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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
increases expression
multiple interactions
ISO 5-methoxypsoralen results in decreased activity of ABCB1 protein
5-methoxypsoralen results in increased expression of ABCB1 mRNA
[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]
CTD PMID:29079042 NCBI chr 4:22,339,829...22,517,642
Ensembl chr 4:22,133,521...22,425,515
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 chr10:549,537...672,235
Ensembl chr10:549,883...672,196
JBrowse link
G Abcc2 ATP binding cassette subfamily C member 2 multiple interactions
decreases activity
decreases expression
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 1:263,554,426...263,612,556
Ensembl chr 1:263,554,453...263,613,252
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 4:88,765,441...88,890,268
Ensembl chr 4:88,832,178...88,890,621
JBrowse link
G Akt1 AKT serine/threonine kinase 1 decreases phosphorylation
multiple interactions
ISO 5-Methoxypsoralen results in decreased phosphorylation of AKT1 protein
pifithrin inhibits the reaction [5-Methoxypsoralen results in decreased phosphorylation of AKT1 protein]
CTD PMID:30576070 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
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 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
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 1:78,261,491...78,267,802 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 3:126,335,963...126,346,771
Ensembl chr 3:126,335,863...126,346,318
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 chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
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 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Ccne1 cyclin E1 decreases expression ISO 5-Methoxypsoralen results in decreased expression of CCNE1 protein CTD PMID:30576070 NCBI chr 1:94,485,830...94,495,112
Ensembl chr 1:94,485,832...94,494,980
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 7:3,124,953...3,132,533
Ensembl chr 7:3,124,954...3,132,457
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 chr20:6,348,422...6,358,864
Ensembl chr20:6,351,458...6,358,864
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 chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases phosphorylation ISO 5-methoxypsoralen results in increased phosphorylation of MAPK3 protein CTD PMID:17980360 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
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 1:251,421,814...251,487,634
Ensembl chr 1:251,421,596...251,487,832
JBrowse link
G Smad1 SMAD family member 1 increases phosphorylation ISO 5-methoxypsoralen results in increased phosphorylation of SMAD1 protein CTD PMID:17980360 NCBI chr19:32,182,942...32,248,694
Ensembl chr19:32,188,267...32,248,684
JBrowse link
G Smad5 SMAD family member 5 increases phosphorylation ISO 5-methoxypsoralen results in increased phosphorylation of SMAD5 protein CTD PMID:17980360 NCBI chr17:8,307,448...8,336,996
Ensembl chr17:8,311,796...8,331,032
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 2:143,951,725...144,002,025
Ensembl chr 2:144,191,846...144,212,138
Ensembl chr 2:144,191,846...144,212,138
JBrowse link
G Tp53 tumor protein p53 multiple interactions ISO 5-Methoxypsoralen results in increased expression of and results in increased phosphorylation of TP53 protein CTD PMID:30576070 NCBI chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
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 9:95,295,701...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link

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  CHEBI ontology 19787
    role 19734
      application 19393
        pharmaceutical 19275
          drug 19275
            protective agent 16346
              hepatoprotective agent 3821
                5-methoxypsoralen 21
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  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
                                  organic heteropolycyclic compound 17824
                                    organic heterotricyclic compound 14571
                                      furochromene 99
                                        furanocoumarin 99
                                          psoralens 90
                                            psoralen 76
                                              5-methoxypsoralen 21
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