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(1R,2S,3R,7S,9R,14R,16R,17R)-3,16-dihydroxy-14-[(2S,3R)-3-(hydroxymethyl)-5-oxooxolan-2-yl]-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-5,12-diene-4,11-dione

PubChem CID: 101046540

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 130.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC(C2CCC3C4CC(C)CCC4CC4CC(C)CC2C43)C1
Np Classifier Class Quassinoids
Deep Smiles OC[C@H]CC=O)O[C@@H]5[C@]C)C[C@@H]O)[C@H][C@@]C6=CC=O)O[C@@H]6C[C@@H][C@]%10C)[C@@H]O)C=O)C=C6C)))))))))))))C
Heavy Atom Count 33.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CCC2CC3OC(O)CC4C(C5CCC(O)O5)CCC(C2C1)C34
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 998.0
Database Name imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 10.0
Iupac Name (1R,2S,3R,7S,9R,14R,16R,17R)-3,16-dihydroxy-14-[(2S,3R)-3-(hydroxymethyl)-5-oxooxolan-2-yl]-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-5,12-diene-4,11-dione
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 0.5
Gsk 4 400 Rule False
Molecular Formula C25H32O8
Scaffold Graph Node Bond Level O=C1C=CC2CC3OC(=O)C=C4C(C5CCC(=O)O5)CCC(C2C1)C43
Inchi Key YFMDXVXBTWWJRE-JSXIVTJYSA-N
Silicos It Class Soluble
Rotatable Bond Count 2.0
Synonyms indaquassin f
Esol Class Soluble
Functional Groups CC(=O)OC, CC(C)=CC(C)=O, CC1=CC(=O)OCC1, CO
Compound Name (1R,2S,3R,7S,9R,14R,16R,17R)-3,16-dihydroxy-14-[(2S,3R)-3-(hydroxymethyl)-5-oxooxolan-2-yl]-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-5,12-diene-4,11-dione
Exact Mass 460.21
Formal Charge 0.0
Monoisotopic Mass 460.21
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 460.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C25H32O8/c1-11-5-14(27)21(31)24(3)13(11)7-17-25(4)16(8-19(30)32-17)23(2,9-15(28)20(24)25)22-12(10-26)6-18(29)33-22/h5,8,12-13,15,17,20-22,26,28,31H,6-7,9-10H2,1-4H3/t12-,13+,15-,17-,20-,21+,22+,23-,24+,25-/m1/s1
Smiles CC1=CC(=O)[C@@H]([C@]2([C@H]1C[C@@H]3[C@@]4([C@@H]2[C@@H](C[C@@](C4=CC(=O)O3)(C)[C@@H]5[C@H](CC(=O)O5)CO)O)C)C)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Basella Alba (Plant) Rel Props:Source_db:npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Quassia Indica (Plant) Rel Props:Reference:ISBN:9788172362461