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Orientalide

PubChem CID: 98050571

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Compound Synonyms Orientalide, [(3aS,4S,5S,6E,10Z,11aR)-5-acetyloxy-6-formyl-10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylprop-2-enoate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 116.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCCCCCCCC2C1C
Np Classifier Class Germacrane sesquiterpenoids
Deep Smiles OC/C=C[C@H]OC=O)C=C)[C@@H]5[C@@H][C@H]/C=CCC%13)))/C=O)))OC=O)C))))OC=O)C=C)C
Heavy Atom Count 29.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1C(O)OC2CCCCCCCCC21
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 803.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name [(3aS,4S,5S,6E,10Z,11aR)-5-acetyloxy-6-formyl-10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylprop-2-enoate
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 0.9
Gsk 4 400 Rule False
Molecular Formula C21H24O8
Scaffold Graph Node Bond Level C=C1C(=O)OC2C=CCCC=CCCC12
Inchi Key ICSRGCDFFKMLJW-AMVJFLEGSA-N
Silicos It Class Soluble
Rotatable Bond Count 7.0
Synonyms orientalide
Esol Class Soluble
Functional Groups C/C(C)=C/C, C/C=C(C)C=O, C=C(C)C(=O)OC, C=C1CCOC1=O, CC(=O)OC, CO
Compound Name Orientalide
Exact Mass 404.147
Formal Charge 0.0
Monoisotopic Mass 404.147
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 404.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 2.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C21H24O8/c1-11(2)20(25)29-19-17-12(3)21(26)28-16(17)8-14(9-22)6-5-7-15(10-23)18(19)27-13(4)24/h7-8,10,16-19,22H,1,3,5-6,9H2,2,4H3/b14-8-,15-7-/t16-,17+,18+,19+/m1/s1
Smiles CC(=C)C(=O)O[C@H]1[C@@H]2[C@@H](/C=C(/CC/C=C(\[C@@H]1OC(=O)C)/C=O)\CO)OC(=O)C2=C
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 Sigesbeckia Orientalis (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279