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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:5-methoxypsoralen
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Accession:CHEBI:18293 term browser browse the term
Definition:A 5-methoxyfurocoumarin that is psoralen substituted by a methoxy group at position 5.
Synonyms:exact_synonym: 4-methoxy-7H-furo[3,2-g]chromen-7-one
 related_synonym: 4-methoxy-7H-furo[3,2-g][1]benzopyran-7-one;   5-Methoxyfuranocoumarin;   5-methoxypsoralene;   Bergapten;   Bergaptene;   Formula=C12H8O4;   Heraclin;   InChI=1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-15-9/h2-6H,1H3;   InChIKey=BGEBZHIAGXMEMV-UHFFFAOYSA-N;   Majudin;   O-Methylbergaptol;   SMILES=COc1c2ccoc2cc2oc(=O)ccc12
 alt_id: CHEBI:12142;   CHEBI:12714;   CHEBI:20599;   CHEBI:2087;   CHEBI:21959;   CHEBI:3067
 xref: CAS:484-20-8;   Drug_Central:3021;   HMDB:HMDB0030637;   KEGG:C01557;   KEGG:D07521;   KNApSAcK:C00000575;   LINCS:LSM-20001
 xref_mesh: MESH:C022909
 xref: MetaCyc:5-METHOXYFURANOCOUMARIN;   PMID:20433072;   PMID:22611312;   Reaxys:19560;   Wikipedia:Bergapten


show annotations for term's descendants           Sort by:
5-methoxypsoralen term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A decreases activity
multiple interactions
increases expression		 ISO 5-methoxypsoralen results in decreased activity of ABCB1 protein
[5-Methoxypsoralen results in decreased activity of ABCB1 protein] which results in decreased export of and results in increased abundance of Daunorubicin; Verapamil inhibits the reaction [5-Methoxypsoralen results in decreased activity of ABCB1 protein]; Verapamil inhibits the reaction [[5-Methoxypsoralen results in decreased activity of ABCB1 protein] which results in decreased export of and results in increased abundance of Daunorubicin]
5-methoxypsoralen results in increased expression of ABCB1 mRNA		 CTD PMID:29079042 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709 		JBrowse link
G Abcc1 ATP binding cassette subfamily C member 1 increases expression ISO 5-methoxypsoralen results in increased expression of ABCC1 mRNA CTD PMID:29079042 NCBI chr10:528,961...655,179
Ensembl chr10:531,812...655,114 		JBrowse link
G Abcc2 ATP binding cassette subfamily C member 2 multiple interactions
decreases expression
decreases activity		 ISO [5-methoxypsoralen results in decreased activity of ABCC2 protein] which results in decreased export of and results in increased abundance of Daunorubicin; Indomethacin inhibits the reaction [5-methoxypsoralen results in decreased activity of ABCC2 protein]; Indomethacin inhibits the reaction [[5-methoxypsoralen results in decreased activity of ABCC2 protein] which results in decreased export of and results in increased abundance of Daunorubicin]
5-methoxypsoralen results in decreased expression of ABCC2 mRNA		 CTD PMID:29079042 NCBI chr 1:242,664,657...242,723,239
Ensembl chr 1:242,664,657...242,723,238 		JBrowse link
G Abcg2 ATP binding cassette subfamily G member 2 decreases activity
increases expression
multiple interactions		 ISO 5-methoxypsoralen results in decreased activity of ABCG2 protein
5-methoxypsoralen results in increased expression of ABCG2 mRNA
[5-methoxypsoralen results in decreased activity of ABCG2 protein] which results in decreased export of and results in increased abundance of Mitoxantrone; Novobiocin inhibits the reaction [5-methoxypsoralen results in decreased activity of ABCG2 protein]; Novobiocin inhibits the reaction [[5-methoxypsoralen results in decreased activity of ABCG2 protein] which results in decreased export of and results in increased abundance of Mitoxantrone]		 CTD PMID:29079042 NCBI chr 4:87,676,241...87,802,757
Ensembl chr 4:87,745,319...87,802,409 		JBrowse link
G Akt1 AKT serine/threonine kinase 1 decreases phosphorylation
multiple interactions		 ISO
EXP		 5-Methoxypsoralen results in decreased phosphorylation of AKT1 protein
pifithrin inhibits the reaction [5-Methoxypsoralen results in decreased phosphorylation of AKT1 protein]
5-Methoxypsoralen inhibits the reaction [Isoproterenol results in decreased phosphorylation of AKT1 protein]		 CTD PMID:30576070 PMID:35815753 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
G App amyloid beta precursor protein multiple interactions ISO 5-Methoxypsoralen inhibits the reaction [Streptozocin results in increased expression of APP protein modified form] CTD PMID:34428446 NCBI chr11:24,019,774...24,236,584
Ensembl chr11:24,019,778...24,236,561 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO 5-Methoxypsoralen results in increased expression of BAX protein CTD PMID:30576070 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368 		JBrowse link
G Bbc3 Bcl-2 binding component 3 multiple interactions
increases expression		 ISO pifithrin inhibits the reaction [5-Methoxypsoralen results in increased expression of BBC3 protein] CTD PMID:30576070 NCBI chr 1:77,013,281...77,022,509
Ensembl chr 1:77,014,543...77,022,509 		JBrowse link
G Bdnf brain-derived neurotrophic factor multiple interactions ISO 5-Methoxypsoralen inhibits the reaction [Streptozocin results in decreased expression of BDNF protein] CTD PMID:34428446 NCBI chr 3:96,165,042...96,215,621
Ensembl chr 3:96,165,042...96,215,615 		JBrowse link
G Becn1 beclin 1 multiple interactions ISO 5-Methoxypsoralen inhibits the reaction [Streptozocin results in decreased expression of BECN1 protein modified form] CTD PMID:34428446 NCBI chr10:86,231,387...86,246,742
Ensembl chr10:86,231,388...86,246,742 		JBrowse link
G Bmp2 bone morphogenetic protein 2 multiple interactions
increases expression		 ISO 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [5-Methoxypsoralen results in increased expression of BMP2 mRNA]; SB 203580 inhibits the reaction [5-Methoxypsoralen results in increased expression of BMP2 mRNA]
5-methoxypsoralen results in increased expression of BMP2 mRNA		 CTD PMID:17980360 NCBI chr 3:120,812,660...120,822,579
Ensembl chr 3:120,812,882...120,821,397 		JBrowse link
G Casp3 caspase 3 increases cleavage
multiple interactions		 ISO 5-Methoxypsoralen results in increased cleavage of CASP3 protein
pifithrin inhibits the reaction [5-Methoxypsoralen results in increased cleavage of CASP3 protein]		 CTD PMID:30576070 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp9 caspase 9 increases cleavage
multiple interactions		 ISO 5-Methoxypsoralen results in increased cleavage of CASP9 protein
pifithrin inhibits the reaction [5-Methoxypsoralen results in increased cleavage of CASP9 protein]		 CTD PMID:30576070 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626 		JBrowse link
G Cat catalase multiple interactions EXP 5-Methoxypsoralen inhibits the reaction [Isoproterenol results in decreased activity of CAT protein] CTD PMID:35815753 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Ccnd1 cyclin D1 multiple interactions ISO 5-Methoxypsoralen inhibits the reaction [Streptozocin results in decreased expression of CCND1 mRNA] CTD PMID:34428446 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602 		JBrowse link
G Ccne1 cyclin E1 decreases expression ISO 5-Methoxypsoralen results in decreased expression of CCNE1 protein CTD PMID:30576070 NCBI chr 1:90,781,947...90,791,188
Ensembl chr 1:90,781,949...90,791,101 		JBrowse link
G Cdk2 cyclin dependent kinase 2 decreases expression ISO 5-Methoxypsoralen results in decreased expression of CDK2 protein CTD PMID:30576070 NCBI chr 7:1,129,878...1,137,431
Ensembl chr 7:1,129,811...1,137,403 		JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A increases expression
multiple interactions		 ISO 5-Methoxypsoralen results in increased expression of CDKN1A protein
pifithrin inhibits the reaction [5-Methoxypsoralen results in increased expression of CDKN1A protein]		 CTD PMID:30576070 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585 		JBrowse link
G Ctnnb1 catenin beta 1 multiple interactions ISO 5-Methoxypsoralen inhibits the reaction [Streptozocin results in increased phosphorylation of CTNNB1 protein] CTD PMID:34428446 NCBI chr 8:120,640,008...120,667,110
Ensembl chr 8:120,639,995...120,667,111 		JBrowse link
G Gsk3b glycogen synthase kinase 3 beta multiple interactions ISO 5-Methoxypsoralen inhibits the reaction [Streptozocin results in decreased phosphorylation of GSK3B protein] CTD PMID:34428446 NCBI chr11:62,498,997...62,648,665
Ensembl chr11:62,504,316...62,648,646 		JBrowse link
G Il1b interleukin 1 beta multiple interactions EXP 5-Methoxypsoralen inhibits the reaction [Isoproterenol results in increased expression of IL1B protein] CTD PMID:35815753 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Il23a interleukin 23 subunit alpha multiple interactions ISO 5-Methoxypsoralen inhibits the reaction [Streptozocin results in increased expression of IL23A protein] CTD PMID:34428446 NCBI chr 7:721,809...723,923
Ensembl chr 7:721,809...723,923 		JBrowse link
G Il27 interleukin 27 multiple interactions ISO 5-Methoxypsoralen inhibits the reaction [Streptozocin results in increased expression of IL27 protein] CTD PMID:34428446 NCBI chr 1:181,173,108...181,178,720
Ensembl chr 1:181,173,372...181,178,582 		JBrowse link
G Il6 interleukin 6 multiple interactions EXP 5-Methoxypsoralen inhibits the reaction [Isoproterenol results in increased expression of IL6 protein] CTD PMID:35815753 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation ISO 5-methoxypsoralen results in increased phosphorylation of MAPK1 protein CTD PMID:17980360 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 increases phosphorylation ISO 5-methoxypsoralen results in increased phosphorylation of MAPK3 protein CTD PMID:17980360 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Mapt microtubule-associated protein tau multiple interactions ISO 5-Methoxypsoralen inhibits the reaction [Streptozocin results in increased expression of MAPT protein modified form] CTD PMID:34428446 NCBI chr10:89,138,644...89,236,137
Ensembl chr10:89,138,627...89,236,129 		JBrowse link
G Mtor mechanistic target of rapamycin kinase multiple interactions ISO 5-Methoxypsoralen inhibits the reaction [Streptozocin results in increased expression of MTOR protein modified form] CTD PMID:34428446 NCBI chr 5:158,884,856...158,994,311
Ensembl chr 5:158,884,804...158,994,311 		JBrowse link
G Nos3 nitric oxide synthase 3 multiple interactions EXP 5-Methoxypsoralen inhibits the reaction [Isoproterenol results in decreased phosphorylation of NOS3 protein] CTD PMID:35815753 NCBI chr 4:10,793,834...10,814,170
Ensembl chr 4:10,793,834...10,814,166 		JBrowse link
G Ppp2ca protein phosphatase 2 catalytic subunit alpha multiple interactions ISO 5-Methoxypsoralen inhibits the reaction [Streptozocin results in decreased expression of PPP2CA protein modified form] CTD PMID:34428446 NCBI chr10:36,358,110...36,377,864
Ensembl chr10:36,358,101...36,377,862 		JBrowse link
G Prkg1 protein kinase cGMP-dependent 1 multiple interactions ISO 5-Methoxypsoralen inhibits the reaction [Streptozocin results in decreased expression of PRKG1 protein] CTD PMID:34428446 NCBI chr 1:228,409,883...229,638,794
Ensembl chr 1:228,408,947...229,639,080 		JBrowse link
G Pten phosphatase and tensin homolog multiple interactions
increases expression		 ISO pifithrin inhibits the reaction [5-Methoxypsoralen results in increased expression of PTEN protein] CTD PMID:30576070 NCBI chr 1:230,631,303...230,696,754
Ensembl chr 1:230,630,338...230,696,838 		JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO 5-Methoxypsoralen inhibits the reaction [Streptozocin results in increased expression of RELA protein modified form] CTD PMID:34428446 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484 		JBrowse link
G Smad1 SMAD family member 1 increases phosphorylation ISO 5-methoxypsoralen results in increased phosphorylation of SMAD1 protein CTD PMID:17980360 NCBI chr19:28,513,130...28,573,665
Ensembl chr19:28,513,131...28,573,651 		JBrowse link
G Smad5 SMAD family member 5 increases phosphorylation ISO 5-methoxypsoralen results in increased phosphorylation of SMAD5 protein CTD PMID:17980360 NCBI chr17:7,862,332...7,891,678
Ensembl chr17:7,864,720...7,891,634 		JBrowse link
G Smad9 SMAD family member 9 increases phosphorylation ISO 5-methoxypsoralen results in increased phosphorylation of SMAD9 protein CTD PMID:17980360 NCBI chr 2:138,956,326...139,006,315
Ensembl chr 2:138,986,471...139,006,307 		JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP 5-Methoxypsoralen inhibits the reaction [Isoproterenol results in increased expression of TNF protein] CTD PMID:35815753 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Tnni3 troponin I3, cardiac type multiple interactions EXP 5-Methoxypsoralen inhibits the reaction [Isoproterenol results in increased expression of TNNI3 protein] CTD PMID:35815753 NCBI chr 1:69,299,900...69,303,582
Ensembl chr 1:69,299,900...69,303,580 		JBrowse link
G Tnnt2 troponin T2, cardiac type multiple interactions EXP 5-Methoxypsoralen inhibits the reaction [Isoproterenol results in increased expression of TNNT2 protein] CTD PMID:35815753 NCBI chr13:47,267,325...47,285,390
Ensembl chr13:47,267,204...47,285,388 		JBrowse link
G Tp53 tumor protein p53 multiple interactions
affects activity		 ISO 5-Methoxypsoralen results in increased expression of and results in increased phosphorylation of TP53 protein
5-Methoxypsoralen metabolite affects the activity of TP53 protein		 CTD PMID:30576070 PMID:35435491 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524 		JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 multiple interactions EXP
ISO		 5-methoxypsoralen promotes the reaction [UGT1A1 protein results in increased glucuronidation of Bilirubin] CTD PMID:17599282 NCBI chr 9:88,801,344...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		JBrowse link
G Wnt3a Wnt family member 3A multiple interactions ISO 5-Methoxypsoralen inhibits the reaction [Streptozocin results in decreased expression of WNT3A protein] CTD PMID:34428446 NCBI chr10:44,034,174...44,078,463
Ensembl chr10:44,034,194...44,078,324 		JBrowse link
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  CHEBI ontology 19812
    role 19784
      application 19615
        pharmaceutical 19493
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                5-methoxypsoralen 42
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  CHEBI ontology 19812
    subatomic particle 19810
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              atomic nucleus 19810
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                  main group element atom 19755
                    p-block element atom 19755
                      carbon group element atom 19698
                        carbon atom 19693
                          organic molecular entity 19693
                            organic molecule 19651
                              organic cyclic compound 19457
                                organic heterocyclic compound 18816
                                  organic heteropolycyclic compound 18296
                                    organic heterotricyclic compound 15634
                                      furochromene 120
                                        furanocoumarin 120
                                          psoralens 112
                                            psoralen 98
                                              5-methoxypsoralen 42
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