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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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                          hydrides 18748
                            inorganic hydride 17481
                              pnictogen hydride 17454
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                                  azane 17015
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