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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:osthole
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Accession:CHEBI:69832 term browser browse the term
Definition:A botanical anti-fungal agent that has formula C15H16O3.
Synonyms:related_synonym: 2H-1-Benzopyran-2-one, 7-methoxy-8-(3-methyl-2-butenyl)-;   Coumarin, 7-methoxy-8-(3-methyl-2-butenyl)-;   Formula=C15H16O3;   InChI=1S/C15H16O3/c1-10(2)4-7-12-13(17-3)8-5-11-6-9-14(16)18-15(11)12/h4-6,8-9H,7H2,1-3H3;   InChIKey=MBRLOUHOWLUMFF-UHFFFAOYSA-N;   SMILES=COc1ccc2ccc(=O)oc2c1CC=C(C)C
 xref: CAS:484-12-8;   KEGG:C09280;   KNApSAcK:C00002488;   LINCS:LSM-3762
 xref_mesh: MESH:C046627
 xref: PMID:21627108


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osthole term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Acsl1 acyl-CoA synthetase long-chain family member 1 increases expression ISO osthol results in increased expression of ACSL1 mRNA CTD PMID:19682441 NCBI chr16:48,937,456...49,003,898
Ensembl chr16:48,937,456...49,003,246
JBrowse link
G Akt1 AKT serine/threonine kinase 1 decreases phosphorylation ISO osthol results in decreased phosphorylation of AKT1 protein CTD PMID:31870840 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
JBrowse link
G Bak1 BCL2-antagonist/killer 1 increases expression ISO osthol results in increased expression of BAK1 protein CTD PMID:29319219 NCBI chr20:5,609,620...5,618,899
Ensembl chr20:5,609,625...5,618,260
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO osthol results in increased expression of BAX protein CTD PMID:29319219, PMID:31870840 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression ISO osthol results in decreased expression of BCL2 protein CTD PMID:29319219, PMID:31870840 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Bcl2l11 BCL2 like 11 increases expression ISO osthol results in increased expression of BCL2L11 protein alternative form CTD PMID:29319219 NCBI chr 3:120,726,906...120,764,192
Ensembl chr 3:120,726,906...120,764,192
JBrowse link
G Bid BH3 interacting domain death agonist increases expression ISO osthol results in increased expression of BID protein modified form CTD PMID:29319219 NCBI chr 4:153,439,812...153,465,247
Ensembl chr 4:153,442,218...153,465,203
JBrowse link
G Birc5 baculoviral IAP repeat-containing 5 decreases expression ISO osthol results in decreased expression of BIRC5 protein CTD PMID:31870840 NCBI chr10:106,856,097...106,864,419
Ensembl chr10:106,856,097...106,864,413
JBrowse link
G Casp3 caspase 3 increases cleavage ISO osthol results in increased cleavage of CASP3 protein CTD PMID:29319219, PMID:31870840 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp8 caspase 8 increases cleavage ISO osthol results in increased cleavage of CASP8 protein CTD PMID:29319219 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
JBrowse link
G Casp9 caspase 9 increases cleavage ISO osthol results in increased cleavage of CASP9 protein CTD PMID:29319219, PMID:31870840 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Ccnb1 cyclin B1 decreases expression ISO osthol results in decreased expression of CCNB1 protein CTD PMID:31870840 NCBI chr 2:30,782,133...30,791,106
Ensembl chr 2:30,783,915...30,791,221
JBrowse link
G Cdk1 cyclin-dependent kinase 1 decreases expression ISO osthol results in decreased expression of CDK1 protein CTD PMID:31870840 NCBI chr20:20,576,341...20,591,510
Ensembl chr20:20,576,377...20,591,549
JBrowse link
G Cebpa CCAAT/enhancer binding protein alpha increases expression ISO osthol results in increased expression of CEBPA mRNA CTD PMID:19682441 NCBI chr 1:91,363,492...91,366,164
Ensembl chr 1:91,363,492...91,366,164
JBrowse link
G Cpt1a carnitine palmitoyltransferase 1A increases expression ISO osthol results in increased expression of CPT1A mRNA CTD PMID:19682441 NCBI chr 1:218,568,157...218,629,679
Ensembl chr 1:218,569,510...218,629,678
JBrowse link
G Fabp4 fatty acid binding protein 4 increases expression ISO osthol results in increased expression of FABP4 mRNA CTD PMID:19682441 NCBI chr 2:93,792,666...93,797,267
Ensembl chr 2:93,792,601...93,797,305
JBrowse link
G Fadd Fas associated via death domain increases expression ISO osthol results in increased expression of FADD protein CTD PMID:29319219 NCBI chr 1:217,746,176...217,748,581
Ensembl chr 1:217,742,929...217,748,628
JBrowse link
G Fas Fas cell surface death receptor increases expression ISO osthol results in increased expression of FAS protein CTD PMID:29319219 NCBI chr 1:252,589,785...252,624,790
Ensembl chr 1:252,589,785...252,624,790
JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation ISO osthol results in increased phosphorylation of MAPK1 protein CTD PMID:29319219 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 increases phosphorylation ISO osthol results in increased phosphorylation of MAPK3 protein CTD PMID:29319219 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 increases phosphorylation ISO osthol results in increased phosphorylation of MAPK8 protein CTD PMID:29319219 NCBI chr16:9,620,854...9,709,342
Ensembl chr16:9,625,177...9,709,347
JBrowse link
G Mapk9 mitogen-activated protein kinase 9 increases phosphorylation ISO osthol results in increased phosphorylation of MAPK9 protein CTD PMID:29319219 NCBI chr10:35,333,859...35,374,364
Ensembl chr10:35,333,859...35,374,355
JBrowse link
G Mki67 marker of proliferation Ki-67 decreases expression ISO osthol results in decreased expression of MKI67 protein CTD PMID:31870840 NCBI chr 1:207,993,895...208,020,454
Ensembl chr 1:207,993,895...208,020,454
JBrowse link
G Mmp2 matrix metallopeptidase 2 decreases activity ISO osthol results in decreased activity of MMP2 protein CTD PMID:22503731 NCBI chr19:15,542,771...15,570,589
Ensembl chr19:15,542,765...15,570,611
JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions
decreases expression
ISO osthol inhibits the reaction [RELA protein binds to MMP9 promoter]; osthol results in decreased activity of and results in decreased expression of MMP9 protein
osthol results in decreased expression of MMP9 mRNA
CTD PMID:22503731 NCBI chr 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions
decreases phosphorylation
decreases degradation
ISO benzyloxycarbonylleucyl-leucyl-leucine aldehyde inhibits the reaction [osthol results in decreased phosphorylation of and results in decreased degradation of NFKBIA protein]
osthol results in decreased phosphorylation of NFKBIA protein
osthol results in decreased degradation of NFKBIA protein
CTD PMID:22503731 NCBI chr 6:76,267,227...76,270,457
Ensembl chr 6:76,267,228...76,270,457
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage
multiple interactions
decreases expression
ISO osthol results in increased cleavage of PARP1 protein
osthol results in decreased expression of and results in increased cleavage of PARP1 protein
osthol results in decreased expression of PARP1 protein
CTD PMID:29319219, PMID:31870840 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link
G Ppara peroxisome proliferator activated receptor alpha increases expression
multiple interactions
ISO osthol results in increased expression of PPARA mRNA; osthol results in increased expression of PPARA protein
osthol inhibits the reaction [Isoproterenol results in decreased expression of PPARA mRNA]
CTD PMID:19682441, PMID:21854795 NCBI chr 7:126,618,872...126,687,282
Ensembl chr 7:126,619,196...126,681,752
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma increases expression
multiple interactions
ISO osthol results in increased expression of PPARG mRNA; osthol results in increased expression of PPARG protein
osthol inhibits the reaction [Isoproterenol results in decreased expression of PPARG mRNA]
CTD PMID:19682441, PMID:21854795 NCBI chr 4:147,274,055...147,399,383
Ensembl chr 4:147,274,107...147,399,380
JBrowse link
G Pten phosphatase and tensin homolog increases expression ISO osthol results in increased expression of PTEN protein CTD PMID:31870840 NCBI chr 1:251,421,814...251,487,634
Ensembl chr 1:251,421,596...251,487,832
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions
affects localization
ISO osthol inhibits the reaction [Isoproterenol results in increased expression of RELA protein]
osthol affects the localization of RELA protein
osthol inhibits the reaction [RELA protein binds to MMP9 promoter]
CTD PMID:21854795, PMID:22503731 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Ripk1 receptor interacting serine/threonine kinase 1 increases expression ISO osthol results in increased expression of RIPK1 protein CTD PMID:29319219 NCBI chr17:31,537,580...31,569,904
Ensembl chr17:31,537,591...31,569,904
JBrowse link
G Smad2 SMAD family member 2 multiple interactions ISO [platycodin D co-treated with osthol] inhibits the reaction [TGFB1 protein results in increased phosphorylation of SMAD2 protein]; [platycodin D co-treated with osthol] results in decreased expression of SMAD2 mRNA; [platycodin D co-treated with osthol] results in decreased expression of SMAD2 protein CTD PMID:23603464 NCBI chr18:72,550,107...72,612,078
Ensembl chr18:72,550,219...72,612,078
JBrowse link
G Smad3 SMAD family member 3 multiple interactions ISO [platycodin D co-treated with osthol] inhibits the reaction [TGFB1 protein results in increased phosphorylation of SMAD3 protein]; [platycodin D co-treated with osthol] results in decreased expression of SMAD3 mRNA; [platycodin D co-treated with osthol] results in decreased expression of SMAD3 protein CTD PMID:23603464 NCBI chr 8:68,569,530...68,678,349
Ensembl chr 8:68,569,530...68,678,349
JBrowse link
G Smad4 SMAD family member 4 multiple interactions ISO [platycodin D co-treated with osthol] results in decreased expression of SMAD4 mRNA; [platycodin D co-treated with osthol] results in decreased expression of SMAD4 protein CTD PMID:23603464 NCBI chr18:69,626,682...69,657,373
Ensembl chr18:69,627,757...69,671,199
JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions ISO osthol inhibits the reaction [Isoproterenol results in increased expression of TGFB1 mRNA]; osthol inhibits the reaction [Isoproterenol results in increased expression of TGFB1 protein]
[platycodin D co-treated with osthol] inhibits the reaction [TGFB1 protein results in increased phosphorylation of SMAD2 protein]; [platycodin D co-treated with osthol] inhibits the reaction [TGFB1 protein results in increased phosphorylation of SMAD3 protein]
CTD PMID:21854795, PMID:23603464 NCBI chr 1:82,480,875...82,497,196
Ensembl chr 1:82,480,195...82,497,199
JBrowse link
G Tgfbr2 transforming growth factor, beta receptor 2 multiple interactions ISO [platycodin D co-treated with osthol] results in decreased expression of TGFBR2 mRNA; [platycodin D co-treated with osthol] results in decreased expression of TGFBR2 protein CTD PMID:23603464 NCBI chr 8:124,310,288...124,399,345
Ensembl chr 8:124,312,754...124,399,494
JBrowse link
G Tnfrsf1a TNF receptor superfamily member 1A increases expression ISO osthol results in increased expression of TNFRSF1A protein CTD PMID:29319219 NCBI chr 4:157,864,905...157,877,634
Ensembl chr 4:157,864,969...157,877,633
JBrowse link
G Tnfrsf1b TNF receptor superfamily member 1B increases expression ISO osthol results in increased expression of TNFRSF1B protein CTD PMID:29319219 NCBI chr 5:163,136,390...163,167,299
Ensembl chr 5:163,136,390...163,167,299
JBrowse link
G Tnfrsf26 tumor necrosis factor receptor superfamily, member 26 increases expression ISO osthol results in increased expression of TNFRSF10D protein CTD PMID:29319219 NCBI chr 1:216,808,642...216,829,361
Ensembl chr 1:216,808,632...216,828,651
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      biological role 19734
        biochemical role 19282
          metabolite 19263
            osthole 40
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic molecule 19488
                              organic cyclic compound 19285
                                organic heterocyclic compound 18410
                                  oxacycle 17185
                                    benzopyran 10135
                                      1-benzopyran 9851
                                        chromenes 931
                                          chromenone 851
                                            coumarins 573
                                              osthole 40
paths to the root

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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.