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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 4:180,230,742...180,235,138
Ensembl chr 4:180,232,382...180,234,804
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 3:148,214,623...148,216,715
Ensembl chr 3:148,215,540...148,216,718
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:32238697 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19816
    role 19764
      biological role 19764
        biochemical role 19313
          metabolite 19294
            olivetolic acid 3
              cannabidiolic acid 3
Path 2
Term Annotations click to browse term
  CHEBI ontology 19816
    subatomic particle 19814
      composite particle 19814
        hadron 19814
          baryon 19814
            nucleon 19814
              atomic nucleus 19814
                atom 19814
                  main group element atom 19702
                    p-block element atom 19702
                      carbon group element atom 19608
                        carbon atom 19597
                          organic molecular entity 19597
                            organic group 18537
                              organic divalent group 18530
                                organodiyl group 18530
                                  carbonyl group 18436
                                    carbonyl compound 18436
                                      carboxylic acid 18114
                                        aromatic carboxylic acid 10898
                                          benzoic acids 10867
                                            benzoic acid 3841
                                              hydroxybenzoic acid 3230
                                                dihydroxybenzoic acid 48
                                                  cannabidiolic acid 3
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.