Botanical Name Plant's Common Name Plant Family   

   MMP-AC0014 : Apigenin

 
Compound Name  :

Apigenin
 
  Compound Class  : Flavonoid  
  Synonyms  : apigenin; 520-36-5; 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one; Chamomile; Spigenin; Versulin; Apigenol; 4',5,7-Trihydroxyflavone; Apigenine; C.I. Natural Yellow 1; 5,7,4'-Trihydroxyflavone; Pelargidenon 1449;

 
  Compound Extracted from  : Apigenin is extracted / reported from 40 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  :

1.7

 
 
Lipinski Rule of Five  :

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

Yes

 
 
PubChem CID  :

5280443
 
  Drugbank ID  : DB07352  
  Super Natural  : 000520365  
  CTD  : D047310  
  HIT  : C0378  
  NCI-60 GI50 data  :

520-36-5

 
 
Reference(s)  :

https://www.ncbi.nlm.nih.gov/pubmed/26408079


 

Compound_ID Cell Lines Cancer Type IC50 Value EC50 Value ED50 Value GI50 Value References
MMP-AC0014 MCF-7 Breast 17±2 µM - - - 16412650
MMP-AC0014 MDA-MB-453 Breast 59.44 µM (24hr) - - - 19430615
MMP-AC0014 MDA-MB-453 Breast 35.15 µM (72hr) - - - 19430615
MMP-AC0014 HeLa Cervix 6±1 µM - - - 16412650
MMP-AC0014 CCRF-HSB-2 Haematopoietic and Lymphoid tissue >40 µM - - - 10380632
MMP-AC0014 HL-60 Haematopoietic and Lymphoid tissue >25.0 µg/ml - - - 15381414
MMP-AC0014 A549 Lung >40 µM - - - 10380632
MMP-AC0014 LP07 Lung 18±3 µM - - - 16412650
MMP-AC0014 KB Nasopharyngeal 4±1 µM - - - 16412650
MMP-AC0014 103E Prostate 0.5 µg/ml - - - 10900467
MMP-AC0014 22Rv1 Prostate 0.8 µg/ml - - - 10900467
MMP-AC0014 LNCaP Prostate 0.8 µg/ml - - - 10900467
MMP-AC0014 PC-3 Prostate 1.9 µg/ml - - - 10900467
MMP-AC0014 B16 melanoma 4A5 Skin >40 µM - - - 10380632
MMP-AC0014 B16-F0 Skin 16±4 µM - - - 16412650
MMP-AC0014 LM-3 Skin 11±4 µM - - - 16412650
MMP-AC0014 TGBC11TKB Stomach >40 µM - - - 10380632

Compound_ID Target Gene_Name Gene_ID Cancer Cell_lines IC50 Value EC50 Value ED50 Value GI50 Value Remarks References
MMP-AC0014 AKT1 v-akt murine thymoma viral oncogene homolog 1 207 Lung adenocarcinoma A549 - - - - Apigenin has been shown to inhibit AKT activation . 15947208
MMP-AC0014 CCNB1 cyclin B1 891 Colon Cancer SW-480 - - - - The steady-state level of cyclin B1 was significantly reduced after apigenintreatment for 48 h at doses of 30 mM and higher. 10900467
MMP-AC0014 MMP-AC0014 cyclin-dependent kinase 1 983 Human Melanoma OCM-1 - - - - Apigenin inhibited CDK-1 in OCM-1 cell line. 11322924
MMP-AC0014 CDK1 cyclin-dependent kinase 1 983 Colon Cancer HT-29 - - - - p34cdc2 kinase activity was significantly reduced by apigenin, at least in the high concentrations of 50-80 mM, for 24 h in each of three cell lines in comparison with the vehicle controls 10900467
MMP-AC0014 CDK1 cyclin-dependent kinase 1 983 Colon Cancer SW-480 - - - - p34cdc2 kinase activity was significantly reduced by apigenin, at least in the high concentrations of 50-80 mM, for 24 h in each of three cell lines in comparison with the vehicle controls 10900467
MMP-AC0014 CDK1 cyclin-dependent kinase 1 983 Colorectal Adenocarcinoma CaCo-2 - - - - p34cdc2 kinase activity was significantly reduced by apigenin, at least in the high concentrations of 50-80 mM, for 24 h in each of three cell lines in comparison with the vehicle controls 10900467
MMP-AC0014 CDKN1B cyclin-dependent kinase inhibitor 1B (p27, Kip1) 1027 Human Melanoma OCM-1 - - - - The flavone apigenin which arrest cells in G2/M but were without effect on CDK2 activity, affected only marginally the level of p27KIP1 and did not induce p21CIP. 11322924
MMP-AC0014 COX-1 cytochrome c oxidase subunit I 4512 Murine monocyte/macrophage line derived from ascitic tumour induced with Abelson leukaemai virus RAW264.7 100 µM - - - It inhibits cyclooxygenase 1 (Cox-1) activity and it is an anti-inflammatory mechanism. Phytochemistry Reviews 1: 369-377, 2002
MMP-AC0014 CYP19A1 cytochrome P450, family 19, subfamily A, polypeptide 1 1588 Adrenocortical Carcinoma H295R 20 µM - - - Apigenin inhibited aromatase activity concentration dependently in H295R cells after a 24 h exposure.A key enzyme in the synthesis of estrogens from androgens is aromatase(cytochromeP45019;CYP19. 15319488
MMP-AC0014 CYP19A1 cytochrome P450, family 19, subfamily A, polypeptide 1 1588 Breast adenocarcinoma MCF-7 1 µM - - - Apigenin inhibited aromatase activity with IC50 value of about 1µM. 22209285
MMP-AC0014 CYPIA1 cytochrome P450, family 1, subfamily A, polypeptide 1 1543 Murine monocyte/macrophage line derived from ascitic tumour induced with Abelson leukaemai virus RAW264.7 0.02 µM - - - Apigenin potently inhibited Cyp1A activity with an IC50 of 0.02 µM Cyp1A, which is e.g. involved in the activation of carcinogens from grilled meat, as a model phase 1 enzyme, and measured the potential of beer constituents to inhibit its enzymatic activity. Phytochemistry Reviews 1: 369-377, 2002
MMP-AC0014 HIF1A hypoxia inducible factor 1 3091 Lung adenocarcinoma A549 - - - - Apigenin specifically inhibited expression of HIF-1alpha but not HIF-1Beta subunit. 15947208
MMP-AC0014 IGF1 insulin-like growth factor 1 3479 Prostate Cancer PC-3 - - - - growth of PC-3 tumors in nude mice was significantly inhibited by administration of apigenin to mice 18726972
MMP-AC0014 NOS2 nitric oxide synthase 2, inducible 4843 Murine monocyte/macrophage line derived from ascitic tumour induced with Abelson leukaemai virus RAW264.7 17.5 µM - - - Nitric oxide (NO) synthase (iNOS) and consequently, enhance the generation of NO. Generally, NO is an important signaling molecule, long-term elevated levels of NO, however, have been linked to early steps in carcinogenesis.It cause inhibition of lipopolysaccharide (LPS)-mediated induction of inducible nitric oxide synthase , which is an anti-inflammatory mechanis. Phytochemistry Reviews 1: 369-377, 2002
MMP-AC0014 NQO1 NAD(P)H dehydrogenase, quinone 1 1728 Murine monocyte/macrophage line derived from ascitic tumour induced with Abelson leukaemai virus RAW264.7 RAW264.7 - - - It induces the QR activity.Induction of phases 2 enzymes contributes to chemopreventive activity. QR is not catalyzing a conjugation reaction, but it is induced co-ordinately with other phase 2 enzymes and contributes to detoxification by reduction of reactive quinones to less reactive hydroquinones. Phytochemistry Reviews 1: 369-377, 2002
MMP-AC0014 RPS6KB1 ribosomal protein S6 kinase, 70kDa, polypeptide 1 6198 Lung adenocarcinoma A549 - - - - Apigenin inhibited p70S6K1 expression and activation in the cells . p70S6K1 were recently shown to regulate HIF-1 and VEGF transcriptional activation. 15947208
MMP-AC0014 VEGFA vascular endothelial growth factor A 7422 Lung adenocarcinoma A549 - - - - Apigenin inhibited VEGF transcriptional activation through the hypoxia-inducible factor 1 (HIF-1) binding site and specifically decreased HIF-1alpha but not HIF-1Beta subunit expression in the cells. 15947208