ChemFOnt: Showing chemical card for D-Xylose (CFc000000066)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:44:22 UTC

Chemfont ID

CFc000000066

Molecule Identification

Common Name

D-Xylose

Definition

1637

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+)-Xylose	ChEBI
(D)-Xylose	ChEBI
D-Xyl	ChEBI
D-Xylose	ChEBI
Wood sugar	ChEBI
D Xylose	MeSH
Xylose	MeSH

Chemical Formula

C₅H₁₀O₅

Average Molecular Weight

150.1299

Monoisotopic Molecular Weight

150.05282343

IUPAC Name

(2R,3S,4R)-2,3,4,5-tetrahydroxypentanal

Traditional Name

xylose

CAS Registry Number

58-86-6

SMILES

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

InChI Identifier

InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4+,5+/m0/s1

InChI Key

PYMYPHUHKUWMLA-VPENINKCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Alternative Parents

Substituents

Pentose monosaccharide
Beta-hydroxy aldehyde
Alpha-hydroxyaldehyde
Secondary alcohol
Polyol
Organic oxide
Hydrocarbon derivative
Short-chain aldehyde
Primary alcohol
Carbonyl group
Aldehyde
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

D-xylose (CHEBI:15936 )

Functional Ontology

Physiological effect

Organoleptic effect

Sweet

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 11418788)
Saliva (PMID: 22308371)

Erythrocyte (HMDB: HMDB0000098)

Intestine (HMDB: HMDB0000098)
Small intestine (HMDB: HMDB0000098)

Biofluid or Excreta

Urine (PMID: 2026685)
Feces (PMID: 22411374)

Cellular substructure

Lysosome (HMDB: HMDB0000098)

Exogenous (HMDB: HMDB0000098)

Fermented beverage

Beer (FooDB: FOOD00268)
Grape wine (FooDB: FOOD00612)

Almond (FooDB: FOOD00148)
Cashew nut (FooDB: FOOD00011)
Nuts (FooDB: FOOD00869)

Apple (FooDB: FOOD00105)

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)

Sweet orange (FooDB: FOOD00057)

Common grape (FooDB: FOOD00204)
Red raspberry (FooDB: FOOD00162)

Mung bean (FooDB: FOOD00200)

Soy bean (FooDB: FOOD00085)

Garden cress (FooDB: FOOD00099)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Pepper (C. frutescens) (FooDB: FOOD00428)
Orange bell pepper (FooDB: FOOD00879)

Other vegetable

Horseradish tree (FooDB: FOOD00379)
Carob (FooDB: FOOD00321)

Shoot vegetable

American pokeweed (FooDB: FOOD00437)

Onion-family vegetable

Garden onion (FooDB: FOOD00006)

Cereal and cereal product

Breakfast cereal (FooDB: FOOD00270)

Corn (FooDB: FOOD00205)
Rice (FooDB: FOOD00125)
Common wheat (FooDB: FOOD00187)

Cereals and cereal products (FooDB: FOOD00858)

Flaxseed (FooDB: FOOD00101)

Ginkgo nuts (FooDB: FOOD00367)

Cocoa and cocoa product

Cocoa bean (FooDB: FOOD00182)

Fats and oils (FooDB: FOOD00864)

Endogenous (HMDB: HMDB0000098)

Naturally occurring process

Biological process

Biochemical pathway

Protein pathway

Operon: Xylose Transport II (PathBank: SMP0002229)

Metabolic pathway

Xylitol Degradation (PathBank: SMP0002345)

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0000098)

Kidney disease (MarkerDB: MDB00000051)
Chronic kidney disease (MarkerDB: MDB00000051)
Lung Cancer (MarkerDB: MDB00000051)
Crohn's disease (MarkerDB: MDB00000051)
Small Bowel Bacterial Overgrowth Syndrome (MarkerDB: MDB00000051)

Diagnostic agent (HMDB: HMDB0000098)

Manufacturing industry

Material processing agent

Dye (HMDB: HMDB0000098)

Biological role

Anti diabetic (HMDB: HMDB0000098)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	380 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-2.9	ChemAxon
logS	0.4	ALOGPS
pKa (Strongest Acidic)	12.33	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	31.38 m³·mol⁻¹	ChemAxon
Polarizability	13.45 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

METLIN ID

Not Available

PubChem Compound

PDB ID

Not Available

ChEBI ID

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Lavarack, B. P.; Griffin, G.; Rodman, D. Optimizing the autohydrolysis of bagasse to extract D-xylose. Proceedings of the Conference of the Australian Society of Sugar Cane Technologists (1999), 21st 394-400.