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[(1S,4S,5S,9S,10R,13R,14S)-5-hydroperoxy-14-hydroxy-5,9-dimethyl-14-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methyl acetate

PubChem CID: 11024959

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 76.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CCC13CCC(CCC21)C3
Np Classifier Class Norkaurane diterpenoids
Deep Smiles OO[C@@]C)CCC[C@@][C@@H]6CC[C@][C@H]6CC[C@H]C6)[C@]C7)O)COC=O)C)))))))))))))C
Heavy Atom Count 26.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CCC2C(C1)CCC13CCC(CCC21)C3
Classyfire Subclass Diterpenoids
Isotope Atom Count 0.0
Molecular Complexity 593.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 7.0
Iupac Name [(1S,4S,5S,9S,10R,13R,14S)-5-hydroperoxy-14-hydroxy-5,9-dimethyl-14-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methyl acetate
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 3.3
Gsk 4 400 Rule True
Molecular Formula C21H34O5
Scaffold Graph Node Bond Level C1CCC2C(C1)CCC13CCC(CCC21)C3
Prediction Swissadme 1.0
Inchi Key RILAGXHYBRNHMH-SRWWVFQWSA-N
Silicos It Class Soluble
Fcsp3 0.9523809523809524
Logs -2.461
Rotatable Bond Count 4.0
Logd 2.315
Synonyms annosquamosin f, annosquamosin f (16beta-hydroxy-17-acetoxy-18-nor-ent-kauran-4beta-hydroperoxide)
Esol Class Soluble
Functional Groups CO, COC(C)=O, COO
Compound Name [(1S,4S,5S,9S,10R,13R,14S)-5-hydroperoxy-14-hydroxy-5,9-dimethyl-14-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methyl acetate
Prediction Hob Swissadme 0.0
Exact Mass 366.241
Formal Charge 0.0
Monoisotopic Mass 366.241
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 366.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -3.946187600000001
Inchi InChI=1S/C21H34O5/c1-14(22)25-13-21(23)12-20-10-7-16-18(2,8-4-9-19(16,3)26-24)17(20)6-5-15(21)11-20/h15-17,23-24H,4-13H2,1-3H3/t15-,16+,17+,18-,19+,20+,21-/m1/s1
Smiles CC(=O)OC[C@@]1(C[C@@]23CC[C@H]4[C@]([C@@H]2CC[C@@H]1C3)(CCC[C@]4(C)OO)C)O
Nring 4.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Diterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Annona Squamosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all