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ONTOLOGY REPORT - ANNOTATIONS


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 "Europe PMC";   PMID:19723512 "Europe PMC";   PMID:21540101 "Europe PMC";   PMID:21840189 "Europe PMC";   PMID:21905011 "Europe PMC";   PMID:25679542 "Europe PMC";   PMID:25875221 "Europe PMC";   PMID:26039178 "Europe PMC";   PMID:27163023 "Europe PMC";   PMID:27997180 "Europe PMC";   Reaxys:11257757 "Reaxys"


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antroquinonol term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Ccnd1 cyclin D1 JBrowse link 1 218,090,750 218,100,447 RGD:6480464
G Ccne1 cyclin E1 JBrowse link 1 94,485,830 94,495,112 RGD:6480464
G Cdh1 cadherin 1 JBrowse link 19 38,768,467 38,838,395 RGD:6480464
G Cdh2 cadherin 2 JBrowse link 18 8,146,971 8,366,037 RGD:6480464
G Cdk2 cyclin dependent kinase 2 JBrowse link 7 3,124,953 3,132,533 RGD:6480464
G Cdk4 cyclin-dependent kinase 4 JBrowse link 7 70,345,971 70,352,689 RGD:6480464
G Eif4ebp1 eukaryotic translation initiation factor 4E binding protein 1 JBrowse link 16 68,954,860 68,968,248 RGD:6480464
G Jun Jun proto-oncogene, AP-1 transcription factor subunit JBrowse link 5 114,011,184 114,014,277 RGD:6480464
G Mapk1 mitogen activated protein kinase 1 JBrowse link 11 88,203,863 88,273,301 RGD:6480464
G Mapk3 mitogen activated protein kinase 3 JBrowse link 1 198,192,773 198,198,975 RGD:6480464
G Mmp9 matrix metallopeptidase 9 JBrowse link 3 161,413,410 161,421,473 RGD:6480464
G Mtor mechanistic target of rapamycin kinase JBrowse link 5 165,263,813 165,373,967 RGD:6480464
G Nfkbia NFKB inhibitor alpha JBrowse link 6 76,267,227 76,270,457 RGD:6480464
G Rela RELA proto-oncogene, NF-kB subunit JBrowse link 1 220,992,770 221,003,249 RGD:6480464
G Snai1 snail family transcriptional repressor 1 JBrowse link 3 164,274,710 164,279,199 RGD:6480464
G Tsc1 TSC complex subunit 1 JBrowse link 3 7,219,955 7,269,063 RGD:6480464
G Tsc2 TSC complex subunit 2 JBrowse link 10 13,962,006 13,996,684 RGD:6480464

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19669
    role 19613
      application 19235
        pharmaceutical 19097
          drug 19097
            antineoplastic agent 16555
              antroquinonol 17
Path 2
Term Annotations click to browse term
  CHEBI ontology 19669
    subatomic particle 19665
      composite particle 19665
        hadron 19665
          baryon 19665
            nucleon 19665
              atomic nucleus 19665
                atom 19665
                  main group element atom 19545
                    p-block element atom 19545
                      carbon group element atom 19428
                        carbon atom 19420
                          organic molecular entity 19420
                            organic group 18343
                              organic divalent group 18334
                                organodiyl group 18334
                                  carbonyl group 18222
                                    carbonyl compound 18222
                                      ketone 15789
                                        alpha,beta-unsaturated ketone 8385
                                          enone 8385
                                            antroquinonol 17
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.