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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

Quality Level

100

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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
Xianghui He et al.
Planta medica, 77(17), 1950-1957 (2011-06-16)
Cuscuta chinensis and Cuscuta australis, the two botanical sources of the Chinese herbal medicine Tu-Si-Zi, were distinguished from each other based on qualitative and quantitative chemical analysis. By HPLC‑DAD‑MS, a total of 36 compounds were characterized from these two Cuscuta
Min Ke et al.
Bio-medical materials and engineering, 22(1-3), 113-119 (2012-07-07)
Diabetic retinopathy (DR) is a severe complication of diabetes mellitus (DM) and often causes vision loss or even blindness. Vascular endothelial growth factor (VEGF) in the retina, which is mainly derived from Müller cells, is a crucial biological factor in
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
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)
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