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[(3aS,6aS,8S,9aR,9bS)-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-8-yl] acetate

PubChem CID: 637305

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Topological Polar Surface Area 52.6
Hydrogen Bond Donor Count 0.0
Inchi Key GKMFOEIZCLMZDE-QRJUGERDSA-N
Rotatable Bond Count 2.0
Synonyms (3AS,6as,8S,9ar,9BS)-3,6,9-trimethylidene-2-oxo-dodecahydroazuleno[4,5-b]furan-8-yl acetic acid
Heavy Atom Count 21.0
Compound Name [(3aS,6aS,8S,9aR,9bS)-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-8-yl] acetate
Kingdom Organic compounds
Description Zaluzanin d belongs to guaianolides and derivatives class of compounds. Those are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. Zaluzanin d is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Zaluzanin d can be found in sweet bay, which makes zaluzanin d a potential biomarker for the consumption of this food product.
Exact Mass 288.136
Formal Charge 0.0
Monoisotopic Mass 288.136
Isotope Atom Count 0.0
Molecular Complexity 559.0
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 288.34
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 5.0
Iupac Name [(3aS,6aS,8S,9aR,9bS)-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-8-yl] acetate
Total Atom Stereocenter Count 5.0
Molecular Framework Aliphatic heteropolycyclic compounds
Total Bond Stereocenter Count 0.0
Class Prenol lipids
Inchi InChI=1S/C17H20O4/c1-8-5-6-12-9(2)17(19)21-16(12)15-10(3)14(7-13(8)15)20-11(4)18/h12-16H,1-3,5-7H2,4H3/t12-,13+,14-,15-,16-/m0/s1
Smiles CC(=O)O[C@H]1C[C@H]2[C@H](C1=C)[C@@H]3[C@@H](CCC2=C)C(=C)C(=O)O3
Xlogp 1.9
Superclass Lipids and lipid-like molecules
Defined Bond Stereocenter Count 0.0
Subclass Terpene lactones
Taxonomy Direct Parent Guaianolides and derivatives
Molecular Formula C17H20O4

  • 1. Outgoing r'ship FOUND_IN to/from Laurus Nobilis (Plant) Rel Props:Source_db:fooddb_chem_all