CHEBI:146243 - JWH-133

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name JWH-133
ChEBI ID CHEBI:146243
Definition A dibenzopyran that is Δ9-tetrahydrocannabinol which is lacking the hydroxy group and in which the pentyl group at position 3 has been replaced by a 1,1-dimethylbutyl group. A potent and highly selective CB2 receptor agonist.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Ceri
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C22H32O
Net Charge 0
Average Mass 312.497
Monoisotopic Mass 312.24532
InChI InChI=1S/C22H32O/c1-7-12-21(3,4)16-9-10-17-18-13-15(2)8-11-19(18)22(5,6)23-20(17)14-16/h8-10,14,18-19H,7,11-13H2,1-6H3/t18-,19+/m0/s1
InChIKey YSBFLLZNALVODA-RBUKOAKNSA-N
SMILES C=1C(=CC2=C(C1)[C@]3([C@](C(O2)(C)C)(CC=C(C3)C)[H])[H])C(CCC)(C)C
Roles Classification
Biological Role(s): CB2 receptor agonist
A cannabinoid receptor agonist that binds to and activates type 2 cannabinoid receptors.
apoptosis inhibitor
Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
vasodilator agent
A drug used to cause dilation of the blood vessels.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing JWH-133 (CHEBI:146243) has role analgesic (CHEBI:35480)
JWH-133 (CHEBI:146243) has role anti-inflammatory agent (CHEBI:67079)
JWH-133 (CHEBI:146243) has role antineoplastic agent (CHEBI:35610)
JWH-133 (CHEBI:146243) has role apoptosis inhibitor (CHEBI:68494)
JWH-133 (CHEBI:146243) has role CB2 receptor agonist (CHEBI:146246)
JWH-133 (CHEBI:146243) has role opioid analgesic (CHEBI:35482)
JWH-133 (CHEBI:146243) has role vasodilator agent (CHEBI:35620)
JWH-133 (CHEBI:146243) is a benzochromene (CHEBI:38920)
JWH-133 (CHEBI:146243) is a dibenzopyran (CHEBI:39203)
JWH-133 (CHEBI:146243) is a organic heterotricyclic compound (CHEBI:26979)
IUPAC Name
(6aR,10aR)-6,6,9-trimethyl-3-(2-methylpentan-2-yl)-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene
Synonyms Sources
(6aR,10aR)-3-(1,1-dimethylbutyl)-6a,7,10,10a-tetrahydro-6,6,9-trimethyl-6H-dibenzo[b,d]pyran SUBMITTER
(6aR,10aR)-6,6,9-trimethyl-3-(2-methylpentan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromene IUPAC
1,1-dimethylbutyl-1-deoxy-Δ9-THC ChemIDplus
JW 133 ChemIDplus
JWH 133 SUBMITTER
JWH133 ChEBI
Manual Xref Database
JWH-133 Wikipedia
View more database links
Registry Number Type Source
259869-55-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12479982 PubMed citation Europe PMC
16111718 PubMed citation Europe PMC
17537989 PubMed citation Europe PMC
17912054 PubMed citation Europe PMC
21771590 PubMed citation Europe PMC
22578958 PubMed citation Europe PMC
23711495 PubMed citation Europe PMC
24007798 PubMed citation Europe PMC
24302957 PubMed citation Europe PMC
24304686 PubMed citation Europe PMC
25749929 PubMed citation Europe PMC
25867462 PubMed citation Europe PMC
26842917 PubMed citation Europe PMC
27194477 PubMed citation Europe PMC
27504865 PubMed citation Europe PMC
27899748 PubMed citation Europe PMC
27994006 PubMed citation Europe PMC
28153531 PubMed citation Europe PMC
28687201 PubMed citation Europe PMC
29128791 PubMed citation Europe PMC
29262578 PubMed citation Europe PMC
29792186 PubMed citation Europe PMC
29886251 PubMed citation Europe PMC
30063884 PubMed citation Europe PMC
30132506 PubMed citation Europe PMC
30267762 PubMed citation Europe PMC
30500552 PubMed citation Europe PMC
30508607 PubMed citation Europe PMC
30554372 PubMed citation Europe PMC
30675824 PubMed citation Europe PMC
30677422 PubMed citation Europe PMC
31446615 PubMed citation Europe PMC
31729056 PubMed citation Europe PMC
31745152 PubMed citation Europe PMC
31758544 PubMed citation Europe PMC
31767546 PubMed citation Europe PMC
31981721 PubMed citation Europe PMC
Last Modified
03 March 2020