n-trans-feruloyloctopamine profile

N-feruloyloctopamine: has antifungal activity; isolated from root bark of Lycium chinense; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	24096391
CHEMBL ID	3793646
CHEBI ID	191530
MeSH ID	M000612855

Synonym
ACON1_000775
NCGC00169371-01
BRD-A35166833-001-01-6
(e)-n-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
CHEBI:191530
n-trans-feruloyloctopamine
66648-44-0
n-feruloyloctopamine
n-cis-feruloyloctopamine
(2e)-n-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
CHEMBL3793646
octopamine, n-feruloyl-
n-[2-hydroxy-2-(4-hydroxyphenyl)ethyl] ferulamide
AKOS032948228
HY-N2232
n-?feruloyloctopamine
n-feruloyl-octopamine
CS-0019555
MS-24941
DTXSID30904229
n-eruloyloctopamine
octopamine,n-feruloyl-

Class	Description
methoxybenzenes	Any aromatic ether that consists of a benzene skeleton substituted with one or more methoxy groups.
phenols	Organic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
[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 (21)

Assay ID	Title	Year	Journal	Article
AID1428730	Antiproliferative activity against human HuH7 cells assessed as reduction in cell viability after 48 hrs by CCK8 assay	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Inhibition of invasion by N-trans-feruloyloctopamine via AKT, p38MAPK and EMT related signals in hepatocellular carcinoma cells.
AID1428743	Downregulation of slug in human HCCLM3 cells at 2 mM after 48 hrs by western blot analysis	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Inhibition of invasion by N-trans-feruloyloctopamine via AKT, p38MAPK and EMT related signals in hepatocellular carcinoma cells.
AID1428739	Reduction in Akt phosphorylation in human HCCLM3 cells at 2 mM after 48 hrs by western blot analysis	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Inhibition of invasion by N-trans-feruloyloctopamine via AKT, p38MAPK and EMT related signals in hepatocellular carcinoma cells.
AID1428740	Reduction in p38 phosphorylation in human HuH7 cells at 2 mM after 48 hrs by western blot analysis	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Inhibition of invasion by N-trans-feruloyloctopamine via AKT, p38MAPK and EMT related signals in hepatocellular carcinoma cells.
AID1428731	Antiproliferative activity against human HCCLM3 cells assessed as reduction in cell viability after 48 hrs by CCK8 assay	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Inhibition of invasion by N-trans-feruloyloctopamine via AKT, p38MAPK and EMT related signals in hepatocellular carcinoma cells.
AID1428736	Effect on p65 phosphorylation in human HCCLM3 cells at 2 mM after 48 hrs by western blot analysis	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Inhibition of invasion by N-trans-feruloyloctopamine via AKT, p38MAPK and EMT related signals in hepatocellular carcinoma cells.
AID1428741	Reduction in p38 phosphorylation in human HCCLM3 cells at 2 mM after 48 hrs by western blot analysis	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Inhibition of invasion by N-trans-feruloyloctopamine via AKT, p38MAPK and EMT related signals in hepatocellular carcinoma cells.
AID1293688	Inhibition of baker's yeast alpha-glucosidase using pNPG as substrate by spectrophotometry	2016	European journal of medicinal chemistry, May-23, Volume: 114	Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
AID1428733	Antimigratory activity in human HuH7 cells assessed as wound closure at 2 mM after 48 hrs by inverted microscopic method	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Inhibition of invasion by N-trans-feruloyloctopamine via AKT, p38MAPK and EMT related signals in hepatocellular carcinoma cells.
AID1293687	Inhibition of beta-glucosidase (unknown origin) up to 200 uM	2016	European journal of medicinal chemistry, May-23, Volume: 114	Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
AID1293689	Uncompetitive inhibition of baker's yeast alpha-glucosidase using pNPG as substrate by Cornish-Bowden plot analysis	2016	European journal of medicinal chemistry, May-23, Volume: 114	Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
AID1293692	Inhibition of alpha-amylase (unknown origin) up to 200 uM	2016	European journal of medicinal chemistry, May-23, Volume: 114	Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
AID1293691	Inhibition of alpha-mannosidase (unknown origin) up to 200 uM	2016	European journal of medicinal chemistry, May-23, Volume: 114	Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
AID1428742	Upregulation of E-cadherin in human HCCLM3 cells after 48 hrs by western blot analysis	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Inhibition of invasion by N-trans-feruloyloctopamine via AKT, p38MAPK and EMT related signals in hepatocellular carcinoma cells.
AID1293690	Inhibition of alpha-galactosidase (unknown origin) up to 200 uM	2016	European journal of medicinal chemistry, May-23, Volume: 114	Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
AID1428737	Effect on ERK1/2 phosphorylation in human HCCLM3 cells at 2 mM after 48 hrs by western blot analysis	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Inhibition of invasion by N-trans-feruloyloctopamine via AKT, p38MAPK and EMT related signals in hepatocellular carcinoma cells.
AID1428744	Cytotoxicity against human HCCLM3 cells after 48 hrs by CCK8 assay	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Inhibition of invasion by N-trans-feruloyloctopamine via AKT, p38MAPK and EMT related signals in hepatocellular carcinoma cells.
AID1428738	Reduction in Akt phosphorylation in human HuH7 cells at 2 mM after 48 hrs by western blot analysis	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Inhibition of invasion by N-trans-feruloyloctopamine via AKT, p38MAPK and EMT related signals in hepatocellular carcinoma cells.
AID1428734	Anti-invasive activity in human HuH7 cells assessed as invasive cell count at 2 mM after 48 hrs using Giemsa dye by matrigel based microscopic method (Rvb = 36 +/- 6 No_unit)	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Inhibition of invasion by N-trans-feruloyloctopamine via AKT, p38MAPK and EMT related signals in hepatocellular carcinoma cells.
AID1428735	Anti-invasive activity in human HCCLM3 cells assessed as invasive cell count at 2 mM after 48 hrs using Giemsa dye by matrigel based microscopic method (Rvb = 64.7 +/- 9.3 No_unit)	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Inhibition of invasion by N-trans-feruloyloctopamine via AKT, p38MAPK and EMT related signals in hepatocellular carcinoma cells.
AID1428732	Antimigratory activity in human HCCLM3 cells assessed as wound closure at 2 mM after 48 hrs by inverted microscopic method	2017	Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4	Inhibition of invasion by N-trans-feruloyloctopamine via AKT, p38MAPK and EMT related signals in hepatocellular carcinoma cells.
[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	1 (16.67)	29.6817
2010's	4 (66.67)	24.3611
2020's	1 (16.67)	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	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
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
fluorouracil Fluorouracil: A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the THYMIDYLATE SYNTHETASE conversion of deoxyuridylic acid to thymidylic acid.. 5-fluorouracil : A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.	2.15	1	nucleobase analogue; organofluorine compound	antimetabolite; antineoplastic agent; environmental contaminant; immunosuppressive agent; radiosensitizing agent; xenobiotic
octopamine Octopamine: An alpha-adrenergic sympathomimetic amine, biosynthesized from tyramine in the CNS and platelets and also in invertebrate nervous systems. It is used to treat hypotension and as a cardiotonic. The natural D(-) form is more potent than the L(+) form in producing cardiovascular adrenergic responses. It is also a neurotransmitter in some invertebrates.. octopamine : A member of the class of phenylethanolamines that is phenol which is substituted at the para- position by a 2-amino-1-hydroxyethyl group. A biogenic phenylethanolamine which has been found to act as a neurotransmitter, neurohormone or neuromodulator in invertebrates.	3.2	5	phenylethanolamines; tyramines	neurotransmitter
tyramine [no description available]	2.02	1	monoamine molecular messenger; primary amino compound; tyramines	EC 3.1.1.8 (cholinesterase) inhibitor; Escherichia coli metabolite; human metabolite; mouse metabolite; neurotransmitter
1-deoxynojirimycin 1-deoxy-nojirimycin: structure in first source. duvoglustat : An optically active form of 2-(hydroxymethyl)piperidine-3,4,5-triol having 2R,3R,4R,5S-configuration.	2.13	1	2-(hydroxymethyl)piperidine-3,4,5-triol; piperidine alkaloid	anti-HIV agent; anti-obesity agent; bacterial metabolite; EC 3.2.1.20 (alpha-glucosidase) inhibitor; hepatoprotective agent; hypoglycemic agent; plant metabolite
feruloyltyramine feruloyltyramine: structure given in first source; isolated from Cannabis sativa seeds, roots, leaves, and resin; induces hypothermia and motor incoordination in mice; moupinamide is (E)-isomer	2.13	1	tyramines	metabolite
n-cinnamoyltyramine N-cinnamoyltyramine: isolated from Lycianthes biflora; structure in first source. N-trans-cinnamoyltyramine : A member of the class of cinnamamides that is tyramine substituted by a (1E)-3-oxo-1-phenylprop-1-en-3-yl group at the nitrogen atom. It is found in rice and exhibits an allelopathic effect to suppress the growth of weeds.	2.13	1	cinnamamides; phenols; secondary carboxamide	allelochemical; antimicrobial agent; phytoalexin; platelet aggregation inhibitor
n-(4-hydroxy-beta-phenethyl)-4-hydroxycinnamide trans-N-p-coumaroyl tyramine: from the twigs of Celtis chinensis; structure in first source	2.13	1	hydroxycinnamic acid	metabolite
n-caffeoyltyramine N-caffeoyltyramine: structure in first source	2.46	2	catechols
n-coumaroyldopamine N-coumaroyldopamine: structure in first source	2.13	1
dihydro-n-caffeoyltyramine dihydro-N-caffeoyltyramine: structure in first source	2.02	1	catechols

Condition	Relationship Strength	Studies
Hepatocellular Carcinoma [description not available]	7.61	2
Cancer of Liver [description not available]	2.61	2
Invasiveness, Neoplasm [description not available]	2.15	1
Carcinoma, Hepatocellular A primary malignant neoplasm of epithelial liver cells. It ranges from a well-differentiated tumor with EPITHELIAL CELLS indistinguishable from normal HEPATOCYTES to a poorly differentiated neoplasm. The cells may be uniform or markedly pleomorphic, or form GIANT CELLS. Several classification schemes have been suggested.	2.61	2
Liver Neoplasms Tumors or cancer of the LIVER.	2.61	2
Fatty Liver, Nonalcoholic [description not available]	2.11	1
Non-alcoholic Fatty Liver Disease Fatty liver finding without excessive ALCOHOL CONSUMPTION.	2.11	1
Malignant Melanoma [description not available]	2.11	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)	7.11	1
Extravascular Hemolysis [description not available]	2.02	1
Hemolysis The destruction of ERYTHROCYTES by many different causal agents such as antibodies, bacteria, chemicals, temperature, and changes in tonicity.	2.02	1

n-trans-feruloyloctopamine

Description

Cross-References

Synonyms (22)

Drug Classes (2)

Bioassays (21)

Research

Studies (6)

Study Types

n-trans-feruloyloctopamine

Description

Cross-References

Synonyms (22)

Drug Classes (2)

Bioassays (21)

Research

Studies (6)

Study Types

Related Drugs (10)

Related Conditions (11)