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N-Feruloyl Serotonin

PubChem CID: 5969616

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Compound Synonyms Moschamine, N-Feruloylserotonin, N-Feruloyl Serotonin, 68573-23-9, feruloylserotonin, 193224-22-5, Feruloylserotonin 98, (E)-N-(2-(5-Hydroxy-1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)acrylamide, CHEBI:85158, UNII-2PP8322487, ferulic acid serotonin amide, TRYPTAMINE, N-FERULOYL, (E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide, CHEMBL564482, DTXSID70172925, 2-Propenamide, N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)-, (2E)-, 2-Propenamide, N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)-, (E)-, 2PP8322487, (2E)-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, 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)-2-propenamide, N-Feruloylserotonin, NSC 369502, , (E/Z)-Moschamine, SEROTONIN (I), N-(FERULOYL)-, Nb-(E)-Feruloylserotonin, N-(Feruloyl)-Serotonin (I), DTXCID5095416, SCHEMBL12063415, GLXC-10976, N-FERULOYL SEROTONIN [INCI], BDBM50296246, HY-118824A, NSC-369502, N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)-2-propenamide, DA-75683, MS-25464, CS-0131111, G14381, Q25099720, (e)-N-(3-methoxy-4-hydroxycinnamoyl)-5-hydroxytryptamine, 849-485-8
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 94.6
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCCC1CCC2CCCCC21)CCC1CCCCC1
Np Classifier Class Cinnamic acid amides
Deep Smiles COccc/C=C/C=O)NCCcc[nH]cc5ccO)cc6)))))))))))))))ccc6O
Heavy Atom Count 26.0
Classyfire Class Indoles and derivatives
Description Alkaloid from Carthamus tinctorius (safflower). Nb-trans-Feruloylserotonin is found in fats and oils and herbs and spices.
Scaffold Graph Node Level OC(CCC1CCCCC1)NCCC1CNC2CCCCC12
Classyfire Subclass Tryptamines and derivatives
Isotope Atom Count 0.0
Molecular Complexity 498.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P14679, P11344, O42713, P23219, P35354, P07265, n.a.
Iupac Name (E)-N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
Prediction Hob 1.0
Class Indoles and derivatives
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 3.0
Superclass Organoheterocyclic compounds
Subclass Tryptamines and derivatives
Gsk 4 400 Rule True
Molecular Formula C20H20N2O4
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)NCCc1c[nH]c2ccccc12
Prediction Swissadme 0.0
Inchi Key WGHKJYWENWLOMY-XVNBXDOJSA-N
Silicos It Class Moderately soluble
Fcsp3 0.15
Logs -3.581
Rotatable Bond Count 6.0
State Solid
Logd 2.958
Synonyms Moschamine, N-(Feruloyl)-serotonin (I), N-Feruloylserotonin, Nb-(E)-Feruloylserotonin, Nb-trans-Feruloylserotonin, Tryptamine, N-feruloyl, NB-(e)-Feruloylserotonin, n-feruloyl serotonin, n-feruloylserotonin
Substituent Name Serotonin, Hydroxyindole, Methoxyphenol, Phenylpropene, Indole, Methoxybenzene, Styrene, Phenol ether, Anisole, Phenol, Alkyl aryl ether, Benzenoid, Substituted pyrrole, Monocyclic benzene moiety, Heteroaromatic compound, Pyrrole, Azacycle, Organic 1,3-dipolar compound, Propargyl-type 1,3-dipolar organic compound, Ether, Carboximidic acid derivative, Carboximidic acid, Hydrocarbon derivative, Organooxygen compound, Organonitrogen compound, Aromatic heteropolycyclic compound
Esol Class Soluble
Functional Groups c/C=C/C(=O)NC, cO, cOC, c[nH]c
Compound Name N-Feruloyl Serotonin
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 352.142
Formal Charge 0.0
Monoisotopic Mass 352.142
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 352.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -4.153641076923078
Inchi InChI=1S/C20H20N2O4/c1-26-19-10-13(2-6-18(19)24)3-7-20(25)21-9-8-14-12-22-17-5-4-15(23)11-16(14)17/h2-7,10-12,22-24H,8-9H2,1H3,(H,21,25)/b7-3+
Smiles COC1=C(C=CC(=C1)/C=C/C(=O)NCCC2=CNC3=C2C=C(C=C3)O)O
Nring 3.0
Np Classifier Biosynthetic Pathway Amino acids and Peptides, Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Taxonomy Direct Parent N-acylserotonins
Np Classifier Superclass Phenylpropanoids (C6-C3)

  • 1. Outgoing r'ship FOUND_IN to/from Carthamus Tinctorius (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/15577216
  • 2. Outgoing r'ship FOUND_IN to/from Centaurea Cyanus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Centella Asiatica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all