Luteolin CAS: 491-70-3
MF: C15H10O6
MW: 286.24

Luteolin (CAS 491-70-3)

Luteolin | CAS 491-70-3 is rated 5.0 out of 5 by 1.
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Alternate Names: Luteolin is also known as 3′,4′,5,7-Tetrahydroxyflavone.
Application: Luteolin is an inhibitor of LPS-induced TNF-α, IL-6 and inducible nitric oxide production and blocker of NF-κB and AP-1 activation.
CAS Number: 491-70-3
Purity: ≥98%
Molecular Weight: 286.24
Molecular Formula: C15H10O6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Luteolin is an antioxidant flavonoid and a free radical scavenger. Luteolin inhibits rat liver cytosolic glutathione S-transferase activity and soybean and reticulocyte 15-LO (15-lipoxygenases). Luteolin also shows cytotoxic effects on Raji lymphoma cells. Incubation of the non-tumor cell line C3H10T½CL8 with Luteolin results in induction of p53 accumulation and apoptosis, with apoptosis occurring at the G2/M phase of the cell cycle.


References

1. Korkina, L.G., and Afanasev, I.B. 1997. Adv. Pharmacol. 38, 151.
2. Plaumann, B., et al. 1996. Oncogene 13, 1605.
3. Ramanathan, R., et al. 1994. Free Radic. Biol. Med. 16, 43.
4. Shimoi, L., et al. 1994. Carcinogenesis 15, 2669.
5. Ueda, H., Yamazaki, C., and Yamazaki, M.Luteolin as an anti-inflammatory and anti-allergic constituent of Perilla frutescens. Biological and Pharmaceutical Bullentin 25(9), 1197-1202 (2002).
6. Sadik, C.D., Sies, H., and Schewe, T.Inhibition of 15-lipoxygenases by flavonoids: Structure-activity relations and mode of action. Biochemical Pharmacology 65(5), 773-781 (2003).
7. Sartor, L., Pezzato, E., Dell′Aica, I., et al.Inhibition of matrix-proteases by polyphenols: Chemical insights for anti-inflammatory and anti-invasion drug design. Biochemical Pharmacology 64(2), 229-237 (2002).

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in aqueous alkaline solutions (1.4 mg/ml), ethanol (~5 mg/ml), DMSO, 1eq. NaOH (5 mM), DMF (~20 mg/ml), 1:5 solution of DMF:PBS(pH7.2) (`~1 mg/ml), water (1 mg/ml at 25° C), and methanol.
Storage :
Store at 4° C
Melting Point :
330° C (lit.)
Boiling Point :
~616.1° C at 760 mmHg (Predicted)
Density :
~1.7 g/cm3 (Predicted)
Refractive Index :
n20D 1.77 (Predicted)
IC50 :
soybean and reticulocyte 15-lipoxygenases: IC50 = 0.6 µM; HIV-1(IIIB): IC50 = 16 µM (H9); HIV-1(IIIB): EC5050 = 10 µM (H9); Cyclooxygenase-2: IC50 = 2.5 ug.mL-1 (human); Cytochrome P450 1B1: IC50 = 79 nM (human); Xanthine dehydrogenase: IC50 = 550 nM (human); Dopamine transporter: EC5050 = 1450 nM (rat); H9c2 : EC5050 = 5530 nM (rat)
Ki Data :
Cytochrome P450 1B1: Ki= 56 nM (human); 3-oxoacyl-acyl-carrier protein reductase: Ki= 800 nM (Plasmodium falciparum); Cytochrome P450 1A1: Ki= 890 nM (human); Adenosine A1 receptor: Ki= 1550 nM (rat); Xanthine dehydrogenase: Ki= 1900 nM (Bos taurus)
pK Values :
pKa: 6.50
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
LK9275210
PubChem CID :
Merck Index :
14: 5614
MDL Number :
MFCD00017309
EC Number :
207-741-0
Beilstein Registry :
292084
SMILES :
C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O)O

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Certificate of Analysis

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Luteolin (CAS 491-70-3)  Product Citations

See how others have used Luteolin (CAS 491-70-3). Click on the entry to view the PubMed entry .

Citations 1 to 10 of 32 total

PMID: # 33705947  Lee, MN.|Lee, Y.|Wu, D.|Pae, M.| et al. 2021. J Nutr Biochem. 92: 108614.

PMID: # 34684801  Kolling, D.|Stierhof, M.|Lasch, C.|Myronovskyi, M.|Luzhetskyy, A.| et al. 2021. Molecules. 26:

PMID: # 34574212  Kritikou, E.|Kalogiouri, NP.|Kostakis, M.|Kanakis, DC.|Martakos, I.|Lazarou, C.|Pentogennis, M.|Thomaidis, NS.| et al. 2021. Foods. 10:

PMID: # 34577106  Kalogiouri, NP.|Kritikou, E.|Martakos, IC.|Lazarou, C.|Pentogennis, M.|Thomaidis, NS.| et al. 2021. Molecules. 26:

PMID: # 34885766  Martakos, I.|Katsianou, P.|Koulis, G.|Efstratiou, E.|Nastou, E.|Nikas, S.|Dasenaki, M.|Pentogennis, M.|Thomaidis, N.| et al. 2021. Molecules. 26:

PMID: # 34576903  Kalogiouri, NP.|Mitsikaris, PD.|Klaoudatos, D.|Papadopoulos, AN.|Samanidou, VF.| et al. 2021. Molecules. 26:

PMID: # 33763461  Massimini, M.|Dalle Vedove, E.|Bachetti, B.|Di Pierro, F.|Ribecco, C.|D'Addario, C.|Pucci, M.| et al. 2021. Front Vet Sci. 8: 606197.

PMID: # 34064666  Tzachristas, A.|Dasenaki, ME.|Aalizadeh, R.|Thomaidis, NS.|Proestos, C.| et al. 2021. Molecules. 26:

PMID: # 31302373  2019. J. Nutr. Biochem. 71: 72-81.

PMID: # 28362855  Seo, Y. et al. 2017. PLoS ONE. 12: e0174935.

Citations 1 to 10 of 32 total
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Rated 5 out of 5 by from Shimoi et al Shimoi et al. (PubMed ID 7955124) found that luteolin reduced MNRET frequencies and inhibited lipid peroxidation in mice. -SCBT Publication Review
Date published: 2015-02-16
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