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14-Hydroxycaryophyllene oxide

PubChem CID: 155791

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Compound Synonyms 14-Hydroxycaryophyllene oxide, 73510-14-2, (4,12-dimethyl-9-methylidene-5-oxatricyclo[8.2.0.04,6]dodecan-12-yl)methanol, 4,12-Dimethyl-9-methylene-5-oxatricyclo(8.2.0.0(4,6))dodecane-12-methanol, 5-Oxatricyclo(8.2.0.0(4,6))dodecane-12-methanol, 4,12-dimethyl-9-methylene-, Hydroxycaryophyllene, DTXSID00994273, (4,12-Dimethyl-9-methylidene-5-oxatricyclo[8.2.0.0~4,6~]dodecan-12-yl)methanol
Topological Polar Surface Area 32.8
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 17.0
Description Hydroxycaryophyllene is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Hydroxycaryophyllene is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Hydroxycaryophyllene can be found in fig, which makes hydroxycaryophyllene a potential biomarker for the consumption of this food product.
Isotope Atom Count 0.0
Molecular Complexity 351.0
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name (4,12-dimethyl-9-methylidene-5-oxatricyclo[8.2.0.04,6]dodecan-12-yl)methanol
Nih Violation False
Class Prenol lipids
Xlogp 2.2
Superclass Lipids and lipid-like molecules
Is Pains False
Subclass Sesquiterpenoids
Molecular Formula C15H24O2
Inchi Key XLKXIWMHACWINL-UHFFFAOYSA-N
Rotatable Bond Count 1.0
Synonyms [1R-(1R*,4R*,6R*,10S*,12R*)]-4,12-Dimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane-12-methanol, 14-hydroxycaryophyllene Oxide
Compound Name 14-Hydroxycaryophyllene oxide
Kingdom Organic compounds
Exact Mass 236.178
Formal Charge 0.0
Brenk Violation True
Monoisotopic Mass 236.178
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 236.35
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteropolycyclic compounds
Inchi InChI=1S/C15H24O2/c1-10-4-5-13-15(3,17-13)7-6-12-11(10)8-14(12,2)9-16/h11-13,16H,1,4-9H2,2-3H3
Smiles CC12CCC3C(CC3(C)CO)C(=C)CCC1O2
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Sesquiterpenoids

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