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(1R,2S,5S,8R,9S,10S,11R,18R)-9,10,18-trihydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one

PubChem CID: 102117144

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Compound Synonyms CHEMBL3823566
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 87.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1C2CCC3C45CCCCC4CC(CC5)C3(C2)C1C
Np Classifier Class Kaurane and Phyllocladane diterpenoids
Deep Smiles C=C[C@@H]CC[C@@H][C@]C7=O))[C@@H]6O))[C@]O)OC[C@]6CCCC[C@H]6[C@@H]%10O)))C)C
Heavy Atom Count 25.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1C2CCC3C45CCCCC4CC(OC5)C3(C2)C1O
Classyfire Subclass Diterpenoids
Isotope Atom Count 0.0
Molecular Complexity 686.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name (1R,2S,5S,8R,9S,10S,11R,18R)-9,10,18-trihydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.4
Gsk 4 400 Rule True
Molecular Formula C20H28O5
Scaffold Graph Node Bond Level C=C1C(=O)C23CC1CCC2C12CCCCC1CC3OC2
Inchi Key PSVHVXLCVSKJGM-MHRDNBEJSA-N
Silicos It Class Soluble
Rotatable Bond Count 0.0
Synonyms longikaurin a
Esol Class Soluble
Functional Groups C=C(C)C(C)=O, CO, CO[C@@](C)(C)O
Compound Name (1R,2S,5S,8R,9S,10S,11R,18R)-9,10,18-trihydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one
Exact Mass 348.194
Formal Charge 0.0
Monoisotopic Mass 348.194
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 348.4
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/C20H28O5/c1-10-11-5-6-12-18-8-4-7-17(2,3)13(18)16(23)20(24,25-9-18)19(12,14(10)21)15(11)22/h11-13,15-16,22-24H,1,4-9H2,2-3H3/t11-,12-,13+,15+,16-,18+,19-,20+/m0/s1
Smiles CC1(CCC[C@]23[C@@H]1[C@@H]([C@]([C@]45[C@H]2CC[C@H]([C@H]4O)C(=C)C5=O)(OC3)O)O)C
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 Isodon Ternifolius (Plant) Rel Props:Reference:ISBN:9788185042114