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ONTOLOGY REPORT - ANNOTATIONS


Term:masoprocol
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Accession:CHEBI:73468 term browser browse the term
Definition:The meso-form of nordihydroguaiaretic acid. An antioxidant found in the creosote bush, Larrea divaricata, it is a potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism. It also inhibits (though to a lesser extent) formyltetrahydrofolate synthetase, carboxylesterase, and cyclooxygenase.
Synonyms:exact_synonym: 4-[(2R,3S)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
 related_synonym: Actinex;   CHX-100;   Formula=C18H22O4;   InChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3/t11-,12+;   InChIKey=HCZKYJDFEPMADG-TXEJJXNPSA-N;   SMILES=C[C@@H](Cc1ccc(O)c(O)c1)[C@H](C)Cc1ccc(O)c(O)c1;   erythro-nordihydroguaiaretic acid;   masoprocolum;   meso-1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane;   meso-2,3-bis(3,4-dihydroxyphenylmethyl)butane;   meso-4,4'-(2,3-dimethyl-1,4-butanediyl)bis(pyrocatechol);   meso-4,4'-(2,3-dimethyltetramethylene)dipyrocatechol;   meso-4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol;   meso-NDGA;   meso-beta,gamma-dimethyl-alpha,delta-bis(3,4-dihydroxyphenyl)butan;   meso-nordihydroguaiaretic acid
 xref: CAS:27686-84-6 "ChemIDplus";   CAS:500-38-9 "KEGG COMPOUND";   DrugBank:DB00179;   Drug_Central:1637 "DrugCentral";   HMDB:HMDB0014325;   KEGG:C10719;   KEGG:D04862;   KNApSAcK:C00000693
 xref_mesh: MESH:D009637
 xref: PMID:10027587 "Europe PMC";   PMID:10206430 "Europe PMC";   PMID:10411373 "Europe PMC";   PMID:10950827 "Europe PMC";   PMID:11016888 "Europe PMC";   PMID:15814253 "Europe PMC";   PMID:18672930 "Europe PMC";   PMID:1869646 "Europe PMC";   PMID:8040425 "Europe PMC";   PMID:8412980 "Europe PMC";   PMID:9169274 "Europe PMC";   PMID:9617755 "Europe PMC";   Reaxys:2056826 "Reaxys";   Reaxys:9874298 "Reaxys";   Wikipedia:Masoprocol


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masoprocol term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Afp alpha-fetoprotein JBrowse link 14 19,141,755 19,159,919 RGD:6480464
G Akt1 AKT serine/threonine kinase 1 JBrowse link 6 137,218,398 137,239,970 RGD:6480464
G Alk ALK receptor tyrosine kinase JBrowse link 6 22,696,415 23,203,791 RGD:6480464
G Alox12 arachidonate 12-lipoxygenase, 12S type JBrowse link 10 56,851,734 56,864,049 RGD:6480464
G Alox15 arachidonate 15-lipoxygenase JBrowse link 10 56,953,692 56,962,145 RGD:6480464
G Alox5 arachidonate 5-lipoxygenase JBrowse link 4 148,398,004 148,446,308 RGD:6480464
G Ar androgen receptor JBrowse link X 67,656,253 67,828,998 RGD:6480464
G Bax BCL2 associated X, apoptosis regulator JBrowse link 1 101,451,801 101,457,207 RGD:6480464
G Bid BH3 interacting domain death agonist JBrowse link 4 153,439,812 153,465,247 RGD:6480464
G Casp3 caspase 3 JBrowse link 16 48,845,011 48,863,249 RGD:6480464
G Casp8 caspase 8 JBrowse link 9 65,614,142 65,662,624 RGD:6480464
G Casp9 caspase 9 JBrowse link 5 160,356,211 160,373,774 RGD:6480464
G Ccl5 C-C motif chemokine ligand 5 JBrowse link 10 70,739,764 70,744,303 RGD:6480464
G Ccnd1 cyclin D1 JBrowse link 1 218,090,750 218,100,447 RGD:6480464
G Cdh1 cadherin 1 JBrowse link 19 38,768,467 38,838,395 RGD:6480464
G Cdkn2a cyclin-dependent kinase inhibitor 2A JBrowse link 5 107,823,323 107,832,405 RGD:6480464
G Chuk component of inhibitor of nuclear factor kappa B kinase complex JBrowse link 1 263,848,829 263,884,354 RGD:6480464
G Cryab crystallin, alpha B JBrowse link 8 55,178,543 55,182,546 RGD:6480464
G Dio1 iodothyronine deiodinase 1 JBrowse link 5 126,894,837 126,911,532 RGD:6480464
G Dio2 iodothyronine deiodinase 2 JBrowse link 6 114,475,156 114,489,443 RGD:6480464
G Dio3 iodothyronine deiodinase 3 JBrowse link 6 134,627,278 134,629,139 RGD:6480464
G Erbb2 erb-b2 receptor tyrosine kinase 2 JBrowse link 10 86,367,596 86,391,728 RGD:6480464
G Esr1 estrogen receptor 1 JBrowse link 1 41,192,029 41,594,799 RGD:6480464
G Fas Fas cell surface death receptor JBrowse link 1 252,589,785 252,624,790 RGD:6480464
G Faslg Fas ligand JBrowse link 13 79,696,811 79,717,581 RGD:6480464
G Fn1 fibronectin 1 JBrowse link 9 78,900,111 78,969,018 RGD:6480464
G Fos Fos proto-oncogene, AP-1 transcription factor subunit JBrowse link 6 109,300,433 109,303,299 RGD:6480464
G Fpr1 formyl peptide receptor 1 JBrowse link 1 59,759,025 59,767,258 RGD:6480464
G Hmox1 heme oxygenase 1 JBrowse link 19 14,508,634 14,515,455 RGD:6480464
G Hsd11b2 hydroxysteroid 11-beta dehydrogenase 2 JBrowse link 19 37,476,083 37,481,326 RGD:6480464
G Igf1 insulin-like growth factor 1 JBrowse link 7 28,412,123 28,491,815 RGD:6480464
G Igf1r insulin-like growth factor 1 receptor JBrowse link 1 128,924,921 129,213,816 RGD:6480464
G Il1b interleukin 1 beta JBrowse link 3 121,876,256 121,882,637 RGD:6480464
G Il6 interleukin 6 JBrowse link 4 3,043,231 3,047,807 RGD:6480464
G Jun Jun proto-oncogene, AP-1 transcription factor subunit JBrowse link 5 114,011,184 114,014,277 RGD:6480464
G Kcna5 potassium voltage-gated channel subfamily A member 5 JBrowse link 4 159,077,195 159,079,003 RGD:6480464
G Krt1 keratin 1 JBrowse link 7 143,448,318 143,453,544 RGD:6480464
G Lhb luteinizing hormone subunit beta JBrowse link 1 101,409,992 101,413,725 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 Mapk8 mitogen-activated protein kinase 8 JBrowse link 16 9,620,854 9,709,342 RGD:6480464
G Mapk9 mitogen-activated protein kinase 9 JBrowse link 10 35,333,859 35,374,364 RGD:6480464
G Mmp13 matrix metallopeptidase 13 JBrowse link 8 5,522,739 5,533,018 RGD:6480464
G Myc MYC proto-oncogene, bHLH transcription factor JBrowse link 7 102,586,313 102,591,240 RGD:6480464
G Nfe2l2 nuclear factor, erythroid 2-like 2 JBrowse link 3 62,497,568 62,525,146 RGD:6480464
G Nfkbia NFKB inhibitor alpha JBrowse link 6 76,267,227 76,270,457 RGD:6480464
G Ngf nerve growth factor JBrowse link 2 204,886,158 204,939,523 RGD:6480464
G Ngfr nerve growth factor receptor JBrowse link 10 83,389,828 83,408,061 RGD:6480464
G Nos3 nitric oxide synthase 3 JBrowse link 4 7,321,908 7,342,404 RGD:6480464
G Odc1 ornithine decarboxylase 1 JBrowse link 6 42,852,529 42,859,142 RGD:6480464
G Otc ornithine carbamoyltransferase JBrowse link X 13,524,804 13,601,074 RGD:6480464
G Pcna proliferating cell nuclear antigen JBrowse link 3 124,880,698 124,884,570 RGD:6480464
G Por cytochrome p450 oxidoreductase JBrowse link 12 23,998,411 24,017,063 RGD:6480464
G Prl prolactin JBrowse link 17 39,814,236 39,824,299 RGD:6480464
G Ptgs2 prostaglandin-endoperoxide synthase 2 JBrowse link 13 67,351,230 67,356,920 RGD:6480464
G Rb1 RB transcriptional corepressor 1 JBrowse link 15 55,081,582 55,209,060 RGD:6480464
G Rela RELA proto-oncogene, NF-kB subunit JBrowse link 1 220,992,770 221,003,249 RGD:6480464
G Shbg sex hormone binding globulin JBrowse link 10 56,219,861 56,237,354 RGD:6480464
G Slc5a5 solute carrier family 5 member 5 JBrowse link 16 20,297,414 20,307,401 RGD:6480464
G Sod2 superoxide dismutase 2 JBrowse link 1 47,914,757 47,921,587 RGD:6480464
G Stat3 signal transducer and activator of transcription 3 JBrowse link 10 88,790,401 88,842,263 RGD:6480464
G Tgfb1 transforming growth factor, beta 1 JBrowse link 1 82,480,875 82,497,196 RGD:6480464
G Tnf tumor necrosis factor JBrowse link 20 5,189,382 5,192,000 RGD:6480464
G Tnfsf10 TNF superfamily member 10 JBrowse link 2 113,008,008 113,026,899 RGD:6480464
G Tp53 tumor protein p53 JBrowse link 10 56,186,299 56,198,449 RGD:6480464
G Trpv1 transient receptor potential cation channel, subfamily V, member 1 JBrowse link 10 59,799,123 59,824,208 RGD:6480464
G Tshb thyroid stimulating hormone subunit beta JBrowse link 2 205,207,799 205,215,199 RGD:6480464
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 JBrowse link 9 95,295,701 95,302,822 RGD:6480464
G Ugt1a8 UDP glucuronosyltransferase family 1 member A8 JBrowse link 9 95,221,474 95,302,822 RGD:6480464
G Ugt1a9 UDP glucuronosyltransferase family 1 member A9 JBrowse link 9 95,161,157 95,302,822 RGD:6480464
G Vegfa vascular endothelial growth factor A JBrowse link 9 17,340,341 17,355,681 RGD:6480464

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19657
    role 19601
      biological role 19599
        biochemical role 19130
          metabolite 19098
            masoprocol 71
Path 2
Term Annotations click to browse term
  CHEBI ontology 19657
    subatomic particle 19653
      composite particle 19653
        hadron 19653
          baryon 19653
            nucleon 19653
              atomic nucleus 19653
                atom 19653
                  main group element atom 19534
                    p-block element atom 19534
                      carbon group element atom 19417
                        carbon atom 19409
                          organic molecular entity 19409
                            organic molecule 19332
                              organic cyclic compound 19083
                                organic aromatic compound 18938
                                  phenols 17856
                                    benzenediols 5289
                                      catechols 2243
                                        nordihydroguaiaretic acid 71
                                          masoprocol 71
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.