ECMDB: Methyl-beta-D-galactoside (ECMDB21382) (M2MDB001778)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes (1)Transporters (2)XML

Proteins (2)

Record Information

Version

2.0

Creation Date

2012-07-30 14:55:32 -0600

Update Date

2015-06-03 17:21:17 -0600

Secondary Accession Numbers

ECMDB21382

Identification

Name:

Methyl-beta-D-galactoside

Description

Methyl-beta-D-galactoside is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. Methyl galactoside is involved in the metabolism of 2-deoxygalactose. By using appropriate mutants it was shown that 2-deoxygalactose is a much better substrate for the galactose-transport system than for the methyl galactoside-transport system. (PMID 23115)

Structure

MOL SDF PDB SMILES InChI

Synonyms:

β-methyl-D-galactoside
B-Methyl-D-galactoside
Beta-Methyl-D-galactoside
Methyl β-D-galactopyranoside
Methyl b-D-galactopyranoside
Methyl beta-D-galactopyranoside
Methyl β-D-galactopyranoside
Methyl-b-D-galactoside
Methyl-β-D-galactoside
β-Methyl-D-galactoside

Chemical Formula:

C₇H₁₄O₆

Weight:

Average: 194.1825
Monoisotopic: 194.07903818

InChI Key:

HOVAGTYPODGVJG-VOQCIKJUSA-N

InChI:

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

CAS number:

Not Available

IUPAC Name:

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

Traditional IUPAC Name:

methyl galactoside

SMILES:

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

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

monosaccharide derivative (CHEBI:17540 )
beta-D-galactoside (CHEBI:17540 )
methyl D-galactoside (CHEBI:17540 )

Physical Properties

State:

Not Available

Charge:

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	862 g/L	ALOGPS
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	18.38 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

SMPDB Pathways:

Not Available

KEGG Pathways:

Not Available

EcoCyc Pathways:

Not Available

Concentrations

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-MS (4 TMS)	splash10-0ue9-1980000000-f85f2b643334aeddd3a5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002b-0900000000-e857ad38620167398499	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004j-3900000000-72598960d60412f0f056	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0btd-9300000000-61f6e6dd66385e4c3845	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-1900000000-6c0b4ecf5c8009ef4282	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0096-6900000000-196e3ebd8371553bafba	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-006x-9100000000-47c83236e172e9d82eac	View in MoNA
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer

References

References:

Henderson, P. J., Giddens, R. A. (1977). "2-Deoxy-D-galactose, a substrate for the galactose-transport system of Escherichia coli." Biochem J 168:15-22. Pubmed: 23115

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	17540
HMDB ID	Not Available
Pubchem Compound ID	94214
Kegg ID	C03619
ChemSpider ID	85024
Wikipedia ID	Not Available
BioCyc ID	METHYL-BETA-D-GALACTOSIDE
EcoCyc ID	METHYL-BETA-D-GALACTOSIDE
Ligand Expo	MGA

Enzymes

Protein Details

1. Galactoside transport system permease protein mglC

General function:: Involved in transporter activity
Specific function:: Part of the binding-protein-dependent transport system for galactoside. Probably responsible for the translocation of the substrate across the membrane
Gene Name:: mglC
Uniprot ID:: P23200
Molecular weight:: 35550

Transporters

Protein Details

1. Melibiose carrier protein

General function:: Involved in transporter activity
Specific function:: Responsible for melibiose transport. It is capable of using hydrogen, sodium, and lithium cations as coupling cations for cotransport, depending on the particular sugar transported (symport system)
Gene Name:: melB
Uniprot ID:: P02921
Molecular weight:: 52217

Protein Details

2. Galactoside transport system permease protein mglC

General function:: Involved in transporter activity
Specific function:: Part of the binding-protein-dependent transport system for galactoside. Probably responsible for the translocation of the substrate across the membrane
Gene Name:: mglC
Uniprot ID:: P23200
Molecular weight:: 35550

Methyl-beta-D-galactoside (ECMDB21382) (M2MDB001778)

Structure for #<Compound:0x63d38fc>

Enzymes

Transporters