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Showing Compound [12]-Gingerol (FDB015230)

Record Information
Version1.0
Creation date2010-04-08 22:11:43 UTC
Update date2019-11-26 03:11:19 UTC
Primary IDFDB015230
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name[12]-Gingerol
Description[12]-Gingerol belongs to the class of organic 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. [12]-Gingerol has been detected, but not quantified in, gingers (Zingiber officinale) and herbs and spices. This could make [12]-gingerol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on [12]-Gingerol.
CAS Number104264-55-3
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-hexadecanone, 9ciHMDB
5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-hexadecanone, 9CIdb_source
Predicted Properties
PropertyValueSource
Water Solubility0.0036 g/LALOGPS
logP6.5ALOGPS
logP6.28ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)9.95ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count16ChemAxon
Refractivity110.72 m³·mol⁻¹ChemAxon
Polarizability46.45 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC23H38O4
IUPAC name5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)hexadecan-3-one
InChI IdentifierInChI=1S/C23H38O4/c1-3-4-5-6-7-8-9-10-11-12-20(24)18-21(25)15-13-19-14-16-22(26)23(17-19)27-2/h14,16-17,20,24,26H,3-13,15,18H2,1-2H3
InChI KeyHQXJXOYLPWCMGL-UHFFFAOYSA-N
Isomeric SMILESCCCCCCCCCCCC(O)CC(=O)CCC1=CC(OC)=C(O)C=C1
Average Molecular Weight378.5454
Monoisotopic Molecular Weight378.277009704
Classification
Description Belongs to the class of organic 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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentGingerols
Alternative Parents
Substituents
  • Gingerol
  • Fatty alcohol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Beta-hydroxy ketone
  • Fatty acyl
  • Ketone
  • Secondary alcohol
  • Ether
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxygen compound
  • Alcohol
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 72.98%; H 10.12%; O 16.91%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS[12]-Gingerol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-004r-3921000000-4b3a5ae3d8d0abfe1e20Spectrum
Predicted GC-MS[12]-Gingerol, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-9181030000-6f1269f21795e6e46c26Spectrum
Predicted GC-MS[12]-Gingerol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03fr-0209000000-afe72d36419991d182332015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01ti-1912000000-d594182d010d93205ca12015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000f-4920000000-becce587369370556a9c2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0209000000-8c01a3a0f07af54238b12015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004l-0913000000-7bc2a581e8ae340ff0f12015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a6r-3910000000-5b78dca20fbfcbda3d892015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01t9-0309000000-3bfccc4616549209162f2021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000m-1966000000-48f3ba27c02da83f88ac2021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-5900000000-f82a224101fdeceaad7b2021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0009000000-7771a6c1aa6817d3ff7b2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a6u-5926000000-788c833cbcbb4c4db5fc2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ab9-7931000000-05051480f94455a747342021-09-25View Spectrum
NMRNot Available
ChemSpider ID4476442
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID5317599
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36356
CRC / DFC (Dictionary of Food Compounds) IDJYT65-S:JYT65-S
EAFUS IDNot Available
Dr. Duke ID12-GINGEROL
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).