Mitragynine

Mitragynine
Clinical data
Routes of
administration
By mouth
Drug classOpioid
ATC code
  • None
Legal status
Legal status
  • AU: S8 (Controlled drug)
  • BR: Class B1 (Psychoactive drugs)
  • CA: Unscheduled
  • DE: NpSG (Industrial and scientific use only)
  • NZ: Unscheduled
  • UK: Under Psychoactive Substances Act
  • US: Unscheduled
  • UN: Unscheduled
  • In general legal for medical and research uses as a research chemical.
Pharmacokinetic data
Bioavailability21%
Metabolites7-Hydroxymitragynine
Elimination half-life7–39 hours
Identifiers
  • methyl (16E)-9,17-dimethoxy-16,17-didehydro-20β-corynan-16-carboxylate
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC23H30N2O4
Molar mass398.503 g·mol−1
3D model (JSmol)
Melting point102–106 °C
  • COC1=CC=CC2=C1C3=C([C@@](C[C@H](/C(C(OC)=O)=C\OC)[C@H](CC)C4)([H])N4CC3)N2
  • InChI=1S/C23H30N2O4/c1-5-14-12-25-10-9-15-21-18(7-6-8-20(21)28-3)24-22(15)19(25)11-16(14)17(13-27-2)23(26)29-4/h6-8,13-14,16,19,24H,5,9-12H2,1-4H3/b17-13+/t14-,16+,19+/m1/s1
  • Key:LELBFTMXCIIKKX-QVRQZEMUSA-N

Mitragynine is an indole-based alkaloid and is one of the main psychoactive constituents in the Southeast Asian plant Mitragyna speciosa, commonly known as kratom. It is an atypical opioid that is typically consumed as a part of kratom for its pain-relieving and euphoric effects. It has also been researched for its use to potentially manage symptoms of opioid withdrawal.

Mitragynine is the most abundant active alkaloid in kratom. In Thai varieties of kratom, mitragynine is the most abundant component (up to 66% of total alkaloids), while 7-hydroxymitragynine (7-OH) is a minor constituent (up to 2% of total alkaloid content). In Malaysian kratom varieties, mitragynine is present at lower concentration (12% of total alkaloids). Total alkaloid concentration in dried leaves ranges from 0.5 to 1.5%. Such preparations are orally consumed and typically involve dried kratom leaves which are brewed into tea or ground and placed into capsules.