Botanical Name Plant's Common Name Plant Family   

   MMP-AC0019 : Genistein

 
Compound Name  :

Genistein
 
  Compound Class  : Flavonoid  
  Synonyms  : genistein; 446-72-0; Prunetol; Genisteol; 4',5,7-Trihydroxyisoflavone; Genisterin; Sophoricol; 5,7,4'-Trihydroxyisoflavone; 5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one; Bonistein; Genestein; Differenol A;

 
  Compound Extracted from  : Genistein is extracted / reported from 7 Plant(s) of Melghat Flora as below


 
 
Molecular Formula  :

C15H10O5
 
  Molecular Weight  : 270.24  
  InChi Key  :  
  IUPAC  :  
  InChi  :  
  Hydrogen Bond Donor count  : 3  
  Hydrogen Bond Acceptor count  : 5  
  Rotational Bond count  : 1  
  TPSA  : 87  
  LogP Value  :

2.7

 
 
Lipinski Rule of Five  :

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

Yes

 
 
PubChem CID  :

5280961
 
  Drugbank ID  : DB01645  
  Super Natural  : 000446720  
  CTD  : D019833  
  HIT  : C0249  
  NCI-60 GI50 data  :

446-72-0

 
 
Reference(s)  :

https://www.ncbi.nlm.nih.gov/pubmed/29217487


 

Compound_ID Cell Lines Cancer Type IC50 Value EC50 Value ED50 Value GI50 Value References
MMP-AC0019 BT-20 Breast 19.7±0.71 µg/ml - - - 8891338
MMP-AC0019 MCF-7 Breast 9.7±0.61 µg/ml - - - 8891338
MMP-AC0019 T-47D Breast 7.0±1.2 µg/ml - - - 8891338
MMP-AC0019 T-47D-ER- Breast 9.1±0.16 µg/ml - - - 8891338
MMP-AC0019 ZR-75-1 Breast >20 µg/ml - - - 8891338
MMP-AC0019 HCC-44B2 Colon - - 11.5 µg/mL (ID50) - 8242641
MMP-AC0019 HCC-50D3 Colon - - 9.5 µg/mL (ID50) - 8242641
MMP-AC0019 HT-29 Colon 90 µM - - - 9018079
MMP-AC0019 SNU-C5 Colon 26.7 µM - - - 11642314
MMP-AC0019 HEC-46R1 Esophageal - - 8.3 µg/mL (ID50) - 8242641
MMP-AC0019 HL-60 Haematopoietic and Lymphoid tissue >100 µM - - - 12628514
MMP-AC0019 HL-60 Haematopoietic and Lymphoid tissue 8.5 µM - - - 11642314
MMP-AC0019 U-937 Haematopoietic and Lymphoid tissue 22.2 µM - - - 11642314
MMP-AC0019 Hep G2 Liver 39.9 µM - - - 11642314
MMP-AC0019 Hepa 1c1c7 Liver 45.2 µM - - - 14510590
MMP-AC0019 Hepa 1c1c7 Liver 23.9 µM - - - 12628514
MMP-AC0019 HSC-39K6 Stomach - - 11 µg/mL (ID50) - 8242641
MMP-AC0019 HSC-39K6 Stomach - - 10.5 µg/mL (ID50) - 8242641
MMP-AC0019 HSC-41E6 Stomach - - 7.5 µg/mL (ID50) - 8242641
MMP-AC0019 HSC-42H Stomach - - 18.5 µg/mL (ID50) - 8242641
MMP-AC0019 HSC-43C1 Stomach - - 15.5 µg/mL (ID50) - 8242641
MMP-AC0019 HSC-45M2 Stomach - - 7.1 µg/mL (ID50) - 8242641
MMP-AC0019 SH101-P4 Stomach - - 6.8 µg/mL (ID50) - 8242641
MMP-AC0019 BFTC-905 Urinary Bladder 5 µg/ml - - - 10656454
MMP-AC0019 HT-1376 Urinary Bladder 25 µg/ml - - - 10656454
MMP-AC0019 J82 Urinary Bladder 10 µg/ml - - - 10656454
MMP-AC0019 RT4 Urinary Bladder 3-5 µg/ml - - - 10656454
MMP-AC0019 SCABER Urinary Bladder 5 µg/ml -- - - 10656454
MMP-AC0019 T24 Urinary Bladder 5?10 µg/ml - - - 10656454
MMP-AC0019 TSGH8301 Urinary Bladder 3-5 µg/ml - - - 10656454

Compound_ID Target Gene_Name Gene_ID Cancer Cell_lines IC50 Value EC50 Value ED50 Value GI50 Value Remarks References
MMP-AC0019 BAX BCL2-associated X protein 581 Gastric adenocarcinoma SG7901 - - - - Genistein 0.5, 1 and 1.5 mg/kg significantly inhibited carcinoma growth when it was injected near the tumor by 10.8%, 29.9% and 39.6%, respectively. The apoptosis index was increased progressively with increasing genistein dose (28.9% ± 1.2%, 33.8% ± 1.6% and 37.7% ± 1.2%) . The positive rate of Bcl-2 protein was decreased progressively (11.9% ± 0.9%, 5.9% ± 0.7% and 4.2% ± 0.6%) by immunohistochemical staining, with increasing dose of genistein. The density of Bcl-2 mRNA decreased progressively with elongation of time by RT-PCR. 18203299
MMP-AC0019 BCL2 B-cell CLL/lymphoma 2 596 Gastric adenocarcinoma SG7901 - - - - Genistein 0.5, 1 and 1.5 mg/kg significantly inhibited carcinoma growth when it was injected near the tumor by 10.8%, 29.9% and 39.6%, respectively. The apoptosis index was increased progressively with increasing genistein dose (28.9% ± 1.2%, 33.8% ± 1.6% and 37.7% ± 1.2%) . The positive rate of bax protein was increased progressively (0.9% ± 1.7%, 24.9% ± 0.8% and 29.6% ± 1.7%) by by immunohistochemical staining, with increasing dose of genistein. The density of bax mRNA increased progressively with elongation of time by RT-PCR. 18203299
MMP-AC0019 CASP3 caspase 3, apoptosis-related cysteine peptidase 836 Liver Cancer HUH7 - - - - Compound showed at least a 50%increase in caspase activity showing the ability of these flavonoids to induce apoptosis in HuH-7 cells 21495101
MMP-AC0019 CASP3 caspase 3, apoptosis-related cysteine peptidase 836 Breast Carcinoma Hs578T - - - - It induced cell apoptosis through a caspase-3-dependent pathway and mediated cell cycle arrest in the G2/M phase. The induction of apoptosis in the breast cancer cell lines by genistein isoflavone confirmed by detection of increased caspase-3 activity in the isoflavone-treated HS578T and MDA-MB-231 cells. 19013426
MMP-AC0019 CASP3 caspase 3, apoptosis-related cysteine peptidase 836 Breast Carcinoma MDA-MB-231 - - - - It induced cell apoptosis through a caspase-3-dependent pathway and mediated cell cycle arrest in the G2/M phase. The induction of apoptosis in the breast cancer cell lines by genistein isoflavone confirmed by detection of increased caspase-3 activity in the isoflavone-treated HS578T and MDA-MB-231 cells. 19013426
MMP-AC0019 CDK1 cyclin-dependent kinase 1 983 Bladder Cancer J82 - - - - A dose-dependent inhibition of the cdc2 kinase activity, corresponding to the observed cell cycle arrest effect, was observed in most bladder cancer cell line 10656454
MMP-AC0019 CDK1 cyclin-dependent kinase 1 983 Bladder Cancer T24 - - - - A dose-dependent inhibition of the cdc2 kinase activity, corresponding to the observed cell cycle arrest effect, was observed in most bladder cancer cell line 10656454
MMP-AC0019 CDK1 cyclin-dependent kinase 1 983 Uroepithelials HT-1376 - - - - A dose-dependent inhibition of the cdc2 kinase activity, corresponding to the observed cell cycle arrest effect, was observed in most bladder cancer cell line 10656454
MMP-AC0019 CDK1 cyclin-dependent kinase 1 983 Human Melanoma OCM-1 - - - - Genistein inhibited CDK-1 by 50-70. 11322924
MMP-AC0019 CDKN1A cyclin-dependent kinase inhibitor 1A (p21, Cip1) 1026 Human Melanoma OCM-1 - - - - Genistein which caused a G2/M block and did not affect CDK2 activity, led to a clear increase in the content of p21CIP. 11322924
MMP-AC0019 EGFR epidermal growth factor receptor 1956 Breast adenocarcinoma MCF-7 0.7 µg/mL - - - Genistein is a potent inhibitor of the PTK activity of the EGF-R in vitro. It has been reported to inhibit the growth of a variety of cell lines in vitro stimulated by serum, E2, and growth factors, but a systematic study of the effects of genistein on breast cancer cells has not been reported. 8891338
MMP-AC0019 NFKB1 nuclear factor of kappa light polypeptide gene enhancer in B-cells 1 4790 Pancreatic cancer COLO 357 - - - - In vivo results were similar to in vitro findings, suggesting that the inactivation of NF-kappaB is at least one of the molecular mechanisms by which genistein potentiates gemcitabine-induced antitumor activity in experimental animal model 16204081