Record Information
Version1.0
Creation date2010-04-08 22:13:45 UTC
Update date2019-11-26 03:16:14 UTC
Primary IDFDB018490
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name6-Gingesulfonic acid
Description6-Gingesulfonic acid, also known as 6-gingesulfonate, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 6-Gingesulfonic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 6-Gingesulfonic acid has been detected, but not quantified in, gingers and herbs and spices. This could make 6-gingesulfonic acid a potential biomarker for the consumption of these foods.
CAS Number145937-21-9
Structure
Thumb
Synonyms
SynonymSource
6-GingesulfonateGenerator
6-GingesulphonateGenerator
6-Gingesulphonic acidGenerator
1-(4-Hydroxy-3-methoxyphenyl)-3-oxodecane-5-sulfonateGenerator
1-(4-Hydroxy-3-methoxyphenyl)-3-oxodecane-5-sulphonateGenerator
1-(4-Hydroxy-3-methoxyphenyl)-3-oxodecane-5-sulphonic acidGenerator
6-Gingesulfonic acidMeSH
Predicted Properties
PropertyValueSource
Water Solubility0.12 g/LALOGPS
logP1.29ALOGPS
logP3.48ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)-0.87ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area100.9 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity91.63 m³·mol⁻¹ChemAxon
Polarizability37.82 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC17H26O6S
IUPAC name1-(4-hydroxy-3-methoxyphenyl)-3-oxodecane-5-sulfonic acid
InChI IdentifierInChI=1S/C17H26O6S/c1-3-4-5-6-15(24(20,21)22)12-14(18)9-7-13-8-10-16(19)17(11-13)23-2/h8,10-11,15,19H,3-7,9,12H2,1-2H3,(H,20,21,22)
InChI KeyUGTSZVWDFDIWIG-UHFFFAOYSA-N
Isomeric SMILESCCCCCC(CC(=O)CCC1=CC(OC)=C(O)C=C1)S(O)(=O)=O
Average Molecular Weight358.45
Monoisotopic Molecular Weight358.145009254
Classification
Description Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Alkanesulfonic acid
  • Sulfonyl
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Organosulfonic acid
  • Ketone
  • Ether
  • Organooxygen compound
  • Organic oxygen compound
  • Organosulfur compound
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 56.96%; H 7.31%; O 26.78%; S 8.95%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D -1 (MeOH)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS6-Gingesulfonic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-004i-7931000000-1dc4f1904dcf591311ceSpectrum
Predicted GC-MS6-Gingesulfonic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0ul0-9384200000-dc534250acd4cbecb648Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0119000000-96e9101232a94c822699Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0550-2932000000-ac74e62a1d116f9b20b7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052n-8920000000-398f7196327f6a94183cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0119000000-568e7c972c0e733670daSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-055f-3923000000-688ad5925ef7367b75dfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-005c-3900000000-3ca4c3aea0c6162b3b6dSpectrum
NMRNot Available
ChemSpider ID112684
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID126890
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB38999
CRC / DFC (Dictionary of Food Compounds) IDLLD60-U:LLD60-U
EAFUS IDNot Available
Dr. Duke ID6-GINGESULFONIC-ACID
BIGG IDNot Available
KNApSAcK IDC00036619
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 / Bioactivities
DescriptorIDDefinitionReference
anti ulcer49201 One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.DUKE
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).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.