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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 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
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 1:90,781,947...90,791,188
Ensembl chr 1:90,781,949...90,791,101
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 chr19:34,492,371...34,561,775
Ensembl chr19:34,492,371...34,561,775
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 chr18:7,776,704...7,990,934
Ensembl chr18:7,776,704...7,990,167
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 7:1,129,878...1,137,431
Ensembl chr 7:1,129,811...1,137,403
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 7:62,885,647...62,889,562
Ensembl chr 7:62,883,105...62,942,403
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 chr16:64,792,595...64,805,984
Ensembl chr16:64,790,226...64,805,984
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 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
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 chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions
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 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
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 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
JBrowse link
G Mtor mechanistic target of rapamycin kinase decreases phosphorylation ISO antroquinonol results in decreased phosphorylation of MTOR protein CTD PMID:19723512 NCBI chr 5:158,884,856...158,994,311
Ensembl chr 5:158,884,804...158,994,311
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 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941
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 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
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 3:156,248,479...156,252,969
Ensembl chr 3:156,248,485...156,252,969
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 3:11,969,547...12,018,591
Ensembl chr 3:11,979,729...12,015,674
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 chr10:13,621,135...13,655,773
Ensembl chr10:13,621,136...13,655,951
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
              antroquinonol 17
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 group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      ketone 16923
                                        alpha,beta-unsaturated ketone 9266
                                          enone 9266
                                            antroquinonol 17
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