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Luteolin

CAT: 0013-GTR19161884-05Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19161884-05Size:100 mg
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Description
Luteolin is a falconoid compound, which exhibits anticancer properties. (In Vitro) :Luteolin (0-160 μM; 24 hours; NCI-H460 cells) treatment inhibits the viability of NCI-H460 cells in a concentration-dependent manner.Luteolin (20-80 μM; 24 hours; NCI-H460 cells) treatment causes an accumulation of cells in the S phase.Luteolin (320-580 μM; 48 hours; NCI-H460 cells) treatment induces apoptosis.Luteolin (20-80 μM; 24 hours; NCI-H460 cells) treatment increases the protein expression levels of apoptotic regulatory proteins, including the Bax/Bcl-2 ratio, in a concentration-dependent manner, however, only 80 μM Luteolin inhibits the expression of Bad. Luteolin also decreases the expression of Sirt1 in the NCI-H460 cell line in a concentration-dependent manner. (In Vivo) :Luteolin (10-100 mg/kg; oral gavage; daily; for 12 weeks; adult male Wistar rats) has an antioxidant effect and can also protect against non-alcoholic steatohepatitis through targeting the pro-inflammatory IL-1 and Il-18 pathways in rats with a high carbohydrate/high fat diet.
CAS Number
491-70-3
Product Name Alternative
BRN 0292084 | Digitoflavone | Flacitran | Luteoline | Luteolol | Salifazide | Luteolin
Purity
>98% (HPLC)
Solubility
Ethanol: 3 mg/mL warmed (10.48 mM) ; DMSO: 57 mg/mL (199.13 mM)
Smiles
O=C1C=C (C2=CC=C (O) C (O) =C2) OC3=CC (O) =CC (O) =C13
Molecular Formula
C15H10O6
Molecular Weight
286.24
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
2- (3,4-Dihydroxyphenyl) -5,7-dihydroxy-4-benzopyrone

Chemical Information

Luteolin

Luteolin is a tetrahydroxyflavone in which the four hydroxy groups are located at positions 3', 4', 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers. It has a role as an antineoplastic agent, an angiogenesis inhibitor, a radical scavenger, an immunomodulator, a vascular endothelial growth factor receptor antagonist, an anti-inflammatory agent, an apoptosis inducer, an EC 2.3.1.85 (fatty acid synthase) inhibitor, a nephroprotective agent, a plant metabolite and a c-Jun N-terminal kinase inhibitor. It is a 3'-hydroxyflavonoid and a tetrahydroxyflavone. It is a conjugate acid of a luteolin-7-olate.

CAS Number491-70-3
PubChem CID5280445
IUPAC Name2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
Molecular FormulaC15H10O6
Molecular Weight286.24
XLogP1.4
Topological Polar Surface Area107
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count1
Heavy Atom Count21
Formal Charge0
Complexity447
SMILES
C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O)O
InChI
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
InChIKey
IQPNAANSBPBGFQ-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Luteolin
CAS: 491-70-3
CID: 5280445
Formula: C15H10O6
MW: 286.24
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight286.24
XLogP31.4
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count1
Exact Mass286.04773803
Monoisotopic Mass286.04773803
Topological Polar Surface Area107 Ų
Heavy Atom Count21
Formal Charge0
Complexity447
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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