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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 4:22,133,984...22,192,687
Ensembl chr 4:22,133,521...22,425,515
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 chr15:43,296,997...43,398,314
Ensembl chr15:43,298,794...43,392,451
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 chr10:29,392,762...29,450,644
Ensembl chr10:29,392,762...29,450,644
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 3:124,129,558...124,145,566
Ensembl chr 3:124,129,558...124,145,566
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 1:274,766,283...274,769,083
Ensembl chr 1:274,766,283...274,769,081
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 chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
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 1:277,190,557...277,242,779
Ensembl chr 1:277,190,964...277,242,774
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 chr20:14,019,723...14,045,781
Ensembl chr20:14,019,723...14,025,068
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 4:7,355,066...7,387,282
Ensembl chr 4:7,355,574...7,387,253
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 chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
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 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Pomc proopiomelanocortin multiple interactions EXP Phentolamine inhibits the reaction [POMC results in increased uptake of Magnesium] CTD PMID:191614 NCBI chr 6:28,382,937...28,388,771
Ensembl chr 6:28,382,962...28,388,967
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 6:92,597,759...92,643,734
Ensembl chr 6:92,597,706...92,643,847
JBrowse link
G Ren renin increases activity ISO Phentolamine results in increased activity of REN protein CTD PMID:6173514 NCBI chr13:50,502,724...50,513,953
Ensembl chr13:50,502,724...50,514,151
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 chr12:22,641,104...22,651,482
Ensembl chr12:22,641,104...22,651,482
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 1:48,318,025...48,360,219
Ensembl chr 1:48,317,995...48,360,261
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 1:48,433,079...48,521,261
Ensembl chr 1:48,433,079...48,521,256
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 chr10:47,631,425...47,685,379
Ensembl chr10:47,632,192...47,666,921
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 chr10:47,587,909...47,631,373
Ensembl chr10:47,588,497...47,630,799
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 1:198,100,586...198,104,106
Ensembl chr 1:198,100,586...198,104,109
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 chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link

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Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      application 19391
        pharmaceutical 19272
          drug 19272
            cardiovascular drug 7613
              vasodilator agent 5729
                phentolamine 21
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    main group molecular entity 19670
                      s-block molecular entity 19428
                        hydrogen molecular entity 19418
                          hydrides 18685
                            inorganic hydride 17409
                              pnictogen hydride 17381
                                nitrogen hydride 17223
                                  azane 16940
                                    ammonia 16939
                                      organic amino compound 16938
                                        aromatic amine 13616
                                          anilines 12327
                                            substituted aniline 11823
                                              phentolamine 21
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.