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74284

Sigma-Aldrich

Luteolin 7-O-β-D-glucoside

≥98.0% (HPLC)

Synonym(s):

3′,4′,5,7-Tetrahydroxyflavone 7-glucoside, Cynaroside, Glucoluteolin, Glucosylluteolin, Luteoloside

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About This Item

Empirical Formula (Hill Notation):
C21H20O11
CAS Number:
5373-11-5
Molecular Weight:
448.38
EC Number:
226-365-8
MDL number:
MFCD06799436
UNSPSC Code:
12352202
PubChem Substance ID:
329765596
NACRES:
NA.28

Assay

≥98.0% (HPLC)

form

powder or crystals

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

SMILES string

OC[C@H]1O[C@@H](Oc2cc(O)c3C(=O)C=C(Oc3c2)c4ccc(O)c(O)c4)[C@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-6,16,18-25,27-29H,7H2/t16-,18-,19+,20-,21-/m1/s1

InChI key

PEFNSGRTCBGNAN-QNDFHXLGSA-N

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General description

Luteolin 7-O-β-D-glucoside (LUT-7G) is a flavonoid recently isolated from the Bidens parviflora Wild plant. It is a glycosylated form of luteolin present in many plants.

Biochem/physiol Actions

Luteolin 7-O-β-D-glucoside possesses antioxidant, antiviral, and antibacterial properties. It is a hexokinase 2 (HEK2) inhibitor with anti-inflammatory and anti-proliferative activities. LUT-7G also exerts cardioprotective effects against H9c2 cells injury induced by oxidative stress.

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

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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Ramona Palombo et al.
International journal of molecular sciences, 20(11) (2019-06-05)
Flavonoids have been demonstrated to affect the activity of many mammalian enzyme systems. Their functional phenolic groups are able to mediate antioxidant effects by scavenging free radicals. Molecules of this class have been found able to modulate the activity of
Yu-Lan Li et al.
Molecules (Basel, Switzerland), 13(8), 1931-1941 (2008-09-17)
Fifteen flavonoids, 1-7 and 9-16, and a polyacetylene, 8, were isolated from the ethanol extract of the dried whole plant of Bidens parviflora Willd. by various chromatographic techniques. Their structures have been elucidated on the basis of spectroscopic analyses and
Meng-Na Wang et al.
Natural product research, 1-6 (2021-01-13)
A new flavonoid, saffloflavone , along with six known compounds, kaempferol-3-O-rutinoside, kaempferol-3-O-sophoroside, quercetin-3-O-β-d-glucoside, quercetin-7-O-β-d-glucoside, luteolin-7-O-β-d-glucoside and kaempferol 3-O-β-d-glucoside were isolated from the flowers of Carthamus tinctorius L. All the structures were determined by interpretation of their spectroscopic data. The cardioprotective
Donatella Negro et al.
Journal of food science, 77(2), C244-C252 (2012-01-19)
Polyphenol compounds, particularly caffeoylquinic acids and flavonoids, were measured in different tissues and developmental stages of 6 artichoke varietal types diffused in the Mediterranean region. Flower heads were subdivided into external, intermediate, internal bracts, and receptacle, while leaves were collected
Liancai Zhu et al.
Chemistry & biodiversity, 6(10), 1716-1726 (2009-10-21)
Agrimonia pilosa Ledeb is used as the tonic for asthenia and fatigue in China. Considering that the energizing effect might be correlated with antioxidant properties, we investigated the antioxidant activities of aqueous extract (AE) from Agrimonia pilosa Ledeb by assessing
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