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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:cannabidiolic acid
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Accession:CHEBI:3359 term browser browse the term
Definition:A dihydroxybenzoic acid that is olivetolic acid in which the hydrogen at position 3 is substituted by a 3-p-mentha-1,8-dien-3-yl (limonene) group.
Synonyms:exact_synonym: 2,4-dihydroxy-3-[(1R,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]-6-pentylbenzoic acid
 related_synonym: 3-p-Mentha-1,8-dien-3-yl-6-pentyl-beta-resorcylic acid;   CBDA;   Formula=C22H30O4;   InChI=1S/C22H30O4/c1-5-6-7-8-15-12-18(23)20(21(24)19(15)22(25)26)17-11-14(4)9-10-16(17)13(2)3/h11-12,16-17,23-24H,2,5-10H2,1,3-4H3,(H,25,26)/t16-,17+/m0/s1;   InChIKey=WVOLTBSCXRRQFR-DLBZAZTESA-N;   SMILES=[H][C@]1(C=C(C)CC[C@H]1C(C)=C)c1c(O)cc(CCCCC)c(C(O)=O)c1O
 xref: CAS:1244-58-2;   KEGG:C10784;   KNApSAcK:C00002642;   LIPID_MAPS_instance:LMPK13120003
 xref_mesh: MESH:C006884
 xref: MetaCyc:CPD-7170;   PMID:17544411;   Reaxys:2226330
 cyclic_relationship: is_conjugate_acid_of CHEBI:67136


show annotations for term's descendants           Sort by:
cannabidiolic 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 cannabidiolic 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 Bhlhe41 basic helix-loop-helix family, member e41 increases expression ISO cannabidiolic acid results in increased expression of BHLHE41 mRNA CTD PMID:25242400 NCBI chr 4:178,834,264...178,838,618
Ensembl chr 4:178,834,271...178,838,468 		JBrowse link
G Cebpa CCAAT/enhancer binding protein alpha multiple interactions
increases expression		 ISO cannabidiolic acid promotes the reaction [[INS protein co-treated with Dexamethasone co-treated with 1-Methyl-3-isobutylxanthine] results in increased expression of CEBPA mRNA]
cannabidiolic acid results in increased expression of CEBPA mRNA		 CTD PMID:30611848 NCBI chr 1:87,759,631...87,762,303
Ensembl chr 1:87,759,433...87,762,412 		JBrowse link
G Cpt1a carnitine palmitoyltransferase 1A increases expression ISO cannabidiolic 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 cannabidiolic acid promotes the reaction [[INS protein co-treated with Dexamethasone co-treated with 1-Methyl-3-isobutylxanthine] results in increased expression of FABP4 mRNA]
cannabidiolic 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 Fos Fos proto-oncogene, AP-1 transcription factor subunit decreases expression ISO cannabidiolic acid results in decreased expression of FOS mRNA CTD PMID:27530354 PMID:30496661 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036 		JBrowse link
G Htr1a 5-hydroxytryptamine receptor 1A increases expression ISO cannabidiolic acid results in increased expression of HTR1A mRNA CTD PMID:27530354 NCBI chr 2:36,693,462...36,698,026
Ensembl chr 2:36,694,174...36,695,442 		JBrowse link
G Id1 inhibitor of DNA binding 1 decreases expression ISO cannabidiolic acid results in decreased expression of ID1 mRNA CTD PMID:25242400 NCBI chr 3:141,210,666...141,212,420
Ensembl chr 3:141,211,267...141,212,419 		JBrowse link
G Igf1 insulin-like growth factor 1 decreases expression ISO cannabidiolic acid results in decreased expression of IGF1 protein CTD PMID:33010341 NCBI chr 7:22,282,895...22,361,972
Ensembl chr 7:22,282,930...22,359,296 		JBrowse link
G Ins2 insulin 2 multiple interactions ISO cannabidiolic acid promotes the reaction [[INS protein co-treated with Dexamethasone co-treated with 1-Methyl-3-isobutylxanthine] results in increased expression of CEBPA mRNA]; cannabidiolic acid promotes the reaction [[INS protein co-treated with Dexamethasone co-treated with 1-Methyl-3-isobutylxanthine] results in increased expression of FABP4 mRNA]; cannabidiolic 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 multiple interactions
increases expression		 ISO cannabidiolic acid binds to and results in increased activity of PPARA protein
cannabidiolic acid results in increased expression of PPARA mRNA		 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 cannabidiolic acid results in increased expression of PPARG mRNA
cannabidiolic acid results in decreased expression of PPARG protein
cannabidiolic acid binds to and results in increased activity of PPARG protein
cannabidiolic acid binds to and results in increased activity of PPARG protein; cannabidiolic 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 Ptgs2 prostaglandin-endoperoxide synthase 2 decreases expression
multiple interactions		 ISO cannabidiolic acid results in decreased expression of PTGS2 mRNA
cannabidiolic acid inhibits the reaction [GW 501516 results in increased expression of PTGS2 mRNA]; cannabidiolic acid promotes the reaction [GSK0660 results in decreased expression of PTGS2 mRNA]		 CTD PMID:25242400 PMID:27530354 PMID:30496661 PMID:32238697 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Trpa1 transient receptor potential cation channel, subfamily A, member 1 increases activity ISO cannabidiolic acid results in increased activity of TRPA1 protein CTD PMID:31096838 NCBI chr 5:4,379,862...4,434,133
Ensembl chr 5:4,379,999...4,433,570 		JBrowse link
G Trpm8 transient receptor potential cation channel, subfamily M, member 8 decreases expression ISO cannabidiolic acid results in decreased expression of TRPM8 mRNA CTD PMID:27530354 NCBI chr 9:88,897,039...88,990,167
Ensembl chr 9:88,903,880...88,988,552 		JBrowse link
G Trpv1 transient receptor potential cation channel, subfamily V, member 1 increases activity
multiple interactions		 ISO cannabidiolic acid results in increased activity of TRPV1 protein
[cannabidiolic 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 Trpv2 transient receptor potential cation channel, subfamily V, member 2 multiple interactions
increases expression		 ISO [cannabidiolic acid results in increased activity of TRPV2 protein] which results in increased uptake of Calcium
cannabidiolic acid results in increased expression of TRPV2 mRNA		 CTD PMID:27530354 PMID:31096838 NCBI chr10:47,265,524...47,294,263
Ensembl chr10:47,272,931...47,294,260 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19921
    role 19893
      biological role 19891
        biochemical role 19598
          metabolite 19585
            olivetolic acid 18
              cannabidiolic acid 17
Path 2
Term Annotations click to browse term
  CHEBI ontology 19921
    subatomic particle 19919
      composite particle 19919
        hadron 19919
          baryon 19919
            nucleon 19919
              atomic nucleus 19919
                atom 19919
                  main group element atom 19865
                    p-block element atom 19865
                      carbon group element atom 19804
                        carbon atom 19801
                          organic molecular entity 19801
                            heteroorganic entity 19558
                              organochalcogen compound 19317
                                organooxygen compound 19233
                                  carbon oxoacid 18695
                                    carboxylic acid 18692
                                      aromatic carboxylic acid 12706
                                        benzoic acids 12683
                                          benzoic acid 5507
                                            hydroxybenzoic acid 4983
                                              dihydroxybenzoic acid 83
                                                cannabidiolic acid 17
paths to the root