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[(2S,3R,4S,5S,6R)-2-[(3aR,7R,7aR)-7-hydroxy-2,2,5,7-tetramethyl-1-oxospiro[3,7a-dihydroindene-6,1'-cyclopropane]-3a-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate

PubChem CID: 14313739

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 143.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC2(CC3CCCCC3)CCC3(CC3)CC12
Np Classifier Class Illudane sesquiterpenoids
Deep Smiles OC[C@H]O[C@@H]O[C@]C=CC)C[C@][C@H]6C=O)CC9)C)C))))C)O))CC3)))))))[C@@H][C@H][C@@H]6O))O))OC=O)C
Heavy Atom Count 32.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CCC2(OC3CCCCO3)CCC3(CC3)CC12
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 846.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name [(2S,3R,4S,5S,6R)-2-[(3aR,7R,7aR)-7-hydroxy-2,2,5,7-tetramethyl-1-oxospiro[3,7a-dihydroindene-6,1'-cyclopropane]-3a-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -0.4
Gsk 4 400 Rule False
Molecular Formula C23H34O9
Scaffold Graph Node Bond Level O=C1CCC2(OC3CCCCO3)C=CC3(CC3)CC12
Prediction Swissadme 0.0
Inchi Key RYLFQOVBQSESBN-HOJIOWHPSA-N
Silicos It Class Soluble
Fcsp3 0.8260869565217391
Logs -3.15
Rotatable Bond Count 5.0
Logd 0.967
Synonyms hypoloside a
Esol Class Soluble
Functional Groups CC(=O)OC, CC(C)=CC, CC(C)=O, CO, CO[C@@H](C)OC
Compound Name [(2S,3R,4S,5S,6R)-2-[(3aR,7R,7aR)-7-hydroxy-2,2,5,7-tetramethyl-1-oxospiro[3,7a-dihydroindene-6,1'-cyclopropane]-3a-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate
Prediction Hob Swissadme 0.0
Exact Mass 454.22
Formal Charge 0.0
Monoisotopic Mass 454.22
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 454.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -2.088599200000001
Inchi InChI=1S/C23H34O9/c1-11-8-23(10-20(3,4)18(28)17(23)21(5,29)22(11)6-7-22)32-19-16(30-12(2)25)15(27)14(26)13(9-24)31-19/h8,13-17,19,24,26-27,29H,6-7,9-10H2,1-5H3/t13-,14-,15+,16-,17-,19+,21-,23+/m1/s1
Smiles CC1=C[C@@]2(CC(C(=O)[C@@H]2[C@@](C13CC3)(C)O)(C)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)OC(=O)C
Nring 4.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Sesquiterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Buddleja Davidii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Caragana Jubata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Hypolepis Punctata (Plant) Rel Props:Reference:ISBN:9788172362300; ISBN:9788185042145
  • 4. Outgoing r'ship FOUND_IN to/from Peperomia Tetraphylla (Plant) Rel Props:Source_db:npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Rhaphidophora Decursiva (Plant) Rel Props:Source_db:npass_chem_all