Bovine Metabolome Database: Showing metabocard for Methyl alpha-D-glucopyranoside (BMDB0062102)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2018-06-25 21:50:50 UTC

Update Date

2020-03-13 17:33:40 UTC

BMDB ID

BMDB0062102

Secondary Accession Numbers

BMDB62102

Metabolite Identification

Common Name

Methyl alpha-D-glucopyranoside

Description

Methyl alpha-D-glucopyranoside, also known as alpha-methyl-D-glucoside or 1-O-methyl-alpha-D-glucoside, belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Methyl alpha-D-glucopyranoside is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
1-O-Methyl-alpha-D-glucopyranose	ChEBI
1-O-Methyl-alpha-D-glucopyranoside	ChEBI
1-O-Methyl-alpha-D-glucoside	ChEBI
alpha-D-Methyl glucoside	ChEBI
alpha-Methyl D-glucose ether	ChEBI
alpha-Methyl-D-glucoside	ChEBI
alpha-Methylglucoside	ChEBI
Me alpha-GLC	ChEBI
Methyl alpha-D-glucoside	ChEBI
Methyl hexopyranoside	ChEBI
1-O-Methyl-a-D-glucopyranose	Generator
1-O-Methyl-α-D-glucopyranose	Generator
1-O-Methyl-a-D-glucopyranoside	Generator
1-O-Methyl-α-D-glucopyranoside	Generator
1-O-Methyl-a-D-glucoside	Generator
1-O-Methyl-α-D-glucoside	Generator
a-D-Methyl glucoside	Generator
Α-D-methyl glucoside	Generator
a-Methyl D-glucose ether	Generator
Α-methyl D-glucose ether	Generator
a-Methyl-D-glucoside	Generator
Α-methyl-D-glucoside	Generator
a-Methylglucoside	Generator
Α-methylglucoside	Generator
Me a-GLC	Generator
Me α-GLC	Generator
Methyl a-D-glucoside	Generator
Methyl α-D-glucoside	Generator
Methyl a-D-glucopyranoside	Generator
Methyl α-D-glucopyranoside	Generator
Methyl-D-glucoside	MeSH
Methylglucoside, 13C-labeled	MeSH
alpha-Methyl-D-glucopyranoside	MeSH
Methyl-alpha-glucopyranoside	MeSH
Methyl D-glucoside	MeSH
Methyl D-glucopyranoside	MeSH
Methyl glucose	MeSH
Methylglucoside, 6-(13)C-labeled	MeSH
Methyl-alpha-D-glucoside	MeSH
1-O-Methylglucose	MeSH
D-Glucoside, methyl	MeSH
beta-Methylglucoside	MeSH
Methylglucoside, 2H-labeled, (beta-D)-isomer	MeSH
Methyl beta-D-glucopyranoside	MeSH
Methylglucoside, (alpha-D)-isomer	MeSH
Methylglucoside, 13C-labeled, (beta-D)-isomer	MeSH
Methylglucoside, 6-(17)O-labeled, (alpha-L)-isomer	MeSH
AlphaMG	MeSH
alpha-Methylglucose	MeSH
Methylglucoside, (beta-D)-isomer	MeSH
beta-Methyl-D-glucoside	MeSH
Methylglucoside, 5-(17)O-labeled	MeSH
Methylglucoside	MeSH

Chemical Formula

C₇H₁₄O₆

Average Molecular Weight

194.1825

Monoisotopic Molecular Weight

194.07903818

IUPAC Name

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol

Traditional Name

methyl α-D-glucopyranoside

CAS Registry Number

97-30-3

SMILES

[H][C@]1(O)[C@]([H])(O)[C@@]([H])(CO)O[C@]([H])(OC)[C@]1([H])O

InChI Identifier

InChI=1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6-,7+/m1/s1

InChI Key

HOVAGTYPODGVJG-ZFYZTMLRSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

O-glycosyl compound
Oxane
Monosaccharide
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

alpha-D-glucoside (CHEBI:320061 )
methyl D-glucoside (CHEBI:320061 )

Ontology

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2.5	ALOGPS
logP	-2.3	ChemAxon
logS	0.65	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	40.67 m³·mol⁻¹	ChemAxon
Polarizability	18.14 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-MS (4 TMS)	splash10-0ue9-1970000000-ae3af0c65a99346a2f72	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002b-0900000000-80684999a3f416746a4d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004j-3900000000-1032edc90a7c53a1f1df	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0btd-9200000000-f1822159831fae8d9a02	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-2900000000-28d99d64c5ca71550794	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01xx-5900000000-2f963b33d61cd4e807bc	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0596-9100000000-5d4f1d49bbc77216c482	View in MoNA
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Milk

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Milk	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 23438684	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Methylglucoside

METLIN ID

Not Available

PubChem Compound

64947

PDB ID

Not Available

ChEBI ID

320061

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. [PubMed:23438684 ]

Showing metabocard for Methyl alpha-D-glucopyranoside (BMDB0062102)

Structure for BMDB0062102 (Methyl alpha-D-glucopyranoside)