Showing Compound Glucopyranosyl anthranilate (FDB021492)

Record Information

Version

1.0

Creation date

2010-04-08 22:15:44 UTC

Update date

2019-11-26 03:20:27 UTC

Primary ID

FDB021492

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Glucopyranosyl anthranilate

Description

beta-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 Number

13283-31-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
b-D-Glucopyranosyl anthranilate	Generator
b-D-Glucopyranosyl anthranilic acid	Generator
beta-D-Glucopyranosyl anthranilic acid	Generator
Β-D-glucopyranosyl anthranilate	Generator
Β-D-glucopyranosyl anthranilic acid	Generator
3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl 2-aminobenzoic acid	Generator
Glucopyranosyl anthranilic acid	Generator
Glucopyranosyl anthranilate	manual

Predicted Properties

Property	Value	Source
Water Solubility	26.6 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-0.62	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	142.47 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.45 m³·mol⁻¹	ChemAxon
Polarizability	29.1 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C13H17NO7

IUPAC name

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2-aminobenzoate

InChI Identifier

InChI=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 Key

GTQKOJVFDJDUGN-UHFFFAOYSA-N

Isomeric SMILES

NC1=CC=CC=C1C(=O)OC1OC(CO)C(O)C(O)C1O

Average Molecular Weight

299.2766

Monoisotopic Molecular Weight

299.100501903

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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexoses

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 Framework

Aromatic heteromonocyclic compounds

External Descriptors

a small molecule (CPD-12835 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant:

Poaceae

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 52.17%; H 5.73%; N 4.68%; O 37.42%	DFC
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Glucopyranosyl anthranilate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0pir-9650000000-e110171444bec3734fce	Spectrum
Predicted GC-MS	Glucopyranosyl anthranilate, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-2911320000-194a8890697f50fbda88	Spectrum
Predicted GC-MS	Glucopyranosyl anthranilate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0080-0921000000-f532c1bf570386ae4b08	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0900000000-0d410bb4a53ec16dd053	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dr-6900000000-925548d4631874d820cd	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00kv-2950000000-2cde06198b65478517ed	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000f-8910000000-a0d921265933e174c623	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9400000000-e67ac52d13b029025ba4	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fk9-0903000000-a49df83bb78846da1e53	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-3900000000-51405a736ca8414b1c5d	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-006x-9510000000-148c624b804dab79e349	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9310000000-5605ad3e1c91bdbebf4e	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9300000000-da0b651a85219e642d14	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-a56bb6561b73fe39863e	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

Not Available

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB41517

CRC / DFC (Dictionary of Food Compounds) ID

BLS86-X:NZH94-R

EAFUS ID

Not Available

Dr. Duke ID

ANTHRANILIC-ACID-BETA-D-GLUCOSIDE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

Showing Compound Glucopyranosyl anthranilate (FDB021492)

Structure for FDB021492 (Glucopyranosyl anthranilate)