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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)-tetrahydrocannabinol
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Accession:CHEBI:66964 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. The principal psychoactive constituent of the cannabis plant, it is used for treatment of anorexia associated with AIDS as well as nausea and vomiting associated with cancer chemotherapy.
Synonyms:exact_synonym: (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol
 related_synonym: (-)-delta9-trans-Tetrahydrocannabinol;   1-trans-delta-9-Tetrahydrocannabinol;   3-Pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro-6H-dibenzo(b,d)pyran-1-ol;   6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol;   Delta(1)-tetrahydrocannabinol;   Delta(9)-THC;   Dronabinolum;   Formula=C21H30O2;   InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h11-13,16-17,22H,5-10H2,1-4H3/t16-,17-/m1/s1;   InChIKey=CYQFCXCEBYINGO-IAGOWNOFSA-N;   SMILES=[H][C@@]12CCC(C)=C[C@@]1([H])c1c(O)cc(CCCCC)cc1OC2(C)C;   Syndros;   Tetrahydrocannabinol;   delta9-Tetrahydrocannabinol;   dronabinol
 alt_id: CHEBI:4716
 xref: CAS:1972-08-3;   DrugBank:DB00470;   Drug_Central:4109;   HMDB:HMDB0041865;   KEGG:C06972;   KEGG:D00306;   KNApSAcK:C00002675;   MetaCyc:CPD-7172;   PDBeChem:TCI;   PMID:15190053;   PMID:16511162;   PMID:21310551;   PMID:21590520;   PMID:21671456;   PMID:21803011;   PMID:22260337;   PMID:22288893;   PMID:22305029;   PMID:22491047;   PMID:22553980;   PMID:22680341;   PMID:22722508;   PMID:22807156;   Reaxys:4354308;   Wikipedia:Tetrahydrocannabinol



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11-hydroxy-Delta(9)-tetrahydrocannabinol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Fabp1 fatty acid binding protein 1 multiple interactions ISO
EXP
[FABP1 protein affects the transport of Dronabinol] which affects the abundance of 11-hydroxy-delta(9)-tetrahydrocannabinol
11-hydroxy-delta(9)-tetrahydrocannabinol inhibits the reaction [11-(dansylamino)undecanoic acid binds to FABP1 protein]
11-hydroxy-delta(9)-tetrahydrocannabinol affects the folding of and results in increased stability of FABP1 protein; 11-hydroxy-delta(9)-tetrahydrocannabinol inhibits the reaction [anandamide analog binds to FABP1 protein]
CTD PMID:30232874 PMID:31110286 NCBI chr 4:103,191,015...103,194,791
Ensembl chr 4:103,191,006...103,194,788
JBrowse link
G Trpv2 transient receptor potential cation channel, subfamily V, member 2 multiple interactions EXP 11-hydroxy-delta(9)-tetrahydrocannabinol binds to and results in increased activity of TRPV2 protein CTD PMID:18550765 NCBI chr10:47,265,524...47,294,263
Ensembl chr10:47,272,931...47,294,260
JBrowse link
G Ugt1a9 UDP glucuronosyltransferase family 1 member A9 affects metabolic processing ISO UGT1A9 gene SNP affects the metabolism of 11-hydroxy-delta(9)-tetrahydrocannabinol CTD PMID:30191314 NCBI chr 9:88,696,981...88,808,465
Ensembl chr 9:88,713,184...88,808,465
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19808
    role 19784
      biological role 19782
        epitope 7029
          Delta(9)-tetrahydrocannabinol 3
            11-hydroxy-Delta(9)-tetrahydrocannabinol 3
            11-nor-9-carboxy-Delta(9)-tetrahydrocannabinol 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19808
    subatomic particle 19806
      composite particle 19806
        hadron 19806
          baryon 19806
            nucleon 19806
              atomic nucleus 19806
                atom 19806
                  main group element atom 19756
                    main group molecular entity 19756
                      s-block molecular entity 19595
                        hydrogen molecular entity 19582
                          hydrides 19095
                            organic hydride 18669
                              organic fundamental parent 18669
                                hydrocarbon 18415
                                  terpene 14057
                                    terpenoid 13755
                                      diterpenoid 13024
                                        Delta(9)-tetrahydrocannabinol 3
                                          11-hydroxy-Delta(9)-tetrahydrocannabinol 3
                                          11-nor-9-carboxy-Delta(9)-tetrahydrocannabinol 0
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