Compounds > 2-butynedioic acid
Page last updated: 2024-09-19

2-butynedioic acid

Description

2-butynedioic acid: RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

butynedioic acid : An acetylenic compound that is acetylene in which the hydrogens are replaced by carboxy groups. [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]

Cross-References

ID SourceID
PubMed CID371
CHEMBL ID1874364
CHEBI ID30781
SCHEMBL ID4200
MeSH IDM0081966

Synonyms (47)

Synonym
nsc 631597
nsc-631597
nsc-1903
butynedioic acid
nsc1903
CHEBI:30781 ,
nsc631597
but-2-ynedioic acid
inchi=1/c4h2o4/c5-3(6)1-2-4(7)8/h(h,5,6)(h,7,8
acetylenedicarboxylic acid
142-45-0
C03248
2-butynedioic acid
acetylenedicarboxylate
acetylenedicarboxylic acid, 95%
A0088
acetylenedicarboxylic acid (8ci)
BMSE000416
A807908
2d2oj4ko44 ,
unii-2d2oj4ko44
nsc 1903
einecs 205-536-0
STL163325
BBL011589
AKOS005716724
FT-0611641
BP-21137
acetylene dicarboxylic acid
hoocc=ccooh
SCHEMBL4200
DTXSID3059715
CHEMBL1874364
J-519538
mfcd00004362
2-butyne-1,4-dioic acid
F15439
acetylendicarboxylate
J-007655
acetylenedicarboxylicacid
F0001-0497
Q410634
STR04631
acetylene dicarboxylic
acetylendicarbonsa currencyure
CS-0020047
EN300-20004

Drug Classes (2)

ClassDescription
C4-dicarboxylic acidAny dicarboxylic acid that contains four carbon atoms.
acetylenic compoundAny organic molecule containing a C#C bond.
[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]

Bioassays (12)

Assay IDTitleYearJournalArticle
AID1432755Competitive inhibition of Sporosarcina pasteurii CCM 2056 urease assessed as reduction in ammonia production preincubated with enzyme followed by addition of varying levels of urea as substrate measured for 120 mins by Lineweaver-Burk plot analysis2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID1432757Inhibition of Proteus mirabilis 543 urease at pH 5.5 assessed as reduction in ammonia production using urea as substrate measured after 15 mins by NaOH-hypochlorite method2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID1432760Inhibition of Sporosarcina pasteurii CCM 2056 urease assessed as reduction in ammonia production by measuring steady state enzyme-inhibitor complex using urea as substrate measured for 120 mins by phenol-hypochlorite method2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID1432751Inhibition of Sporosarcina pasteurii CCM 2056 urease assessed as reduction in ammonia production using urea as substrate measured for 120 mins by phenol-hypochlorite method2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID1432759Inhibition of Sporosarcina pasteurii CCM 2056 urease assessed as reduction in ammonia production by measuring initial state enzyme-inhibitor complex using urea as substrate measured for 120 mins by phenol-hypochlorite method2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID1432763Glutathione reactivity in pH 7.4 PBS measured after 6 to 36 hrs in presence of 1.375 mmol GSH by DTNB reagent based spectrophotometric method2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID1432758Inhibition of Proteus mirabilis 543 urease at pH 5.5 assessed as reduction in ammonia production using urea as substrate preincubated for 120 mins followed by substrate addition measured after 15 mins by NaOH-hypochlorite method2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID1432764Inhibition of Carica papaya papain at 0.1 to 1 mM using BzArgOEt as substrate measured for 30 mins2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID1432754Time-dependent Sporosarcina pasteurii CCM 2056 urease assessed as reduction in ammonia production using urea as substrate by phenol-hypochlorite method2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID1432766Inhibition of Proteus mirabilis 543 urease at pH 5.5 assessed as reduction in ammonia production using urea as substrate followed by substrate addition by NaOH-hypochlorite method2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID1432752Cytotoxicity against mouse BALB/3T3 cells assessed as reduction in cell proliferation after 72 hrs by SRB assay2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID1432756Reversible inhibition of Sporosarcina pasteurii CCM 2056 urease assessed as reduction in ammonia production by measuring recovery of enzyme activity at 10 times IC50 preincubated for 60 mins followed by 100-fold dilution in to PBS containing urea as subst2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (18)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (22.22)18.7374
1990's0 (0.00)18.2507
2000's3 (16.67)29.6817
2010's8 (44.44)24.3611
2020's3 (16.67)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%
Reviews1 (5.56%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other17 (94.44%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
acetohydroxamic acid[no description available]medium10acetohydroxamic acids;
carbohydroximic acid		algal metabolite;
EC 3.5.1.5 (urease) inhibitor
propiolic acid[no description available]medium20acetylenic fatty acid;
alpha,beta-unsaturated monocarboxylic acid;
monounsaturated fatty acid;
short-chain fatty acid;
terminal acetylenic compound		xenobiotic metabolite
acetylenedicarboxylic acid dimethyl ester[no description available]medium10
cyclopentenone[no description available]medium10alicyclic ketone;
enone		Hsp70 inducer
2-cyclohexen-1-one[no description available]medium10cyclohexenone
2-butynoic acid[no description available]medium10
phenylpropiolic acid[no description available]medium10acetylenic compound;
alpha,beta-unsaturated monocarboxylic acid;
benzenes
ethyl 2-butynoate[no description available]medium10
ethylphenylpropiolate[no description available]medium10
aconitic acid[no description available]medium10aconitic acidfundamental metabolite
maleic acid[no description available]medium10butenedioic acidalgal metabolite;
mouse metabolite;
plant metabolite
e-z cinnamic acid[no description available]medium10cinnamic acidplant metabolite
fumaric acid[no description available]medium10butenedioic acidfood acidity regulator;
fundamental metabolite;
geroprotector
dimethyl fumarate[no description available]medium10diester;
enoate ester;
methyl ester		antipsoriatic;
immunomodulator
ethyl cinnamate[no description available]medium10alkyl cinnamate;
ethyl ester
diethyl fumarate[no description available]medium10diestermetabolite
3-(4-methylbenzoyl)acrylic acid[no description available]medium10carbonyl compound
dimethyl maleate[no description available]medium10diester;
maleate ester;
methyl ester
ethyl fumarate[no description available]medium10
hydrogen[no description available]medium10elemental hydrogen;
elemental molecule;
gas molecular entity		antioxidant;
electron donor;
food packaging gas;
fuel;
human metabolite
fumarates[no description available]medium10butenedioate;
C4-dicarboxylate		human metabolite;
metabolite;
Saccharomyces cerevisiae metabolite
phosphine[no description available]medium10mononuclear parent hydride;
phosphanes;
phosphine		carcinogenic agent;
fumigant insecticide
pyrroles[no description available]medium10pyrrole;
secondary amine
sulfamic acid[no description available]medium10sulfamic acids
palladium[no description available]medium10metal allergen;
nickel group element atom;
platinum group metal atom
triazoles[no description available]medium101,2,3-triazole
azides[no description available]medium10pseudohalide anionmitochondrial respiratory-chain inhibitor
cinnamoyl chloride[no description available]medium10
benzoyl chloride[no description available]medium10acyl chloride;
benzenes		carcinogenic agent
cyanides[no description available]medium50pseudohalide anionEC 1.9.3.1 (cytochrome c oxidase) inhibitor
2-vinylfuran[no description available]medium10
4-butyrolactone[no description available]medium10butan-4-olidemetabolite;
neurotoxin
butenolide[no description available]medium10butenolide
lactic acid[no description available]medium102-hydroxy monocarboxylic acidalgal metabolite;
Daphnia magna metabolite
acetic acid[no description available]medium10monocarboxylic acidantimicrobial food preservative;
Daphnia magna metabolite;
food acidity regulator;
protic solvent
acetaldehyde[no description available]medium10aldehydecarcinogenic agent;
EC 3.5.1.4 (amidase) inhibitor;
electron acceptor;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
mutagen;
oxidising agent;
Saccharomyces cerevisiae metabolite;
teratogenic agent
pyruvic acid[no description available]medium202-oxo monocarboxylic acidcofactor;
fundamental metabolite
acetylene[no description available]medium40alkyne;
gas molecular entity;
terminal acetylenic compound
meldrum's acid[no description available]medium10
nad[no description available]medium10organophosphate oxoanioncofactor;
human metabolite;
hydrogen acceptor;
Saccharomyces cerevisiae metabolite
urea[no description available]medium10isourea;
monocarboxylic acid amide;
one-carbon compound		Daphnia magna metabolite;
Escherichia coli metabolite;
fertilizer;
flour treatment agent;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
uracil[no description available]medium10pyrimidine nucleobase;
pyrimidone		allergen;
Daphnia magna metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
prodrug;
Saccharomyces cerevisiae metabolite
ureidosuccinic acid[no description available]low00aspartic acid derivative;
C4-dicarboxylic acid;
N-carbamoyl-amino acid		Escherichia coli metabolite;
human metabolite;
Saccharomyces cerevisiae metabolite
methylmalonic acid[no description available]low00C4-dicarboxylic acidhuman metabolite
malic acid[no description available]low002-hydroxydicarboxylic acid;
C4-dicarboxylic acid		food acidity regulator;
fundamental metabolite
iminoaspartic acid[no description available]low00aspartic acid derivative;
C4-dicarboxylic acid;
ketimine		Escherichia coli metabolite
oxaloacetic acid[no description available]low00C4-dicarboxylic acid;
oxo dicarboxylic acid		geroprotector;
metabolite
succinic acid[no description available]low00alpha,omega-dicarboxylic acid;
C4-dicarboxylic acid		anti-ulcer drug;
fundamental metabolite;
micronutrient;
nutraceutical;
radiation protective agent
3-hydroxyaspartic acid[no description available]low00amino dicarboxylic acid;
aspartic acid derivative;
C4-dicarboxylic acid;
hydroxy-amino acid
2-thiomalic acid[no description available]low00C4-dicarboxylic acid
dihydroxyfumarate[no description available]low002-hydroxydicarboxylic acid;
C4-dicarboxylic acid
aa 861[no description available]low001,4-benzoquinones;
acetylenic compound;
primary alcohol		EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor;
ferroptosis inhibitor
oxybutynin[no description available]low00acetylenic compound;
carboxylic ester;
racemate;
tertiary alcohol;
tertiary amino compound		antispasmodic drug;
calcium channel blocker;
local anaesthetic;
muscarinic antagonist;
muscle relaxant;
parasympatholytic
tazarotene[no description available]low00acetylenic compound;
ethyl ester;
pyridines;
retinoid;
thiochromane		keratolytic drug;
prodrug;
teratogenic agent
barban[no description available]low00acetylenic compound;
carbamate ester;
monochlorobenzenes		herbicide
methohexital[no description available]low00acetylenic compound;
barbiturates		drug allergen;
intravenous anaesthetic
mifepristone[no description available]low003-oxo-Delta(4) steroid;
acetylenic compound;
tertiary amino compound		abortifacient;
contraceptive drug;
hormone antagonist;
synthetic oral contraceptive
3-iodo-2-propynylbutylcarbamate[no description available]low00acetylenic compound;
carbamate ester;
carbamate fungicide;
organoiodine compound		antifungal agrochemical;
environmental contaminant;
xenobiotic
efavirenz[no description available]low00acetylenic compound;
benzoxazine;
cyclopropanes;
organochlorine compound;
organofluorine compound		antiviral drug;
HIV-1 reverse transcriptase inhibitor
mepanipyrim[no description available]low00acetylenic compound;
aminopyrimidine;
anilinopyrimidine fungicide;
secondary amino compound		antifungal agrochemical;
aryl hydrocarbon receptor agonist;
hepatotoxic agent
panaxydol[no description available]low00acetylenic compound;
epoxide;
olefinic compound
8-(2-chloro-3,4,5-trimethoxybenzyl)-2-fluoro-9-pent-4-yn-1-yl-9H-purin-6-amine[no description available]low006-aminopurines;
acetylenic compound;
methoxybenzenes;
monochlorobenzenes;
organofluorine compound		antineoplastic agent;
Hsp90 inhibitor
terbinafine[no description available]low00acetylenic compound;
allylamine antifungal drug;
enyne;
naphthalenes;
tertiary amine		EC 1.14.13.132 (squalene monooxygenase) inhibitor;
P450 inhibitor;
sterol biosynthesis inhibitor
S-[5-(trifluoromethyl)-4H-1,2,4-triazol-3-yl] 5-(phenylethynyl)furan-2-carbothioate[no description available]low00acetylenic compound;
furans;
organofluorine compound;
thioester;
triazoles
6-methyl-2-(phenylethynyl)pyridine[no description available]low00acetylenic compound;
methylpyridines		anxiolytic drug;
metabotropic glutamate receptor antagonist
bms 204493[no description available]low00acetylenic compound;
benzoic acids;
dihydronaphthalenes;
stilbenoid		retinoic acid receptor antagonist
chir 090[no description available]low00acetylenic compound;
benzamides;
hydroxamic acid;
L-threonine derivative;
morpholines		antimicrobial agent;
EC 3.5.1.108 (UDP-3-O-acyl-N-acetylglucosamine deacetylase) inhibitor;
lipopolysaccharide biosynthesis inhibitor
gsk690693[no description available]low001,2,5-oxadiazole;
acetylenic compound;
aromatic amine;
aromatic ether;
imidazopyridine;
piperidines;
primary amino compound;
tertiary alcohol		antineoplastic agent;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor
ponatinib[no description available]low00(trifluoromethyl)benzenes;
acetylenic compound;
benzamides;
imidazopyridazine;
N-methylpiperazine		antineoplastic agent;
tyrosine kinase inhibitor
ConditionIndicatedRelationship StrengthStudiesTrials