Kurkinorin

Kurkinorin
Names
IUPAC name
Methyl (2S,4aR,6aR,7R,10aR,10bR)-9-benzoyloxy-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,10a-hexahydro-1H-benzo[f]isochromene-7-carboxylate
Identifiers
CAS Number
3D model (JSmol)
PubChem CID
InChI
  • InChI=1S/C28H28O8/c1-27-11-9-18-26(32)36-21(17-10-12-34-15-17)14-28(18,2)23(27)22(29)20(13-19(27)25(31)33-3)35-24(30)16-7-5-4-6-8-16/h4-8,10,12-13,15,18-19,21,23H,9,11,14H2,1-3H3/t18-,19-,21-,23-,27-,28-/m0/s1
    Key: PJQKOFKRIYWHQP-JXSGGZGWSA-N
SMILES
  • C[C@@]12CC[C@H]3C(=O)O[C@@H](C[C@@]3([C@H]1C(=O)C(=C[C@H]2C(=O)OC)OC(=O)C4=CC=CC=C4)C)C5=COC=C5
Properties
Chemical formula
 C28H28O8
Molar mass 492.524 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Kurkinorin is a non-nitrogenous, extremely selective centrally acting μ-opioid receptor agonist derived from salvinorin A[1] with no sedating or rewarding effects.[2]

See also

References

  1. ↑ Crowley RS, Riley AP, Alder AF, Anderson RJ, Luo D, Kaska S, Maynez P, Kivell BM, Prisinzano TE (June 2020). "Synthetic Studies of Neoclerodane Diterpenes from Salvia divinorum: Design, Synthesis, and Evaluation of Analogues with Improved Potency and G-protein Activation Bias at the μ-Opioid Receptor". ACS Chemical Neuroscience. 11 (12): 1781–1790. doi:10.1021/acschemneuro.0c00191. PMC 7359744. PMID 32383854.
  2. ↑ Shivaperumal, Nirajmohan (May 18, 2017). Investigating the analgesic properties of Kurkinorin, a novel mu-opioid receptor analogue of Salvinorin A (Masters). Victoria University of Wellington.
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