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3-[(1R,2R,3S)-2-[2-[(1R,4aR,6S,8aS)-6-[(2R,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-8a-methyl-2-oxo-1,3,4,4a,5,6,7,8-octahydronaphthalen-1-yl]ethyl]-3-hydroxy-2-methylcyclopentyl]-2H-furan-5-one

PubChem CID: 101324843

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 112.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC(C2CCCC2CCC2C(C)CCC3CC(CC4CCCCC4)CCC32)C1
Np Classifier Class Cardenolides
Deep Smiles CO[C@@H]C[C@H]O[C@H]CC[C@][C@@H]C6)CCC=O)[C@@H]6CC[C@@]C)[C@@H]O)CC[C@@H]5C=CC=O)OC5)))))))))))))))))C))))))O[C@@H][C@@H]6O))C
Heavy Atom Count 38.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CC(C2CCCC2CCC2C(O)CCC3CC(OC4CCCCO4)CCC32)CO1
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 933.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 11.0
Iupac Name 3-[(1R,2R,3S)-2-[2-[(1R,4aR,6S,8aS)-6-[(2R,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-8a-methyl-2-oxo-1,3,4,4a,5,6,7,8-octahydronaphthalen-1-yl]ethyl]-3-hydroxy-2-methylcyclopentyl]-2H-furan-5-one
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.5
Gsk 4 400 Rule False
Molecular Formula C30H46O8
Scaffold Graph Node Bond Level O=C1C=C(C2CCCC2CCC2C(=O)CCC3CC(OC4CCCCO4)CCC32)CO1
Prediction Swissadme 0.0
Inchi Key KUTOHRFWBGRRJP-HKOCHUGDSA-N
Silicos It Class Soluble
Fcsp3 0.8666666666666667
Logs -4.42
Rotatable Bond Count 7.0
Logd 3.708
Synonyms 14-seco-cardenolide, neriaside
Esol Class Moderately soluble
Functional Groups CC(C)=O, CC1=CC(=O)OC1, CO, COC, C[C@H](OC)OC
Compound Name 3-[(1R,2R,3S)-2-[2-[(1R,4aR,6S,8aS)-6-[(2R,4R,5S,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-8a-methyl-2-oxo-1,3,4,4a,5,6,7,8-octahydronaphthalen-1-yl]ethyl]-3-hydroxy-2-methylcyclopentyl]-2H-furan-5-one
Prediction Hob Swissadme 0.0
Exact Mass 534.319
Formal Charge 0.0
Monoisotopic Mass 534.319
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 534.7
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 11.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -4.242878000000003
Inchi InChI=1S/C30H46O8/c1-17-28(34)24(35-4)15-27(37-17)38-20-9-11-29(2)19(14-20)5-7-23(31)22(29)10-12-30(3)21(6-8-25(30)32)18-13-26(33)36-16-18/h13,17,19-22,24-25,27-28,32,34H,5-12,14-16H2,1-4H3/t17-,19-,20+,21-,22+,24-,25+,27+,28+,29+,30-/m1/s1
Smiles C[C@@H]1[C@@H]([C@@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CCC(=O)[C@@H]3CC[C@@]4([C@H](CC[C@@H]4O)C5=CC(=O)OC5)C)C)OC)O
Nring 5.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Steroids

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