U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of XYLOSE

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
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

Sources: Koch, E., Pharm. Z. Russland, 26, 657 (1886); Ber. them. Ges., Ref., 20, 145 (1887).
Curator's Comment: reference retrieved from http://www.jbc.org/content/98/1/133.full.pdf

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q86Y38
Gene ID: 64131.0
Gene Symbol: XYLT1
Target Organism: Homo sapiens (Human)
Target ID: Q9H1B5
Gene ID: 64132.0
Gene Symbol: XYLT2
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
XYLO-PFAN

Approved Use

Xylose Absorption Test (Adult - 25g dose). Nonstandard test for determining cause of malabsorption.

Launch Date

3.78691191E11
PubMed

PubMed

TitleDatePubMed
Synthesis and antifilarial evaluation of N1,Nn- xylofuranosylated diaminoalkanes.
2003 Apr 17
Klotho is a novel beta-glucuronidase capable of hydrolyzing steroid beta-glucuronides.
2004 Mar 12
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
Patents

Sample Use Guides

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
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
EP   HSDB   INCI   MART.   MI   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD  
INCI  
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
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
DSLD 3459 (Number of products:18)
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
LOINC 3134-4
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
NCI_THESAURUS C68484
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
LOINC 25556-2
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
LOINC 32347-7
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
LOINC 29999-0
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
LOINC 3135-1
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
CFR 21 CFR 862.1820
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
LOINC 75051-3
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
LOINC 12274-7
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
Code System Code Type Description
NSC
122762
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
ChEMBL
CHEMBL502135
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
CAS
58-86-6
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
PUBCHEM
644160
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
RXCUI
11378
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY RxNorm
ECHA (EC/EINECS)
200-400-7
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
CHEBI
18222
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
EVMPD
SUB130166
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
MESH
D014994
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
EVMPD
SUB15738MIG
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
CHEBI
53455
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
DAILYMED
A1TA934AKO
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
EPA CompTox
DTXSID0023745
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
HSDB
3273
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
DRUG BANK
DB09419
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
DRUG CENTRAL
2854
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
MERCK INDEX
m11555
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY Merck Index
CAS
36441-93-7
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
ALTERNATIVE
CAS
7261-26-9
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
ALTERNATIVE
NCI_THESAURUS
C66674
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
WIKIPEDIA
XYLOSE
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
CHEBI
15936
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
FDA UNII
A1TA934AKO
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
RS_ITEM_NUM
1722005
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY
SMS_ID
100000156317
Created by admin on Fri Dec 15 16:00:55 UTC 2023 , Edited by admin on Fri Dec 15 16:00:55 UTC 2023
PRIMARY