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(4)-Gingerol

PubChem CID: 46901319

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Compound Synonyms (4)-Gingerol, [4]-Gingerol, 41743-68-4, (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)octan-3-one, DTXSID001044358, AKOS040762918, (5S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-octanone
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 66.8
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCCCC1
Deep Smiles CCC[C@@H]CC=O)CCcccccc6)OC)))O)))))))))O
Heavy Atom Count 19.0
Classyfire Class Phenols
Description [4]-gingerol is a member of the class of compounds known as gingerols. Gingerols are compounds containing a gingerol moiety, which is structurally characterized by a 4-hydroxy-3-methoxyphenyl group substituted at the C6 carbon atom by a 5-hydroxy-alkane-3-one. [4]-gingerol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). [4]-gingerol can be found in ginger, which makes [4]-gingerol a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level C1CCCCC1
Classyfire Subclass Methoxyphenols
Isotope Atom Count 0.0
Molecular Complexity 267.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 1.0
Iupac Name (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)octan-3-one
Prediction Hob 1.0
Class Phenols
Veber Rule True
Classyfire Superclass Benzenoids
Xlogp 1.4
Superclass Benzenoids
Subclass Methoxyphenols
Gsk 4 400 Rule True
Molecular Formula C15H22O4
Scaffold Graph Node Bond Level c1ccccc1
Prediction Swissadme 1.0
Inchi Key GDRKZARFCIYVCI-LBPRGKRZSA-N
Silicos It Class Soluble
Fcsp3 0.5333333333333333
Rotatable Bond Count 8.0
Synonyms gingerol, (4)-, gingerol,4-
Esol Class Soluble
Functional Groups CC(C)=O, CO, cO, cOC
Compound Name (4)-Gingerol
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 266.152
Formal Charge 0.0
Monoisotopic Mass 266.152
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 266.33
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic homomonocyclic compounds
Lipinski Rule Of 5 True
Esol -2.2553736105263154
Inchi InChI=1S/C15H22O4/c1-3-4-12(16)10-13(17)7-5-11-6-8-14(18)15(9-11)19-2/h6,8-9,12,16,18H,3-5,7,10H2,1-2H3/t12-/m0/s1
Smiles CCC[C@@H](CC(=O)CCC1=CC(=C(C=C1)O)OC)O
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Gingerols

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