Abeo-HHC acetate

Abeo-HHC acetate
Identifiers
	IUPAC name [(6aR,11aR)-6,6-dimethyl-3-pentyl-6a,7,8,10,11,11a-hexahydrocyclohepta[c]chromen-1-yl] acetate;
CAS Number	96290-83-4;
Chemical and physical data
Formula	C23H34O3
Molar mass	358.522 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(=O)Oc1cc(CCCCC)cc2OC(C)(C)[C@@H]3CCCCC[C@H]3c12;
	InChI InChI=1S/C23H34O3/c1-5-6-8-11-17-14-20(25-16(2)24)22-18-12-9-7-10-13-19(18)23(3,4)26-21(22)15-17/h14-15,18-19H,5-13H2,1-4H3/t18-,19-/m1/s1; Key:NTJCIGWEPIAFSM-RTBURBONSA-N;

Abeo-HHC acetate is a semi-synthetic derivative of tetrahydrocannabinol, first described in the 1980s. It is synthesised from delta-11-tetrahydrocannabinol, which can be made to undergo a ring expansion reaction via a hydrazone intermediate.^[1]^[2] It is structurally similar to HHC-acetate except that the methylated cyclohexyl ring has been replaced by a cycloheptane.

References

^ Srebnik M, Mechoulam R (1984). "Reactions of cannabinoid tosylhydrazones: Stereochemical aspects". Tetrahedron. 40 (19): 3839–3843. doi:10.1016/S0040-4020(01)88815-3.
^ Ujváry I (June 2023). "Hexahydrocannabinol and closely related semi-synthetic cannabinoids: A comprehensive review". Drug Testing and Analysis. doi:10.1002/dta.3519. PMID 37269160. S2CID 259046522.

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Identifiers

IUPAC name [(6aR,11aR)-6,6-dimethyl-3-pentyl-6a,7,8,10,11,11a-hexahydrocyclohepta[c]chromen-1-yl] acetate
CAS Number	96290-83-4
Chemical and physical data
Formula	C₂₃H₃₄O₃
Molar mass	358.522 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC(=O)Oc1cc(CCCCC)cc2OC(C)(C)[C@@H]3CCCCC[C@H]3c12
InChI InChI=1S/C23H34O3/c1-5-6-8-11-17-14-20(25-16(2)24)22-18-12-9-7-10-13-19(18)23(3,4)26-21(22)15-17/h14-15,18-19H,5-13H2,1-4H3/t18-,19-/m1/s1 Key:NTJCIGWEPIAFSM-RTBURBONSA-N