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(1R,2R,4S,5R,8S,10S,12R,13S,14R,16R,17R,19R)-11-ethyl-5-methyl-18-methylidene-9-oxa-11-azaheptacyclo[15.2.1.01,14.02,12.04,13.05,10.08,13]icosane-16,19-diol

PubChem CID: 101604998

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 52.9
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC23CC1CCC2C12C4CCC5C(C4)CC1C3CC52
Np Classifier Class Terpenoid alkaloids
Deep Smiles CCN[C@@H][C@@H]C[C@H][C@@]5[C@H]O[C@H]9[C@]6C)CC6))))))[C@H][C@]6C[C@H]C=C)[C@H]5O)))[C@@H]C6)O
Heavy Atom Count 26.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1CC23CC1CCC2C12C4CCC5C(NC1C3CC52)O4
Classyfire Subclass Diterpenoids
Isotope Atom Count 0.0
Molecular Complexity 739.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 12.0
Iupac Name (1R,2R,4S,5R,8S,10S,12R,13S,14R,16R,17R,19R)-11-ethyl-5-methyl-18-methylidene-9-oxa-11-azaheptacyclo[15.2.1.01,14.02,12.04,13.05,10.08,13]icosane-16,19-diol
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.7
Gsk 4 400 Rule True
Molecular Formula C22H31NO3
Scaffold Graph Node Bond Level C=C1CC23CC1CCC2C12C4CCC5C(NC1C3CC52)O4
Inchi Key ULFMQUVPNJZNKM-BLUNSNFGSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 1.0
Synonyms 12-epidehydro-napelline, 12-epidehydronapelline
Esol Class Poorly soluble
Functional Groups C=C(C)C, CN(C)[C@H](C)OC, CO
Compound Name (1R,2R,4S,5R,8S,10S,12R,13S,14R,16R,17R,19R)-11-ethyl-5-methyl-18-methylidene-9-oxa-11-azaheptacyclo[15.2.1.01,14.02,12.04,13.05,10.08,13]icosane-16,19-diol
Exact Mass 357.23
Formal Charge 0.0
Monoisotopic Mass 357.23
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 357.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 12.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C22H31NO3/c1-4-23-17-12-7-14-20(3)6-5-16(26-19(20)23)22(14,17)15-8-13(24)11-9-21(12,15)18(25)10(11)2/h11-19,24-25H,2,4-9H2,1,3H3/t11-,12+,13-,14-,15-,16+,17-,18-,19+,20-,21+,22+/m1/s1
Smiles CCN1[C@@H]2[C@@H]3C[C@H]4[C@@]2([C@@H]5CC[C@]4([C@@H]1O5)C)[C@H]6[C@]37C[C@@H]([C@@H](C6)O)C(=C)[C@H]7O
Np Classifier Biosynthetic Pathway Alkaloids, Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Pseudoalkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Aconitum Napellus (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279