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Salvinorin A is the main active psychotropic constituent of the plant Salvia divinorum (diviner's sage, Mexican mint). It is an entheogenic dissociative hallucinogenic compound that is active at the extremely low doses of 0.2 - 0.5 mg, second only to LSD in quantitative potency. Salvinorin A is found together with several other structurally related salvinorins, some of which might be even more potent. Salvinorin is a diterpene of the neoclerodane family. It acts as a kappa opioid receptor agonist and is the first known compound acting on this receptor that is not an alkaloid.
History
Salvinorin A was isolated independently in 1982 by Alfredo Ortega in Mexico and in 1984 by Leander J. Valdes III in the USA.
Salvinorins A - F
Salvinorin A is one of several structurally related salvinorins. The des-acetylated analog salvinorin B is devoid of human activity. Salvinorin C might be even more potent, and/or a potentiator of Salvinorin A.
Salvinorins A - F: General formulas
Structure 1:
Salvinorin A and B |
Structure 2:
Salvinorin D - F |
Salvinorins A - F
| Name | R1 | R2 | Structure | Activity |
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| Salvinorin A | -OCOCH3 | - | 1 | active |
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| Salvinorin B | -OH | - | 1 | inactive |
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| Salvinorin C | -OCOCH3 | -OCOCH3 | 2 | probably very active |
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| Salvinorin D | -OH | -OCOCH3 | 2 | unknown |
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| Salvinorin E | -OCOCH3 | -OH | 2 | unknown |
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| Salvinorin F | -H | -OH | 2 | unknown |
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Chemistry
Salvinorin A can be synthesized from the inactive Salvinorin B by acetylation.
SMILES: O=C1[C@@]2([H])[C@](CC[C@]3([H])[C@]2(C)C[C@](C4=COC=C4)([H])OC3=O)(C)[C@H]([C@](OC)=O)C[C@@H]1OC(C)=O
External links
Categorization
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