Botanical Name Plant's Common Name Plant Family   

   MMP-AC0024 : Luteolin

 
Compound Name  :

Luteolin
 
  Compound Class  : Flavonoid  
  Synonyms  : luteolin; 491-70-3; 3',4',5,7-Tetrahydroxyflavone; Digitoflavone; Luteolol; Flacitran; Luteoline; Weld Lake; Cyanidenon 1470; Salifazide; Yama kariyasu; 5,7,3',4'-Tetrahydroxyflavone; UNII-KUX1ZNC9J2; C.I. Natural Yellow 2; 7-Tetrahydroxyflavone; CCRIS 3790; EINECS 207-741-0; KUX1ZNC9J2;

 
  Compound Extracted from  : Luteolin is extracted / reported from 37 Plant(s) of Melghat Flora as below


 
 
Molecular Formula  :

C15H10O6
 
  Molecular Weight  : 286.239  
  InChi Key  :  
  IUPAC  :  
  InChi  :  
  Hydrogen Bond Donor count  : 4  
  Hydrogen Bond Acceptor count  : 6  
  Rotational Bond count  : 1  
  TPSA  : 107  
  LogP Value  :

1.4

 
 
Lipinski Rule of Five  :

Yes
 
  Ghose Filter  : Yes  
  Veber Filter  : Yes  
  Muegge Filter  :

Yes

 
 
PubChem CID  :

5280445
 
  Drugbank ID  : -  
  Super Natural  : 000127402  
  CTD  : D047311  
  HIT  : C0415  
  NCI-60 GI50 data  :

-

 
 
Reference(s)  :

https://www.ncbi.nlm.nih.gov/pubmed/23122135


 

Compound_ID Cell Lines Cancer Type IC50 Value EC50 Value ED50 Value GI50 Value References
MMP-AC0024 HOS-1 Bone 92.7±0.18 µM - - - 12127233
MMP-AC0024 L929 Connective tissue - >250 µM - - 12628514
MMP-AC0024 L929 Connective tissue - >250 µM - - 12628514
MMP-AC0024 103E Prostate 0.4 µg/ml - - - 17942463
MMP-AC0024 22Rv1 Prostate 0.5 µg/ml - - - 17942463
MMP-AC0024 LNCaP Prostate 0.8 µg/ml - - - 17942463
MMP-AC0024 PC-3 Prostate 2 µg/ml - - - 17942463

Compound_ID Target Gene_Name Gene_ID Cancer Cell_lines IC50 Value EC50 Value ED50 Value GI50 Value Remarks References
MMP-AC0024 AIFM1 apoptosis-inducing factor, mitochondrion-associated, 1 9131 Lung squamous Carcinoma CH27 - - - - AIF protein levels increases after 2 h treatment with luteolin.Apoptosis-inducing factor is released from the mitochondria to induce nuclear condensation and large scale DNA fragmentation, resulting in cell death. 15680256
MMP-AC0024 AKT1 v-akt murine thymoma viral oncogene homolog 1 207 Epidermal Carcinoma A431-III - - - - Quercetin was able to directly inhibit the phosphorylation of Akt and thus reduce phosphorylation of GSK3b by 60% on treatment with L. 21752154
MMP-AC0024 CASP3 caspase 3, apoptosis-related cysteine peptidase 836 Lung squamous Carcinoma CH27 - - - - Luteolin changed the expression of apoptotic marker, caspase-3. 15680256
MMP-AC0024 CDH1 cadherin 1, type 1, E-cadherin 999 Epidermal Carcinoma A431-III - - - - Luteolin moderetly increased E-cadherin levels in terms of both protein and mRNA in a dose-dependent manne. 21752154
MMP-AC0024 CDH1 cadherin 1, type 1, E-cadherin 999 Epidermal Carcinoma A431-P - - - - Luteolin moderetly increased E-cadherin levels in terms of both protein and mRNA in a dose-dependent manne. 21752154
MMP-AC0024 CDH2 cadherin 2, type 1, N-cadherin (neuronal) 1000 Epidermal Carcinoma A431-III - - - - Luteolin markedly reduced N-cadherin levels in terms of both protein and mRNA in a dose-dependent manne. 21752154
MMP-AC0024 CDH2 cadherin 2, type 1, N-cadherin (neuronal) 1000 Epidermal Carcinoma A431-P - - - - Luteolin markedly reduced N-cadherin levels in terms of both protein and mRNA in a dose-dependent manne. 21752154
MMP-AC0024 CDK2 cyclin-dependent kinase 2 1017 Human Melanoma OCM-1 - - - - Luteolin, which induced a cell cycle block in G1, inhibited the activity of CDK-2 by 40-60%. 11322924
MMP-AC0024 CDKN1A cyclin-dependent kinase inhibitor 1A (p21, Cip1) 1026 Human Melanoma OCM-1 - - - - Luteolin also increased the content of p21CIP1 but lately (after 48-72 hr) and to a lower extent. 11322924
MMP-AC0024 CDKN1B cyclin-dependent kinase inhibitor 1B (p27, Kip1) 1027 Human Melanoma OCM-1 - - - - The flavone luteolin markedly upregulated the level of p27KIP1 within 24 hr (and until 48-72 hr). 11322924
MMP-AC0024 MMP9 matrix metallopeptidase 9 (gelatinase B, 92kDa gelatinase, 92kDa type IV collagenase) 4318 Epidermal Carcinoma A431-III - - - - Cells were treated with different concentrations(10-40 µM) of Luteolin for 24 h. The results showed that treatment with Luteolin dose-dependently decreased MMP-9 activity in the conditioned medium in A431-III cells. 21752154
MMP-AC0024 MMP9 matrix metallopeptidase 9 (gelatinase B, 92kDa gelatinase, 92kDa type IV collagenase) 4318 Epidermal Carcinoma A431-P - - - - Cells were treated with different concentrations(10-40 µM) of Luteolin for 24 h. The results showed that treatment with Luteolin dose-dependently decreased MMP-9 activity in the conditioned medium. 21752154
MMP-AC0024 SNAI1 snail homolog 1 (Drosophila) 6615 Epidermal Carcinoma A431-III - - - - Treatment with Luteolin dramatically reduced the protein and mRNA levels of Snail in A431-III cells in a dose dependent manner. 21752154
MMP-AC0024 TNF tumor necrosis factor 7124 TNF sensitive murine fibroblast cells L929 - - >250 µM - The effects of flavonoid on tumor necrosis factor-R(TNF)-induced cytotoxicity in murine fibroblast L-929 cells was studied. The magnitude of protection and potentiation by these flavonoids was concentration-dependent and these effects were not altered when the flavonoid was added as much as 2 h after TNF treatment. 9287415
MMP-AC0024 TNF tumor necrosis factor 7124 TNF sensitive murine fibroblast cells L929 - - >250 µM - The effects of flavonoid on tumor necrosis factor-R(TNF)-induced cytotoxicity in murine fibroblast L-929 cells was studied. The magnitude of protection and potentiation by this flavonoid was concentration-dependent and these effects were not altered when the flavonoid was added as much as 2 h after TNF treatment. 9287415
MMP-AC0024 TWIST1 twist homolog 1 (Drosophila) 7291 Epidermal Carcinoma A431-III - - - - Treatment with Luteolin dramatically reduced the protein and mRNA levels of Twist in A431-III cells in a dose dependent manner. 21752154