Page last updated: 2024-11-12

3-methylbutanoic acid [(2R,3S,6S,7R)-3-[[(3-formamido-2-hydroxyphenyl)-oxomethyl]amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] ester

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

Cross-References

ID SourceID
PubMed CID16218979
CHEMBL ID3780878
CHEBI ID94396
SCHEMBL ID20138579

Synonyms (14)

Synonym
antimycin a from streptomyces sp.
[(2r,6s,7r,8r)-3-[(3-formamido-2-hydroxybenzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate
BRD-A52886023-001-01-7
BP-30214
CHEMBL3780878
CHEBI:94396
J-007318
NCGC00485222-01
Q27166246
3-methylbutanoic acid [(2r,3s,6s,7r)-3-[[(3-formamido-2-hydroxyphenyl)-oxomethyl]amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] ester
SCHEMBL20138579
[(2r,3s,6s,7r)-3-[(3-formamido-2-hydroxybenzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate
bdbm192008
PD162871

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019
)
0.51
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
N-acyl-amino acidA carboxamide resulting from the formal condensation of a carboxylic acid with the amino group of an amino acid.
[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 (3)

PathwayProteinsCompounds
aerobic respiration I (cytochrome c)5015
nitrilotriacetate degradation222
trans-4-hydroxy-L-proline degradation II643

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Cytochrome bHomo sapiens (human)IC50 (µMol)0.00600.00502.75488.0920AID1801889
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (15)

Processvia Protein(s)Taxonomy
response to hypoxiaCytochrome bHomo sapiens (human)
mitochondrial electron transport, ubiquinol to cytochrome cCytochrome bHomo sapiens (human)
response to xenobiotic stimulusCytochrome bHomo sapiens (human)
response to toxic substanceCytochrome bHomo sapiens (human)
electron transport coupled proton transportCytochrome bHomo sapiens (human)
animal organ regenerationCytochrome bHomo sapiens (human)
response to cobalaminCytochrome bHomo sapiens (human)
response to glucagonCytochrome bHomo sapiens (human)
cellular respirationCytochrome bHomo sapiens (human)
response to ethanolCytochrome bHomo sapiens (human)
response to cadmium ionCytochrome bHomo sapiens (human)
response to copper ionCytochrome bHomo sapiens (human)
response to mercury ionCytochrome bHomo sapiens (human)
response to calcium ionCytochrome bHomo sapiens (human)
response to hyperoxiaCytochrome bHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (3)

Processvia Protein(s)Taxonomy
ubiquinol-cytochrome-c reductase activityCytochrome bHomo sapiens (human)
protein-containing complex bindingCytochrome bHomo sapiens (human)
metal ion bindingCytochrome bHomo sapiens (human)
ubiquinol-cytochrome-c reductase activityCytochrome bHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
mitochondrionCytochrome bHomo sapiens (human)
mitochondrial inner membraneCytochrome bHomo sapiens (human)
mitochondrial respiratory chain complex IIICytochrome bHomo sapiens (human)
membraneCytochrome bHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (12)

Assay IDTitleYearJournalArticle
AID1528311Inhibition of mitochondrial oxidative phosphorylation in human DLD1 cells assessed as reduction in oxygen consumption rate by seahorse XFe96 analyser based assay2019Journal of medicinal chemistry, 12-26, Volume: 62, Issue:24
An Underlying Mechanism of Dual Wnt Inhibition and AMPK Activation: Mitochondrial Uncouplers Masquerading as Wnt Inhibitors.
AID1286336Increase in mitochondrial oxygen consumption in human HT-29 cells measured for 20 to 60 mins by time-resolved fluorescence assay2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Amorfrutin C Induces Apoptosis and Inhibits Proliferation in Colon Cancer Cells through Targeting Mitochondria.
AID1286340Increase in extracellular acidification rate in human HT-29 cells measured for 20 to 150 mins by time-resolved fluorescence assay relative to control2016Journal of natural products, Jan-22, Volume: 79, Issue:1
Amorfrutin C Induces Apoptosis and Inhibits Proliferation in Colon Cancer Cells through Targeting Mitochondria.
AID1609720Inhibition of ubiquinol cytochrome c reductase in Leishmania donovani promastigotes mitochondria at 2 uM using decylubiquinol as substrate in presence of cytochrome c relative to control2019European journal of medicinal chemistry, Nov-15, Volume: 182β-Amino acid derivatives as mitochondrial complex III inhibitors of L. donovani: A promising chemotype targeting visceral leishmaniasis.
AID1528308Activation of AMPK (unknown origin) assessed as increase in AMPK phosphorylation at T172 residue by Western blot analysis2019Journal of medicinal chemistry, 12-26, Volume: 62, Issue:24
An Underlying Mechanism of Dual Wnt Inhibition and AMPK Activation: Mitochondrial Uncouplers Masquerading as Wnt Inhibitors.
AID1528309Activation of AMPK (unknown origin) assessed as reduction in ACC phosphorylation at S79 residue by Western blot analysis2019Journal of medicinal chemistry, 12-26, Volume: 62, Issue:24
An Underlying Mechanism of Dual Wnt Inhibition and AMPK Activation: Mitochondrial Uncouplers Masquerading as Wnt Inhibitors.
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1347159Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347160Primary 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
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
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1801889Cytochrome b Enzyme Assay from Article 10.1016/j.chembiol.2016.06.016: \\A Fungal-Selective Cytochrome bc1 Inhibitor Impairs Virulence and Prevents the Evolution of Drug Resistance.\\2016Cell chemical biology, 08-18, Volume: 23, Issue:8
A Fungal-Selective Cytochrome bc
[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's5 (71.43)24.3611
2020's2 (28.57)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.43

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.43 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.43)

All Compounds (24.57)

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]