Summary

IMPPAT Phytochemical identifier: IMPHY006508

Phytochemical name: N-Coumaroyl serotonin

Synonymous chemical names:
n-p-coumaroyl serotonin

External chemical identifiers:
CID:5458879, ChEMBL:CHEMBL1760547, ChEBI:175113, ZINC:ZINC000001587152, FDASRS:IUC27Q8ACH, SureChEMBL:SCHEMBL471921, MolPort-003-846-030

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Chemical structure information

SMILES:
O=C(/C=C/c1ccc(cc1)O)NCCc1c[nH]c2c1cc(O)cc2

InChI:
InChI=1S/C19H18N2O3/c22-15-4-1-13(2-5-15)3-8-19(24)20-10-9-14-12-21-18-7-6-16(23)11-17(14)18/h1-8,11-12,21-23H,9-10H2,(H,20,24)/b8-3+

InChIKey:
WLZPAFGVOWCVMG-FPYGCLRLSA-N

DeepSMILES:
O=C/C=C/cccccc6))O)))))))NCCcc[nH]cc5ccO)cc6

Functional groups:
c/C=C/C(=O)NC, cO, c[nH]c

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)NCCc1c[nH]c2ccccc12

Scaffold Graph/Node level:
OC(CCC1CCCCC1)NCCC1CNC2CCCCC12

Scaffold Graph level:
CC(CCCC1CCC2CCCCC21)CCC1CCCCC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Indoles and derivatives

ClassyFire Subclass: Tryptamines and derivatives

NP Classifier Biosynthetic pathway: Amino acids and Peptides, Shikimates and Phenylpropanoids

NP Classifier Superclass: Phenylpropanoids (C6-C3)

NP Classifier Class: Cinnamic acid amides

NP-Likeness score: 0.128

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Chemical structure download