Showing Compound 2-Deoxygalactopyranose (FDB028946)

Record Information

Version

1.0

Creation date

2011-09-21 01:47:48 UTC

Update date

2018-05-28 18:38:23 UTC

Primary ID

FDB028946

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2-Deoxygalactopyranose

Description

2-Deoxygalactopyranose is an optical isomer of 2-deoxyglucose, which has the 2-hydroxyl group replaced by hydrogen. 2-deoxygalactose inhibits galactose uptake and oxidation in galactose-grown cells. Similar to galactose, 2-deoxyglucose, and D-fucose, 2-deoxygalactose induces uptake of H+ when the sugar is added to anaerobic wild-type cells that contain the galactose transport system, whereas the maximal rate of uptake is one-half to one-third of that of galactose. 2-Deoxygalactose is a specific substrate of the galactose permease. None of the other galactose transport systems, including methyl beta-D-thiogalactosides I and II, the beta-methyl-galactoside permease, and both arabinose systems, is able to catalyze transport of 2-deoxygalactose to a significant extent. 2-Deoxygalactose can also be used to isolate mutants defective in galactose permease, since it is bacteriostatic. [HMDB]

CAS Number

25494-04-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2-Deoxy-D-galactopyranose	HMDB
2-Deoxy-D-galactose	ChEBI
2-Deoxy-D-lyxo-hexopyranose	HMDB
2-deoxy-D-lyxo-Hexopyranose	hmdb
2-Deoxy-D-lyxohexose	MetaCyc
2-Deoxygalactose	ChEBI
alpha Fucose	MeSH, HMDB
alpha-Fucose	MeSH, HMDB
Deoxygalactose	MeSH, HMDB
Fucose	MeSH, HMDB

Showing 1 to 10 of 10 entries

Predicted Properties

Property	Value	Source
Water Solubility	984 g/L	ALOGPS
logP	-2.5	ALOGPS
logP	-2	ChemAxon
logS	0.78	ALOGPS
pKa (Strongest Acidic)	12.29	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	90.15 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	34.41 m³·mol⁻¹	ChemAxon
Polarizability	15.46 Å³	ChemAxon
Number of Rings	1	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

C6H12O5

IUPAC name

(4R,5R,6R)-6-(hydroxymethyl)oxane-2,4,5-triol

InChI Identifier

InChI=1S/C6H12O5/c7-2-4-6(10)3(8)1-5(9)11-4/h3-10H,1-2H2/t3-,4-,5?,6-/m1/s1

InChI Key

PMMURAAUARKVCB-DUVQVXGLSA-N

Isomeric SMILES

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

Average Molecular Weight

164.1565

Monoisotopic Molecular Weight

164.068473494

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
Oxane
Secondary alcohol
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Deoxy sugars (C02781 )

Ontology

Disposition

Source:

Endogenous

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	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	2-Deoxygalactopyranose, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-000y-9500000000-1dd63af9d5c88579c773	Spectrum
Predicted GC-MS	2-Deoxygalactopyranose, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0fbi-9457500000-3209b7e1fc11efc7490b	Spectrum
Predicted GC-MS	2-Deoxygalactopyranose, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Deoxygalactopyranose, 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	splash10-014j-0900000000-0dc650a397e8c7b1d399	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00mk-3900000000-16c36b909df5ddf5684d	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05dm-9100000000-e5a5c9e9bf3a8931c5d7	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-1900000000-921ea67907cab90f2f8f	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-08fs-7900000000-4cec920b05a3b679d139	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-b986f5de02e6eb67f3d0	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0900000000-6a825258a26550998fa9	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05xs-9700000000-e7f7cadc097fcc73f101	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052b-9000000000-6f4d5566a761ecc05441	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-4900000000-5a1e28bf26404acffb6a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4l-9100000000-f9298acb4c7316591719	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-77c0ac008b492684928d	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

388857

ChEMBL ID

Not Available

KEGG Compound ID

C02781

Pubchem Compound ID

439804

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB12327

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

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-Deoxygalactopyranose (FDB028946)

Structure for FDB028946 (2-Deoxygalactopyranose)