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dehydrobutyrine

Description

(Z)-2-aminobutenoic acid : A 2,3-dehydroamino acid resulting from the formal elimination of water from the side-chain of threonine. [CHeBI]

Cross-References

ID SourceID
PubMed CID6449989
SCHEMBL ID360722
CHEBI ID18820
CHEBI ID48305
CHEBI ID48306
MeSH IDM0234671

Synonyms (37)

Synonym
2-butenoic acid, 2-amino-
dhb amino acid
20748-08-7
dehydrobutyrine
anhydrothreonine
(z)-dehydrobutyrine
2-ammoniobut-2-enoate
DB03720
(z)2,3-didehydrobutyrine
(2z)-2-aminobut-2-enoic acid
alpha,beta-dehydroaminobutyric acid
(z)-2-aminobutenoic acid
71018-10-5
CHEBI:18820
2-aminobut-2-enoic acid
CHEBI:48305
CHEBI:48306
2-aminobut-2-enoic acid zwitterion
2-azaniumylbut-2-enoate
C17234
(z)-2-aminobut-2-enoic acid
a,b-dhaba
2-butenoic acid, 2-amino-, (z)-
66ql1s96rm ,
unii-66ql1s96rm
z-dehydrobutyrine
SCHEMBL360722
cis-2-amino-2-butenoic acid
2-butenoic acid, 2-amino-, (2z)-
(2z)-dehydrobutyrine
dehydrobutyrine, (2z)-
aminocrotonic acid
Q27094626
Q27104608
STARBLD0014382
(2z)-2-amino-2-butenoic acid
DTXSID401309522

Drug Classes (3)

ClassDescription
threonine derivativeAn amino acid derivative resulting from reaction of threonine at the amino group or the carboxy group, or from the replacement of any hydrogen of threonine by a heteroatom. The definition normally excludes peptides containing threonine residues.
2,3-dehydroamino acidA dehydroamino acid whose side-chain contains a double bond at the 2-3 position.
enamineAn amine RNR'R'' where R has a double bond adjacent to the amine nitrogen.

Research

Studies (24)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (8.33)18.2507
2000's7 (29.17)29.6817
2010's10 (41.67)24.3611
2020's5 (20.83)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%
Other24 (100.00%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
delanzomibC-terminal boronic acid peptide;
phenylpyridine;
secondary alcohol;
threonine derivative
antineoplastic agent;
apoptosis inducer;
proteasome inhibitor
00low000000
dehydroalanine2,3-dehydroamino acid;
alpha,beta-unsaturated monocarboxylic acid;
amino acid zwitterion;
enamine;
non-proteinogenic alpha-amino acid
alkylating agent;
human metabolite;
mouse metabolite
00low000000
diaziquone1,4-benzoquinones;
aziridines;
carbamate ester;
enamine
alkylating agent;
antineoplastic agent
00low000000
nsc 2240701,4-benzoquinones;
aziridines;
enamine;
primary alcohol;
secondary amino compound
alkylating agent;
antineoplastic agent
00low000000
2-amino-4-(3-cyclohexen-1-yl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydrochromene-3-carbonitrilealiphatic nitrile;
chromenes;
cyclic ketone;
enamine;
enone
00low000000
Methyl 2-cyano-3-(dimethylamino)acrylateenamine;
enone
00low000000
u 0126aryl sulfide;
dinitrile;
enamine;
substituted aniline
antineoplastic agent;
antioxidant;
apoptosis inducer;
EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor;
osteogenesis regulator;
vasoconstrictor agent
00low000000
neticonazolearomatic ether;
benzenes;
conazole antifungal drug;
enamine;
imidazole antifungal drug;
imidazoles;
methyl sulfide
antifungal drug;
EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor
00low000000
flupyradifuronebutenolide;
enamine;
monochloropyridine;
organofluorine insecticide;
tertiary amino compound
insecticide;
nicotinic acetylcholine receptor agonist
00low000000
SL-327(trifluoromethyl)benzenes;
enamine;
nitrile;
organic sulfide;
primary amino compound;
substituted aniline
EC 2.7.12.2 (mitogen-activated protein kinase kinase) inhibitor;
neuroprotective agent
00low000000
bacillaeneenamine;
monocarboxylic acid amide;
polyene antibiotic;
polyketide;
secondary alcohol
antibacterial agent;
antimicrobial agent;
bacterial metabolite
00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
hydrogenelemental hydrogen;
elemental molecule;
gas molecular entity
antioxidant;
electron donor;
food packaging gas;
fuel;
human metabolite
2014201410.0low000010
alaninealanine zwitterion;
alanine;
L-alpha-amino acid;
proteinogenic amino acid;
pyruvate family amino acid
EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor;
fundamental metabolite
1994202110.8high0014102
serineL-alpha-amino acid;
proteinogenic amino acid;
serine family amino acid;
serine zwitterion;
serine
algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
2007201811.0low000120
lysineaspartate family amino acid;
L-alpha-amino acid zwitterion;
L-alpha-amino acid;
lysine;
organic molecular entity;
proteinogenic amino acid
algal metabolite;
anticonvulsant;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
2011201113.0low000010
valineL-alpha-amino acid zwitterion;
L-alpha-amino acid;
proteinogenic amino acid;
pyruvate family amino acid;
valine
algal metabolite;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
Saccharomyces cerevisiae metabolite
2010201014.0low000100
threonineamino acid zwitterion;
aspartate family amino acid;
L-alpha-amino acid;
proteinogenic amino acid;
threonine
algal metabolite;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
2007201810.0low000130
oxazoles1,3-oxazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
2014201410.0low000010
iridiumcobalt group element atom;
platinum group metal atom
201820186.0low000010
rutheniumiron group element atom;
platinum group metal atom
201820186.0low000010
phosphinemononuclear parent hydride;
phosphanes;
phosphine
carcinogenic agent;
fumigant insecticide
202020204.0low000010
glutathione disulfideglutathione derivative;
organic disulfide
Escherichia coli metabolite;
mouse metabolite
2014201410.0low000010
lanthioninealanine derivative;
non-proteinogenic alpha-amino acid;
organic sulfide
bacterial metabolite2008202111.3low000201
dehydroalanine2,3-dehydroamino acid;
alpha,beta-unsaturated monocarboxylic acid;
amino acid zwitterion;
enamine;
non-proteinogenic alpha-amino acid
alkylating agent;
human metabolite;
mouse metabolite
1994202110.5high0013102
beta-methyllanthionine2009200915.0low000100
cyanoginosin lrmicrocystinbacterial metabolite;
EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor;
environmental contaminant;
xenobiotic
2005200519.0low000100
phosphothreonineL-threonine derivative;
non-proteinogenic L-alpha-amino acid;
O-phosphoamino acid
Escherichia coli metabolite202020204.0low000010
cysteinecysteiniumfundamental metabolite201820186.0low000010
thiostrepton201820186.0low000010
uridine diphosphate n-acetylmuramic acidUDP-N-acetylmuramate(3-)201520159.0low000010
lacticin 4812008200816.0low000100
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Bacterial Disease0202020204.0medium000010
Bacterial Infections0202020204.0medium000010
Benign Neoplasms02014201410.0medium000010
Cataract0201820186.0medium000010
Cataract, Membranous0201820186.0medium000010
Dehydration0202320231.0medium000001
Neoplasms02014201410.0medium000010