Record Information
Version1.0
Creation date2010-04-08 22:14:00 UTC
Update date2019-11-26 03:16:50 UTC
Primary IDFDB018879
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameGallic acid 4-O-(6-galloylglucoside)
DescriptionGallic acid 4-O-(6-galloylglucoside) belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Gallic acid 4-O-(6-galloylglucoside) has been detected, but not quantified in, green vegetables. This could make gallic acid 4-O-(6-galloylglucoside) a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Gallic acid 4-O-(6-galloylglucoside).
CAS Number87087-62-5
Structure
Thumb
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility1.96 g/LALOGPS
logP0.51ALOGPS
logP0.037ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)3.88ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count13ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area243.9 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity107.17 m³·mol⁻¹ChemAxon
Polarizability43.87 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC20H20O14
IUPAC name3,5-dihydroxy-4-({3,4,5-trihydroxy-6-[(3,4,5-trihydroxybenzoyloxy)methyl]oxan-2-yl}oxy)benzoic acid
InChI IdentifierInChI=1S/C20H20O14/c21-8-3-7(4-9(22)13(8)25)19(31)32-5-12-14(26)15(27)16(28)20(33-12)34-17-10(23)1-6(18(29)30)2-11(17)24/h1-4,12,14-16,20-28H,5H2,(H,29,30)
InChI KeyYWUUUONTCOYVTR-UHFFFAOYSA-N
Isomeric SMILESOC1C(O)C(COC(=O)C2=CC(O)=C(O)C(O)=C2)OC(OC2=C(O)C=C(C=C2O)C(O)=O)C1O
Average Molecular Weight484.3644
Monoisotopic Molecular Weight484.085305348
Classification
Description Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPhenolic glycosides
Alternative Parents
Substituents
  • Phenolic glycoside
  • Galloyl ester
  • Gallic acid or derivatives
  • O-glycosyl compound
  • P-hydroxybenzoic acid alkyl ester
  • M-hydroxybenzoic acid ester
  • P-hydroxybenzoic acid ester
  • Hydroxybenzoic acid
  • Benzoate ester
  • Benzoic acid
  • Pyrogallol derivative
  • Benzenetriol
  • Benzoic acid or derivatives
  • Phenoxy compound
  • Phenol ether
  • Resorcinol
  • Benzoyl
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Sugar acid
  • Monocyclic benzene moiety
  • Dicarboxylic acid or derivatives
  • Oxane
  • Monosaccharide
  • Benzenoid
  • Carboxylic acid ester
  • Secondary alcohol
  • Acetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Organic oxide
  • Hydrocarbon derivative
  • Alcohol
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSGallic acid 4-O-(6-galloylglucoside), non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0uxr-3794300000-0910b4c2b2deefaa0f83Spectrum
Predicted GC-MSGallic acid 4-O-(6-galloylglucoside), 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0ik9-3942806000-022f976a434258b13113Spectrum
Predicted GC-MSGallic acid 4-O-(6-galloylglucoside), non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSGallic acid 4-O-(6-galloylglucoside), non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSGallic acid 4-O-(6-galloylglucoside), TBDMS_3_30, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSGallic acid 4-O-(6-galloylglucoside), "Gallic acid 4-O-(6-galloylglucoside),3TBDMS,#30" TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014r-0622900000-d0f9b52c88debfb26f132016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0v6r-0921200000-5961bacfcd83953513d32016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0umi-0900000000-4e4f39f4b39acb6469982016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0159-0920600000-78caeed9c922ae8048002016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0910100000-2facf0e378b04a5bcd152016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-1900000000-7ec09f19f11af07412a92016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0201900000-6583a61d86aa1c81eb272021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0i00-0932100000-31c01608862935a619842021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01dj-4902100000-e6d1adde4b7faba13eb72021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fri-0702900000-266259f2913728f0c99a2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uy0-0913200000-861810cd551e4ba8d97b2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-0900100000-292022a62b1e674bddfe2021-09-23View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB39326
CRC / DFC (Dictionary of Food Compounds) IDLGO68-W:LMZ02-R
EAFUS IDNot Available
Dr. Duke IDNot Available
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
Processing...
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