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(3S,3aS,5S,6Z,10Z,11aS)-3,6,10-trimethyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2-one

PubChem CID: 101831550

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 126.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCCCCCC(CC3CCCCC3)CC2C1
Np Classifier Class Germacrane sesquiterpenoids
Deep Smiles OC[C@H]O[C@@H]O[C@H]C[C@@H][C@@H]/C=CCC/C=C%10/C)))))/C)))OC=O)[C@H]5C)))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 29.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CC2CC(OC3CCCCO3)CCCCCCC2O1
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 659.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name (3S,3aS,5S,6Z,10Z,11aS)-3,6,10-trimethyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2-one
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 0.2
Gsk 4 400 Rule False
Molecular Formula C21H32O8
Scaffold Graph Node Bond Level O=C1CC2CC(OC3CCCCO3)C=CCCC=CC2O1
Inchi Key RABRMIJDHUKSES-RBQVGJONSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms plucheoside a
Esol Class Soluble
Functional Groups C/C(C)=CC, C/C=C(/C)C, CO, COC(C)=O, CO[C@@H](C)OC
Compound Name (3S,3aS,5S,6Z,10Z,11aS)-3,6,10-trimethyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2-one
Exact Mass 412.21
Formal Charge 0.0
Monoisotopic Mass 412.21
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 412.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 2.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C21H32O8/c1-10-5-4-6-11(2)14(8-13-12(3)20(26)27-15(13)7-10)28-21-19(25)18(24)17(23)16(9-22)29-21/h6-7,12-19,21-25H,4-5,8-9H2,1-3H3/b10-7-,11-6-/t12-,13-,14-,15+,16+,17+,18-,19+,21+/m0/s1
Smiles C[C@H]1[C@@H]2C[C@@H](/C(=C\CC/C(=C\[C@H]2OC1=O)/C)/C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 2.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Pluchea Indica (Plant) Rel Props:Reference:ISBN:9788172362461