Submit Data |  Help |  Video Tutorials |  News |  Publications |  Download |  REST API |  Citing RGD |  Contact   

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:primaquine
go back to main search page
Accession:CHEBI:8405 term browser browse the term
Definition:An N-substituted diamine that is pentane-1,4-diamine substituted by a 6-methoxyquinolin-8-yl group at the N(4) position. It is a drug used in the treatment of malaria and Pneumocystis pneumonia.
Synonyms:exact_synonym: N(4)-(6-methoxyquinolin-8-yl)pentane-1,4-diamine
 related_synonym: 6-Methoxy-8-(4-amino-1-methylbutylamino)quinoline;   8-((4-Amino-1-methylbutyl)amino)-6-methoxyquinoline;   8-(4-Amino-1-methylbutylamino)-6-methoxyquinoline;   Formula=C15H21N3O;   InChI=1S/C15H21N3O/c1-11(5-3-7-16)18-14-10-13(19-2)9-12-6-4-8-17-15(12)14/h4,6,8-11,18H,3,5,7,16H2,1-2H3;   InChIKey=INDBQLZJXZLFIT-UHFFFAOYSA-N;   Neo-Quipenyl;   Primachin;   Primachinum;   Primaquin;   SMILES=COc1cc(NC(C)CCCN)c2ncccc2c1;   primaquina;   primaquinum
 alt_id: CHEBI:110389
 xref: Beilstein:19337;   CAS:90-34-6;   DrugBank:DB01087;   Drug_Central:2266;   Gmelin:751542;   HMDB:HMDB0015219;   KEGG:C07627;   KEGG:D08420;   LINCS:LSM-1649
 xref_mesh: MESH:D011319
 xref: PMID:10928454;   PMID:11303037;   PMID:12036132;   PMID:14917959;   PMID:15494911;   PMID:16537060;   PMID:17253504;   PMID:18930565;   PMID:19114311;   PMID:2210868;   PMID:28279180;   PMID:28289025;   PMID:8920977;   Reaxys:19337;   Wikipedia:Primaquine


show annotations for term's descendants           Sort by:
 
primaquine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb11 ATP binding cassette subfamily B member 11 decreases activity ISO Primaquine results in decreased activity of ABCB11 protein CTD PMID:20829430 NCBI chr 3:55,480,024...55,587,946
Ensembl chr 3:55,480,024...55,587,946
JBrowse link
G Abcb4 ATP binding cassette subfamily B member 4 decreases activity ISO Primaquine 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 Ahr aryl hydrocarbon receptor multiple interactions
increases activity
ISO
EXP
Primaquine binds to and results in increased activity of AHR protein
Primaquine results in increased activity of AHR protein
[Primaquine results in increased activity of AHR protein] which results in increased expression of CYP1A1 mRNA; AHR protein promotes the reaction [Primaquine results in increased expression of CYP1A1 protein]; Primaquine binds to and results in increased activity of AHR protein; Primaquine inhibits the reaction [Tetrachlorodibenzodioxin binds to AHR protein]
CTD PMID:11259546 PMID:14742684 NCBI chr 6:54,963,990...55,001,806
Ensembl chr 6:54,963,990...55,001,464
JBrowse link
G Cftr CF transmembrane conductance regulator multiple interactions EXP Primaquine inhibits the reaction [Cyclic AMP affects the localization of and results in increased activity of CFTR protein] CTD PMID:12529251 NCBI chr 4:42,693,263...42,860,679
Ensembl chr 4:42,692,836...42,860,676
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases activity
increases response to substance
increases expression
decreases degradation
multiple interactions
ISO
EXP
Primaquine results in increased activity of CYP1A1 promoter; Primaquine results in increased activity of CYP1A1 protein
CYP1A1 protein results in increased susceptibility to Primaquine
Primaquine results in increased expression of CYP1A1 mRNA; Primaquine results in increased expression of CYP1A1 protein
Primaquine results in decreased degradation of CYP1A1 protein
[Primaquine results in increased activity of AHR protein] which results in increased expression of CYP1A1 mRNA; AHR protein promotes the reaction [Primaquine results in increased expression of CYP1A1 protein]; Primaquine binds to and results in decreased activity of CYP1A1 protein
CTD PMID:9860486 PMID:11259546 PMID:12451431 PMID:12623754 PMID:14742684 PMID:17954527 PMID:18502397 PMID:26477383 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 increases activity
increases metabolic processing
multiple interactions
increases expression
affects metabolic processing
ISO Primaquine results in increased activity of CYP1A2 promoter
CYP1A2 protein results in increased metabolism of Primaquine
[CYP1A2 protein results in increased expression of HBG2 protein] which affects the susceptibility to Primaquine
Primaquine results in increased expression of CYP1A2 mRNA
CYP1A2 protein affects the metabolism of Primaquine
CTD PMID:12451431 PMID:12623754 PMID:12920490 PMID:17954527 PMID:18502397 PMID:19616568 NCBI chr 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301
JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 increases expression ISO Primaquine results in increased expression of CYP1B1 mRNA CTD PMID:12623754 NCBI chr 6:2,308,179...2,316,739
Ensembl chr 6:2,307,808...2,316,722
JBrowse link
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 multiple interactions
increases metabolic processing
ISO [CYP2B6 protein results in increased expression of HBG2 protein] which affects the susceptibility to Primaquine
CYP2B6 protein results in increased metabolism of Primaquine
CTD PMID:19616568 NCBI chr 1:83,163,103...83,236,615
Ensembl chr 1:83,163,079...83,236,615
JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 multiple interactions
increases response to substance
affects metabolic processing
increases metabolic processing
ISO [CYP2D6 protein results in increased expression of HBG2 protein] which affects the susceptibility to Primaquine
CYP2D6 protein results in increased susceptibility to Primaquine
CYP2D6 protein affects the metabolism of Primaquine
CYP2D6 protein results in increased metabolism of Primaquine
CTD PMID:12920490 PMID:19616568 PMID:26477383 NCBI chr 7:123,599,264...123,608,436
Ensembl chr 7:123,599,266...123,608,436
JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 increases metabolic processing
multiple interactions
ISO CYP2E1 protein results in increased metabolism of Primaquine
[CYP2E1 protein results in increased expression of HBG2 protein] which affects the susceptibility to Primaquine
CTD PMID:19616568 NCBI chr 1:213,511,892...213,522,195
Ensembl chr 1:213,511,874...213,535,542
JBrowse link
G Cyp3a62 cytochrome P450, family 3, subfamily a, polypeptide 62 increases metabolic processing
multiple interactions
ISO CYP3A4 protein results in increased metabolism of Primaquine
[CYP3A4 protein results in increased expression of HBG2 protein] which affects the susceptibility to Primaquine
CTD PMID:19616568 NCBI chr12:18,679,809...18,709,397
Ensembl chr12:18,678,594...18,709,397
JBrowse link
G Egf epidermal growth factor multiple interactions ISO Primaquine inhibits the reaction [EGF protein results in increased uptake of and results in increased degradation of EGFR protein] CTD PMID:23125191 NCBI chr 2:68,820,616...68,895,537 JBrowse link
G Egfr epidermal growth factor receptor multiple interactions ISO Primaquine inhibits the reaction [EGF protein results in increased uptake of and results in increased degradation of EGFR protein] CTD PMID:23125191 NCBI chr14:99,919,485...100,104,136
Ensembl chr14:99,919,485...100,098,796
JBrowse link
G F3 coagulation factor III, tissue factor increases expression ISO Primaquine results in increased expression of F3 protein CTD PMID:25569083 NCBI chr 2:225,310,686...225,322,281
Ensembl chr 2:225,310,624...225,322,272
JBrowse link
G G6pd glucose-6-phosphate dehydrogenase affects response to substance
decreases response to substance
ISO G6PD protein affects the susceptibility to Primaquine
G6PD protein results in decreased susceptibility to Primaquine
CTD PMID:19616568 PMID:22330256 NCBI chr  X:156,274,800...156,293,935
Ensembl chr  X:156,274,800...156,293,926
JBrowse link
G Nqo2 N-ribosyldihydronicotinamide:quinone reductase 2 multiple interactions ISO Primaquine binds to and results in decreased activity of NQO2 protein CTD PMID:15078100 NCBI chr17:32,131,847...32,158,559
Ensembl chr17:32,132,347...32,158,538
JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Primaquine 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

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19883
    role 19833
      application 19505
        refrigerant 17516
          ammonia 17042
            organic amino compound 17041
              aromatic amine 13692
                aminoquinoline 1684
                  primaquine 17
Path 2
Term Annotations click to browse term
  CHEBI ontology 19883
    subatomic particle 19881
      composite particle 19881
        hadron 19881
          baryon 19881
            nucleon 19881
              atomic nucleus 19881
                atom 19881
                  main group element atom 19771
                    main group molecular entity 19771
                      s-block molecular entity 19520
                        hydrogen molecular entity 19512
                          hydrides 18784
                            inorganic hydride 17511
                              pnictogen hydride 17484
                                nitrogen hydride 17327
                                  azane 17043
                                    ammonia 17042
                                      organic amino compound 17041
                                        polyamine 8247
                                          diamine 8174
                                            N-substituted diamine 296
                                              primaquine 17
paths to the root