Page last updated: 2024-11-11

emindole SB

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Cross-References

ID SourceID
PubMed CID9887568
CHEMBL ID1257246
CHEBI ID192683
SCHEMBL ID21671246

Synonyms (7)

Synonym
emindole sb
emindole-sb
CHEBI:192683
CHEMBL1257246
C20527
bdbm50448074
SCHEMBL21671246
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
marine metaboliteAny metabolite produced during a metabolic reaction in marine macro- and microorganisms.
Aspergillus metaboliteAny fungal metabolite produced during a metabolic reaction in the mould, Aspergillus.
Penicillium metaboliteAny fungal metabolite produced during a metabolic reaction in Penicillium.
[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 (1)

ClassDescription
terpenoid indole alkaloidAn indole alkaloid which is biosynthesised from L-tryptophan and isoprenoid building blocks.
[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]

Pathways (1)

PathwayProteinsCompounds
paspaline biosynthesis417

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Cannabinoid receptor 1Homo sapiens (human)Ki7.05000.00010.50779.6000AID1070514
Cannabinoid receptor 2 Homo sapiens (human)Ki2.24000.00000.415610.0000AID1070513
N-arachidonyl glycine receptorHomo sapiens (human)IC50 (µMol)10.00005.99005.99005.9900AID1070512
G-protein coupled receptor 55Homo sapiens (human)IC50 (µMol)10.00000.64000.64000.6400AID1070509
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (50)

Processvia Protein(s)Taxonomy
positive regulation of acute inflammatory response to antigenic stimulusCannabinoid receptor 1Homo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerCannabinoid receptor 1Homo sapiens (human)
adenylate cyclase-modulating G protein-coupled receptor signaling pathwayCannabinoid receptor 1Homo sapiens (human)
spermatogenesisCannabinoid receptor 1Homo sapiens (human)
axonal fasciculationCannabinoid receptor 1Homo sapiens (human)
response to nutrientCannabinoid receptor 1Homo sapiens (human)
memoryCannabinoid receptor 1Homo sapiens (human)
positive regulation of neuron projection developmentCannabinoid receptor 1Homo sapiens (human)
negative regulation of serotonin secretionCannabinoid receptor 1Homo sapiens (human)
positive regulation of fever generationCannabinoid receptor 1Homo sapiens (human)
negative regulation of fatty acid beta-oxidationCannabinoid receptor 1Homo sapiens (human)
regulation of synaptic transmission, GABAergicCannabinoid receptor 1Homo sapiens (human)
response to lipopolysaccharideCannabinoid receptor 1Homo sapiens (human)
negative regulation of mast cell activationCannabinoid receptor 1Homo sapiens (human)
negative regulation of dopamine secretionCannabinoid receptor 1Homo sapiens (human)
response to nicotineCannabinoid receptor 1Homo sapiens (human)
cannabinoid signaling pathwayCannabinoid receptor 1Homo sapiens (human)
response to cocaineCannabinoid receptor 1Homo sapiens (human)
glucose homeostasisCannabinoid receptor 1Homo sapiens (human)
positive regulation of apoptotic processCannabinoid receptor 1Homo sapiens (human)
response to ethanolCannabinoid receptor 1Homo sapiens (human)
negative regulation of action potentialCannabinoid receptor 1Homo sapiens (human)
negative regulation of blood pressureCannabinoid receptor 1Homo sapiens (human)
positive regulation of blood pressureCannabinoid receptor 1Homo sapiens (human)
regulation of insulin secretionCannabinoid receptor 1Homo sapiens (human)
regulation of synaptic transmission, glutamatergicCannabinoid receptor 1Homo sapiens (human)
maternal process involved in female pregnancyCannabinoid receptor 1Homo sapiens (human)
regulation of feeding behaviorCannabinoid receptor 1Homo sapiens (human)
regulation of penile erectionCannabinoid receptor 1Homo sapiens (human)
retrograde trans-synaptic signaling by endocannabinoidCannabinoid receptor 1Homo sapiens (human)
regulation of presynaptic cytosolic calcium ion concentrationCannabinoid receptor 1Homo sapiens (human)
trans-synaptic signaling by endocannabinoid, modulating synaptic transmissionCannabinoid receptor 1Homo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayCannabinoid receptor 1Homo sapiens (human)
regulation of metabolic processCannabinoid receptor 1Homo sapiens (human)
response to amphetamineCannabinoid receptor 2 Homo sapiens (human)
inflammatory responseCannabinoid receptor 2 Homo sapiens (human)
immune responseCannabinoid receptor 2 Homo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerCannabinoid receptor 2 Homo sapiens (human)
leukocyte chemotaxisCannabinoid receptor 2 Homo sapiens (human)
negative regulation of synaptic transmission, GABAergicCannabinoid receptor 2 Homo sapiens (human)
response to lipopolysaccharideCannabinoid receptor 2 Homo sapiens (human)
negative regulation of mast cell activationCannabinoid receptor 2 Homo sapiens (human)
cannabinoid signaling pathwayCannabinoid receptor 2 Homo sapiens (human)
negative regulation of action potentialCannabinoid receptor 2 Homo sapiens (human)
regulation of metabolic processCannabinoid receptor 2 Homo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayCannabinoid receptor 2 Homo sapiens (human)
CD8-positive, alpha-beta intraepithelial T cell differentiationN-arachidonyl glycine receptorHomo sapiens (human)
CD8-positive, gamma-delta intraepithelial T cell differentiationN-arachidonyl glycine receptorHomo sapiens (human)
negative regulation of leukocyte chemotaxisN-arachidonyl glycine receptorHomo sapiens (human)
G protein-coupled receptor signaling pathwayN-arachidonyl glycine receptorHomo sapiens (human)
negative regulation of tumor necrosis factor productionN-arachidonyl glycine receptorHomo sapiens (human)
positive regulation of Rho protein signal transductionN-arachidonyl glycine receptorHomo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathwayN-arachidonyl glycine receptorHomo sapiens (human)
G protein-coupled receptor signaling pathwayG-protein coupled receptor 55Homo sapiens (human)
activation of phospholipase C activityG-protein coupled receptor 55Homo sapiens (human)
positive regulation of Rho protein signal transductionG-protein coupled receptor 55Homo sapiens (human)
cannabinoid signaling pathwayG-protein coupled receptor 55Homo sapiens (human)
bone resorptionG-protein coupled receptor 55Homo sapiens (human)
negative regulation of osteoclast differentiationG-protein coupled receptor 55Homo sapiens (human)
positive regulation of ERK1 and ERK2 cascadeG-protein coupled receptor 55Homo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathwayG-protein coupled receptor 55Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
cannabinoid receptor activityCannabinoid receptor 1Homo sapiens (human)
protein bindingCannabinoid receptor 1Homo sapiens (human)
identical protein bindingCannabinoid receptor 1Homo sapiens (human)
G protein-coupled receptor activityCannabinoid receptor 1Homo sapiens (human)
protein bindingCannabinoid receptor 2 Homo sapiens (human)
cannabinoid receptor activityCannabinoid receptor 2 Homo sapiens (human)
G protein-coupled receptor activityN-arachidonyl glycine receptorHomo sapiens (human)
G protein-coupled receptor activityG-protein coupled receptor 55Homo sapiens (human)
cannabinoid receptor activityG-protein coupled receptor 55Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (15)

Processvia Protein(s)Taxonomy
mitochondrial outer membraneCannabinoid receptor 1Homo sapiens (human)
plasma membraneCannabinoid receptor 1Homo sapiens (human)
actin cytoskeletonCannabinoid receptor 1Homo sapiens (human)
growth coneCannabinoid receptor 1Homo sapiens (human)
presynaptic membraneCannabinoid receptor 1Homo sapiens (human)
membrane raftCannabinoid receptor 1Homo sapiens (human)
glutamatergic synapseCannabinoid receptor 1Homo sapiens (human)
GABA-ergic synapseCannabinoid receptor 1Homo sapiens (human)
plasma membraneCannabinoid receptor 1Homo sapiens (human)
cytoplasmCannabinoid receptor 1Homo sapiens (human)
plasma membraneCannabinoid receptor 2 Homo sapiens (human)
dendriteCannabinoid receptor 2 Homo sapiens (human)
extrinsic component of cytoplasmic side of plasma membraneCannabinoid receptor 2 Homo sapiens (human)
perikaryonCannabinoid receptor 2 Homo sapiens (human)
endoplasmic reticulumCannabinoid receptor 2 Homo sapiens (human)
plasma membraneCannabinoid receptor 2 Homo sapiens (human)
cytoplasmCannabinoid receptor 2 Homo sapiens (human)
plasma membraneN-arachidonyl glycine receptorHomo sapiens (human)
membraneN-arachidonyl glycine receptorHomo sapiens (human)
cytoplasmic vesicle membraneN-arachidonyl glycine receptorHomo sapiens (human)
plasma membraneN-arachidonyl glycine receptorHomo sapiens (human)
plasma membraneG-protein coupled receptor 55Homo sapiens (human)
plasma membraneG-protein coupled receptor 55Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (27)

Assay IDTitleYearJournalArticle
AID1594681Cytotoxicity against human A2780 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay2019Journal of natural products, 06-28, Volume: 82, Issue:6
Indole Diterpenoids from an Endophytic Penicillium sp.
AID1055839Inhibition of Wnt/beta-catenin signaling pathway in human MDA-MB-231 cells assessed as decrease in expression of beta-catenin level at 19 uM after 48 hrs by DAPI staining-based confocal laser scanning microscopy2013European journal of medicinal chemistry, , Volume: 70Indole diterpene alkaloids as novel inhibitors of the Wnt/β-catenin pathway in breast cancer cells.
AID516676Inhibition of acetylcholinesterase at 100 ug/ml2010Bioorganic & medicinal chemistry letters, Oct-01, Volume: 20, Issue:19
Indoloditerpenes from an algicolous isolate of Aspergillus oryzae.
AID1700576Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viability by MTT assay
AID1122206Antimigratory activity in human MDA-MB-231 cells after 24 hrs by wound healing assay2013MedChemComm, Oct, Volume: 4, Issue:10
Bioguided discovery and pharmacophore modeling of the mycotoxic indole diterpene alkaloids penitrems as breast cancer proliferation, migration, and invasion inhibitors.
AID1070514Displacement of [3H]-CP55940 from human CB1 receptor expressed in CHO cells2014Journal of natural products, Mar-28, Volume: 77, Issue:3
Indoloditerpenes from a marine-derived fungal strain of Dichotomomyces cejpii with antagonistic activity at GPR18 and cannabinoid receptors.
AID1594680Cytotoxicity against mouse L5178Y cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay2019Journal of natural products, 06-28, Volume: 82, Issue:6
Indole Diterpenoids from an Endophytic Penicillium sp.
AID516677Antibacterial activity against Escherichia coli at 30 ug/ml by agar diffusion test2010Bioorganic & medicinal chemistry letters, Oct-01, Volume: 20, Issue:19
Indoloditerpenes from an algicolous isolate of Aspergillus oryzae.
AID762954Antiviral activity against Influenza A virus (A/Puerto Rico/8/34(H1N1)) PR/8 infected in MDCK cells assessed as protection against virus-induced cytopathogenicity after 48 hrs by crystal-violet staining-based assay2013Journal of natural products, Jul-26, Volume: 76, Issue:7
Indole-diterpenoids with anti-H1N1 activity from the aciduric fungus Penicillium camemberti OUCMDZ-1492.
AID1700577Antiviral activity against Zika virus Z16019 infected in human A549 cells assessed as reduction in viral titer preincubated for 1 hr followed by compound washout and subsequent compound addition without virus and measured after 48 hrs by plaque assay
AID1122204In vivo inhibition of BK channel in L1 stage Caenorhabditis elegans N2 assessed as increase in reversals at 1 uM2013MedChemComm, Oct, Volume: 4, Issue:10
Bioguided discovery and pharmacophore modeling of the mycotoxic indole diterpene alkaloids penitrems as breast cancer proliferation, migration, and invasion inhibitors.
AID1070512Antagonist activity at human GPR18 expressed in CHO cells assessed as inhibition of 10 uM THC-mediated beta-arrestin recruitment after 90 mins by beta-galactosidase reporter gene assay2014Journal of natural products, Mar-28, Volume: 77, Issue:3
Indoloditerpenes from a marine-derived fungal strain of Dichotomomyces cejpii with antagonistic activity at GPR18 and cannabinoid receptors.
AID1122207Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by MTT assay2013MedChemComm, Oct, Volume: 4, Issue:10
Bioguided discovery and pharmacophore modeling of the mycotoxic indole diterpene alkaloids penitrems as breast cancer proliferation, migration, and invasion inhibitors.
AID516675Toxicity in Artemia salina assessed as lethal rate at at 100 ug/mL2010Bioorganic & medicinal chemistry letters, Oct-01, Volume: 20, Issue:19
Indoloditerpenes from an algicolous isolate of Aspergillus oryzae.
AID1594683Cytotoxicity against HEK293 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay2019Journal of natural products, 06-28, Volume: 82, Issue:6
Indole Diterpenoids from an Endophytic Penicillium sp.
AID1122208Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay2013MedChemComm, Oct, Volume: 4, Issue:10
Bioguided discovery and pharmacophore modeling of the mycotoxic indole diterpene alkaloids penitrems as breast cancer proliferation, migration, and invasion inhibitors.
AID516925Antifungal activity against Colletotrichum lagenarium at 30 ug/ml by agar diffusion test2010Bioorganic & medicinal chemistry letters, Oct-01, Volume: 20, Issue:19
Indoloditerpenes from an algicolous isolate of Aspergillus oryzae.
AID1700578Cytotoxicity against human A549 cells assessed as reduction in cell viability by MTT assay
AID1055848Inhibition of wild type L4 larval stage of Caenorhabditis elegans N2 bristol BK channel assessed as induction of reversal locomotion at 1 uM after 42 hrs2013European journal of medicinal chemistry, , Volume: 70Indole diterpene alkaloids as novel inhibitors of the Wnt/β-catenin pathway in breast cancer cells.
AID1070510Antagonist activity at human GPR55 expressed in CHO cells assessed as inhibition of LPI-mediated beta-arrestin recruitment at 10 uM after 90 mins by beta-galactosidase reporter gene assay relative to control2014Journal of natural products, Mar-28, Volume: 77, Issue:3
Indoloditerpenes from a marine-derived fungal strain of Dichotomomyces cejpii with antagonistic activity at GPR18 and cannabinoid receptors.
AID1070513Displacement of [3H]-CP55940 from human CB2 receptor expressed in CHO cells2014Journal of natural products, Mar-28, Volume: 77, Issue:3
Indoloditerpenes from a marine-derived fungal strain of Dichotomomyces cejpii with antagonistic activity at GPR18 and cannabinoid receptors.
AID1594684Selectivity index, ratio of IC50 for HEK293 cells to IC50 for human A2780 cells2019Journal of natural products, 06-28, Volume: 82, Issue:6
Indole Diterpenoids from an Endophytic Penicillium sp.
AID516679Antifungal activity against Fusarium oxysporum at 30 ug/ml by agar diffusion test2010Bioorganic & medicinal chemistry letters, Oct-01, Volume: 20, Issue:19
Indoloditerpenes from an algicolous isolate of Aspergillus oryzae.
AID1070509Antagonist activity at human GPR55 expressed in CHO cells assessed as inhibition of LPI-mediated beta-arrestin recruitment after 90 mins by beta-galactosidase reporter gene assay2014Journal of natural products, Mar-28, Volume: 77, Issue:3
Indoloditerpenes from a marine-derived fungal strain of Dichotomomyces cejpii with antagonistic activity at GPR18 and cannabinoid receptors.
AID1594682Cytotoxicity against human J82 cells assessed as reduction in cell viability incubated for 72 hrs by high content analysis based fluorescent live/dead assay2019Journal of natural products, 06-28, Volume: 82, Issue:6
Indole Diterpenoids from an Endophytic Penicillium sp.
AID1122202Toxicity in L1 stage Caenorhabditis elegans N2 assessed as viability and reproduction at 50 uM2013MedChemComm, Oct, Volume: 4, Issue:10
Bioguided discovery and pharmacophore modeling of the mycotoxic indole diterpene alkaloids penitrems as breast cancer proliferation, migration, and invasion inhibitors.
AID1122203Toxicity in L1 stage Caenorhabditis elegans N2 assessed as viability and reproduction at 10 uM2013MedChemComm, Oct, Volume: 4, Issue:10
Bioguided discovery and pharmacophore modeling of the mycotoxic indole diterpene alkaloids penitrems as breast cancer proliferation, migration, and invasion inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's6 (85.71)24.3611
2020's1 (14.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]