XYLOSE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C5H10O5
Molecular Weight	150.1299
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=PYMYPHUHKUWMLA-VPENINKCSA-N

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

HIDE SMILES / InChI

Description
Sources: https://www.yameiaspartame.com/applications-and-uses-of-d-xylose/
Curator's Comment: Description was created based on several sources, including http://www.jbc.org/content/98/1/133.full.pdf | https://www.ncbi.nlm.nih.gov/pubmed/3286361

D-Xylose is a sugar originally isolated from wood. D-Xylose is a colorless to white crystalline powder that is used in food products such as breads, butter, and beverage industry as flavoring agent and sweetener. Specifically, D-Xylose is used to sweeten products intended for use by obese and diabetic customers because it is a non-caloric sweetener. It has a cool and refreshing taste and has the same sweetness as sucrose, and it is often used to sweeten a wide variety of foods and beverages such as spices, meat products, butter, etc. D-Xylose is a sugar widely used as diabetic sweetener in food and beverage. is a sugar first isolated from wood, and named for it. Xylose is classified as a monosaccharide of the aldopentose type, which means that it contains five carbon atoms and includes a formyl functional group. It is derived from hemicellulose, one of the main constituents of biomass. Like most sugars, it can adopt several structures depending on conditions. With its free carbonyl group, it is a reducing sugar. D-xylose absorbtion test has been used for diagnosis of intestinal malabsorption.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Xylosyltransferase 1 1 Target ID: Q86Y38 Gene ID: 64131.0 Gene Symbol: XYLT1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/15461586 \| http://www.uniprot.org/uniprot/Q86Y38	Substrate 661
Xylosyltransferase 2 1 Target ID: Q9H1B5 Gene ID: 64132.0 Gene Symbol: XYLT2 Target Organism: Homo sapiens (Human) Sources: http://www.uniprot.org/uniprot/Q9H1B5 \| https://www.ncbi.nlm.nih.gov/pubmed/26027496	Substrate 661

Conditions

Condition	Modality	Targets	Highest Phase	Product
Malabsorption 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10478874 https://www.ncbi.nlm.nih.gov/pubmed/3286361 https://www.ncbi.nlm.nih.gov/pubmed/10998664	Diagnostic		Approved 8429	XYLO-PFAN Approved Use Xylose Absorption Test (Adult - 25g dose). Nonstandard test for determining cause of malabsorption. Launch Date 1981

PubMed

Title	Date	PubMed
A modified D-xylose absorption test.	1984 Dec	6526497
Age-dependent alterations of intestinal absorption. II. A clinical study using a modified D-xylose absorption test.	1984 Jul	6548110
[Characteristics of disease and involution-induced changes in intestinal absorption].	1986 Jul-Aug	3751145
[Enteral resorption kinetics in the aging process].	1986 Mar 1	3716508
[The value of the d-xylose loading test in the diagnosis of malabsorption syndromes].	1990 Aug 19	2204861
[Clinical and experimental study on treatment of anorexy in children with the activating spleen prescription].	1991 Feb	2060054
Automated screening of urine samples for carbohydrates, organic and amino acids after treatment with urease.	1991 Jan 2	2026685
Pathophysiology and therapy of irinotecan-induced delayed-onset diarrhea in patients with advanced colorectal cancer: a prospective assessment.	1998 Aug	9704727
[D-xylose test of resorption as a method to determine radiation side effects in the small intestine].	1998 Sep	9765687
Sterol regulatory element-binding protein-1 is regulated by glucose at the transcriptional level.	2000 Oct 6	10913129
Improving the serum D-xylose test for the identification of patients with small intestinal malabsorption.	2001 Jul	11418788
Fumagillin treatment of intestinal microsporidiosis.	2002 Jun 20	12075057
Synthesis and antifilarial evaluation of N1,Nn- xylofuranosylated diaminoalkanes.	2003 Apr 17	12659765
Klotho is a novel beta-glucuronidase capable of hydrolyzing steroid beta-glucuronides.	2004 Mar 12	14701853
Efficient synthesis of methyl lycotetraoside, the tetrasaccharide constituent of the tomato defence glycoalkaloid alpha-tomatine.	2005 Sep 7	16106302
Reductively aminated D-xylose-albumin conjugate as the immunogen for generation of IgG and IgE antibodies specific to D-xylitol, a haptenic allergen.	2007 Nov-Dec	17979222

Patents

Sample Use Guides

In Vivo Use Guide

Xylose Absorption Test for determining cause of malabsorption. The participant will be asked to drink 8 ounces (240 ml) of water that contains 25 grams of a sugar called d-xylose. The amount of d-xylose that comes out in your urine over the next 5 hours will be measured. The participant may have a blood sample collected at 1 and 3 hours after drinking the liquid. The amount of urine produced over a 5-hour period is also determined.

Route of Administration: Oral

In Vitro Use Guide

To clarify the relationship between NAD(P)+/NAD(P)H redox balances and the metabolisms of xylose or xylitol as carbon sources, authors analyzed aerobic and anaerobic batch cultures of recombinant Saccharomyces cerevisiae in a complex medium containing 20 g/L xylose or 20 g/L xylitol at pH 5.0 and 30°C.

Name

Type

Language

XYLOSE

Official Name

English

XYLOSE [EP MONOGRAPH]

Common Name

English

NSC-122762

Code

English

D-(+)-XYLOSE

Systematic Name

English

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

Systematic Name

English

XYLOSE, D-

Systematic Name

English

XYLOSE [MART.]

Common Name

English

XYLOSE [MI]

Common Name

English

Xylose [WHO-DD]

Common Name

English

D-XYLOSE

Systematic Name

English

XYLOSE [USP-RS]

Common Name

English

WOOD SUGAR

Common Name

English

XYLOSE [INCI]

Common Name

English

XYLOSE [ORANGE BOOK]

Common Name

English

XYLOPYRANOSE, D-

Systematic Name

English

FEMA NO. 3606

Code

English

XYLOSE [VANDF]

Common Name

English

(3R,4S,5R)-TETRAHYDRO-2H-PYRAN-2,3,4,5-TETRAOL

Systematic Name

English

(3R,4R,5R)-5-(HYDROXYMETHYL)TETRAHYDROFURAN-2,3,4-TRIOL

Systematic Name

English

XYLOSE [USP MONOGRAPH]

Common Name

English

XYLOSE [HSDB]

Common Name

English

Classification Tree Code System Code

LOINC

47806-5