Showing Compound D-Glucitol (FDB011676)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:46 UTC

Update date

2019-11-26 03:05:15 UTC

Primary ID

FDB011676

Secondary Accession Numbers

FDB030799

Chemical Information

FooDB Name

D-Glucitol

Description

Sorbitol, also known as neosorb or D-glucitol, 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. Sorbitol is an extremely weak basic (essentially neutral) compound (based on its pKa). Sorbitol exists in all living species, ranging from bacteria to humans. Sorbitol is a sweet, caramel, and odorless tasting compound. Sorbitol is found, on average, in the highest concentration within a few different foods, such as sweet cherries, pomegranates, and grape wines and in a lower concentration in loquats. Sorbitol has also been detected, but not quantified in, several different foods, such as thistles, cardoons, salmonberries, yellow zucchinis, and jerusalem artichokes. This could make sorbitol a potential biomarker for the consumption of these foods.

CAS Number

50-70-4

Structure

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

Synonyms

Synonym	Source
(-)-Sorbitol	ChEBI
(2R,3R,4R,5S)-Hexane-1,2,3,4,5,6-hexol	ChEBI
D-(-)-Sorbitol	ChEBI
D-Sorbit	ChEBI
D-SORBITOL	ChEBI
e 420	ChEBI
e-420	ChEBI
e420	ChEBI
g-Ol	ChEBI
GLC-Ol	ChEBI
L-Gulitol	ChEBI
D-Glucitol	Kegg
Sorbitol 3% in plastic container	Kegg
D-Sorbol	HMDB
Diakarmon	HMDB
Esasorb	HMDB
Foodol D 70	HMDB
Glucarine	HMDB
Glucitol	HMDB
Karion	HMDB
Karion instant	HMDB
Kyowa powder 50m	HMDB
Multitol	HMDB
Neosorb	HMDB
Neosorb 20/60dC	HMDB
Neosorb 70/02	HMDB
Neosorb 70/70	HMDB
Neosorb p 20/60	HMDB
Neosorb p 60	HMDB
Neosorb p 60W	HMDB
Nivitin	HMDB
Resulax	HMDB
Sionit	HMDB
Sionit K	HMDB
Sionite	HMDB
Sionon	HMDB
Siosan	HMDB
Sorbex m	HMDB
Sorbex R	HMDB
Sorbex RP	HMDB
Sorbex S	HMDB
Sorbex X	HMDB
Sorbilande	HMDB
Sorbilax	HMDB
Sorbit	HMDB
Sorbit D 70	HMDB
Sorbit D-powder	HMDB
Sorbit DP	HMDB
Sorbit DP 50	HMDB
Sorbit kyowa powder 50m	HMDB
Sorbit L 70	HMDB
Sorbit S	HMDB
Sorbit T 70	HMDB
Sorbit W 70	HMDB
Sorbit W-powder	HMDB
Sorbit W-powder 50	HMDB
Sorbit WP	HMDB
Sorbite	HMDB
Sorbitol F	HMDB
Sorbitol FK	HMDB
Sorbitol FP	HMDB
Sorbitol S	HMDB
Sorbitol syrup C	HMDB
Sorbitur	HMDB
Sorbo	HMDB
Sorbogem 712	HMDB
Sorbol	HMDB
Sorbostyl	HMDB
Medefield brand OF sorbitol	HMDB
Sorbitol pfizer brand	HMDB
Yal	HMDB
Klysma sorbit	HMDB
Medevac	HMDB
Trommsdorff brand OF sorbitol	HMDB
Baxter brand OF sorbitol	HMDB
Pfizer brand OF sorbitol	HMDB
(-)-sorbitol	biospider
(2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol	biospider
FEMA 3029	db_source
Glc-ol	ChEBI
Neosorb 20/60dc	HMDB
Neosorb P 20/60	HMDB
Neosorb P 60	HMDB
Neosorb P 60W	HMDB
Sionit k	HMDB
Sorbex rp	HMDB
Sorbit dp	HMDB
Sorbit dp 50	HMDB
Sorbit t 70	HMDB
Sorbitol fk	HMDB

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	17.12 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,3R,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-/m1/s1

InChI Key

FBPFZTCFMRRESA-JGWLITMVSA-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

glucitol (CHEBI:17924 )

Ontology

Physiological effect

Health effect:

Health condition:

Uremia

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Plant:

Biological location:

Process

Naturally occurring process:

Biological process:

Cellular process:

Cell signaling

Role

Biological role:

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 39.56%; H 7.75%; O 52.70%	DFC
Melting Point	Mp 110-112° (anhyd.)	DFC
Boiling Point	Not Available
Experimental Water Solubility	2750 mg/mL at 30 oC	MULLIN,JW (1972)
Experimental logP	-2.20	SANGSTER (1994)
Experimental pKa	pKa 13 (60°)	DFC
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	[a]D +31 (molybdate)	DFC
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)	splash10-0ldj-0941000000-19d96a9ba7ba0c482c83	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-MS (6 TMS)	splash10-014i-1973000000-d907b75f68a7927501a7	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0ldj-0941000000-19d96a9ba7ba0c482c83	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-014i-1973000000-d907b75f68a7927501a7	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0ktb-0931000000-4ffadb4b25e8e2510d93	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-03k9-9500000000-97c5853d3e9b96f9d054	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, Positive (Annotated)	splash10-017j-8900000000-700285f86eac0a3501d1	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-066r-9000000000-84676b839b145250d67d	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-052f-9000000000-dce72cab270c488d65da	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-0ik9-2900000000-26a16e983791be7818f2	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-0ik9-2900000000-6513771e890cbff9c402	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-014j-0900000000-58e6917626e28d1830a2	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-001i-0900000000-83169b2192f847cc0636	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-03di-0900000000-4cd721d87e359527adf3	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-03di-0900000000-b44f68c64bc74e79e9fc	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-001i-0900000000-bbb5e957a9e67ddc411e	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-000i-0900000000-772c3052966c05f29842	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-000i-0900000000-d1fbea514e7f1c1628f2	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0udi-0790000000-b5b098cd5b4b4ec10821	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0udi-0690000000-41d4e48d49836c63485c	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-2900000000-ef92b9091ecf5d15cdee	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9300000000-47f19bd4e51bff726536	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dl-9100000000-60d5147d8e349337fe97	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-07ju-8900000000-36f0fe0f346a6424162a	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0c0c-9200000000-36e85b5ec098a45204c3	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0btc-9000000000-77703ee971336704163f	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H 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

17924

Phenol-Explorer ID

Not Available

DrugBank ID

DB01638

HMDB ID

HMDB00247

CRC / DFC (Dictionary of Food Compounds) ID

EAFUS ID

Dr. Duke ID

BIGG ID

KNApSAcK ID

HET ID

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1034721

SuperScent ID

Not Available

Wikipedia ID

Sorbitol

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

Descriptor	ID	Definition	Reference
anti diabetic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anti ketotic			DUKE
cataractagenic			DUKE
cathartic	75325	Any substance that accelerates defecation. Compare with laxatives, which are substances that ease defecation (usually by softening faeces). A substance can be both a laxative and a cathartic.	DUKE
diuretic	35498	An agent that promotes the excretion of urine through its effects on kidney function.	DUKE
flavor	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE
humectant	77969	A humectant that is used as a food additive to prevent foodstuffs from drying out.	DUKE
laxative	50503	An agent that produces a soft formed stool, and relaxes and loosens the bowels, typically used over a protracted period, to relieve constipation. Compare with cathartic, which is a substance that accelerates defecation. A substances can be both a laxative and a cathartic.	DUKE
purgative	50503	An agent that produces a soft formed stool, and relaxes and loosens the bowels, typically used over a protracted period, to relieve constipation. Compare with cathartic, which is a substance that accelerates defecation. A substances can be both a laxative and a cathartic.	DUKE
sweetener	50505	Substance that sweeten food, beverages, medications, etc.	DUKE

Enzymes

Name	Gene Name	UniProt ID
Alpha-galactosidase A	GLA	P06280
Glycophorin-B	GYPB	P06028
Glucokinase	GCK	P35557
Hexokinase-3	HK3	P52790
Hexokinase-2	HK2	P52789

Pathways

Name	SMPDB Link	KEGG Link
Fructose and Mannose Degradation	SMP00064	map00051
Galactose Metabolism	SMP00043	map00052

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
odorless	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
caramel	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

show

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

Showing Compound D-Glucitol (FDB011676)

Structure for FDB011676 (D-Glucitol)