Compounds > voacamine
Page last updated: 2024-12-06

voacamine

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Description

Voacamine is an indole alkaloid found in the plant Voacanga africana. It has been shown to possess a range of pharmacological activities, including antitumor, anti-inflammatory, and analgesic effects. Voacamine's complex structure has been studied extensively and its synthesis has been achieved through various synthetic routes. It is believed to exert its effects by interacting with various cellular targets, including the serotonin receptor and the dopamine transporter. Due to its potent biological activities, voacamine has attracted considerable research interest as a potential therapeutic agent for a variety of diseases. However, further studies are necessary to fully elucidate its mechanism of action and safety profile.'

voacangine: cleavage product of voacamine [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

voacamine: structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID261793
MeSH IDM0047745
PubMed CID102239760
MeSH IDM0047745
PubMed CID73255
CHEMBL ID182120
CHEBI ID141966
MeSH IDM0047745

Synonyms (18)

Synonym
voacangine
nsc94740
nsc-94740
methyl (15s,17r)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate
voacamine
methyl (1s)-3,13-diaza-17-ethyl-7-methoxypentacyclo[13.3.1.0<2,10>.0<4,9>.0<13,18>]nonadeca-2(10),4,6,8-tetraenecarboxylate
CHEMBL182120 ,
methyl (6xi)-12-methoxy-2alpha-ibogamine-18-carboxylate
CHEBI:141966
carbomethoxyibogaine
12-methoxyibogamine-18-carboxylic acid methyl ester
bdbm50329104
unii-9sy76d3yuk
9sy76d3yuk ,
MMAYTCMMKJYIAM-RUGRQLENSA-N
methyl (1s,15s,17s,18s)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate
DTXSID50965276
FS-7615

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
" The absolute bioavailability of voacangine was determined to be 11-13 %."( Pharmacokinetics of hERG Channel Blocking Voacangine in Wistar Rats Applying a Validated LC-ESI-MS/MS Method.
Carreño, F; Dalla Costa, T; de Araújo, BV; de Miranda Silva, C; Grienke, U; Kratz, JM; Mair, CE; Rollinger, JM; Zimmermann, ES, 2016)		0.43

Dosage Studied

ExcerptRelevanceReference
" dosing and a one-compartmental model with two first-order absorption rates for oral dosing."( Pharmacokinetics of hERG Channel Blocking Voacangine in Wistar Rats Applying a Validated LC-ESI-MS/MS Method.
Carreño, F; Dalla Costa, T; de Araújo, BV; de Miranda Silva, C; Grienke, U; Kratz, JM; Mair, CE; Rollinger, JM; Zimmermann, ES, 2016)		0.43
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
angiogenesis inhibitorAn agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
antineoplastic agentA substance that inhibits or prevents the proliferation of neoplasms.
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
[role 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]

Drug Classes (5)

ClassDescription
monoterpenoid indole alkaloidA terpenoid indole alkaloid which is biosynthesised from L-tryptophan and diisoprenoid (usually secolaganin) building blocks.
tertiary amino compoundA compound formally derived from ammonia by replacing three hydrogen atoms by organyl groups.
methyl esterAny carboxylic ester resulting from the formal condensation of a carboxy group with methanol.
organic heteropentacyclic compound
alkaloid ester
[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 Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
AcetylcholinesteraseElectrophorus electricus (electric eel)IC50 (µMol)4.40000.00000.94539.9400AID526489
Transient receptor potential cation channel subfamily V member 1Homo sapiens (human)IC50 (µMol)34.66670.00020.606010.0000AID1066646; AID1066654; AID1177525
Transient receptor potential cation channel subfamily M member 8Mus musculus (house mouse)IC50 (µMol)8.00000.40003.06679.0000AID1177522; AID1177523
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Transient receptor potential cation channel subfamily A member 1Homo sapiens (human)EC50 (µMol)8.00000.00033.166210.0000AID1066633; AID1177520
Transient receptor potential cation channel subfamily M member 8Mus musculus (house mouse)EC50 (µMol)8.00000.50004.25008.0000AID1066633
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (48)

Processvia Protein(s)Taxonomy
monoatomic ion transportTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
intracellular calcium ion homeostasisTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
cell surface receptor signaling pathwayTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
response to coldTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
response to xenobiotic stimulusTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
response to organic substanceTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
response to organic cyclic compoundTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
sensory perception of painTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
calcium-mediated signalingTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
response to painTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
thermoceptionTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
detection of mechanical stimulus involved in sensory perception of painTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
detection of chemical stimulus involved in sensory perception of painTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
protein homotetramerizationTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
cellular response to hydrogen peroxideTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
calcium ion transmembrane transportTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
cellular response to organic substanceTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
thermoceptionTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
negative regulation of transcription by RNA polymerase IITransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
fever generationTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
microglial cell activationTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
diet induced thermogenesisTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
peptide secretionTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
negative regulation of systemic arterial blood pressureTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
lipid metabolic processTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
cell surface receptor signaling pathwayTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
positive regulation of cytosolic calcium ion concentrationTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
chemosensory behaviorTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
negative regulation of heart rateTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
negative regulation of mitochondrial membrane potentialTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
glutamate secretionTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
calcium-mediated signalingTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
cellular response to heatTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
positive regulation of apoptotic processTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
response to peptide hormoneTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
positive regulation of nitric oxide biosynthetic processTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
behavioral response to painTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
sensory perception of mechanical stimulusTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
detection of temperature stimulus involved in thermoceptionTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
detection of temperature stimulus involved in sensory perception of painTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
detection of chemical stimulus involved in sensory perception of painTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
protein homotetramerizationTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
excitatory postsynaptic potentialTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
smooth muscle contraction involved in micturitionTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
calcium ion transmembrane transportTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
cellular response to alkaloidTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
cellular response to ATPTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
cellular response to tumor necrosis factorTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
cellular response to acidic pHTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
cellular response to temperature stimulusTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
negative regulation of establishment of blood-brain barrierTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
calcium ion import across plasma membraneTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
response to capsazepineTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
cellular response to nerve growth factor stimulusTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (17)

Processvia Protein(s)Taxonomy
calcium channel activityTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
channel activityTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
intracellularly gated calcium channel activityTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
identical protein bindingTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
temperature-gated cation channel activityTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
transmembrane signaling receptor activityTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
extracellular ligand-gated monoatomic ion channel activityTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
excitatory extracellular ligand-gated monoatomic ion channel activityTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
voltage-gated calcium channel activityTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
calcium channel activityTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
protein bindingTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
calmodulin bindingTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
ATP bindingTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
intracellularly gated calcium channel activityTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
chloride channel regulator activityTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
phosphatidylinositol bindingTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
identical protein bindingTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
metal ion bindingTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
phosphoprotein bindingTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
temperature-gated ion channel activityTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (7)

Processvia Protein(s)Taxonomy
plasma membraneTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
stereocilium bundleTransient receptor potential cation channel subfamily A member 1Homo sapiens (human)
plasma membraneTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
external side of plasma membraneTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
membraneTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
dendritic spine membraneTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
neuronal cell bodyTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
postsynaptic membraneTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
plasma membraneTransient receptor potential cation channel subfamily V member 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (67)

Assay IDTitleYearJournalArticle
AID1066654Antagonist activity at human brain TRPV1 expressed in HEK293T cells assessed as inhibition of heat-induced intracellular Ca2+ influx measured for 42 mins by fluorescence-based assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066625Ratio of capsazepine IC50 for compound IC50 for TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as inhibition of menthol-induced intracellular Ca2+ influx2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1177522Antagonist activity against mouse TRPM8 expressed in T-REx HEK cells assessed as inhibition of menthol-induced increase in intracellular Ca2+ accumulation pre-incubated for 3 mins prior to menthol stimulation by Fluo-4 AM dye based fluorescence assay2014Journal of natural products, Aug-22, Volume: 77, Issue:8
Identification of Indole Alkaloid Structural Units Important for Stimulus-Selective TRPM8 Inhibition: SAR Study of Naturally Occurring Iboga Derivatives.
AID1066626Ratio of capsazepine IC50 for compound IC50 for TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as inhibition of icilin-induced intracellular Ca2+ influx2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066631Agonist activity at TRPA1 isolated from human W138 cells expressed in HEK293T cells assessed as intracellular Ca2+ influx at 10 to 100 uM by Fluo-4 AM staining-based fluorescence analysis relative to allylisothiocyanate2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1177517Agonist activity at mouse TRPM8 expressed in T-REx HEK cells assessed as increase in intracellular Ca2+ accumulation by Fluo-4 AM dye based fluorescence assay relative to ionomycin2014Journal of natural products, Aug-22, Volume: 77, Issue:8
Identification of Indole Alkaloid Structural Units Important for Stimulus-Selective TRPM8 Inhibition: SAR Study of Naturally Occurring Iboga Derivatives.
AID1066657Competitive antagonist activity at human brain TRPV1 expressed in Wistar rat DRG neurons assessed as inhibition of CAP-induced intracellular Ca2+ influx at 100 uM preincubated for 3 mins followed by CAP challenge2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066650Antagonist activity at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as inhibition of menthol-induced intracellular Ca2+ influx at 10 to 50 uM preincubated for 3 mins followed by menthol challenge measured afte2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066633Agonist activity at TRPA1 isolated from human W138 cells expressed in HEK293T cells assessed as intracellular Ca2+ influx by Fluo-4 AM staining-based fluorescence analysis2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1242940Cytotoxicity against Wnt-independent human RKO cells assessed as cell viability after 24 hrs by fluorescence assay2015Bioorganic & medicinal chemistry letters, Sep-15, Volume: 25, Issue:18
Coronaridine, an iboga type alkaloid from Tabernaemontana divaricata, inhibits the Wnt signaling pathway by decreasing β-catenin mRNA expression.
AID1177526Antagonist activity against human TRPA1 expressed in T-REx HEK cells assessed as inhibition of AITC-induced increase in intracellular Ca2+ accumulation pre-incubated for 3 mins prior to AITC stimulation by Fluo-4 AM dye based fluorescence assay2014Journal of natural products, Aug-22, Volume: 77, Issue:8
Identification of Indole Alkaloid Structural Units Important for Stimulus-Selective TRPM8 Inhibition: SAR Study of Naturally Occurring Iboga Derivatives.
AID1066670Competitive antagonist at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as inhibition of menthol-induced intracellular Ca2+ influx by Schlid plot analysis2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066655Competitive antagonist activity at human brain TRPV1 expressed in HEK293T cells assessed as inhibition of CAP-induced intracellular Ca2+ influx preincubated for 3 mins followed by CAP challenge by Schlid plot analysis2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID248574Cytotoxic activity against vincristine-resistant human oral epidermoid carcinoma cell line (KB/VJ300)2004Bioorganic & medicinal chemistry letters, Sep-06, Volume: 14, Issue:17
Cytotoxic effects and reversal of multidrug resistance by ibogan and related indole alkaloids.
AID1066645Antagonist at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as inhibition of menthol-induced intracellular Ca2+ influx by fluorescence-based assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1177516Agonist activity at mouse TRPM8 expressed in T-REx HEK cells assessed as increase in intracellular Ca2+ accumulation by Fluo-4 AM dye based fluorescence assay2014Journal of natural products, Aug-22, Volume: 77, Issue:8
Identification of Indole Alkaloid Structural Units Important for Stimulus-Selective TRPM8 Inhibition: SAR Study of Naturally Occurring Iboga Derivatives.
AID1177521Agonist activity at human TRPA1 expressed in T-REx HEK cells assessed as increase in intracellular Ca2+ accumulation by Fluo-4 AM dye based fluorescence assay relative to ionomycin2014Journal of natural products, Aug-22, Volume: 77, Issue:8
Identification of Indole Alkaloid Structural Units Important for Stimulus-Selective TRPM8 Inhibition: SAR Study of Naturally Occurring Iboga Derivatives.
AID1177525Antagonist activity against human TRPV1 expressed in T-REx HEK cells assessed as inhibition of capsaicin-induced increase in intracellular Ca2+ accumulation pre-incubated for 3 mins prior to capsaicin stimulation by Fluo-4 AM dye based fluorescence assay2014Journal of natural products, Aug-22, Volume: 77, Issue:8
Identification of Indole Alkaloid Structural Units Important for Stimulus-Selective TRPM8 Inhibition: SAR Study of Naturally Occurring Iboga Derivatives.
AID1066622Ratio of AITC EC50 to compound EC50 for TRPA1 isolated from human W138 cells expressed in HEK T-REx cells assessed as intracellular Ca2+ influx2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066667Agonist activity at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as intracellular Ca2+ influx at 100 uM by Fluo-4 AM staining-based fluorescence analysis2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID248489Cytotoxic activity against vincristine-sensitive human oral epidermoid carcinoma cell line(KB/S)2004Bioorganic & medicinal chemistry letters, Sep-06, Volume: 14, Issue:17
Cytotoxic effects and reversal of multidrug resistance by ibogan and related indole alkaloids.
AID1177518Agonist activity at human TRPV1 expressed in T-REx HEK cells assessed as increase in intracellular Ca2+ accumulation by Fluo-4 AM dye based fluorescence assay2014Journal of natural products, Aug-22, Volume: 77, Issue:8
Identification of Indole Alkaloid Structural Units Important for Stimulus-Selective TRPM8 Inhibition: SAR Study of Naturally Occurring Iboga Derivatives.
AID1066662Antagonist activity at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as menthol/icilin-induced intracellular Ca2+ influx at 100 uM by Fluo-4 AM staining-based fluorescence analysis2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066668Agonist activity at human brain TRPV1 expressed in HEK293T cells assessed as intracellular Ca2+ influx at 100 uM by Fluo-4 AM staining-based fluorescence analysis2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1242938Cytotoxicity against HEK293 cells assessed as cell viability after 24 hrs by fluorescence assay2015Bioorganic & medicinal chemistry letters, Sep-15, Volume: 25, Issue:18
Coronaridine, an iboga type alkaloid from Tabernaemontana divaricata, inhibits the Wnt signaling pathway by decreasing β-catenin mRNA expression.
AID1066646Antagonist activity at human brain TRPV1 expressed in HEK293T cells assessed as inhibition of CAP-induced intracellular Ca2+ influx by fluorescence-based assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066658Competitive antagonist activity at human brain TRPV1 expressed in HEK293T cells assessed as inhibition of CAP-induced intracellular Ca2+ influx preincubated for 3 mins followed by CAP challenge2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1242937Inhibition of Wnt/beta-catenin in HEK293T cells assessed as inhibition of TCF/beta catenin transcription at 10 to 40 uM after 24 hrs by SuperFOPFlash reporter gene assay2015Bioorganic & medicinal chemistry letters, Sep-15, Volume: 25, Issue:18
Coronaridine, an iboga type alkaloid from Tabernaemontana divaricata, inhibits the Wnt signaling pathway by decreasing β-catenin mRNA expression.
AID1066660Antagonist activity at human TRPV3 expressed in HEK293T cells assessed as menthol-induced intracellular Ca2+ influx at 100 uM by Fluo-4 AM staining-based fluorescence analysis2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066632Agonist activity at TRPA1 isolated from human W138 cells expressed in HEK T-REx cells assessed as intracellular Ca2+ influx at 10 to 100 uM by Fluo-4 AM staining-based fluorescence analysis2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066638Antagonist at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as inhibition of cold-induced intracellular Ca2+ influx at 100 uM by Fluo-4 AM staining-based fluorescence analysis2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066666Agonist activity at human TRPV2 expressed in HEK293T cells assessed as intracellular Ca2+ influx at 100 uM by Fluo-4 AM staining-based fluorescence analysis2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066656Competitive antagonist activity at human brain TRPV1 expressed in HEK293T cells assessed as inhibition of CAP-induced intracellular Ca2+ influx at 50 uM preincubated for 3 mins followed by CAP challenge measured after 10 mins of post compound washout2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066653Antagonist activity at human brain TRPV1 expressed in HEK293T cells assessed as inhibition of proton-induced intracellular Ca2+ influx at 100 uM by fluorescence-based assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066629Ratio of BCTC IC50 to compound IC50 for TRPA1 isolated from human W138 cells expressed in HEK293T cells2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066623Voltage dependent antagonist at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as reversible inhibition of icilin-induced whole-cell current at 100 uM by whole patch-clamp assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066636Reversible antagonist at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as reversible inhibition of menthol-induced whole-cell current at 100 uM at -60 mV holding temperature by whole patch-clamp assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066659Antagonist activity at TRPA1 isolated from human W138 cells expressed in HEK293T cells assessed as AITC-induced intracellular Ca2+ influx at 100 uM by Fluo-4 AM staining-based fluorescence analysis2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066648Competitive antagonist at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as inhibition of >300 uM menthol-induced intracellular Ca2+ influx at 5 to 100 uM by Schlid plot analysis2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1242935Inhibition of Wnt/beta-catenin in human STF/293 cells assessed as inhibition of TCF/beta catenin transcription after 24 hrs by SuperTOPFlash reporter gene assay2015Bioorganic & medicinal chemistry letters, Sep-15, Volume: 25, Issue:18
Coronaridine, an iboga type alkaloid from Tabernaemontana divaricata, inhibits the Wnt signaling pathway by decreasing β-catenin mRNA expression.
AID1066665Agonist activity at human TRPV3 expressed in HEK293T cells assessed as intracellular Ca2+ influx at 100 uM by Fluo-4 AM staining-based fluorescence analysis2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066635Reversible antagonist at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as reversible inhibition of icilin-induced whole-cell current at 100 uM at -60 mV holding temperature by whole patch-clamp assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1177528Agonist activity at human TRPA1 expressed in T-REx HEK cells assessed as increase in intracellular Ca2+ accumulation in presence of TRPA1 antagonist HC-030031 by Fluo-4 AM dye based fluorescence assay2014Journal of natural products, Aug-22, Volume: 77, Issue:8
Identification of Indole Alkaloid Structural Units Important for Stimulus-Selective TRPM8 Inhibition: SAR Study of Naturally Occurring Iboga Derivatives.
AID1242941Cytotoxicity against Wnt-dependent human SW480 cells assessed as cell viability after 24 hrs by fluorescence assay2015Bioorganic & medicinal chemistry letters, Sep-15, Volume: 25, Issue:18
Coronaridine, an iboga type alkaloid from Tabernaemontana divaricata, inhibits the Wnt signaling pathway by decreasing β-catenin mRNA expression.
AID1177519Agonist activity at human TRPV1 expressed in T-REx HEK cells assessed as increase in intracellular Ca2+ accumulation by Fluo-4 AM dye based fluorescence assay relative to ionomycin2014Journal of natural products, Aug-22, Volume: 77, Issue:8
Identification of Indole Alkaloid Structural Units Important for Stimulus-Selective TRPM8 Inhibition: SAR Study of Naturally Occurring Iboga Derivatives.
AID1066624Voltage dependent antagonist at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as reversible inhibition of menthol-induced whole-cell current at 100 uM by whole patch-clamp assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066647Non-competitive antagonist at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as inhibition of icilin-induced intracellular Ca2+ influx at 5 to 100 uM by Schlid plot analysis2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066652Antagonist activity at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as inhibition of menthol-induced intracellular Ca2+ influx at 10 to 50 uM by fluorescence-based assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066643Antagonist at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as inhibition of icilin-induced intracellular Ca2+ influx at 3 to 30 uM by fluorescence-based assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066630Ratio of capsazepine IC50 to compound IC50 for TRPA1 isolated from human W138 cells expressed in HEK293T cells2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066669Agonist activity at TRPA1 isolated from human W138 cells expressed in HEK293T cells assessed as intracellular Ca2+ influx at 100 uM by Fluo-4 AM staining-based fluorescence analysis2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1242943Cytotoxicity against Wnt-dependent human DLD1 cells assessed as cell viability after 24 hrs by fluorescence assay2015Bioorganic & medicinal chemistry letters, Sep-15, Volume: 25, Issue:18
Coronaridine, an iboga type alkaloid from Tabernaemontana divaricata, inhibits the Wnt signaling pathway by decreasing β-catenin mRNA expression.
AID1066644Antagonist at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as inhibition of icilin-induced intracellular Ca2+ influx by fluorescence-based assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066651Antagonist activity at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as inhibition of icilin-induced intracellular Ca2+ influx at 3 to 30 uM by fluorescence-based assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1177524Antagonist activity against mouse TRPM8 expressed in T-REx HEK cells assessed as inhibition of cold-induced increase in intracellular Ca2+ accumulation pre-incubated for 3 mins prior to cold stimulation by Fluo-4 AM dye based fluorescence assay2014Journal of natural products, Aug-22, Volume: 77, Issue:8
Identification of Indole Alkaloid Structural Units Important for Stimulus-Selective TRPM8 Inhibition: SAR Study of Naturally Occurring Iboga Derivatives.
AID1066634Antagonist at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as reversible inhibition of cold-induced whole-cell current at 100 uM at -60 mV holding temperature by whole patch-clamp assay2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1242942Cytotoxicity against Wnt-dependent human HCT116 cells assessed as cell viability after 24 hrs by fluorescence assay2015Bioorganic & medicinal chemistry letters, Sep-15, Volume: 25, Issue:18
Coronaridine, an iboga type alkaloid from Tabernaemontana divaricata, inhibits the Wnt signaling pathway by decreasing β-catenin mRNA expression.
AID1242939Cytotoxicity against HEK293T cells assessed as cell viability after 24 hrs by fluorescence assay2015Bioorganic & medicinal chemistry letters, Sep-15, Volume: 25, Issue:18
Coronaridine, an iboga type alkaloid from Tabernaemontana divaricata, inhibits the Wnt signaling pathway by decreasing β-catenin mRNA expression.
AID1177523Antagonist activity against mouse TRPM8 expressed in T-REx HEK cells assessed as inhibition of icilin-induced increase in intracellular Ca2+ accumulation pre-incubated for 3 mins prior to icilin stimulation by Fluo-4 AM dye based fluorescence assay2014Journal of natural products, Aug-22, Volume: 77, Issue:8
Identification of Indole Alkaloid Structural Units Important for Stimulus-Selective TRPM8 Inhibition: SAR Study of Naturally Occurring Iboga Derivatives.
AID1177529Non-specific effect on intracellular Ca2+ accumulation in T-REx HEK cells2014Journal of natural products, Aug-22, Volume: 77, Issue:8
Identification of Indole Alkaloid Structural Units Important for Stimulus-Selective TRPM8 Inhibition: SAR Study of Naturally Occurring Iboga Derivatives.
AID526489Inhibition of electric eel AChE by Ellman's method2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Indole alkaloids from Ervatamia hainanensis with potent acetylcholinesterase inhibition activities.
AID1066664Agonist activity at TRPA1 isolated from human W138 cells expressed in HEK293T cells assessed as intracellular Ca2+ influx at 100 uM by Fluo-4 AM staining-based fluorescence analysis in presence of antagonist HC-0300312014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1066663Antagonist activity at human brain TRPV1 expressed in HEK293T cells assessed as CAP-induced intracellular Ca2+ influx at 100 uM by Fluo-4 AM staining-based fluorescence analysis2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID1177520Agonist activity at human TRPA1 expressed in T-REx HEK cells assessed as increase in intracellular Ca2+ accumulation by Fluo-4 AM dye based fluorescence assay2014Journal of natural products, Aug-22, Volume: 77, Issue:8
Identification of Indole Alkaloid Structural Units Important for Stimulus-Selective TRPM8 Inhibition: SAR Study of Naturally Occurring Iboga Derivatives.
AID1066661Antagonist activity at human TRPV2 expressed in HEK293T cells assessed as LPC-induced intracellular Ca2+ influx at 100 uM by Fluo-4 AM staining-based fluorescence analysis2014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
AID355719Cytotoxicity against human A2780 cells2003Journal of natural products, Apr, Volume: 66, Issue:4
New cytotoxic indole alkaloids from Tabernaemontana calcarea from the Madagascar rainforest.
AID1066649Antagonist activity at TRPM8 isolated from mouse dorsal root ganglion cells expressed in HEK T-REx cells assessed as inhibition of icilin-induced intracellular Ca2+ influx at 3 to 30 uM preincubated for 3 mins followed by icilin challenge measured after 12014Journal of natural products, Feb-28, Volume: 77, Issue:2
Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (51)

TimeframeStudies, This Drug (%)All Drugs %
pre-199013 (25.49)18.7374
1990's1 (1.96)18.2507
2000's12 (23.53)29.6817
2010's19 (37.25)24.3611
2020's6 (11.76)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 25.90

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

MetricThis Compound (vs All)
Research Demand Index25.90 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index26.67 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (25.90)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Trials0 (0.00%)5.53%
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Reviews1 (3.13%)6.00%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Case Studies0 (0.00%)4.05%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other18 (100.00%)84.16%
Other31 (96.88%)84.16%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
menthol
Menthol: A monoterpene cyclohexanol produced from mint oils.		2.110p-menthane monoterpenoid;
secondary alcohol		volatile oil component
pyrazines
Pyrazines: A heterocyclic aromatic organic compound with the chemical formula C4H4N2.. pyrazine : A diazine that is benzene in which the carbon atoms at positions 1 and 4 have been replaced by nitrogen atoms.		2.110diazine;
pyrazines		Daphnia magna metabolite
oleanolic acid
[no description available]		2.0310hydroxy monocarboxylic acid;
pentacyclic triterpenoid		plant metabolite
beta-amyrin
beta-amyrin: alpha-amyrin is also available; a 5 ring triterpene derived from oleanane that differs from alpha-amyrin in having the 29-carbon at the 20 position; RN given refers to (3 beta)-isomer. beta-amyrin : A pentacyclic triterpenoid that is oleanane substituted at the 3beta-position by a hydroxy group and containing a double bond between positions 12 and 13. It is one of the most commonly occurring triterpenoids in higher plants.		2.0310pentacyclic triterpenoid;
secondary alcohol		Aspergillus metabolite;
plant metabolite
ag 3-5
icilin: a cooling compound that activates TRPM8		2.110C-nitro compound
ibogaine
Ibogaine: One of several indole alkaloids extracted from Tabernanthe iboga, Baill. It has a complex pharmacological profile, and interacts with multiple systems of neurotransmission. Ibogaine has psychoactive properties and appears to modulate tolerance to opiates.. ibogaine : An organic heteropentacyclic compound that is ibogamine in which the indole hydrogen para to the indole nitrogen has been replaced by a methoxy group.		4.19160
curcumin
curcumin : A beta-diketone that is methane in which two of the hydrogens are substituted by feruloyl groups. A natural dyestuff found in the root of Curcuma longa.. Curcumin: A yellow-orange dye obtained from tumeric, the powdered root of CURCUMA longa. It is used in the preparation of curcuma paper and the detection of boron. Curcumin appears to possess a spectrum of pharmacological properties, due primarily to its inhibitory effects on metabolic enzymes.		2.2510aromatic ether;
beta-diketone;
diarylheptanoid;
enone;
polyphenol		anti-inflammatory agent;
antifungal agent;
antineoplastic agent;
biological pigment;
contraceptive drug;
dye;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
EC 1.1.1.21 (aldehyde reductase) inhibitor;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor;
EC 1.8.1.9 (thioredoxin reductase) inhibitor;
EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor;
EC 3.5.1.98 (histone deacetylase) inhibitor;
flavouring agent;
food colouring;
geroprotector;
hepatoprotective agent;
immunomodulator;
iron chelator;
ligand;
lipoxygenase inhibitor;
metabolite;
neuroprotective agent;
nutraceutical;
radical scavenger
capsaicin
capsaicinoid : A family of aromatic fatty amides produced as secondary metabolites by chilli peppers.. ALGRX-4975: an injectable capsaicin (TRPV1 receptor agonist) formulation for longlasting pain relief		2.110capsaicinoidnon-narcotic analgesic;
TRPV1 agonist;
voltage-gated sodium channel blocker
noribogaine
noribogaine : An organic heteropentacyclic compound that is ibogamine in which the indole hydrogen para to the indole nitrogen has been replaced by a hydroxy group. It is the primary (and long-lived) metabolite of ibogaine, the psychoactive indole alkaloid found in the African rainforest shrub Tabernanthe iboga.. noribogaine: structure given in first source		2.1310monoterpenoid indole alkaloid;
organic heteropentacyclic compound;
secondary amino compound;
tertiary amino compound		kappa-opioid receptor agonist;
NMDA receptor antagonist;
psychotropic drug;
serotonin uptake inhibitor
coronardine
coronardine: RN given refers to parent cpd without isomeric designation; structure		2.2110alkaloid ester;
methyl ester;
monoterpenoid indole alkaloid;
organic heteropentacyclic compound		antileishmanial agent;
antineoplastic agent;
apoptosis inducer;
plant metabolite
18-methoxycoronaridine
18-methoxycoronaridine: a naturally-occurring iboga alkaloid; structure given in first source		2.1310
vobasine
vobasine : An indole alkaloid that is vobasan in which the bridgehead methyl group is substituted by a methoxycarbonyl group and an additional oxo substituent is present in the 3-position.. vobasine: structure given in first source; RN given refers to parent cpd		2.1310
voacristine
voacristine: indole alkaloid from leaves of Ervatamia coronaria; RN given for 20(S)-isomer; structure given in first source		2.1310
ibogamine
ibogamine : A monoterpenoid indole alkaloid with formula C19H24N2. It is isolated from the flowering plant genus, Tabernaemontana and exhibits anti-addictive properties.. ibogamine: structure in first source		2.7730
pyrimidinones
Pyrimidinones: Heterocyclic compounds known as 2-pyrimidones (or 2-hydroxypyrimidines) and 4-pyrimidones (or 4-hydroxypyrimidines) with the general formula C4H4N2O.		2.110
indole
[no description available]		7.2110indole;
polycyclic heteroarene		Escherichia coli metabolite
camphor, (+-)-isomer
[no description available]		1.9310bornane monoterpenoid;
cyclic monoterpene ketone		plant metabolite
chloroquine
Chloroquine: The prototypical antimalarial agent with a mechanism that is not well understood. It has also been used to treat rheumatoid arthritis, systemic lupus erythematosus, and in the systemic therapy of amebic liver abscesses.. chloroquine : An aminoquinoline that is quinoline which is substituted at position 4 by a [5-(diethylamino)pentan-2-yl]amino group at at position 7 by chlorine. It is used for the treatment of malaria, hepatic amoebiasis, lupus erythematosus, light-sensitive skin eruptions, and rheumatoid arthritis.		210aminoquinoline;
organochlorine compound;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
antirheumatic drug;
autophagy inhibitor;
dermatologic drug
heptaminol
Heptaminol: An amino alcohol that has been used as a myocardial stimulant and vasodilator and to relieve bronchospasm. Its most common therapeutic use is in orthostatic hypotension. The mechanism of heptaminol's therapeutic actions is not well understood although it has been suggested to affect catecholamine release or calcium metabolism.		6.9310tertiary alcohol
aminophylline
aminophylline : A mixture comprising of theophylline and ethylenediamine in a 2:1 ratio.. Aminophylline: A drug combination that contains THEOPHYLLINE and ethylenediamine. It is more soluble in water than theophylline but has similar pharmacologic actions. It's most common use is in bronchial asthma, but it has been investigated for several other applications.		6.9310mixturebronchodilator agent;
cardiotonic drug
methylnitrosourea
N-methyl-N-nitrosourea : A member of the class of N-nitrosoureas that is urea in which one of the nitrogens is substituted by methyl and nitroso groups.. Methylnitrosourea: A nitrosourea compound with alkylating, carcinogenic, and mutagenic properties.		2.3110N-nitrosoureasalkylating agent;
carcinogenic agent;
mutagen;
teratogenic agent
fluorescein-5-isothiocyanate
fluorescein 5-isothiocyanate : The 5-isomer of fluorescein isothiocyanate. Acts as a fluorescent probe capable of being conjugated to tissue and proteins; used as a label in fluorescent antibody staining procedures as well as protein- and amino acid-binding techniques.. Fluorescein-5-isothiocyanate: Fluorescent probe capable of being conjugated to tissue and proteins. It is used as a label in fluorescent antibody staining procedures as well as protein- and amino acid-binding techniques.		2.0410fluorescein isothiocyanate
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		7.4110taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
malagashanine
malagashanine: from Strychnos sp.; structure given in first source		210
ibogaine
Ibogaine: One of several indole alkaloids extracted from Tabernanthe iboga, Baill. It has a complex pharmacological profile, and interacts with multiple systems of neurotransmission. Ibogaine has psychoactive properties and appears to modulate tolerance to opiates.. ibogaine : An organic heteropentacyclic compound that is ibogamine in which the indole hydrogen para to the indole nitrogen has been replaced by a methoxy group.		5.88320
tamoxifen
[no description available]		2.3110stilbenoid;
tertiary amino compound		angiogenesis inhibitor;
antineoplastic agent;
bone density conservation agent;
EC 1.2.3.1 (aldehyde oxidase) inhibitor;
EC 2.7.11.13 (protein kinase C) inhibitor;
estrogen antagonist;
estrogen receptor antagonist;
estrogen receptor modulator
coronardine
coronardine: RN given refers to parent cpd without isomeric designation; structure		1.9810alkaloid ester;
methyl ester;
monoterpenoid indole alkaloid;
organic heteropentacyclic compound		antileishmanial agent;
antineoplastic agent;
apoptosis inducer;
plant metabolite
vobasine
vobasine : An indole alkaloid that is vobasan in which the bridgehead methyl group is substituted by a methoxycarbonyl group and an additional oxo substituent is present in the 3-position.. vobasine: structure given in first source; RN given refers to parent cpd		2.1310
voacristine
voacristine: indole alkaloid from leaves of Ervatamia coronaria; RN given for 20(S)-isomer; structure given in first source		2.1310
ibogamine
ibogamine : A monoterpenoid indole alkaloid with formula C19H24N2. It is isolated from the flowering plant genus, Tabernaemontana and exhibits anti-addictive properties.. ibogamine: structure in first source		2.1310
cyclosporine
Cyclosporine: A cyclic undecapeptide from an extract of soil fungi. It is a powerful immunosupressant with a specific action on T-lymphocytes. It is used for the prophylaxis of graft rejection in organ and tissue transplantation. (From Martindale, The Extra Pharmacopoeia, 30th ed).		2.4220
allyl isothiocyanate
allyl isothiocyanate : An isothiocyanate with the formula CH2=CHCH2N=C=S. A colorless oil with boiling point 152degreeC, it is responsible for the pungent taste of mustard, horseradish, and wasabi.. allyl isothiocyanate: used in the manufacture of flavors, war gases; medical use as a counterirritant; structure		2.110alkenyl isothiocyanate;
isothiocyanate		antimicrobial agent;
antineoplastic agent;
apoptosis inducer;
lachrymator;
metabolite
galantamine
Galantamine: A benzazepine derived from norbelladine. It is found in GALANTHUS and other AMARYLLIDACEAE. It is a cholinesterase inhibitor that has been used to reverse the muscular effects of GALLAMINE TRIETHIODIDE and TUBOCURARINE and has been studied as a treatment for ALZHEIMER DISEASE and other central nervous system disorders.. galanthamine : A benzazepine alkaloid isolated from certain species of daffodils.		2.0510benzazepine alkaloid fundamental parent;
benzazepine alkaloid;
organic heterotetracyclic compound;
tertiary amino compound		antidote to curare poisoning;
cholinergic drug;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
plant metabolite
cinnamaldehyde
3-phenylprop-2-enal : A member of the class of cinnamaldehydes that is prop-2-enal in which a hydrogen at position 3 has been replaced by a phenyl group. The configuration of the double bond is not specified; the name "cinnamaldehyde" is widely used to refer to the E (trans) isomer.. (E)-cinnamaldehyde : The E (trans) stereoisomer of cinnamaldehyde, the parent of the class of cinnamaldehydes.		2.1103-phenylprop-2-enal;
cinnamaldehydes		antifungal agent;
EC 4.3.1.24 (phenylalanine ammonia-lyase) inhibitor;
flavouring agent;
hypoglycemic agent;
plant metabolite;
sensitiser;
vasodilator agent
capsaicin
capsaicinoid : A family of aromatic fatty amides produced as secondary metabolites by chilli peppers.. ALGRX-4975: an injectable capsaicin (TRPV1 receptor agonist) formulation for longlasting pain relief		2.110capsaicinoidnon-narcotic analgesic;
TRPV1 agonist;
voltage-gated sodium channel blocker
capsazepine
capsazepine: modified capsaicin molecule; a capsaicin receptor antagonist. capsazepine : A benzazepine that is 2,3,4,5-tetrahydro-1H-2-benzazepine which is substituted by hydroxy groups at positions 7 and 8 and on the nitrogen atom by a 2-(p-chlorophenyl)ethylaminothiocarbonyl group. A synthetic analogue of capsaicin, it was the first reported capsaicin receptor antagonist.		2.520benzazepine;
catechols;
monochlorobenzenes;
thioureas		capsaicin receptor antagonist
catharanthine
[no description available]		2.110alkaloid ester;
bridged compound;
methyl ester;
monoterpenoid indole alkaloid;
organic heteropentacyclic compound;
tertiary amino compound
n-(4-tert-butylphenyl)-4-(3-chloropyridin-2-yl)tetrahydropyrazine-1(2h)-carboxamide
N-(4-tert-butylphenyl)-4-(3-chloropyridin-2-yl)tetrahydropyrazine-1(2H)-carboxamide: a vanilloid receptor 1 antagonist and analgesic; structure in first source		2.520piperazines;
pyridines
vobasine
vobasine : An indole alkaloid that is vobasan in which the bridgehead methyl group is substituted by a methoxycarbonyl group and an additional oxo substituent is present in the 3-position.. vobasine: structure given in first source; RN given refers to parent cpd		2.0510
voacristine
voacristine: indole alkaloid from leaves of Ervatamia coronaria; RN given for 20(S)-isomer; structure given in first source		2.7430
ConditionIndicatedRelationship StrengthStudiesTrials
Addiction, Opioid
[description not available]		02.2110
Opioid-Related Disorders
Disorders related to or resulting from abuse or misuse of OPIOIDS.		02.2110
Benign Neoplasms
[description not available]		02.0710
Angiogenesis, Pathologic
[description not available]		02.5420
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.0710
Chemical Dependence
[description not available]		02.0110
Substance-Related Disorders
Disorders related to substance use or abuse.		02.0110
Epithelial Ovarian Cancer
[description not available]		02.4110
Cancer of Colon
[description not available]		02.4110
Cancer of Ovary
[description not available]		02.4820
Carcinoma, Ovarian Epithelial
A malignant neoplasm that originates in cells on the surface EPITHELIUM of the ovary and is the most common form of ovarian cancer. There are five histologic subtypes: papillary serous, endometrioid, mucinous, clear cell, and transitional cell. Mutations in BRCA1, OPCML, PRKN, PIK3CA, AKT1, CTNNB1, RRAS2, and CDH1 genes are associated with this cancer.		02.4110
Colonic Neoplasms
Tumors or cancer of the COLON.		02.4110
Ovarian Neoplasms
Tumors or cancer of the OVARY. These neoplasms can be benign or malignant. They are classified according to the tissue of origin, such as the surface EPITHELIUM, the stromal endocrine cells, and the totipotent GERM CELLS.		02.4820
Colorectal Cancer
[description not available]		07.4110
Colorectal Neoplasms
Tumors or cancer of the COLON or the RECTUM or both. Risk factors for colorectal cancer include chronic ULCERATIVE COLITIS; FAMILIAL POLYPOSIS COLI; exposure to ASBESTOS; and irradiation of the CERVIX UTERI.		02.4110
Body Weight
The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.		02.3110
Carcinoma, Anaplastic
[description not available]		02.3110
Experimental Mammary Neoplasms
[description not available]		02.3110
Carcinoma
A malignant neoplasm made up of epithelial cells tending to infiltrate the surrounding tissues and give rise to metastases. It is a histological type of neoplasm and not a synonym for cancer.		07.3110
Black Fever
[description not available]		02.1510
Leishmaniasis, Visceral
A chronic disease caused by LEISHMANIA DONOVANI and transmitted by the bite of several sandflies of the genera Phlebotomus and Lutzomyia. It is commonly characterized by fever, chills, vomiting, anemia, hepatosplenomegaly, leukopenia, hypergammaglobulinemia, emaciation, and an earth-gray color of the skin. The disease is classified into three main types according to geographic distribution: Indian, Mediterranean (or infantile), and African.		02.1510
Bone Cancer
[description not available]		02.8230
Osteogenic Sarcoma
[description not available]		03.3260
Bone Neoplasms
Tumors or cancer located in bone tissue or specific BONES.		02.8230
Osteosarcoma
A sarcoma originating in bone-forming cells, affecting the ends of long bones. It is the most common and most malignant of sarcomas of the bones, and occurs chiefly among 10- to 25-year-old youths. (From Stedman, 25th ed)		03.3260
Malignant Melanoma
[description not available]		02.110
Melanoma
A malignant neoplasm derived from cells that are capable of forming melanin, which may occur in the skin of any part of the body, in the eye, or, rarely, in the mucous membranes of the genitalia, anus, oral cavity, or other sites. It occurs mostly in adults and may originate de novo or from a pigmented nevus or malignant lentigo. Melanomas frequently metastasize widely, and the regional lymph nodes, liver, lungs, and brain are likely to be involved. The incidence of malignant skin melanomas is rising rapidly in all parts of the world. (Stedman, 25th ed; from Rook et al., Textbook of Dermatology, 4th ed, p2445)		07.110
Acute Confusional Senile Dementia
[description not available]		02.110
Alzheimer Disease
A degenerative disease of the BRAIN characterized by the insidious onset of DEMENTIA. Impairment of MEMORY, judgment, attention span, and problem solving skills are followed by severe APRAXIAS and a global loss of cognitive abilities. The condition primarily occurs after age 60, and is marked pathologically by severe cortical atrophy and the triad of SENILE PLAQUES; NEUROFIBRILLARY TANGLES; and NEUROPIL THREADS. (From Adams et al., Principles of Neurology, 6th ed, pp1049-57)		02.110
Bradyarrhythmia
[description not available]		01.9310
Bradycardia
Cardiac arrhythmias that are characterized by excessively slow HEART RATE, usually below 50 beats per minute in human adults. They can be classified broadly into SINOATRIAL NODE dysfunction and ATRIOVENTRICULAR BLOCK.		06.9310
Hay Fever
[description not available]		02.9210
Rhinitis, Allergic, Seasonal
Allergic rhinitis that occurs at the same time every year. It is characterized by acute CONJUNCTIVITIS with lacrimation and ITCHING, and regarded as an allergic condition triggered by specific ALLERGENS.		02.9210