Send us a Message



Submit Data |  Help |  Video Tutorials |  News |  Publications |  Download |  REST API |  Citing RGD |  Contact   

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
go back to main search page
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 4:26,312,403...26,488,456
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 chr10:1,022,041...1,162,431
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 1:252,613,875...252,672,459
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 4:89,006,056...89,132,915
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 6:137,534,810...137,555,131
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 chr11:37,506,207...37,724,351
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 1:105,076,472...105,081,906
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 1:86,141,450...86,150,666
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 3:116,619,633...116,670,212
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 chr10:86,731,649...86,747,002
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 3:141,264,648...141,275,416
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 chr16:52,395,539...52,413,794
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 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 3:110,297,340...110,329,526
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 1:209,518,288...209,527,986
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 1:99,918,672...99,927,986
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 7:1,714,392...1,721,964
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 chr20:7,150,820...7,161,373
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 8:129,517,576...129,544,661
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 chr11:76,004,502...76,154,665
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 3:137,030,200...137,036,581
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 7:1,306,320...1,308,434
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 1:190,603,684...190,609,292
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 4:5,889,999...5,894,575
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 chr11:97,462,025...97,529,193
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 1:190,797,189...190,803,411
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 chr10:89,638,618...89,736,108
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 5:164,167,985...164,277,438
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 4:11,686,088...11,706,604
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 chr10:36,856,534...36,878,789
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 1:240,043,707...240,110,330
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 1:212,354,336...212,364,815
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 chr19:45,417,430...45,477,962
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 chr20:3,626,685...3,629,303
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 chr10:54,798,871...54,810,300
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 9:96,249,143...96,256,264
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 chr10:44,533,734...44,577,919
Ensembl chr10:44,034,194...44,078,324
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20856
    role 20816
      application 20617
        pharmaceutical 20413
          drug 20413
            protective agent 18633
              hepatoprotective agent 5858
                5-methoxypsoralen 42
Path 2
Term Annotations click to browse term
  CHEBI ontology 20856
    subatomic particle 20854
      composite particle 20854
        hadron 20854
          baryon 20854
            nucleon 20854
              atomic nucleus 20854
                atom 20854
                  main group element atom 20777
                    p-block element atom 20777
                      carbon group element atom 20710
                        carbon atom 20704
                          organic molecular entity 20704
                            organic molecule 20649
                              organic cyclic compound 20400
                                organic heterocyclic compound 19383
                                  organic heteropolycyclic compound 18642
                                    organic heterotricyclic compound 16038
                                      furochromene 140
                                        furanocoumarin 140
                                          psoralens 132
                                            psoralen 112
                                              5-methoxypsoralen 42
paths to the root