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methyl (1S,3R,5S,6R,8R,10R,11S,12S)-3-(furan-3-yl)-8-hydroxy-5-methyl-14-oxo-2,13-dioxatetracyclo[10.2.1.01,5.06,11]pentadecane-10-carboxylate

PubChem CID: 21723240

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 95.2
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CC13CC(C1CCCC1)CC3C1CCCCC21
Np Classifier Class Colensane and Clerodane diterpenoids
Deep Smiles COC=O)[C@@H]C[C@H]O)C[C@@H][C@@H]6[C@H]OC=O)[C@]C5)[C@@]7C)C[C@@H]O5)ccocc5
Heavy Atom Count 27.0
Classyfire Class Naphthofurans
Scaffold Graph Node Level OC1OC2CC13OC(C1CCOC1)CC3C1CCCCC21
Isotope Atom Count 0.0
Molecular Complexity 665.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name methyl (1S,3R,5S,6R,8R,10R,11S,12S)-3-(furan-3-yl)-8-hydroxy-5-methyl-14-oxo-2,13-dioxatetracyclo[10.2.1.01,5.06,11]pentadecane-10-carboxylate
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 1.4
Gsk 4 400 Rule True
Molecular Formula C20H24O7
Scaffold Graph Node Bond Level O=C1OC2CC13OC(c1ccoc1)CC3C1CCCCC21
Inchi Key OPNWTAMLIMDKEY-UWGSWSTESA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms diosbulbin a, diosbulbin-a, furanoid norditerpenes-diosbulbins a
Esol Class Soluble
Functional Groups CO, COC, COC(C)=O, coc
Compound Name methyl (1S,3R,5S,6R,8R,10R,11S,12S)-3-(furan-3-yl)-8-hydroxy-5-methyl-14-oxo-2,13-dioxatetracyclo[10.2.1.01,5.06,11]pentadecane-10-carboxylate
Exact Mass 376.152
Formal Charge 0.0
Monoisotopic Mass 376.152
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 376.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C20H24O7/c1-19-7-14(10-3-4-25-9-10)27-20(19)8-15(26-18(20)23)16-12(17(22)24-2)5-11(21)6-13(16)19/h3-4,9,11-16,21H,5-8H2,1-2H3/t11-,12+,13+,14+,15-,16+,19-,20+/m0/s1
Smiles C[C@@]12C[C@@H](O[C@@]13C[C@@H]([C@H]4[C@H]2C[C@H](C[C@H]4C(=O)OC)O)OC3=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 Dioscorea Bulbifera (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279