Nb-Feruloyltryptamine

Details

• Internal ID: cf1b73a2-3f58-4fcb-8b9d-d08350e35e85
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: (E)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(1H-indol-3-yl)ethyl]prop-2-enamide
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)NCCC2=CNC3=CC=CC=C32)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)NCCC2=CNC3=CC=CC=C32)O
• InChI: InChI=1S/C20H20N2O3/c1-25-19-12-14(6-8-18(19)23)7-9-20(24)21-11-10-15-13-22-17-5-3-2-4-16(15)17/h2-9,12-13,22-23H,10-11H2,1H3,(H,21,24)/b9-7+
• InChI Key: LWRQDNUXWLIWDB-VQHVLOKHSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀N₂O₃
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.14739250 g/mol
• Topological Polar Surface Area (TPSA): 74.40 Ų
• XlogP: 3.30

Synonyms

• 96014-22-1
• (E)-N-[2-(3-Indolyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)acrylamide
• 53905-13-8
• (E)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(1H-indol-3-yl)ethyl]prop-2-enamide
• (E)-N-(2-(1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)acrylamide
• N-trans-Feruloyl tryptamine
• MFCD28125453
• feruloyltryptamine
• CHEMBL332182
• SCHEMBL10070987
• CHEBI:174537
• WDA01422
• AC1129
• AKOS032455852
• AKOS040763565
• CS-12367
• CS-0458381
• A916629
• 3-(4-Hydroxy-3-methoxy-phenyl)-N-[2-(1H-indol-3-yl)-ethyl]-acrylamide
• (2E)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(1H-indol-3-yl)ethyl]prop-2-enamide
• (E)-3-(4-hydroxy-3-methoxy-phenyl)-N-[2-(1H-indol-3-yl)ethyl]prop-2-enamide
• (3Z,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-(3,4,5-trimethoxybenzylidene)dihydrofuran-2(3H)-one
• 2(3H)-furanone, 4-(1,3-benzodioxol-5-ylmethyl)dihydro-3-[(3,4,5-trimethoxyphenyl)methylene]-, (3Z,4R)-
• InChI=1/C20H20N2O3/c1-25-19-12-14(6-8-18(19)23)7-9-20(24)21-11-10-15-13-22-17-5-3-2-4-16(15)17/h2-9,12-13,22-23H,10-11H2,1H3,(H,21,24)/b9-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.67%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.21%	96.00%
CHEMBL2581	P07339	Cathepsin D	94.15%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.52%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.38%	86.33%
CHEMBL2535	P11166	Glucose transporter	93.22%	98.75%
CHEMBL1914	P06276	Butyrylcholinesterase	92.79%	95.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.59%	89.62%
CHEMBL1255126	O15151	Protein Mdm4	88.59%	90.20%
CHEMBL1937	Q92769	Histone deacetylase 2	88.57%	94.75%
CHEMBL4208	P20618	Proteasome component C5	87.82%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.71%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.61%	92.62%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	84.12%	98.21%
CHEMBL255	P29275	Adenosine A2b receptor	83.26%	98.59%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.88%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	82.53%	94.73%
CHEMBL3959	P16083	Quinone reductase 2	81.55%	89.49%

Plants that contains it

• Carthamus tinctorius
• Chenopodium album
• Cinnamosma madagascariensis
• Rhaponticum carthamoides subsp. carthamoides
• Zea mays

Cross-Links

• PubChem: 641764
• LOTUS: LTS0119446
• wikiData: Q105158534