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5(S),9(S),10(S)-15,16-Epoxycleroda-3,8,13(16),14-tetraene-19,18:20,12(S)-diolactone (swassin)

PubChem CID: 91741938

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Compound Synonyms WQEZWMOABWIAIU-XAMWDVODSA-N, 5(S),9(S),10(S)-15,16-Epoxycleroda-3,8,13(16),14-tetraene-19,18:20,12(S)-diolactone (swassin)
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 65.7
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC23CCC(C)C4(CC(C5CCCC5)CC4C)C2CCCC13
Np Classifier Class Colensane and Clerodane diterpenoids
Deep Smiles O=COC[C@]C5=CCC[C@@H]6[C@]C=C)CC%10)))C[C@H]OC5=O)))ccocc5
Heavy Atom Count 25.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1CCC23COC(O)C2CCCC3C12CC(C1CCOC1)OC2O
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 694.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name (5'S,6aS,7S,10aS)-5'-(furan-3-yl)-8-methylidenespiro[1,5,6,6a,9,10-hexahydrobenzo[d][2]benzofuran-7,3'-oxolane]-2',3-dione
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.6
Gsk 4 400 Rule True
Molecular Formula C20H20O5
Scaffold Graph Node Bond Level C=C1CCC23COC(=O)C2=CCCC3C12CC(c1ccoc1)OC2=O
Inchi Key WQEZWMOABWIAIU-XAMWDVODSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 1.0
Synonyms plaunolide, swassin
Esol Class Soluble
Functional Groups C=C(C)C, CC=C1CCOC1=O, COC(C)=O, coc
Compound Name 5(S),9(S),10(S)-15,16-Epoxycleroda-3,8,13(16),14-tetraene-19,18:20,12(S)-diolactone (swassin)
Exact Mass 340.131
Formal Charge 0.0
Monoisotopic Mass 340.131
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 340.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C20H20O5/c1-12-5-7-19-11-24-17(21)14(19)3-2-4-16(19)20(12)9-15(25-18(20)22)13-6-8-23-10-13/h3,6,8,10,15-16H,1-2,4-5,7,9,11H2/t15-,16-,19+,20+/m0/s1
Smiles C=C1CC[C@@]23COC(=O)C2=CCC[C@@H]3[C@@]14C[C@H](OC4=O)C5=COC=C5
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 Croton Bonplandianus (Plant) Rel Props:Reference:ISBN:9788185042114
  • 2. Outgoing r'ship FOUND_IN to/from Croton Sublyratus (Plant) Rel Props:Reference:ISBN:9788185042114