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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 chr16:45,755,246...45,821,541
Ensembl chr16:45,755,254...45,821,541
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 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Bak1 BCL2-antagonist/killer 1 increases expression ISO osthol results in increased expression of BAK1 protein CTD PMID:29319219 NCBI chr20:5,100,480...5,109,669
Ensembl chr20:5,100,480...5,109,264
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression
multiple interactions
ISO
EXP
osthol results in increased expression of BAX protein
3-methyladenine inhibits the reaction [osthol inhibits the reaction [Antineoplastic Agents, Immunological results in increased expression of BAX protein]]; osthol inhibits the reaction [Antineoplastic Agents, Immunological results in increased expression of BAX protein]; SB 203580 inhibits the reaction [osthol inhibits the reaction [Antineoplastic Agents, Immunological results in increased expression of BAX protein]]
CTD PMID:29319219 PMID:31870840 PMID:37769856 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression ISO osthol results in decreased expression of BCL2 protein CTD PMID:29319219 PMID:31870840 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743
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 3:115,366,783...115,404,068
Ensembl chr 3:115,366,646...115,404,068
JBrowse link
G Becn1 beclin 1 multiple interactions EXP 3-methyladenine inhibits the reaction [osthol inhibits the reaction [Antineoplastic Agents, Immunological results in decreased expression of BECN1 protein]]; osthol inhibits the reaction [Antineoplastic Agents, Immunological results in decreased expression of BECN1 protein]; SB 203580 inhibits the reaction [osthol inhibits the reaction [Antineoplastic Agents, Immunological results in decreased expression of BECN1 protein]] CTD PMID:37769856 NCBI chr10:86,231,387...86,246,742
Ensembl chr10:86,231,388...86,246,742
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 4:154,113,198...154,136,353
Ensembl chr 4:154,113,198...154,134,720
JBrowse link
G Birc5 baculoviral IAP repeat-containing 5 decreases expression ISO osthol results in decreased expression of BIRC5 protein CTD PMID:31870840 NCBI chr10:103,072,530...103,081,382
Ensembl chr10:103,073,408...103,081,380
JBrowse link
G Casp3 caspase 3 increases cleavage
multiple interactions
ISO
EXP
osthol results in increased cleavage of CASP3 protein
3-methyladenine inhibits the reaction [osthol inhibits the reaction [Antineoplastic Agents, Immunological results in increased expression of CASP3 protein]]; osthol inhibits the reaction [Antineoplastic Agents, Immunological results in increased expression of CASP3 protein]; SB 203580 inhibits the reaction [osthol inhibits the reaction [Antineoplastic Agents, Immunological results in increased expression of CASP3 protein]]
CTD PMID:29319219 PMID:31870840 PMID:37769856 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp8 caspase 8 increases cleavage ISO osthol results in increased cleavage of CASP8 protein CTD PMID:29319219 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Casp9 caspase 9 increases cleavage ISO osthol results in increased cleavage of CASP9 protein CTD PMID:29319219 PMID:31870840 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Ccnb1 cyclin B1 decreases expression ISO osthol results in decreased expression of CCNB1 protein CTD PMID:31870840 NCBI chr 2:31,912,190...31,921,163
Ensembl chr 2:31,912,193...31,921,172
JBrowse link
G Cdk1 cyclin-dependent kinase 1 decreases expression ISO osthol results in decreased expression of CDK1 protein CTD PMID:31870840 NCBI chr20:19,266,226...19,281,417
Ensembl chr20:19,266,248...19,281,408
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 1:87,759,631...87,762,303
Ensembl chr 1:87,759,433...87,762,412
JBrowse link
G Cpt1a carnitine palmitoyltransferase 1A increases expression ISO osthol results in increased expression of CPT1A mRNA CTD PMID:19682441 NCBI chr 1:200,564,634...200,627,059
Ensembl chr 1:200,565,613...200,627,055
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 2:91,580,879...91,585,567
Ensembl chr 2:91,580,885...91,585,578
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 1:199,743,200...199,745,746
Ensembl chr 1:199,739,994...199,745,653
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 1:231,798,963...231,832,591
Ensembl chr 1:231,798,960...231,832,591
JBrowse link
G Map1lc3b microtubule-associated protein 1 light chain 3 beta multiple interactions EXP 3-methyladenine inhibits the reaction [osthol inhibits the reaction [Antineoplastic Agents, Immunological results in decreased lipidation of MAP1LC3B protein]]; osthol inhibits the reaction [Antineoplastic Agents, Immunological results in decreased lipidation of MAP1LC3B protein]; SB 203580 inhibits the reaction [osthol inhibits the reaction [Antineoplastic Agents, Immunological results in decreased lipidation of MAP1LC3B protein]] CTD PMID:37769856 NCBI chr19:49,665,795...49,673,655
Ensembl chr19:49,665,791...49,677,690
JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation ISO osthol results in increased phosphorylation of MAPK1 protein CTD PMID:29319219 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk14 mitogen activated protein kinase 14 multiple interactions EXP osthol inhibits the reaction [Antineoplastic Agents, Immunological results in decreased phosphorylation of MAPK14 protein]; SB 203580 inhibits the reaction [osthol inhibits the reaction [Antineoplastic Agents, Immunological results in decreased phosphorylation of MAPK14 protein]] CTD PMID:37769856 NCBI chr20:6,749,646...6,810,590
Ensembl chr20:6,749,670...6,810,589
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 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 increases phosphorylation ISO osthol results in increased phosphorylation of MAPK8 protein CTD PMID:29319219 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981
JBrowse link
G Mapk9 mitogen-activated protein kinase 9 increases phosphorylation ISO osthol results in increased phosphorylation of MAPK9 protein CTD PMID:29319219 NCBI chr10:34,169,661...34,211,138
Ensembl chr10:34,169,675...34,210,178
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 1:190,496,319...190,522,983
Ensembl chr 1:190,496,319...190,522,762
JBrowse link
G Mmp2 matrix metallopeptidase 2 decreases activity ISO osthol results in decreased activity of MMP2 protein CTD PMID:22503731 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870
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 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
JBrowse link
G Mtor mechanistic target of rapamycin kinase multiple interactions EXP osthol inhibits the reaction [Antineoplastic Agents, Immunological results in increased phosphorylation of MTOR protein]; SB 203580 inhibits the reaction [osthol inhibits the reaction [Antineoplastic Agents, Immunological results in increased phosphorylation of MTOR protein]] CTD PMID:37769856 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
decreases degradation
decreases phosphorylation
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 degradation of NFKBIA protein
osthol results in decreased phosphorylation of NFKBIA protein
CTD PMID:22503731 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage
decreases expression
multiple interactions
ISO osthol results in increased cleavage of PARP1 protein
osthol results in decreased expression of PARP1 protein
osthol results in decreased expression of and results in increased cleavage of PARP1 protein
CTD PMID:29319219 PMID:31870840 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
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 7:116,832,405...116,900,878
Ensembl chr 7:116,832,756...116,895,346
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 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
JBrowse link
G Pten phosphatase and tensin homolog increases expression ISO osthol results in increased expression of PTEN protein CTD PMID:31870840 NCBI chr 1:230,630,443...230,697,070
Ensembl chr 1:230,630,338...230,696,838
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 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
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 chr17:30,839,639...30,871,824
Ensembl chr17:30,839,650...30,871,824
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 chr18:69,849,884...69,918,926
Ensembl chr18:69,850,377...69,912,323
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 8:64,126,829...64,236,960
Ensembl chr 8:64,110,039...64,236,960
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 chr18:67,243,742...67,274,438
Ensembl chr18:67,243,742...67,274,438
JBrowse link
G Sqstm1 sequestosome 1 multiple interactions EXP 3-methyladenine inhibits the reaction [osthol inhibits the reaction [Antineoplastic Agents, Immunological results in increased expression of SQSTM1 protein]]; osthol inhibits the reaction [Antineoplastic Agents, Immunological results in increased expression of SQSTM1 protein]; SB 203580 inhibits the reaction [osthol inhibits the reaction [Antineoplastic Agents, Immunological results in increased expression of SQSTM1 protein]] CTD PMID:37769856 NCBI chr10:34,525,517...34,536,670
Ensembl chr10:34,525,519...34,536,673
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 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
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 8:115,794,537...115,883,615
Ensembl chr 8:115,794,537...115,883,228
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 4:158,150,815...158,163,592
Ensembl chr 4:158,150,820...158,163,591
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 5:157,070,642...157,104,216
Ensembl chr 5:157,070,642...157,104,206
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19890
    role 19839
      biological role 19858
        biochemical role 19566
          metabolite 19533
            osthole 44
Path 2
Term Annotations click to browse term
  CHEBI ontology 19890
    subatomic particle 19867
      composite particle 19888
        hadron 19888
          baryon 19888
            nucleon 19867
              atomic nucleus 19888
                atom 19888
                  main group element atom 19806
                    p-block element atom 19806
                      carbon group element atom 19746
                        carbon atom 19743
                          organic molecular entity 19743
                            organic molecule 19714
                              organic cyclic compound 19485
                                organic heterocyclic compound 18881
                                  oxacycle 17917
                                    benzopyran 11984
                                      1-benzopyran 11737
                                        chromenes 4436
                                          chromenone 4381
                                            coumarins 4146
                                              osthole 44
paths to the root