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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:picropodophyllotoxin
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Accession:CHEBI:75251 term browser browse the term
Definition:An organic heterotetracyclic compound that has a furonaphthodioxole skeleton bearing 3,4,5-trimethoxyphenyl and hydroxy substituents.
Synonyms:exact_synonym: (5R,5aS,8aR,9R)-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
 related_synonym: Formula=C22H22O8;   InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18+,19+,20-/m0/s1;   InChIKey=YJGVMLPVUAXIQN-HAEOHBJNSA-N;   Picropodophyllin;   SMILES=[H][C@]12COC(=O)[C@@]1([H])[C@H](c1cc(OC)c(OC)c(OC)c1)c1cc3OCOc3cc1[C@@H]2O
 alt_id: CHEBI:8204;   MESH:C415032
 xref: CAS:477-47-4;   HMDB:HMDB0031452;   KEGG:C10871;   KNApSAcK:C00002619
 xref_mesh: MESH:C415032
 xref: PMID:19070483;   PMID:19115065;   PMID:20150364;   PMID:21251888;   PMID:21330319;   PMID:21423728;   PMID:21968616;   PMID:22159423;   PMID:22215905;   PMID:22392915;   PMID:22495823;   PMID:23515289;   PMID:23624780;   PMID:23665331;   PMID:23699657;   PMID:23710710;   PMID:23797814;   PMID:24182354;   PMID:24406046;   PMID:25163779;   PMID:26021470;   PMID:26323364;   Patent:WO2012047172;   Reaxys:99161


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picropodophyllotoxin 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 ISO picropodophyllin inhibits the reaction [Cadmium Chloride results in increased cleavage of AKT1 protein] CTD PMID:25118938 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Birc5 baculoviral IAP repeat-containing 5 decreases expression ISO picropodophyllin results in decreased expression of BIRC5 protein CTD PMID:16166596 NCBI chr10:103,072,530...103,081,382
Ensembl chr10:103,073,408...103,081,380
JBrowse link
G Cdk1 cyclin-dependent kinase 1 decreases activity ISO picropodophyllin results in decreased activity of CDK1 protein CTD PMID:16166596 NCBI chr20:19,266,226...19,281,417
Ensembl chr20:19,266,248...19,281,408
JBrowse link
G Foxo3 forkhead box O3 multiple interactions ISO [picropodophyllin results in decreased activity of IGF1R protein] inhibits the reaction [Cadmium Chloride results in decreased activity of FOXO3 protein]; [picropodophyllin results in decreased activity of IGF1R protein] inhibits the reaction [Cadmium Chloride results in increased phosphorylation of FOXO3 protein] CTD PMID:23673518 NCBI chr20:45,669,708...45,764,606
Ensembl chr20:45,672,995...45,764,561
JBrowse link
G Igf1 insulin-like growth factor 1 multiple interactions ISO [picropodophyllin co-treated with IGF1 protein] results in increased expression of TNF mRNA; [picropodophyllin co-treated with Lipopolysaccharides] inhibits the reaction [IGF1 protein results in decreased expression of IL1B mRNA]; [picropodophyllin co-treated with Lipopolysaccharides] inhibits the reaction [IGF1 protein results in decreased expression of IL6 mRNA]; [picropodophyllin co-treated with Lipopolysaccharides] inhibits the reaction [IGF1 protein results in decreased expression of TLR4 mRNA]; [picropodophyllin co-treated with Lipopolysaccharides] inhibits the reaction [IGF1 protein results in decreased expression of TNF mRNA]; picropodophyllin inhibits the reaction [IGF1 protein results in decreased expression of TLR4 mRNA]; picropodophyllin inhibits the reaction [IGF1 protein results in increased expression of IL1B mRNA]; picropodophyllin promotes the reaction [IGF1 protein results in increased expression of IL6 mRNA] CTD PMID:21371294 NCBI chr 7:22,282,895...22,361,972
Ensembl chr 7:22,282,930...22,359,296
JBrowse link
G Igf1r insulin-like growth factor 1 receptor decreases activity
multiple interactions
ISO picropodophyllin results in decreased activity of IGF1R protein
picropodophyllin binds to and results in decreased activity of IGF1R protein
[picropodophyllin results in decreased activity of IGF1R protein] inhibits the reaction [Cadmium Chloride results in decreased activity of FOXO3 protein]; [picropodophyllin results in decreased activity of IGF1R protein] inhibits the reaction [Cadmium Chloride results in increased phosphorylation of FOXO3 protein]
CTD PMID:16166596 PMID:21371294 PMID:23673518 NCBI chr 1:121,549,839...121,838,545
Ensembl chr 1:121,550,743...121,831,777
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO [picropodophyllin co-treated with Lipopolysaccharides] inhibits the reaction [IGF1 protein results in decreased expression of IL1B mRNA]; [picropodophyllin co-treated with Lipopolysaccharides] results in increased expression of IL1B mRNA; picropodophyllin inhibits the reaction [IGF1 protein results in increased expression of IL1B mRNA] CTD PMID:21371294 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
increases expression
ISO [picropodophyllin co-treated with Lipopolysaccharides] inhibits the reaction [IGF1 protein results in decreased expression of IL6 mRNA]; [picropodophyllin co-treated with Lipopolysaccharides] results in increased expression of IL6 mRNA; picropodophyllin promotes the reaction [IGF1 protein results in increased expression of IL6 mRNA]
picropodophyllin results in increased expression of IL6 mRNA
CTD PMID:21371294 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Mapk1 mitogen activated protein kinase 1 decreases phosphorylation ISO picropodophyllin results in decreased phosphorylation of MAPK1 protein CTD PMID:16166596 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 decreases phosphorylation ISO picropodophyllin results in decreased phosphorylation of MAPK3 protein CTD PMID:16166596 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mcl1 MCL1 apoptosis regulator, BCL2 family member decreases expression ISO picropodophyllin results in decreased expression of MCL1 protein CTD PMID:16166596 NCBI chr 2:183,219,137...183,235,676
Ensembl chr 2:183,219,220...183,222,303
JBrowse link
G Mmp2 matrix metallopeptidase 2 multiple interactions ISO picropodophyllin inhibits the reaction [[perfluorooctanoic acid co-treated with perfluorooctane sulfonic acid co-treated with Dichlorodiphenyl Dichloroethylene co-treated with 2,4,5,2',4',5'-hexachlorobiphenyl co-treated with Hexachlorobenzene] results in increased activity of MMP2 protein] CTD PMID:33571556 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870
JBrowse link
G Notch1 notch receptor 1 multiple interactions ISO picropodophyllin inhibits the reaction [Cadmium Chloride results in increased cleavage of NOTCH1 protein] CTD PMID:25118938 NCBI chr 3:9,277,955...9,323,531
Ensembl chr 3:9,278,086...9,323,531
JBrowse link
G Nr1h4 nuclear receptor subfamily 1, group H, member 4 multiple interactions ISO picropodophyllin inhibits the reaction [pregna-4,17-diene-3,16-dione results in decreased activity of NR1H4 protein] CTD PMID:25257666 NCBI chr 7:23,846,122...23,942,085
Ensembl chr 7:23,846,122...23,942,047
JBrowse link
G Tlr4 toll-like receptor 4 multiple interactions ISO [picropodophyllin co-treated with Lipopolysaccharides] inhibits the reaction [IGF1 protein results in decreased expression of TLR4 mRNA]; picropodophyllin inhibits the reaction [IGF1 protein results in decreased expression of TLR4 mRNA] CTD PMID:21371294 NCBI chr 5:80,145,867...80,159,501
Ensembl chr 5:80,145,826...80,159,628
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO [picropodophyllin co-treated with IGF1 protein] results in increased expression of TNF mRNA; [picropodophyllin co-treated with Lipopolysaccharides] inhibits the reaction [IGF1 protein results in decreased expression of TNF mRNA] CTD PMID:21371294 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      application 19481
        pharmaceutical 19329
          drug 19329
            antineoplastic agent 17317
              picropodophyllotoxin 16
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic molecule 19569
                              organic cyclic compound 19360
                                organic heterocyclic compound 18591
                                  organic heteropolycyclic compound 18064
                                    organic heterotetracyclic compound 9069
                                      furonaphthodioxole 666
                                        picropodophyllotoxin 16
paths to the root