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(1aR,3S,4E,5aR,8aR,9R,10aR)-3-hydroxy-4,10a-dimethyl-8-methylidene-7-oxo-1a,2,3,5a,7,8,8a,9,10,10a-decahydrooxireno[5,6]cyclodeca[1,2-b]furan-9-yl (2E)-2-methylbut-2-enoate

PubChem CID: 70697714

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Compound Synonyms Heliangin, 13323-48-3, (1aR,3S,4E,5aR,8aR,9R,10aR)-3-hydroxy-4,10a-dimethyl-8-methylidene-7-oxo-1a,2,3,5a,7,8,8a,9,10,10a-decahydrooxireno[5,6]cyclodeca[1,2-b]furan-9-yl (2E)-2-methylbut-2-enoate, CHEBI:5638, AKOS040761825, Q27089353
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 85.4
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCCCC3CC3CCC2C1C
Np Classifier Class Germacrane sesquiterpenoids
Deep Smiles C/C=C/C=O)O[C@@H]C[C@@]C)O[C@@H]3C[C@@H]/C=C/[C@@H][C@@H]%11C=C)C=O)O5))))))/C))O))))))))))C
Heavy Atom Count 26.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1C(O)OC2CCCCC3OC3CCC21
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 705.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name [(1R,2R,4R,6R,8S,9E,11R)-8-hydroxy-4,9-dimethyl-14-methylidene-13-oxo-5,12-dioxatricyclo[9.3.0.04,6]tetradec-9-en-2-yl] (E)-2-methylbut-2-enoate
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.9
Gsk 4 400 Rule True
Molecular Formula C20H26O6
Scaffold Graph Node Bond Level C=C1C(=O)OC2C=CCCC3OC3CCC12
Inchi Key DZTWAOVNNLDWNH-XYXZLXRDSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms heliangin, helianginc
Esol Class Soluble
Functional Groups C/C(C)=CC, C/C=C(C)C(=O)OC, C=C1CCOC1=O, CO, C[C@H]1O[C@@]1(C)C
Compound Name (1aR,3S,4E,5aR,8aR,9R,10aR)-3-hydroxy-4,10a-dimethyl-8-methylidene-7-oxo-1a,2,3,5a,7,8,8a,9,10,10a-decahydrooxireno[5,6]cyclodeca[1,2-b]furan-9-yl (2E)-2-methylbut-2-enoate
Exact Mass 362.173
Formal Charge 0.0
Monoisotopic Mass 362.173
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 362.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 2.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C20H26O6/c1-6-10(2)18(22)25-15-9-20(5)16(26-20)8-13(21)11(3)7-14-17(15)12(4)19(23)24-14/h6-7,13-17,21H,4,8-9H2,1-3,5H3/b10-6+,11-7+/t13-,14+,15+,16+,17-,20+/m0/s1
Smiles C/C=C(\C)/C(=O)O[C@@H]1C[C@@]2([C@H](O2)C[C@@H](/C(=C/[C@@H]3[C@@H]1C(=C)C(=O)O3)/C)O)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 Helianthus Tuberosus (Plant) Rel Props:Reference:ISBN:9788172360481; ISBN:9788185042114