Botanical Name Plant's Common Name Plant Family   

   MMP-AC0090 : Isoliquiritigenin

 
Compound Name  :

Isoliquiritigenin
 
  Compound Class  : Flavonoid  
  Synonyms  : isoliquiritigenin; 961-29-5; 2',4,4'-Trihydroxychalcone; 4,2',4'-Trihydroxychalcone; 6'-deoxychalcone;

 
  Compound Extracted from  : Isoliquiritigenin is extracted / reported from 2 Plant(s) of Melghat Flora as below


 
 
Molecular Formula  :

C15H12O4
 
  Molecular Weight  : 256.25  
  InChi Key  :  
  IUPAC  :  
  InChi  :  
  Hydrogen Bond Donor count  : 3  
  Hydrogen Bond Acceptor count  : 4  
  Rotational Bond count  : 3  
  TPSA  : 77.8  
  LogP Value  :

3.2

 
 
Lipinski Rule of Five  :

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

Yes

 
 
PubChem CID  :

638278
 
  Drugbank ID  : -  
  Super Natural  : 000961295  
  CTD  : C040920  
  HIT  : C0298  
  NCI-60 GI50 data  :

-

 
 
Reference(s)  :

https://www.ncbi.nlm.nih.gov/pubmed/27702603


 

Compound_ID Cell Lines Cancer Type IC50 Value EC50 Value ED50 Value GI50 Value References
MMP-AC0090 HL-60 Haematopoietic and Lymphoid tissue 22 µM (cc-50) - - - 16158945
MMP-AC0090 HSC-2 Head and Neck 79 µM (cc-50) - - - 16158945
MMP-AC0090 BPrc1 Liver 16.2±3.8 µM - - - 16562858
MMP-AC0090 Hepa 1c1c7 Liver 19.6±2.5 µM - - - 16562858
MMP-AC0090 Hepa 1c1c7 Liver 36.3 µM - - - 14510590
MMP-AC0090 Hepa 1c1c7 Liver 27.3 µM - - - 12762787
MMP-AC0090 TAOc1BPrc1 Liver 27.3 µM - - - 16562858
MMP-AC0090 HSG Salivary duct 125 µM (cc-50) - - - 16158945
MMP-AC0090 AGS Stomach 147.3 µM - - - 21216524
MMP-AC0090 MKN-28 Stomach 167.8 µM - - - 21216524
MMP-AC0090 MKN-45 Stomach 128.4 µM - - - 21216524
MMP-AC0090 SGC-7901 Stomach 157.9 µM - - - 21216524

Compound_ID Target Gene_Name Gene_ID Cancer Cell_lines IC50 Value EC50 Value ED50 Value GI50 Value Remarks References
MMP-AC0090 AKT1 v-akt murine thymoma viral oncogene homolog 1 207 Prostate Cancer DU-145 - - - - Isoliquiritigenin inhibited both basal and EGF-induced phosphorylation of Akt. Western blot analyses revealed that treating DU145 cells with EGF led to increased phosphorylation of Akt. 18824345
MMP-AC0090 DDIT3 DNA-damage-inducible transcript 3 1649 Prostate Cancer DU-145 - - - - Isoliquiritigenin treatment induced a marked increase in GADD153 protein level dose-dependently. GADD153 mRNA expression was enhanced more than 8-fold at 24 h after the treatment with isoliquiritigenin at a concentration of 20 mM compared with the control. 12706007
MMP-AC0090 ICAM1 intercellular adhesion molecule 1 3383 Prostate Cancer DU-145 - - - - Isoliquiritigenin inhibits cell adhesion, which was related to decreases ICAM. The present results indicate that decreases in this adhesion-regulating molecules contribute to ISL-induced decreases in DU145 cell adhesio. 18824345
MMP-AC0090 ITGA2 integrin, alpha 2 3673 Prostate Cancer DU-145 - - - - Isoliquiritigenin inhibits cell adhesion, which was related to decreases in integrin-alpha2. The present results indicate that decreases in this adhesion-regulating molecules contribute to ISL-induced decreases in DU145 cell adhesion.Integrins mediate adhesion between cells and their neighboring matrices and transmit important signals regulating cell survival, differentiation and migration. 18824345
MMP-AC0090 JUN jun proto-oncogene 3725 Prostate Cancer DU-145 - - - - Isoliquiritigenin inhibited both basal and EGF-induced AP-1 DNA binding activity. 18824345
MMP-AC0090 JUN jun proto-oncogene 3725 Prostate Cancer DU-145 - - - - Western blot analyses revealed that treating DU145 cells with EGF led to increased phosphorylation of c-Jun. ISL inhibited phosphorylation ofc-Jun. Treating cells with 10 µmol/L SP600125 led to a significant decrease in phosphorylation of c-Jun. 18824345
MMP-AC0090 MAPK8 mitogen-activated protein kinase 8 5599 Prostate Cancer DU-145 - - - - Western blot analyses revealed that treating DU145 cells with EGF led to increased phosphorylation of JNK. ISL inhibited phosphorylation of JNK, they examined next whether the JNK inhibitor SP600125 inhibits DU145 cell migration. Treating cells with 10 µmol/L SP600125 led to a significant decrease in phosphorylation of 54-kDa JNK2. The JNK inhibitor significantly inhibited both basal and EGF-induced migration of DU145 cells. 18824345
MMP-AC0090 MMP9 matrix metallopeptidase 9 (gelatinase B, 92kDa gelatinase, 92kDa type IV collagenase) 4318 Prostate Cancer DU-145 - - - - Isoliquiritigenin inhibited secretion of MMP-9 protein regardless of whether the cells were treated with EGF. Results of RT-PCR revealed that EGF increased the mRNA levels of MMP-9, and Isoliquiritigenin decreased them irrespective of EGF treatment. And decreased secretion of this protease contributes to the decrease in invasion and migration of ISL-treated DU145 cells. 18824345
MMP-AC0090 PLAU plasminogen activator, urokinase 5328 Prostate Cancer DU-145 - - - - Isoliquiritigenin inhibited secretion of uPA protein regardless of whether the cells were treated with EGF. Results of RT-PCR revealed that EGF increased the mRNA levels of uPA, and Isoliquiritigenin decreased them irrespective of EGF treatment. And decreased secretion of this protease contributes to the decrease in invasion and migration of ISL-treated DU145 cells. 18824345
MMP-AC0090 TIMP1 TIMP metallopeptidase inhibitor 1 7076 Prostate Cancer DU-145 - - - - Results of Western blot analysis showed that EGF-stimulated secretion of TIMP-1 and ISL inhibited secretion of these proteins regardless of whether the cells were treated with EGF. TIMP-1 preferentially inhibits MMP-9. Increasing evidence indicates a more complex role for TIMP-1 during tumor progression, besides its regulation of MMP-mediated ECM degradation. It has been reported that TIMP-1 mediates cell survival signal transduction pathways via its interaction with CD63/integrin-Beta1 comple. 18824345
MMP-AC0090 TIMP2 TIMP metallopeptidase inhibitor 2 7077 Prostate Cancer DU-145 - - - - Secretion of TIMP-2 was not affected by EGF but increased by ISL treatment regardless of EGF treatment. TIMP-2 preferntially inhibits MMP-2. Both activation and activity of MMP-2 depend on TIMP-2, which plays a dual role in MMP-2 activation. ISL increased TIMP-2 secretion, which probably contributed to the decreased invasion and migration of DU145 cell. 18824345
MMP-AC0090 VCAM1 vascular cell adhesion molecule 1 7412 Prostate Cancer DU-145 - - - - Isoliquiritigenin inhibits cell adhesion, which was related to decreases in VCAM. The present results indicate that decreases in this adhesion-regulating molecules contribute to ISL-induced decreases in DU145 cell adhesio. 18824345
MMP-AC0090 VEGFA vascular endothelial growth factor A 7422 Prostate Cancer DU-145 - - - - Results of VEGF ELISA and Western blot analysis showed that ISL inhibited basal and EGF-induced secretion of VEGF by DU145 cells. VEGF plays a major role in tumor angiogenesis, so inhibiting VEGF production is a promising strategy for the treatment of cancer. Here they demonstrate that ISL inhibits VEGF production in DU145 cells. 18824345