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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:1-(3-chlorophenyl)piperazine
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Accession:CHEBI:10588 term browser browse the term
Definition:A N-arylpiperazine that is piperazine carrying a 3-chlorophenyl substituent at position 1. It is a metabolite of the antidepressant drug trazodone.
Synonyms:related_synonym: (m-CPP);   Formula=C10H13ClN2;   InChI=1S/C10H13ClN2/c11-9-2-1-3-10(8-9)13-6-4-12-5-7-13/h1-3,8,12H,4-7H2;   InChIKey=VHFVKMTVMIZMIK-UHFFFAOYSA-N;   SMILES=Clc1cccc(c1)N1CCNCC1;   m-Chlorophenylpiperazine
 xref: Beilstein:8409;   CAS:6640-24-0;   HMDB:HMDB0061008;   KEGG:C11738;   LINCS:LSM-25627
 xref_mesh: MESH:C015068
 xref: PMID:11311791;   PMID:18621591;   PMID:23768699;   PMID:24062697;   PMID:6827905;   Reaxys:8409;   Wikipedia:Meta-Chlorophenylpiperazine


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1-(3-chlorophenyl)piperazine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 affects metabolic processing
multiple interactions
ISO CYP2D6 protein affects the metabolism of 1-(3-chlorophenyl)piperazine
Quinidine inhibits the reaction [CYP2D6 protein affects the metabolism of 1-(3-chlorophenyl)piperazine]
CTD PMID:18238857 NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions ISO 1-(3-chlorophenyl)piperazine promotes the reaction [NR1I2 protein results in increased expression of CYP3A4 mRNA]; N-Methyl-3,4-methylenedioxyamphetamine inhibits the reaction [1-(3-chlorophenyl)piperazine promotes the reaction [NR1I2 protein results in increased expression of CYP3A4 mRNA]] CTD PMID:21402137 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit increases expression
multiple interactions
EXP
ISO
1-(3-chlorophenyl)piperazine results in increased expression of FOS protein
8-(5-(5-amino-2,4-dimethoxyphenyl)-5-oxopentyl)-1,3,8-triazaspiro(4.5)decane-2,4-dione inhibits the reaction [1-(3-chlorophenyl)piperazine results in increased expression of FOS protein]
CTD PMID:11298663 PMID:28186389 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
JBrowse link
G Gabbr2 gamma-aminobutyric acid type B receptor subunit 2 multiple interactions ISO 1-(3-chlorophenyl)piperazine affects the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein co-treated with GABBR2 protein co-treated with GABRG2 protein]] CTD PMID:21729720 NCBI chr 5:60,947,517...61,288,104
Ensembl chr 5:60,947,526...61,288,104
JBrowse link
G Gabra1 gamma-aminobutyric acid type A receptor subunit alpha 1 multiple interactions ISO 1-(3-chlorophenyl)piperazine affects the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein co-treated with GABBR2 protein co-treated with GABRG2 protein]]; 1-(3-chlorophenyl)piperazine inhibits the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 1-(3-chlorophenyl)piperazine promotes the reaction [3,4-Methylenedioxyamphetamine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 1-(3-chlorophenyl)piperazine promotes the reaction [Cocaine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 1-(3-chlorophenyl)piperazine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]; 3,4-Methylenedioxyamphetamine promotes the reaction [1-(3-chlorophenyl)piperazine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; Cocaine promotes the reaction [1-(3-chlorophenyl)piperazine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]] CTD PMID:21729720 PMID:23266428 PMID:26344803 NCBI chr10:26,595,151...26,650,611
Ensembl chr10:26,595,160...26,650,864
JBrowse link
G Gabrb2 gamma-aminobutyric acid type A receptor subunit beta 2 multiple interactions ISO 1-(3-chlorophenyl)piperazine inhibits the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 1-(3-chlorophenyl)piperazine promotes the reaction [3,4-Methylenedioxyamphetamine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 1-(3-chlorophenyl)piperazine promotes the reaction [Cocaine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 1-(3-chlorophenyl)piperazine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]; 3,4-Methylenedioxyamphetamine promotes the reaction [1-(3-chlorophenyl)piperazine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; Cocaine promotes the reaction [1-(3-chlorophenyl)piperazine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]] CTD PMID:23266428 PMID:26344803 NCBI chr10:26,936,592...27,156,141
Ensembl chr10:26,936,551...27,151,251
JBrowse link
G Gabrg2 gamma-aminobutyric acid type A receptor subunit gamma 2 multiple interactions ISO 1-(3-chlorophenyl)piperazine affects the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein co-treated with GABBR2 protein co-treated with GABRG2 protein]]; 1-(3-chlorophenyl)piperazine inhibits the reaction [gamma-Aminobutyric Acid results in increased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 1-(3-chlorophenyl)piperazine promotes the reaction [3,4-Methylenedioxyamphetamine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 1-(3-chlorophenyl)piperazine promotes the reaction [Cocaine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; 1-(3-chlorophenyl)piperazine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]; 3,4-Methylenedioxyamphetamine promotes the reaction [1-(3-chlorophenyl)piperazine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]]; Cocaine promotes the reaction [1-(3-chlorophenyl)piperazine results in decreased activity of [GABRA1 protein binds to GABRB2 protein binds to GABRG2 protein]] CTD PMID:21729720 PMID:23266428 PMID:26344803 NCBI chr10:26,376,805...26,463,680
Ensembl chr10:26,374,694...26,464,346
JBrowse link
G Htr1a 5-hydroxytryptamine receptor 1A multiple interactions EXP [1-((4-fluorobenzoylamino)ethyl)-4-(7-methoxy-1-naphthyl)piperazine hydrochloride binds to and results in increased activity of HTR1A protein] which results in decreased susceptibility to 1-(3-chlorophenyl)piperazine; [8-Hydroxy-2-(di-n-propylamino)tetralin binds to and results in increased activity of HTR1A protein] which results in decreased susceptibility to 1-(3-chlorophenyl)piperazine CTD PMID:8539317 NCBI chr 2:36,694,174...36,695,442
Ensembl chr 2:36,694,174...36,695,442
JBrowse link
G Htr2a 5-hydroxytryptamine receptor 2A increases response to substance
affects response to substance
multiple interactions
ISO HTR2A gene SNP results in increased susceptibility to 1-(3-chlorophenyl)piperazine
HTR2A protein affects the susceptibility to 1-(3-chlorophenyl)piperazine
1-(3-chlorophenyl)piperazine binds to and results in increased activity of HTR2A protein
CTD PMID:16314884 NCBI chr15:49,950,035...50,022,188
Ensembl chr15:49,950,804...50,020,928
JBrowse link
G Htr2c 5-hydroxytryptamine receptor 2C multiple interactions ISO [1-(3-chlorophenyl)piperazine binds to and results in increased activity of HTR2C protein] which results in increased susceptibility to Cocaine CTD PMID:10541732 NCBI chr  X:110,640,777...110,870,288
Ensembl chr  X:110,641,153...110,870,287
JBrowse link
G Lep leptin multiple interactions ISO 1-(3-chlorophenyl)piperazine inhibits the reaction [Corticosterone results in decreased expression of LEP protein]; 8-(5-(5-amino-2,4-dimethoxyphenyl)-5-oxopentyl)-1,3,8-triazaspiro(4.5)decane-2,4-dione inhibits the reaction [1-(3-chlorophenyl)piperazine inhibits the reaction [Corticosterone results in decreased expression of LEP protein]] CTD PMID:28186389 NCBI chr 4:57,661,127...57,675,262
Ensembl chr 4:57,661,131...57,675,262
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 multiple interactions ISO 1-(3-chlorophenyl)piperazine promotes the reaction [NR1I2 protein results in increased expression of CYP3A4 mRNA]; N-Methyl-3,4-methylenedioxyamphetamine inhibits the reaction [1-(3-chlorophenyl)piperazine promotes the reaction [NR1I2 protein results in increased expression of CYP3A4 mRNA]] CTD PMID:21402137 NCBI chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658
JBrowse link
G Plcb1 phospholipase C beta 1 increases expression EXP 1-(3-chlorophenyl)piperazine results in increased expression of PLCB1 mRNA; 1-(3-chlorophenyl)piperazine results in increased expression of PLCB1 protein CTD PMID:12527476 NCBI chr 3:122,059,968...122,772,896
Ensembl chr 3:122,060,031...122,772,869
JBrowse link
G Prl prolactin multiple interactions
increases expression
ISO Cocaine inhibits the reaction [1-(3-chlorophenyl)piperazine results in increased expression of PRL protein] CTD PMID:9598218 PMID:16418827 NCBI chr17:37,859,999...37,870,062
Ensembl chr17:37,860,007...37,870,062
JBrowse link
G Slc6a4 solute carrier family 6 member 4 affects response to substance ISO SLC6A4 protein affects the susceptibility to 1-(3-chlorophenyl)piperazine CTD PMID:25522398 NCBI chr10:61,824,208...61,858,924
Ensembl chr10:61,826,123...61,858,384
JBrowse link

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  CHEBI ontology 19821
    role 19769
      biological role 19769
        xenobiotic 18452
          1-(3-chlorophenyl)piperazine 15
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  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    main group molecular entity 19716
                      s-block molecular entity 19502
                        hydrogen molecular entity 19498
                          hydrides 18852
                            inorganic hydride 17691
                              pnictogen hydride 17672
                                nitrogen hydride 17545
                                  azane 17279
                                    ammonia 17278
                                      organic amino compound 17278
                                        tertiary amino compound 8679
                                          N-arylpiperazine 2768
                                            1-(3-chlorophenyl)piperazine 15
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