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mitragynine pseudoindoxyl

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Description

mitragynine pseudoindoxyl: derived from Thai medicinal plant MITRAGYNA speciosa; opioid agonist [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID44301701
CHEMBL ID58362
SCHEMBL ID19407241
MeSH IDM0333640

Synonyms (12)

Synonym
CHEMBL58362 ,
mitragynine pseudoindoxyl
bdbm50474150
SCHEMBL19407241
Q15425821
2035457-43-1
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-.alpha.-(methoxymethylene)-3-oxo-, methyl ester, (.alpha.e,1's,6's,7's,8'as)-
BKA67VHE3B ,
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-alpha-(methoxymethylene)-3-oxo-, methyl ester, (alphae,1's,6's,7's,8'as)-
unii-bka67vhe3b
DTXSID101045678
methyl (2e)-2-[(1's,4'r,6's,7's,8'as)-6'-ethyl-4-methoxy-3-oxo-1,2',3,3',6',7',8',8'a-octahydro-5'h-spiro[indole-2,1'-indolizin]-7'-yl]-3-methoxyprop-2-enoate
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (6)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Delta-type opioid receptorMus musculus (house mouse)IC50 (µMol)0.06100.00010.729810.0000AID1629752
Delta-type opioid receptorMus musculus (house mouse)Ki0.00300.00000.53939.4000AID1629755
Kappa-type opioid receptorMus musculus (house mouse)IC50 (µMol)0.03100.00131.538010.0000AID1629759
Kappa-type opioid receptorMus musculus (house mouse)Ki0.02400.00030.35942.7500AID1629754
Mu-type opioid receptorHomo sapiens (human)IC50 (µMol)0.01360.00010.813310.0000AID1610021; AID1610023; AID1629766
Mu-type opioid receptorHomo sapiens (human)Ki0.00000.00000.419710.0000AID754478
Delta-type opioid receptorHomo sapiens (human)IC50 (µMol)0.00150.00020.75218.0140AID1610022; AID1610024
Delta-type opioid receptorHomo sapiens (human)Ki0.00300.00000.59789.9300AID754475
Kappa-type opioid receptorHomo sapiens (human)IC50 (µMol)0.13180.00001.201110.0000AID1610025; AID1610026
Kappa-type opioid receptorHomo sapiens (human)Ki0.07900.00000.362410.0000AID754477
Mu-type opioid receptorMus musculus (house mouse)Ki0.00080.00000.12281.3000AID1629753
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Mu-type opioid receptorHomo sapiens (human)EC50 (µMol)0.00170.00000.32639.4000AID1610021; AID1610023
Delta-type opioid receptorHomo sapiens (human)EC50 (µMol)0.00170.00000.43328.3000AID1610022; AID1610024
Kappa-type opioid receptorHomo sapiens (human)EC50 (µMol)0.00170.00000.22448.9900AID1610025; AID1610026
Mu-type opioid receptorMus musculus (house mouse)EC50 (µMol)0.00170.00020.03930.2030AID1629756
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (52)

Processvia Protein(s)Taxonomy
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerMu-type opioid receptorHomo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled acetylcholine receptor signaling pathwayMu-type opioid receptorHomo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathwayMu-type opioid receptorHomo sapiens (human)
sensory perceptionMu-type opioid receptorHomo sapiens (human)
negative regulation of cell population proliferationMu-type opioid receptorHomo sapiens (human)
sensory perception of painMu-type opioid receptorHomo sapiens (human)
G protein-coupled opioid receptor signaling pathwayMu-type opioid receptorHomo sapiens (human)
behavioral response to ethanolMu-type opioid receptorHomo sapiens (human)
positive regulation of neurogenesisMu-type opioid receptorHomo sapiens (human)
negative regulation of Wnt protein secretionMu-type opioid receptorHomo sapiens (human)
positive regulation of ERK1 and ERK2 cascadeMu-type opioid receptorHomo sapiens (human)
calcium ion transmembrane transportMu-type opioid receptorHomo sapiens (human)
cellular response to morphineMu-type opioid receptorHomo sapiens (human)
regulation of cellular response to stressMu-type opioid receptorHomo sapiens (human)
regulation of NMDA receptor activityMu-type opioid receptorHomo sapiens (human)
neuropeptide signaling pathwayMu-type opioid receptorHomo sapiens (human)
immune responseDelta-type opioid receptorHomo sapiens (human)
G protein-coupled receptor signaling pathwayDelta-type opioid receptorHomo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerDelta-type opioid receptorHomo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathwayDelta-type opioid receptorHomo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathwayDelta-type opioid receptorHomo sapiens (human)
adult locomotory behaviorDelta-type opioid receptorHomo sapiens (human)
negative regulation of gene expressionDelta-type opioid receptorHomo sapiens (human)
negative regulation of protein-containing complex assemblyDelta-type opioid receptorHomo sapiens (human)
positive regulation of CREB transcription factor activityDelta-type opioid receptorHomo sapiens (human)
positive regulation of peptidyl-serine phosphorylationDelta-type opioid receptorHomo sapiens (human)
response to nicotineDelta-type opioid receptorHomo sapiens (human)
G protein-coupled opioid receptor signaling pathwayDelta-type opioid receptorHomo sapiens (human)
eating behaviorDelta-type opioid receptorHomo sapiens (human)
regulation of mitochondrial membrane potentialDelta-type opioid receptorHomo sapiens (human)
regulation of calcium ion transportDelta-type opioid receptorHomo sapiens (human)
cellular response to growth factor stimulusDelta-type opioid receptorHomo sapiens (human)
cellular response to hypoxiaDelta-type opioid receptorHomo sapiens (human)
cellular response to toxic substanceDelta-type opioid receptorHomo sapiens (human)
neuropeptide signaling pathwayDelta-type opioid receptorHomo sapiens (human)
immune responseKappa-type opioid receptorHomo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathwayKappa-type opioid receptorHomo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathwayKappa-type opioid receptorHomo sapiens (human)
chemical synaptic transmissionKappa-type opioid receptorHomo sapiens (human)
sensory perceptionKappa-type opioid receptorHomo sapiens (human)
locomotory behaviorKappa-type opioid receptorHomo sapiens (human)
sensory perception of painKappa-type opioid receptorHomo sapiens (human)
adenylate cyclase-inhibiting opioid receptor signaling pathwayKappa-type opioid receptorHomo sapiens (human)
response to insulinKappa-type opioid receptorHomo sapiens (human)
positive regulation of dopamine secretionKappa-type opioid receptorHomo sapiens (human)
negative regulation of luteinizing hormone secretionKappa-type opioid receptorHomo sapiens (human)
response to nicotineKappa-type opioid receptorHomo sapiens (human)
G protein-coupled opioid receptor signaling pathwayKappa-type opioid receptorHomo sapiens (human)
maternal behaviorKappa-type opioid receptorHomo sapiens (human)
eating behaviorKappa-type opioid receptorHomo sapiens (human)
response to estrogenKappa-type opioid receptorHomo sapiens (human)
estrous cycleKappa-type opioid receptorHomo sapiens (human)
response to ethanolKappa-type opioid receptorHomo sapiens (human)
regulation of saliva secretionKappa-type opioid receptorHomo sapiens (human)
behavioral response to cocaineKappa-type opioid receptorHomo sapiens (human)
sensory perception of temperature stimulusKappa-type opioid receptorHomo sapiens (human)
defense response to virusKappa-type opioid receptorHomo sapiens (human)
cellular response to lipopolysaccharideKappa-type opioid receptorHomo sapiens (human)
cellular response to glucose stimulusKappa-type opioid receptorHomo sapiens (human)
positive regulation of p38MAPK cascadeKappa-type opioid receptorHomo sapiens (human)
positive regulation of potassium ion transmembrane transportKappa-type opioid receptorHomo sapiens (human)
response to acrylamideKappa-type opioid receptorHomo sapiens (human)
positive regulation of eating behaviorKappa-type opioid receptorHomo sapiens (human)
conditioned place preferenceKappa-type opioid receptorHomo sapiens (human)
neuropeptide signaling pathwayKappa-type opioid receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (12)

Processvia Protein(s)Taxonomy
G-protein alpha-subunit bindingMu-type opioid receptorHomo sapiens (human)
G protein-coupled receptor activityMu-type opioid receptorHomo sapiens (human)
beta-endorphin receptor activityMu-type opioid receptorHomo sapiens (human)
voltage-gated calcium channel activityMu-type opioid receptorHomo sapiens (human)
protein bindingMu-type opioid receptorHomo sapiens (human)
morphine receptor activityMu-type opioid receptorHomo sapiens (human)
G-protein beta-subunit bindingMu-type opioid receptorHomo sapiens (human)
neuropeptide bindingMu-type opioid receptorHomo sapiens (human)
G protein-coupled opioid receptor activityDelta-type opioid receptorHomo sapiens (human)
protein bindingDelta-type opioid receptorHomo sapiens (human)
receptor serine/threonine kinase bindingDelta-type opioid receptorHomo sapiens (human)
G protein-coupled enkephalin receptor activityDelta-type opioid receptorHomo sapiens (human)
neuropeptide bindingDelta-type opioid receptorHomo sapiens (human)
G protein-coupled opioid receptor activityKappa-type opioid receptorHomo sapiens (human)
protein bindingKappa-type opioid receptorHomo sapiens (human)
receptor serine/threonine kinase bindingKappa-type opioid receptorHomo sapiens (human)
dynorphin receptor activityKappa-type opioid receptorHomo sapiens (human)
neuropeptide bindingKappa-type opioid receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (23)

Processvia Protein(s)Taxonomy
plasma membraneKappa-type opioid receptorMus musculus (house mouse)
endosomeMu-type opioid receptorHomo sapiens (human)
endoplasmic reticulumMu-type opioid receptorHomo sapiens (human)
Golgi apparatusMu-type opioid receptorHomo sapiens (human)
plasma membraneMu-type opioid receptorHomo sapiens (human)
axonMu-type opioid receptorHomo sapiens (human)
dendriteMu-type opioid receptorHomo sapiens (human)
perikaryonMu-type opioid receptorHomo sapiens (human)
synapseMu-type opioid receptorHomo sapiens (human)
plasma membraneMu-type opioid receptorHomo sapiens (human)
neuron projectionMu-type opioid receptorHomo sapiens (human)
plasma membraneDelta-type opioid receptorHomo sapiens (human)
synaptic vesicle membraneDelta-type opioid receptorHomo sapiens (human)
dendrite membraneDelta-type opioid receptorHomo sapiens (human)
presynaptic membraneDelta-type opioid receptorHomo sapiens (human)
axon terminusDelta-type opioid receptorHomo sapiens (human)
spine apparatusDelta-type opioid receptorHomo sapiens (human)
postsynaptic density membraneDelta-type opioid receptorHomo sapiens (human)
neuronal dense core vesicleDelta-type opioid receptorHomo sapiens (human)
plasma membraneDelta-type opioid receptorHomo sapiens (human)
neuron projectionDelta-type opioid receptorHomo sapiens (human)
nucleoplasmKappa-type opioid receptorHomo sapiens (human)
mitochondrionKappa-type opioid receptorHomo sapiens (human)
cytosolKappa-type opioid receptorHomo sapiens (human)
plasma membraneKappa-type opioid receptorHomo sapiens (human)
membraneKappa-type opioid receptorHomo sapiens (human)
sarcoplasmic reticulumKappa-type opioid receptorHomo sapiens (human)
T-tubuleKappa-type opioid receptorHomo sapiens (human)
dendriteKappa-type opioid receptorHomo sapiens (human)
synaptic vesicle membraneKappa-type opioid receptorHomo sapiens (human)
presynaptic membraneKappa-type opioid receptorHomo sapiens (human)
perikaryonKappa-type opioid receptorHomo sapiens (human)
axon terminusKappa-type opioid receptorHomo sapiens (human)
postsynaptic membraneKappa-type opioid receptorHomo sapiens (human)
plasma membraneKappa-type opioid receptorHomo sapiens (human)
neuron projectionKappa-type opioid receptorHomo sapiens (human)
plasma membraneMu-type opioid receptorMus musculus (house mouse)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (72)

Assay IDTitleYearJournalArticle
AID1629756Agonist activity at mouse mu opioid receptor-1 expressed in CHO cell membranes assessed as [35S]GTPgammaS binding incubated for 60 mins by scintillation spectroscopic analysis2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1610024Inhibition of delta opioid receptor (unknown origin) in presence of DPDPE by [35S]-GTPgammaS binding assay2019European journal of medicinal chemistry, Dec-01, Volume: 183Progress in the development of more effective and safer analgesics for pain management.
AID1610026Inhibition of kappa opioid receptor (unknown origin) in presence of DPDPE by [35S]-GTPgammaS binding assay2019European journal of medicinal chemistry, Dec-01, Volume: 183Progress in the development of more effective and safer analgesics for pain management.
AID1610021Inhibition of mu opioid receptor (unknown origin) in presence of DAMGO by [35S]-GTPgammaS binding assay2019European journal of medicinal chemistry, Dec-01, Volume: 183Progress in the development of more effective and safer analgesics for pain management.
AID1629789Antinociceptive activity in MOR-1 7TM/E1 splice variant knock out sc dosed C57BL/6 mouse assessed as increase in reaction time by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID222753activity evaluated by its ability to inhibit the electrically induced twitch contraction in guinea pig ileum, which is reversed by naloxone (300 nM) (P < 0.001)2002Journal of medicinal chemistry, Apr-25, Volume: 45, Issue:9
Studies on the synthesis and opioid agonistic activities of mitragynine-related indole alkaloids: discovery of opioid agonists structurally different from other opioid ligands.
AID149837Relative affinity evaluated for Opioid receptor kappa 12002Journal of medicinal chemistry, Apr-25, Volume: 45, Issue:9
Studies on the synthesis and opioid agonistic activities of mitragynine-related indole alkaloids: discovery of opioid agonists structurally different from other opioid ligands.
AID1629767Antinociceptive activity in sc dosed CD-1 mouse assessed as increase in reaction time measured 15 mins post dose by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629774Antinociceptive activity in CD-1 mouse assessed as time required for peak effect at 1.5 mg/kg, sc by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629770Antinociceptive activity in po dosed CD-1 mouse assessed as increase in reaction time administered through gavage measured 15 mins post dose by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID149845Binding affinity using guinea pig brain membrane preparations, towards Opioid receptor kappa 1 using [3H]- U-69,593 as radioligand2002Journal of medicinal chemistry, Apr-25, Volume: 45, Issue:9
Studies on the synthesis and opioid agonistic activities of mitragynine-related indole alkaloids: discovery of opioid agonists structurally different from other opioid ligands.
AID1629811Toxicity in C57BL/6 mouse assessed as decrease in respiratory rate at 3 mg/kg, sc measured at 15 to 35 mins post dose relative to control2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629752Antagonist activity at mouse delta opioid receptor-1 expressed in CHO cell membranes assessed as inhibition of DPDPE-induced [35S]GTPgammaS binding incubated for 60 mins by scintillation spectroscopic analysis2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629766Inhibition of DAMGO-induced beta-arrestin-2 recruitment at mu opioid receptor-1 (unknown origin) expressed in CHO cells preincubated for 30 mins followed by DAMGO addition measured after 90 mins by beta-galactosidase complementation assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629776Antinociceptive activity in 129Sv6 mouse assessed as increase in reaction time at 0.1 to 10 mg/kg, sc measured 15 mins post dose by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629800Toxicity in CD-1 mouse assessed as physical dependence by measuring number of jumps at 1.5 mg/kg, sc bid for 5 days followed by opioid antagonist naloxone injection on day 5 measured for 15 mins post last dose2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID222419Relative inhibitory activity expressed as the percentage of the maximum inhibition by the compound against that of morphine2002Journal of medicinal chemistry, Apr-25, Volume: 45, Issue:9
Studies on the synthesis and opioid agonistic activities of mitragynine-related indole alkaloids: discovery of opioid agonists structurally different from other opioid ligands.
AID1629793Antinociceptive activity in sc dosed CD-1 mouse assessed as increase in reaction time administered twice daily at dosing intervals of 12 hrs for 5 days by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629810Toxicity in C57BL/6 mouse assessed as decrease in respiratory rate at 1.2 mg/kg, sc measured at 15 to 35 mins post dose2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629790Antinociceptive activity in sc dosed C57BL/6 mouse assessed as increase in reaction time by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1610023Inhibition of mu opioid receptor (unknown origin) in presence of DPDPE by [35S]-GTPgammaS binding assay2019European journal of medicinal chemistry, Dec-01, Volume: 183Progress in the development of more effective and safer analgesics for pain management.
AID1629763Displacement of [3H]rauwolscine from recombinant human adrenergic alpha2A receptor expressed in MDCK cell membrane after 90 mins by microbeta scintillation counting method2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629798Antinociceptive activity in sc dosed CD-1 mouse assessed as increase in AUC of reaction time administered twice daily at dosing intervals of 12 hrs for 29 days by radiant heat tail flick assay relative to morphine2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1610030Inhibition of kappa opioid receptor (unknown origin) in presence of DAMGO by [35S]-GTPgammaS binding assay relative to control2019European journal of medicinal chemistry, Dec-01, Volume: 183Progress in the development of more effective and safer analgesics for pain management.
AID1629797Ratio of ED50 for sc dosed CD-1 mouse administered twice daily at dosing intervals of 12 hrs for 29 days to ED50 for sc dosed CD-1 mouse measured 15 mins post dose2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629768Potency index, ratio of morphine ED50 to compound ED50 in sc dosed CD-1 mouse2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629796Ratio of ED50 for sc dosed CD-1 mouse administered twice daily at dosing intervals of 12 hrs for 5 days to ED50 for sc dosed CD-1 mouse measured 15 mins post dose2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629779Antinociceptive activity in CD-1 mouse assessed as increase in reaction time at 1.5 mg/kg, sc measured 15 mins post dose in presence of opioid antagonist naloxone by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629761Antinociceptive activity in MOR-1 6TM/E11 splice variant knock out sc dosed C57BL/6 mouse assessed as increase in reaction time by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629806Toxicity in CD-1 mouse assessed as inhibition of gastrointestinal transit by measuring distance traveled by charcoal at 4 mg/kg, sc followed by charcoal meal administration measured after 30 mins2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID222285% maximum inhibition is elicited when the response reaches plateau, calculated regarding electrically induced contraction in guinea pig ileum as 100%2002Journal of medicinal chemistry, Apr-25, Volume: 45, Issue:9
Studies on the synthesis and opioid agonistic activities of mitragynine-related indole alkaloids: discovery of opioid agonists structurally different from other opioid ligands.
AID1629759Antagonist activity at mouse kappa opioid receptor-1 expressed in CHO cell membranes assessed as inhibition of U50,488H-induced [35S]GTPgammaS binding incubated for 60 mins by scintillation spectroscopic analysis2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629780Antinociceptive activity in CD-1 mouse assessed as increase in reaction time at 1.5 mg/kg, sc measured 15 mins post dose in presence of delta opioid receptor antagonist NTI by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1610022Inhibition of delta opioid receptor (unknown origin) in presence of DAMGO by [35S]-GTPgammaS binding assay2019European journal of medicinal chemistry, Dec-01, Volume: 183Progress in the development of more effective and safer analgesics for pain management.
AID1610029Inhibition of delta opioid receptor (unknown origin) in presence of DPDPE by [35S]-GTPgammaS binding assay relative to control2019European journal of medicinal chemistry, Dec-01, Volume: 183Progress in the development of more effective and safer analgesics for pain management.
AID1629762Displacement of [3H]LSD from recombinant human 5HT7A receptor expressed in HEK cell membrane after 90 mins by microbeta scintillation counting method2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629775Potency index, ratio of morphine ED50 to compound ED50 in icv dosed CD-1 mouse2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629799Antinociceptive activity in sc dosed CD-1 mouse assessed as increase in reaction time administered four times per day for 5 days by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID754475Binding affinity to delta opioid receptor (unknown origin)2013Journal of medicinal chemistry, Jun-27, Volume: 56, Issue:12
Orally active opioid compounds from a non-poppy source.
AID1629782Antinociceptive activity in CD-1 mouse assessed as increase in reaction time at 1.5 mg/kg, sc measured 15 mins post dose in presence of adrenergic alpha2 receptor antagonist yohimbine by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629814Toxicity in C57BL/6 mouse assessed as conditioned place preference at 1.3 to 3.2 mg/kg/day, ip measured for 30 mins post dose2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629801Toxicity in CD-1 mouse assessed as physical dependence by measuring number of jumps at 1.5 mg/kg, sc bid for 22 days followed by opioid antagonist naloxone injection on day 22 measured for 15 mins post last dose2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629783Antinociceptive activity in CD-1 mouse assessed as increase in reaction time at 1.5 mg/kg, sc administered on day 6 after MOR1-exon1 antisense oligodeoxynucleotide injection on day 1, 3 and 5 by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629778Antinociceptive activity in CD-1 mouse assessed as increase in reaction time at 1.5 mg/kg, sc measured 15 mins post dose in presence of mu opioid receptor antagonist beta-FNA by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629769Antinociceptive activity in icv dosed CD-1 mouse assessed as increase in reaction time measured 15 mins post dose by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629792Toxicity in CD-1 mouse assessed as time for drug tolerance at 1.5 mg/kg, sc bid at dosing intervals of 12 hrs2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1610028Inhibition of mu opioid receptor (unknown origin) in presence of DPDPE by [35S]-GTPgammaS binding assay relative to control2019European journal of medicinal chemistry, Dec-01, Volume: 183Progress in the development of more effective and safer analgesics for pain management.
AID1629765Activation of mu opioid receptor-1 (unknown origin) expressed in CHO cells assessed as beta-arrestin-2 recruitment at 10 uM after 90 mins by beta-galactosidase complementation assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629794Antinociceptive activity in sc dosed CD-1 mouse assessed as increase in reaction time administered twice daily at dosing intervals of 12 hrs for 29 days by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629786Antinociceptive activity in CD-1 mouse assessed as increase in reaction time at 1.5 mg/kg, sc administered on day 6 after KOR1-exon2 antisense oligodeoxynucleotide injection on day 1, 3 and 5 by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629781Antinociceptive activity in CD-1 mouse assessed as increase in reaction time at 1.5 mg/kg, sc measured 15 mins post dose in presence of kappa opioid receptor antagonist norBNI by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID148190Relative affinity evaluated for Opioid receptor mu 12002Journal of medicinal chemistry, Apr-25, Volume: 45, Issue:9
Studies on the synthesis and opioid agonistic activities of mitragynine-related indole alkaloids: discovery of opioid agonists structurally different from other opioid ligands.
AID1629753Displacement of [125I]-IBNtxA from mouse mu opioid receptor-1 expressed in CHO cell membranes incubated for 90 mins2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID754477Binding affinity to kappa opioid receptor (unknown origin)2013Journal of medicinal chemistry, Jun-27, Volume: 56, Issue:12
Orally active opioid compounds from a non-poppy source.
AID1610025Inhibition of kappa opioid receptor (unknown origin) in presence of DAMGO by [35S]-GTPgammaS binding assay2019European journal of medicinal chemistry, Dec-01, Volume: 183Progress in the development of more effective and safer analgesics for pain management.
AID1629772Antinociceptive activity in sc dosed CD-1 mouse assessed as increase in latency latency to respond with hind paw lick or shake/flutter measured 15 mins post dose by hot plate test2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1610031Inhibition of kappa opioid receptor (unknown origin) in presence of DPDPE by [35S]-GTPgammaS binding assay relative to control2019European journal of medicinal chemistry, Dec-01, Volume: 183Progress in the development of more effective and safer analgesics for pain management.
AID754478Binding affinity to mu opioid receptor (unknown origin)2013Journal of medicinal chemistry, Jun-27, Volume: 56, Issue:12
Orally active opioid compounds from a non-poppy source.
AID1629757Agonist activity at mouse mu opioid receptor-1 expressed in CHO cell membranes assessed as [35S]GTPgammaS binding incubated for 60 mins by scintillation spectroscopic analysis relative to DAMGO2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID150051Relative affinity evaluated for Opioid receptor delta 12002Journal of medicinal chemistry, Apr-25, Volume: 45, Issue:9
Studies on the synthesis and opioid agonistic activities of mitragynine-related indole alkaloids: discovery of opioid agonists structurally different from other opioid ligands.
AID148204Binding affinity using guinea pig brain membrane preparations, towards Opioid receptor mu 1 using [3H]- DAMGO as radioligand2002Journal of medicinal chemistry, Apr-25, Volume: 45, Issue:9
Studies on the synthesis and opioid agonistic activities of mitragynine-related indole alkaloids: discovery of opioid agonists structurally different from other opioid ligands.
AID1629815Toxicity in C57BL/6 mouse assessed as conditioned place aversion at 1.3 to 3.2 mg/kg/day, ip measured for 30 mins post dose2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629754Displacement of [125I]-IBNtxA from mouse kappa opioid receptor-1 expressed in CHO cell membranes incubated for 90 mins2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID222586Relative potency expressed as the percentage of the pD2 value against that of morphine2002Journal of medicinal chemistry, Apr-25, Volume: 45, Issue:9
Studies on the synthesis and opioid agonistic activities of mitragynine-related indole alkaloids: discovery of opioid agonists structurally different from other opioid ligands.
AID1629777Antinociceptive activity in C57BL/6 mouse assessed as increase in reaction time at 0.1 to 10 mg/kg, sc measured 15 mins post dose by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629804Toxicity in CD-1 mouse assessed as inhibition of gastrointestinal transit by measuring distance traveled by charcoal at 1.5 mg/kg, sc followed by charcoal meal administration measured after 30 mins2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629755Displacement of [125I]-IBNtxA from mouse delta opioid receptor-1 expressed in CHO cell membranes incubated for 90 mins2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629802Toxicity in CD-1 mouse assessed as physical dependence by measuring number of jumps at 1.5 mg/kg, sc bid for 29 days followed by opioid antagonist naloxone injection on day 29 measured for 15 mins post last dose2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID150056Binding affinity using guinea pig brain membrane preparations, towards Opioid receptor delta 1 using [3H]DPDPE as radioligand2002Journal of medicinal chemistry, Apr-25, Volume: 45, Issue:9
Studies on the synthesis and opioid agonistic activities of mitragynine-related indole alkaloids: discovery of opioid agonists structurally different from other opioid ligands.
AID1610027Inhibition of delta opioid receptor (unknown origin) in presence of DAMGO by [35S]-GTPgammaS binding assay relative to control2019European journal of medicinal chemistry, Dec-01, Volume: 183Progress in the development of more effective and safer analgesics for pain management.
AID1629764Displacement of [3H]rauwolscine from recombinant human adrenergic alpha2C receptor expressed in MDCK cell membrane after 90 mins by microbeta scintillation counting method2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
AID1629785Antinociceptive activity in CD-1 mouse assessed as increase in reaction time at 1.5 mg/kg, sc administered on day 6 after DOR1-exon3 antisense oligodeoxynucleotide injection on day 1, 3 and 5 by radiant heat tail flick assay2016Journal of medicinal chemistry, 09-22, Volume: 59, Issue:18
Mitragynine/Corynantheidine Pseudoindoxyls As Opioid Analgesics with Mu Agonism and Delta Antagonism, Which Do Not Recruit β-Arrestin-2.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (20.00)18.2507
2000's1 (20.00)29.6817
2010's3 (60.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 46.01

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index46.01 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.92 (4.65)
Search Engine Demand Index65.76 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (46.01)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (40.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other3 (60.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]