xylitol (CHEBI:17151)

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ChEBI Name	xylitol

ChEBI ID	CHEBI:17151

Definition	A pentitol (five-carbon sugar alcohol) having meso-configuration, being derived from xylose by reduction of the carbonyl group.

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

Submitter	T. Berardini

Secondary ChEBI IDs	CHEBI:60939, CHEBI:46522, CHEBI:15328, CHEBI:253147, CHEBI:27339, CHEBI:10078

Supplier Information	ChemicalBook:CB7358779, eMolecules:502826, ZINC000000388555

Download	Molfile XML SDF

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Wikipedia	License
3,4-Dihydroxyphenylacetic acid (DOPAC) is a metabolite of the neurotransmitter dopamine. Dopamine can be metabolized into one of three substances. One such substance is DOPAC. Another is 3-methoxytyramine (3-MT). Both of these substances are degraded to form homovanillic acid (HVA). Both degradations involve the enzymes monoamine oxidase (MAO) and catechol-O-methyl transferase (COMT), albeit in reverse order: MAO catalyzes dopamine to DOPAC, and COMT catalyzes DOPAC to HVA; whereas COMT catalyzes dopamine to 3-MT and MAO catalyzes 3-MT to HVA. The third metabolic end-product of dopamine is norepinephrine (noradrenaline). It can also be found in the bark of Eucalyptus globulus. This product has been synthesized (52% yield) from 4-hydroxyphenylacetic acid via aerobic biotransformation using whole cell cultures of Arthrobacter protophormiae.
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Formula

C5H12O5

Net Charge

Average Mass

152.14580

Monoisotopic Mass

152.06847

InChI

InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5+

InChIKey

HEBKCHPVOIAQTA-SCDXWVJYSA-N

SMILES

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

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Chlamydomonas reinhardtii (NCBI:txid3055)	See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932)	Source: yeast.sf.net See: PubMed
Homo sapiens (NCBI:txid9606)	See: DOI

Roles Classification
Biological Role(s):	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). algal metabolite Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae. mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). allergen A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy. hapten Any substance capable of eliciting an immune response only when attached to a large carrier such as a protein. Examples include dinitrophenols; oligosaccharides; peptides; and heavy metals. sweetening agent Substance that sweeten food, beverages, medications, etc.

Application(s):	sweetening agent Substance that sweeten food, beverages, medications, etc.

ChEBI Ontology
Outgoing	xylitol (CHEBI:17151) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) xylitol (CHEBI:17151) has role algal metabolite (CHEBI:84735) xylitol (CHEBI:17151) has role allergen (CHEBI:50904) xylitol (CHEBI:17151) has role hapten (CHEBI:59174) xylitol (CHEBI:17151) has role human metabolite (CHEBI:77746) xylitol (CHEBI:17151) has role mouse metabolite (CHEBI:75771) xylitol (CHEBI:17151) has role sweetening agent (CHEBI:50505) xylitol (CHEBI:17151) is a pentitol (CHEBI:25899)

Incoming	xylitol 5-phosphate (CHEBI:16772) has functional parent xylitol (CHEBI:17151) xylitol 5-phosphate(2−) (CHEBI:370252) has functional parent xylitol (CHEBI:17151)

IUPAC Names

(2R,3r,4S)-pentane-1,2,3,4,5-pentol

meso-xylitol

Last Modified

22 February 2017