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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:antroquinonol
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Accession:CHEBI:65415 term browser browse the term
Definition:An enone that is cyclohex-2-en-1-one substituted by a hydroxy group at position 4, methoxy groups at positions 2 and 3, a methyl group at position 6 and a (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl group at position 5 (the 4R,5R,6R stereoisomer). It is isolated from the solid-state fermented mycelium of the fungus Antrodia camphorata and has been found to exhibit potent cytotoxicity against a number of human cancer cell lines. However, a synthesis-enabled biological re-examination published in 2016, revealed minimal in vitro and in vivo antitumour activity in preclinical models.
Synonyms:exact_synonym: (4R,5R,6R)-4-hydroxy-2,3-dimethoxy-6-methyl-5-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]cyclohex-2-en-1-one
 related_synonym: Formula=C24H38O4;   InChI=1S/C24H38O4/c1-16(2)10-8-11-17(3)12-9-13-18(4)14-15-20-19(5)21(25)23(27-6)24(28-7)22(20)26/h10,12,14,19-20,22,26H,8-9,11,13,15H2,1-7H3/b17-12+,18-14+/t19-,20-,22-/m1/s1;   InChIKey=LJTSIMVOOOLKOL-FNRDIUJOSA-N;   SMILES=COC1=C(OC)C(=O)[C@H](C)[C@@H](C\\C=C(/C)CC\\C=C(/C)CCC=C(C)C)[C@H]1O
 xref_mesh: MESH:C545357
 xref: PMID:17932820;   PMID:19723512;   PMID:21540101;   PMID:21840189;   PMID:21905011;   PMID:25679542;   PMID:25875221;   PMID:26039178;   PMID:27163023;   PMID:27997180;   Reaxys:11257757


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antroquinonol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ccnd1 cyclin D1 multiple interactions ISO antroquinonol results in decreased expression of and results in decreased localization of CCND1 protein CTD PMID:19723512 NCBI chr 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325
JBrowse link
G Ccne1 cyclin E1 multiple interactions ISO antroquinonol results in decreased expression of and results in decreased localization of CCNE1 protein CTD PMID:19723512 NCBI chr 1:94,485,830...94,495,112
Ensembl chr 1:94,485,832...94,494,980
JBrowse link
G Cdh1 cadherin 1 multiple interactions ISO antroquinonol inhibits the reaction [Tetradecanoylphorbol Acetate results in decreased expression of CDH1 protein] CTD PMID:25656647 NCBI chr19:38,768,467...38,838,395
Ensembl chr19:38,768,467...38,838,395
JBrowse link
G Cdh2 cadherin 2 multiple interactions ISO antroquinonol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of CDH2 protein] CTD PMID:25656647 NCBI chr18:8,146,971...8,366,037
Ensembl chr18:8,146,971...8,360,684
JBrowse link
G Cdk2 cyclin dependent kinase 2 multiple interactions ISO antroquinonol results in decreased expression of and results in decreased localization of CDK2 protein CTD PMID:19723512 NCBI chr 7:3,124,953...3,132,533
Ensembl chr 7:3,124,954...3,132,457
JBrowse link
G Cdk4 cyclin-dependent kinase 4 multiple interactions ISO antroquinonol results in decreased expression of and results in decreased localization of CDK4 protein CTD PMID:19723512 NCBI chr 7:70,345,971...70,352,689
Ensembl chr 7:70,349,863...70,352,418
JBrowse link
G Eif4ebp1 eukaryotic translation initiation factor 4E binding protein 1 decreases phosphorylation ISO antroquinonol results in decreased phosphorylation of EIF4EBP1 protein CTD PMID:19723512 NCBI chr16:68,954,860...68,968,248
Ensembl chr16:68,954,875...68,968,248
JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit multiple interactions
decreases expression
ISO antroquinonol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of JUN protein]
antroquinonol results in decreased expression of JUN protein
CTD PMID:25656647 NCBI chr 5:114,011,184...114,014,277
Ensembl chr 5:114,011,189...114,014,277
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
decreases phosphorylation
ISO antroquinonol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased phosphorylation of MAPK1 protein]
antroquinonol results in decreased phosphorylation of MAPK1 protein
CTD PMID:25656647 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions
decreases phosphorylation
ISO antroquinonol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased phosphorylation of MAPK3 protein]
antroquinonol results in decreased phosphorylation of MAPK3 protein
CTD PMID:25656647 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions ISO antroquinonol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of MMP9 mRNA]; antroquinonol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of MMP9 protein] CTD PMID:25656647 NCBI chr 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
JBrowse link
G Mtor mechanistic target of rapamycin kinase decreases phosphorylation ISO antroquinonol results in decreased phosphorylation of MTOR protein CTD PMID:19723512 NCBI chr 5:165,263,813...165,373,967
Ensembl chr 5:165,263,800...165,373,967
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO antroquinonol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased phosphorylation of NFKBIA protein] CTD PMID:25656647 NCBI chr 6:76,267,227...76,270,457
Ensembl chr 6:76,267,228...76,270,457
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions
decreases phosphorylation
ISO antroquinonol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased phosphorylation of RELA protein]
antroquinonol results in decreased phosphorylation of RELA protein
CTD PMID:25656647 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Snai1 snail family transcriptional repressor 1 multiple interactions ISO antroquinonol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of SNAI1 protein] CTD PMID:25656647 NCBI chr 3:164,274,710...164,279,199
Ensembl chr 3:164,274,710...164,279,378
JBrowse link
G Tsc1 TSC complex subunit 1 multiple interactions ISO antroquinonol promotes the reaction [TSC2 protein binds to TSC1 protein] CTD PMID:19723512 NCBI chr 3:7,219,955...7,269,063
Ensembl chr 3:7,237,192...7,265,145
JBrowse link
G Tsc2 TSC complex subunit 2 multiple interactions ISO antroquinonol promotes the reaction [TSC2 protein binds to TSC1 protein] CTD PMID:19723512 NCBI chr10:13,962,006...13,996,684
Ensembl chr10:13,961,947...13,996,584
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      application 19391
        pharmaceutical 19272
          drug 19272
            antineoplastic agent 16982
              antroquinonol 17
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic group 18493
                              organic divalent group 18486
                                organodiyl group 18486
                                  carbonyl group 18389
                                    carbonyl compound 18389
                                      ketone 16140
                                        alpha,beta-unsaturated ketone 8519
                                          enone 8519
                                            antroquinonol 17
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