.0% (HPLC)

Synonym(s):

3,4′,5,7-Tetrahydroxyflavone 3-glucoside, 3-(β-D-Glucopyranosyloxy)-5,7-dihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one, 3-Glucosylkaempferol, Astragalin, Kaempferol 3-glucoside

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About This Item

Empirical Formula (Hill Notation):
C21H20O11
CAS Number:
480-10-4
Molecular Weight:
448.38
MDL number:
MFCD00075932
UNSPSC Code:
12352205
PubChem Substance ID:
329768655
NACRES:
NA.47

assay

≥97.0% (HPLC)

form

crystals

storage temp.

2-8°C

SMILES string

OC[C@H]1O[C@@H](OC2=C(Oc3cc(O)cc(O)c3C2=O)c4ccc(O)cc4)[C@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2/t13-,15-,17+,18-,21+/m1/s1

InChI key

JPUKWEQWGBDDQB-QSOFNFLRSA-N

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Related Categories

Application


  • Role in Ubiquinone Biosynthesis: The compound contributed to the biosynthesis of the benzenoid moiety of ubiquinone, a key component in plant biochemistry, highlighting its essential role in cellular energy production and plant health (Soubeyrand et al., 2018).

Biochem/physiol Actions

Similar kaempferol glycosides reduce food intake and corresponding weight gain in Wistar rats.The glucoside was not tested.

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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Mingsheng Peng et al.
Journal of experimental botany, 59(11), 2933-2944 (2008-06-17)
Plants can survive a limiting nitrogen (N) supply by developing a set of N limitation adaptive responses. However, the Arabidopsis nla (nitrogen limitation adaptation) mutant fails to produce such responses, and cannot adapt to N limitation. In this study, the
Mi-Sun Kim et al.
Archives of pharmacal research, 34(12), 2101-2107 (2012-01-03)
Astragalin (kaempferol-3-O-glucoside), a newly found flavonoid from leaves of persimmon or Rosa agrestis, is known to have antiatopic dermatitis and antioxidant activity. However, the effect of astragalin on the inflammatory response is not well defined. Nitric oxide (NO) produced from
Dae-won Chung et al.
Journal of the science of food and agriculture, 93(2), 362-367 (2012-07-11)
The application of tea seed extract (TSE) has been widely investigated owing to its biological activities. In this paper, two flavonol triglycosides found in TSE, camelliaside A (CamA) and camelliaside B (CamB), were subjected to hydrolysis in the presence of
Sailesh Malla et al.
Biotechnology and bioengineering, 110(9), 2525-2535 (2013-04-10)
We report the production of astragalin (AST) from regiospecific modifications of naringenin (NRN) in Escherichia coli BL21(DE3). The exogenously supplied NRN was converted into dihydrokaempferol (DHK) and then kaempferol (KMF) in the presence of flavanone-3-hydroxylase (f3h) and flavonone synthase (fls1)
Monika A Olszewska et al.
Natural product research, 25(12), 1115-1131 (2011-02-25)
Six phenolics were obtained from the leaves of Prunus padus by activity-guided isolation: isorhamnetin 3-O-β-xylopyranosyl-(1 → 2)-β-galactopyranoside (1), astragalin (2), hyperoside (3), quercetin 3-O-β-xylopyranosyl-(1 → 2)-β-galactopyranoside (4), quercetin 3-O-β-xylopyranosyl-(1 → 2)-β-glucopyranoside (5) and chlorogenic acid (6). The antioxidant potential of 70% methanolic extracts from the flowers
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