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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



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cannabidiolic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
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 4:178,833,085...178,838,685
Ensembl chr 4:178,834,271...178,838,468
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 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 2:36,694,174...36,695,442
Ensembl chr 2:36,694,174...36,695,442
JBrowse link
G Id1 inhibitor of DNA binding 1, HLH protein 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 Pparg peroxisome proliferator-activated receptor gamma increases expression
decreases expression
ISO cannabidiolic acid results in increased expression of PPARG mRNA
cannabidiolic acid results in decreased expression of PPARG protein
CTD PMID:28853159 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:32238697 NCBI chr13:62,164,080...62,169,770
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 5:4,379,999...4,433,243
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 19800
    role 19751
      biological role 19751
        biochemical role 19368
          metabolite 19344
            olivetolic acid 12
              cannabidiolic acid 11
Path 2
Term Annotations click to browse term
  CHEBI ontology 19800
    subatomic particle 19799
      composite particle 19799
        hadron 19799
          baryon 19799
            nucleon 19799
              atomic nucleus 19799
                atom 19799
                  main group element atom 19698
                    p-block element atom 19698
                      carbon group element atom 19619
                        carbon atom 19609
                          organic molecular entity 19609
                            organic group 18718
                              organic divalent group 18702
                                organodiyl group 18702
                                  carbonyl group 18651
                                    carbonyl compound 18651
                                      carboxylic acid 18346
                                        aromatic carboxylic acid 11735
                                          benzoic acids 11709
                                            benzoic acid 4280
                                              hydroxybenzoic acid 3691
                                                dihydroxybenzoic acid 64
                                                  cannabidiolic acid 11
paths to the root