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(1S,5R,6R,7S,11R,13S,17S,18S,19R)-5,17-dihydroxy-6,14,18-trimethyl-3,10-dioxapentacyclo[9.8.0.01,7.05,19.013,18]nonadec-14-ene-4,9,16-trione

PubChem CID: 10317384

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Compound Synonyms CHEMBL164428
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 110.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC2CC3CC(C)CC4CC5C(C)CCC34C5C2C1
Np Classifier Class Quassinoids
Deep Smiles O=CO[C@@H]C[C@H]C=CC=O)[C@H][C@@]6[C@@H][C@]%10[C@@H]C%14)[C@@H]C)[C@]5O)C=O)OC7))))))))C))O))))C
Heavy Atom Count 27.0
Classyfire Class Naphthopyrans
Scaffold Graph Node Level OC1CCC2CC3OC(O)CC4CC5C(O)OCC43C5C2C1
Isotope Atom Count 0.0
Molecular Complexity 817.0
Database Name imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name (1S,5R,6R,7S,11R,13S,17S,18S,19R)-5,17-dihydroxy-6,14,18-trimethyl-3,10-dioxapentacyclo[9.8.0.01,7.05,19.013,18]nonadec-14-ene-4,9,16-trione
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 0.2
Gsk 4 400 Rule True
Molecular Formula C20H24O7
Scaffold Graph Node Bond Level O=C1C=CC2CC3OC(=O)CC4CC5C(=O)OCC43C5C2C1
Inchi Key XCAPDGKSNAMUQC-XRFSQBOSSA-N
Silicos It Class Soluble
Rotatable Bond Count 0.0
Synonyms shinjudilactone
Esol Class Soluble
Functional Groups CC(=O)OC, CC(C)=CC(C)=O, CO, COC(C)=O
Compound Name (1S,5R,6R,7S,11R,13S,17S,18S,19R)-5,17-dihydroxy-6,14,18-trimethyl-3,10-dioxapentacyclo[9.8.0.01,7.05,19.013,18]nonadec-14-ene-4,9,16-trione
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 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C20H24O7/c1-8-4-12(21)15(23)18(3)10(8)5-13-19-7-26-17(24)20(25,16(18)19)9(2)11(19)6-14(22)27-13/h4,9-11,13,15-16,23,25H,5-7H2,1-3H3/t9-,10+,11+,13-,15-,16-,18-,19-,20-/m1/s1
Smiles C[C@@H]1[C@@H]2CC(=O)O[C@H]3[C@@]24COC(=O)[C@@]1([C@@H]4[C@@]5([C@@H](C3)C(=CC(=O)[C@H]5O)C)C)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Triterpenoids