Record Information
Version1.0
Creation date2010-04-08 22:15:44 UTC
Update date2019-11-26 03:20:27 UTC
Primary IDFDB021492
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameGlucopyranosyl anthranilate
Descriptionbeta-D-Glucopyranosyl anthranilate belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. beta-D-Glucopyranosyl anthranilate has been detected, but not quantified in, corns (Zea mays) and fruits. This could make beta-D-glucopyranosyl anthranilate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on beta-D-Glucopyranosyl anthranilate.
CAS Number13283-31-3
Structure
Thumb
Synonyms
SynonymSource
b-D-Glucopyranosyl anthranilateGenerator
b-D-Glucopyranosyl anthranilic acidGenerator
beta-D-Glucopyranosyl anthranilic acidGenerator
Β-D-glucopyranosyl anthranilateGenerator
Β-D-glucopyranosyl anthranilic acidGenerator
3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl 2-aminobenzoic acidGenerator
Glucopyranosyl anthranilic acidGenerator
Glucopyranosyl anthranilatemanual
Predicted Properties
PropertyValueSource
Water Solubility26.6 g/LALOGPS
logP-1.6ALOGPS
logP-0.62ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)12.2ChemAxon
pKa (Strongest Basic)2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area142.47 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity70.45 m³·mol⁻¹ChemAxon
Polarizability29.1 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC13H17NO7
IUPAC name3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2-aminobenzoate
InChI IdentifierInChI=1S/C13H17NO7/c14-7-4-2-1-3-6(7)12(19)21-13-11(18)10(17)9(16)8(5-15)20-13/h1-4,8-11,13,15-18H,5,14H2
InChI KeyGTQKOJVFDJDUGN-UHFFFAOYSA-N
Isomeric SMILESNC1=CC=CC=C1C(=O)OC1OC(CO)C(O)C(O)C1O
Average Molecular Weight299.2766
Monoisotopic Molecular Weight299.100501903
Classification
Description Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentHexoses
Alternative Parents
Substituents
  • Hexose monosaccharide
  • Aminobenzoic acid or derivatives
  • Benzoate ester
  • Benzoic acid or derivatives
  • Benzoyl
  • Aniline or substituted anilines
  • Monocyclic benzene moiety
  • Oxane
  • Benzenoid
  • Vinylogous amide
  • Secondary alcohol
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Oxacycle
  • Carboxylic acid derivative
  • Polyol
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Acetal
  • Primary amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Alcohol
  • Amine
  • Primary alcohol
  • Organic nitrogen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
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 52.17%; H 5.73%; N 4.68%; O 37.42%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-MSGlucopyranosyl anthranilate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0pir-9650000000-e110171444bec3734fceSpectrum
Predicted GC-MSGlucopyranosyl anthranilate, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-2911320000-194a8890697f50fbda88Spectrum
Predicted GC-MSGlucopyranosyl anthranilate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0080-0921000000-f532c1bf570386ae4b082017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0900000000-0d410bb4a53ec16dd0532017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dr-6900000000-925548d4631874d820cd2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00kv-2950000000-2cde06198b65478517ed2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-8910000000-a0d921265933e174c6232017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9400000000-e67ac52d13b029025ba42017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fk9-0903000000-a49df83bb78846da1e532021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-3900000000-51405a736ca8414b1c5d2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006x-9510000000-148c624b804dab79e3492021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-9310000000-5605ad3e1c91bdbebf4e2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9300000000-da0b651a85219e642d142021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-a56bb6561b73fe39863e2021-09-22View 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 IDHMDB41517
CRC / DFC (Dictionary of Food Compounds) IDBLS86-X:NZH94-R
EAFUS IDNot Available
Dr. Duke IDANTHRANILIC-ACID-BETA-D-GLUCOSIDE
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).