Page last updated: 2024-07-31 15:41:12

l 783281

Description

L 783281: structure in first source [MeSH]

Cross-References

ID SourceID
PubMed CID3013166
SCHEMBL ID304445
MeSH IDM0304948

Synonyms (33)

Synonym
HMS3268I16
dmaq-b1
2-[2-(1,1-dimethylallyl)-1h-indol-3-yl]-3,6-dihydroxy-5-[7-(3-methylbut-2-enyl)-1h-indol-3-yl]-1,4-benzoquinone
2,5-cyclohexadiene-1,4-dione, 2-[2-(1,1-dimethyl-2-propenyl)-1h-indol-3-yl]-3,6-dihydroxy-5-[7-(3-methyl-2-butenyl)-1h-indol-3-yl]-
NCGC00025307-01
tocris-1819
l-783,281
daq b1
demethylasterriquinone b1
l 783281
2,5-dihydroxy-3-[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]-6-[7-(3-methylbut-2-enyl)-1h-indol-3-yl]cyclohexa-2,5-diene-1,4-dione
l783281
78860-34-1
l-783281
SCHEMBL304445
2-[2-(1,1-dimethyl-2-propenyl)-1h-indol-3-yl]-3,6-dihydroxy-5-[7-(3-methyl-2-butenyl)-1h-indol-3-yl]-2,5-cyclohexadiene-1,4-dione
AKOS024456800
SR-01000597541-1
sr-01000597541
XMGNJVXBPZAETK-UHFFFAOYSA-N
2,5-dihydroxy-3-(7-(3-methylbut-2-en-1-yl)-1h-indol-3-yl)-6-(2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl)cyclohexa-2,5-diene-1,4-dione
demethylasterriquinone b 1; dimethylasterriquinone
EX-A4908
unii-f6582h6jqw
AMY42295
NCGC00025307-02
2566744-46-3
2,5-cyclohexadiene-1,4-dione, 2-(2-(1,1-dimethyl-2-propenyl)-1h-indol-3-yl)-3,6-dihydroxy-5-(7-(3-methyl-2-butenyl)-1h-indol-3-yl)-
F6582H6JQW ,
dimethylasterriquinone
2,5-cyclohexadiene-1,4-dione, 2-(2-(1,1-dimethyl-2-propen-1-yl)-1h-indol-3-yl)-3,6-dihydroxy-5-(7-(3-methyl-2-buten-1-yl)-1h-indol-3-yl)-
CS-0028912
HY-107586

Protein Targets (50)

Potency Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Chain A, PAPAINCarica papaya (papaya)Potency4.4668AID2161
Chain A, MAJOR APURINIC/APYRIMIDINIC ENDONUCLEASEHomo sapiens (human)Potency19.9526AID2517
Chain A, TYROSYL-DNA PHOSPHODIESTERASEHomo sapiens (human)Potency4.4668AID485290
Chain A, HADH2 proteinHomo sapiens (human)Potency7.9433AID893
Chain B, HADH2 proteinHomo sapiens (human)Potency7.9433AID893
Chain A, 2-oxoglutarate OxygenaseHomo sapiens (human)Potency25.1189AID2147
Chain A, ATP-DEPENDENT DNA HELICASE Q1Homo sapiens (human)Potency10.0000AID2549
Chain A, CruzipainTrypanosoma cruziPotency24.1969AID1476; AID1478; AID2158
15-lipoxygenase, partialHomo sapiens (human)Potency12.5893AID887
USP1 protein, partialHomo sapiens (human)Potency69.8578AID504865; AID540327
TDP1 proteinHomo sapiens (human)Potency13.3359AID686978; AID686979
Microtubule-associated protein tauHomo sapiens (human)Potency26.9680AID1460; AID1468
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency35.4813AID1030
Bloom syndrome protein isoform 1Homo sapiens (human)Potency6.3096AID2528
cytochrome P450 2D6 isoform 1Homo sapiens (human)Potency0.0063AID891
cellular tumor antigen p53 isoform aHomo sapiens (human)Potency25.1189AID924
polyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)Potency28.1838AID1452
cytochrome P450 2C19 precursorHomo sapiens (human)Potency1.2589AID899
cytochrome P450 2C9 precursorHomo sapiens (human)Potency7.9433AID883
15-hydroxyprostaglandin dehydrogenase [NAD(+)] isoform 1Homo sapiens (human)Potency25.1189AID894
vitamin D3 receptor isoform VDRAHomo sapiens (human)Potency17.7828AID504847
mitogen-activated protein kinase 1Homo sapiens (human)Potency31.6228AID995
nuclear receptor ROR-gamma isoform 1Mus musculus (house mouse)Potency15.8489AID2546
DNA polymerase kappa isoform 1Homo sapiens (human)Potency1.4125AID588579
cytochrome P450 3A4 isoform 1Homo sapiens (human)Potency25.1189AID884; AID885
histone acetyltransferase KAT2A isoform 1Homo sapiens (human)Potency15.8489AID504327
lethal factor (plasmid)Bacillus anthracis str. A2012Potency25.1189AID912
Gamma-aminobutyric acid receptor subunit piRattus norvegicus (Norway rat)Potency25.1189AID885
Polyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)Potency39.8107AID881
Integrin beta-3Homo sapiens (human)Potency25.1189AID924
Integrin alpha-IIbHomo sapiens (human)Potency25.1189AID924
Gamma-aminobutyric acid receptor subunit beta-1Rattus norvegicus (Norway rat)Potency25.1189AID885
Gamma-aminobutyric acid receptor subunit deltaRattus norvegicus (Norway rat)Potency25.1189AID885
Gamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)Potency25.1189AID885
Gamma-aminobutyric acid receptor subunit alpha-5Rattus norvegicus (Norway rat)Potency25.1189AID885
Gamma-aminobutyric acid receptor subunit alpha-3Rattus norvegicus (Norway rat)Potency25.1189AID885
Gamma-aminobutyric acid receptor subunit gamma-1Rattus norvegicus (Norway rat)Potency25.1189AID885
Gamma-aminobutyric acid receptor subunit alpha-2Rattus norvegicus (Norway rat)Potency25.1189AID885
Gamma-aminobutyric acid receptor subunit alpha-4Rattus norvegicus (Norway rat)Potency25.1189AID885
Gamma-aminobutyric acid receptor subunit gamma-3Rattus norvegicus (Norway rat)Potency25.1189AID885
Gamma-aminobutyric acid receptor subunit alpha-6Rattus norvegicus (Norway rat)Potency25.1189AID885
Histamine H2 receptorCavia porcellus (domestic guinea pig)Potency20.6903AID881; AID883
Gamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)Potency25.1189AID885
Gamma-aminobutyric acid receptor subunit beta-3Rattus norvegicus (Norway rat)Potency25.1189AID885
Gamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)Potency25.1189AID885
GABA theta subunitRattus norvegicus (Norway rat)Potency25.1189AID885
Gamma-aminobutyric acid receptor subunit epsilonRattus norvegicus (Norway rat)Potency25.1189AID885

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Glyceraldehyde-3-phosphate dehydrogenaseOryctolagus cuniculus (rabbit)IC5015.0000AID292160

Activation Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Glyceraldehyde-3-phosphate dehydrogenaseHomo sapiens (human)Kd7.2000AID292161
Insulin receptorHomo sapiens (human)EC505.0000AID91685

Bioassays (21)

Assay IDTitleYearJournalArticle
AID1347163384 well plate NINDS AMC confirmatory qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
ISSN: 1521-0111
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347164384 well plate NINDS Rhodamine confirmatory qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
ISSN: 1521-0111
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347167Vero cells viability qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1508630Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
ISSN: 2211-1247
A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1347149Furin counterscreen qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347152Confirmatory screen NINDS AMC qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347154Primary screen GU AMC qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347169Tertiary RLuc qRT-PCR qHTS assay for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347168HepG2 cells viability qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347161Confirmatory screen NINDS Rhodamine qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347153Confirmatory screen GU AMC qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID93465Percent insulin like growth factor receptor(IGFIR) activity at 30 uM2000Journal of medicinal chemistry, Sep-21, Volume: 43, Issue:19
ISSN: 0022-2623
Discovery of a potent, highly selective, and orally efficacious small-molecule activator of the insulin receptor.
AID155188Percent platelet derived growth factor receptor (PDGFR) activity at 30 uM2000Journal of medicinal chemistry, Sep-21, Volume: 43, Issue:19
ISSN: 0022-2623
Discovery of a potent, highly selective, and orally efficacious small-molecule activator of the insulin receptor.
AID67287Percent epidermal growth factor receptor (EGFR) activity at 30 uM2000Journal of medicinal chemistry, Sep-21, Volume: 43, Issue:19
ISSN: 0022-2623
Discovery of a potent, highly selective, and orally efficacious small-molecule activator of the insulin receptor.
AID93071Percent activation of insulin receptor in CHO cells by 10 uM of compound2000Bioorganic & medicinal chemistry letters, Jun-05, Volume: 10, Issue:11
ISSN: 0960-894X
The basal SAR of a novel insulin receptor activator.
AID93074Ability to activate the insulin receptor compared to that of lead structure 1 expressed as X/12000Bioorganic & medicinal chemistry letters, Jun-05, Volume: 10, Issue:11
ISSN: 0960-894X
The basal SAR of a novel insulin receptor activator.
AID292161Binding affinity to GAPDH in human erythrocytes2007Journal of medicinal chemistry, Jul-26, Volume: 50, Issue:15
ISSN: 0022-2623
Glyceraldehyde 3-phosphate dehydrogenase is a cellular target of the insulin mimic demethylasterriquinone B1.
AID292160Binding affinity to GAPDH in rabbit muscle2007Journal of medicinal chemistry, Jul-26, Volume: 50, Issue:15
ISSN: 0022-2623
Glyceraldehyde 3-phosphate dehydrogenase is a cellular target of the insulin mimic demethylasterriquinone B1.
AID91685Activation of human insulin receptor tyrosine kinase (IRTK)2000Journal of medicinal chemistry, Sep-21, Volume: 43, Issue:19
ISSN: 0022-2623
Discovery of a potent, highly selective, and orally efficacious small-molecule activator of the insulin receptor.

Research

Studies (30)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (10.00)18.2507
2000's21 (70.00)29.6817
2010's3 (10.00)24.3611
2020's3 (10.00)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews4 (12.90%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other27 (87.10%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
2,5-dichlorohydroquinonedichlorohydroquinonebacterial xenobiotic metabolite2002200222.0medium000100
nitratesmonovalent inorganic anion;
nitrogen oxoanion;
reactive nitrogen species
2007200717.0low000100
nitritesmonovalent inorganic anion;
nitrogen oxoanion;
reactive nitrogen species
human metabolite2007200717.0low000100
dibutyl phthalatediester;
phthalate ester
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
environmental contaminant;
metabolite;
plasticiser;
teratogenic agent
201820186.0low000010
allylaminealkylamine2011201113.0low000010
pyrrolespyrrole;
secondary amine
2007200717.0low000100
brominediatomic bromine2002200222.0low000100
phenyl acetatebenzenes;
phenyl acetates
2005200519.0low000100
atorvastatinaromatic amide;
dihydroxy monocarboxylic acid;
monofluorobenzenes;
pyrroles;
statin (synthetic)
environmental contaminant;
xenobiotic
2007200717.0low000100
nsc 289487asterriquinones;
dihydroxy-1,4-benzoquinones
2001200222.5high000200
thapsigarginbutyrate ester;
organic heterotricyclic compound;
sesquiterpene lactone
calcium channel blocker;
EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor
2002200222.0low000100
2-(2-(4-phenoxy-2-propylphenoxy)ethyl)indole-5-acetic acid2005200519.0medium000100
glucagon-like peptide 12011201113.0low000010
exenatide2011201113.0low000010
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Allergic Encephalomyelitis0202020204.0low000010
Alloxan Diabetes01999200124.0low002100
Autoimmune Diabetes01999199925.0low001000
Blood Pressure, High02007200717.0low000100
Body Weight02005201812.5low000110
Cardiometabolic Syndrome02005200519.0low000100
Compensatory Hyperinsulinemia02005200519.0low000100
Congenital Zika Syndrome0202020204.0low000010
Diabetes Mellitus02001200123.0low000300
Diabetes Mellitus, Adult-Onset01999201819.7medium003220
Diabetes Mellitus, Type 101999199925.0low001000
Diabetes Mellitus, Type 201999201819.7medium003220
Disease Models, Animal02001202013.5low000110
HIV Coinfection02004200420.0low000100
HIV Infections02004200420.0low000100
Hyperglycemia01999201120.7low002010
Hyperglycemia, Postprandial01999201120.7low002010
Hyperinsulinism02005200519.0low000100
Hypertension02007200717.0low000100
Insulin Resistance02001201816.6low000320
Insulin Sensitivity02001201816.6low000320
Metabolic Syndrome02005200519.0low000100
Muscle Relaxation02007200717.0low000100
Nerve Degeneration02001200123.0low000100
Obesity02005201116.0low000110
Zika Virus Infection0202020204.0low000010

Bioavailability (2)

ArticleYear
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology, , Volume: 96, Issue:5
2019
The non-peptidyl fungal metabolite L-783,281 activates TRK neurotrophin receptors.
Journal of neurochemistry, , Volume: 78, Issue:5
2001

Dosage (1)

ArticleYear
Dibutyl phthalate exposure aggravates type 2 diabetes by disrupting the insulin-mediated PI3K/AKT signaling pathway.
Toxicology letters, , Jun-15, Volume: 290
2018