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3-Hydroxy-3,8-dimethyl-5-(propan-2-ylidene)-1,2,3,3a,4,5,6,8a-octahydroazulen-6-one

PubChem CID: 5320710

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Compound Synonyms 3-hydroxy-3,8-dimethyl-5-(propan-2-ylidene)-1,2,3,3a,4,5,6,8a-octahydroazulen-6-one, CHEBI:181707, 3-hydroxy-3,8-dimethyl-5-propan-2-ylidene-2,3a,4,8a-tetrahydro-1H-azulen-6-one, NCGC00385860-01, NCGC00385860-01_C15H22O2_3-Hydroxy-5-isopropylidene-3,8-dimethyl-2,3,3a,4,5,8a-hexahydro-6(1H)-azulenone
Topological Polar Surface Area 37.3
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 17.0
Description Procurcumenol is a member of the class of compounds known as guaianes. Guaianes are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively. Procurcumenol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Procurcumenol can be found in herbs and spices and turmeric, which makes procurcumenol a potential biomarker for the consumption of these food products.
Isotope Atom Count 0.0
Molecular Complexity 413.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 3-hydroxy-3,8-dimethyl-5-propan-2-ylidene-2,3a,4,8a-tetrahydro-1H-azulen-6-one
Prediction Hob 1.0
Class Prenol lipids
Xlogp 2.3
Superclass Lipids and lipid-like molecules
Subclass Sesquiterpenoids
Molecular Formula C15H22O2
Prediction Swissadme 0.0
Inchi Key RHBOHEXDGUVIIY-UHFFFAOYSA-N
Fcsp3 0.6666666666666666
Rotatable Bond Count 0.0
Synonyms 1-Epiprocurcumenol, 4-Hydroxy-7(11),9-guaiadien-8-one, (1b,4b,5b)-form, Procurcumenol, Epiprocurcumenol
Compound Name 3-Hydroxy-3,8-dimethyl-5-(propan-2-ylidene)-1,2,3,3a,4,5,6,8a-octahydroazulen-6-one
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 234.162
Formal Charge 0.0
Monoisotopic Mass 234.162
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 234.33
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic homopolycyclic compounds
Esol -2.7671018
Inchi InChI=1S/C15H22O2/c1-9(2)12-8-13-11(5-6-15(13,4)17)10(3)7-14(12)16/h7,11,13,17H,5-6,8H2,1-4H3
Smiles CC1=CC(=O)C(=C(C)C)CC2C1CCC2(C)O
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Guaianes

  • 1. Outgoing r'ship FOUND_IN to/from Curcuma Longa (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Curcuma Zedoaria (Plant) Rel Props:Source_db:cmaup_ingredients