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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:
Molecular Weight:
448.38
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.47

Quality Level

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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Incubation of quercetin with Cunninghamella elegans ATCC 9245 yielded three metabolites, including quercetin 3-O-β-D-glucopyranoside, kaempferol 3-O-β-D-glucopyranoside and isorhamnetin 3-O-β-D-glucopyranoside. Glucosylation, O-methylation and dehydroxylation were involved in the process, among which dehydroxylation has never been found in Cunninghamella. Quercetin was completely
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