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6-Hydroxy-5a-methyl-3,9-dimethylidenedecahydronaphtho[1,2-b]furan-2(3h)-one

PubChem CID: 98958

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Compound Synonyms 6-hydroxy-5a-methyl-3,9-dimethylidenedecahydronaphtho[1,2-b]furan-2(3h)-one, 29424-04-2, SESQUITERPENE LACTONE CP-2, DTXSID80950973, CHEBI:182854, DBA25453, NSC155623, NSC323249, NSC-323249, NCGC00385837-01, DS-002679, Naphtho[1,2-b]furan-2(3h)-one,decahydro-6-hydroxy-5a-methyl-3,9-bis(methylene)-, 6-hydroxy-5a-methyl-3,9-dimethylidene-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzouran-2-one, NCGC00385837-01_C15H20O3_6-Hydroxy-5a-methyl-3,9-bis(methylene)decahydronaphtho[1,2-b]furan-2(3H)-one
Topological Polar Surface Area 46.5
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 18.0
Description Reynosin belongs to eudesmanolides, secoeudesmanolides, and derivatives class of compounds. Those are terpenoids with a structure based on the eudesmanolide (a 3,5a,9-trimethyl-naphtho[1,2-b]furan-2-one derivative) or secoeudesmanolide (a 3,6-dimethyl-5-(pentan-2-yl)-1-benzofuran-2-one derivative) skeleton. Reynosin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Reynosin can be found in sweet bay, which makes reynosin a potential biomarker for the consumption of this food product.
Isotope Atom Count 0.0
Molecular Complexity 439.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 6-hydroxy-5a-methyl-3,9-dimethylidene-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-2-one
Prediction Hob 1.0
Class Prenol lipids
Xlogp 2.0
Superclass Lipids and lipid-like molecules
Subclass Terpene lactones
Molecular Formula C15H20O3
Prediction Swissadme 0.0
Inchi Key FKBUODICGDOIGB-UHFFFAOYSA-N
Fcsp3 0.6666666666666666
Rotatable Bond Count 0.0
Synonyms Reynosin, SESQUITERPENE LACTONE CP-2
Compound Name 6-Hydroxy-5a-methyl-3,9-dimethylidenedecahydronaphtho[1,2-b]furan-2(3h)-one
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 248.141
Formal Charge 0.0
Monoisotopic Mass 248.141
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 248.32
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteropolycyclic compounds
Esol -2.6647963999999997
Inchi InChI=1S/C15H20O3/c1-8-4-5-11(16)15(3)7-6-10-9(2)14(17)18-13(10)12(8)15/h10-13,16H,1-2,4-7H2,3H3
Smiles CC12CCC3C(C1C(=C)CCC2O)OC(=O)C3=C
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Eudesmanolides, secoeudesmanolides, and derivatives

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