// Workers AI · dad joke modeWhat did Salvinorin C say to its friend? "Let's bond

Salvinorin C
Clinical data
Drug class	κ-Opioid receptor ligand
ATC code	None;
Identifiers
	IUPAC name methyl (2S,4aR,6aR,9S,10R,10aR,10bR)-9,10-diacetyloxy-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1,2,4a,5,6,9,10,10a-octahydrobenzo[f]isochromene-7-carboxylate;
PubChem CID	11134539;
ChemSpider	9309657;
ChEMBL	ChEMBL365547;
Chemical and physical data
Formula	C25H30O9
Molar mass	474.506 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(=O)O[C@H]1C=C([C@@]2(CC[C@H]3C(=O)O[C@@H](C[C@@]3([C@H]2[C@H]1OC(=O)C)C)C4=COC=C4)C)C(=O)OC;
	InChI InChI=1S/C25H30O9/c1-13(26)32-18-10-17(22(28)30-5)24(3)8-6-16-23(29)34-19(15-7-9-31-12-15)11-25(16,4)21(24)20(18)33-14(2)27/h7,9-10,12,16,18-21H,6,8,11H2,1-5H3/t16-,18-,19-,20-,21-,24-,25-/m0/s1; Key:FQPFAKLWYQMQER-DZQZDKHXSA-N;

Salvinorin C is a naturally occurring terpene of the salvinorin family and minor constituent of Salvia divinorum.^[1] It showed 256-fold lower affinity for the κ-opioid receptor (KOR) than the related compound salvinorin A (K_i = 1,022 nM vs. 4 nM, respectively).^[2] The drug's functional activity at the KOR was not assessed or reported.^[2] Daniel Siebert reported via self-experimentation that salvinorin C has no psychoactive or hallucinogenic effects in humans.^[3] Salvinorin C was first described in the scientific literature by Leander J. Valdés III and colleagues in 2001.^[1] Its weak activity at the κ-opioid receptor was reported by Bryan L. Roth and colleagues in 2005,^[2] while its properties in humans were reported by Siebert in 2004.^[3]

References

1 2 Valdés LJ, Chang HM, Visger DC, Koreeda M (November 2001). "Salvinorin C, a new neoclerodane diterpene from a bioactive fraction of the hallucinogenic Mexican mint Salvia divinorum". Organic Letters. 3 (24): 3935–3937. doi:10.1021/ol016820d. PMID 11720573.
1 2 3 Munro TA, Rizzacasa MA, Roth BL, Toth BA, Yan F (January 2005). "Studies toward the pharmacophore of salvinorin A, a potent kappa opioid receptor agonist". Journal of Medicinal Chemistry. 48 (2): 345–348. doi:10.1021/jm049438q. PMC 2777653. PMID 15658846.
1 2 Siebert DJ (June 2004). "Localization of salvinorin A and related compounds in glandular trichomes of the psychoactive sage, Salvia divinorum". Annals of Botany. 93 (6): 763–771. doi:10.1093/aob/mch089. PMC 4242294. PMID 15087301.

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