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Dicaffeoylputrescine

PubChem CID: 11538839

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Compound Synonyms Dicaffeoylputrescine, CHEMBL197015, CHEBI:175300, N,N'-Bis(3,4-dihydroxycinnamoyl)-1,4-butanediamine, (2E)-3-(3,4-dihydroxyphenyl)-N-{4-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enamido]butyl}prop-2-enamide, (E)-3-(3,4-dihydroxyphenyl)-N-[4-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]butyl]prop-2-enamide
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 139.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCCCCCC(C)CCC1CCCCC1)CCC1CCCCC1
Np Classifier Class Polyamines
Deep Smiles O=C/C=C/cccccc6)O))O)))))))NCCCCNC=O)/C=C/cccccc6)O))O
Heavy Atom Count 30.0
Classyfire Class Cinnamic acids and derivatives
Description Alkaloid from Helianthus annuus (sunflower) and Pyrus communis (pear). Dicaffeoylputrescine is found in pomes and fats and oils.
Scaffold Graph Node Level OC(CCC1CCCCC1)NCCCCNC(O)CCC1CCCCC1
Classyfire Subclass Hydroxycinnamic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 556.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name (E)-3-(3,4-dihydroxyphenyl)-N-[4-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]butyl]prop-2-enamide
Class Cinnamic acids and derivatives
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 2.4
Superclass Phenylpropanoids and polyketides
Subclass Hydroxycinnamic acids and derivatives
Gsk 4 400 Rule False
Molecular Formula C22H24N2O6
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)NCCCCNC(=O)C=Cc1ccccc1
Inchi Key WKIWXOKCKNMLIX-NXZHAISVSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 9.0
Synonyms Dicaffeoylputrescine, N,N'-Bis(3,4-dihydroxycinnamoyl)-1,4-butanediamine, N,N'-bis(3,4-dihydroxycinnamoyl)-1,4-butanediamine, (2E)-3-(3,4-Dihydroxyphenyl)-N-(4-{[(2E)-3-(3,4-dihydroxyphenyl)-1-hydroxyprop-2-en-1-ylidene]amino}butyl)prop-2-enimidate, dicaffeoylputrescine
Esol Class Soluble
Functional Groups c/C=C/C(=O)NC, cO
Compound Name Dicaffeoylputrescine
Kingdom Organic compounds
Exact Mass 412.163
Formal Charge 0.0
Monoisotopic Mass 412.163
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 412.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 2.0
Molecular Framework Aromatic homomonocyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C22H24N2O6/c25-17-7-3-15(13-19(17)27)5-9-21(29)23-11-1-2-12-24-22(30)10-6-16-4-8-18(26)20(28)14-16/h3-10,13-14,25-28H,1-2,11-12H2,(H,23,29)(H,24,30)/b9-5+,10-6+
Smiles C1=CC(=C(C=C1/C=C/C(=O)NCCCCNC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)O
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 2.0
Egan Rule False
Taxonomy Direct Parent Hydroxycinnamic acids and derivatives
Np Classifier Superclass Ornithine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Pyrus Communis (Plant) Rel Props:Reference:https://doi.org/10.2174/0929867033456729