n-feruloylserotonin profile

N-feruloylserotonin: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

N-feruloylserotonin : A member of the class of hydroxyindoles that is the N-feruloyl derivative of serotonin. [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	5969616
CHEMBL ID	564482
CHEBI ID	85158
SCHEMBL ID	12063415
MeSH ID	M0500922

Synonym
68573-23-9
nsc-369502
tryptamine, n-feruloyl
serotonin (i), n-(feruloyl)-
ferulic acid serotonin amide
feruloylserotonin
CHEMBL564482 ,
chebi:85158 ,
n-feruloylserotonin
n-feruloyl serotonin
bdbm50296246
(e)-n-[2-(5-hydroxy-1h-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
n-[2-(5-hydroxy-1h-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enamide
2-propenamide, n-(2-(5-hydroxy-1h-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)-, (e)-
2pp8322487 ,
unii-2pp8322487
193224-22-5
feruloylserotonin 98
2-propenamide, n-(2-(5-hydroxy-1h-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)-, (2e)-
moschamine
n-[2-(5-hydroxy-1h-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)-2-propenamide
n-feruloyl serotonin [inci]
SCHEMBL12063415
(2e)-n-[2-(5-hydroxy-1h-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
DTXSID70172925
nb-(e)-feruloylserotonin
n-(feruloyl)-serotonin (i)
(e)-n-(3-methoxy-4-hydroxycinnamoyl)-5-hydroxytryptamine
Q25099720
HY-118824A
CS-0131111
MS-25464
(e)-n-(2-(5-hydroxy-1h-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)acrylamide
n-(2-(5-hydroxy-1h-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)acrylamide
(e/z)-moschamine

Excerpt	Reference	Relevance
" In this article, the synthesis and two biological activities (serotoninergic and cyclooxygenase (COX) inhibitory activities) and bioavailability of moschamine were described."	( Synthesis, biological activities and bioavailability of moschamine, a safflomide-type phenylpropenoic acid amide found in Centaurea cyanus. Park, JB, 2012)	0.38

Role	Description
plant metabolite	Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
[role 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]

Class	Description
hydroxyindoles	Any member of the class of indoles carrying at least one hydroxy group.
cinnamamides	An enamide which is cinnamamide or a derivative of cinnamamide obtained by replacement of one or more of its hydrogens.
phenols	Organic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
aromatic ether	Any ether in which the oxygen is attached to at least one aryl substituent.
secondary carboxamide	A carboxamide resulting from the formal condensation of a carboxylic acid with a primary amine; formula RC(=O)NHR(1).
[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
hydroxycinnamic acid serotonin amides biosynthesis	0	17

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Polyphenol oxidase 2	Agaricus bisporus	IC50 (µMol)	8.0000	0.0340	3.9871	10.0000	AID590195
Tyrosinase	Mus musculus (house mouse)	IC50 (µMol)	216.0000	0.0300	2.2104	5.2300	AID428332
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (40)

Assay ID	Title	Year	Journal	Article
AID1367580	Inhibition of AP1 (unknown origin) expressed in LPS-stimulated mouse RAW264.7 cells at 12.5 to 50 uM pretreated for 1 hr followed by LPS-stimulation measured after 18 hrs by luciferase reporter gene assay	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID652653	Inhibition of COX2 at 400 uM after 5 mins by spectrophotometric analysis	2012	Bioorganic & medicinal chemistry letters, Apr-01, Volume: 22, Issue:7	N-Caffeoyl serotonin as selective COX-2 inhibitor.
AID1367574	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated IL-6 production pretreated for 1 hr followed by LPS addition measured after 24 hrs by enzyme immunoassay	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367571	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated COX2 expression at 12.5 to 50 uM pretreated for 1 hr followed by LPS-stimulation measured after 12 hrs by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID590194	Antioxidant activity assessed as DPPH radical scavenging activity by spectrophotometry	2011	Bioorganic & medicinal chemistry letters, Apr-01, Volume: 21, Issue:7	Synthesis and structure-activity relationships of phenylpropanoid amides of serotonin on tyrosinase inhibition.
AID428338	Cytotoxicity against mouse B16 cells assessed as cell viability at < 30 uM after 2 days by tetrazolium reduction assay	2009	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15	N-[(Dihydroxyphenyl)acyl]serotonins as potent inhibitors of tyrosinase from mouse and human melanoma cells.
AID428334	Inhibition of catecholase activity of tyrosinase in human HMVII cells assessed as dopachrome formation at 100 uM	2009	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15	N-[(Dihydroxyphenyl)acyl]serotonins as potent inhibitors of tyrosinase from mouse and human melanoma cells.
AID1367578	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated IL-6 mRNA expression at 50 uM measured up to 6 hrs by SYBR green dye based RT-PCR analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367568	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production measured after 24 hrs by Griess assay	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367576	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated IL-6 production in mouse RAW264.7 cells at 50 uM pretreated for 1 hr followed by LPS addition measured after 24 hrs by enzyme immunoassay relative to control	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367573	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated mPGES1 mRNA expression at 50 uM measured up to 12 hrs by SYBR green dye based RT-PCR analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367591	Cytotoxicity against mouse RAW264.7 cells assessed as reduction in cell viability up to 200 uM measured after 24 hrs in absence of LPS by MTT assay	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID590195	Inhibition of mushroom tyrosinase after 25 mins by spectrophotometry	2011	Bioorganic & medicinal chemistry letters, Apr-01, Volume: 21, Issue:7	Synthesis and structure-activity relationships of phenylpropanoid amides of serotonin on tyrosinase inhibition.
AID428332	Inhibition of catecholase activity of tyrosinase in mouse B16 cells assessed as dopachrome formation	2009	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15	N-[(Dihydroxyphenyl)acyl]serotonins as potent inhibitors of tyrosinase from mouse and human melanoma cells.
AID1367589	Inhibition of LPS-induced ERK phosphorylation in mouse RAW264.7 cells at 50 uM pretreated for 1 hr followed by LPS-stimulation measured up to 30 mins by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367583	Inhibition of LPS-induced c-FOS expression in mouse RAW264.7 cells at 50 uM pretreated for 1 hr followed by LPS-stimulation measured after 15 mins by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID428335	Antimelanogenic activity in mouse B16 cells assessed as inhibition of intracellular melanin accumulation after 2 days	2009	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15	N-[(Dihydroxyphenyl)acyl]serotonins as potent inhibitors of tyrosinase from mouse and human melanoma cells.
AID428333	Inhibition of catecholase activity of tyrosinase in mouse B16 cells assessed as dopachrome formation at 100 uM	2009	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15	N-[(Dihydroxyphenyl)acyl]serotonins as potent inhibitors of tyrosinase from mouse and human melanoma cells.
AID1367581	Inhibition of NFKappaB (unknown origin) expressed in LPS-stimulated mouse RAW264.7 cells by luciferase reporter gene assay	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367590	Inhibition of LPS-induced JNK phosphorylation in mouse RAW264.7 cells at 50 uM pretreated for 1 hr followed by LPS-stimulation measured up to 30 mins by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367579	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated IL1beta mRNA expression at 50 uM measured up to 6 hrs by SYBR green dye based RT-PCR analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367569	Cytotoxicity against mouse RAW264.7 cells assessed as reduction in cell viability up to 200 uM measured after 24 hrs in presence of LPS by MTT assay	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367572	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated mPGES1 expression at 12.5 to 50 uM pretreated for 1 hr followed by LPS-stimulation measured after 12 hrs by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID428336	Cytotoxicity against mouse B16 cells assessed as cell viability at 20 uM after 2 days by tetrazolium reduction assay	2009	Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15	N-[(Dihydroxyphenyl)acyl]serotonins as potent inhibitors of tyrosinase from mouse and human melanoma cells.
AID1367565	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated iNOS expression at 12.5 to 50 uM pretreated for 1 hr followed by LPS-stimulation measured after 12 hrs by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367584	Inhibition of LPS-induced c-JUN phosphorylation in mouse RAW264.7 cells at 50 uM pretreated for 1 hr followed by LPS-stimulation measured up to 30 mins by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367563	Inhibition of JAK1 in LPS-stimulated mouse RAW264.7 cells assessed as reduction in STAT3 phosphorylation at Y707 residue pretreated for 1 hr followed by LPS-stimulation by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367575	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated IL1beta production in mouse RAW264.7 cells pretreated for 1 hr followed by LPS addition measured after 24 hrs by enzyme immunoassay	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367585	Inhibition of LPS-induced c-JUN expression in mouse RAW264.7 cells at 50 uM pretreated for 1 hr followed by LPS-stimulation measured up to 30 mins by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367567	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced PGE2 production pretreated for 1 hr followed by LPS addition measured after 24 hrs	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367570	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production pretreated for 1 hr followed by LPS stimulation measured after 24 hrs by Griess assay	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367564	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated iNOS mRNA expression at 50 uM measured up to 12 hrs by SYBR green dye based RT-PCR analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367587	Inhibition of JAK1 in LPS-stimulated mouse RAW264.7 cells assessed as reduction in STAT1 phosphorylation at Y701 residue pretreated for 1 hr followed by LPS-stimulation by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367586	Inhibition of JAK1 in LPS-stimulated mouse RAW264.7 cells assessed as reduction in STAT1 phosphorylation at S727 residue pretreated for 1 hr followed by LPS-stimulation by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1173921	Anticancer activity against human Caco2 cells	2014	Bioorganic & medicinal chemistry, Dec-01, Volume: 22, Issue:23	Natural hydrazine-containing compounds: Biosynthesis, isolation, biological activities and synthesis.
AID652652	Inhibition of COX1 at 400 uM after 5 mins by spectrophotometric analysis	2012	Bioorganic & medicinal chemistry letters, Apr-01, Volume: 22, Issue:7	N-Caffeoyl serotonin as selective COX-2 inhibitor.
AID1367566	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated COX2 mRNA expression at 50 uM measured up to 12 hrs by SYBR green dye based RT-PCR analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367577	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated IL1beta production in mouse RAW264.7 cells at 50 uM pretreated for 1 hr followed by LPS addition measured after 24 hrs by enzyme immunoassay relative to control	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367582	Inhibition of LPS-induced c-FOS phosphorylation in mouse RAW264.7 cells at 50 uM pretreated for 1 hr followed by LPS-stimulation measured after 15 mins by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
AID1367588	Inhibition of LPS-induced p38 phosphorylation in mouse RAW264.7 cells at 50 uM pretreated for 1 hr followed by LPS-stimulation measured up to 30 mins by Western blot analysis	2017	Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23	Inhibitory effect of moschamine isolated from Carthamus tinctorius on LPS-induced inflammatory mediators via AP-1 and STAT1/3 inactivation in RAW 264.7 macrophages.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	5 (21.74)	29.6817
2010's	15 (65.22)	24.3611
2020's	3 (13.04)	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%
Reviews	3 (12.50%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	21 (87.50%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
indole [no description available]	2.13	1	indole; polycyclic heteroarene	Escherichia coli metabolite
methanol Methanol: A colorless, flammable liquid used in the manufacture of FORMALDEHYDE and ACETIC ACID, in chemical synthesis, antifreeze, and as a solvent. Ingestion of methanol is toxic and may cause blindness.. primary alcohol : A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it.. methanol : The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group.	2.06	1	alkyl alcohol; one-carbon compound; primary alcohol; volatile organic compound	amphiprotic solvent; Escherichia coli metabolite; fuel; human metabolite; mouse metabolite; Mycoplasma genitalium metabolite
n-acetylserotonin N-acetylserotonin : An N-acylserotonin resulting from the formal condensation of the primary amino group of serotonin with the carboxy group of acetic acid.	2.05	1	acetamides; N-acylserotonin; phenols	antioxidant; human metabolite; mouse metabolite; tropomyosin-related kinase B receptor agonist
aspirin Aspirin: The prototypical analgesic used in the treatment of mild to moderate pain. It has anti-inflammatory and antipyretic properties and acts as an inhibitor of cyclooxygenase which results in the inhibition of the biosynthesis of prostaglandins. Aspirin also inhibits platelet aggregation and is used in the prevention of arterial and venous thrombosis. (From Martindale, The Extra Pharmacopoeia, 30th ed, p5). acetylsalicylate : A benzoate that is the conjugate base of acetylsalicylic acid, arising from deprotonation of the carboxy group.. acetylsalicylic acid : A member of the class of benzoic acids that is salicylic acid in which the hydrogen that is attached to the phenolic hydroxy group has been replaced by an acetoxy group. A non-steroidal anti-inflammatory drug with cyclooxygenase inhibitor activity.	2.07	1	benzoic acids; phenyl acetates; salicylates	anticoagulant; antipyretic; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; drug allergen; EC 1.1.1.188 (prostaglandin-F synthase) inhibitor; geroprotector; non-narcotic analgesic; non-steroidal anti-inflammatory drug; plant activator; platelet aggregation inhibitor; prostaglandin antagonist; teratogenic agent
kojic acid [no description available]	2.46	2	4-pyranones; enol; primary alcohol	Aspergillus metabolite; EC 1.10.3.1 (catechol oxidase) inhibitor; EC 1.10.3.2 (laccase) inhibitor; EC 1.13.11.24 (quercetin 2,3-dioxygenase) inhibitor; EC 1.14.18.1 (tyrosinase) inhibitor; EC 1.4.3.3 (D-amino-acid oxidase) inhibitor; NF-kappaB inhibitor; skin lightening agent
n-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide N-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide: structure given in first source. NS-398 : A C-nitro compound that is N-methylsulfonyl-4-nitroaniline bearing an additional cyclohexyloxy substituent at position 2.	2.15	1	aromatic ether; C-nitro compound; sulfonamide	antineoplastic agent; cyclooxygenase 2 inhibitor
potassium chloride Potassium Chloride: A white crystal or crystalline powder used in BUFFERS; FERTILIZERS; and EXPLOSIVES. It can be used to replenish ELECTROLYTES and restore WATER-ELECTROLYTE BALANCE in treating HYPOKALEMIA.. potassium chloride : A metal chloride salt with a K(+) counterion.	2.06	1	inorganic chloride; inorganic potassium salt; potassium salt	fertilizer
tryptophol tryptophol : An indolyl alcohol that is ethanol substituted by a 1H-indol-3-yl group at position 2.	2.13	1	indolyl alcohol	auxin; plant metabolite; Saccharomyces cerevisiae metabolite
5-hydroxyindole [no description available]	2.05	1	hydroxyindoles	human metabolite
tetradecanoylphorbol acetate Tetradecanoylphorbol Acetate: A phorbol ester found in CROTON OIL with very effective tumor promoting activity. It stimulates the synthesis of both DNA and RNA.. phorbol ester : Esters of phorbol, originally found in croton oil (from Croton tiglium, of the family Euphorbiaceae). A number of phorbol esters possess activity as tumour promoters and activate the mechanisms associated with cell growth. Some of these are used in experiments as activators of protein kinase C.. phorbol 13-acetate 12-myristate : A phorbol ester that is phorbol in which the hydroxy groups at the cyclopropane ring juction (position 13) and the adjacent carbon (position 12) have been converted into the corresponding acetate and myristate esters. It is a major active constituent of the seed oil of Croton tiglium. It has been used as a tumour promoting agent for skin carcinogenesis in rodents and is associated with increased cell proliferation of malignant cells. However its function is controversial since a decrease in cell proliferation has also been observed in several cancer cell types.	2.46	2	acetate ester; diester; phorbol ester; tertiary alpha-hydroxy ketone; tetradecanoate ester	antineoplastic agent; apoptosis inducer; carcinogenic agent; mitogen; plant metabolite; protein kinase C agonist; reactive oxygen species generator
butylated hydroxytoluene 2,6-di-tert-butyl-4-methylphenol : A member of the class of phenols that is 4-methylphenol substituted by tert-butyl groups at positions 2 and 6.	2.06	1	phenols	antioxidant; ferroptosis inhibitor; food additive; geroprotector
secoisolariciresinol secoisolariciresinol: RN given refers to ((R-(R,R))-isomer); RN for cpd without isomeric designation not available 8/89; precursor of lignans found in human urine; structure given in first source. secoisolariciresinol : A lignan that is butane-1,4-diol in which the 2 and 3 positions are substituted by 4-hydroxy-3-methoxybenzyl groups. (-)-secoisolariciresinol : An enantiomer of secoisolariciresinol having (-)-(2R,3R)-configuration.	2.15	1	secoisolariciresinol	antidepressant; phytoestrogen; plant metabolite
n-acetyltryptamine N-acetyltryptamine: antagonizes the melatonin-induced inhibition of dopamine release from retina; RN given refers to parent cpd. N-acetyltryptamine : A tryptamine compound having an acetyl substituent attached to the side-chain amino function.	2.31	1	acetamides; indoles
methotrexate [no description available]	2.52	2	dicarboxylic acid; monocarboxylic acid amide; pteridines	abortifacient; antimetabolite; antineoplastic agent; antirheumatic drug; dermatologic drug; DNA synthesis inhibitor; EC 1.5.1.3 (dihydrofolate reductase) inhibitor; immunosuppressive agent
tracheloside tracheloside: a lignan isolated from the seeds of Arctium lappa and Carthamus tinctorius; structure given in first source	2.15	1	glycoside; lignan	metabolite
arbutin hydroquinone O-beta-D-glucopyranoside : A monosaccharide derivative that is hydroquinone attached to a beta-D-glucopyranosyl residue at position 4 via a glycosidic linkage.	2.06	1	beta-D-glucoside; monosaccharide derivative	Escherichia coli metabolite; plant metabolite
e-z cinnamic acid cinnamic acid : A monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia.. trans-cinnamic acid : The E (trans) isomer of cinnamic acid	2.06	1	cinnamic acid	plant metabolite
ferulic acid ferulate : A monocarboxylic acid anion obtained by the deprotonation of the carboxy group of ferulic acid.	2.06	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.	2.06	1	4-coumaric acid	food component; mouse metabolite; plant metabolite
chalcone trans-chalcone : The trans-isomer of chalcone.	3.23	1	chalcone	EC 3.2.1.1 (alpha-amylase) inhibitor
sinapinic acid sinapinic acid: a matrix for matrix-assisted laser desorption technique for protein MW determination; a constituent of propolis. trans-sinapic acid : A sinapic acid in which the double bond has trans-configuration.	2.47	2	sinapic acid	MALDI matrix material; plant metabolite
caffeic acid trans-caffeic acid : The trans-isomer of caffeic acid.	2.47	2	caffeic acid	geroprotector; mouse metabolite
4-methoxycinnamic acid [no description available]	2.06	1	cinnamic acids
3-(3,4-dimethoxyphenyl)propenoic acid 3-(3,4-dimethoxyphenyl)propenoic acid: structure given in first source; RN given refers to parent cpd. 3,4-dimethoxycinnamic acid : A methoxycinnamic acid that is trans-cinnamic acid substituted by methoxy groups at positions 3' and 4' respectively.	2.06	1	methoxycinnamic acid
isoferulic acid isoferulic acid: isomer of ferulic acid; structure. isoferulic acid : A ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 4 and 3 respectively on the phenyl ring.	2.06	1	ferulic acids	antioxidant; biomarker; metabolite
n(6)-(1-iminoethyl)lysine N(6)-acetimidoyl-L-lysine : An L-lysine derivative that is L-lysine in which one of the hydrogens attached to N(6) is substituted by an acetimidoyl group	2.15	1	L-lysine derivative; non-proteinogenic L-alpha-amino acid
n-(p-coumaroyl)serotonin N-(p-coumaroyl)serotonin: structure in first source	4.96	11	carboxamide; hydroxyindoles
hydroxysafflor yellow a hydroxysafflor yellow A: from Carthamus tinctorius; structure given in first source. hydroxysafflor yellow A : A C-glycosyl compound that is 3,4,5-trihydroxycyclohexa-2,5-dien-1-one which is substituted by beta-D-glucosyl groups at positions 2 and 4, and by a p-hydroxycinnamoyl group at position 6. It is the main bioactive compound of a traditional Chinese medicine obtained from safflower (Carthamus tinctorius).	3.23	1
n-caffeoyltyramine N-caffeoyltyramine: structure in first source	2.05	1	catechols
cardiovascular agents Cardiovascular Agents: Agents that affect the rate or intensity of cardiac contraction, blood vessel diameter, or blood volume.	3.23	1

Condition	Relationship Strength	Studies
Malignant Melanoma [description not available]	2.05	1
B16 Melanoma [description not available]	2.05	1
Melanoma A malignant neoplasm derived from cells that are capable of forming melanin, which may occur in the skin of any part of the body, in the eye, or, rarely, in the mucous membranes of the genitalia, anus, oral cavity, or other sites. It occurs mostly in adults and may originate de novo or from a pigmented nevus or malignant lentigo. Melanomas frequently metastasize widely, and the regional lymph nodes, liver, lungs, and brain are likely to be involved. The incidence of malignant skin melanomas is rising rapidly in all parts of the world. (Stedman, 25th ed; from Rook et al., Textbook of Dermatology, 4th ed, p2445)	2.05	1
Innate Inflammatory Response [description not available]	2.59	2
Inflammation A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.	2.59	2
Disease Exacerbation [description not available]	2.1	1
Adjuvant Arthritis [description not available]	7.52	2
Rheumatoid Arthritis [description not available]	2.1	1
Arthritis, Rheumatoid A chronic systemic disease, primarily of the joints, marked by inflammatory changes in the synovial membranes and articular structures, widespread fibrinoid degeneration of the collagen fibers in mesenchymal tissues, and by atrophy and rarefaction of bony structures. Etiology is unknown, but autoimmune mechanisms have been implicated.	2.1	1
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.13	1
Body Weight The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.	2.05	1
Atherogenesis [description not available]	2.44	2
Elevated Cholesterol [description not available]	2.05	1
Hypercholesterolemia A condition with abnormally high levels of CHOLESTEROL in the blood. It is defined as a cholesterol value exceeding the 95th percentile for the population.	2.05	1
Atherosclerosis A thickening and loss of elasticity of the walls of ARTERIES that occurs with formation of ATHEROSCLEROTIC PLAQUES within the ARTERIAL INTIMA.	7.44	2
Muscle Contraction A process leading to shortening and/or development of tension in muscle tissue. Muscle contraction occurs by a sliding filament mechanism whereby actin filaments slide inward among the myosin filaments.	2.06	1

n-feruloylserotonin

Description

Cross-References

Synonyms (35)

Research Excerpts

Bioavailability

Roles (1)

Drug Classes (5)

Pathways (1)

Protein Targets (2)

Inhibition Measurements

Bioassays (40)

Research

Studies (23)

Market Indicators

Research Demand Index: 11.55

Study Types

n-feruloylserotonin

Description

Cross-References

Synonyms (35)

Research Excerpts

Bioavailability

Roles (1)

Drug Classes (5)

Pathways (1)

Protein Targets (2)

Inhibition Measurements

Bioassays (40)

Research

Studies (23)

Market Indicators

Research Demand Index: 11.55

Study Types

Related Drugs (30)

Related Conditions (16)