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Macrophylline

PubChem CID: 5281737

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Compound Synonyms Macrophylline, 27841-97-0, [(1S,2R,8R)-2-hydroxy-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (Z)-2-methylbut-2-enoate, (Z)-2-Methyl-2-butenoic acid [(1S,2R,7aR)-hexahydro-2beta-hydroxy-1H-pyrrolizin-1beta-yl]methyl ester, [(1S,2R,7aR)-2-hydroxy-hexahydro-1H-pyrrolizin-1-yl]methyl (2Z)-2-methylbut-2-enoate, Macrophylline (Senecio), Macrophyllin, C10348, CHEBI:6627, DTXSID101128848, HY-N8682, AKOS040762015, FS-6706, DA-59720, CS-0148911, NS00094208, Q27107280, [(1S,2R,7aR)-Hexahydro-2-hydroxy-1H-pyrrolizin-1-yl]methyl (2Z)-2-methyl-2-butenoate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 49.8
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CC2CCCC2C1
Np Classifier Class Pyrrolizidine alkaloids
Deep Smiles C/C=CC=O)OC[C@H][C@@H]O)CN[C@@H]5CCC5)))))))))))/C
Heavy Atom Count 17.0
Classyfire Class Pyrrolizidines
Scaffold Graph Node Level C1CC2CCCN2C1
Isotope Atom Count 0.0
Molecular Complexity 327.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name [(1S,2R,8R)-2-hydroxy-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (Z)-2-methylbut-2-enoate
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 1.3
Gsk 4 400 Rule True
Molecular Formula C13H21NO3
Scaffold Graph Node Bond Level C1CC2CCCN2C1
Inchi Key LVZCTOQMFLAKLI-CSZIUDOQSA-N
Silicos It Class Soluble
Rotatable Bond Count 4.0
Synonyms macrophylline
Esol Class Very soluble
Functional Groups C/C=C(/C)C(=O)OC, CN(C)C, CO
Compound Name Macrophylline
Exact Mass 239.152
Formal Charge 0.0
Monoisotopic Mass 239.152
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 239.31
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C13H21NO3/c1-3-9(2)13(16)17-8-10-11-5-4-6-14(11)7-12(10)15/h3,10-12,15H,4-8H2,1-2H3/b9-3-/t10-,11-,12+/m1/s1
Smiles C/C=C(/C)\C(=O)OC[C@@H]1[C@H]2CCCN2C[C@@H]1O
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Np Classifier Superclass Ornithine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Cordia Dichotoma (Plant) Rel Props:Reference:ISBN:9788185042138
  • 2. Outgoing r'ship FOUND_IN to/from Rauvolfia Serpentina (Plant) Rel Props:Reference:https://doi.org/10.1186/s12906-015-0683-7