O-1238

O-1238
Identifiers
	IUPAC name (6aR)-3-[(Z)-6-Azidohex-2-enyl]-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol;
PubChem CID	10761489;
CompTox Dashboard (EPA)	DTXSID501027486 ;
Chemical and physical data
Formula	C22H29N3O2
Molar mass	367.493 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC3=CCC2C(C)(C)Oc(c1C2C3)cc(cc1O)CC=CCCCN=N=N;
	InChI InChI=1S/C22H29N3O2/c1-15-9-10-18-17(12-15)21-19(26)13-16(14-20(21)27-22(18,2)3)8-6-4-5-7-11-24-25-23/h4,6,9,13-14,17-18,26H,5,7-8,10-12H2,1-3H3/b6-4-/t17?,18-/m1/s1; Key:WCIOISWISHFTFW-UWFURQARSA-N;
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O-1238 is a drug which is a cannabinoid derivative that is used in scientific research. It is a partial agonist at the cannabinoid receptor CB₁,^[1] producing a maximal stimulation of 58.3%^[2] with a K_i of 8.45 nM.^[3]

References

^ Griffin G, Wray EJ, Martin BR, Abood ME (October 1999). "Cannabinoid agonists and antagonists discriminated by receptor binding in rat cerebellum". British Journal of Pharmacology. 128 (3): 684–8. doi:10.1038/sj.bjp.0702806. PMC 1571656. PMID 10516649.
^ Griffin G, Wray EJ, Rorrer WK, Crocker PJ, Ryan WJ, Saha B, et al. (April 1999). "An investigation into the structural determinants of cannabinoid receptor ligand efficacy". British Journal of Pharmacology. 126 (7): 1575–84. doi:10.1038/sj.bjp.0702469. PMC 1565939. PMID 10323589.
^ Ross RA, Gibson TM, Stevenson LA, Saha B, Crocker P, Razdan RK, Pertwee RG (October 1999). "Structural determinants of the partial agonist-inverse agonist properties of 6'-azidohex-2'-yne-delta8-tetrahydrocannabinol at cannabinoid receptors". British Journal of Pharmacology. 128 (3): 735–43. doi:10.1038/sj.bjp.0702836. PMC 1571677. PMID 10516656.

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[1] Griffin G, Wray EJ, Martin BR, Abood ME (October 1999). "Cannabinoid agonists and antagonists discriminated by receptor binding in rat cerebellum". British Journal of Pharmacology. 128 (3): 684–8. doi:10.1038/sj.bjp.0702806. PMC 1571656. PMID 10516649.

[2] Griffin G, Wray EJ, Rorrer WK, Crocker PJ, Ryan WJ, Saha B, et al. (April 1999). "An investigation into the structural determinants of cannabinoid receptor ligand efficacy". British Journal of Pharmacology. 126 (7): 1575–84. doi:10.1038/sj.bjp.0702469. PMC 1565939. PMID 10323589.

[3] Ross RA, Gibson TM, Stevenson LA, Saha B, Crocker P, Razdan RK, Pertwee RG (October 1999). "Structural determinants of the partial agonist-inverse agonist properties of 6'-azidohex-2'-yne-delta8-tetrahydrocannabinol at cannabinoid receptors". British Journal of Pharmacology. 128 (3): 735–43. doi:10.1038/sj.bjp.0702836. PMC 1571677. PMID 10516656.

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Identifiers

IUPAC name (6aR)-3-[(Z)-6-Azidohex-2-enyl]-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
PubChem CID	10761489
CompTox Dashboard (EPA)	DTXSID501027486
Chemical and physical data
Formula	C₂₂H₂₉N₃O₂
Molar mass	367.493 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC3=CCC2C(C)(C)Oc(c1C2C3)cc(cc1O)CC=CCCCN=N=N
InChI InChI=1S/C22H29N3O2/c1-15-9-10-18-17(12-15)21-19(26)13-16(14-20(21)27-22(18,2)3)8-6-4-5-7-11-24-25-23/h4,6,9,13-14,17-18,26H,5,7-8,10-12H2,1-3H3/b6-4-/t17?,18-/m1/s1 Key:WCIOISWISHFTFW-UWFURQARSA-N
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