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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:cannabigerolic acid
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Accession:CHEBI:67081 term browser browse the term
Definition:A dihydroxybenzoic acid that is olivetolic acid in which the hydrogen at position 3 is substituted by a geranyl group. A biosynthetic precursor to Delta(9)-tetrahydrocannabinol, the principal psychoactive constituent of the cannabis plant.
Synonyms:exact_synonym: 3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxy-6-pentylbenzoic acid
 related_synonym: (E)-3-(3,7-Dimethyl-2,6-octadienyl)-2,4-dihydroxy-6-pentylbenzoic acid;   Formula=C22H32O4;   InChI=1S/C22H32O4/c1-5-6-7-11-17-14-19(23)18(21(24)20(17)22(25)26)13-12-16(4)10-8-9-15(2)3/h9,12,14,23-24H,5-8,10-11,13H2,1-4H3,(H,25,26)/b16-12+;   InChIKey=SEEZIOZEUUMJME-FOWTUZBSSA-N;   SMILES=CCCCCc1cc(O)c(C\\C=C(/C)CCC=C(C)C)c(O)c1C(O)=O
 xref: CAS:25555-57-1
 xref_mesh: MESH:C100679
 xref: MetaCyc:CPD-7166;   PMID:18283614;   PMID:18303850;   PMID:19704450;   PMID:21532172;   PMID:21726418;   PMID:22495534;   PMID:22766313;   PMID:22802619;   PMID:8663284;   PMID:9607329;   PMID:9862135;   Patent:GB2456183;   Patent:GB2468828;   Patent:US2011021617;   Patent:US2011038958;   Patent:WO2009087351;   Patent:WO2011017798;   Reaxys:2820770
 cyclic_relationship: is_conjugate_acid_of CHEBI:66962



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cannabigerolic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Acox1 acyl-CoA oxidase 1 increases expression ISO cannabigerolic acid results in increased expression of ACOX1 mRNA CTD PMID:30611848 NCBI chr10:101,406,197...101,431,252
Ensembl chr10:101,406,197...101,431,232
JBrowse link
G Cpt1a carnitine palmitoyltransferase 1A increases expression ISO cannabigerolic acid results in increased expression of CPT1A mRNA CTD PMID:30611848 NCBI chr 1:200,564,634...200,627,059
Ensembl chr 1:200,565,613...200,627,055
JBrowse link
G Fabp4 fatty acid binding protein 4 multiple interactions
increases expression
ISO cannabigerolic acid promotes the reaction [[INS protein co-treated with Dexamethasone co-treated with 1-Methyl-3-isobutylxanthine] results in increased expression of FABP4 mRNA]
cannabigerolic acid results in increased expression of FABP4 mRNA
CTD PMID:30611848 NCBI chr 2:91,580,879...91,585,567
Ensembl chr 2:91,580,885...91,585,578
JBrowse link
G Ins2 insulin 2 multiple interactions ISO cannabigerolic acid promotes the reaction [[INS protein co-treated with Dexamethasone co-treated with 1-Methyl-3-isobutylxanthine] results in increased expression of FABP4 mRNA]; cannabigerolic acid promotes the reaction [[INS protein co-treated with Dexamethasone co-treated with 1-Methyl-3-isobutylxanthine] results in increased expression of PPARG mRNA] CTD PMID:30611848 NCBI chr 1:197,843,277...197,992,522
Ensembl chr 1:197,843,281...197,864,775
JBrowse link
G Ppara peroxisome proliferator activated receptor alpha increases expression
multiple interactions
ISO cannabigerolic acid results in increased expression of PPARA mRNA
cannabigerolic acid binds to and results in increased activity of PPARA protein
CTD PMID:30611848 NCBI chr 7:116,832,405...116,900,878
Ensembl chr 7:116,832,756...116,895,346
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma increases expression
decreases expression
multiple interactions
ISO cannabigerolic acid results in increased expression of PPARG mRNA
cannabigerolic acid results in decreased expression of PPARG protein
cannabigerolic acid binds to and results in increased activity of PPARG protein; cannabigerolic acid promotes the reaction [[INS protein co-treated with Dexamethasone co-treated with 1-Methyl-3-isobutylxanthine] results in increased expression of PPARG mRNA]
CTD PMID:28853159 PMID:30611848 NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
JBrowse link
G Trpv1 transient receptor potential cation channel, subfamily V, member 1 multiple interactions
increases activity
ISO [cannabigerolic acid results in increased activity of TRPV1 protein] which results in increased uptake of Calcium CTD PMID:31096838 NCBI chr10:57,851,428...57,876,513
Ensembl chr10:57,851,428...57,876,513
JBrowse link
G Trpv3 transient receptor potential cation channel, subfamily V, member 3 affects activity EXP cannabigerolic acid affects the activity of TRPV3 protein CTD PMID:21726418 NCBI chr10:57,883,546...57,915,865
Ensembl chr10:57,883,546...57,913,296
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19834
    role 19810
      biological role 19808
        biochemical role 19517
          metabolite 19504
            olivetolic acid 18
              cannabigerolic acid 8
Path 2
Term Annotations click to browse term
  CHEBI ontology 19834
    subatomic particle 19832
      composite particle 19832
        hadron 19832
          baryon 19832
            nucleon 19832
              atomic nucleus 19832
                atom 19832
                  main group element atom 19782
                    p-block element atom 19782
                      carbon group element atom 19730
                        carbon atom 19727
                          organic molecular entity 19727
                            organic group 18947
                              organic divalent group 18922
                                organodiyl group 18922
                                  carbonyl group 18879
                                    carbonyl compound 18879
                                      carboxylic acid 18605
                                        aromatic carboxylic acid 12266
                                          benzoic acids 12241
                                            benzoic acid 5332
                                              hydroxybenzoic acid 4798
                                                dihydroxybenzoic acid 83
                                                  cannabigerolic acid 8
paths to the root