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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 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 19812
    role 19784
      biological role 19782
        epitope 7020
          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 19812
    subatomic particle 19810
      composite particle 19810
        hadron 19810
          baryon 19810
            nucleon 19810
              atomic nucleus 19810
                atom 19810
                  main group element atom 19755
                    main group molecular entity 19755
                      s-block molecular entity 19605
                        hydrogen molecular entity 19595
                          hydrides 19072
                            organic hydride 18667
                              organic fundamental parent 18667
                                hydrocarbon 18414
                                  terpene 13728
                                    terpenoid 13407
                                      diterpenoid 12767
                                        Delta(9)-tetrahydrocannabinol 3
                                          11-hydroxy-Delta(9)-tetrahydrocannabinol 3
                                          11-nor-9-carboxy-Delta(9)-tetrahydrocannabinol 0
paths to the root