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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:phenylpropanolamine
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Accession:CHEBI:8104 term browser browse the term
Definition:An amphetamine in which the parent 1-phenylpropan-2-amine skeleton is substituted at position 1 with an hydroxy group. A decongestant and appetite suppressant, it is commonly used in prescription and over-the-counter cough and cold preparations.
Synonyms:exact_synonym: (1R,2R)-2-amino-1-phenylpropan-1-ol
 related_synonym: Formula=C9H13NO;   InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9+/m1/s1;   InChIKey=DLNKOYKMWOXYQA-APPZFPTMSA-N;   PPA;   SMILES=C1=CC=CC(=C1)[C@H]([C@H](N)C)O;   beta-hydroxyamphetamine;   fenilpropanolamina;   norephedrine;   phenylpropanolaminum
 xref: CAS:14838-15-4;   Drug_Central:2149;   KEGG:D08368
 xref_mesh: MESH:D010665
 xref: PMID:29438107;   Reaxys:3196918

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phenylpropanolamine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adra1a adrenoceptor alpha 1A multiple interactions ISO Phenylpropanolamine binds to and results in decreased activity of ADRA1A protein CTD PMID:20217639 NCBI chr15:43,296,997...43,398,314
Ensembl chr15:43,298,794...43,392,451 		JBrowse link
G Adra2a adrenoceptor alpha 2A affects binding ISO Phenylpropanolamine binds to ADRA2A protein CTD PMID:20217639 NCBI chr 1:274,766,283...274,769,083
Ensembl chr 1:274,766,283...274,769,081 		JBrowse link
G Adra2c adrenoceptor alpha 2C affects binding ISO Phenylpropanolamine binds to ADRA2C protein CTD PMID:20217639 NCBI chr14:80,730,307...80,732,010
Ensembl chr14:80,730,307...80,732,010 		JBrowse link
G Aldoa aldolase, fructose-bisphosphate A decreases expression ISO Phenylpropanolamine results in decreased expression of ALDOA mRNA CTD PMID:16465460 NCBI chr 1:198,228,387...198,233,988
Ensembl chr 1:198,228,387...198,233,588 		JBrowse link
G Atp5f1c ATP synthase F1 subunit gamma decreases expression ISO Phenylpropanolamine results in decreased expression of ATP5C1 mRNA CTD PMID:16465460 NCBI chr17:72,209,321...72,231,562
Ensembl chr17:72,209,373...72,394,271 		JBrowse link
G Atp6ap1 ATPase H+ transporting accessory protein 1 decreases expression ISO Phenylpropanolamine results in decreased expression of ATP6AP1 mRNA CTD PMID:16465460 NCBI chr  X:156,407,973...156,415,053
Ensembl chr  X:156,407,937...156,415,145 		JBrowse link
G Atp6v0c ATPase H+ transporting V0 subunit C decreases expression ISO Phenylpropanolamine results in decreased expression of ATP6V0C mRNA CTD PMID:16465460 NCBI chr10:13,537,031...13,543,407
Ensembl chr10:13,537,033...13,542,077 		JBrowse link
G Atp6v1b2 ATPase H+ transporting V1 subunit B2 decreases expression ISO Phenylpropanolamine results in decreased expression of ATP6V1B2 mRNA CTD PMID:16465460 NCBI chr16:22,326,537...22,350,143
Ensembl chr16:22,326,529...22,350,155 		JBrowse link
G Atp6v1e1 ATPase H+ transporting V1 subunit E1 decreases expression ISO Phenylpropanolamine results in decreased expression of ATP6V1E1 mRNA CTD PMID:16465460 NCBI chr 4:153,351,434...153,373,558
Ensembl chr 4:153,351,421...153,373,649 		JBrowse link
G Cat catalase multiple interactions
increases expression		 EXP Enzyme Inhibitors inhibits the reaction [Phenylpropanolamine results in increased expression of CAT protein]; S-ethyl glutathione inhibits the reaction [Phenylpropanolamine results in increased expression of CAT mRNA]; STAT3 mRNA promotes the reaction [Phenylpropanolamine results in increased expression of CAT mRNA]
Phenylpropanolamine results in increased expression of CAT mRNA; Phenylpropanolamine results in increased expression of CAT protein		 CTD PMID:24792324 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058 		JBrowse link
G Creb1 cAMP responsive element binding protein 1 increases expression
multiple interactions		 EXP Phenylpropanolamine results in increased expression of CREB1 mRNA
Phenylpropanolamine results in increased expression of and results in increased activity of CREB1 protein		 CTD PMID:17684035 NCBI chr 9:71,229,753...71,298,994
Ensembl chr 9:71,230,108...71,293,435 		JBrowse link
G Cyp51 cytochrome P450, family 51 increases expression ISO Phenylpropanolamine results in increased expression of CYP51A1 mRNA CTD PMID:27756839 NCBI chr 4:27,175,564...27,194,018
Ensembl chr 4:27,175,243...27,194,018 		JBrowse link
G Dhcr7 7-dehydrocholesterol reductase increases expression ISO Phenylpropanolamine results in increased expression of DHCR7 mRNA CTD PMID:27756839 NCBI chr 1:217,018,916...217,034,890
Ensembl chr 1:217,018,916...217,034,904 		JBrowse link
G Fdft1 farnesyl diphosphate farnesyl transferase 1 increases expression ISO Phenylpropanolamine results in increased expression of FDFT1 mRNA CTD PMID:27756839 NCBI chr15:46,339,248...46,367,302
Ensembl chr15:46,339,249...46,367,302 		JBrowse link
G Fdps farnesyl diphosphate synthase increases expression ISO Phenylpropanolamine results in increased expression of FDPS mRNA CTD PMID:27756839 NCBI chr 2:188,403,595...188,413,219
Ensembl chr 2:188,392,858...188,413,219 		JBrowse link
G Gpx1 glutathione peroxidase 1 increases expression EXP Phenylpropanolamine results in increased expression of GPX1 mRNA CTD PMID:21989786 NCBI chr 8:117,117,430...117,118,528
Ensembl chr 8:117,117,430...117,118,522 		JBrowse link
G Gsta1 glutathione S-transferase alpha 1 multiple interactions
increases expression		 EXP Enzyme Inhibitors inhibits the reaction [Phenylpropanolamine results in increased expression of GSTA1 protein]; S-ethyl glutathione inhibits the reaction [Phenylpropanolamine results in increased expression of GSTA1 mRNA]; STAT3 mRNA promotes the reaction [Phenylpropanolamine results in increased expression of GSTA1 mRNA]
Phenylpropanolamine results in increased expression of GSTA1 mRNA; Phenylpropanolamine results in increased expression of GSTA1 protein		 CTD PMID:24792324 NCBI chr 9:27,366,404...27,381,004
Ensembl chr 9:27,368,272...27,452,902 		JBrowse link
G Hk1 hexokinase 1 decreases expression ISO Phenylpropanolamine results in decreased expression of HK1 mRNA CTD PMID:16465460 NCBI chr20:31,911,460...31,979,780
Ensembl chr20:31,912,262...31,956,649 		JBrowse link
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase increases expression ISO Phenylpropanolamine results in increased expression of HMGCR mRNA CTD PMID:27756839 NCBI chr 2:27,480,224...27,500,654
Ensembl chr 2:27,480,226...27,500,654 		JBrowse link
G Hmgcs1 3-hydroxy-3-methylglutaryl-CoA synthase 1 increases expression ISO Phenylpropanolamine results in increased expression of HMGCS1 mRNA CTD PMID:27756839 NCBI chr 2:52,427,351...52,445,082
Ensembl chr 2:52,431,601...52,445,055 		JBrowse link
G Idi1 isopentenyl-diphosphate delta isomerase 1 increases expression ISO Phenylpropanolamine results in increased expression of IDI1 mRNA CTD PMID:27756839 NCBI chr17:57,976,266...57,984,036
Ensembl chr17:57,976,268...57,984,036 		JBrowse link
G Jak2 Janus kinase 2 increases expression EXP Phenylpropanolamine results in increased expression of JAK2 mRNA; Phenylpropanolamine results in increased expression of JAK2 protein CTD PMID:24792324 NCBI chr 1:247,398,667...247,457,521
Ensembl chr 1:247,398,598...247,458,509 		JBrowse link
G Lamp1 lysosomal-associated membrane protein 1 affects localization ISO Phenylpropanolamine affects the localization of LAMP1 protein CTD PMID:27756839 NCBI chr16:81,689,576...81,714,341
Ensembl chr16:81,689,335...81,714,419 		JBrowse link
G Ldhb lactate dehydrogenase B decreases expression ISO Phenylpropanolamine results in decreased expression of LDHB mRNA CTD PMID:16465460 NCBI chr 4:176,701,980...176,719,999
Ensembl chr 4:176,701,983...176,720,012 		JBrowse link
G Ldlr low density lipoprotein receptor increases expression ISO Phenylpropanolamine results in increased expression of LDLR mRNA CTD PMID:27756839 NCBI chr 8:22,750,425...22,773,305
Ensembl chr 8:22,750,336...22,774,903 		JBrowse link
G Lss lanosterol synthase increases expression ISO Phenylpropanolamine results in increased expression of LSS mRNA CTD PMID:27756839 NCBI chr20:12,844,522...12,870,474
Ensembl chr20:12,842,884...12,870,497 		JBrowse link
G Lypla1 lysophospholipase 1 increases expression ISO Phenylpropanolamine results in increased expression of LYPLA1 mRNA CTD PMID:16465460 NCBI chr 5:14,559,333...14,588,447
Ensembl chr 5:14,559,334...14,588,422 		JBrowse link
G Maoa monoamine oxidase A multiple interactions
decreases activity		 ISO
EXP		 Phenylpropanolamine inhibits the reaction [MAOA protein results in increased degradation of Serotonin]
Phenylpropanolamine results in decreased activity of MAOA protein
Phenylpropanolamine inhibits the reaction [Clorgyline results in decreased activity of MAOA protein]		 CTD PMID:3961266 NCBI chr  X:6,554,698...6,620,722
Ensembl chr  X:6,554,698...6,620,722 		JBrowse link
G Maob monoamine oxidase B decreases activity
multiple interactions		 EXP
ISO		 Phenylpropanolamine results in decreased activity of MAOB protein
Phenylpropanolamine inhibits the reaction [MAOB protein results in increased degradation of phenethylamine]		 CTD PMID:3961266 NCBI chr  X:6,430,694...6,533,520
Ensembl chr  X:6,430,594...6,533,534 		JBrowse link
G Mbtps1 membrane-bound transcription factor peptidase, site 1 decreases expression ISO Phenylpropanolamine results in decreased expression of MBTPS1 mRNA CTD PMID:16465460 NCBI chr19:52,146,507...52,206,310
Ensembl chr19:52,146,808...52,206,310 		JBrowse link
G Mc3r melanocortin 3 receptor multiple interactions
increases expression		 EXP Enzyme Inhibitors inhibits the reaction [Phenylpropanolamine results in increased expression of MC3R protein] CTD PMID:24792324 NCBI chr 3:170,252,901...170,253,998
Ensembl chr 3:170,252,901...170,253,998 		JBrowse link
G Mgll monoglyceride lipase decreases expression ISO Phenylpropanolamine results in decreased expression of MGLL mRNA CTD PMID:16465460 NCBI chr 4:120,671,436...120,773,458
Ensembl chr 4:120,671,489...120,771,088 		JBrowse link
G Msmo1 methylsterol monooxygenase 1 increases expression ISO Phenylpropanolamine results in increased expression of MSMO1 mRNA CTD PMID:27756839 NCBI chr16:26,859,441...26,875,880
Ensembl chr16:26,859,397...26,875,973 		JBrowse link
G Mvd mevalonate diphosphate decarboxylase increases expression ISO Phenylpropanolamine results in increased expression of MVD mRNA CTD PMID:27756839 NCBI chr19:55,258,910...55,268,933
Ensembl chr19:55,258,905...55,268,951 		JBrowse link
G Mvk mevalonate kinase increases expression ISO Phenylpropanolamine results in increased expression of MVK mRNA CTD PMID:27756839 NCBI chr12:47,904,266...47,920,457
Ensembl chr12:47,904,719...47,919,400 		JBrowse link
G Npc1 NPC intracellular cholesterol transporter 1 increases expression ISO Phenylpropanolamine results in increased expression of NPC1 mRNA CTD PMID:27756839 NCBI chr18:3,616,878...3,662,656
Ensembl chr18:3,616,878...3,662,683 		JBrowse link
G Npc2 NPC intracellular cholesterol transporter 2 increases expression ISO Phenylpropanolamine results in increased expression of NPC2 mRNA CTD PMID:27756839 NCBI chr 6:108,467,410...108,488,330
Ensembl chr 6:108,467,410...108,488,330 		JBrowse link
G Npy neuropeptide Y multiple interactions
decreases expression		 EXP [Prazosin co-treated with SCH 23390] inhibits the reaction [Phenylpropanolamine results in decreased expression of NPY protein]; Enzyme Inhibitors inhibits the reaction [Phenylpropanolamine results in decreased expression of NPY protein]; NPY1R protein affects the reaction [Phenylpropanolamine results in decreased expression of NPY protein]; S-ethyl glutathione inhibits the reaction [Phenylpropanolamine results in decreased expression of NPY mRNA]; STAT3 mRNA promotes the reaction [Phenylpropanolamine results in decreased expression of NPY mRNA]
Phenylpropanolamine results in decreased expression of NPY mRNA; Phenylpropanolamine results in decreased expression of NPY protein		 CTD PMID:17684035 PMID:21989786 PMID:23052195 PMID:24792324 NCBI chr 4:79,557,856...79,565,059
Ensembl chr 4:79,557,854...79,565,097 		JBrowse link
G Npy1r neuropeptide Y receptor Y1 multiple interactions
increases expression
affects response to substance		 EXP NPY1R protein affects the reaction [Phenylpropanolamine results in decreased expression of NPY protein]
Phenylpropanolamine results in increased expression of NPY1R protein
NPY1R protein affects the susceptibility to Phenylpropanolamine		 CTD PMID:23052195 NCBI chr16:24,779,480...24,789,131
Ensembl chr16:24,779,477...24,788,740 		JBrowse link
G Pgk1 phosphoglycerate kinase 1 decreases expression ISO Phenylpropanolamine results in decreased expression of PGK1 mRNA CTD PMID:16465460 NCBI chr  X:77,263,399...77,279,373
Ensembl chr  X:77,263,359...77,279,367 		JBrowse link
G Plcb1 phospholipase C beta 1 increases expression ISO Phenylpropanolamine results in increased expression of PLCB1 mRNA CTD PMID:16465460 NCBI chr 3:127,721,244...128,419,565
Ensembl chr 3:128,155,069...128,419,545 		JBrowse link
G Pomc proopiomelanocortin increases expression
multiple interactions		 EXP Phenylpropanolamine results in increased expression of POMC mRNA; Phenylpropanolamine results in increased expression of POMC protein
S-ethyl glutathione inhibits the reaction [Phenylpropanolamine results in increased expression of POMC mRNA]; STAT3 mRNA promotes the reaction [Phenylpropanolamine results in increased expression of POMC mRNA]		 CTD PMID:17684035 PMID:24792324 NCBI chr 6:28,382,937...28,388,771
Ensembl chr 6:28,382,962...28,388,967 		JBrowse link
G Prkar2a protein kinase cAMP-dependent type II regulatory subunit alpha increases expression EXP Phenylpropanolamine results in increased expression of PRKAR2A mRNA; Phenylpropanolamine results in increased expression of PRKAR2A protein CTD PMID:17684035 NCBI chr 8:117,486,085...117,548,768
Ensembl chr 8:117,486,083...117,546,370 		JBrowse link
G Psap prosaposin decreases expression ISO Phenylpropanolamine results in decreased expression of PSAP mRNA CTD PMID:16465460 NCBI chr20:29,831,302...29,856,876
Ensembl chr20:29,831,314...29,856,875 		JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit increases expression EXP Phenylpropanolamine results in increased expression of RELA mRNA CTD PMID:21989786 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249 		JBrowse link
G Ripk3 receptor-interacting serine-threonine kinase 3 increases phosphorylation ISO Phenylpropanolamine results in increased phosphorylation of RIPK3 protein CTD PMID:27756839 NCBI chr15:34,470,796...34,479,741
Ensembl chr15:34,470,796...34,479,741 		JBrowse link
G Sod1 superoxide dismutase 1 multiple interactions
increases expression		 EXP Enzyme Inhibitors inhibits the reaction [Phenylpropanolamine results in increased expression of SOD1 protein]; S-ethyl glutathione inhibits the reaction [Phenylpropanolamine results in increased expression of SOD1 mRNA]; STAT3 mRNA promotes the reaction [Phenylpropanolamine results in increased expression of SOD1 mRNA]
Phenylpropanolamine results in increased expression of SOD1 mRNA; Phenylpropanolamine results in increased expression of SOD1 protein		 CTD PMID:24792324 NCBI chr11:30,363,282...30,368,858
Ensembl chr11:30,363,280...30,368,862 		JBrowse link
G Sod2 superoxide dismutase 2 increases expression EXP Phenylpropanolamine results in increased expression of SOD2 mRNA; Phenylpropanolamine results in increased expression of SOD2 protein CTD PMID:21989786 NCBI chr 1:47,914,757...47,921,587
Ensembl chr 1:47,914,759...47,921,587 		JBrowse link
G Sqle squalene epoxidase increases expression ISO Phenylpropanolamine results in increased expression of SQLE mRNA CTD PMID:27756839 NCBI chr 7:99,609,929...99,624,803
Ensembl chr 7:99,609,191...99,624,732 		JBrowse link
G Srebf2 sterol regulatory element binding transcription factor 2 multiple interactions ISO Phenylpropanolamine results in increased cleavage of and results in increased activity of SREBF2 protein CTD PMID:27756839 NCBI chr 7:123,381,082...123,438,605
Ensembl chr 7:123,381,077...123,438,603 		JBrowse link
G Stat3 signal transducer and activator of transcription 3 multiple interactions
increases response to substance
increases activity
increases expression		 EXP Enzyme Inhibitors inhibits the reaction [Phenylpropanolamine results in increased expression of STAT3 protein modified form]; S-ethyl glutathione inhibits the reaction [Phenylpropanolamine results in increased expression of STAT3 mRNA]; STAT3 mRNA promotes the reaction [Phenylpropanolamine results in decreased expression of NPY mRNA]; STAT3 mRNA promotes the reaction [Phenylpropanolamine results in increased expression of CAT mRNA]; STAT3 mRNA promotes the reaction [Phenylpropanolamine results in increased expression of GSTA1 mRNA]; STAT3 mRNA promotes the reaction [Phenylpropanolamine results in increased expression of POMC mRNA]; STAT3 mRNA promotes the reaction [Phenylpropanolamine results in increased expression of SOD1 mRNA]
STAT3 mRNA results in increased susceptibility to Phenylpropanolamine
Phenylpropanolamine results in increased activity of STAT3 protein
Phenylpropanolamine results in increased expression of STAT3 mRNA; Phenylpropanolamine results in increased expression of STAT3 protein modified form		 CTD PMID:24792324 NCBI chr10:88,790,401...88,842,263
Ensembl chr10:88,790,408...88,842,233 		JBrowse link
G Suclg1 succinate-CoA ligase GDP/ADP-forming subunit alpha decreases expression ISO Phenylpropanolamine results in decreased expression of SUCLG1 mRNA CTD PMID:16465460 NCBI chr 4:101,181,315...101,210,692
Ensembl chr 4:101,180,404...101,210,746 		JBrowse link
G Tpi1 triosephosphate isomerase 1 decreases expression ISO Phenylpropanolamine results in decreased expression of TPI1 mRNA CTD PMID:16465460 NCBI chr 4:157,328,375...157,331,905
Ensembl chr 4:157,328,379...157,331,905 		JBrowse link
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  CHEBI ontology 19853
    role 19804
      application 19477
        pharmaceutical 19350
          drug 19350
            nasal decongestant 559
              phenylpropanolamine 53
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  CHEBI ontology 19853
    subatomic particle 19851
      composite particle 19851
        hadron 19851
          baryon 19851
            nucleon 19851
              atomic nucleus 19851
                atom 19851
                  main group element atom 19744
                    main group molecular entity 19744
                      s-block molecular entity 19491
                        hydrogen molecular entity 19483
                          hydrides 18748
                            inorganic hydride 17481
                              pnictogen hydride 17454
                                nitrogen hydride 17296
                                  azane 17015
                                    ammonia 17014
                                      organic amino compound 17013
                                        amine 7788
                                          amphetamines 5717
                                            phenylpropanolamine 53
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