4-coumaroyl-coenzyme a profile

4-coumaroyl-coenzyme A: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

trans-4-coumaroyl-CoA : A 4-coumaroyl-CoA in which the double bond of the coumaroyl group has trans-geochemistry. [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]

4-coumaroyl-CoA : The S-(4-coumaroyl) derivative of coenzyme A. [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]

4-hydroxycinnamoyl-CoA: thioester substrate of medium chain acyl-CoA dehydrogenase; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

4-coumaroyl-CoA(4-) : Tetraanion of 4-coumaroyl-CoA arising from deprotonation of phosphate and diphosphate functions. [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]

trans-4-coumaroyl-CoA(4-) : An acyl-CoA(4-) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of trans-4-coumaroyl-CoA; major species at pH 7.3. [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]

ID Source	ID
PubMed CID	6440013
CHEMBL ID	250086
CHEBI ID	15499
CHEBI ID	85531
SCHEMBL ID	320157
SCHEMBL ID	23924211
MeSH ID	M0163454
PubMed CID	45266584
CHEBI ID	57355
CHEBI ID	85008
MeSH ID	M0163454

Synonym
4-coumaroyl-coenzyme a
3'-phosphoadenosine 5'-{3-[(3r)-3-hydroxy-4-({3-[(2-{[3-(4-hydroxyphenyl)prop-2-enoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}
CHEBI:15499
p-coumaroyl-coa ,
C00223 ,
119785-99-8
4-coumaroyl-coa
trans-4-coumaroyl-coa
CHEMBL250086
chebi:85531 ,
s-[2-[3-[[(2r)-4-[[[(2r,3s,4r,5r)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] (e)-3-(4-hydroxyphenyl)prop-2-enethioate
coenzyme a, 4-coumaroyl-
unii-s9s49n6er4
s9s49n6er4 ,
coenzyme a, s-(3-(4-hydroxyphenyl)-2-propenoate), (e)-
coumaroyl-coa
SCHEMBL320157
trans-4-coumaroyl-coenzyme a
(e)-4-coumaroyl-coenzyme a
3'-phosphoadenosine 5'-{3-[(3r)-3-hydroxy-4-({3-[(2-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}
LMFA07050265
s-{(3s,5s,9r)-1-[(2r,3s,4r,5r)-5-(6-amino-9h-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3lambda~5~,5lambda~5~-diphosphaheptadecan-17-yl} (2e)-3-(4-hydroxypheny
Q2998866
p-coumaryl-coenzyme a
(e)-s-(2-(3-((2r)-4-(((((((2r,3s,4r,5r)-5-(6-amino-9h-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)-2-hydroxy-3,3-dimethylbutanamido)propanamido)ethyl) 3-(4-hydroxyphenyl)prop-2-enethio
[(2r,3s,4r,5r)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[[hydroxy-[hydroxy-[3-hydroxy-3-[2-[2-[(e)-3-(4-hydroxyphenyl)prop-2-enoyl]sulfanylethylcarbamoyl]ethylcarbamoyl]-2,2-dimethyl-propoxy]phosphoryl]oxy-phosphoryl]oxymethyl]oxolan-3-yl]oxyphosphonic acid
SCHEMBL23924211
DTXSID001028841
coenzyme a, s-[(2e)-3-(4-hydroxyphenyl)-2-propenoate]
(e)-p-coumaroyl-coa
4-coumaroyl-coa(4-)
CHEBI:57355
3'-phosphonatoadenosine 5'-{3-[(3r)-3-hydroxy-4-({3-[(2-{[3-(4-hydroxyphenyl)prop-2-enoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] diphosphate}
(e)-4-coumaroyl-coa
4-hydroxycinnamoyl-coa
4-coumaryl-coa
p-coumaryl-coa
trans-4-coumaroyl-coa(4-)
CHEBI:85008
Q27158285

Class	Description
4-coumaroyl-CoA	The S-(4-coumaroyl) derivative of coenzyme A.
acyl-CoA(4-)	An acyl-CoA oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of any acyl-CoA; major species at pH 7.3.
4-coumaroyl-CoA(4-)	Tetraanion of 4-coumaroyl-CoA arising from deprotonation of phosphate and diphosphate functions.
[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]

Pathway	Proteins	Compounds
Flavonoid Biosynthesis	11	50
Stilbenoid, Diarylheptanoid, and Gingerol Biosynthesis	4	17
simple coumarins biosynthesis	22	21
spermidine hydroxycinnamic acid conjugates biosynthesis	4	14
naringenin biosynthesis (engineered)	3	14
flavonoid di-C-glucosylation	0	22
simplecoumarins biosynthesis	6	20
anthocyanidin acylglucoside and acylsambubioside biosynthesis	3	20
aromatic polyketides biosynthesis	2	6
chlorogenic acid biosynthesis I	6	15
curcuminoid biosynthesis	4	19
rosmarinic acid biosynthesis I	1	30
chlorogenic acid biosynthesis II	2	10
hydroxycinnamic acid serotonin amides biosynthesis	0	17
raspberry ketone biosynthesis	0	12
flavonol acylglucoside biosynthesis I - kaempferol derivatives	0	9
superpathway of anthocyanin biosynthesis (from pelargonidin 3-O-glucoside)	2	31
resveratrol biosynthesis	0	9
flavonoid biosynthesis (in equisetum)	0	19
shisonin biosynthesis	1	17
pelargonidin conjugates biosynthesis	2	23
coumarins biosynthesis (engineered)	6	28
rosmarinic acid biosynthesis II	0	23
xanthohumol biosynthesis	2	16
phenylpropanoid biosynthesis	16	28
4-hydroxybenzoate biosynthesis III (plants)	1	15
6-gingerol analog biosynthesis (engineered)	2	20
phenylphenalenone biosynthesis	1	12
superpathway of rosmarinic acid biosynthesis	1	40
anthocyanidin modification (Arabidopsis)	8	16
hordatine biosynthesis	1	13
hydroxycinnamic acid tyramine amides biosynthesis	0	21
hinokiresinol biosynthesis	2	4
phloridzin biosynthesis	2	12
superpathway of flavones and derivatives biosynthesis	17	44
flavonol acylglucoside biosynthesis III - quercetin derivatives	0	8
flavonol acylglucoside biosynthesis II - isorhamnetin derivatives	0	7
superpathway of anthocyanin biosynthesis (from cyanidin and cyanidin 3-O-glucoside)	5	19
kaempferol triglucoside biosynthesis	0	10
phaselate biosynthesis	3	14
flavonoid biosynthesis	8	19
umbelliferone biosynthesis	1	13
Representative anthocyanin biosynthetic pathway	8	7
Flavonoid biosynthesis	0	19
Flavonoid pathway	0	6
Flavonoid biosynthesis	1	19
Serotonin biosynthesis	1	12
Lignin biosynthesis	2	21
Resveratrol biosynthesis	1	6
4-hydroxybenzoate biosynthesis I (eukaryotes)	0	18
fatty acid u03B2-oxidation IV (unsaturated, even number)	0	7
fatty acid u03B2-oxidation V (unsaturated, odd number, di-isomerase-dependent)	0	6
fatty acid u03B2-oxidation II (plant peroxisome)	0	16
Renz2020 - GEM of Human alveolar macrophage with SARS-CoV-2	0	490
avenanthramide biosynthesis	0	21
4-hydroxybenzoate biosynthesis	1	19
flavonol acylglucoside biosynthesis II - isorhamnetin derivatives	0	13
rosmarinic acid biosynthesis I	3	34
rosmarinic acid biosynthesis II	1	22
umbelliferone biosynthesis	1	14
coumarins biosynthesis (engineered)	8	31
6-gingerol analog biosynthesis (engineered)	4	20
superpathway of rosmarinic acid biosynthesis	2	43
L-tyrosine degradation V (Stickland reaction)	3	14
4-coumarate degradation (aerobic)	5	17
hinokiresinol biosynthesis	2	8
4-hydroxybenzoate biosynthesis III (plants)	1	16
hordatine biosynthesis	1	14
spermidine hydroxycinnamic acid conjugates biosynthesis	3	15
phenylpropanoid biosynthesis	12	29
resveratrol biosynthesis	1	11
raspberry ketone biosynthesis	2	12
phenylphenalenone biosynthesis	1	15
aromatic polyketides biosynthesis	2	7
superpathway of flavones and derivatives biosynthesis	10	64
pelargonidin conjugates biosynthesis	2	25
anthocyanidin acylglucoside and acylsambubioside biosynthesis	3	27
superpathway of anthocyanin biosynthesis (from cyanidin and cyanidin 3-O-glucoside)	4	24
shisonin biosynthesis	1	20
anthocyanidin modification (Arabidopsis)	8	20
superpathway of anthocyanin biosynthesis (from pelargonidin 3-O-glucoside)	2	33
flavonoid biosynthesis	8	23
flavonoid di-C-glucosylation	0	29
naringenin biosynthesis (engineered)	4	15
flavonol acylglucoside biosynthesis III - quercetin derivatives	0	14
flavonol acylglucoside biosynthesis I - kaempferol derivatives	0	15
4-coumarate degradation	4	14

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Polyketide synthase BAS	Rheum palmatum	Km	10.0000	10.0000	10.0000	10.0000	AID307197
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Assay ID	Title	Year	Journal	Article
AID307197	Activity of Rheum palmatum benzalacetone synthase	2007	Bioorganic & medicinal chemistry letters, Jun-01, Volume: 17, Issue:11	Structure function analysis of benzalacetone synthase from Rheum palmatum.
AID307196	Activity of Rheum palmatum benzalacetone synthase S338V mutant	2007	Bioorganic & medicinal chemistry letters, Jun-01, Volume: 17, Issue:11	Structure function analysis of benzalacetone synthase from Rheum palmatum.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	1 (2.27)	18.7374
1990's	2 (4.55)	18.2507
2000's	18 (40.91)	29.6817
2010's	19 (43.18)	24.3611
2020's	4 (9.09)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Trials	0 (0.00%)	5.53%
Reviews	1 (2.56%)	6.00%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Observational	0 (0.00%)	0.25%
Other	38 (97.44%)	84.16%
Other	6 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
phosphoric acid phosphoric acid: concise etchant is 37% H3PO4. phosphoric acid : A phosphorus oxoacid that consists of one oxo and three hydroxy groups joined covalently to a central phosphorus atom.	2	1	phosphoric acids	algal metabolite; fertilizer; human metabolite; NMR chemical shift reference compound; solvent
alanine Alanine: A non-essential amino acid that occurs in high levels in its free state in plasma. It is produced from pyruvate by transamination. It is involved in sugar and acid metabolism, increases IMMUNITY, and provides energy for muscle tissue, BRAIN, and the CENTRAL NERVOUS SYSTEM.. alanine : An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2.	2.47	2	alanine zwitterion; alanine; L-alpha-amino acid; proteinogenic amino acid; pyruvate family amino acid	EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor; fundamental metabolite
carbostyril Quinolones: A group of derivatives of naphthyridine carboxylic acid, quinoline carboxylic acid, or NALIDIXIC ACID.. quinolin-2(1H)-one : A quinolone that is 1,2-dihydroquinoline substituted by an oxo group at position 2.	2.08	1	monohydroxyquinoline; quinolone	bacterial xenobiotic metabolite
tyrosine Tyrosine: A non-essential amino acid. In animals it is synthesized from PHENYLALANINE. It is also the precursor of EPINEPHRINE; THYROID HORMONES; and melanin.. tyrosine : An alpha-amino acid that is phenylalanine bearing a hydroxy substituent at position 4 on the phenyl ring.	2.57	2	amino acid zwitterion; erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid; proteinogenic amino acid; tyrosine	EC 1.3.1.43 (arogenate dehydrogenase) inhibitor; fundamental metabolite; micronutrient; nutraceutical
cysteamine Cysteamine: A mercaptoethylamine compound that is endogenously derived from the COENZYME A degradative pathway. The fact that cysteamine is readily transported into LYSOSOMES where it reacts with CYSTINE to form cysteine-cysteamine disulfide and CYSTEINE has led to its use in CYSTINE DEPLETING AGENTS for the treatment of CYSTINOSIS.. cysteamine : An amine that consists of an ethane skeleton substituted with a thiol group at C-1 and an amino group at C-2.	2.02	1	amine; thiol	geroprotector; human metabolite; mouse metabolite; radiation protective agent
leucine Leucine: An essential branched-chain amino acid important for hemoglobin formation.. leucine : A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isobutyl group.	2.03	1	amino acid zwitterion; L-alpha-amino acid; leucine; proteinogenic amino acid; pyruvate family amino acid	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite
phenylalanine Phenylalanine: An essential aromatic amino acid that is a precursor of MELANIN; DOPAMINE; noradrenalin (NOREPINEPHRINE), and THYROXINE.. L-phenylalanine : The L-enantiomer of phenylalanine.. phenylalanine : An aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group.	2.11	1	amino acid zwitterion; erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid; phenylalanine; proteinogenic amino acid	algal metabolite; EC 3.1.3.1 (alkaline phosphatase) inhibitor; Escherichia coli metabolite; human xenobiotic metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite
threonine Threonine: An essential amino acid occurring naturally in the L-form, which is the active form. It is found in eggs, milk, gelatin, and other proteins.. threonine : An alpha-amino acid in which one of the hydrogens attached to the alpha-carbon of glycine is substituted by a 1-hydroxyethyl group.	2.03	1	amino 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
arginine Arginine: An essential amino acid that is physiologically active in the L-form.. arginine : An alpha-amino acid that is glycine in which the alpha-is substituted by a 3-guanidinopropyl group.	2.13	1	arginine; glutamine family amino acid; L-alpha-amino acid; proteinogenic amino acid	biomarker; Escherichia coli metabolite; micronutrient; mouse metabolite; nutraceutical
acetonitrile acetonitrile: RN given refers to unlabeled cpd. acetonitrile : A nitrile that is hydrogen cyanide in which the hydrogen has been replaced by a methyl group.	2	1	aliphatic nitrile; volatile organic compound	EC 3.5.1.4 (amidase) inhibitor; NMR chemical shift reference compound; polar aprotic solvent
quinic acid (-)-quinic acid : The (-)-enantiomer of quinic acid.	2.08	1
shikimic acid Shikimic Acid: A tri-hydroxy cyclohexene carboxylic acid important in biosynthesis of so many compounds that the shikimate pathway is named after it.. shikimic acid : A 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.	2.5	2	alpha,beta-unsaturated monocarboxylic acid; cyclohexenecarboxylic acid; hydroxy monocarboxylic acid	Escherichia coli metabolite; plant metabolite; Saccharomyces cerevisiae metabolite
cyclopentane Cyclopentanes: A group of alicyclic hydrocarbons with the general formula R-C5H9.. cyclopentanes : Cyclopentane and its derivatives formed by substitution.	2.13	1	cycloalkane; cyclopentanes; volatile organic compound	non-polar solvent
4-hydroxyphenyllactic acid 4-hydroxyphenyllactic acid: tyrosing metabolite; RN given refers to cpd without isomeric designation. 3-(4-hydroxyphenyl)lactic acid : A 2-hydroxy carboxylic acid that is lactic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group.	2.01	1	2-hydroxy carboxylic acid; phenols	bacterial metabolite; human metabolite
3-hydroxyflavone 3-hydroxyflavone: structure given in first source. flavonol : A monohydroxyflavone that is the 3-hydroxy derivative of flavone.	3.11	1	flavonols; monohydroxyflavone
raspberry ketone rheosmin: an NSAID that blocks NF-kappaB activation; isolated from Pinus densiflora; structure in first source. raspberry ketone : A ketone that is 4-phenylbutan-2-one in which the phenyl ring is substituted at position 4 by a hydroxy group. It is found in a variety of fruits including raspberries, blackberries and cranberries, and is used in perfumery and cosmetics.	2.31	1	methyl ketone; phenols	androgen antagonist; cosmetic; flavouring agent; fragrance; hepatoprotective agent; metabolite
phenyl acetate phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.	2.13	1	benzenes; phenyl acetates
glucose, (beta-d)-isomer beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.	2.06	1	D-glucopyranose	epitope; mouse metabolite
dihydrochalcone dihydrochalcone : A member of the class of dihydrochalcones that is acetophenone in which one of the hydrogens of the methyl group is replaced by a benzyl group.	2.1	1	dihydrochalcones	plant metabolite
coenzyme a [no description available]	2.51	2	adenosine 3',5'-bisphosphate	coenzyme; Escherichia coli metabolite; mouse metabolite
benzoyl-coenzyme a benzoyl-coenzyme A: RN given refers to unlabeled cpd	2.01	1
lignin Lignin: The most abundant natural aromatic organic polymer found in all vascular plants. Lignin together with cellulose and hemicellulose are the major cell wall components of the fibers of all wood and grass species. Lignin is composed of coniferyl, p-coumaryl, and sinapyl alcohols in varying ratios in different plant species. (From Merck Index, 11th ed). lignin : A polyphenylpropanoid derived from three monolignol monomers: trans-p-coumaryl alcohol, coniferol and trans-sinapyl alcohol. There is extensive cross-linking and no defined primary structure.	2.48	2
organophosphonates hydrogenphosphite : A divalent inorganic anion resulting from the removal of a proton from two of the hydroxy groups of phosphorous acid.	2.02	1	divalent inorganic anion; phosphite ion
naringenin (S)-naringenin : The (S)-enantiomer of naringenin.	2.11	1	(2S)-flavan-4-one; naringenin	expectorant; plant metabolite
lignans Lignans: A class of dibenzylbutane derivatives which occurs in higher plants and in fluids (bile, serum, urine, etc.) in man and other animals. These compounds, which have a potential anti-cancer role, can be synthesized in vitro by human fecal flora. (From Singleton & Sainsbury, Dictionary of Microbiology and Molecular Biology, 2d ed)	2.42	2
acetyl coenzyme a Acetyl Coenzyme A: Acetyl CoA participates in the biosynthesis of fatty acids and sterols, in the oxidation of fatty acids and in the metabolism of many amino acids. It also acts as a biological acetylating agent.	2.03	1	acyl-CoA	acyl donor; coenzyme; effector; fundamental metabolite
resveratrol trans-resveratrol : A resveratrol in which the double bond has E configuration.	2.73	3	resveratrol	antioxidant; phytoalexin; plant metabolite; quorum sensing inhibitor; radical scavenger
ferulic acid ferulate : A monocarboxylic acid anion obtained by the deprotonation of the carboxy group of ferulic acid.	2	1	ferulic acids	anti-inflammatory agent; antioxidant; apoptosis inhibitor; cardioprotective agent; MALDI matrix material; plant metabolite
trans-4-coumaric acid hydroxycinnamic acid : Any member of the class of cinnamic acids carrying one or more hydroxy substituents.. trans-4-coumaric acid : The trans-isomer of 4-coumaric acid.. 4-coumaric acid : A coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring.	2.99	4	4-coumaric acid	food component; mouse metabolite; plant metabolite
benzylideneacetone benzylideneacetone: RN given refers to cpd without isomeric; structure in Merck Index, 9th ed, #1153. trans-benzylideneacetone : The trans-isomer of benzylideneacetone. It acts as an inhibitor of the enzyme phospholipase A2 (EC 3.1.1.4) of insects like diamond back moth.. benzylideneacetone : An enone in which a phenyl ring is attached to the beta-carbon atom of but-3-en-2-one. Although both cis- and trans-isomers are possible for the alpha,beta-unsaturated ketone, only the trans-isomer is observed.	2.03	1	benzylideneacetone	bacterial metabolite; EC 3.1.1.4 (phospholipase A2) inhibitor; flavouring agent; fragrance
chalcone trans-chalcone : The trans-isomer of chalcone.	3.52	2	chalcone	EC 3.2.1.1 (alpha-amylase) inhibitor
stilbenes Stilbenes: Organic compounds that contain 1,2-diphenylethylene as a functional group.. trans-stilbene : The trans-isomer of stilbene.	2.73	3	stilbene
isoliquiritigenin [no description available]	2.02	1	chalcones	antineoplastic agent; biological pigment; EC 1.14.18.1 (tyrosinase) inhibitor; GABA modulator; geroprotector; metabolite; NMDA receptor antagonist
malonyl coenzyme a Malonyl Coenzyme A: A coenzyme A derivative which plays a key role in the fatty acid synthesis in the cytoplasmic and microsomal systems.. omega-carboxyacyl-CoA : An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with one of the carboxy groups of any alpha,omega-dicarboxylic acid.	4.5	7	malonyl-CoAs	EC 2.3.1.21 (carnitine O-palmitoyltransferase) inhibitor; Escherichia coli metabolite; metabolite; mouse metabolite
caffeic acid trans-caffeic acid : The trans-isomer of caffeic acid.	2.01	1	caffeic acid	geroprotector; mouse metabolite
chlorogenic acid caffeoylquinic acid: Antiviral Agent; structure in first source. chlorogenate : A monocarboxylic acid anion that is the conjugate base of chlorogenic acid; major species at pH 7.3.	2.08	1	cinnamate ester; tannin	food component; plant metabolite
nadp [no description available]	2.1	1
quercetin [no description available]	3.11	1	7-hydroxyflavonol; pentahydroxyflavone	antibacterial agent; antineoplastic agent; antioxidant; Aurora kinase inhibitor; chelator; EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor; geroprotector; phytoestrogen; plant metabolite; protein kinase inhibitor; radical scavenger
scopoletin [no description available]	2.07	1	hydroxycoumarin	plant growth regulator; plant metabolite
kaempferol [no description available]	3.11	1	7-hydroxyflavonol; flavonols; tetrahydroxyflavone	antibacterial agent; geroprotector; human blood serum metabolite; human urinary metabolite; human xenobiotic metabolite; plant metabolite
naringenin chalcone naringenin chalcone: RN given refers to cpd with unspecified stereoisomer & from CA Vol 92 Form Index; RN for cpd not in Chemline 7/6/83; structure in first source. 2',4,4',6'-tetrahydroxychalcone : A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 2' ,4, 4', and 6' respectively.	3.54	2	chalcones; polyphenol	anti-allergic agent; anti-inflammatory agent; metabolite
7-hydroxycoumarin 7-oxycoumarin: derivatives have anti-oxidant properties. umbelliferone : A hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7.	2.07	1	hydroxycoumarin	fluorescent probe; food component; plant metabolite
astringin astringin: structure in first source. trans-astringin : A stilbenoid that is piceatannol substituted at position 3 by a beta-D-glucosyl residue.	2.06	1	beta-D-glucoside; monosaccharide derivative; polyphenol; stilbenoid	antineoplastic agent; antioxidant; metabolite
isorhapontin isorhapontin: from spruce (Picea); structure in first source	2.06	1	glycoside; stilbenoid
hinokiresinol hinokiresinol: RN given for (S-(E))-isomer; inhibits binding of leukotriene B4 to neutrophils; structurein first source	2.03	1
caffeoyl-coenzyme a caffeoyl-coenzyme A: structure given in first source	2.91	4
cinnamoyl-coenzyme a (E)-cinnamoyl-CoA : The (E)-isomer of cinnamoyl-CoA.	2.7	3	cinnamoyl-CoA
chitosan [no description available]	2.07	1
methyl jasmonate [no description available]	2.13	1
s-adenosylmethionine S-adenosyl-L-methionine : A sulfonium compound that is the S-adenosyl derivative of L-methionine. It is an intermediate in the metabolic pathway of methionine.. (R)-S-adenosyl-L-methionine : An S-adenosyl-L-methionine that has R-configuration.. S-adenosyl-L-methionine zwitterion : A zwitterionic tautomer of S-adenosyl-L-methionine arising from shift of the proton from the carboxy group to the amino group.. (R)-S-adenosyl-L-methionine zwitterion : An S-adenosyl-L-methionine zwitterion that has R-configuration; major species at pH 7.3.. (S)-S-adenosyl-L-methionine zwitterion : An S-adenosyl-L-methionine zwitterion that has S-configuration; major species at pH 7.3.	2	1	organic cation; sulfonium compound	coenzyme; cofactor; human metabolite; micronutrient; Mycoplasma genitalium metabolite; nutraceutical; Saccharomyces cerevisiae metabolite
feruloyl-coa trans-feruloyl-CoA(4-) : An acyl-CoA(4-) obtained by deprotonation of the phosphate and diphosphate OH groups of 3-trans-feruloyl-CoA. Major structure at pH 7.3.. feruloyl-CoA(4-) : An acyl-CoA(4-) that is the tetraanion of feruloyl-CoA arising from deprotonation of the phosphate and diphosphate OH groups.	3.28	6	feruloyl-CoA(4-)
4-hydroxy-6-methyl-2-pyrone 4-hydroxy-6-methyl-2-pyrone: structure in first source	2.25	1	2-pyranones
warfarin warfarin : A racemate comprising equal amounts of (R)- and (S)-warfarin. Extensively used as both an anticoagulant drug and as a pesticide against rats and mice.. 4-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-2-one : A member of the class of coumarins that is 4-hydroxycoumarin which is substituted at position 3 by a 1-phenyl-3-oxo-1-butyl group.. Warfarin: An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.	2.1	1	benzenes; hydroxycoumarin; methyl ketone
glycine [no description available]	2	1	alpha-amino acid; amino acid zwitterion; proteinogenic amino acid; serine family amino acid	EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor; fundamental metabolite; hepatoprotective agent; micronutrient; neurotransmitter; NMDA receptor agonist; nutraceutical
diethyl pyrocarbonate diethyl pyrocarbonate : The diethyl ester of dicarbonic acid.. Diethyl Pyrocarbonate: Preservative for wines, soft drinks, and fruit juices and a gentle esterifying agent.	2	1	acyclic carboxylic anhydride
ethylmaleimide Ethylmaleimide: A sulfhydryl reagent that is widely used in experimental biochemical studies.	2	1	maleimides	anticoronaviral agent; EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitor; EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor; EC 2.7.1.1 (hexokinase) inhibitor
glutamine Glutamine: A non-essential amino acid present abundantly throughout the body and is involved in many metabolic processes. It is synthesized from GLUTAMIC ACID and AMMONIA. It is the principal carrier of NITROGEN in the body and is an important energy source for many cells.. L-glutamine : An optically active form of glutamine having L-configuration.. glutamine : An alpha-amino acid that consists of butyric acid bearing an amino substituent at position 2 and a carbamoyl substituent at position 4.	2	1	amino acid zwitterion; glutamine family amino acid; glutamine; L-alpha-amino acid; polar amino acid zwitterion; proteinogenic amino acid	EC 1.14.13.39 (nitric oxide synthase) inhibitor; Escherichia coli metabolite; human metabolite; metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite
shikimic acid Shikimic Acid: A tri-hydroxy cyclohexene carboxylic acid important in biosynthesis of so many compounds that the shikimate pathway is named after it.. shikimic acid : A 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.	2.11	1	alpha,beta-unsaturated monocarboxylic acid; cyclohexenecarboxylic acid; hydroxy monocarboxylic acid	Escherichia coli metabolite; plant metabolite; Saccharomyces cerevisiae metabolite
phenyl acetate phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.	2	1	benzenes; phenyl acetates
glutamic acid glutamic acid : An alpha-amino acid that is glutaric acid bearing a single amino substituent at position 2.. Glutamic Acid: A non-essential amino acid naturally occurring in the L-form. Glutamic acid is the most common excitatory neurotransmitter in the CENTRAL NERVOUS SYSTEM.	2	1	glutamic acid; glutamine family amino acid; L-alpha-amino acid; proteinogenic amino acid	Escherichia coli metabolite; ferroptosis inducer; micronutrient; mouse metabolite; neurotransmitter; nutraceutical
glucose, (beta-d)-isomer beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.	2	1	D-glucopyranose	epitope; mouse metabolite
coenzyme a [no description available]	2	1	adenosine 3',5'-bisphosphate	coenzyme; Escherichia coli metabolite; mouse metabolite
trans-4-coumaric acid hydroxycinnamic acid : Any member of the class of cinnamic acids carrying one or more hydroxy substituents.. trans-4-coumaric acid : The trans-isomer of 4-coumaric acid.. 4-coumaric acid : A coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring.	2.44	2	4-coumaric acid	food component; mouse metabolite; plant metabolite
cinnamoyl-coenzyme a (E)-cinnamoyl-CoA : The (E)-isomer of cinnamoyl-CoA.	2	1	cinnamoyl-CoA
cyanidin-3-o-beta-glucopyranoside cyanidin-3-O-beta-glucopyranoside: a natural compound distributed in several fruits & vegetables, such as strawberry, rhubarb, cherry, red cabbage, red onion, cranberries, etc.	2	1

4-coumaroyl-coenzyme a

Description

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Synonyms (40)

Drug Classes (3)

Pathways (55)

Protein Targets (1)

Other Measurements

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Research

Studies (44)

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Research Demand Index: 11.56

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