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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:O-methylserotonin
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Accession:CHEBI:2089 term browser browse the term
Definition:A member of the class of tryptamines that is the methyl ether derivative of serotonin.
Synonyms:related_synonym: 2-(5-methoxy-1H-indol-3-yl)ethanamine;   2-(5-methoxyindol-3-yl)ethylamine;   3-(2-aminoethyl)-5-methoxyindole;   5-MT;   5-MeOT;   5-Methoxytryptamine;   5-methoxy-1H-indole-3-ethanamine;   5MOT;   Formula=C11H14N2O;   InChI=1S/C11H14N2O/c1-14-9-2-3-11-10(6-9)8(4-5-12)7-13-11/h2-3,6-7,13H,4-5,12H2,1H3;   InChIKey=JTEJPPKMYBDEMY-UHFFFAOYSA-N;   SMILES=COc1ccc2[nH]cc(CCN)c2c1;   mexamine
 xref: Beilstein:145587;   CAS:608-07-1;   Gmelin:1220927;   HMDB:HMDB0004095;   KEGG:C05659;   LINCS:LSM-4582
 xref_mesh: MESH:D008735
 xref: MetaCyc:CPD-12018;   PMID:22678752;   PMID:23451999;   Reaxys:145587;   Wikipedia:5-Methoxytryptamine
 cyclic_relationship: is_conjugate_base_of CHEBI:166874


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O-methylserotonin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 multiple interactions ISO CYP2D6 protein binds to and results in decreased methylation of 5-Methoxytryptamine CTD PMID:12777961 NCBI chr 7:123,599,264...123,608,436
Ensembl chr 7:123,599,266...123,608,436
JBrowse link
G Htr7 5-hydroxytryptamine receptor 7 multiple interactions ISO [5-Methoxytryptamine binds to and results in increased activity of HTR7 protein] which results in increased abundance of Cyclic AMP CTD PMID:14578406 NCBI chr 1:254,547,964...254,671,811
Ensembl chr 1:254,547,620...254,671,778
JBrowse link
G Kmo kynurenine 3-monooxygenase increases expression EXP 5-Methoxytryptamine results in increased expression of KMO mRNA CTD PMID:32243540 NCBI chr13:93,684,324...93,715,378
Ensembl chr13:93,684,437...93,716,227
JBrowse link
G Ppp1r1b protein phosphatase 1, regulatory (inhibitor) subunit 1B decreases phosphorylation
increases phosphorylation
ISO 5-Methoxytryptamine results in decreased phosphorylation of PPP1R1B protein
5-Methoxytryptamine results in increased phosphorylation of PPP1R1B protein
CTD PMID:11880652 NCBI chr10:86,303,727...86,312,770
Ensembl chr10:86,303,727...86,312,762
JBrowse link
G Sod2 superoxide dismutase 2 decreases expression EXP 5-Methoxytryptamine results in decreased expression of SOD2 mRNA CTD PMID:32243540 NCBI chr 1:47,914,757...47,921,587
Ensembl chr 1:47,914,759...47,921,587
JBrowse link
G Taar1 trace-amine-associated receptor 1 increases activity
multiple interactions
ISO 5-Methoxytryptamine results in increased activity of TAAR1 protein
[5-Methoxytryptamine results in increased activity of TAAR1 protein] which results in increased abundance of Cyclic AMP
CTD PMID:19725810 NCBI chr 1:22,595,477...22,596,475
Ensembl chr 1:22,595,477...22,596,475
JBrowse link
G Tph1 tryptophan hydroxylase 1 decreases expression EXP 5-Methoxytryptamine results in decreased expression of TPH1 mRNA CTD PMID:32243540 NCBI chr 1:102,669,868...102,699,442
Ensembl chr 1:102,669,868...102,699,442
JBrowse link
5-methoxy-N,N-diisopropyltryptamine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 decreases activity
multiple interactions
ISO 5-methoxy-N,N-diisopropyltryptamine analog results in decreased activity of CYP2B6 protein
[5-methoxy-N,N-diisopropyltryptamine analog results in decreased activity of CYP2B6 protein] which results in decreased metabolism of Bupropion
CTD PMID:26599973 NCBI chr 1:83,163,103...83,236,615
Ensembl chr 1:83,163,079...83,236,615
JBrowse link
G Cyp2c6v1 cytochrome P450, family 2, subfamily C, polypeptide 6, variant 1 multiple interactions
decreases activity
ISO [5-methoxy-N,N-diisopropyltryptamine analog results in decreased activity of CYP2C19 protein] which results in decreased metabolism of Omeprazole CTD PMID:26599973 NCBI chr 1:147,713,879...147,814,410
Ensembl chr 1:147,713,892...147,888,007
JBrowse link
G Cyp2d1 cytochrome P450, family 2, subfamily d, polypeptide 1 increases metabolic processing EXP CYP2D1 protein results in increased metabolism of 5-methoxy-N,N-diisopropyltryptamine CTD PMID:18191824 NCBI chr 7:123,625,641...123,630,045
Ensembl chr 7:123,625,590...123,638,765
JBrowse link
G Cyp2d2 cytochrome P450, family 2, subfamily d, polypeptide 2 increases metabolic processing EXP CYP2D2 protein results in increased metabolism of 5-methoxy-N,N-diisopropyltryptamine CTD PMID:18191824 NCBI chr 7:123,651,827...123,655,896
Ensembl chr 7:123,651,827...123,655,896
JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 multiple interactions
decreases activity
ISO [5-methoxy-N,N-diisopropyltryptamine analog results in decreased activity of CYP2D6 protein] which results in decreased metabolism of Dextromethorphan CTD PMID:26599973 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 multiple interactions
decreases activity
ISO [5-methoxy-N,N-diisopropyltryptamine analog results in decreased activity of CYP2E1 protein] which results in decreased metabolism of Chlorzoxazone CTD PMID:26599973 NCBI chr 1:213,511,892...213,522,195
Ensembl chr 1:213,511,874...213,535,542
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19771
    role 19716
      biological role 19716
        pharmacological role 18830
          agonist 18256
            5-hydroxytryptamine 2A receptor agonist 12
              O-methylserotonin 12
                5-methoxy-N,N-diisopropyltryptamine 6
Path 2
Term Annotations click to browse term
  CHEBI ontology 19771
    subatomic particle 19770
      composite particle 19770
        hadron 19770
          baryon 19770
            nucleon 19770
              atomic nucleus 19770
                atom 19770
                  main group element atom 19658
                    p-block element atom 19658
                      carbon group element atom 19574
                        carbon atom 19564
                          organic molecular entity 19564
                            organic molecule 19497
                              organic cyclic compound 19321
                                organic heterocyclic compound 18512
                                  organic heteropolycyclic compound 17977
                                    organic heterobicyclic compound 16784
                                      benzopyrrole 9547
                                        indoles 9215
                                          tryptamines 419
                                            tryptamine 417
                                              serotonin 113
                                                O-methylserotonin 12
                                                  5-methoxy-N,N-diisopropyltryptamine 6
paths to the root