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Laurenoniolide

PubChem CID: 5281475

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Compound Synonyms Laurenobiolide, 35001-25-3, Laurenoniolide, DTXSID701317407, C09492
Topological Polar Surface Area 52.6
Hydrogen Bond Donor Count 0.0
Heavy Atom Count 21.0
Description Laurenoniolide belongs to germacranolides and derivatives class of compounds. Those are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. Laurenoniolide is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Laurenoniolide can be found in sweet bay, which makes laurenoniolide a potential biomarker for the consumption of this food product.
Isotope Atom Count 0.0
Molecular Complexity 527.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name [(3aR,4R,5E,9E,11aS)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-4-yl] acetate
Prediction Hob 1.0
Class Prenol lipids
Xlogp 2.4
Superclass Lipids and lipid-like molecules
Subclass Terpene lactones
Molecular Formula C17H22O4
Prediction Swissadme 1.0
Inchi Key ORJVLIMAQARNOU-SYQXSARVSA-N
Fcsp3 0.5294117647058824
Rotatable Bond Count 2.0
Compound Name Laurenoniolide
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 290.152
Formal Charge 0.0
Monoisotopic Mass 290.152
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 290.4
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 2.0
Molecular Framework Aliphatic heteropolycyclic compounds
Esol -3.0454258
Inchi InChI=1S/C17H22O4/c1-10-6-5-7-11(2)9-15-16(12(3)17(19)21-15)14(8-10)20-13(4)18/h7-8,14-16H,3,5-6,9H2,1-2,4H3/b10-8+,11-7+/t14-,15+,16+/m1/s1
Smiles C/C/1=C\[C@H]([C@H]2[C@H](C/C(=C/CC1)/C)OC(=O)C2=C)OC(=O)C
Defined Bond Stereocenter Count 2.0
Taxonomy Direct Parent Germacranolides and derivatives

  • 1. Outgoing r'ship FOUND_IN to/from Anabasis Aphylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Laurus Nobilis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Ventilago Calyculata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all