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(E)-1-(4-Hydroxy-3-methoxyphenyl)hexadec-4-en-3-one

PubChem CID: 9975813

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Compound Synonyms [12]-Shogaol, (E)-1-(4-Hydroxy-3-methoxyphenyl)hexadec-4-en-3-one, trans-12-Shogaol, (E)-[12]-Shogaol, CHEMBL24703, CHEBI:230991, WCQFXNQALHURHS-BUHFOSPRSA-N, 4-Hexadecen-3-one, 1-(4-hydroxy-3-methoxyphenyl)-, (4E)-, 4-Hexadecen-3-one, 1-(4-hydroxy-3-methoxyphenyl)-, (E)-
Topological Polar Surface Area 46.5
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 26.0
Description [12]-shogaol is a member of the class of compounds known as shogaols. Shogaols are ginger derivatives containing a shogaol moiety, which consists of a benzene ring bearing a dec-4-en-3-one moiety, a methoxyphenyl group, a hydroxyl group and at positions 1, 3, and 4, respectively. [12]-shogaol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). [12]-shogaol can be found in ginger, which makes [12]-shogaol a potential biomarker for the consumption of this food product.
Isotope Atom Count 0.0
Molecular Complexity 378.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name (E)-1-(4-hydroxy-3-methoxyphenyl)hexadec-4-en-3-one
Prediction Hob 0.0
Class Phenols
Xlogp 6.9
Superclass Benzenoids
Subclass Methoxyphenols
Molecular Formula C23H36O3
Prediction Swissadme 0.0
Inchi Key WCQFXNQALHURHS-BUHFOSPRSA-N
Fcsp3 0.6086956521739131
Logs -5.086
Rotatable Bond Count 15.0
Logd 4.754
Compound Name (E)-1-(4-Hydroxy-3-methoxyphenyl)hexadec-4-en-3-one
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 360.266
Formal Charge 0.0
Monoisotopic Mass 360.266
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 360.5
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aromatic homomonocyclic compounds
Esol -5.817304830769231
Inchi InChI=1S/C23H36O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-21(24)17-15-20-16-18-22(25)23(19-20)26-2/h13-14,16,18-19,25H,3-12,15,17H2,1-2H3/b14-13+
Smiles CCCCCCCCCCC/C=C/C(=O)CCC1=CC(=C(C=C1)O)OC
Nring 1.0
Defined Bond Stereocenter Count 1.0
Taxonomy Direct Parent Shogaols