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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:2-phenylethylamine
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Accession:CHEBI:18397 term browser browse the term
Definition:A phenylethylamine having the phenyl substituent at the 2-position.
Synonyms:related_synonym: 2-phenylethanamine;   Formula=C8H11N;   InChI=1S/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H2;   InChIKey=BHHGXPLMPWCGHP-UHFFFAOYSA-N;   Phenethylamine;   Phenylethylamine;   SMILES=NCCc1ccccc1;   benzeneethanamine;   beta-Phenylethylamine;   beta-aminoethylbenzene;   beta-phenethylamine
 alt_id: CHEBI:14782;   CHEBI:25965;   CHEBI:8063
 xref: Beilstein:507488;   CAS:64-04-0;   DrugBank:DB04325;   ECMDB:ECMDB02654;   Gmelin:50120;   HMDB:HMDB0012275;   KEGG:C05332;   KNApSAcK:C00001426
 xref_mesh: MESH:C029261
 xref: PDBeChem:PEA;   PMID:20390105;   PMID:21191624;   PMID:23225177;   PMID:23564683;   PMID:7906896;   Reaxys:507488;   Wikipedia:2-phenylethylamine
 cyclic_relationship: is_conjugate_base_of CHEBI:225237


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2-phenylethylamine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adra1a adrenoceptor alpha 1A multiple interactions ISO phenethylamine binds to and results in decreased activity of ADRA1A protein CTD PMID:20217639 NCBI chr15:40,830,125...40,935,902
Ensembl chr15:40,832,534...40,927,500 		JBrowse link
G Adra2a adrenoceptor alpha 2A affects binding ISO phenethylamine binds to ADRA2A protein CTD PMID:20217639 NCBI chr 1:253,061,480...253,064,280
Ensembl chr 1:253,060,218...253,064,365 		JBrowse link
G Adra2c adrenoceptor alpha 2C affects binding ISO phenethylamine binds to ADRA2C protein CTD PMID:20217639 NCBI chr14:75,470,884...75,472,846
Ensembl chr14:75,471,143...75,472,846 		JBrowse link
G H2ax H2A.X variant histone multiple interactions ISO [NAT2 protein results in increased susceptibility to phenethylamine] which results in increased expression of H2AX protein CTD PMID:36138126 NCBI chr 8:44,671,907...44,673,262
Ensembl chr 8:44,671,786...44,673,239 		JBrowse link
G Maob monoamine oxidase B multiple interactions ISO Phenylpropanolamine inhibits the reaction [MAOB protein results in increased degradation of phenethylamine] CTD PMID:3961266 NCBI chr  X:5,907,327...6,010,996
Ensembl chr  X:5,907,266...6,011,003 		JBrowse link
G Nat2 N-acetyltransferase 2 increases acetylation
increases response to substance
multiple interactions		 ISO NAT2 protein results in increased acetylation of phenethylamine
NAT2 protein results in increased susceptibility to phenethylamine
[NAT2 protein results in increased susceptibility to phenethylamine] which results in increased expression of H2AX protein		 CTD PMID:36138126 NCBI chr16:22,207,362...22,238,513
Ensembl chr16:22,208,194...22,238,520 		JBrowse link
G Slc18a1 solute carrier family 18 member A1 multiple interactions ISO phenethylamine inhibits the reaction [SLC18A1 protein results in increased uptake of Serotonin] CTD PMID:8245983 NCBI chr16:20,653,268...20,687,051
Ensembl chr16:20,653,508...20,687,051 		JBrowse link
G Slc6a2 solute carrier family 6 member 2 multiple interactions ISO SLC6A2 protein promotes the reaction [phenethylamine results in increased activity of TAAR1 protein] CTD PMID:17234900 NCBI chr19:14,010,292...14,055,317
Ensembl chr19:14,010,386...14,050,357 		JBrowse link
G Slc6a3 solute carrier family 6 member 3 multiple interactions
increases transport		 ISO Cocaine inhibits the reaction [SLC6A3 protein results in increased transport of phenethylamine]; SLC6A3 protein promotes the reaction [phenethylamine results in increased activity of TAAR1 protein] CTD PMID:15764732 PMID:17234900 NCBI chr 1:29,709,443...29,750,413
Ensembl chr 1:29,709,443...29,750,413 		JBrowse link
G Slc6a4 solute carrier family 6 member 4 multiple interactions ISO SLC6A4 protein promotes the reaction [phenethylamine results in increased activity of TAAR1 protein] CTD PMID:17234900 NCBI chr10:61,824,208...61,858,924
Ensembl chr10:61,826,123...61,858,384 		JBrowse link
G Taar1 trace-amine-associated receptor 1 multiple interactions
increases activity		 ISO [phenethylamine results in increased activity of TAAR1 protein] which results in increased abundance of Cyclic AMP; SLC6A2 protein promotes the reaction [phenethylamine results in increased activity of TAAR1 protein]; SLC6A3 protein promotes the reaction [phenethylamine results in increased activity of TAAR1 protein]; SLC6A4 protein promotes the reaction [phenethylamine results in increased activity of TAAR1 protein] CTD PMID:17234900 PMID:19725810 NCBI chr 1:21,517,742...21,518,740
Ensembl chr 1:21,517,258...21,532,084 		JBrowse link
4-methoxyphenylethylamine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Taar1 trace-amine-associated receptor 1 increases activity
multiple interactions		 ISO O-methyltyramine results in increased activity of TAAR1 protein
[O-methyltyramine results in increased activity of TAAR1 protein] which results in increased abundance of Cyclic AMP		 CTD PMID:19725810 NCBI chr 1:21,517,742...21,518,740
Ensembl chr 1:21,517,258...21,532,084 		JBrowse link
compound 48/80 term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ccl2 C-C motif chemokine ligand 2 increases secretion ISO p-Methoxy-N-methylphenethylamine results in increased secretion of CCL2 protein CTD PMID:34826398 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226 		JBrowse link
G Gusb glucuronidase, beta increases secretion EXP p-Methoxy-N-methylphenethylamine results in increased secretion of GUSB protein CTD PMID:9545557 NCBI chr12:26,701,188...26,714,718
Ensembl chr12:26,697,951...26,726,905 		JBrowse link
G Hexa hexosaminidase subunit alpha increases secretion
multiple interactions		 ISO p-Methoxy-N-methylphenethylamine results in increased secretion of HEXA protein
Apigenin inhibits the reaction [p-Methoxy-N-methylphenethylamine results in increased secretion of HEXA protein]		 CTD PMID:36350155 NCBI chr 8:59,936,526...59,961,654
Ensembl chr 8:59,936,660...59,962,013 		JBrowse link
G Hexb hexosaminidase subunit beta increases secretion ISO p-Methoxy-N-methylphenethylamine results in increased secretion of HEXB protein CTD PMID:34774977 NCBI chr 2:28,483,997...28,504,165
Ensembl chr 2:28,484,012...28,504,223 		JBrowse link
G Htr1a 5-hydroxytryptamine receptor 1A increases activity EXP p-Methoxy-N-methylphenethylamine results in increased activity of HTR1A protein CTD PMID:16415902 NCBI chr 2:36,693,462...36,698,026
Ensembl chr 2:36,694,174...36,695,442 		JBrowse link
G Kit KIT proto-oncogene receptor tyrosine kinase affects response to substance ISO KIT protein affects the susceptibility to p-Methoxy-N-methylphenethylamine CTD PMID:32871113 NCBI chr14:32,547,459...32,624,694
Ensembl chr14:32,548,877...32,624,652 		JBrowse link
G Kng1 kininogen 1 decreases activity ISO p-Methoxy-N-methylphenethylamine results in decreased activity of KNG1 protein CTD PMID:1371395 NCBI chr11:77,812,757...77,835,555
Ensembl chr11:77,812,752...77,835,555 		JBrowse link
G Lck LCK proto-oncogene, Src family tyrosine kinase multiple interactions
increases activity		 EXP atractylon inhibits the reaction [p-Methoxy-N-methylphenethylamine results in increased activity of LCK protein]; damnacanthal inhibits the reaction [p-Methoxy-N-methylphenethylamine results in increased activity of LCK protein]; pyeongwee-san extract inhibits the reaction [p-Methoxy-N-methylphenethylamine results in increased activity of LCK protein] CTD PMID:27553716 NCBI chr 5:141,888,318...141,916,945
Ensembl chr 5:141,888,326...141,903,794 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
increases phosphorylation		 ISO epigallocatechin gallate inhibits the reaction [p-Methoxy-N-methylphenethylamine results in increased phosphorylation of MAPK1 protein] CTD PMID:29402411 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 multiple interactions
increases phosphorylation		 ISO epigallocatechin gallate inhibits the reaction [p-Methoxy-N-methylphenethylamine results in increased phosphorylation of MAPK3 protein] CTD PMID:29402411 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Mrgprx2 MAS related GPR family member X2 affects response to substance ISO MRGPRX2 protein affects the susceptibility to p-Methoxy-N-methylphenethylamine CTD PMID:32871113 NCBI chr 1:98,116,192...98,135,534 JBrowse link
G Nr3c1 nuclear receptor subfamily 3, group C, member 1 decreases activity ISO p-Methoxy-N-methylphenethylamine results in decreased activity of NR3C1 protein CTD PMID:7887964 NCBI chr18:31,271,681...31,393,320
Ensembl chr18:31,271,681...31,393,375 		JBrowse link
G Tnf tumor necrosis factor increases secretion ISO p-Methoxy-N-methylphenethylamine results in increased secretion of TNF protein CTD PMID:34826398 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Tpsb2 tryptase beta 2 increases secretion ISO p-Methoxy-N-methylphenethylamine results in increased secretion of TPSB2 protein CTD PMID:34826398 NCBI chr10:14,381,779...14,383,571
Ensembl chr10:14,382,013...14,383,569 		JBrowse link
N,O-dimethyltyramine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ccl2 C-C motif chemokine ligand 2 increases secretion ISO p-Methoxy-N-methylphenethylamine results in increased secretion of CCL2 protein CTD PMID:34826398 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226 		JBrowse link
G Gusb glucuronidase, beta increases secretion EXP p-Methoxy-N-methylphenethylamine results in increased secretion of GUSB protein CTD PMID:9545557 NCBI chr12:26,701,188...26,714,718
Ensembl chr12:26,697,951...26,726,905 		JBrowse link
G Hexa hexosaminidase subunit alpha multiple interactions
increases secretion		 ISO Apigenin inhibits the reaction [p-Methoxy-N-methylphenethylamine results in increased secretion of HEXA protein] CTD PMID:36350155 NCBI chr 8:59,936,526...59,961,654
Ensembl chr 8:59,936,660...59,962,013 		JBrowse link
G Hexb hexosaminidase subunit beta increases secretion ISO p-Methoxy-N-methylphenethylamine results in increased secretion of HEXB protein CTD PMID:34774977 NCBI chr 2:28,483,997...28,504,165
Ensembl chr 2:28,484,012...28,504,223 		JBrowse link
G Htr1a 5-hydroxytryptamine receptor 1A increases activity EXP p-Methoxy-N-methylphenethylamine results in increased activity of HTR1A protein CTD PMID:16415902 NCBI chr 2:36,693,462...36,698,026
Ensembl chr 2:36,694,174...36,695,442 		JBrowse link
G Kit KIT proto-oncogene receptor tyrosine kinase affects response to substance ISO KIT protein affects the susceptibility to p-Methoxy-N-methylphenethylamine CTD PMID:32871113 NCBI chr14:32,547,459...32,624,694
Ensembl chr14:32,548,877...32,624,652 		JBrowse link
G Kng1 kininogen 1 decreases activity ISO p-Methoxy-N-methylphenethylamine results in decreased activity of KNG1 protein CTD PMID:1371395 NCBI chr11:77,812,757...77,835,555
Ensembl chr11:77,812,752...77,835,555 		JBrowse link
G Lck LCK proto-oncogene, Src family tyrosine kinase multiple interactions
increases activity		 EXP atractylon inhibits the reaction [p-Methoxy-N-methylphenethylamine results in increased activity of LCK protein]; damnacanthal inhibits the reaction [p-Methoxy-N-methylphenethylamine results in increased activity of LCK protein]; pyeongwee-san extract inhibits the reaction [p-Methoxy-N-methylphenethylamine results in increased activity of LCK protein] CTD PMID:27553716 NCBI chr 5:141,888,318...141,916,945
Ensembl chr 5:141,888,326...141,903,794 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation
multiple interactions		 ISO p-Methoxy-N-methylphenethylamine results in increased phosphorylation of MAPK1 protein
epigallocatechin gallate inhibits the reaction [p-Methoxy-N-methylphenethylamine results in increased phosphorylation of MAPK1 protein]		 CTD PMID:29402411 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 multiple interactions
increases phosphorylation		 ISO epigallocatechin gallate inhibits the reaction [p-Methoxy-N-methylphenethylamine results in increased phosphorylation of MAPK3 protein] CTD PMID:29402411 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Mrgprx2 MAS related GPR family member X2 affects response to substance ISO MRGPRX2 protein affects the susceptibility to p-Methoxy-N-methylphenethylamine CTD PMID:32871113 NCBI chr 1:98,116,192...98,135,534 JBrowse link
G Nr3c1 nuclear receptor subfamily 3, group C, member 1 decreases activity ISO p-Methoxy-N-methylphenethylamine results in decreased activity of NR3C1 protein CTD PMID:7887964 NCBI chr18:31,271,681...31,393,320
Ensembl chr18:31,271,681...31,393,375 		JBrowse link
G Tnf tumor necrosis factor increases secretion ISO p-Methoxy-N-methylphenethylamine results in increased secretion of TNF protein CTD PMID:34826398 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Tpsb2 tryptase beta 2 increases secretion ISO p-Methoxy-N-methylphenethylamine results in increased secretion of TPSB2 protein CTD PMID:34826398 NCBI chr10:14,381,779...14,383,571
Ensembl chr10:14,382,013...14,383,569 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19917
    role 19887
      biological role 19885
        biochemical role 19569
          metabolite 19577
            alkaloid 8015
              2-phenylethylamine 25
                (2R)-4-(2-ammonio-1-hydroxyethyl)phenol 0
                2-hydroxy-5-[(1E)-(2-phenylethylidene)amino]-L-tyrosine 0
                3,4-dimethoxyphenylethylamine 0
                3-\{(3E)-4-hydroxy-6-oxo-3-[(2-phenylethyl)imino]cyclohexa-1,4-dien-1-yl\}-L-alanine 0
                4-methoxyphenylethylamine + 15
                soblidotin 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19917
    subatomic particle 19915
      composite particle 19915
        hadron 19915
          baryon 19915
            nucleon 19915
              atomic nucleus 19915
                atom 19915
                  main group element atom 19855
                    main group molecular entity 19855
                      s-block molecular entity 19666
                        hydrogen molecular entity 19668
                          hydrides 19176
                            inorganic hydride 18187
                              pnictogen hydride 18177
                                nitrogen hydride 18090
                                  azane 17896
                                    ammonia 17895
                                      organic amino compound 17895
                                        amine 8308
                                          alkylamines 190
                                            aralkylamine 171
                                              2-phenylethylamine 25
                                                (2R)-4-(2-ammonio-1-hydroxyethyl)phenol 0
                                                2-hydroxy-5-[(1E)-(2-phenylethylidene)amino]-L-tyrosine 0
                                                3,4-dimethoxyphenylethylamine 0
                                                3-\{(3E)-4-hydroxy-6-oxo-3-[(2-phenylethyl)imino]cyclohexa-1,4-dien-1-yl\}-L-alanine 0
                                                4-methoxyphenylethylamine + 15
                                                soblidotin 0
paths to the root