JWH-133
Chemistry
- Formula
- C22H32O
- Molar mass
- 312.5 g/mol
- IUPAC name
- (6aR,10aR)-6,6,9-trimethyl-3-(2-methylpentan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromene
- InChIKey
- YSBFLLZNALVODA-RBUKOAKNSA-N
Chemistry from PubChem CID 6918505.
Also known as
- 259869-55-1
- JWH 133
- JWH133
- JW 133
- (6AR,10AR)-3-(1,1-DIMETHYLBUTYL)-6A,7,10,10A-TETRAHYDRO-6,6,9-TRIMETHYL-6H-DIBENZO[B,D]PYRAN
- 1,1-dimethylbutyl-1-deoxy-Delta(9)-THC
- TDG8048RDA
- (6aR,10aR)-6,6,9-trimethyl-3-(2-methylpentan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromene
Stereoisomers
2 distinct stereoisomers are registered for this structure.
- Jwh 133 this area CID 6918505
- (6aS,10aS)-6,6,9-trimethyl-3-(2-methylpentan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromene CID 124309017
- 3-(1,1-Dimethylbutyl)-6a,7,10,10a-tetrahydro-6,6,9-trimethyl-6h-dibenzo[b,d]pyran mixture CID 4373102
Attribution
3-(1',1'-Dimethylbutyl)-1-deoxy-Δ8-THC, from Huffman, Liddle, Yu, Aung, Abood, Wiley and Martin (Bioorg. Med. Chem. 7:2905–2914, 1999) — the paper is titled after this exact structure. Ki 3.4 nM at CB2 against 677 nM at CB1, roughly 200-fold CB2 selectivity. Widely used in laboratories as a CB2-selective probe and, unlike the naphthoylindoles, essentially absent from the recreational market.
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