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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



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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 1:228,409,605...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 1:230,630,443...230,697,070
Ensembl chr 1:230,630,338...230,696,838
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions 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...44,078,366
Ensembl chr10:44,034,194...44,078,324
JBrowse link

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                                    organic heterotricyclic compound 15658
                                      furochromene 133
                                        furanocoumarin 133
                                          psoralens 125
                                            psoralen 105
                                              5-methoxypsoralen 42
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