Showing Compound 2-Hydroxyphenylacetic acid O-b-D-glucoside (FDB017668)

Record Information

Version

1.0

Creation date

2010-04-08 22:13:14 UTC

Update date

2019-11-26 03:15:01 UTC

Primary ID

FDB017668

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2-Hydroxyphenylacetic acid O-b-D-glucoside

Description

2-Hydroxyphenylacetic acid O-b-D-glucoside 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. 2-Hydroxyphenylacetic acid O-b-D-glucoside has been detected, but not quantified in, fruits. This could make 2-hydroxyphenylacetic acid O-b-D-glucoside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-Hydroxyphenylacetic acid O-b-D-glucoside.

CAS Number

Not Available

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)acetate	Generator
2-Hydroxyphenylacetate O-b-D-glucoside	Generator
2-Hydroxyphenylacetic acid glucoside	manual
2-Hydroxyphenylacetic acid O-b-D-glucopyranoside	manual
2-Hydroxyphenylacetic acid O-b-D-glucoside	manual
2-Hydroxyphenylacetic acid O-glucoside	manual

Showing 1 to 6 of 6 entries

Predicted Properties

Property	Value	Source
Water Solubility	11.8 g/L	ALOGPS
logP	-0.83	ALOGPS
logP	-0.96	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	3.73	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	71.49 m³·mol⁻¹	ChemAxon
Polarizability	29.8 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

C14H18O8

IUPAC name

2-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)acetic acid

InChI Identifier

InChI=1S/C14H18O8/c15-6-9-11(18)12(19)13(20)14(22-9)21-8-4-2-1-3-7(8)5-10(16)17/h1-4,9,11-15,18-20H,5-6H2,(H,16,17)

InChI Key

XEYDWXMYBFXGFT-UHFFFAOYSA-N

Isomeric SMILES

OCC1OC(OC2=CC=CC=C2CC(O)=O)C(O)C(O)C1O

Average Molecular Weight

314.2879

Monoisotopic Molecular Weight

314.100167552

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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Phenoxy compound
Phenol ether
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Secondary alcohol
Polyol
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Acetal
Organoheterocyclic compound
Hydrocarbon derivative
Alcohol
Organic oxide
Carbonyl group
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 53.50%; H 5.77%; O 40.73%	DFC
Melting Point	Not Available
Optical Rotation	[a]20D -30.5 (c, 0.7 in MeOH)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	2-Hydroxyphenylacetic acid O-b-D-glucoside, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0k9t-4970000000-f5fe7b314fc7ce0993d5	Spectrum
Predicted GC-MS	2-Hydroxyphenylacetic acid O-b-D-glucoside, 5 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0bt9-1220139000-6b2e2ba06b5de18525e8	Spectrum
Predicted GC-MS	2-Hydroxyphenylacetic acid O-b-D-glucoside, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Hydroxyphenylacetic acid O-b-D-glucoside, 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	splash10-0uy1-0973000000-1d6e3f6b8fee33e4e566	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0zg0-1910000000-d70600c84978e0d32100	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pbi-3900000000-ab2d4c4d636fcefb5551	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ik9-1966000000-c3df3aacc045ab8f7d03	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0zfr-2920000000-d7a723073d588b6863ee	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0pbc-8900000000-c36717093ffe7f81ec69	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000b-0961000000-4a4dee5ed7c5d5e30908	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000j-1950000000-4fe05842dfa40d007ff9	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4j-9710000000-c8caffdc36e3d89c9dee	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-053b-0960000000-2dbab3b53ca81a556854	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0pb9-3930000000-5a7c4e0ecf784b98bff4	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a5c-4900000000-2cda100f4347bb656800	2021-09-23	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

HMDB38333

CRC / DFC (Dictionary of Food Compounds) ID

HGJ50-U:KYV47-J

EAFUS ID

Not Available

Dr. Duke ID

Not Available

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

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Food	Content Range	Average	Reference

Processing...

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

Showing Compound 2-Hydroxyphenylacetic acid O-b-D-glucoside (FDB017668)

Structure for FDB017668 (2-Hydroxyphenylacetic acid O-b-D-glucoside)