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6-O-Tiglorylbutyrylhelenalin

PubChem CID: 6442202

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Compound Synonyms 6-O-Tiglorylbutyrylhelenalin, Helenalin tiglate, 89708-26-9, [(3aR,5R,5aR,8aR,9S,9aR)-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] (E)-2-methylbut-2-enoate, 6-O-tigloylhelenalin, CHEMBL486397, AKOS040734131
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 69.7
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2CCC3CCC(C)C3CC2C1C
Np Classifier Class Pseudoguaiane sesquiterpenoids
Deep Smiles C/C=C/C=O)O[C@H][C@H][C@@H]C[C@H][C@H][C@@]7C)C=O)C=C5)))))C)))OC=O)C5=C)))))))))C
Heavy Atom Count 25.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1C(O)OC2CCC3CCC(O)C3CC21
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 716.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name [(3aR,5R,5aR,8aR,9S,9aR)-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] (E)-2-methylbut-2-enoate
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 3.2
Gsk 4 400 Rule True
Molecular Formula C20H24O5
Scaffold Graph Node Bond Level C=C1C(=O)OC2CCC3C=CC(=O)C3CC12
Inchi Key IRVAQGHUDIVGEA-UZYNNVTJSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms 6-o-tigloyl-helenalin, 6-o-tigloylhelenalin
Esol Class Soluble
Functional Groups C/C=C(C)C(=O)OC, C=C1CCOC1=O, O=C1C=CCC1
Compound Name 6-O-Tiglorylbutyrylhelenalin
Exact Mass 344.162
Formal Charge 0.0
Monoisotopic Mass 344.162
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 344.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C20H24O5/c1-6-10(2)18(22)25-17-16-12(4)19(23)24-14(16)9-11(3)13-7-8-15(21)20(13,17)5/h6-8,11,13-14,16-17H,4,9H2,1-3,5H3/b10-6+/t11-,13+,14-,16-,17+,20+/m1/s1
Smiles C/C=C(\C)/C(=O)O[C@H]1[C@H]2[C@@H](C[C@H]([C@H]3[C@]1(C(=O)C=C3)C)C)OC(=O)C2=C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Arnica Montana (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/20837387