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(2R,3aR,7S)-7-hydroxy-2,5,7-trimethyl-3a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[3,7a-dihydro-2H-indene-6,1'-cyclopropane]-1-one

PubChem CID: 53297436

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Compound Synonyms CHEBI:82527, C19515, Q7256633
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 137.0
Hydrogen Bond Donor Count 5.0
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[C@H]C=O)C5[C@]CC=C9)C))CC3)))C)O))))C)))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 28.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level OC1CCC2(OC3CCCCO3)CCC3(CC3)CC12
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 702.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name (2R,3aR,7S)-7-hydroxy-2,5,7-trimethyl-3a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[3,7a-dihydro-2H-indene-6,1'-cyclopropane]-1-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Organic oxygen compounds
Xlogp -1.3
Gsk 4 400 Rule True
Molecular Formula C20H30O8
Scaffold Graph Node Bond Level O=C1CCC2(OC3CCCCO3)C=CC3(CC3)CC12
Prediction Swissadme 0.0
Inchi Key GPHSJPVUEZFIDE-VGFVQWJBSA-N
Silicos It Class Soluble
Fcsp3 0.85
Logs -1.395
Rotatable Bond Count 3.0
Logd -0.405
Synonyms aquilide a, aquilide-a
Esol Class Very soluble
Functional Groups CC(C)=CC, CC(C)=O, CO, CO[C@@H](C)OC
Compound Name (2R,3aR,7S)-7-hydroxy-2,5,7-trimethyl-3a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[3,7a-dihydro-2H-indene-6,1'-cyclopropane]-1-one
Prediction Hob Swissadme 0.0
Exact Mass 398.194
Formal Charge 0.0
Monoisotopic Mass 398.194
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 398.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -1.2871024000000002
Inchi InChI=1S/C20H30O8/c1-9-6-20(28-17-15(25)14(24)13(23)11(8-21)27-17)7-10(2)19(4-5-19)18(3,26)16(20)12(9)22/h7,9,11,13-17,21,23-26H,4-6,8H2,1-3H3/t9-,11-,13-,14+,15-,16?,17+,18+,20-/m1/s1
Smiles C[C@@H]1C[C@]2(C=C(C3(CC3)[C@@](C2C1=O)(C)O)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
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 Cibotium Barometz (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Hypolepis Punctata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Monachosorum Flagellare (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Pteridium Aquilinum (Plant) Rel Props:Source_db:npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Pteris Cretica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all