1,2-Didehydro-3-oxo-THCO

1,2-Didehydro-3-oxo-THCO
Identifiers
	IUPAC name (1E)-1-[(6aR,10aR)-1-Hydroxy-6,6,9-trimethyl-6a,7,10,10a-tetrahydro-6H-dibenzo[b,d]pyran-3-yl]oct-1-en-3-one;
CAS Number	60081-22-3 ;
PubChem CID	68117058;
Chemical and physical data
Formula	C24H32O3
Molar mass	368.517 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCC(=O)/C=C/c1cc2OC(C)(C)[C@@H]3CC=C(C)C[C@H]3c2c(O)c1;
	InChI InChI=1S/C24H32O3/c1-5-6-7-8-18(25)11-10-17-14-21(26)23-19-13-16(2)9-12-20(19)24(3,4)27-22(23)15-17/h9-11,14-15,19-20,26H,5-8,12-13H2,1-4H3; Key:GXEAAYCVYYJDGY-UHFFFAOYSA-N;

1,2-Didehydro-3-oxo-THCO (1,2-Didehydro-3-oxo-Δ⁸-tetrahydrocannabioctyl) is a semi-synthetic cannabinoid first synthesised by Raj K Razdan et al. in the 1970s, with potent cannabinoid effects.^[1]^[2]^[3]

References

^ Razdan RK, Dalzell HC, Herlihy P, Howes JF (November 1976). "Hashish. Unsaturated side-chain analogues of delta8-tetrahydrocannabinol with potent biological activity". Journal of Medicinal Chemistry. 19 (11): 1328–30. doi:10.1021/jm00233a014. PMID 1003411.
^ Razdan RK (January 1981). "The Total Synthesis of Cannabinoids.". In ApSimon J (ed.). Total Synthesis of Natural Products. Vol. 4. John Wiley & Sons. pp. 185–262. doi:10.1002/9780470129678.ch2. ISBN 978-0-470-12953-1.
^ US 4036857, Razdan RK, Dalzell HC, "Benzopyrans having an unsaturated side chain.", issued 19 July 1977, assigned to Sharps Associates

This cannabinoid related article is a stub. You can help Wikipedia by expanding it.

[pmid1003411-1] Razdan RK, Dalzell HC, Herlihy P, Howes JF (November 1976). "Hashish. Unsaturated side-chain analogues of delta8-tetrahydrocannabinol with potent biological activity". Journal of Medicinal Chemistry. 19 (11): 1328–30. doi:10.1021/jm00233a014. PMID 1003411.

[2] Razdan RK (January 1981). "The Total Synthesis of Cannabinoids.". In ApSimon J (ed.). Total Synthesis of Natural Products. Vol. 4. John Wiley & Sons. pp. 185–262. doi:10.1002/9780470129678.ch2. ISBN 978-0-470-12953-1.

[3] US 4036857, Razdan RK, Dalzell HC, "Benzopyrans having an unsaturated side chain.", issued 19 July 1977, assigned to Sharps Associates

[1]

[2]

[3]

Identifiers

IUPAC name (1E)-1-[(6aR,10aR)-1-Hydroxy-6,6,9-trimethyl-6a,7,10,10a-tetrahydro-6H-dibenzo[b,d]pyran-3-yl]oct-1-en-3-one
CAS Number	60081-22-3^Y
PubChem CID	68117058
Chemical and physical data
Formula	C₂₄H₃₂O₃
Molar mass	368.517 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCCCCC(=O)/C=C/c1cc2OC(C)(C)[C@@H]3CC=C(C)C[C@H]3c2c(O)c1
InChI InChI=1S/C24H32O3/c1-5-6-7-8-18(25)11-10-17-14-21(26)23-19-13-16(2)9-12-20(19)24(3,4)27-22(23)15-17/h9-11,14-15,19-20,26H,5-8,12-13H2,1-4H3 Key:GXEAAYCVYYJDGY-UHFFFAOYSA-N

1,2-Didehydro-3-oxo-THCO

See also

References