7-hydroxymitragynine profile

7-hydroxymitragynine: an orally active opioid analgesic from the Thai medicinal herb Mitragyna speciosa; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	44301524
CHEMBL ID	61630
CHEBI ID	180536
SCHEMBL ID	11986821
MeSH ID	M0462511

Synonym
7-hydroxymitragynine
methyl (e)-2-[(2s,3s,7as,12bs)-3-ethyl-7a-hydroxy-8-methoxy-2,3,4,6,7,12b-hexahydro-1h-indolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate
174418-82-7
CHEBI:180536
CHEMBL61630 ,
7-hydroxy mitragynine
7-hydroxy-mitragynine
9-methoxycorynantheidine hydroxyindolenine
2t3twa75r0 ,
mitragynine hydroxyindolenine
unii-2t3twa75r0
indolo(2,3-a)quinolizine-2-acetic acid, 3-ethyl-1,2,3,4,6,7,7a,12b-octahydro-7a-hydroxy-8-methoxy-.alpha.-(methoxymethylene)-, methyl ester, (.alpha.e,2s,3s,7as,12bs)-
methoxycorynantheidine hydroxyindolenine
SCHEMBL11986821
bdbm50474153
DTXSID20903988
Q4642872
PD057019
7-hydroxymitragynine 100 microg/ml in methanol

Excerpt	Reference	Relevance
" Given the opioidergic potency of 7-HMG, a single oral dose pharmacokinetic and safety study of 7-HMG was performed in beagle dogs."	( Oral Pharmacokinetics in Beagle Dogs of the Mitragynine Metabolite, 7-Hydroxymitragynine. Berthold, EC; Hampson, A; Kamble, SH; King, TI; León, F; Maxwell, EA; McCurdy, CR; McMahon, LR; Raju, KSR; Sharma, A, 2021)	0.86
" Pharmacokinetic parameters were calculated using a model-independent non-compartmental analysis of plasma concentration-time data."	( Oral Pharmacokinetics in Beagle Dogs of the Mitragynine Metabolite, 7-Hydroxymitragynine. Berthold, EC; Hampson, A; Kamble, SH; King, TI; León, F; Maxwell, EA; McCurdy, CR; McMahon, LR; Raju, KSR; Sharma, A, 2021)	0.86
"These results provide the first pharmacokinetic and safety data for 7-HMG in the dog and therefore contribute to the understanding of the putative pharmacologic role of 7-HMG resulting from an oral delivery of mitragynine from kratom."	( Oral Pharmacokinetics in Beagle Dogs of the Mitragynine Metabolite, 7-Hydroxymitragynine. Berthold, EC; Hampson, A; Kamble, SH; King, TI; León, F; Maxwell, EA; McCurdy, CR; McMahon, LR; Raju, KSR; Sharma, A, 2021)	0.86

Excerpt	Relevance	Reference
" The understanding of mitragynine derivative metabolism in human body is required to develop effective detection techniques in case of drug abuse or establish an appropriate dosage in case of medicinal uses."	( In silico investigation of mitragynine and 7-hydroxymitragynine metabolism. Limpanuparb, T; Noorat, R; Tantirungrotechai, Y, 2019)	0.78

Class	Description
alkaloid	Any of the naturally occurring, basic nitrogen compounds (mostly heterocyclic) occurring mostly in the plant kingdom, but also found in bacteria, fungi, and animals. By extension, certain neutral compounds biogenetically related to basic alkaloids are also classed as alkaloids. Amino acids, peptides, proteins, nucleotides, nucleic acids, amino sugars and antibiotics are not normally regarded as alkaloids. Compounds in which the nitrogen is exocyclic (dopamine, mescaline, serotonin, etc.) are usually classed as amines rather than alkaloids.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Delta-type opioid receptor	Mus musculus (house mouse)	IC50 (µMol)	0.6910	0.0001	0.7298	10.0000	AID1629752
Delta-type opioid receptor	Mus musculus (house mouse)	Ki	0.0900	0.0000	0.5393	9.4000	AID1629755
Kappa-type opioid receptor	Mus musculus (house mouse)	IC50 (µMol)	2.5240	0.0013	1.5380	10.0000	AID1629759
Kappa-type opioid receptor	Mus musculus (house mouse)	Ki	0.1310	0.0003	0.3594	2.7500	AID1629754
Mu-type opioid receptor	Homo sapiens (human)	IC50 (µMol)	0.7250	0.0001	0.8133	10.0000	AID1629766
Mu-type opioid receptor	Homo sapiens (human)	Ki	0.0072	0.0000	0.4197	10.0000	AID1581727
Delta-type opioid receptor	Homo sapiens (human)	Ki	0.2360	0.0000	0.5978	9.9300	AID1581725
Kappa-type opioid receptor	Cavia porcellus (domestic guinea pig)	Ki	0.1590	0.0000	0.2018	6.4240	AID754482; AID754487
Kappa-type opioid receptor	Homo sapiens (human)	Ki	0.0741	0.0000	0.3624	10.0000	AID1581726
Mu-type opioid receptor	Mus musculus (house mouse)	Ki	0.0370	0.0000	0.1228	1.3000	AID1629753
Mu-type opioid receptor	Cavia porcellus (domestic guinea pig)	Ki	0.0114	0.0000	0.2786	9.0000	AID754484; AID754489
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Mu-type opioid receptor	Homo sapiens (human)	EC50 (µMol)	0.0720	0.0000	0.3263	9.4000	AID1581734; AID1581748; AID1809484
Mu-type opioid receptor	Mus musculus (house mouse)	EC50 (µMol)	0.0530	0.0002	0.0393	0.2030	AID1629756
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Delta-type opioid receptor	Homo sapiens (human)	Kb	0.5502	0.0012	0.1000	0.5502	AID1581735
Kappa-type opioid receptor	Homo sapiens (human)	Kb	0.1150	0.0003	0.0500	0.2640	AID1581736
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messenger	Mu-type opioid receptor	Homo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled acetylcholine receptor signaling pathway	Mu-type opioid receptor	Homo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathway	Mu-type opioid receptor	Homo sapiens (human)
sensory perception	Mu-type opioid receptor	Homo sapiens (human)
negative regulation of cell population proliferation	Mu-type opioid receptor	Homo sapiens (human)
sensory perception of pain	Mu-type opioid receptor	Homo sapiens (human)
G protein-coupled opioid receptor signaling pathway	Mu-type opioid receptor	Homo sapiens (human)
behavioral response to ethanol	Mu-type opioid receptor	Homo sapiens (human)
positive regulation of neurogenesis	Mu-type opioid receptor	Homo sapiens (human)
negative regulation of Wnt protein secretion	Mu-type opioid receptor	Homo sapiens (human)
positive regulation of ERK1 and ERK2 cascade	Mu-type opioid receptor	Homo sapiens (human)
calcium ion transmembrane transport	Mu-type opioid receptor	Homo sapiens (human)
cellular response to morphine	Mu-type opioid receptor	Homo sapiens (human)
regulation of cellular response to stress	Mu-type opioid receptor	Homo sapiens (human)
regulation of NMDA receptor activity	Mu-type opioid receptor	Homo sapiens (human)
neuropeptide signaling pathway	Mu-type opioid receptor	Homo sapiens (human)
immune response	Delta-type opioid receptor	Homo sapiens (human)
G protein-coupled receptor signaling pathway	Delta-type opioid receptor	Homo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messenger	Delta-type opioid receptor	Homo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathway	Delta-type opioid receptor	Homo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathway	Delta-type opioid receptor	Homo sapiens (human)
adult locomotory behavior	Delta-type opioid receptor	Homo sapiens (human)
negative regulation of gene expression	Delta-type opioid receptor	Homo sapiens (human)
negative regulation of protein-containing complex assembly	Delta-type opioid receptor	Homo sapiens (human)
positive regulation of CREB transcription factor activity	Delta-type opioid receptor	Homo sapiens (human)
positive regulation of peptidyl-serine phosphorylation	Delta-type opioid receptor	Homo sapiens (human)
response to nicotine	Delta-type opioid receptor	Homo sapiens (human)
G protein-coupled opioid receptor signaling pathway	Delta-type opioid receptor	Homo sapiens (human)
eating behavior	Delta-type opioid receptor	Homo sapiens (human)
regulation of mitochondrial membrane potential	Delta-type opioid receptor	Homo sapiens (human)
regulation of calcium ion transport	Delta-type opioid receptor	Homo sapiens (human)
cellular response to growth factor stimulus	Delta-type opioid receptor	Homo sapiens (human)
cellular response to hypoxia	Delta-type opioid receptor	Homo sapiens (human)
cellular response to toxic substance	Delta-type opioid receptor	Homo sapiens (human)
neuropeptide signaling pathway	Delta-type opioid receptor	Homo sapiens (human)
immune response	Kappa-type opioid receptor	Homo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathway	Kappa-type opioid receptor	Homo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathway	Kappa-type opioid receptor	Homo sapiens (human)
chemical synaptic transmission	Kappa-type opioid receptor	Homo sapiens (human)
sensory perception	Kappa-type opioid receptor	Homo sapiens (human)
locomotory behavior	Kappa-type opioid receptor	Homo sapiens (human)
sensory perception of pain	Kappa-type opioid receptor	Homo sapiens (human)
adenylate cyclase-inhibiting opioid receptor signaling pathway	Kappa-type opioid receptor	Homo sapiens (human)
response to insulin	Kappa-type opioid receptor	Homo sapiens (human)
positive regulation of dopamine secretion	Kappa-type opioid receptor	Homo sapiens (human)
negative regulation of luteinizing hormone secretion	Kappa-type opioid receptor	Homo sapiens (human)
response to nicotine	Kappa-type opioid receptor	Homo sapiens (human)
G protein-coupled opioid receptor signaling pathway	Kappa-type opioid receptor	Homo sapiens (human)
maternal behavior	Kappa-type opioid receptor	Homo sapiens (human)
eating behavior	Kappa-type opioid receptor	Homo sapiens (human)
response to estrogen	Kappa-type opioid receptor	Homo sapiens (human)
estrous cycle	Kappa-type opioid receptor	Homo sapiens (human)
response to ethanol	Kappa-type opioid receptor	Homo sapiens (human)
regulation of saliva secretion	Kappa-type opioid receptor	Homo sapiens (human)
behavioral response to cocaine	Kappa-type opioid receptor	Homo sapiens (human)
sensory perception of temperature stimulus	Kappa-type opioid receptor	Homo sapiens (human)
defense response to virus	Kappa-type opioid receptor	Homo sapiens (human)
cellular response to lipopolysaccharide	Kappa-type opioid receptor	Homo sapiens (human)
cellular response to glucose stimulus	Kappa-type opioid receptor	Homo sapiens (human)
positive regulation of p38MAPK cascade	Kappa-type opioid receptor	Homo sapiens (human)
positive regulation of potassium ion transmembrane transport	Kappa-type opioid receptor	Homo sapiens (human)
response to acrylamide	Kappa-type opioid receptor	Homo sapiens (human)
positive regulation of eating behavior	Kappa-type opioid receptor	Homo sapiens (human)
conditioned place preference	Kappa-type opioid receptor	Homo sapiens (human)
neuropeptide signaling pathway	Kappa-type opioid receptor	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
G-protein alpha-subunit binding	Mu-type opioid receptor	Homo sapiens (human)
G protein-coupled receptor activity	Mu-type opioid receptor	Homo sapiens (human)
beta-endorphin receptor activity	Mu-type opioid receptor	Homo sapiens (human)
voltage-gated calcium channel activity	Mu-type opioid receptor	Homo sapiens (human)
protein binding	Mu-type opioid receptor	Homo sapiens (human)
morphine receptor activity	Mu-type opioid receptor	Homo sapiens (human)
G-protein beta-subunit binding	Mu-type opioid receptor	Homo sapiens (human)
neuropeptide binding	Mu-type opioid receptor	Homo sapiens (human)
G protein-coupled opioid receptor activity	Delta-type opioid receptor	Homo sapiens (human)
protein binding	Delta-type opioid receptor	Homo sapiens (human)
receptor serine/threonine kinase binding	Delta-type opioid receptor	Homo sapiens (human)
G protein-coupled enkephalin receptor activity	Delta-type opioid receptor	Homo sapiens (human)
neuropeptide binding	Delta-type opioid receptor	Homo sapiens (human)
G protein-coupled opioid receptor activity	Kappa-type opioid receptor	Homo sapiens (human)
protein binding	Kappa-type opioid receptor	Homo sapiens (human)
receptor serine/threonine kinase binding	Kappa-type opioid receptor	Homo sapiens (human)
dynorphin receptor activity	Kappa-type opioid receptor	Homo sapiens (human)
neuropeptide binding	Kappa-type opioid receptor	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
plasma membrane	Kappa-type opioid receptor	Mus musculus (house mouse)
endosome	Mu-type opioid receptor	Homo sapiens (human)
endoplasmic reticulum	Mu-type opioid receptor	Homo sapiens (human)
Golgi apparatus	Mu-type opioid receptor	Homo sapiens (human)
plasma membrane	Mu-type opioid receptor	Homo sapiens (human)
axon	Mu-type opioid receptor	Homo sapiens (human)
dendrite	Mu-type opioid receptor	Homo sapiens (human)
perikaryon	Mu-type opioid receptor	Homo sapiens (human)
synapse	Mu-type opioid receptor	Homo sapiens (human)
plasma membrane	Mu-type opioid receptor	Homo sapiens (human)
neuron projection	Mu-type opioid receptor	Homo sapiens (human)
plasma membrane	Delta-type opioid receptor	Homo sapiens (human)
synaptic vesicle membrane	Delta-type opioid receptor	Homo sapiens (human)
dendrite membrane	Delta-type opioid receptor	Homo sapiens (human)
presynaptic membrane	Delta-type opioid receptor	Homo sapiens (human)
axon terminus	Delta-type opioid receptor	Homo sapiens (human)
spine apparatus	Delta-type opioid receptor	Homo sapiens (human)
postsynaptic density membrane	Delta-type opioid receptor	Homo sapiens (human)
neuronal dense core vesicle	Delta-type opioid receptor	Homo sapiens (human)
plasma membrane	Delta-type opioid receptor	Homo sapiens (human)
neuron projection	Delta-type opioid receptor	Homo sapiens (human)
nucleoplasm	Kappa-type opioid receptor	Homo sapiens (human)
mitochondrion	Kappa-type opioid receptor	Homo sapiens (human)
cytosol	Kappa-type opioid receptor	Homo sapiens (human)
plasma membrane	Kappa-type opioid receptor	Homo sapiens (human)
membrane	Kappa-type opioid receptor	Homo sapiens (human)
sarcoplasmic reticulum	Kappa-type opioid receptor	Homo sapiens (human)
T-tubule	Kappa-type opioid receptor	Homo sapiens (human)
dendrite	Kappa-type opioid receptor	Homo sapiens (human)
synaptic vesicle membrane	Kappa-type opioid receptor	Homo sapiens (human)
presynaptic membrane	Kappa-type opioid receptor	Homo sapiens (human)
perikaryon	Kappa-type opioid receptor	Homo sapiens (human)
axon terminus	Kappa-type opioid receptor	Homo sapiens (human)
postsynaptic membrane	Kappa-type opioid receptor	Homo sapiens (human)
plasma membrane	Kappa-type opioid receptor	Homo sapiens (human)
neuron projection	Kappa-type opioid receptor	Homo sapiens (human)
plasma membrane	Mu-type opioid receptor	Mus musculus (house mouse)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (162)

Assay ID	Title	Year	Journal	Article
AID1581708	Displacement of [3H]prazosin from human recombinant adrenergic alpha-1B receptor expressed in CHO cell membranes at 100 nM incubated for 60 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1629755	Displacement of [125I]-IBNtxA from mouse delta opioid receptor-1 expressed in CHO cell membranes incubated for 90 mins	2016	Journal 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.
AID1581714	Displacement of [3H]DAMGO from human recombinant mu opioid receptor expressed in HEK293 cell membranes at 100 nM incubated for 60 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1830034	Displacement of [3H]8-OH-DAPT from human recombinant 5-HT1A receptor expressed in cells at 10 uM measured after 60 to 90 mins by radioligand completion assay relative to control	2021	Journal of medicinal chemistry, 09-23, Volume: 64, Issue:18	Activity of
AID1629757	Agonist 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 DAMGO	2016	Journal 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.
AID1775298	Tmax in Sprague-Dawley rat plasma at <0.1 mg/kg, po administered as LKT formulation measured for 24 hrs by UPLC-MS/MS analysis	2021	Journal of natural products, 04-23, Volume: 84, Issue:4	Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.
AID1581752	Fraction unbound in human plasma at 1 uM by equilibrium dialysis	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1775294	Cmax in Sprague-Dawley rat plasma at <0.1 mg/kg, po administered as OPMS liquid formulation measured for 24 hrs by UPLC-MS/MS analysis	2021	Journal of natural products, 04-23, Volume: 84, Issue:4	Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.
AID754487	Displacement of [3H]U-69593 from kappa opoid receptor in Dunkin-Hartley guinea pig brain after 1 hr by liquid scintillation spectrometry	2013	Journal of medicinal chemistry, Jun-27, Volume: 56, Issue:12	Orally active opioid compounds from a non-poppy source.
AID1581722	Displacement of [3H]U69,593 from human recombinant kappa opioid receptor expressed in rat RBL cell membranes at 1000 nM incubated for 60 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1629765	Activation 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 assay	2016	Journal 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.
AID1775277	Stability of the compound in rat plasma assessed as proportion of compound deviation from nominal concentration at 160 ng/ml measured on the bench-top for 2 hrs by UPLC-MS analysis	2021	Journal of natural products, 04-23, Volume: 84, Issue:4	Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.
AID754483	Displacement of [3H]DPDPE from guinea pig brain delta opoid receptor after 4 hrs by liquid scintillation counting analysis	2013	Journal of medicinal chemistry, Jun-27, Volume: 56, Issue:12	Orally active opioid compounds from a non-poppy source.
AID1830052	Displacement of [125I](+/-)DOI from human recombinant 5-HT2A receptor expressed in HEK293 cells at 10 uM measured after 60 to 90 mins by radioligand completion assay relative to control	2021	Journal of medicinal chemistry, 09-23, Volume: 64, Issue:18	Activity of
AID1581710	Displacement of [3H]RX 821002 from human recombinant adrenergic alpha-2A receptor expressed in CHO cell membranes at 100 nM incubated for 60 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1610009	Inhibition of delta opioid receptor in guinea pig brain membranes	2019	European journal of medicinal chemistry, Dec-01, Volume: 183	Progress in the development of more effective and safer analgesics for pain management.
AID1581747	Antinociceptive activity in Sprague-Dawley rat dosed intravenously using cumulative dosing every 5 mins until rat maxed-out on hot plate co-treated with 0.1 mg/kg naltrexone by hot plate test	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1581736	Antagonist activity at human recombinant kappa opioid receptor expressed in rat RBL cells assessed as inhibition of U50,488 -induced intracellular calcium levels incubated at room temperature by fluorimetry	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1629766	Inhibition 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 assay	2016	Journal 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.
AID1581746	Antinociceptive activity in Sprague-Dawley rat dosed intravenously using cumulative dosing every 5 mins until rat maxed-out on hot plate by hot plate test relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1581726	Displacement of [3H]U69,593 from human recombinant kappa opioid receptor expressed in rat RBL cell membranes incubated for 60 mins	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID754476	Agonist activity at opioid receptor in guinea pig ileum assessed as inhibition of electrically-induced twitch at 100 pM to 30 uM relative to morphine	2013	Journal of medicinal chemistry, Jun-27, Volume: 56, Issue:12	Orally active opioid compounds from a non-poppy source.
AID148190	Relative affinity evaluated for Opioid receptor mu 1	2002	Journal 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.
AID754480	Antinociceptive activity in ddY mouse assessed as tolerance level at 10 mg/kg, sc bid measured on day 5 by tail-flick test	2013	Journal of medicinal chemistry, Jun-27, Volume: 56, Issue:12	Orally active opioid compounds from a non-poppy source.
AID1830048	Displacement of [125I](+/-)DOI from human recombinant 5-HT2C receptor expressed in CHO cells at 10 uM measured after 60 mins by radioligand completion assay relative to control	2021	Journal of medicinal chemistry, 09-23, Volume: 64, Issue:18	Activity of
AID1830032	Displacement of [125I]CYP from rat cerebral cortex 5-HT1B receptor at 10 uM measured after 120 mins by radioligand completion assay relative to control	2021	Journal of medicinal chemistry, 09-23, Volume: 64, Issue:18	Activity of
AID1581735	Antagonist activity at human recombinant delta opioid receptor expressed in rat Chem-1 (RBL) cells assessed as inhibition of DPDPE-induced intracellular calcium levels incubated at room temperature by fluorimetry	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1581719	Displacement of [3H]RX 821002 from human recombinant adrenergic alpha-2A receptor expressed in CHO cell membranes at 10000 nM incubated for 60 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID222753	activity 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)	2002	Journal 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.
AID1610018	Agonist activity at mu opioid receptor in guinea pig brain membranes by [35S]-GTPgammaS binding assay relative to control	2019	European journal of medicinal chemistry, Dec-01, Volume: 183	Progress in the development of more effective and safer analgesics for pain management.
AID1581724	Displacement of radioligand from ORL1 (unknown origin) at 10000 nM incubated for 120 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1581750	Metabolic stability in human liver microsomes assessed as elimination rate constant in presence of NADPH incubated up to 60 mins by UPLC-MS/MS analysis	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1581711	Displacement of [3H]RX 821002 from human recombinant adrenergic alpha-2B receptor expressed in CHO cell membranes at 100 nM incubated for 60 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID149837	Relative affinity evaluated for Opioid receptor kappa 1	2002	Journal 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.
AID1581725	Displacement of [3H]DADLE from human recombinant delta opioid receptor expressed in rat Chem-1 (RBL) cell membranes incubated for 60 mins	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1629756	Agonist 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	2016	Journal 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.
AID1581749	Toxicity in Sprague-Dawley rat assessed as induction of hypothermia at 0.0032 to 10 mg/kg, iv	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1610014	Potency index, ratio of morphine Ki to compound Ki for kappa opioid receptor in guinea pig brain membranes	2019	European journal of medicinal chemistry, Dec-01, Volume: 183	Progress in the development of more effective and safer analgesics for pain management.
AID1775297	Cmax in Sprague-Dawley rat plasma at <0.1 mg/kg, po administered as LKT formulation measured for 24 hrs by UPLC-MS/MS analysis	2021	Journal of natural products, 04-23, Volume: 84, Issue:4	Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.
AID1830049	Displacement of [125I](+/-)DOI from human recombinant 5-HT2C receptor expressed in CHO cells at 100 nM measured after 60 mins by radioligand completion assay relative to control	2021	Journal of medicinal chemistry, 09-23, Volume: 64, Issue:18	Activity of
AID1610017	Agonist activity at kappa opioid receptor in guinea pig brain membranes by [35S]-GTPgammaS binding assay	2019	European journal of medicinal chemistry, Dec-01, Volume: 183	Progress in the development of more effective and safer analgesics for pain management.
AID1581754	Metabolic stability in human liver microsomes assessed as intrinsic clearance in presence of NADPH incubated up to 60 mins by UPLC-MS/MS analysis	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1809487	Agonist activity at human MOR receptor expressed in HTLA cells co-expressing TEV-fused-beta-arrestin2 assessed as induction of beta-arrestin2 recruitment by Tango assay relative to DAMGO	2021	Journal of medicinal chemistry, 09-23, Volume: 64, Issue:18	A Novel Mitragynine Analog with Low-Efficacy Mu Opioid Receptor Agonism Displays Antinociception with Attenuated Adverse Effects.
AID1581713	Displacement of [3H]U69,593 from human recombinant kappa opioid receptor expressed in rat RBL cell membranes at 100 nM incubated for 60 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1581756	Metabolic stability in human liver microsomes assessed as hepatic extraction ratio in presence of NADPH incubated up to 60 mins by UPLC-MS/MS analysis	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1610016	Agonist activity at delta opioid receptor in guinea pig brain membranes by [35S]-GTPgammaS binding assay	2019	European journal of medicinal chemistry, Dec-01, Volume: 183	Progress in the development of more effective and safer analgesics for pain management.
AID754486	Selectivity ratio of Ki for mu opioid receptor in Dunkin-Hartley guinea pig brain over Ki for delta opioid receptor in Dunkin-Hartley guinea pig brain	2013	Journal of medicinal chemistry, Jun-27, Volume: 56, Issue:12	Orally active opioid compounds from a non-poppy source.
AID1830051	Displacement of [125I](+/-)DOI from human recombinant 5-HT2B receptor expressed in CHO cells at 100 nM measured after 60 mins by radioligand completion assay relative to control	2021	Journal of medicinal chemistry, 09-23, Volume: 64, Issue:18	Activity of
AID754488	Displacement of [3H]DPDPE from delta opoid receptor in Dunkin-Hartley guinea pig brain after 2 hrs by liquid scintillation spectrometry	2013	Journal of medicinal chemistry, Jun-27, Volume: 56, Issue:12	Orally active opioid compounds from a non-poppy source.
AID1775279	Stability of the compound in rat plasma assessed as proportion of compound deviation from nominal concentration at 160 ng/ml measured in autosampler for 24 hrs by UPLC-MS analysis	2021	Journal of natural products, 04-23, Volume: 84, Issue:4	Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.
AID150056	Binding affinity using guinea pig brain membrane preparations, towards Opioid receptor delta 1 using [3H]DPDPE as radioligand	2002	Journal 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.
AID1581751	Metabolic stability in human liver microsomes assessed as half life in presence of NADPH incubated up to 60 mins by UPLC-MS/MS analysis	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1830035	Displacement of [125I]CYP from rat cerebral cortex 5-HT1B receptor at 100 nM measured after 120 mins by radioligand completion assay relative to control	2021	Journal of medicinal chemistry, 09-23, Volume: 64, Issue:18	Activity of
AID1775341	Stability of the compound in rat plasma assessed as drug recovery	2021	Journal of natural products, 04-23, Volume: 84, Issue:4	Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.
AID754489	Displacement of [3H]DAMGO from mu opoid receptor in Dunkin-Hartley guinea pig brain after 1.5 hrs by liquid scintillation spectrometry	2013	Journal of medicinal chemistry, Jun-27, Volume: 56, Issue:12	Orally active opioid compounds from a non-poppy source.
AID1629767	Antinociceptive activity in sc dosed CD-1 mouse assessed as increase in reaction time measured 15 mins post dose by radiant heat tail flick assay	2016	Journal 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.
AID1629754	Displacement of [125I]-IBNtxA from mouse kappa opioid receptor-1 expressed in CHO cell membranes incubated for 90 mins	2016	Journal 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.
AID1581709	Displacement of [3H]prazosin from human recombinant adrenergic alpha-1D receptor expressed in CHO cell membranes at 100 nM incubated for 60 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1775281	Stability of the compound in rat plasma assessed as proportion of compound deviation from nominal concentration at 160 ng/ml measured under freeze-thaw conditions for 3 cycles by UPLC-MS analysis	2021	Journal of natural products, 04-23, Volume: 84, Issue:4	Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.
AID148204	Binding affinity using guinea pig brain membrane preparations, towards Opioid receptor mu 1 using [3H]- DAMGO as radioligand	2002	Journal 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.
AID150051	Relative affinity evaluated for Opioid receptor delta 1	2002	Journal 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.
AID1581753	Fraction unbound in human liver microsomes at 1 uM by equilibrium dialysis	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1581723	Displacement of [3H]DAMGO from human recombinant mu opioid receptor expressed in HEK293 cell membranes at 10000 nM incubated for 60 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1830047	Displacement of [3H]BRL43694 from human recombinant 5-HT3 receptor expressed in CHO cells at 100 nM measured after 120 mins by radioligand completion assay relative to control	2021	Journal of medicinal chemistry, 09-23, Volume: 64, Issue:18	Activity of
AID1775342	Stability of the compound in water-methanol mixture (1:1) assessed as drug recovery	2021	Journal of natural products, 04-23, Volume: 84, Issue:4	Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.
AID1775280	Stability of the compound in rat plasma assessed as proportion of compound deviation from nominal concentration at 2.5 ng/ml measured under freeze-thaw conditions for 3 cycles by UPLC-MS analysis	2021	Journal of natural products, 04-23, Volume: 84, Issue:4	Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.
AID1809484	Agonist activity at human MOR expressed in HEK293T cells assessed as inhibition of forskolin-stimulated cAMP accumulation incubated for 30 mins by Glo-sensor cAMP assay	2021	Journal of medicinal chemistry, 09-23, Volume: 64, Issue:18	A Novel Mitragynine Analog with Low-Efficacy Mu Opioid Receptor Agonism Displays Antinociception with Attenuated Adverse Effects.
AID1775293	AUC(0 to 24 hrs) in Sprague-Dawley rat plasma at <0.1 mg/kg, po administered as OPMS liquid formulation measured for 24 hrs by UPLC-MS/MS analysis	2021	Journal of natural products, 04-23, Volume: 84, Issue:4	Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.
AID1610019	Agonist activity at delta opioid receptor in guinea pig brain membranes by [35S]-GTPgammaS binding assay relative to control	2019	European journal of medicinal chemistry, Dec-01, Volume: 183	Progress in the development of more effective and safer analgesics for pain management.
AID1581718	Displacement of [3H]prazosin from human recombinant adrenergic alpha-1D receptor expressed in CHO cell membranes at 10000 nM incubated for 60 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1581748	Agonist activity at human recombinant mu opioid receptor expressed in CHO cells assessed as stimulation of cAMP accumulation by HTRF assay	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1775275	Stability of the compound in rat plasma assessed as proportion of compound deviation from nominal concentration at 2.5 ng/ml measured on the bench-top for 2 hrs by UPLC-MS analysis	2021	Journal of natural products, 04-23, Volume: 84, Issue:4	Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.
AID754482	Displacement of [3H]U-69,593 from guinea pig brain kappa opoid receptor after 1 hr by liquid scintillation counting analysis	2013	Journal of medicinal chemistry, Jun-27, Volume: 56, Issue:12	Orally active opioid compounds from a non-poppy source.
AID222586	Relative potency expressed as the percentage of the pD2 value against that of morphine	2002	Journal 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.
AID149845	Binding affinity using guinea pig brain membrane preparations, towards Opioid receptor kappa 1 using [3H]- U-69,593 as radioligand	2002	Journal 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.
AID1775278	Stability of the compound in rat plasma assessed as proportion of compound deviation from nominal concentration at 2.5 ng/ml measured in autosampler for 24 hrs by UPLC-MS analysis	2021	Journal of natural products, 04-23, Volume: 84, Issue:4	Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.
AID1809486	Agonist activity at human MOR receptor expressed in HTLA cells co-expressing TEV-fused-beta-arrestin2 assessed as induction of beta-arrestin2 recruitment by Tango assay	2021	Journal of medicinal chemistry, 09-23, Volume: 64, Issue:18	A Novel Mitragynine Analog with Low-Efficacy Mu Opioid Receptor Agonism Displays Antinociception with Attenuated Adverse Effects.
AID222285	% maximum inhibition is elicited when the response reaches plateau, calculated regarding electrically induced contraction in guinea pig ileum as 100%	2002	Journal 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.
AID1830046	Displacement of [3H]BRL43694 from human recombinant 5-HT3 receptor expressed in CHO cells at 10 uM measured after 120 mins by radioligand completion assay relative to control	2021	Journal of medicinal chemistry, 09-23, Volume: 64, Issue:18	Activity of
AID1629759	Antagonist 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 analysis	2016	Journal 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.
AID1775283	Stability of the compound in rat plasma assessed as proportion of compound deviation from nominal concentration at 160 ng/ml measured at -80 degC for 4 weeks by UPLC-MS analysis	2021	Journal of natural products, 04-23, Volume: 84, Issue:4	Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.
AID1581716	Displacement of [3H]prazosin from human recombinant adrenergic alpha-1A receptor expressed in CHO cell membranes at 10000 nM incubated for 60 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1610013	Potency index, ratio of morphine Ki to compound Ki for delta opioid receptor in guinea pig brain membranes	2019	European journal of medicinal chemistry, Dec-01, Volume: 183	Progress in the development of more effective and safer analgesics for pain management.
AID1629753	Displacement of [125I]-IBNtxA from mouse mu opioid receptor-1 expressed in CHO cell membranes incubated for 90 mins	2016	Journal 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.
AID1775282	Stability of the compound in rat plasma assessed as proportion of compound deviation from nominal concentration at 2.5 ng/ml measured at -80 degC for 4 weeks by UPLC-MS analysis	2021	Journal of natural products, 04-23, Volume: 84, Issue:4	Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.
AID1610008	Inhibition of mu opioid receptor in guinea pig brain membranes	2019	European journal of medicinal chemistry, Dec-01, Volume: 183	Progress in the development of more effective and safer analgesics for pain management.
AID1581721	Displacement of [3H]DADLE from human recombinant delta opioid receptor expressed in rat Chem-1 (RBL) cell membranes at 10000 nM incubated for 60 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1581707	Displacement of [3H]prazosin from human recombinant adrenergic alpha-1A receptor expressed in CHO cell membranes at 100 nM incubated for 60 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1610020	Agonist activity at kappa opioid receptor in guinea pig brain membranes by [35S]-GTPgammaS binding assay relative to control	2019	European journal of medicinal chemistry, Dec-01, Volume: 183	Progress in the development of more effective and safer analgesics for pain management.
AID1581745	Antinociceptive activity in Sprague-Dawley rat dosed intravenously using cumulative dosing every 5 mins until rat maxed-out on hot plate by hot plate test	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1581715	Displacement of radioligand from ORL1 (unknown origin) at 100 nM incubated for 120 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1775296	AUC(0 to 24 hrs) in Sprague-Dawley rat plasma at <0.1 mg/kg, po administered as LKT formulation measured for 24 hrs by UPLC-MS/MS analysis	2021	Journal of natural products, 04-23, Volume: 84, Issue:4	Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.
AID1610015	Agonist activity at mu opioid receptor in guinea pig brain membranes by [35S]-GTPgammaS binding assay	2019	European journal of medicinal chemistry, Dec-01, Volume: 183	Progress in the development of more effective and safer analgesics for pain management.
AID1581757	Protein binding in human plasma at 1 uM by equilibrium dialysis	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1610010	Inhibition of kappa opioid receptor in guinea pig brain membranes	2019	European journal of medicinal chemistry, Dec-01, Volume: 183	Progress in the development of more effective and safer analgesics for pain management.
AID1629768	Potency index, ratio of morphine ED50 to compound ED50 in sc dosed CD-1 mouse	2016	Journal 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.
AID1581734	Agonist activity at human recombinant mu opioid receptor expressed in CHO cells assessed as stimulation of cAMP accumulation incubated for 10 mins by HTRF assay	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1629752	Antagonist 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 analysis	2016	Journal 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.
AID1830033	Displacement of [3H]8-OH-DAPT from human recombinant 5-HT1A receptor expressed in cells at 100 nM measured after 60 to 90 mins by radioligand completion assay relative to control	2021	Journal of medicinal chemistry, 09-23, Volume: 64, Issue:18	Activity of
AID1830050	Displacement of [125I](+/-)DOI from human recombinant 5-HT2B receptor expressed in CHO cells at 10 uM measured after 60 mins by radioligand completion assay relative to control	2021	Journal of medicinal chemistry, 09-23, Volume: 64, Issue:18	Activity of
AID1809485	Agonist activity at human MOR expressed in HEK-293T cells assessed as inhibition of forskolin-stimulated cAMP accumulation incubated for 30 mins by Glo-sensor cAMP assay relative to DAMGO	2021	Journal of medicinal chemistry, 09-23, Volume: 64, Issue:18	A Novel Mitragynine Analog with Low-Efficacy Mu Opioid Receptor Agonism Displays Antinociception with Attenuated Adverse Effects.
AID1610012	Potency index, ratio of morphine Ki to compound Ki for mu opioid receptor in guinea pig brain membranes	2019	European journal of medicinal chemistry, Dec-01, Volume: 183	Progress in the development of more effective and safer analgesics for pain management.
AID1581720	Displacement of [3H]RX 821002 from human recombinant adrenergic alpha-2B receptor expressed in CHO cell membranes at 10000 nM incubated for 60 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1581717	Displacement of [3H]prazosin from human recombinant adrenergic alpha-1B receptor expressed in CHO cell membranes at 10000 nM incubated for 60 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID754485	Selectivity ratio of Ki for mu opioid receptor in Dunkin-Hartley guinea pig brain over Ki for kappa opioid receptor in Dunkin-Hartley guinea pig brain	2013	Journal of medicinal chemistry, Jun-27, Volume: 56, Issue:12	Orally active opioid compounds from a non-poppy source.
AID1581755	Metabolic stability in human liver microsomes assessed as hepatic clearance in presence of NADPH incubated up to 60 mins by UPLC-MS/MS analysis	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1581727	Displacement of [3H]DAMGO from human recombinant mu opioid receptor expressed in HEK293 cell membranes incubated for 60 mins	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID1775295	Tmax in Sprague-Dawley rat plasma at <0.1 mg/kg, po administered as OPMS liquid formulation measured for 24 hrs by UPLC-MS/MS analysis	2021	Journal of natural products, 04-23, Volume: 84, Issue:4	Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats.
AID1581712	Displacement of [3H]DADLE from human recombinant delta opioid receptor expressed in rat Chem-1 (RBL) cell membranes at 100 nM incubated for 60 mins relative to control	2020	Journal of medicinal chemistry, 01-09, Volume: 63, Issue:1	Investigation of the Adrenergic and Opioid Binding Affinities, Metabolic Stability, Plasma Protein Binding Properties, and Functional Effects of Selected Indole-Based Kratom Alkaloids.
AID222419	Relative inhibitory activity expressed as the percentage of the maximum inhibition by the compound against that of morphine	2002	Journal 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.
AID1830053	Displacement of [125I](+/-)DOI from human recombinant 5-HT2A receptor expressed in HEK293 cells at 100 nM measured after 60 to 90 mins by radioligand completion assay relative to control	2021	Journal of medicinal chemistry, 09-23, Volume: 64, Issue:18	Activity of
AID754484	Displacement of [3H]DAMGO from guinea pig brain mu opoid receptor after 3 hrs by liquid scintillation counting analysis	2013	Journal of medicinal chemistry, Jun-27, Volume: 56, Issue:12	Orally active opioid compounds from a non-poppy source.
AID1347368	G06 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347376	10-beta competent E. coli microbial cell viability qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347374	qHTS for Hypoxia signaling pathway (HIF-1) antagonists against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347373	qHTS for Constitutive Androstane Receptor (CAR) Agonist screened against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347391	qHTS for activators of Nrf2/ARE signaling pathway screened against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347378	qHTS for H2AX Agonists against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347160	Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors	2020	Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49	Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347367	qHTS for ATAD5 Agonist screened against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347400	Viability qHTS for inhibitors of the SERCaMP assay screened against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347379	qHTS for Inflammasome Signaling Inhibitors: IL-1-beta AlphaLISA screen against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347369	MCF7 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347354	UWB1.289-WTBRCA1 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347358	HPAF-II 12hr Apoptosis Induction qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347360	HPAF-II 18hr Apoptosis Induction qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347388	qHTS for Activators of p53 Stress Response Pathway screened against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347377	DH5-alpha competent E. coli microbial cell viability qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347361	HEK293 12hr Apoptosis Induction qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347347	UWB1.289 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347392	qHTS for activators of dead-cell proteases activity screened against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347353	A2780 Cisplatin Sensitive Ovarian Cancer Cell Toxicity qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347372	qHTS for Constitutive Androstane Receptor (CAR) Antagonist screened against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347352	COV-362 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347381	Inflammasome Signaling qHTS Counterscreen: IL-1-beta AlphaLISA counterscreen against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347370	qHTS for ATAD5 Antagonist screened against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347345	OV-KATE Cancer Cell Toxicity qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347351	U-118MG Cancer Cell Toxicity qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347366	KB-3-1 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347363	Firefly luciferase counterscreen qHTS: Assay Interference Panel against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347355	HEK-293 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347396	qHTS for inhibitors of Wild type Zika virus screened against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347348	OV-SAHO Cancer Cell Toxicity qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347359	HEK293 24hr Apoptosis Induction qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347390	Secretion counterscreen for inhibitors of the SERCaMP assay screened against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347387	Cytotoxicity qHTS for assessment of Hepg2 cells membrane integrity screened against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347364	KB-8-5-11 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347356	HPAF-II 24hr Apoptosis Induction qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347380	qHTS for Antimalaria activity screened against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347401	Redox Reaction Profiling qHTS: Assay Interference Panel against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347346	HPAF-II Cancer Cell Toxicity qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347375	qHTS for Hypoxia signaling pathway (HIF-1) agonists against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347402	qHTS for inhibitors of Rabies Virus screened against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347362	Diaphorse counterscreen qHTS: Assay Interference Panel against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347349	Panc-1005 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347365	SDT Cancer Cell Toxicity qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347371	J3T Cancer Cell Toxicity qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347350	SW1088 Cancer Cell Toxicity qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347389	qHTS assay for small molecule disruptors of mitochondrial membrane potential screened against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347393	qHTS for inhibitors of ER calcium dysfunction: SERCaMP assay screened against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347394	Vero-766 cells viability qHTS against the NCATS CANVASS Library: Counterscreen for Zika virus inhibition assay	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
AID1347357	HEK293 18hr Apoptosis Induction qHTS against the NCATS CANVASS Library	2018	ACS central science, Dec-26, Volume: 4, Issue:12	Canvass: A Crowd-Sourced, Natural-Product Screening Library for Exploring Biological Space.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	5 (11.11)	29.6817
2010's	20 (44.44)	24.3611
2020's	20 (44.44)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	5 (10.64%)	6.00%
Case Studies	1 (2.13%)	4.05%
Observational	0 (0.00%)	0.25%
Other	41 (87.23%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
ethylene glycol Ethylene Glycol: A colorless, odorless, viscous dihydroxy alcohol. It has a sweet taste, but is poisonous if ingested. Ethylene glycol is the most important glycol commercially available and is manufactured on a large scale in the United States. It is used as an antifreeze and coolant, in hydraulic fluids, and in the manufacture of low-freezing dynamites and resins.. ethanediol : Any diol that is ethane or substituted ethane carrying two hydroxy groups.. ethylene glycol : A 1,2-glycol compound produced via reaction of ethylene oxide with water.	2.31	1	ethanediol; glycol	metabolite; mouse metabolite; solvent; toxin
gallic acid gallate : A trihydroxybenzoate that is the conjugate base of gallic acid.	2.17	1	trihydroxybenzoic acid	antineoplastic agent; antioxidant; apoptosis inducer; astringent; cyclooxygenase 2 inhibitor; EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; geroprotector; human xenobiotic metabolite; plant metabolite
indoleacetic acid indoleacetic acid: RN given refers to unlabeled parent cpd; structure in Merck Index, 9th ed, #4841. auxin : Any of a group of compounds, both naturally occurring and synthetic, that induce cell elongation in plant stems (from Greek alphaupsilonxialphanuomega, "to grow").. indole-3-acetic acid : A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 1H-indol-3-yl group.	2.17	1	indole-3-acetic acids; monocarboxylic acid	auxin; human metabolite; mouse metabolite; plant hormone; plant metabolite
melatonin [no description available]	2.17	1	acetamides; tryptamines	anticonvulsant; central nervous system depressant; geroprotector; hormone; human metabolite; immunological adjuvant; mouse metabolite; radical scavenger
n-acetylserotonin N-acetylserotonin : An N-acylserotonin resulting from the formal condensation of the primary amino group of serotonin with the carboxy group of acetic acid.	2.17	1	acetamides; N-acylserotonin; phenols	antioxidant; human metabolite; mouse metabolite; tropomyosin-related kinase B receptor agonist
naringenin [no description available]	2.17	1	4'-hydroxyflavanones; trihydroxyflavanone
phenethylamine phenethylamine: RN given refers to parent cpd; structure in Merck Index, 9th ed, #7016. 2-phenylethylamine : A phenylethylamine having the phenyl substituent at the 2-position.	2.17	1	alkaloid; aralkylamine; phenylethylamine	Escherichia coli metabolite; human metabolite; mouse metabolite
tryptamine [no description available]	2.17	1	aminoalkylindole; aralkylamino compound; indole alkaloid; tryptamines	human metabolite; mouse metabolite; plant metabolite
8-hydroxy-2-(di-n-propylamino)tetralin 8-Hydroxy-2-(di-n-propylamino)tetralin: A serotonin 1A-receptor agonist that is used experimentally to test the effects of serotonin.. 8-OH-DPAT : A tetralin substituted at positions 1 and 7 by hydroxy and dipropylamino groups respectively	2.31	1	phenols; tertiary amino compound; tetralins	serotonergic antagonist
5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate [no description available]	2.17	1	catechin
hydroxyindoleacetic acid (5-hydroxyindol-3-yl)acetic acid : A member of the class of indole-3-acetic acids that is indole-3-acetic acid substituted by a hydroxy group at C-5.	2.17	1	indole-3-acetic acids	drug metabolite; human metabolite; mouse metabolite
5-methoxytryptamine 5-Methoxytryptamine: Serotonin derivative proposed as potentiator for hypnotics and sedatives.. 5-methoxytryptamine : A member of the class of tryptamines that is the methyl ether derivative of serotonin.	2.17	1	aromatic ether; primary amino compound; tryptamines	5-hydroxytryptamine 2A receptor agonist; 5-hydroxytryptamine 2B receptor agonist; 5-hydroxytryptamine 2C receptor agonist; antioxidant; cardioprotective agent; human metabolite; mouse metabolite; neuroprotective agent; radiation protective agent; serotonergic agonist
7,8-dihydroxyflavone 7,8-dihydroxyflavone : A dihydroxyflavone that is flavone substituted by hydroxy groups at positions 7 and 8. A dihydroxyflavone that is flavone substituted by hydroxy groups at positions 7 and 8. A naturally occurring flavonoid produced by several plants, including the weed Tridax procumbens (coalbuttons or tridax daisy) and the tree Godmania aesculifolia, In animal models, it has shown efficacy against several diseases of the nervous system, including Alzheimer's, Parkinson's, and Huntington's.	2.17	1	dihydroxyflavone	antidepressant; antineoplastic agent; antioxidant; plant metabolite; tropomyosin-related kinase B receptor agonist
4',7-dihydroxyflavanone [no description available]	2.17	1	4'-hydroxyflavanones; dihydroxyflavanone; polyphenol	Brassica napus metabolite; fungal xenobiotic metabolite
verapamil Verapamil: A calcium channel blocker that is a class IV anti-arrhythmia agent.. verapamil : A racemate comprising equimolar amounts of dexverapamil and (S)-verapamil. An L-type calcium channel blocker of the phenylalkylamine class, it is used (particularly as the hydrochloride salt) in the treatment of hypertension, angina pectoris and cardiac arrhythmia, and as a preventive medication for migraine.. 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile : A tertiary amino compound that is 3,4-dimethoxyphenylethylamine in which the hydrogens attached to the nitrogen are replaced by a methyl group and a 4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl group.	2.01	1	aromatic ether; nitrile; polyether; tertiary amino compound
fentanyl Fentanyl: A potent narcotic analgesic, abuse of which leads to habituation or addiction. It is primarily a mu-opioid agonist. Fentanyl is also used as an adjunct to general anesthetics, and as an anesthetic for induction and maintenance. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1078). fentanyl : A monocarboxylic acid amide resulting from the formal condensation of the aryl amino group of N-phenyl-1-(2-phenylethyl)piperidin-4-amine with propanoic acid.	2.69	2	anilide; monocarboxylic acid amide; piperidines	adjuvant; anaesthesia adjuvant; anaesthetic; intravenous anaesthetic; mu-opioid receptor agonist; opioid analgesic
harmaline Harmaline: A beta-carboline alkaloid isolated from seeds of PEGANUM.. harmaline : A harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7 and has been reduced across the 3,4 bond.	2.17	1	harmala alkaloid	oneirogen
octopamine Octopamine: An alpha-adrenergic sympathomimetic amine, biosynthesized from tyramine in the CNS and platelets and also in invertebrate nervous systems. It is used to treat hypotension and as a cardiotonic. The natural D(-) form is more potent than the L(+) form in producing cardiovascular adrenergic responses. It is also a neurotransmitter in some invertebrates.. octopamine : A member of the class of phenylethanolamines that is phenol which is substituted at the para- position by a 2-amino-1-hydroxyethyl group. A biogenic phenylethanolamine which has been found to act as a neurotransmitter, neurohormone or neuromodulator in invertebrates.	2.17	1	phenylethanolamines; tyramines	neurotransmitter
prazosin Prazosin: A selective adrenergic alpha-1 antagonist used in the treatment of HEART FAILURE; HYPERTENSION; PHEOCHROMOCYTOMA; RAYNAUD DISEASE; PROSTATIC HYPERTROPHY; and URINARY RETENTION.. prazosin : A member of the class of piperazines that is piperazine substituted by a furan-2-ylcarbonyl group and a 4-amino-6,7-dimethoxyquinazolin-2-yl group at positions 1 and 4 respectively.	2.25	1	aromatic ether; furans; monocarboxylic acid amide; piperazines; quinazolines	alpha-adrenergic antagonist; antihypertensive agent; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
sb 206553 SB 206553: a high-affinity 5-HT(2C/2B) antagonist; structure given in first source	2.31	1	pyrroloindole
tyramine [no description available]	2.17	1	monoamine molecular messenger; primary amino compound; tyramines	EC 3.1.1.8 (cholinesterase) inhibitor; Escherichia coli metabolite; human metabolite; mouse metabolite; neurotransmitter
n-(2-(4-(2-methoxyphenyl)-1-piperazinyl)ethyl)-n-(2-pyridinyl)cyclohexanecarboxamide [no description available]	2.31	1	piperazines
wb 4101 N-(2,3-dihydro-1,4-benzodioxin-2-ylmethyl)-2-(2,6-dimethoxyphenoxy)ethanamine : A benzodioxine that is 2,3-dihydro-1,4-benzodioxine bearing a [(2',6'-dimethoxyphenoxy)ethylamino]methyl group at position 2. An alpha1A-adrenergic selective antagonist.	2.25	1	aromatic ether; benzodioxine; secondary amino compound	alpha-adrenergic antagonist
n-methyltryptamine N-methyltryptamine: RN given refers to parent cpd	2.17	1	tryptamine alkaloid; tryptamines	metabolite
gramine gramine : An aminoalkylindole that is indole carrying a dimethylaminomethyl substituent at postion 3.	2.17	1	aminoalkylindole; indole alkaloid; tertiary amino compound	antibacterial agent; antiviral agent; plant metabolite; serotonergic antagonist
yohimbine Yohimbine: A plant alkaloid with alpha-2-adrenergic blocking activity. Yohimbine has been used as a mydriatic and in the treatment of ERECTILE DYSFUNCTION.. yohimbine : An indole alkaloid with alpha2-adrenoceptor antagonist activity. It is produced by Corynanthe johimbe and Rauwolfia serpentina.	2.94	3	methyl 17-hydroxy-20xi-yohimban-16-carboxylate	alpha-adrenergic antagonist; dopamine receptor D2 antagonist; serotonergic antagonist
methyl-4-tyramine methyl-4-tyramine: found in barley malt; RN given refers to parent cpd; structure given in first source	2.17	1	tyramines	mouse metabolite
nuciferine nuciferine: CNS depressant; glutamic acid antagonist; RN given refers to (R)-isomer; structure	2.25	1
n-methylphenethylamine N-methylphenethylamine: substrate for type A & B monoamine oxidase; RN given refers to parent cpd	2.17	1
tabersonine [no description available]	2.17	1	alkaloid ester; methyl ester; monoterpenoid indole alkaloid; organic heteropentacyclic compound	antineoplastic agent; metabolite
ipsapirone [no description available]	2.31	1	N-arylpiperazine
betulinic acid [no description available]	2.17	1	hydroxy monocarboxylic acid; pentacyclic triterpenoid	anti-HIV agent; anti-inflammatory agent; antimalarial; antineoplastic agent; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; plant metabolite
1,2,3,4,6-pentakis-O-galloyl-beta-D-glucose pentagalloylglucose: pentahydroxy gallic acid ester of glucose; a phytogenic antineoplastic agent and antibacterial agent. 1,2,3,4,6-pentakis-O-galloyl-beta-D-glucose : A galloyl-beta-D-glucose compound having five galloyl groups in the 1-, 2-, 3-, 4- and 6-positions.	2.17	1	gallate ester; galloyl beta-D-glucose	anti-inflammatory agent; antineoplastic agent; geroprotector; hepatoprotective agent; plant metabolite; radiation protective agent; radical scavenger
maslinic acid (2Alpha,3beta)-2,3-dihydroxyolean-12-en-28-oic acid: from Luehea divaricata and Agrimonia eupatoria	2.17	1	dihydroxy monocarboxylic acid; pentacyclic triterpenoid	anti-inflammatory agent; antineoplastic agent; antioxidant; plant metabolite
mitraphylline mitraphylline: isolated from Uncaria tomentosa	7.83	3	indolizines
glucuronic acid Glucuronic Acid: A sugar acid formed by the oxidation of the C-6 carbon of GLUCOSE. In addition to being a key intermediate metabolite of the uronic acid pathway, glucuronic acid also plays a role in the detoxification of certain drugs and toxins by conjugating with them to form GLUCURONIDES.. D-glucuronic acid : The D-enantiomer of glucuronic acid.. D-glucopyranuronic acid : A D-glucuronic acid in cyclic pyranose form.	2.21	1	D-glucuronic acid	algal metabolite
quindoline quindoline: a fused indole-quinoline alkaloid from CRYPTOLEPIS sanguinolenta; structure	2.17	1
enkephalin, d-penicillamine (2,5)- Enkephalin, D-Penicillamine (2,5)-: A disulfide opioid pentapeptide that selectively binds to the DELTA OPIOID RECEPTOR. It possesses antinociceptive activity.. DPDPE : A heterodetic cyclic peptide that is a cyclic enkephalin analogue, having D-penicillaminyl residues located at positions 2 and 5, which form the heterocycle via a disulfide bond.	2.58	2	heterodetic cyclic peptide	delta-opioid receptor agonist
u 69593 U 69593: selective ligand for opioid K-receptor. U69593 : A monocarboxylic acid amide obtained by formal condensation between the carboxy group of phenylacetic acid and the secodary amino group of (5R,7S,8S)-N-methyl-7-(pyrrolidin-1-yl)-1-oxaspiro[4.5]decan-8-amine.	2.25	1	monocarboxylic acid amide; N-alkylpyrrolidine; organic heterobicyclic compound; oxaspiro compound	anti-inflammatory agent; diuretic; kappa-opioid receptor agonist
tryptoline tryptoline: neurotoxic factor that may be involved in development of Parkinson's disease; enzymatic prep from human brain converts tryptamine to tryptoline; RN given refers to parent cpd; structure	2.17	1	beta-carbolines
pumiliotoxin c pumiliotoxin C: isolated from skin of Dendrobates pumilio (frog); see also records for pumiliotoxin A, pumiliotoxin B & pumiliotoxins	2.17	1
diazaquinomycin a diazaquinomycin A: structure given in first source	2.17	1	quinolone
fraxinellone fraxinellone: structure given in first source; RN given for (3R-cis)-isomer	2.17	1	2-benzofurans
glabridin [no description available]	2.17	1	hydroxyisoflavans	antiplasmodial drug
6-bromo-3-(bromomethyl)-7-methyl-2,3,7-trichloro-1-octene 6-bromo-3-(bromomethyl)-7-methyl-2,3,7-trichloro-1-octene: structure given in first source	2.17	1	monoterpenoid; organobromine compound; organochlorine compound	algal metabolite; antineoplastic agent; marine metabolite
3,4-dichloro-n-methyl-n-(2-(1-pyrrolidinyl)cyclohexyl)-benzeneacetamide, (trans)-(+-)-isomer [no description available]	2.31	1
pseudonicotine pseudonicotine: structure. (R)-nicotine : A 3-(1-methylpyrrolidin-2-yl)pyridine in which the chiral centre has R-configuration.	2.17	1	3-(1-methylpyrrolidin-2-yl)pyridine
deferrioxamine e deferrioxamine E: may act as siderophore in Streptomyces. desferrioxamine E : A cyclic hydroxamic acid siderophore that is produced by several bacterial species and exhibits antitumour activity.	2.17	1	cyclic desferrioxamine; cyclic hydroxamic acid; macrocycle	antineoplastic agent; bacterial metabolite; marine metabolite; siderophore
4'-hydroxyflavanone 4'-hydroxyflavanone: structure in first source. 4'-hydroxyflavanones : Any hydroxyflavanone having a hydroxy substituent located at position 4'.	2.17	1	4'-hydroxyflavanones; monohydroxyflavanone
atropine tropan-3alpha-yl 3-hydroxy-2-phenylpropanoate : A tropane alkaloid that is (1R,5)-8-methyl-8-azabicyclo[3.2.1]octane substituted by a (3-hydroxy-2-phenylpropanoyl)oxy group at position 3.	2.01	1
lupeol [no description available]	2.17	1	pentacyclic triterpenoid; secondary alcohol	anti-inflammatory drug; plant metabolite
crinine crinine: structure in first source	2.17	1	alkaloid
strychnine Strychnine: An alkaloid found in the seeds of STRYCHNOS NUX-VOMICA. It is a competitive antagonist at glycine receptors and thus a convulsant. It has been used as an analeptic, in the treatment of nonketotic hyperglycinemia and sleep apnea, and as a rat poison.. strychnine : A monoterpenoid indole alkaloid that is strychnidine bearing a keto substituent at the 10-position.	2.17	1	monoterpenoid indole alkaloid; organic heteroheptacyclic compound	avicide; cholinergic antagonist; glycine receptor antagonist; neurotransmitter agent; rodenticide
micheliolide micheliolide: has antineoplastic activity; structure in first source	2.17	1	sesquiterpene lactone
pancracine pancracine: structure in first source	2.17	1	isoquinoline alkaloid fundamental parent; isoquinoline alkaloid
ferulic acid ferulate : A monocarboxylic acid anion obtained by the deprotonation of the carboxy group of ferulic acid.	2.17	1	ferulic acids	anti-inflammatory agent; antioxidant; apoptosis inhibitor; cardioprotective agent; MALDI matrix material; plant metabolite
cocaine Cocaine: An alkaloid ester extracted from the leaves of plants including coca. It is a local anesthetic and vasoconstrictor and is clinically used for that purpose, particularly in the eye, ear, nose, and throat. It also has powerful central nervous system effects similar to the amphetamines and is a drug of abuse. Cocaine, like amphetamines, acts by multiple mechanisms on brain catecholaminergic neurons; the mechanism of its reinforcing effects is thought to involve inhibition of dopamine uptake.. cocaine : A tropane alkaloid obtained from leaves of the South American shrub Erythroxylon coca.	2.11	1	benzoate ester; methyl ester; tertiary amino compound; tropane alkaloid	adrenergic uptake inhibitor; central nervous system stimulant; dopamine uptake inhibitor; environmental contaminant; local anaesthetic; mouse metabolite; plant metabolite; serotonin uptake inhibitor; sodium channel blocker; sympathomimetic agent; vasoconstrictor agent; xenobiotic
piperine piperine : A N-acylpiperidine that is piperidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum.	2.17	1	benzodioxoles; N-acylpiperidine; piperidine alkaloid; tertiary carboxamide	food component; human blood serum metabolite; NF-kappaB inhibitor; plant metabolite
trichodermamide b trichodermamide B: from cultures of the marine-derived fungus Trichoderma virens; structure in first source	2.17	1
hirsutine, (16e,20beta)-isomer [no description available]	3.04	4	alkaloid	metabolite
helvolic acid helvolic acid: structure. helvolic acid : A steroid C-21 acid having a 29-nordammarane skeleton substituted with an acetoxy group at C-16 and oxo groups at C-3 and -7, with double bonds at C-1, -17(20) and -24.	2.17	1	3-oxo-Delta(1) steroid; acetate ester; monocarboxylic acid; steroid acid	antibacterial agent; fungal metabolite; mycotoxin
mitragynine [no description available]	7.53	38	monoterpenoid indole alkaloid
u-50488 3,4-Dichloro-N-methyl-N-(2-(1-pyrrolidinyl)-cyclohexyl)-benzeneacetamide, (trans)-Isomer: A non-peptide, kappa-opioid receptor agonist which has also been found to stimulate the release of adrenocorticotropin (ADRENOCORTICOTROPIC HORMONE) via the release of hypothalamic arginine vasopressin (ARGININE VASOPRESSIN) and CORTICOTROPIN-RELEASING HORMONE. (From J Pharmacol Exp Ther 1997;280(1):416-21). U50488 : A monocarboxylic acid amide obtained by formal condensation between the carboxy group of 3,4-dichlorophenylacetic acid and the secondary amino group of (1R,2R)-N-methyl-2-(pyrrolidin-1-yl)cyclohexanamine	2.25	1	dichlorobenzene; monocarboxylic acid amide; N-alkylpyrrolidine	analgesic; antitussive; calcium channel blocker; diuretic; kappa-opioid receptor agonist
paynantheine paynantheine: structure in first source	3.17	4
hirsutine [no description available]	2.31	1
naloxazine naloxazine: RN given refers to (5alpha)-isomer; structure given in first source	2.21	1
chimonanthine chimonanthine: structure in first source. chimonanthine : A ring assembly that is 2,2',3,3',8,8',8a,8a'-octahydro-1H,1'H-3a,3a'-bipyrrolo[2,3-b]indole substituted by methyl groups at positions 1 and 1'.	2.17	1	chimonanthine
3-deoxyisoochracinic acid 3-deoxyisoochracinic acid: structure in first source	2.17	1
luteolin-7-glucoside luteolin-7-glucoside: has both antiasthmatic and antineoplastic activities; has 3C protease inhibitory activity; isolated from Ligustrum lucidum. luteolin 7-O-beta-D-glucoside : A glycosyloxyflavone that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.	2.17	1	beta-D-glucoside; glycosyloxyflavone; monosaccharide derivative; trihydroxyflavone	antioxidant; plant metabolite
rutin Hydroxyethylrutoside: Monohydroxyethyl derivative of rutin. Peripheral circulation stimulant used in treatment of venous disorders.	2.17	1	disaccharide derivative; quercetin O-glucoside; rutinoside; tetrahydroxyflavone	antioxidant; metabolite
harmine Harmine: Alkaloid isolated from seeds of PEGANUM HARMALA; ZYGOPHYLLACEAE. It is identical to banisterine, or telepathine, from Banisteria caapi and is one of the active ingredients of hallucinogenic drinks made in the western Amazon region from related plants. It has no therapeutic use, but (as banisterine) was hailed as a cure for postencephalitic PARKINSON DISEASE in the 1920's.. harmine : A harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7.	2.17	1	harmala alkaloid	anti-HIV agent; EC 1.4.3.4 (monoamine oxidase) inhibitor; metabolite
baicalein [no description available]	2.17	1	trihydroxyflavone	angiogenesis inhibitor; anti-inflammatory agent; antibacterial agent; anticoronaviral agent; antifungal agent; antineoplastic agent; antioxidant; apoptosis inducer; EC 1.13.11.31 (arachidonate 12-lipoxygenase) inhibitor; EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor; EC 4.1.1.17 (ornithine decarboxylase) inhibitor; ferroptosis inhibitor; geroprotector; hormone antagonist; plant metabolite; prostaglandin antagonist; radical scavenger
fisetin [no description available]	2.17	1	3'-hydroxyflavonoid; 7-hydroxyflavonol; tetrahydroxyflavone	anti-inflammatory agent; antioxidant; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; geroprotector; metabolite; plant metabolite
wogonin wogonin: structure in first source. wogonin : A dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-8.	2.17	1	dihydroxyflavone; monomethoxyflavone	angiogenesis inhibitor; antineoplastic agent; cyclooxygenase 2 inhibitor; plant metabolite
sdz psc 833 valspodar: nonimmunosuppressive cyclosporin analog which is a potent multidrug resistance modifier; 7-10 fold more potent than cyclosporin A; a potent P glycoprotein inhibitor; MW 1215	2.21	1	homodetic cyclic peptide
codeine [no description available]	3.18	1	morphinane alkaloid; organic heteropentacyclic compound	antitussive; drug allergen; environmental contaminant; opioid analgesic; opioid receptor agonist; prodrug; xenobiotic
naloxone Naloxone: A specific opiate antagonist that has no agonist activity. It is a competitive antagonist at mu, delta, and kappa opioid receptors.. naloxone : A synthetic morphinane alkaloid that is morphinone in which the enone double bond has been reduced to a single bond, the hydrogen at position 14 has been replaced by a hydroxy group, and the methyl group attached to the nitrogen has been replaced by an allyl group. A specific opioid antagonist, it is used (commonly as its hydrochloride salt) to reverse the effects of opioids, both following their use of opioids during surgery and in cases of known or suspected opioid overdose.	2.48	2	morphinane alkaloid; organic heteropentacyclic compound; tertiary alcohol	antidote to opioid poisoning; central nervous system depressant; mu-opioid receptor antagonist
morphine Meconium: The thick green-to-black mucilaginous material found in the intestines of a full-term fetus. It consists of secretions of the INTESTINAL GLANDS; BILE PIGMENTS; FATTY ACIDS; AMNIOTIC FLUID; and intrauterine debris. It constitutes the first stools passed by a newborn.	5.5	11	morphinane alkaloid; organic heteropentacyclic compound; tertiary amino compound	anaesthetic; drug allergen; environmental contaminant; geroprotector; mu-opioid receptor agonist; opioid analgesic; plant metabolite; vasodilator agent; xenobiotic
beta-funaltrexamine beta-funaltrexamine: RN given refers to parent cpd(E)-isomer; structure given in first source	2.03	1	morphinane alkaloid
endomorphin 2 endomorphin 2: isolated from bovine brain	2.13	1
cytochalasin b Cytochalasin B: A cytotoxic member of the CYTOCHALASINS.. cytochalasin B : An organic heterotricyclic compound, that is a mycotoxin which is cell permeable an an inhibitor of cytoplasmic division by blocking the formation of contractile microfilaments.	2.17	1	cytochalasin; lactam; lactone; organic heterotricyclic compound	actin polymerisation inhibitor; metabolite; mycotoxin; platelet aggregation inhibitor
kaempferol 3-o-rhamnoside kaempferol 3-O-rhamnoside: from apple (Malus domestica) leaves; structure in first source. afzelin : A glycosyloxyflavone that is kaempferol attached to an alpha-L-rhamnosyl residue at position 3 via a glycosidic linkage.	2.17	1	glycosyloxyflavone; monosaccharide derivative; trihydroxyflavone	anti-inflammatory agent; antibacterial agent; plant metabolite
5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one 5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one: isolated from the Chinese herb Scutellariae radix. oroxylin A : A dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-6.	2.17	1	dihydroxyflavone; monomethoxyflavone	antineoplastic agent; EC 1.14.13.39 (nitric oxide synthase) inhibitor
naltrexone Naltrexone: Derivative of noroxymorphone that is the N-cyclopropylmethyl congener of NALOXONE. It is a narcotic antagonist that is effective orally, longer lasting and more potent than naloxone, and has been proposed for the treatment of heroin addiction. The FDA has approved naltrexone for the treatment of alcohol dependence.. naltrexone : An organic heteropentacyclic compound that is naloxone substituted in which the allyl group attached to the nitrogen is replaced by a cyclopropylmethyl group. A mu-opioid receptor antagonist, it is used to treat alcohol dependence.	3	4	cyclopropanes; morphinane-like compound; organic heteropentacyclic compound	antidote to opioid poisoning; central nervous system depressant; environmental contaminant; mu-opioid receptor antagonist; xenobiotic
radicinin radicinin: mold metabolite from plant pathogen Stemphylium radicinum; RN given refers to (2S-(2alpha,3beta,7E))-isomer; structure	2.17	1	aromatic ketone
calycanthine calycanthine: the principal alkaloid of the plant family Calycanthaceae; RN given refers to (4bS)-(4balpha,5alpha,10balpha,11alpha)-isomer. calycanthine : The principal alkaloid of the plant family Calycanthaceae.	2.17	1	aminal; calycanthaceous alkaloid; organonitrogen heterocyclic compound
enkephalin, ala(2)-mephe(4)-gly(5)- [no description available]	2.9	3	peptide
norbinaltorphimine norbinaltorphimine: kappa opiate receptor antagonist; structure given in first source	2.46	2	isoquinolines
xanthoepocin Xanthoepocin: an antibiotic from Penicillium simplicissimum IFO5762; structure in first source	2.17	1
naltrindole naltrindole: delta opioid receptor antagonist	2.78	3	isoquinolines
cyprodime cyprodime: RN & structure given in first source; RN given refers to parent cpd	2.02	1
raubasine raubasine: RN given refers to (19alpha)-isomer; structure	2.31	1	yohimban alkaloid
herboxidiene herboxidiene: structure in first source; isolated from Streptomyces chromofuscus; a potent and selective herbicide (e.g. inactive against wheat); up-regulates the gene expression of LDL receptor	2.17	1
trk 820 TRK 820: structure in first source	3.31	1	phenanthrenes
(1Ar,7aS,10aS,10bS)-1a,5-dimethyl-8-methylidene-2,3,6,7,7a,8,10a,10b-octahydrooxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one [no description available]	2.17	1	germacranolide
panduratin a panduratin A: isolated from Kaempferia pandurata; structure in first source	2.17	1	diarylheptanoid	metabolite
morphinans Morphinans: Compounds based on a partially saturated iminoethanophenanthrene, which can be described as ethylimino-bridged benzo-decahydronaphthalenes. They include some of the OPIOIDS found in PAPAVER that are used as ANALGESICS.	2.02	1	isoquinoline alkaloid fundamental parent; morphinane alkaloid
(3S,6S,9S,12R)-3-[(2S)-Butan-2-yl]-6-[(1-methoxyindol-3-yl)methyl]-9-(6-oxooctyl)-1,4,7,10-tetrazabicyclo[10.4.0]hexadecane-2,5,8,11-tetrone [no description available]	2.17	1	oligopeptide
13-epi-sclareol 13-epi-sclareol: an unusual labdane diterpene from the roots of Coleus forskohlii with cell growth inhibitory action in breast and uterine cancers in vitro; structure in first source	2.17	1
4-iodo-2,5-dimethoxyphenylisopropylamine, (r)-isomer [no description available]	2.31	1
corynoxine b corynoxine B: structure in first source	2.31	1	indolizines	metabolite
akuammicine akuammicine: from Strychnos sp;; structure in first source. akuammicine : A monoterpenoid indole alkaloid with formula C20H22N2O2, isolated from several plant species including Alstonia spatulata, Catharanthus roseus and Vinca major.	2.17	1	methyl ester; monoterpenoid indole alkaloid; organic heteropentacyclic compound; tertiary amino compound	plant metabolite
hermitamide b hermitamide B: isolated from Lyngbya majuscula; structure in first source	2.17	1
trans-delta-tocotrienoloic acid tocotrienoloic acid: from leaves of Tovomitopsis psychotriifolia; structure given in first source	2.17	1	tocotrienol
corynoxine corynoxine: structure in first source	2.31	1	indolizines	metabolite
nodulisporic acid a nodulisporic acid A: a novel indole diterpene insecticide; structure in first source	2.17	1
9-(benzoyloxy)-2-(3-furanyl)dodecahydro-6a,10b-dimethyl-4,10-dioxo-2h-naphtho(2,1-c)pyran-7-carboxylic acid methyl ester 9-(benzoyloxy)-2-(3-furanyl)dodecahydro-6a,10b-dimethyl-4,10-dioxo-2H-naphtho(2,1-c)pyran-7-carboxylic acid methyl ester: structure in first source	3.31	1
scopadulcic acid b scopadulcic acid B: isolated from Scorparia dulcis	2.17	1
gliocladin c gliocladin C: structure in first source	2.17	1
zincophorin zincophorin: 25 carbon polypropionate from Streptomyces griseus; griseochelin and M 144255 are the same monocarboxylic acid ionophore	2.17	1	pyrans	bacterial metabolite; ionophore
streptazolin streptazolin: from culture of Streptomyces sp.; structure in first source	2.17	1
chatancin chatancin: structure in first source	2.17	1
morelloflavone morelloflavone: also inhibits cruzain; RN given for (2S-trans)-isomer; structure in first source. (+)-morelloflavone : A biflavonoid found in Rheedia edulis and Garcinia livingstonei.	2.17	1	biflavonoid; hydroxyflavanone; hydroxyflavone	plant metabolite
cinnamosmolide cinnamosmolide: isolated from several species of Canellaceae family; structure in first source	2.17	1
15-deoxygoyazensolide 15-deoxygoyazensolide: an NSAID with schistossomicidal and trypanosomicidal activities; structure in first source	2.17	1
mitragynine, (3beta,16e,20beta)-isomer [no description available]	2.98	3
mitragynine speciogynine: structure in first source	8.52	6
spongia-13(16),14-dien-19-oic acid spongia-13(16),14-dien-19-oic acid : A tetracyclic diterpenoid that is 3b,4,5,5a,6,7,8,9,9a,9b,10,11-dodecahydrophenanthro[1,2-c]furan substituted by methyl groups at positions 3b, 6 and 9 and a carboxy group at position 6. Isolated from Spongia, it exhibits inhibitory activity against androgen receptor.	2.17	1	cyclic ether; monocarboxylic acid; tetracyclic diterpenoid	androgen antagonist; metabolite
roquefortine [no description available]	2.17	1	pyrroloindole
3-(3,4-dihydroxyphenyl)lactate 3-(3,4-dihydroxyphenyl)lactate : A hydroxy monocarboxylic acid anion that is the conjugate base of 3-(3,4-dihydroxyphenyl)lactic acid; major species at pH 7.3.	2.17	1	hydroxy monocarboxylic acid anion
cym51010 CYM51010: structure in first source	3.31	1
marinopyrrole a marinopyrrole A: antibiotic from a marine Streptomyces sp.; structure in first source. (-)-marinopyrrole A : A member of the class of pyrroles that is 1'H-1,3'-bipyrrole substituted by four chloro groups at positions 4, 4', 5 and 5' and two 2-hydroxybenzoyl moieties at positions 2 and 2'. It is isolated from Streptomyces sp.CNQ-418 and exhibits cytotoxic and antibacterial activities.	2.17	1	aromatic ketone; organochlorine compound; phenols; pyrroles	antibacterial agent; antimicrobial agent; antineoplastic agent; bacterial metabolite; marine metabolite
colletoic acid colletoic acid: an 11beta-hydroxysteroid dehydrogenase type 1 inhibitor from Colletotrichum gloeosporioides; structure in first source	2.17	1
ipomoeassin f ipomoeassin F: a cytotoxic macrocyclic glycoresin from the leaves of Ipomoea squamosa from the Suriname rainforest	2.17	1
6,8-dihydroxy-2,2,4,4-tetramethyl-7-(3-methylbutanoyl)-9-(2-methylpropyl)-9h-xanthene-1,3-dione [no description available]	2.17	1	xanthenes
mitragynine pseudoindoxyl mitragynine pseudoindoxyl: derived from Thai medicinal plant MITRAGYNA speciosa; opioid agonist	4.6	4
dorrigocin b dorrigocin B: isolated from the fermentation broth & mycelium of Streptomyces platensis; structure given in first source	2.17	1
dorrigocin a dorrigocin A: isolated from the fermentation broth & mycelium of Streptomyces platensis; structure given in first source	2.17	1
2-[5-[(3,4-dichlorophenyl)methylthio]-4-(2-furanylmethyl)-1,2,4-triazol-3-yl]pyridine [no description available]	3.31	1	triazoles
tatanan a tatanan A: from the rhizomes of Acorus tatarinowii Schott; structure in first source	2.17	1
ilicicolin h ilicicolin H: structure in first source. ilicicolin H : An aromatic ketone in which the ketone carbonyl group is attached to a (1R,2R,4aS,7S,8aR)-4,7-dimethyl-1-[(1E)-prop-1-en-1-yl]-1,2,4a,5,6,7,8,8a-octahydronaphthalen-2-yl group and a 4-hydroxy-5-(4-hydroxyphenyl)-2-oxo-1,2-dihydropyridin-3-yl group. Isolated from the from the "imperfect" fungus Cylindrocladium iliciola strain MFC-870.	2.17	1	aromatic ketone; carbobicyclic compound; ilicicolin; monohydroxypyridine; octahydronaphthalenes; phenols; pyridone	antimicrobial agent; mitochondrial respiratory-chain inhibitor
tatanan b tatanan B: from the rhizomes of Acorus tatarinowii Schott; structure in first source	2.17	1
3-(2-((cyclobutylmethyl)(phenethyl)amino)ethyl)phenol 3-(2-((cyclobutylmethyl)(phenethyl)amino)ethyl)phenol: structure in first source	3.31	1
gracilioether f gracilioether F: structure in first source	2.17	1
cryptocaryol a cryptocaryol A: from Cryptocarya spp.; structure in first source. cryptocaryol A : A member of the class of 2-pyranones that is 5,6-dihydro-2H-pyran-2-one substituted by a 2,4,6,8,10-pentahydroxypentacosyl group at position 6. It has been isolated from Cryptocarya species.	2.17	1	2-pyranones; pentol	plant metabolite
22-thiocyanatosalvinorin a 22-thiocyanatosalvinorin A: structure in first source	3.31	1
tetrahydroamentoflavone tetrahydroamentoflavone: isolated from Semecarpus anacardium; structure in first source	2.17	1
nataxazole nataxazole: has antineoplastic activity; isolated from Streptomyces; structure in first source	2.17	1

Condition	Relationship Strength	Studies
Muscle Contraction A process leading to shortening and/or development of tension in muscle tissue. Muscle contraction occurs by a sliding filament mechanism whereby actin filaments slide inward among the myosin filaments.	2.95	4
Chemical Dependence [description not available]	3.73	3
Substance-Related Disorders Disorders related to substance use or abuse.	3.73	3
Ache [description not available]	3.66	3
Pain An unpleasant sensation induced by noxious stimuli which are detected by NERVE ENDINGS of NOCICEPTIVE NEURONS.	3.66	3
Congenital Zika Syndrome [description not available]	2.25	1
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.25	1
Zika Virus Infection A viral disease transmitted by the bite of AEDES mosquitoes infected with ZIKA VIRUS. Its mild DENGUE-like symptoms include fever, rash, headaches and ARTHRALGIA. The viral infection during pregnancy, in rare cases, is associated with congenital brain and ocular abnormalities, called Congenital Zika Syndrome, including MICROCEPHALY and may also lead to GUILLAIN-BARRE SYNDROME.	2.25	1
Nociceptive Pain Dull or sharp aching pain caused by stimulated NOCICEPTORS due to tissue injury, inflammation or diseases. It can be divided into somatic or tissue pain and VISCERAL PAIN.	2.31	1
Acute Liver Injury, Drug-Induced [description not available]	3.17	1
Bile Duct Obstruction [description not available]	3.17	1
Cholestasis Impairment of bile flow due to obstruction in small bile ducts (INTRAHEPATIC CHOLESTASIS) or obstruction in large bile ducts (EXTRAHEPATIC CHOLESTASIS).	3.17	1
Chemical and Drug Induced Liver Injury A spectrum of clinical liver diseases ranging from mild biochemical abnormalities to ACUTE LIVER FAILURE, caused by drugs, drug metabolites, herbal and dietary supplements and chemicals from the environment.	3.17	1
Drug Withdrawal Symptoms [description not available]	2.78	3
Substance Withdrawal Syndrome Physiological and psychological symptoms associated with withdrawal from the use of a drug after prolonged administration or habituation. The concept includes withdrawal from smoking or drinking, as well as withdrawal from an administered drug.	2.78	3
Addiction, Opioid [description not available]	2.57	2
Opioid-Related Disorders Disorders related to or resulting from abuse or misuse of OPIOIDS.	2.57	2
Sensitivity and Specificity Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)	2.08	1
Lesion of Sciatic Nerve [description not available]	2.1	1
Allodynia [description not available]	2.1	1
Nerve Pain [description not available]	2.1	1
Neuralgia Intense or aching pain that occurs along the course or distribution of a peripheral or cranial nerve.	2.1	1
Drug Overdose Accidental or deliberate use of a medication or street drug in excess of normal dosage.	2.1	1

7-hydroxymitragynine

Description

Cross-References

Synonyms (19)

Research Excerpts

Pharmacokinetics

Dosage Studied

Drug Classes (1)

Protein Targets (8)

Inhibition Measurements

Activation Measurements

Other Measurements

Biological Processes (52)

Molecular Functions (12)

Ceullar Components (23)

Bioassays (162)

Research

Studies (45)

Market Indicators

Research Demand Index: 63.06

Study Types

7-hydroxymitragynine

Description

Cross-References

Synonyms (19)

Research Excerpts

Pharmacokinetics

Dosage Studied

Drug Classes (1)

Protein Targets (8)

Inhibition Measurements

Activation Measurements

Other Measurements

Biological Processes (52)

Molecular Functions (12)

Ceullar Components (23)

Bioassays (162)

Research

Studies (45)

Market Indicators

Research Demand Index: 63.06

Study Types

Related Drugs (138)

Related Conditions (23)