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(1S,5S,8R,9S,11R,14R,16S,17R,18R,19S)-10,19-dihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-one

PubChem CID: 101930090

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 60.8
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2CC3C4CC56CC(C)C7CC5C3C(C1)(C24)C6C7
Np Classifier Class Terpenoid alkaloids
Deep Smiles O=CC[C@]C)CN[C@H][C@@]C8)[C@@H]6[C@@H]5C[C@][C@H]6[C@H]O)[C@H]C[C@H]%116)O))C=C)C6
Heavy Atom Count 24.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1CC23CC4C5C6CC(O)CC57C(C2CC1CC37)N4C6
Classyfire Subclass Diterpenoids
Isotope Atom Count 0.0
Molecular Complexity 749.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 10.0
Iupac Name (1S,5S,8R,9S,11R,14R,16S,17R,18R,19S)-10,19-dihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-one
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 0.1
Gsk 4 400 Rule True
Molecular Formula C20H25NO3
Scaffold Graph Node Bond Level C=C1CC23CC4C5C6CC(=O)CC57C(C2CC1CC37)N4C6
Inchi Key WCGQPPIMPLNHFG-UVWZWZDJSA-N
Silicos It Class Soluble
Rotatable Bond Count 0.0
Synonyms hetisinone
Esol Class Very soluble
Functional Groups C=C(C)C, CC(C)=O, CN(C)C, CO
Compound Name (1S,5S,8R,9S,11R,14R,16S,17R,18R,19S)-10,19-dihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-one
Exact Mass 327.183
Formal Charge 0.0
Monoisotopic Mass 327.183
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 327.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 11.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C20H25NO3/c1-8-3-19-6-10-15-18(2)4-9(22)5-20(15)16(19)14(24)11(8)13(23)12(19)17(20)21(10)7-18/h10-17,23-24H,1,3-7H2,2H3/t10-,11-,12+,13?,14+,15+,16+,17+,18+,19-,20-/m0/s1
Smiles C[C@]12CC(=O)C[C@]34[C@@H]1[C@@H]5C[C@]67[C@H]3[C@@H]([C@H](C([C@@H]6[C@H]4N5C2)O)C(=C)C7)O
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 Heterophyllum (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/28457693
  • 2. Outgoing r'ship FOUND_IN to/from Delphinium Denudatum (Plant) Rel Props:Reference:ISBN:9788172363130