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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC 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.

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Accession:CHEBI:28948 term browser browse the term
Definition:An aminoalkylindole that is indole carrying a dimethylaminomethyl substituent at postion 3.
Synonyms:exact_synonym: 1-(1H-indol-3-yl)-N,N-dimethylmethanamine
 related_synonym: (1H-indol-3-ylmethyl)dimethylamine;   3-(Dimethylaminomethyl)indole;   3-(N,N-Dimethylaminomethyl)indole;   3-[(Dimethylamino)methyl]indole;   Donaxin;   Donaxine;   Formula=C11H14N2;   Gramin;   InChI=1S/C11H14N2/c1-13(2)8-9-7-12-11-6-4-3-5-10(9)11/h3-7,12H,8H2,1-2H3;   InChIKey=OCDGBSUVYYVKQZ-UHFFFAOYSA-N;   Indol-3-ylmethyldimethylamine;   N,N-Dimethyl-1H-indole-3-methanamine;   SMILES=C1(=CNC2=C1C=CC=C2)CN(C)C;   beta-Dimethylaminomethylindole
 alt_id: CHEBI:24428;   CHEBI:5531
 xref: CAS:87-52-5;   HMDB:HMDB0035762;   KEGG:C08304;   KNApSAcK:C00001411;   LINCS:LSM-6572
 xref_mesh: MESH:C007884
 xref: MetaCyc:CPD-8915;   PMID:23700450;   PMID:24332729;   PMID:24979400;   PMID:25149234;   PMID:25281166;   PMID:26920698;   PMID:27037659;   PMID:27138201;   PMID:27157767;   PMID:27250087;   PMID:27280380;   PMID:27854190;   PMID:28004092;   Reaxys:140521
 cyclic_relationship: is_conjugate_base_of CHEBI:136516

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Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adipor1 adiponectin receptor 1 multiple interactions ISO gramine binds to and results in increased activity of ADIPOR1 protein CTD PMID:23691032 NCBI chr13:45,859,461...45,879,248
Ensembl chr13:45,859,533...45,879,241
JBrowse link
G Ppara peroxisome proliferator activated receptor alpha decreases phosphorylation ISO gramine results in decreased phosphorylation of PPARA protein CTD PMID:23691032 NCBI chr 7:116,832,405...116,900,878
Ensembl chr 7:116,832,756...116,895,346
JBrowse link
G Prkaa1 protein kinase AMP-activated catalytic subunit alpha 1 increases phosphorylation ISO gramine results in increased phosphorylation of PRKAA1 protein CTD PMID:23691032 NCBI chr 2:54,240,298...54,275,978
Ensembl chr 2:54,240,137...54,275,978
JBrowse link
G Prkaa2 protein kinase AMP-activated catalytic subunit alpha 2 increases phosphorylation ISO gramine results in increased phosphorylation of PRKAA2 protein CTD PMID:23691032 NCBI chr 5:119,807,992...119,879,987
Ensembl chr 5:119,813,226...119,879,543
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19900
    role 19875
      biological role 19873
        antimicrobial agent 18073
          antiviral agent 11022
            gramine 4
Path 2
Term Annotations click to browse term
  CHEBI ontology 19900
    subatomic particle 19898
      composite particle 19898
        hadron 19898
          baryon 19898
            nucleon 19898
              atomic nucleus 19898
                atom 19898
                  main group element atom 19845
                    p-block element atom 19845
                      carbon group element atom 19792
                        carbon atom 19787
                          organic molecular entity 19787
                            organic molecule 19744
                              organic cyclic compound 19549
                                organic heterocyclic compound 18888
                                  organic heteropolycyclic compound 18315
                                    organic heterobicyclic compound 17262
                                      benzopyrrole 9731
                                        indoles 9419
                                          aminoalkylindole 513
                                            gramine 4
paths to the root