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[(8S)-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2R)-2-hydroxy-2-[(1R)-1-methoxyethyl]-3-methylbutanoate

PubChem CID: 102122200

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 73.8
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CC2CCCC2C1
Np Classifier Class Pyrrolizidine alkaloids
Deep Smiles CO[C@@H][C@@]C=O)OCC=CC[N+][C@H]5CCC5))))[O-]))))))))CC)C))O))C
Heavy Atom Count 22.0
Scaffold Graph Node Level C1CC2CCCN2C1
Isotope Atom Count 0.0
Molecular Complexity 463.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name [(8S)-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2R)-2-hydroxy-2-[(1R)-1-methoxyethyl]-3-methylbutanoate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 0.5
Gsk 4 400 Rule True
Molecular Formula C16H27NO5
Scaffold Graph Node Bond Level C1=CC2CCC[NH+]2C1
Inchi Key JOPJYQKWCBEYGN-NOCHINKJSA-N
Silicos It Class Soluble
Rotatable Bond Count 7.0
Synonyms heleurine-n-oxide
Esol Class Very soluble
Functional Groups CC=C(C)C, CO, COC, COC(C)=O, C[N+](C)(C)[O-]
Compound Name [(8S)-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2R)-2-hydroxy-2-[(1R)-1-methoxyethyl]-3-methylbutanoate
Exact Mass 313.189
Formal Charge 0.0
Monoisotopic Mass 313.189
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 313.39
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C16H27NO5/c1-11(2)16(19,12(3)21-4)15(18)22-10-13-7-9-17(20)8-5-6-14(13)17/h7,11-12,14,19H,5-6,8-10H2,1-4H3/t12-,14+,16-,17?/m1/s1
Smiles C[C@H]([C@](C(C)C)(C(=O)OCC1=CC[N+]2([C@H]1CCC2)[O-])O)OC
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Ornithine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Heliotropium Indicum (Plant) Rel Props:Reference:https://doi.org/10.1093/database/bav075