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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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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
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
Meihua Jin et al.
Biological & pharmaceutical bulletin, 32(9), 1500-1503 (2009-09-02)
Previously, we reported that an ethanol extract of Ailanthus altissima has antiinflammatory activity in an ovalbumin (OVA)-sensitized murine asthmatic model. To determine the biological compounds from this plant, luteolin-7-O-glucoside (L7G) was isolated and its antiasthmatic activity was evaluated in an
Xiao Sun et al.
Journal of cellular biochemistry, 112(8), 2019-2029 (2011-03-30)
Flavonoids with potent anti-oxidative effects are the major effective components in traditional herbal medicine used in treating cardiovascular diseases. Cynaroside is a flavonoid compound that exhibits anti-oxidative capabilities. However, little is known about its effect on oxidative injury to cardiac
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