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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:4-Hydroxy-N-desmethyltamoxifen
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Accession:CHEBI:80555 term browser browse the term
Definition:A stilbenoid that has formula C25H27NO2.
Synonyms:related_synonym: Endoxifen;   Formula=C25H27NO2;   InChI=1S/C25H27NO2/c1-3-24(19-7-5-4-6-8-19)25(20-9-13-22(27)14-10-20)21-11-15-23(16-12-21)28-18-17-26-2/h4-16,26-27H,3,17-18H2,1-2H3/b25-24-;   InChIKey=MHJBZVSGOZTKRH-IZHYLOQSSA-N;   SMILES=CC\\C(c1ccccc1)=C(/c1ccc(O)cc1)c1ccc(OCCNC)cc1
 xref: CAS:112093-28-4;   HMDB:HMDB0060666;   KEGG:C16547
 xref_mesh: MESH:C055492


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4-Hydroxy-N-desmethyltamoxifen term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Areg amphiregulin multiple interactions ISO 4-hydroxy-N-desmethyltamoxifen inhibits the reaction [Estradiol results in increased expression of AREG mRNA] CTD PMID:19244106 NCBI chr14:18,521,921...18,531,179
Ensembl chr14:18,521,930...18,531,179
JBrowse link
G Cnr1 cannabinoid receptor 1 multiple interactions ISO 4-hydroxy-N-desmethyltamoxifen inhibits the reaction [3-(2-hydroxy-4-(1,1-dimethylheptyl)phenyl)-4-(3-hydroxypropyl)cyclohexanol binds to CNR1 protein] CTD PMID:27936172 NCBI chr 5:49,307,584...49,333,064
Ensembl chr 5:49,311,030...49,333,056
JBrowse link
G Cnr2 cannabinoid receptor 2 multiple interactions ISO 4-hydroxy-N-desmethyltamoxifen inhibits the reaction [3-(2-hydroxy-4-(1,1-dimethylheptyl)phenyl)-4-(3-hydroxypropyl)cyclohexanol binds to CNR2 protein]; 4-hydroxy-N-desmethyltamoxifen inhibits the reaction [Guanosine 5'-O-(3-Thiotriphosphate) binds to CNR2 protein] CTD PMID:27936172 NCBI chr 5:154,242,010...154,268,126
Ensembl chr 5:154,260,062...154,268,126
JBrowse link
G Cyp19a1 cytochrome P450, family 19, subfamily a, polypeptide 1 increases metabolic processing
multiple interactions
ISO CYP19A1 protein results in increased metabolism of 4-hydroxy-N-desmethyltamoxifen
[CYP19A1 protein results in increased metabolism of 4-hydroxy-N-desmethyltamoxifen] which results in increased abundance of 4-hydroxy-N-desmethyltamoxifen metabolite
CTD PMID:29285606 NCBI chr 8:58,744,849...58,772,408
Ensembl chr 8:58,744,849...58,772,408
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions
increases expression
increases metabolic processing
ISO [CYP1A1 protein results in increased metabolism of 4-hydroxy-N-desmethyltamoxifen] which results in increased abundance of 4-hydroxy-N-desmethyltamoxifen metabolite
4-hydroxy-N-desmethyltamoxifen results in increased expression of CYP1A1 mRNA
CTD PMID:29285606 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 metabolic processing
multiple interactions
ISO CYP1A2 protein results in increased metabolism of 4-hydroxy-N-desmethyltamoxifen
[CYP1A2 protein results in increased metabolism of 4-hydroxy-N-desmethyltamoxifen] which results in increased abundance of 4-hydroxy-N-desmethyltamoxifen metabolite
CTD PMID:29285606 NCBI chr 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301
JBrowse link
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 increases metabolic processing
multiple interactions
ISO CYP2B6 protein results in increased metabolism of 4-hydroxy-N-desmethyltamoxifen
[CYP2B6 protein results in increased metabolism of 4-hydroxy-N-desmethyltamoxifen] which results in increased abundance of 4-hydroxy-N-desmethyltamoxifen metabolite
CTD PMID:29285606 NCBI chr 1:83,163,103...83,236,615
Ensembl chr 1:83,163,079...83,236,615
JBrowse link
G Cyp2c79 cytochrome P450, family 2, subfamily c, polypeptide 79 decreases activity ISO 4-hydroxy-N-desmethyltamoxifen results in decreased activity of CYP2C8 protein CTD PMID:29285606 NCBI chr 1:147,236,480...147,307,988 JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 multiple interactions
affects abundance
increases metabolic processing
ISO [CYP2D6 protein results in increased metabolism of 4-hydroxy-N-desmethyltamoxifen] which results in increased abundance of 4-hydroxy-N-desmethyltamoxifen metabolite; [CYP2D6 protein results in increased metabolism of Tamoxifen] which results in increased glucuronidation of 4-hydroxy-N-desmethyltamoxifen; [Paroxetine results in decreased activity of CYP2D6 protein] which results in decreased abundance of 4-hydroxy-N-desmethyltamoxifen; [Quinidine results in decreased activity of CYP2D6 protein] which results in decreased chemical synthesis of 4-hydroxy-N-desmethyltamoxifen
CYP2D6 gene polymorphism affects the abundance of 4-hydroxy-N-desmethyltamoxifen
CTD PMID:14652237 PMID:29285606 NCBI chr 7:123,599,264...123,608,436
Ensembl chr 7:123,599,266...123,608,436
JBrowse link
G Cyp3a62 cytochrome P450, family 3, subfamily a, polypeptide 62 multiple interactions
increases metabolic processing
ISO [CYP3A4 protein results in increased metabolism of 4-hydroxy-N-desmethyltamoxifen] which results in increased abundance of 4-hydroxy-N-desmethyltamoxifen metabolite CTD PMID:29285606 NCBI chr12:18,679,809...18,709,397
Ensembl chr12:18,678,594...18,709,397
JBrowse link
G Cyp3a9 cytochrome P450, family 3, subfamily a, polypeptide 9 increases metabolic processing
multiple interactions
ISO CYP3A5 protein results in increased metabolism of 4-hydroxy-N-desmethyltamoxifen
[CYP3A5 protein results in increased metabolism of 4-hydroxy-N-desmethyltamoxifen] which results in increased abundance of 4-hydroxy-N-desmethyltamoxifen metabolite
CTD PMID:29285606 NCBI chr12:19,074,288...19,114,491
Ensembl chr12:19,074,583...19,114,399
JBrowse link
G Esr1 estrogen receptor 1 multiple interactions
increases degradation
decreases expression
ISO 4-hydroxy-N-desmethyltamoxifen inhibits the reaction [[Tamoxifen co-treated with N-desmethyltamoxifen co-treated with afimoxifene] results in increased stability of ESR1 protein]
4-hydroxy-N-desmethyltamoxifen results in increased degradation of ESR1 protein
4-hydroxy-N-desmethyltamoxifen results in decreased expression of ESR1 mRNA; 4-hydroxy-N-desmethyltamoxifen results in decreased expression of ESR1 protein
CTD PMID:19244106 NCBI chr 1:41,192,029...41,594,799
Ensembl chr 1:41,192,824...41,594,796
JBrowse link
G Mapk1 mitogen activated protein kinase 1 decreases phosphorylation ISO 4-hydroxy-N-desmethyltamoxifen results in decreased phosphorylation of MAPK1 protein CTD PMID:28947257 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 decreases phosphorylation ISO 4-hydroxy-N-desmethyltamoxifen results in decreased phosphorylation of MAPK3 protein CTD PMID:28947257 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Myc MYC proto-oncogene, bHLH transcription factor multiple interactions ISO 4-hydroxy-N-desmethyltamoxifen inhibits the reaction [Estradiol results in increased expression of MYC mRNA] CTD PMID:19244106 NCBI chr 7:102,586,313...102,591,240
Ensembl chr 7:102,586,313...102,591,240
JBrowse link
G Sult1a1 sulfotransferase family 1A member 1 multiple interactions
increases metabolic processing
ISO [SULT1A1 3' UTR SNP affects the activity of SULT1A1 protein] which affects the metabolism of 4-hydroxy-N-desmethyltamoxifen; [SULT1A1 protein results in increased metabolism of Tamoxifen] which results in increased abundance of 4-hydroxy-N-desmethyltamoxifen
SULT1A1 protein results in increased metabolism of 4-hydroxy-N-desmethyltamoxifen
CTD PMID:30120701 NCBI chr 1:198,100,586...198,104,106
Ensembl chr 1:198,100,586...198,104,109
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19875
    chemical entity 19875
      atom 19873
        nonmetal atom 19751
          carbon atom 19657
            organic molecular entity 19657
              olefinic compound 14850
                stilbenoid 5644
                  4-Hydroxy-N-desmethyltamoxifen 16
Path 2
Term Annotations click to browse term
  CHEBI ontology 19875
    subatomic particle 19873
      composite particle 19873
        hadron 19873
          baryon 19873
            nucleon 19873
              atomic nucleus 19873
                atom 19873
                  main group element atom 19763
                    p-block element atom 19763
                      carbon group element atom 19668
                        carbon atom 19657
                          organic molecular entity 19657
                            organic molecule 19586
                              organic cyclic compound 19395
                                organic aromatic compound 19220
                                  stilbenoid 5644
                                    4-Hydroxy-N-desmethyltamoxifen 16
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