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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:phentolamine
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Accession:CHEBI:8081 term browser browse the term
Definition:A substituted aniline that is 3-aminophenol in which the hydrogens of the amino group are replaced by 4-methylphenyl and 4,5-dihydro-1H-imidazol-2-ylmethyl groups respectively. An alpha-adrenergic antagonist, it is used for the treatment of hypertension.
Synonyms:exact_synonym: 3-[(4,5-dihydro-1H-imidazol-2-ylmethyl)(4-methylphenyl)amino]phenol
 related_synonym: 2-(N-(m-hydroxyphenyl)-p-toluidinomethyl)imidazoline;   Formula=C17H19N3O;   InChI=1S/C17H19N3O/c1-13-5-7-14(8-6-13)20(12-17-18-9-10-19-17)15-3-2-4-16(21)11-15/h2-8,11,21H,9-10,12H2,1H3,(H,18,19);   InChIKey=MRBDMNSDAVCSSF-UHFFFAOYSA-N;   Phentolamine mesylate;   Regitina;   Regitine;   Rogitine;   SMILES=Cc1ccc(cc1)N(CC1=NCCN1)c1cccc(O)c1;   fentolamina;   phentolaminum
 xref: CAS:50-60-2;   DrugBank:DB00692;   Drug_Central:2142;   HMDB:HMDB0014830;   KEGG:D00509;   KEGG:D08362;   LINCS:LSM-4022
 xref_mesh: MESH:D010646
 xref: PMID:23438114;   PMID:23522530;   PMID:23658874;   PMID:23666670;   PMID:23887290;   PMID:23926134;   Patent:US2503059;   Reaxys:272944;   Wikipedia:Phentolamine


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phentolamine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb4 ATP binding cassette subfamily B member 4 decreases activity ISO Phentolamine results in decreased activity of ABCB4 protein CTD PMID:28437613 NCBI chr 4:25,150,998...25,209,489
Ensembl chr 4:25,151,953...25,209,202
JBrowse link
G Adra1a adrenoceptor alpha 1A affects binding
multiple interactions
ISO Phentolamine binds to ADRA1A protein
Phentolamine inhibits the reaction [[Epinephrine results in increased activity of ADRA1A protein] which results in increased abundance of Calcium]; Phentolamine inhibits the reaction [[Phenylephrine co-treated with ADRA1A protein] results in increased phosphorylation of MAPK1 protein]; Phentolamine inhibits the reaction [[Phenylephrine co-treated with ADRA1A protein] results in increased phosphorylation of MAPK3 protein]; Phentolamine inhibits the reaction [[Phenylephrine results in increased activity of ADRA1A protein] which results in increased abundance of Calcium]
CTD PMID:15306222 PMID:21544540 NCBI chr15:40,830,125...40,935,902
Ensembl chr15:40,832,534...40,927,500
JBrowse link
G Adra1b adrenoceptor alpha 1B affects binding
multiple interactions
ISO Phentolamine binds to ADRA1B protein
Phentolamine inhibits the reaction [[Epinephrine results in increased activity of ADRA1B protein] which results in increased abundance of Calcium]; Phentolamine inhibits the reaction [[Phenylephrine co-treated with ADRA1B protein] results in increased phosphorylation of MAPK1 protein]; Phentolamine inhibits the reaction [[Phenylephrine co-treated with ADRA1B protein] results in increased phosphorylation of MAPK3 protein]; Phentolamine inhibits the reaction [[Phenylephrine results in increased activity of ADRA1B protein] which results in increased abundance of Calcium]
CTD PMID:15306222 NCBI chr10:28,255,025...28,373,418
Ensembl chr10:28,255,025...28,312,919
JBrowse link
G Adra1d adrenoceptor alpha 1D affects binding
multiple interactions
ISO Phentolamine binds to ADRA1D protein
Phentolamine inhibits the reaction [[Epinephrine results in increased activity of ADRA1D protein] which results in increased abundance of Calcium]; Phentolamine inhibits the reaction [[Phenylephrine co-treated with ADRA1D protein] results in increased phosphorylation of MAPK1 protein]; Phentolamine inhibits the reaction [[Phenylephrine co-treated with ADRA1D protein] results in increased phosphorylation of MAPK3 protein]; Phentolamine inhibits the reaction [[Phenylephrine results in increased activity of ADRA1D protein] which results in increased abundance of Calcium]
CTD PMID:15306222 PMID:15493479 NCBI chr 3:118,793,356...118,809,354
Ensembl chr 3:118,793,346...118,809,354
JBrowse link
G Adra2a adrenoceptor alpha 2A multiple interactions EXP Phentolamine binds to and results in decreased activity of ADRA2A protein CTD PMID:8397342 NCBI chr 1:253,061,480...253,064,280
Ensembl chr 1:253,060,218...253,064,365
JBrowse link
G Casp3 caspase 3 multiple interactions
increases activity
ISO Palmitic Acid promotes the reaction [Phentolamine results in increased activity of CASP3 protein] CTD PMID:22700542 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp7 caspase 7 increases activity
multiple interactions
ISO Phentolamine results in increased activity of CASP7 protein
Palmitic Acid promotes the reaction [Phentolamine results in increased activity of CASP7 protein]
CTD PMID:22700542 NCBI chr 1:255,437,195...255,476,737
Ensembl chr 1:255,437,172...255,476,729
JBrowse link
G Ereg epiregulin decreases expression ISO Phentolamine results in decreased expression of EREG mRNA CTD PMID:32816093 NCBI chr14:17,027,287...17,041,062
Ensembl chr14:17,027,287...17,041,062
JBrowse link
G Ggt1 gamma-glutamyltransferase 1 multiple interactions ISO Phentolamine inhibits the reaction [Ethylene Dibromide results in increased activity of GGT1 protein] CTD PMID:12628311 NCBI chr20:13,074,695...13,104,095
Ensembl chr20:13,074,700...13,108,442
JBrowse link
G Il24 interleukin 24 decreases expression ISO Phentolamine results in decreased expression of IL24 mRNA CTD PMID:32816093 NCBI chr13:42,353,089...42,358,487
Ensembl chr13:42,353,090...42,358,487
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 multiple interactions
decreases activity
ISO Phentolamine inhibits the reaction [KCNH2 protein results in increased transport of Thallium]
Phentolamine results in decreased activity of KCNH2 protein
CTD PMID:19583963 PMID:24052561 NCBI chr 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO Phentolamine inhibits the reaction [[Phenylephrine co-treated with ADRA1A protein] results in increased phosphorylation of MAPK1 protein]; Phentolamine inhibits the reaction [[Phenylephrine co-treated with ADRA1B protein] results in increased phosphorylation of MAPK1 protein]; Phentolamine inhibits the reaction [[Phenylephrine co-treated with ADRA1D protein] results in increased phosphorylation of MAPK1 protein] CTD PMID:15306222 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 ISO Phentolamine inhibits the reaction [[Phenylephrine co-treated with ADRA1A protein] results in increased phosphorylation of MAPK3 protein]; Phentolamine inhibits the reaction [[Phenylephrine co-treated with ADRA1B protein] results in increased phosphorylation of MAPK3 protein]; Phentolamine inhibits the reaction [[Phenylephrine co-treated with ADRA1D protein] results in increased phosphorylation of MAPK3 protein] CTD PMID:15306222 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Met MET proto-oncogene, receptor tyrosine kinase decreases expression ISO Phentolamine results in decreased expression of MET mRNA CTD PMID:32816093 NCBI chr 4:45,790,456...45,898,139
Ensembl chr 4:45,790,791...45,897,876
JBrowse link
G Pomc proopiomelanocortin multiple interactions EXP Phentolamine inhibits the reaction [POMC results in increased uptake of Magnesium] CTD PMID:191614 NCBI chr 6:26,939,844...26,945,666
Ensembl chr 6:26,939,837...26,945,664
JBrowse link
G Pygl glycogen phosphorylase L multiple interactions EXP Phentolamine inhibits the reaction [Neostigmine results in increased activity of PYGL protein modified form] CTD PMID:1350317 NCBI chr 6:88,697,598...88,740,260
Ensembl chr 6:88,697,593...88,740,310
JBrowse link
G Ren renin increases activity ISO Phentolamine results in increased activity of REN protein CTD PMID:6173514 NCBI chr13:44,796,260...44,807,491
Ensembl chr13:44,796,091...44,807,489
JBrowse link
G Serpine1 serpin family E member 1 multiple interactions ISO Phentolamine inhibits the reaction [Kainic Acid results in increased expression of SERPINE1 mRNA] CTD PMID:15850565 NCBI chr12:19,601,272...19,611,657
Ensembl chr12:19,601,272...19,611,657
JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Phentolamine inhibits the reaction [SLC22A2 protein results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium] CTD PMID:21599003 NCBI chr 1:48,121,061...48,163,268
Ensembl chr 1:48,121,061...48,163,268
JBrowse link
G Slc22a3 solute carrier family 22 member 3 multiple interactions ISO
EXP
Phentolamine inhibits the reaction [SLC22A3 protein results in increased uptake of 1-Methyl-4-phenylpyridinium] CTD PMID:12411423 NCBI chr 1:48,235,476...48,324,617
Ensembl chr 1:48,235,476...48,324,612
JBrowse link
G Slc47a1 solute carrier family 47 member 1 multiple interactions ISO Phentolamine inhibits the reaction [SLC47A1 protein results in increased uptake of 1-Methyl-4-phenylpyridinium] CTD PMID:22419765 NCBI chr10:46,034,115...46,088,617
Ensembl chr10:46,034,122...46,087,637
JBrowse link
G Slc47a2 solute carrier family 47 member 2 multiple interactions ISO Phentolamine inhibits the reaction [SLC47A2 protein results in increased uptake of 1-Methyl-4-phenylpyridinium] CTD PMID:22419765 NCBI chr10:45,990,806...46,033,937
Ensembl chr10:45,991,095...46,033,904
JBrowse link
G Sult1a1 sulfotransferase family 1A member 1 increases sulfation ISO
EXP
SULT1A1 protein results in increased sulfation of Phentolamine CTD PMID:11181495 NCBI chr 1:181,272,022...181,276,750
Ensembl chr 1:181,272,023...181,275,562
JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP Phentolamine inhibits the reaction [Lipopolysaccharides results in increased expression of TNF protein] CTD PMID:11752888 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

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  CHEBI ontology 19812
    role 19761
      application 19471
        pharmaceutical 19319
          drug 19319
            cardiovascular drug 7679
              vasodilator agent 5820
                phentolamine 24
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  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    main group molecular entity 19708
                      s-block molecular entity 19493
                        hydrogen molecular entity 19488
                          hydrides 18845
                            inorganic hydride 17691
                              pnictogen hydride 17672
                                nitrogen hydride 17545
                                  azane 17279
                                    ammonia 17278
                                      organic amino compound 17278
                                        aromatic amine 13701
                                          anilines 12359
                                            substituted aniline 11852
                                              phentolamine 24
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