Luteolin can be dissolved in DMSO at 10 mg/mL.
L9283
Luteolin
≥98% (TLC), powder, antioxidant
Synonym(s):
3′,4′,5,7-Tetrahydroxyflavone
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About This Item
Empirical Formula (Hill Notation):
C15H10O6
CAS Number:
Molecular Weight:
286.24
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
207-741-0
MDL number:
Beilstein/REAXYS Number:
292084
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Product Name
Luteolin, ≥98% (TLC), powder
InChI
1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H
InChI key
IQPNAANSBPBGFQ-UHFFFAOYSA-N
SMILES string
Oc1cc(O)c2C(=O)C=C(Oc2c1)c3ccc(O)c(O)c3
assay
≥98% (TLC)
form
powder
shelf life
3 yr
color
yellow
mp
~330 °C (lit.)
storage temp.
2-8°C
Quality Level
Gene Information
human ... CDC2(983), CDK5(1020), CDK6(1021), CYP1A2(1544), GSK3A(2931)
mouse ... Hexa(15211)
rat ... Il4(287287), Tnf(24835)
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Related Categories
1 of 4
This Item | 440025 | 72511 | PHL89245 |
|---|---|---|---|
| assay ≥98% (TLC) | assay ≥90% (HPLC) | assay ≥97.0% (HPLC) | assay ≥95.0% (HPLC) |
| form powder | form solid | form - | form powder |
| Quality Level 200 | Quality Level 100 | Quality Level 100 | Quality Level - |
| storage temp. 2-8°C | storage temp. 2-8°C | storage temp. 2-8°C | storage temp. - |
| color yellow | color yellow | color - | color - |
| shelf life 3 yr | shelf life - | shelf life - | shelf life - |
Application
Luteolin has been used:
- to induce and elucidate the apoptotic pathway in renal cell carcinoma 786-O cells[1]
- as an additive in M9 minimal medium to induce nodF gene expression[2]
- as a reference standard to qualitatively and quantitatively analyse luteolin using reverse phase-high performance liquid chromatography with diode array detector (RP-HPLC-DAD)[3]
- as a reaction supplement for β-galactosidase assay[4]
- to elucidate the anti-inflammatory efficacy of luteolin in pseudorabies virus infected RAW264.7 cell line by measuring the anti-inflammatory mediators production and also cell viability and cytotoxicity assay[5]
Biochem/physiol Actions
Hydroxylated flavone derivative, a strong antioxidant and radical scavenger. Suggested to play a role in prevention of cancer, possibly via the inhibition of fatty acid synthase activity.
General description
Luteolin (3′,4′,5′,7′-tetrahydroxyflavone), a polyphenolic compound belongs to flavones subclass of flavonoids. Luteolin is commonly found in plants like celery, green peppers and chamomile tea.[1] Luteolin is one of the major flavonoids present in the flower extract of Hieracium pannosum Boiss,[3] aerial part of Dracocephalum kotschyi,[6] and contributes to the antioxidant potential of the plant.[3][6] Luteolin possesses antioxidant, anti-inflammatory properties,[6][5] and exerts anti-tumor potential primarily through apoptosis.[1][6] Luteolin exerts its apoptotic activity through downregulation of protein kinase B (Akt) pathway leading to caspase mediated apoptosis. Luteolin also resensitizes cancer cells to therapeutics.[1] Luteolin regulates the inflammatory genes and reduces nitric oxide and inflammatory cytokine production.[5] The anti-inflammatory property of luteolin implicates it as a potential therapeutic agent for the neurodegenerative disease like Alzheimer′s disease.[7] In plants, luteolin induces nodulation protein F (nodF) gene.[2][4]
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Optimization of phenolic and flavonoid content and antioxidants capacity of pressurized liquid extraction from Dracocephalum kotschyi via circumscribed central composite
Kamali H, et al.
Journal of Supercritical Fluids, 107, 307-314 (2016)
Crosstalk between jasmonic acid, ethylene and Nod factor signaling allows integration of diverse inputs for regulation of nodulation
Sun J, et al.
The Plant Journal, 46(6), 961-970 (2006)
Plant-activated bacterial receptor adenylate cyclases modulate epidermal infection in the Sinorhizobium meliloti-Medicago symbiosis
Tian CF, et al.
Proceedings of the National Academy of Sciences of the USA, 201120260-201120260 (2012)
Luteolin inhibits viral-induced inflammatory response in RAW264. 7 cells via suppression of STAT1/3 dependent NF-kappaB and activation of HO-1
Liu CW, et al.
Free Radical Biology & Medicine, 95, 180-189 (2016)
Luteolin as a potential preventive and therapeutic candidate for Alzheimer's disease
Kwon Y.
Experimental Gerontology, 95, 39-43 (2017)
Articles
Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.
Fatty acid synthesis supports cancer cell proliferation, essential for membrane generation, protein modification, and bioenergetics.
DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research
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