Mitragynine pseudoindoxyl

Mitragynine pseudoindoxyl

Names
IUPAC name Methyl (E)-2-((1′S,6′S,7′S,8a′S)-6'-ethyl-4-methoxy-3-oxo-3',5',6',7',8',8a'-hexahydro-2′H-spiro[indoline-2,1'-indolizin]-7'-yl)-3-methoxyacrylate
Other names Spiro[2H-indole-2,1'(5′H)-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,6′S,7′S,8′aS)
Identifiers
3D model (Jmol)	Interactive image
ChemSpider	23152339
PubChem CID	44301701
InChI InChI=1S/C23H30N2O5 c1-5-14-12-25-10-9-23(19(25)11-15(14)16(13-28-2)22(27)30-4)21(26)20-17(24-23)7-6-8-18(20)29-3/h6-8,13-15,19,24H,5,9-12H2,1-4H3/b16-13+/t14-,15+,19+,23+/m1/s1 Key: BAEJBRCYKACTAA-WGUOAFTMSA-N
SMILES CC[C@H](C1)[C@](/C(C(OC)=O)=C\OC)([H])C[C@@](N1CC2)([H])[C@]32NC4=CC=CC(OC)=C4C3=O
Properties
Chemical formula	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 rearrangement product of 7-hydroxymitragynine. It is an analgesic being more potent than morphine and about as potent as enkephalin.

Mitragynine pseudoindoxyl is a μ opioid receptor agonist and δ opioid receptor antagonist and acts as a G-Protein biased agonist at μ opioid receptors and possesses a favourable side effect profile compared to conventional opioids.