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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term:dieckol
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Accession:CHEBI:65769 term browser browse the term
Definition:A phlorotannin isolated from a brown alga Ecklonia cava which exhibits antioxidant, hepatoprotective and anticoagulant activities.
Synonyms:exact_synonym: 4-(4-{[6-(3,5-dihydroxyphenoxy)-4,7,9-trihydroxyoxanthren-2-yl]oxy}-3,5-dihydroxyphenoxy)oxanthrene-1,3,6,8-tetrol
 related_synonym: 4-[4-[[6-(3,5-dihydroxyphenoxy)-4,7,9-trihydroxydibenzo[b,e][1,4]dioxin-2-yl]oxy]-3,5-dihydroxyphenoxy]-dibenzo[b,e][1,4]dioxin-1,3,6,8-tetrol;   Formula=C36H22O18;   InChI=1S/C36H22O18/c37-12-1-13(38)3-15(2-12)49-31-22(44)10-25(47)34-35(31)54-30-21(43)8-17(9-27(30)52-34)48-28-19(41)6-16(7-20(28)42)50-32-23(45)11-24(46)33-36(32)53-29-18(40)4-14(39)5-26(29)51-33/h1-11,37-47H;   InChIKey=DRZQFGYIIYNNEC-UHFFFAOYSA-N;   SMILES=Oc1cc(O)cc(Oc2c(O)cc(O)c3Oc4cc(Oc5c(O)cc(Oc6c(O)cc(O)c7Oc8cc(O)cc(O)c8Oc67)cc5O)cc(O)c4Oc23)c1
 xref_mesh: MESH:C503840
 xref: PMID:19201199;   PMID:19896528;   PMID:20600532;   PMID:22112542;   PMID:22227338;   PMID:22504843;   PMID:23054486;   Reaxys:5714171;   Wikipedia:Dieckol


show annotations for term's descendants           Sort by:
dieckol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 multiple interactions
decreases phosphorylation		 ISO dieckol results in decreased expression of and results in decreased phosphorylation of AKT1 protein
dieckol results in decreased phosphorylation of AKT1 protein		 CTD PMID:31291034 PMID:36683349 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions
increases expression		 ISO dieckol inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased expression of BAX mRNA]
dieckol results in increased expression of BAX protein		 CTD PMID:33051972 PMID:33347706 PMID:36683349 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368 		JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions
decreases expression		 ISO dieckol inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of BCL2 mRNA]
dieckol results in decreased expression of BCL2 protein		 CTD PMID:33051972 PMID:33347706 PMID:36683349 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Casp3 caspase 3 increases activity
multiple interactions
increases expression		 ISO dieckol results in increased activity of CASP3 protein
dieckol inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased expression of CASP3 mRNA]
dieckol results in increased expression of CASP3 protein		 CTD PMID:31291034 PMID:33347706 PMID:37886886 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp8 caspase 8 increases activity ISO dieckol results in increased activity of CASP8 protein CTD PMID:31291034 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542 		JBrowse link
G Casp9 caspase 9 increases activity
multiple interactions
increases expression		 ISO dieckol results in increased activity of CASP9 protein
dieckol inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased expression of CASP9 mRNA]
dieckol results in increased expression of CASP9 protein		 CTD PMID:31291034 PMID:33347706 PMID:36683349 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626 		JBrowse link
G Cat catalase multiple interactions
decreases activity		 ISO dieckol inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased expression of CAT protein]
dieckol results in decreased activity of CAT protein		 CTD PMID:33051972 PMID:33347706 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO dieckol results in decreased expression of CCND1 protein CTD PMID:33051972 PMID:36683349 PMID:37886886 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602 		JBrowse link
G Ccne1 cyclin E1 decreases expression ISO dieckol results in decreased expression of CCNE1 protein CTD PMID:37886886 NCBI chr 1:90,781,947...90,791,188
Ensembl chr 1:90,781,949...90,791,101 		JBrowse link
G Cdh1 cadherin 1 increases expression ISO dieckol results in increased expression of CDH1 protein CTD PMID:31291034 NCBI chr19:34,492,371...34,561,775
Ensembl chr19:34,492,371...34,561,775 		JBrowse link
G Cdh2 cadherin 2 decreases expression ISO dieckol results in decreased expression of CDH2 protein CTD PMID:31291034 NCBI chr18:7,776,704...7,990,934
Ensembl chr18:7,776,704...7,990,167 		JBrowse link
G Cdk4 cyclin-dependent kinase 4 decreases expression ISO dieckol results in decreased expression of CDK4 protein CTD PMID:36683349 NCBI chr 7:62,886,124...62,889,562
Ensembl chr 7:62,883,105...62,942,403 		JBrowse link
G Cdk6 cyclin-dependent kinase 6 decreases expression ISO dieckol results in decreased expression of CDK6 protein CTD PMID:36683349 NCBI chr 4:30,637,650...30,829,688
Ensembl chr 4:30,646,460...30,829,634 		JBrowse link
G Cycs cytochrome c, somatic increases expression ISO dieckol results in increased expression of CYCS protein CTD PMID:37886886 NCBI chr 4:79,651,894...79,653,994
Ensembl chr 4:79,651,378...79,654,054
Ensembl chr18:79,651,378...79,654,054 		JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions ISO dieckol inhibits the reaction [Particulate Matter results in increased phosphorylation of FOS protein] CTD PMID:33164846 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036 		JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions ISO dieckol inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased expression of GSR protein] CTD PMID:33347706 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661 		JBrowse link
G Il18 interleukin 18 multiple interactions ISO dieckol inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of IL18 mRNA] CTD PMID:33347706 NCBI chr 8:50,904,630...50,932,887
Ensembl chr 8:50,906,960...50,932,887 		JBrowse link
G Il1b interleukin 1 beta multiple interactions
decreases expression		 ISO dieckol inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of IL1B mRNA]; dieckol inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of IL1B protein]
dieckol results in decreased expression of IL1B protein
dieckol inhibits the reaction [Particulate Matter results in increased expression of IL1B protein]		 CTD PMID:33051972 PMID:33164846 PMID:33347706 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Il6 interleukin 6 multiple interactions ISO dieckol inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of IL6 mRNA]; dieckol inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of IL6 protein]
dieckol inhibits the reaction [Particulate Matter results in increased expression of IL6 protein]		 CTD PMID:33164846 PMID:33347706 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Jak1 Janus kinase 1 decreases expression ISO dieckol results in decreased expression of JAK1 protein CTD PMID:37886886 NCBI chr 5:115,780,248...115,888,841
Ensembl chr 5:115,780,248...115,888,926 		JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit multiple interactions ISO dieckol inhibits the reaction [Particulate Matter results in increased phosphorylation of JUN protein] CTD PMID:33164846 NCBI chr 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO dieckol inhibits the reaction [Particulate Matter results in increased phosphorylation of MAPK1 protein] CTD PMID:33164846 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO dieckol inhibits the reaction [Particulate Matter results in increased phosphorylation of MAPK3 protein] CTD PMID:33164846 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Mmp1 matrix metallopeptidase 1 decreases expression
multiple interactions		 ISO dieckol results in decreased expression of MMP1 mRNA; dieckol results in decreased expression of MMP1 protein
dieckol inhibits the reaction [Particulate Matter results in increased expression of MMP1 protein]		 CTD PMID:19330880 PMID:33164846 NCBI chr 8:4,658,588...4,679,099
Ensembl chr 8:4,658,588...4,679,097 		JBrowse link
G Mmp13 matrix metallopeptidase 13 decreases expression
multiple interactions		 ISO dieckol results in decreased expression of MMP13 mRNA; dieckol results in decreased expression of MMP13 protein
dieckol inhibits the reaction [Particulate Matter results in increased expression of MMP13 protein]		 CTD PMID:19330880 PMID:33164846 NCBI chr 8:4,497,960...4,508,239
Ensembl chr 8:4,497,960...4,508,239 		JBrowse link
G Mmp2 matrix metallopeptidase 2 multiple interactions ISO dieckol inhibits the reaction [Particulate Matter results in increased expression of MMP2 protein] CTD PMID:33164846 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870 		JBrowse link
G Mmp3 matrix metallopeptidase 3 decreases expression ISO dieckol results in decreased expression of MMP3 mRNA; dieckol results in decreased expression of MMP3 protein CTD PMID:19330880 NCBI chr 8:4,640,397...4,653,963
Ensembl chr 8:4,640,416...4,653,961 		JBrowse link
G Mmp8 matrix metallopeptidase 8 multiple interactions ISO dieckol inhibits the reaction [Particulate Matter results in increased expression of MMP8 protein] CTD PMID:33164846 NCBI chr 8:4,724,009...4,733,864
Ensembl chr 8:4,724,029...4,733,520 		JBrowse link
G Mmp9 matrix metallopeptidase 9 decreases expression
multiple interactions		 ISO dieckol results in decreased expression of MMP9 protein
dieckol inhibits the reaction [Particulate Matter results in increased expression of MMP9 protein]		 CTD PMID:31291034 PMID:33164846 NCBI chr 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120 		JBrowse link
G Mtor mechanistic target of rapamycin kinase decreases phosphorylation ISO dieckol results in decreased phosphorylation of MTOR protein CTD PMID:31291034 PMID:36683349 NCBI chr 5:158,884,856...158,994,311
Ensembl chr 5:158,884,804...158,994,311 		JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 multiple interactions ISO dieckol inhibits the reaction [Particulate Matter results in increased expression of NFKB1 protein] CTD PMID:33164846 NCBI chr 2:224,016,214...224,132,135
Ensembl chr 2:224,016,214...224,110,404 		JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO dieckol affects the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased expression of NFKBIA protein]; dieckol inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased phosphorylation of NFKBIA protein] CTD PMID:33347706 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941 		JBrowse link
G Nos2 nitric oxide synthase 2 decreases expression ISO dieckol results in decreased expression of NOS2 mRNA; dieckol results in decreased expression of NOS2 protein CTD PMID:19330880 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210 		JBrowse link
G Pcna proliferating cell nuclear antigen decreases expression ISO dieckol results in decreased expression of PCNA protein CTD PMID:33051972 PMID:36683349 PMID:37886886 NCBI chr 3:119,499,039...119,502,911
Ensembl chr 3:119,498,810...119,502,995 		JBrowse link
G Plau plasminogen activator, urokinase decreases expression ISO dieckol results in decreased expression of PLAU protein CTD PMID:31291034 NCBI chr15:3,456,230...3,462,732
Ensembl chr15:3,456,232...3,462,775 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases expression
multiple interactions		 ISO dieckol results in decreased expression of PTGS2 mRNA; dieckol results in decreased expression of PTGS2 protein
dieckol inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of PTGS2 mRNA]		 CTD PMID:19330880 PMID:33347706 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO dieckol inhibits the reaction [Particulate Matter results in increased expression of RELA protein] CTD PMID:33164846 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484 		JBrowse link
G Rps6kb1 ribosomal protein S6 kinase B1 decreases expression ISO dieckol results in decreased expression of RPS6KB1 protein CTD PMID:31291034 NCBI chr10:71,323,777...71,367,908
Ensembl chr10:71,323,777...71,367,908 		JBrowse link
G Stat3 signal transducer and activator of transcription 3 decreases expression ISO dieckol results in decreased expression of STAT3 protein CTD PMID:37886886 NCBI chr10:85,811,206...85,863,057
Ensembl chr10:85,811,218...85,863,057 		JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions ISO dieckol inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of TGFB1 mRNA] CTD PMID:33347706 NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847 		JBrowse link
G Tnf tumor necrosis factor multiple interactions
decreases expression		 ISO dieckol inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of TNF mRNA]; dieckol inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of TNF protein]
dieckol results in decreased expression of TNF protein
dieckol inhibits the reaction [Particulate Matter results in increased expression of TNF protein]		 CTD PMID:33051972 PMID:33164846 PMID:33347706 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Tp53 tumor protein p53 multiple interactions ISO dieckol inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased expression of TRP53 mRNA] CTD PMID:33347706 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524 		JBrowse link
G Twist1 twist family bHLH transcription factor 1 decreases expression ISO dieckol results in decreased expression of TWIST1 protein CTD PMID:31291034 NCBI chr 6:50,674,910...50,676,904
Ensembl chr 6:50,674,678...50,677,653 		JBrowse link
G Vim vimentin decreases expression ISO dieckol results in decreased expression of VIM protein CTD PMID:31291034 NCBI chr17:76,668,701...76,677,186
Ensembl chr17:76,668,647...76,677,187 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19890
    role 19839
      biological role 19858
        biochemical role 19566
          metabolite 19533
            dieckol 44
Path 2
Term Annotations click to browse term
  CHEBI ontology 19890
    subatomic particle 19867
      composite particle 19888
        hadron 19888
          baryon 19888
            nucleon 19867
              atomic nucleus 19888
                atom 19888
                  main group element atom 19806
                    p-block element atom 19806
                      carbon group element atom 19746
                        carbon atom 19743
                          organic molecular entity 19743
                            organic molecule 19714
                              organic cyclic compound 19485
                                organic aromatic compound 19350
                                  phenols 18641
                                    polyphenol 9438
                                      tannin 304
                                        phlorotannin 53
                                          dieckol 44
paths to the root