Δ-6-Cannabidiol

Δ-6-Cannabidiol
Identifiers
	IUPAC name 2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]-5-pentylbenzene-1,3-diol;
CAS Number	95588-88-8 ;
PubChem CID	60209648;
ChemSpider	24593618;
UNII	59PB2GS7XS;
CompTox Dashboard (EPA)	DTXSID901337112 ;
Chemical and physical data
Formula	C21H30O2
Molar mass	314.469 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCC1=CC(=C(C(=C1)O)[C@@H]2CC(=CC[C@H]2C(=C)C)C)O;
	InChI InChI=1S/C21H30O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h9,12-13,17-18,22-23H,2,5-8,10-11H2,1,3-4H3/t17-,18+/m0/s1; Key:ZTGXAWYVTLUPDT-ZWKOTPCHSA-N;

Δ-6-cannabidiol (Delta-6-CBD, ∆⁶-CBD, sometimes alternatively numbered as ∆³-CBD) is a positional isomer of cannabidiol, found in only trace amounts in natural cannabis plants but readily synthesised from cannabidiol by base-catalysed migration of the double bond.^[1]^[2]^[3]

References

^ Hanuš LO, Meyer SM, Muñoz E, Taglialatela-Scafati O, Appendino G (November 2016). "Phytocannabinoids: a unified critical inventory". Natural Product Reports. 33 (12): 1357–1392. doi:10.1039/c6np00074f. PMID 27722705.
^ US 20170008868, Dialer L, Petrovic D, Weigl U., "Process for the production of cannabidiol and delta-9-tetrahydrocannabinol", published 2015-07-10, assigned to Purisys LLC
^ WO 2020248059, Adair C, Geiling B, Haghdoost Manjili M., "Methods for preparing cannabinoids by base-promoted double-bond migration", published 2020-12-17, assigned to Canopy Growth Corporation

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[pmid27722705-1] Hanuš LO, Meyer SM, Muñoz E, Taglialatela-Scafati O, Appendino G (November 2016). "Phytocannabinoids: a unified critical inventory". Natural Product Reports. 33 (12): 1357–1392. doi:10.1039/c6np00074f. PMID 27722705.

[2] US 20170008868, Dialer L, Petrovic D, Weigl U., "Process for the production of cannabidiol and delta-9-tetrahydrocannabinol", published 2015-07-10, assigned to Purisys LLC

[3] WO 2020248059, Adair C, Geiling B, Haghdoost Manjili M., "Methods for preparing cannabinoids by base-promoted double-bond migration", published 2020-12-17, assigned to Canopy Growth Corporation

[1]

[2]

[3]

Identifiers


IUPAC name 2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]-5-pentylbenzene-1,3-diol
CAS Number	95588-88-8^Y
PubChem CID	60209648
ChemSpider	24593618
UNII	59PB2GS7XS
CompTox Dashboard (EPA)	DTXSID901337112
Chemical and physical data
Formula	C₂₁H₃₀O₂
Molar mass	314.469 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCCCCC1=CC(=C(C(=C1)O)[C@@H]2CC(=CC[C@H]2C(=C)C)C)O
InChI InChI=1S/C21H30O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h9,12-13,17-18,22-23H,2,5-8,10-11H2,1,3-4H3/t17-,18+/m0/s1 Key:ZTGXAWYVTLUPDT-ZWKOTPCHSA-N

Δ-6-Cannabidiol

See also

References