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5Alpha-Epoxyalantolactone

PubChem CID: 474521

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Compound Synonyms 5Alpha-Epoxyalantolactone, CHEBI:65856, (1aR,2S,5aR,6aR,9aR,9bS)-2,5a-dimethyl-9-methylideneoctahydro-2H-oxireno[4,4a]naphtho[2,3-b]furan-8(9H)-one, (1R,3S,4R,8R,10R,14S)-10,14-dimethyl-5-methylidene-2,7-dioxatetracyclo[8.4.0.01,3.04,8]tetradecan-6-one, (1aR,2S,5aR,6aR,9aR,9bS)-2,5a-dimethyl-9-methylideneoctahydro-2H-oxireno(4,4a)naphtho(2,3-b)furan-8(9H)-one, (1R,3S,4R,8R,10R,14S)-10,14-dimethyl-5-methylidene-2,7-dioxatetracyclo(8.4.0.01,3.04,8)tetradecan-6-one, 5.alpha.-Epoxyalantolactone, MEGxp0_001641, CHEMBL2332657, AKOS015969710, Q27134349
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 38.8
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2CC3CCCCC34CC4C2C1C
Np Classifier Class Eudesmane sesquiterpenoids
Deep Smiles O=CO[C@H][C@@H]C5=C))[C@@H]O[C@]3[C@]C7)C)CCC[C@@H]6C
Heavy Atom Count 18.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1C(O)OC2CC3CCCCC34OC4C21
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 457.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 6.0
Uniprot Id Q8BUN5
Iupac Name (1R,3S,4R,8R,10R,14S)-10,14-dimethyl-5-methylidene-2,7-dioxatetracyclo[8.4.0.01,3.04,8]tetradecan-6-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.8
Gsk 4 400 Rule True
Molecular Formula C15H20O3
Scaffold Graph Node Bond Level C=C1C(=O)OC2CC3CCCCC34OC4C12
Prediction Swissadme 0.0
Inchi Key YIQKVCDNUFDAHB-HKKVUVRFSA-N
Silicos It Class Soluble
Fcsp3 0.8
Logs -3.768
Rotatable Bond Count 0.0
Logd 2.608
Synonyms 5alpha-epoxyalantolactone
Esol Class Soluble
Functional Groups C=C1CCOC1=O, C[C@]1(C)O[C@H]1C
Compound Name 5Alpha-Epoxyalantolactone
Prediction Hob Swissadme 0.0
Exact Mass 248.141
Formal Charge 0.0
Monoisotopic Mass 248.141
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 248.32
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -3.1372964
Inchi InChI=1S/C15H20O3/c1-8-5-4-6-14(3)7-10-11(9(2)13(16)17-10)12-15(8,14)18-12/h8,10-12H,2,4-7H2,1,3H3/t8-,10+,11+,12-,14+,15-/m0/s1
Smiles C[C@H]1CCC[C@]2([C@@]13[C@@H](O3)[C@H]4[C@@H](C2)OC(=O)C4=C)C
Nring 4.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Inula Helenium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Inula Racemosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all