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(1R,6R,7S,8S,9R,10S,11R,12R,13S,16S,17R)-8-tert-butyl-6,9,12,17-tetrahydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione

PubChem CID: 102004391

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Compound Synonyms Ginkgolide C, 15291-76-6, AKOS037514662
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 169.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CC34C5CCC36CC(C)CC6CC4(C(C)C5)C2C1
Np Classifier Class Picrotoxane sesquiterpenoids
Deep Smiles O=CO[C@@H][C@@][C@@H]5C))O)[C@][C@][C@H]5O))[C@H]OC5=O)))[C@@H][C@H][C@]5CO8)OC=O)[C@@H]5O))))))CC)C)C)))O
Heavy Atom Count 31.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CC2C(CC34C5CCC36CC(O)OC6OC24C(O)O5)O1
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 957.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 11.0
Iupac Name (1R,6R,7S,8S,9R,10S,11R,12R,13S,16S,17R)-8-tert-butyl-6,9,12,17-tetrahydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione
Prediction Hob 1.0
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -1.4
Gsk 4 400 Rule False
Molecular Formula C20H24O11
Scaffold Graph Node Bond Level O=C1CC2C(CC34C5CCC36CC(=O)OC6OC24C(=O)O5)O1
Prediction Swissadme 0.0
Inchi Key AMOGMTLMADGEOQ-BSJQODTGSA-N
Silicos It Class Soluble
Fcsp3 0.85
Logs -2.687
Rotatable Bond Count 1.0
Logd 5.137
Synonyms ginkgolide c
Esol Class Very soluble
Functional Groups CO, COC(C)=O, COC1CCC(=O)O1
Compound Name (1R,6R,7S,8S,9R,10S,11R,12R,13S,16S,17R)-8-tert-butyl-6,9,12,17-tetrahydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione
Prediction Hob Swissadme 0.0
Exact Mass 440.132
Formal Charge 0.0
Monoisotopic Mass 440.132
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 440.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 12.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -1.6476862000000008
Inchi InChI=1S/C20H24O11/c1-5-12(24)28-11-8(22)18-10-6(21)7(16(2,3)4)17(18)9(23)13(25)30-15(17)31-20(18,14(26)29-10)19(5,11)27/h5-11,15,21-23,27H,1-4H3/t5-,6-,7+,8+,9+,10-,11+,15?,17+,18-,19-,20-/m1/s1
Smiles C[C@@H]1C(=O)O[C@@H]2[C@]1([C@@]34C(=O)O[C@H]5[C@]3([C@H]2O)[C@@]6([C@@H]([C@H]5O)C(C)(C)C)[C@H](C(=O)OC6O4)O)O
Nring 4.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Sesquiterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Ginkgo Biloba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all