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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 7:123,599,264...123,608,436
Ensembl chr 7:123,599,266...123,608,436
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 6:109,300,433...109,303,299
Ensembl chr 6:109,300,433...109,303,299
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 5:62,276,100...62,621,737
Ensembl chr 5:62,276,100...62,621,737
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 chr10:27,310,718...27,371,802
Ensembl chr10:27,310,725...27,366,665
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 chr10:27,973,694...28,193,072
Ensembl chr10:27,973,681...28,187,565
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 chr10:27,090,913...27,179,786
Ensembl chr10:27,092,827...27,179,900
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 2:36,246,628...36,247,896
Ensembl chr 2:36,246,628...36,247,896
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 chr15:56,666,152...56,732,469
Ensembl chr15:56,666,012...56,735,382
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:118,084,520...118,318,040
Ensembl chr  X:118,084,890...118,318,039
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 4:56,337,695...56,351,818
Ensembl chr 4:56,337,695...56,351,818
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 chr11:65,022,100...65,058,546
Ensembl chr11:65,022,100...65,058,545
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 3:127,721,244...128,419,565
Ensembl chr 3:128,155,069...128,419,545
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 chr17:39,814,236...39,824,299
Ensembl chr17:39,814,244...39,824,299
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 chr10:63,153,656...63,188,377
Ensembl chr10:63,153,651...63,176,463
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19792
    role 19738
      biological role 19737
        xenobiotic 18406
          1-(3-chlorophenyl)piperazine 14
Path 2
Term Annotations click to browse term
  CHEBI ontology 19792
    subatomic particle 19788
      composite particle 19788
        hadron 19788
          baryon 19788
            nucleon 19788
              atomic nucleus 19788
                atom 19788
                  main group element atom 19675
                    main group molecular entity 19675
                      s-block molecular entity 19420
                        hydrogen molecular entity 19411
                          hydrides 18460
                            inorganic hydride 17430
                              pnictogen hydride 17402
                                nitrogen hydride 17245
                                  azane 16962
                                    ammonia 16961
                                      organic amino compound 16960
                                        tertiary amino compound 8636
                                          N-arylpiperazine 2741
                                            1-(3-chlorophenyl)piperazine 14
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