Showing Compound 3-O-(4-O-Methyl-a-D-glucopyranuronosyl)-L-arabinose (FDB019547)

Record Information

Version

1.0

Creation date

2010-04-08 22:14:25 UTC

Update date

2019-11-26 03:17:36 UTC

Primary ID

FDB019547

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

3-O-(4-O-Methyl-a-D-glucopyranuronosyl)-L-arabinose

Description

3-O-(4-O-Methyl-a-D-glucopyranuronosyl)-L-arabinose belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond. 3-O-(4-O-Methyl-a-D-glucopyranuronosyl)-L-arabinose has been detected, but not quantified in, fruits. This could make 3-O-(4-O-methyl-a-D-glucopyranuronosyl)-L-arabinose a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-O-(4-O-Methyl-a-D-glucopyranuronosyl)-L-arabinose.

CAS Number

302-72-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Showing 1 to 2 of 2 entries

Predicted Properties

Property	Value	Source
Water Solubility	335 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-3.1	ChemAxon
logS	-0.01	ALOGPS
pKa (Strongest Acidic)	3.32	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	175.37 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	66.99 m³·mol⁻¹	ChemAxon
Polarizability	31.34 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C12H20O11

IUPAC name

6-{[4,5-dihydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}-4,5-dihydroxy-3-methoxyoxane-2-carboxylic acid

InChI Identifier

InChI=1S/C12H20O11/c1-20-8-4(14)5(15)12(23-9(8)10(17)18)22-7-3(2-13)21-11(19)6(7)16/h3-9,11-16,19H,2H2,1H3,(H,17,18)

InChI Key

OEOHLRSMFNNTBF-UHFFFAOYSA-N

Isomeric SMILES

COC1C(O)C(O)C(OC2C(CO)OC(O)C2O)OC1C(O)=O

Average Molecular Weight

340.2806

Monoisotopic Molecular Weight

340.100561482

Classification

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

1-o-glucuronide
O-glucuronide
Disaccharide
Glycosyl compound
O-glycosyl compound
Pyran
Oxane
Tetrahydrofuran
Hemiacetal
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Acetal
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Primary alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant

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 42.36%; H 5.92%; O 51.72%	DFC
Melting Point	Not Available
Optical Rotation	[a]D +123 (H2O)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	3-O-(4-O-Methyl-a-D-glucopyranuronosyl)-L-arabinose, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-05fr-8986000000-0a5364035937bc571a49	Spectrum
Predicted GC-MS	3-O-(4-O-Methyl-a-D-glucopyranuronosyl)-L-arabinose, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03di-5930346000-95d504765bf070d0563c	Spectrum
Predicted GC-MS	3-O-(4-O-Methyl-a-D-glucopyranuronosyl)-L-arabinose, 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	splash10-0ff3-0916000000-c65c877103194ef7fb29	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f89-0901000000-58542c9165e5e37ae648	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-5900000000-2c15110bff75aa98d34a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000j-1946000000-29cb6c3c84a7ebba45a6	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000t-1921000000-5fca9ac8c15cc1b20027	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-06sj-4900000000-62debe12bd2f049d0ff4	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-006x-0915000000-6496207a57dd5d7faa4b	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-007o-2901000000-1c31dcb4f7788c57793e	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-053u-8940000000-ac3ab89be383cdfd42e3	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0019000000-2dca6f77f0015f74eb38	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0bwi-3931000000-2b0abcd83f7c42063cb0	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-060c-9520000000-23d471d037a03410027d	2021-09-24	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

HMDB39888

CRC / DFC (Dictionary of Food Compounds) ID

MCB47-L:MCB48-M

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 3-O-(4-O-Methyl-a-D-glucopyranuronosyl)-L-arabinose (FDB019547)

Structure for FDB019547 (3-O-(4-O-Methyl-a-D-glucopyranuronosyl)-L-arabinose)