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synhexyl

Structure via PubChem · Public domain (PubChem)

EntityQ5661432· pop 7· linked from 458 articles

Parahexyl, also known as synhexyl, is a synthetic homologue of tetrahydrocannabinol (THC) which was invented in 1941 during attempts to elucidate the structure of Δ9-THC, one of the active components of cannabis.

Chemical data

Formula
C22H32O2
Molecular weight
328.5 g/mol
IUPAC name
3-hexyl-6,6,9-trimethyl-7,8,9,10-tetrahydrobenzo[c]chromen-1-ol
SMILES
CCCCCCC1=CC(=C2C3=C(CCC(C3)C)C(OC2=C1)(C)C)O
InChIKey
OORFXDSWECAQLI-UHFFFAOYSA-N
XLogP
6.2
Polar surface area
29.5 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
328.24
Show 2 more facts
chemical formula
C₂₂H₃₂O₂
canonical SMILES
CCCCCCC1=CC2=C(C3=C(CCC(C3)C)C(O2)(C)C)C(=C1)O
Sources (2)

via Wikidata · CC0

~4 min read

Encyclopedic overview

3 sections
Contents
  • Isomerism
  • See also
  • References

Parahexyl, also known as synhexyl, is a synthetic homologue of tetrahydrocannabinol (THC) which was invented in 1941 during attempts to elucidate the structure of Δ9-THC, one of the active components of cannabis.

Parahexyl is similar in both structure and activity to THC, differing only in the position of one double bond and the lengthening of the chain by one CH2 group to . Parahexyl produces effects typical of other cannabinoid receptor agonists in animals. It has a somewhat higher oral bioavailability than THC itself but is otherwise very similar. Presumably, it acts as a CB1 receptor agonist in the same way as THC, but as there has been no research published using parahexyl since the discovery of the CB1 receptor, this has not been definitively confirmed.

Excerpted from Wikipedia’s “synhexyl” article, available under the CC BY-SA 4.0 licence.

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