Mitragynine pseudoindoxyl

Mitragynine pseudoindoxyl
Names
IUPAC name
Methyl (E)-2-((1S,6S,7S,8aS)-6'-ethyl-4-methoxy-3-oxo-3',5',6',7',8',8a'-hexahydro-2H-spiro[indoline-2,1'-indolizin]-7'-yl)-3-methoxyacrylate
Other names
spiro[2H-indole-2,1'(5H)-indolizine]-7'-acetic acid, 6'-ethyl-1,2',3,3',6',7',8',8'a-octahydro-4-methoxy-α-(methoxymethylene)-3-oxo-, methyl ester, (αE,2S,6S,7S,8aS)
Identifiers
ChEMBL ChEMBL58362
ChemSpider 23152339
Jmol interactive 3D Image
PubChem 44301701
Properties
C23H30N2O5
Molar mass 414.50 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

Mitragynine pseudoindoxyl is a semi-synthetic opioid compound derived from natural mitragynine found in the plant Mitragyna speciosa, commonly known as Kratom.[1]

Pharmacology

Mitragynine pseudoindoxyl itself acts primarily via mu and delta opioid receptors, being more potent than morphine and about as potent as enkephalin.[2][3]

See also

References

  1. Jansen KL, Prast CJ (1988). "Ethnopharmacology of kratom and the Mitragyna alkaloids". J Ethnopharmacol 23 (1): 115–9. doi:10.1016/0378-8741(88)90121-3. PMID 3419199.
  2. Takayama H, Ishikawa H, Kurihara M, Kitajima M, Aimi N, Ponglux D, Koyama F, Matsumoto K, Moriyama T, Yamamoto LT, Watanabe K, Murayama T, Horie S (April 2002). "Studies on the synthesis and opioid agonistic activities of mitragynine-related indole alkaloids: discovery of opioid agonists structurally different from other opioid ligands". J. Med. Chem. 45 (9): 1949–56. doi:10.1021/jm010576e. PMID 11960505.
  3. Yamamoto, L. T.; Horie, S.; Takayama, H.; Aimi, N.; Sakai, S.; Yano, S.; Shan, J.; Pang, P. K.; Ponglux, D.; Watanabe, K. (1999). "Opioid receptor agonistic characteristics of mitragynine pseudoindoxyl in comparison with mitragynine derived from Thai medicinal plant Mitragyna speciosa". General pharmacology 33 (1): 73–81. doi:10.1016/S0306-3623(98)00265-1. PMID 10428019.



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