Δ-7-Tetrahydrocannabinol

Δ-7-Tetrahydrocannabinol
Identifiers
	IUPAC name (6aR,9S,10aR)-6,6,9-trimethyl-3-pentyl-6a,9,10,10a-tetrahydrobenzo[c]chromen-1-ol;
CAS Number	162678-94-6 ;
PubChem CID	10313569;
ChemSpider	8489034;
UNII	SSA668ROQJ;
KEGG	C22742;
CompTox Dashboard (EPA)	DTXSID801336773 ;
Chemical and physical data
Formula	C21H30O2
Molar mass	314.469 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCC1=CC(=C2[C@@H]3C[C@@H](C=C[C@H]3C(OC2=C1)(C)C)C)O;
	InChI InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-10,12-14,16-17,22H,5-8,11H2,1-4H3/t14-,16-,17-/m1/s1; Key:WWYMYGIVLCKTBL-DJIMGWMZSA-N;

Δ-7-Tetrahydrocannabinol (Delta-5-THC, Δ⁵-THC; alternatively numbered as Δ-5-Tetrahydrocannabinol, Δ⁷-THC) is a synthetic isomer of tetrahydrocannabinol. The (6aR,9S,10aR)-Δ⁷-THC epimer is only slightly less potent than Δ⁹-THC itself, while the (9R) epimer is much less potent.^[1]^[2]

References

^ Mechoulam R, Ben-Zvi Z, Varconi H, Samuelov Y (1973). "Cannabinoid rearrangements: Synthesis of Δ⁵-tetrahydrocannabinol". Tetrahedron. 29 (11): 1615–1619. doi:10.1016/S0040-4020(01)83406-2.
^ Huffman JW, Banner WK, Zoorob GK, Joyner HH, Reggio PH, Martin BR, Compton DR (1995). "Stereoselective synthesis of the epimeric Δ⁷-tetrahydrocannabinols". Tetrahedron. 51 (4): 1017–1032. doi:10.1016/0040-4020(94)00995-7.

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[1] Mechoulam R, Ben-Zvi Z, Varconi H, Samuelov Y (1973). "Cannabinoid rearrangements: Synthesis of Δ⁵-tetrahydrocannabinol". Tetrahedron. 29 (11): 1615–1619. doi:10.1016/S0040-4020(01)83406-2.

[2] Huffman JW, Banner WK, Zoorob GK, Joyner HH, Reggio PH, Martin BR, Compton DR (1995). "Stereoselective synthesis of the epimeric Δ⁷-tetrahydrocannabinols". Tetrahedron. 51 (4): 1017–1032. doi:10.1016/0040-4020(94)00995-7.

[1]

[2]

Identifiers

IUPAC name (6aR,9S,10aR)-6,6,9-trimethyl-3-pentyl-6a,9,10,10a-tetrahydrobenzo[c]chromen-1-ol
CAS Number	162678-94-6^Y
PubChem CID	10313569
ChemSpider	8489034
UNII	SSA668ROQJ
KEGG	C22742
CompTox Dashboard (EPA)	DTXSID801336773
Chemical and physical data
Formula	C₂₁H₃₀O₂
Molar mass	314.469 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCCCCC1=CC(=C2[C@@H]3C[C@@H](C=C[C@H]3C(OC2=C1)(C)C)C)O
InChI InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-10,12-14,16-17,22H,5-8,11H2,1-4H3/t14-,16-,17-/m1/s1 Key:WWYMYGIVLCKTBL-DJIMGWMZSA-N

Δ-7-Tetrahydrocannabinol

See also

References