Showing Compound Galactitol (FDB006453)

Record Information

Version

1.0

Creation date

2010-04-08 22:07:09 UTC

Update date

2019-11-26 03:01:09 UTC

Primary ID

FDB006453

Secondary Accession Numbers

FDB030767

Chemical Information

FooDB Name

Galactitol

Description

Galactitol, also known as dulcitol or melampyrit, belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group. Galactitol is an extremely weak basic (essentially neutral) compound (based on its pKa). Galactitol exists in all living organisms, ranging from bacteria to humans. Galactitol has been detected, but not quantified in, several different foods, such as longans, mustard spinachs, parsley, boysenberries, and globe artichokes. This could make galactitol a potential biomarker for the consumption of these foods. Galactitol is a potentially toxic compound. Galactitol, with regard to humans, has been found to be associated with several diseases such as irritable bowel syndrome and alzheimer's disease; galactitol has also been linked to the inborn metabolic disorder galactosemia.

CAS Number

608-66-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(2R,3S,4R,5S)-Hexane-1,2,3,4,5,6-hexol	ChEBI
D-Dulcitol	ChEBI
D-Galactitol	ChEBI
Dulcitol	ChEBI
Dulcose	ChEBI
Euonymit	ChEBI
L-Galactitol	ChEBI
Melampyrin	ChEBI
Melampyrit	ChEBI
Ambap5938	HMDB
Dulcite	HMDB
Hexitol	HMDB
Melampyrite	HMDB
Melampyrum	HMDB
Meso-galactitol	HMDB
galacto-Hexitol	db_source

Predicted Properties

Property	Value	Source
Water Solubility	229 g/L	ALOGPS
logP	-2.7	ALOGPS
logP	-3.7	ChemAxon
logS	0.1	ALOGPS
pKa (Strongest Acidic)	12.59	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	121.38 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	38.4 m³·mol⁻¹	ChemAxon
Polarizability	17.25 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Chemical Formula

C6H14O6

IUPAC name

(2R,3S,4R,5S)-hexane-1,2,3,4,5,6-hexol

InChI Identifier

InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5+,6-

InChI Key

FBPFZTCFMRRESA-GUCUJZIJSA-N

Isomeric SMILES

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

Average Molecular Weight

182.1718

Monoisotopic Molecular Weight

182.07903818

Classification

Description

belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Sugar alcohols

Alternative Parents

Substituents

Sugar alcohol
Monosaccharide
Secondary alcohol
Polyol
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

hexitol (CHEBI:16813 )

Ontology

Physiological effect

Health effect:

Health condition:

Galactosemia type 1

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Plant:

Biological location:

Organ and components:

Brain

Biofluid and excreta:

Cell and elements:

Extracellular

Subcellular:

Process

Naturally occurring process:

Biological process:

Cellular process:

Cell signaling

Role

Indirect biological role:

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	189.5 oC
Boiling Point	Not Available
Experimental Water Solubility	31 mg/mL at 15 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	-3.10	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-014j-0941000000-61141f9f2ddc66e0b016	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-MS (6 TMS)	splash10-0gb9-1983000000-0a0dafcfea843fbb3c72	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-014j-0941000000-61141f9f2ddc66e0b016	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0gb9-1983000000-0a0dafcfea843fbb3c72	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-03k9-9400000000-7a0f08ea65cbca1920f5	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (6 TMS) - 70eV, Positive	splash10-0a6s-7141193000-dcd9245e12314ee0ced4	JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)	splash10-005a-5900000000-35da0de23de5b9170aed	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)	splash10-0a4i-9000000000-552b84764ceb9b497a7e	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)	splash10-052f-9000000000-dfb4eef021d94d514588	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-1900000000-8fd623cab2d92c8fe6bc	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9100000000-6b1add40ffbd73109f44	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dl-9000000000-91a1337ee99558df9b9b	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00su-8900000000-bab2cfe2d89285b51d20	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-06y6-9100000000-d4d223d12ef78c8ca224	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0btc-9000000000-9c0d6465be9cdfd04388	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	JSpectraViewer

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB00107

CRC / DFC (Dictionary of Food Compounds) ID

BVW44-V:BVW44-V

EAFUS ID

Not Available

Dr. Duke ID

GALACTITOL

BIGG ID

38183

KNApSAcK ID

C00001160

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

Galactitol

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Name	SMPDB Link	KEGG Link
Galactose Metabolism	SMP00043	map00052

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

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

Showing Compound Galactitol (FDB006453)

Structure for FDB006453 (Galactitol)