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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:Delta(9)-tetrahydrocannabinolic acid
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Accession:CHEBI:67078 term browser browse the term
Definition:A diterpenoid that is 6a,7,8,10a-tetrahydro-6H-benzo[c]chromene substituted at position 1 by a hydroxy group, positions 6, 6 and 9 by methyl groups and at position 3 by a pentyl group. A biosynthetic precursor to Delta(9)-tetrahydrocannabinol, the principal psychoactive constituent of the cannabis plant.
Synonyms:exact_synonym: (6aR,10aR)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromene-2-carboxylic acid
 related_synonym: 9-Carboxy-delta(9)-thc;   9-Carboxy-thc;   Formula=C22H30O4;   InChI=1S/C22H30O4/c1-5-6-7-8-14-12-17-19(20(23)18(14)21(24)25)15-11-13(2)9-10-16(15)22(3,4)26-17/h11-12,15-16,23H,5-10H2,1-4H3,(H,24,25)/t15-,16-/m1/s1;   InChIKey=UCONUSSAWGCZMV-HZPDHXFCSA-N;   SMILES=[H][C@@]12CCC(C)=C[C@@]1([H])c1c(O)c(C(O)=O)c(CCCCC)cc1OC2(C)C
 xref: CAS:23978-85-0
 xref_mesh: MESH:C025351
 xref: MetaCyc:CPD-7169;   PMID:15190053;   PMID:16511162;   Reaxys:1397267
 cyclic_relationship: is_conjugate_acid_of CHEBI:66963


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Delta(9)-tetrahydrocannabinolic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Fosb FosB proto-oncogene, AP-1 transcription factor subunit increases expression EXP delta(9)-tetrahydrocannabinolic acid results in increased expression of FOSB protein alternative form CTD PMID:18293355 NCBI chr 1:80,214,691...80,221,417
Ensembl chr 1:80,214,494...80,221,710
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  CHEBI ontology 19816
    role 19764
      application 19426
        anti-inflammatory agent 14965
          Delta(9)-tetrahydrocannabinolic acid 1
Path 2
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  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
                                        hydroxy carboxylic acid 3607
                                          hydroxy monocarboxylic acid 3607
                                            Delta(9)-tetrahydrocannabinolic acid 1
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