Page last updated: 2024-08-01 02:02:26

illudalic acid

Description

illudalic acid: isolated from Clitocybe illudens; structure in first source [MeSH]

Cross-References

ID SourceID
PubMed CID3653077
CHEMBL ID506661
SCHEMBL ID24228643
MeSH IDM0526503

Synonyms (14)

Synonym
bdbm50262987
CHEMBL506661 ,
illudalic acid
3,6-dihydroxy-8,8-dimethyl-1-oxo-3,4,7,9-tetrahydrocyclopenta[h]isochromene-5-carbaldehyde
gtpl8770
18508-77-5
unii-hw3u676a69
3,6-dihydroxy-8,8-dimethyl-1-oxo-1,3,4,7,8,9-hexahydro-cyclopenta(h)isochromene-5-carbaldehyde
cyclopenta(h)-2-benzopyran-5-carboxaldehyde, 1,3,4,7,8,9-hexahydro-3,6-dihydroxy-8,8-dimethyl-1-oxo-
1,3,4,7,8,9-hexahydro-3,6-dihydroxy-8,8-dimethyl-1-oxocyclopenta(h)-2-benzopyran-5-carboxaldehyde
hw3u676a69 ,
illudalate
Q27078041
SCHEMBL24228643

Protein Targets (9)

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Receptor-type tyrosine-protein phosphatase CHomo sapiens (human)IC5010.0000AID1617803
Receptor-type tyrosine-protein phosphatase FHomo sapiens (human)IC501.7000AID1617804; AID342510
Receptor-type tyrosine-protein phosphatase FHomo sapiens (human)Ki130.0000AID1617795
Tyrosine-protein phosphatase non-receptor type 2Homo sapiens (human)IC50100.0000AID1617801
Receptor-type tyrosine-protein phosphatase epsilonHomo sapiens (human)IC50100.0000AID1617800
Receptor-type tyrosine-protein phosphatase muHomo sapiens (human)IC5016.0000AID1617802
Tyrosine-protein phosphatase non-receptor type 7Homo sapiens (human)IC50100.0000AID1617799
Dual specificity protein phosphatase 3Homo sapiens (human)IC50100.0000AID1617798
Tyrosine-protein phosphatase non-receptor type 11Homo sapiens (human)IC5029.0000AID1617814
Dual specificity protein phosphatase 22Homo sapiens (human)IC50100.0000AID1617797

Bioassays (27)

Assay IDTitleYearJournalArticle
AID1617801Inhibition of TCPTP (unknown origin) using DiFMUP as substrate incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID342510Inhibition of human recombinant LAR2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
ISSN: 1464-3391
Illudalic acid as a potential LAR inhibitor: synthesis, SAR, and preliminary studies on the mechanism of action.
AID1617806Inhibition of PTPep (unknown origin) using DiFMUP as substrate at 100 uM incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617796Covalent inhibition of LAR (unknown origin) using DiFMUP as substrate assessed as fast inactivation constant incubated for 15 to 120 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617794Inhibition of LAR (unknown origin) assessed as time required for half of the protein to be covalently modified using DiFMUP as substrate incubated for 15 to 120 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617808Inhibition of HePTP (unknown origin) using DiFMUP as substrate at 100 uM incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617809Inhibition of TCPTP (unknown origin) using DiFMUP as substrate at 100 uM incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617811Inhibition of SHP2 (unknown origin) using DiFMUP as substrate at 100 uM incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617810Inhibition of PTPmu (unknown origin) using DiFMUP as substrate at 100 uM incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617814Inhibition of SHP2 (unknown origin) using DiFMUP as substrate incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617795Non-covalent inhibition of LAR (unknown origin) using DiFMUP as substrate incubated for 15 to 120 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617815Time-dependent inhibition of LAR (unknown origin) using DiFMUP as substrate at 1 uM incubated for 15 to 120 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617804Inhibition of LAR (unknown origin) using DiFMUP as substrate incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617813Inhibition of LAR (unknown origin) using DiFMUP as substrate at 100 uM incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617798Inhibition of VHR (unknown origin) using DiFMUP as substrate incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617803Inhibition of CD45 (unknown origin) using DiFMUP as substrate incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617812Inhibition of CD45 (unknown origin) using DiFMUP as substrate at 100 uM incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617800Inhibition of PTPep (unknown origin) using DiFMUP as substrate incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617819Ratio of Kinact to Ki for LAR (unknown origin) using DiFMUP as substrate incubated for 15 to 120 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617807Inhibition of VHR (unknown origin) using DiFMUP as substrate at 100 uM incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617818Time-dependent inhibition of PTPmu (unknown origin) using DiFMUP as substrate at 10 uM incubated for 5 to 120 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617802Inhibition of PTPmu (unknown origin) using DiFMUP as substrate incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617799Inhibition of HePTP (unknown origin) using DiFMUP as substrate incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617805Inhibition of LMWPTP (unknown origin) using DiFMUP as substrate at 100 uM incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617817Time dependent inhibition of CD45 (unknown origin) using DiFMUP as substrate at 10 uM incubated for 5 to 120 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1617797Inhibition of LMWPTP (unknown origin) using DiFMUP as substrate incubated for 30 mins followed by substrate addition at pH 6.5 by standard phosphatase assay based fluorescence analysis2019Journal of natural products, 12-27, Volume: 82, Issue:12
ISSN: 1520-6025
AID1345593Human RTP Type F (Receptor tyrosine phosphatase (RTP) family)2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
ISSN: 1464-3391
Illudalic acid as a potential LAR inhibitor: synthesis, SAR, and preliminary studies on the mechanism of action.

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (16.67)29.6817
2010's2 (33.33)24.3611
2020's3 (50.00)2.80

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%
Other6 (100.00%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
histidineamino acid zwitterion;
histidine;
L-alpha-amino acid;
polar amino acid zwitterion;
proteinogenic amino acid
algal metabolite;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
Saccharomyces cerevisiae metabolite
202320231.0medium000001
cysteinecysteiniumfundamental metabolite202320231.0medium000001
warfarinbenzenes;
hydroxycoumarin;
methyl ketone
200820228.8high000202
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020

Bioavailability (1)

ArticleYear
Structure-activity studies of PTPRD phosphatase inhibitors identify a 7-cyclopentymethoxy illudalic acid analog candidate for development.
Biochemical pharmacology, , Volume: 195
2022