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Record Information
StatusExpected but not Quantified
Creation Date2012-09-13 11:48:40 UTC
Update Date2019-07-23 06:35:15 UTC
Secondary Accession Numbers
  • HMDB41933
Metabolite Identification
Common NameMitragynine
DescriptionMitragynine itself acts primarily via -opioid receptors, although its oxidation product mitragynine-pseudoindoxyl, which is likely to be a major component of kratom that has been aged or stored for extended periods, acts as a fairly selective -opioid agonist with little affinity for receptors. Another alkaloid with a major contribution to the opioid activity of the kratom plant is the related compound 7-hydroxymitragynine, which while present in the plant in much smaller quantities than mitragynine, is a much more potent opioid agonist.
Mitragynine ethanedisulfonateHMDB
SK And F-12711HMDB
Mitragynine monohydrochlorideHMDB
SK And F 12711HMDB
Mitragynine, (3beta,16E,20beta)-isomerHMDB
Mitragynine, (16E)-isomerHMDB
Mitragynine, (3beta,16E)-isomerHMDB
16,17-Didehydro-9,17-dimethoxy-17,18-seco-20-alpha-yohimban-16-carboxylic acid methyl esterMeSH
Kratom alkaloidsMeSH
Methyl (2E)-2-[(2S,4S,5S)-5-ethyl-12-methoxy-7,17-diazatetracyclo[,.0,]heptadeca-1(10),11(16),12,14-tetraen-4-yl]-3-methoxyprop-2-enoic acidGenerator
Chemical FormulaC23H30N2O4
Average Molecular Weight398.4953
Monoisotopic Molecular Weight398.220557458
IUPAC Namemethyl (2E)-2-[(2S,3S,12bS)-3-ethyl-8-methoxy-1H,2H,3H,4H,6H,7H,12H,12bH-indolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate
Traditional Namemitragynine
CAS Registry Number6202-22-8
InChI Identifier
Chemical Taxonomy
Description belongs to the class of organic compounds known as corynanthean-type alkaloids. These are alkaloids with a structure based on the corynanthean nucleus, which is a tetracycle characterized by an indole fused to a quinolizidine. Additionally, the quinolizidine ring system is substituted to a 2-methylpropyl group and one ethyl group.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassCorynanthean-type alkaloids
Sub ClassNot Available
Direct ParentCorynanthean-type alkaloids
Alternative Parents
  • Corynanthean skeleton
  • Beta-carboline
  • Pyridoindole
  • Quinolizine
  • 3-alkylindole
  • Indole
  • Indole or derivatives
  • Anisole
  • Alkyl aryl ether
  • Aralkylamine
  • Piperidine
  • Benzenoid
  • Heteroaromatic compound
  • Pyrrole
  • Vinylogous ester
  • Methyl ester
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Tertiary aliphatic amine
  • Tertiary amine
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Organoheterocyclic compound
  • Azacycle
  • Carboxylic acid derivative
  • Ether
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors

Biological location:


Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
Water Solubility0.03 g/LALOGPS
pKa (Strongest Acidic)16.67ChemAxon
pKa (Strongest Basic)7.33ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.79 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity112.91 m³·mol⁻¹ChemAxon
Polarizability43.29 ųChemAxon
Number of Rings4ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-02ar-1149000000-68ad2024bca19f46b22fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kb-0019000000-4a3248fba1292cfe9ecfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00l2-1259000000-0c7ecfb4c67c6865e62eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4j-1359000000-e92aafb89a073659ee2eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0009000000-8e6dc3406d97e509a68bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f6t-0009000000-3aa17544a9b8f0ba9317Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00e9-2049000000-c8eb7cdb83396a685cb1Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00001751
Chemspider ID2298865
KEGG Compound IDC09226
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMitragynine
METLIN IDNot Available
PubChem Compound3034396
PDB IDNot Available
ChEBI ID6956
Food Biomarker OntologyNot Available
VMH IDNot Available
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available