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alpha,beta-unsaturated monocarboxylic acid

A monocarboxylic acid in which the carbon of the carboxy group is directly attached to a C=C or C#C bond.

ChEBI ID: 79020

Members (37)

MemberDefinitionRole
10-hydroxy-2-decenoic acidAn omega-hydroxy amino acid that is 2-decenoic acid in which one of the hydrogens attached to the terminal carbon is replaced by a hydroxy group and in which the C=C double bond has E configuration. It is a component of royal jelly.(E)-10-hydroxydec-2-enoic acid
2-chloroacrylic acidA chlorocarboxylic acid that is acrylic acid in which the hydrogen at position 2 is substituted by chlorine.2-chloroacrylic acid
4-coumaroylshikimic acid4-coumaroylshikimic acid
5-o-caffeoylshikimic acidA carboxylic ester obtained by formal condensation of the carboxy group of (E)-caffeic acid with the 5-hydroxy group of shikimic acid.5-[(E)-caffeoyl]shikimic acid
7-aminocephalosporanic acidThe alpha,beta-unsaturated monocarboxylic acid that is the active nucleus for the synthesis of cephalosporins and intermediates.7beta-aminocephalosporanic acid zwitterion; 7beta-aminocephalosporanic acid
7-deoxyloganic acidA cyclopentapyran that is 1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid substituted at positions 1 and 7 by beta-D-glucosyloxy and methyl groups respectively (the 1S,4aS,7S,7aR-diatereomer).7-deoxyloganic acid
acitretinall-trans-acitretin
acrivastineA member of the class of pyridines that is (pyridin-2-yl)acrylic acid substituted at position 6 by a [(1E)-1-(4-methylphenyl)-3-(pyrrolidin-1-yl)prop-1-en-1-yl group. It is a non-sedating antihistamine used for treatment of hayfever, urticaria, and rhinitis.acrivastine
acrylic acidA alpha,beta-unsaturated monocarboxylic acid that is ethene substituted by a carboxy group.acrylic acid
arenaemycin eA sesquiterpene lactone that is isolated from several Streptomyces species and exhibits antibiotic activity.pentalenolactone
ascr#3An (omega-1)-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E,8R)-8-hydroxynon-2-enoic acid with ascarylopyranose (the alpha anomer). It is a major component of the dauer pheromone, used by the nematode Caenorhabditis elegans as a population-density signal to promote entry into an alternate larval stage, the nonfeeding and highly persistent dauer diapause, and also synergises with ascr#2, ascr#4, and ascr#8 in male attraction.ascr#3
decaprenoic acidA polyunsaturated fatty acid that is octa-2,6-dienoic acid bearing two methyl substituents at positions 3 and 7 (the 2E-isomer).geranic acid
dehydroalanineA 2,3-dehydroamino acid that is alanine which has been dehydrogenated to introduce a double bond between positions 2 and 3.2-aminoacrylic acid; 2-ammonioprop-2-enoate
enbucrilateenbucrilate
fusidic acidA steroid antibiotic that is isolated from the fermentation broth of Fusidium coccineum.fusidic acid
gabaculineAn alpha,beta-unsaturated monocarboxylic acid that is cyclohexa-1,3-diene-1-carboxylic acid carrying an amino group at position 5.5-aminocyclohexa-1,3-diene-1-carboxylic acid
gamendazoleA member of the class of indazoles that is 3-(indazol-3-yl}prop-2-enoic acid carrying additional 2,4-dichlorobenzyl and trifluoromethyl substituents at positions 1 and 6 respectively. An orally active antispermatogenic compound with antifertility effects that is a potential male contraceptive drug.gamendazole
geranylgeranic acidA diterpenoid obtained by formal oxidation of the CH2OH group of (E,E,E)-geranylgeraniol to the corresponding carboxylic acid.(2E,6E,10E)-geranylgeranic acid
guvacineA alpha,beta-unsaturated monocarboxylic acid that is nicotinic acid which has been hydrogenated at the 1-2 and 5-6 positions of the pyridine ring.guvacine
kalimantacin aA fatty acid derivative isolated from the fermentation broth of Alcaligenes sp. YL-02632S. It is an antibiotic with antibacterial activity.kalimantacin B
loganic acidA cyclopentapyran that is 1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid substituted at positions 1, 6 and 7 by beta-D-glucosyloxy, hydroxy and methyl groups respectivelyloganic acid
maleamic acidA dicarboxylic acid monoamide of maleamic acid.maleamic acid
meropenemA carbapenemcarboxylic acid in which the azetidine and pyrroline rings carry 1-hydroxymethyl and in which the azetidine and pyrroline rings carry 1-hydroxymethyl and 5-(dimethylcarbamoyl)pyrrolidin-3-ylthio substituents respectively.meropenem
methacrylic acidAn alpha,beta-unsaturated monocarboxylic acid that is acrylic acid in which the hydrogen at position 2 is substituted by a methyl group.methacrylic acid
pentalenolactone fA tetracyclic sesquiterpene lactone obtained by formal epoxidation of the 4-methylene group of pentalenolactone E.pentalenolactone F
perillic acidperillic acid
phaseic acidphaseic acid
phenylpropiolic acidAn acetylenic compound that is propynoic acid in which the acetylenic hydrogen is replaced by a phenyl group.phenylpropiolic acid
piperic acidA monocarboxylic acid that is (E)-penta-2,4-dienoic acid substituted by a 1,3-benzodioxol-5-yl group at position 5. It has been isolated from black pepper (Piper nigrum).(E,E)-piperic acid
propiolic acidA terminal acetylenic compound that is a 3-carbon, straight-chain, monounsaturated fatty acid having one acetylenic bond.propynoic acid
retinoic acidA retinoid consisting of 3,7-dimethylnona-2,4,6,8-tetraenoic acid substituted at position 9 by a 2,6,6-trimethylcyclohex-1-en-1-yl group (geometry of the four exocyclic double bonds is not specified).retinoic acid
senecioic acidA methyl-branched fatty acid that is but-2-enoic acid bearing a methyl substituent at position 3.3-methylbut-2-enoic acid
shikimic acidA cyclohexenecarboxylic acid that is cyclohex-1-ene-1-carboxylic acid substituted by hydroxy groups at positions 3, 4 and 5 (the 3R,4S,5R stereoisomer). It is an intermediate metabolite in plants and microorganisms.shikimic acid
sorbic acidA sorbic acid having trans-double bonds at positions 2 and 4; a food preservative that can induce cutaneous vasodilation and stinging upon topical application to humans. It is the most thermodynamically stable of the four possible geometric isomers possible, as well as the one with the highest antimicrobial activity.(2E,4E)-hexa-2,4-dienoic acid
sq 27860A carbapenemcarboxylic acid that is the 3-carboxy derivative of 2,3-didehydro-1-carbapenam.1-carbapenem-3-carboxylic acid
sr 11302A retinoid that is all-trans-retinoic acid in which the methyl group at position 9 is replaced by a 4-methylphenyl group. It is an inhibitor of activator protein-1 which exhibits antitumour effects in vivo.SR11302
trans-3-methyl-2-hexenoic acidA monounsaturated fatty acid that is (2E)-hexenoic acid in which the hydrogen at position 3 has been replaced by a methyl group. A malodourous component in the sweat of schizophrenics.(2E)-3-methylhex-2-enoic acid

Research

Studies (15,377)

TimeframeStudies, Drugs in This Class (%)All Drugs %
pre-19901,836 (11.94)18.7374
1990's1,763 (11.47)18.2507
2000's3,731 (24.26)29.6817
2010's5,989 (38.95)24.3611
2020's2,058 (13.38)2.80

Study Types

Publication TypeStudies, Drugs in This Class (%)All Drugs (%)
Trials770 (4.68%)5.53%
Reviews809 (4.92%)6.00%
Case Studies2,036 (12.38%)4.05%
Observational87 (0.53%)0.25%
Other12,744 (77.49%)84.16%