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[(1R,2R,3R,6S,7R,8S,9R,11S,13S,14S,15R,16S,17R)-2,3,11,15,16-pentahydroxy-9,13,17-trimethyl-4,12-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadecan-7-yl] (E)-2-methylbut-2-enoate

PubChem CID: 101046539

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 180.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CC3CCCC(C)C3C3CCC4CCC23C4C1
Np Classifier Class Quassinoids
Deep Smiles C/C=C/C=O)O[C@@H][C@H][C@H]C)C[C@@H]C=O)[C@]6C)[C@@H][C@@][C@@H]%10OC=O)[C@@H][C@@]6O)[C@]OC9))[C@H][C@@H]%10O))O))C)))O)))))))))O))))))))C
Heavy Atom Count 36.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CC2C3CCC4C5C(O)CCCC5CC(O1)C24CO3
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 1060.0
Database Name imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 13.0
Iupac Name [(1R,2R,3R,6S,7R,8S,9R,11S,13S,14S,15R,16S,17R)-2,3,11,15,16-pentahydroxy-9,13,17-trimethyl-4,12-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadecan-7-yl] (E)-2-methylbut-2-enoate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -1.0
Gsk 4 400 Rule False
Molecular Formula C25H34O11
Scaffold Graph Node Bond Level O=C1CC2C3CCC4C5C(=O)CCCC5CC(O1)C24CO3
Inchi Key NSKFPPJEVXTEEZ-WNEQCNPNSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms indaquassin e
Esol Class Soluble
Functional Groups C/C=C(C)C(=O)OC, CC(C)=O, CO, COC, COC(C)=O
Compound Name [(1R,2R,3R,6S,7R,8S,9R,11S,13S,14S,15R,16S,17R)-2,3,11,15,16-pentahydroxy-9,13,17-trimethyl-4,12-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadecan-7-yl] (E)-2-methylbut-2-enoate
Exact Mass 510.21
Formal Charge 0.0
Monoisotopic Mass 510.21
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 510.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 13.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C25H34O11/c1-6-9(2)20(31)35-14-12-10(3)7-11(26)16(28)22(12,4)15-13(27)17(29)23(5)25(33)18(30)21(32)36-19(14)24(15,25)8-34-23/h6,10-15,17-19,26-27,29-30,33H,7-8H2,1-5H3/b9-6+/t10-,11+,12-,13-,14-,15-,17+,18+,19-,22+,23-,24+,25-/m1/s1
Smiles C/C=C(\C)/C(=O)O[C@@H]1[C@H]2[C@@H](C[C@@H](C(=O)[C@@]2([C@H]3[C@H]([C@@H]([C@@]4([C@]5([C@@]3([C@@H]1OC(=O)[C@@H]5O)CO4)O)C)O)O)C)O)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
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