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3-(4-Hydroxy-3-methoxy-phenyl)-acrylic acid octahydro-quinolizin-1-ylmethyl ester

PubChem CID: 643006

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Compound Synonyms (+)-(trans-4'-Hydroxy-3'methoxy-cinnamoyl) epilupinine, (1S,9aR)-octahydro-2H-quinolizin-1-ylmethyl (2E)-3-(4-hydroxy-3-methoxyphenyl)acrylate, 3-(4-Hydroxy-3-methoxy-phenyl)-acrylic acid octahydro-quinolizin-1-ylmethyl ester, 2-propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, [(1S,9aR)-octahydro-2H-quinolizin-1-yl]methyl ester, (2E)-, InChI=1/C20H27NO4/c1-24-19-13-15(7-9-18(19)22)8-10-20(23)25-14-16-5-4-12-21-11-3-2-6-17(16)21/h7-10,13,16-17,22H,2-6,11-12,14H2,1H3/b10-8+/t16-,17-/m1/s
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 59.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC(CCC1CCCCC1)CCC1CCCC2CCCCC21
Np Classifier Class Quinolizidine alkaloids
Deep Smiles COccc/C=C/C=O)OC[C@H]CCCN[C@@H]6CCCC6)))))))))))))))ccc6O
Heavy Atom Count 25.0
Classyfire Class Cinnamic acids and derivatives
Scaffold Graph Node Level OC(CCC1CCCCC1)OCC1CCCN2CCCCC12
Classyfire Subclass Hydroxycinnamic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 467.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 2.0
Iupac Name [(1S,9aR)-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-1-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 3.5
Gsk 4 400 Rule True
Molecular Formula C20H27NO4
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OCC1CCCN2CCCCC12
Inchi Key PWEDVDRRTZZEER-WVDJOFFCSA-N
Silicos It Class Soluble
Rotatable Bond Count 6.0
Synonyms (+)-trans-4'-hydroxy-3'-methoxy-cinnamoyl epilupinine
Esol Class Soluble
Functional Groups CN(C)C, c/C=C/C(=O)OC, cO, cOC
Compound Name 3-(4-Hydroxy-3-methoxy-phenyl)-acrylic acid octahydro-quinolizin-1-ylmethyl ester
Exact Mass 345.194
Formal Charge 0.0
Monoisotopic Mass 345.194
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 345.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C20H27NO4/c1-24-19-13-15(7-9-18(19)22)8-10-20(23)25-14-16-5-4-12-21-11-3-2-6-17(16)21/h7-10,13,16-17,22H,2-6,11-12,14H2,1H3/b10-8+/t16-,17-/m1/s1
Smiles COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@H]2CCCN3[C@@H]2CCCC3)O
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Np Classifier Superclass Lysine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Lupinus Micranthus (Plant) Rel Props:Reference:ISBN:9788172362461