D-glucitol (CHEBI:17924)

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CHEBI:17924 - D-glucitol

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ChEBI Name	D-glucitol

ChEBI ID	CHEBI:17924

ChEBI ASCII Name	D-glucitol

Definition	The D-enantiomer of glucitol (also known as D-sorbitol).

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:4246, CHEBI:21091, CHEBI:45559, CHEBI:13020, CHEBI:12954, CHEBI:17220

Supplier Information	ZINC000040164933

Download	Molfile XML SDF

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Molfile

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26 25 0 0 1 0 999 V2000

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Wikipedia	License
Carbamic acid, which might also be called aminoformic acid or aminocarboxylic acid, is the chemical compound with the formula H2NCOOH. It can be obtained by the reaction of ammonia NH3 and carbon dioxide CO2 at very low temperatures, which also yields ammonium carbamate [NH4]+[NH2CO2]−. The compound is stable only up to about 250 K (−23 °C); at higher temperatures it decomposes into those two gases. The solid apparently consists of dimers, with the two molecules connected by hydrogen bonds between the two carboxyl groups –COOH. Carbamic acid could be seen as both an amine and carboxylic acid, and therefore an amino acid; however, the attachment of the carboxyl group –COOH directly to the nitrogen atom (without any intermediate carbon chain) makes it behave very differently from the amino acids with intermediate carbon chain. (Glycine NH2CH2COOH is generally considered to be the simplest amino acid.) The hydroxyl group –OH attached to the carbon also excludes it from the amide class. The term "carbamic acid" is also used generically for any compounds of the form RR′NCOOH, where R and R′ are organic groups or hydrogen. Deprotonation of a carbamic acid yields a carbamate anion RR′NCOO−, the salts of which can be relatively stable. Carbamate is also a term used for esters of carbamic acids, such as methyl carbamate H2N−C(=O)−OCH3. The carbamoyl functional group RR′N–C(=O)– (often denoted by Cbm) is the carbamic acid molecule minus the OH part of the carboxyl.
Read full article at Wikipedia

Formula

C6H14O6

Net Charge

Average Mass

182.17176

Monoisotopic Mass

182.07904

InChI

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

InChIKey

FBPFZTCFMRRESA-JGWLITMVSA-N

SMILES

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

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932)	Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed
Homo sapiens (NCBI:txid9606)	See: DOI

Roles Classification
Biological Role(s):	Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. sweetening agent Substance that sweeten food, beverages, medications, etc. mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). food humectant A humectant that is used as a food additive to prevent foodstuffs from drying out. cathartic 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. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. (via glucitol )

Application(s):	sweetening agent Substance that sweeten food, beverages, medications, etc. laxative 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. food humectant A humectant that is used as a food additive to prevent foodstuffs from drying out.

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	D-glucitol (CHEBI:17924) has role Escherichia coli metabolite (CHEBI:76971) D-glucitol (CHEBI:17924) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) D-glucitol (CHEBI:17924) has role cathartic (CHEBI:75325) D-glucitol (CHEBI:17924) has role food humectant (CHEBI:77969) D-glucitol (CHEBI:17924) has role human metabolite (CHEBI:77746) D-glucitol (CHEBI:17924) has role laxative (CHEBI:50503) D-glucitol (CHEBI:17924) has role metabolite (CHEBI:25212) D-glucitol (CHEBI:17924) has role mouse metabolite (CHEBI:75771) D-glucitol (CHEBI:17924) has role sweetening agent (CHEBI:50505) D-glucitol (CHEBI:17924) is a glucitol (CHEBI:30911) D-glucitol (CHEBI:17924) is enantiomer of L-glucitol (CHEBI:28789)

Incoming	α-D-Galp-(1→6)-D-Glc-OH (CHEBI:153263) has functional parent D-glucitol (CHEBI:17924) α-L-Fucp-(1→2)-β-D-Galp-(1→3)-D-Glc-OH (CHEBI:148578) has functional parent D-glucitol (CHEBI:17924) α-L-Fucp-(1→2)-β-D-Galp-(1→4)-D-Glu-OH (CHEBI:152991) has functional parent D-glucitol (CHEBI:17924) α-L-Fucp-(1→2)-D-Glc-OH (CHEBI:151453) has functional parent D-glucitol (CHEBI:17924) α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-D-Glc-ol (CHEBI:146034) has functional parent D-glucitol (CHEBI:17924) α-L-Fucp-(1→4)-[β-D-Galp-(1→3)]-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4)-D-Glc-ol (CHEBI:62529) has functional parent D-glucitol (CHEBI:17924) α-L-Rhap-(1→2)-[α-L-Rhap-(1→2)-α-D-Galp-(1→3)-β-D-GlcpNAc-(1→4)]-α-L-Rhap-(1→2)-α-L-Rhap-(1→1')-[α-L-Rhap-(1→3')]-D-glucitol (CHEBI:62489) has functional parent D-glucitol (CHEBI:17924) α-L-Rhap-(1→3)-D-glucitol (CHEBI:61784) has functional parent D-glucitol (CHEBI:17924) β-D-Gal-(1→3)-β-D-GlcNAc-(1→3)-[β-D-GlcNAc-(1→6)]-β-D-Gal-(1→4)-D-Glc-ol (CHEBI:62661) has functional parent D-glucitol (CHEBI:17924) β-D-Galp-(1→3)-[α-L-Fucp-(1→4)]-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-D-Glc-ol (CHEBI:62525) has functional parent D-glucitol (CHEBI:17924) β-D-Glcp-(1→2)-D-Glc-OH (CHEBI:153954) has functional parent D-glucitol (CHEBI:17924) β-D-Glcp-(1→3)-D-Glc-OH (CHEBI:154588) has functional parent D-glucitol (CHEBI:17924) β-D-GlcNAc-(1→3)-[β-D-GlcNAc-(1→6)]-β-D-Gal-(1→4)-D-Glc-ol (CHEBI:62660) has functional parent D-glucitol (CHEBI:17924) 1,5-anhydro-D-glucitol (CHEBI:16070) has functional parent D-glucitol (CHEBI:17924) 6-O-α-D-glucopyranosyl-D-glucitol (CHEBI:152898) has functional parent D-glucitol (CHEBI:17924) D-glucitol 3-phosphate (CHEBI:21092) has functional parent D-glucitol (CHEBI:17924) D-glucitol 6-phosphate (CHEBI:17044) has functional parent D-glucitol (CHEBI:17924) cellobiotol (CHEBI:152395) has functional parent D-glucitol (CHEBI:17924) gentiobiitol (CHEBI:150274) has functional parent D-glucitol (CHEBI:17924) maltitol (CHEBI:68428) has functional parent D-glucitol (CHEBI:17924) D-sorbitol-¹³C₆ (CHEBI:138264) is a D-glucitol (CHEBI:17924) L-glucitol (CHEBI:28789) is enantiomer of D-glucitol (CHEBI:17924)

IUPAC Name

D-glucitol

Synonyms	Sources
(−)-sorbitol	ChemIDplus
(2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol	IUPAC
D-(−)-sorbitol	ChemIDplus
D-Glucitol	KEGG COMPOUND
D-Sorbit	NIST Chemistry WebBook
D-SORBITOL	PDBeChem
D-Sorbitol	KEGG COMPOUND
D-sorbitol	UniProt
E 420	ChEBI
E-420	ChEBI
E420	ChEBI
G-ol	ChEBI
Glc-ol	ChEBI
L-Gulitol	KEGG COMPOUND

Manual Xrefs	Databases
1320	PPDB
2462	DrugCentral
C00001173	KNApSAcK
C00794	KEGG COMPOUND
D00096	KEGG DRUG
DB01638	DrugBank
HMDB0000247	HMDB
SOR	PDBeChem
Sorbitol	Wikipedia
View more database links

Registry Numbers	Types	Sources
1721899	Reaxys Registry Number	Reaxys
4656395	Beilstein Registry Number	Beilstein
50-70-4	CAS Registry Number	ChemIDplus
50-70-4	CAS Registry Number	NIST Chemistry WebBook
83162	Gmelin Registry Number	Gmelin

Citations	Types	Sources
16901854	PubMed citation	Europe PMC
17336832	PubMed citation	Europe PMC
17979222	PubMed citation	Europe PMC
19443021	PubMed citation	Europe PMC
19695255	PubMed citation	Europe PMC
22735334	PubMed citation	Europe PMC
22878210	PubMed citation	Europe PMC
23683321	PubMed citation	Europe PMC
24643482	PubMed citation	Europe PMC
25108762	PubMed citation	Europe PMC
25568069	PubMed citation	Europe PMC
31537530	PubMed citation	Europe PMC

Last Modified

27 June 2023

CHEBI:17924 - D-glucitol

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