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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC 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.

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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
[FABP1 protein affects the transport of Dronabinol] which affects the abundance of 11-hydroxy-delta(9)-tetrahydrocannabinol
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]
11-hydroxy-delta(9)-tetrahydrocannabinol inhibits the reaction [11-(dansylamino)undecanoic acid 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

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      biological role 19769
        epitope 6980
          Delta(9)-tetrahydrocannabinol 2
            11-hydroxy-Delta(9)-tetrahydrocannabinol 2
            11-nor-9-carboxy-Delta(9)-tetrahydrocannabinol 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    main group molecular entity 19716
                      s-block molecular entity 19502
                        hydrogen molecular entity 19498
                          hydrides 18852
                            organic hydride 18353
                              organic fundamental parent 18353
                                hydrocarbon 18066
                                  terpene 12711
                                    terpenoid 12280
                                      diterpenoid 11511
                                        Delta(9)-tetrahydrocannabinol 2
                                          11-hydroxy-Delta(9)-tetrahydrocannabinol 2
                                          11-nor-9-carboxy-Delta(9)-tetrahydrocannabinol 0
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