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Details

Stereochemistry ABSOLUTE
Molecular Formula C11H20O10
Molecular Weight 312.2705
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GAXILOSE

SMILES

OC[C@@H](O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@H](O)[C@@H](O)C=O

InChI

InChIKey=BYZQBCIYLALLPA-NOPGXMAYSA-N
InChI=1S/C11H20O10/c12-1-4(15)7(16)5(2-13)20-11-10(19)9(18)8(17)6(3-14)21-11/h1,4-11,13-19H,2-3H2/t4-,5+,6+,7+,8-,9-,10+,11+/m0/s1

HIDE SMILES / InChI
Gaxilose is a synthetic disaccharide that is hydrolyzed in the intestine by the lactase enzyme. Gaxilose is used to diagnose hypolactasia via presence of D-xylose after cleavage by lactase. The Spanish company VenterPharma was issued with marketing authorisation by the Spanish and German regulatory agencies for LacTEST. Diagnosis drug LacTEST® represents a noninvasive method based on oral administration of 4-galactosil-xilose (4-O-β-D galactopiranosil-D-xilose) whose INN is Gaxilose, for hypolactasia diagnosis. This synthetic disaccharide, a substrate of intestinal lactase is hydrolyzed and the result is 2 physiological products: galactose and xylose. Galactose is converted into glucose in the liver and xylose is absorbed from a passive way and partially metabolized endogenously (50%). The rest appears in blood and it is excreted finally through urine. The amount of xylose in urine is proportional to the activity of intestinal lactase. This represents a direct measure of hypo or normo lactasia.

Approval Year

PubMed

PubMed

TitleDatePubMed
Analytical Validation of a New Enzymatic and Automatable Method for d-Xylose Measurement in Human Urine Samples.
2017
Patents

Sample Use Guides

In the randomized, dose-finding, phase I study, urine and serum pharmacokinetics of D-xylose were determined after oral administration of 6 ascending doses of gaxilose (and placebo) to 12 healthy adult volunteers. Gaxilose administration showed a progressive, dose-dependent increase in D-xylose in urine and serum. An optimal gaxilose dose of 0.45 g and urine collection periods of 4 and 5 hours were selected for further studies.
Route of Administration: Oral
Name Type Language
GAXILOSE
INN   WHO-DD  
INN  
Official Name English
4-O-.BETA.-D-GALACTOPYRANOSYL-D-XYLOSE
Preferred Name English
D-XYLOSE, 4-O-.BETA.-D-GALACTOPYRANOSYL-
Common Name English
Gaxilose [WHO-DD]
Common Name English
(2R,3R,4R)-2,3,5-TRIHYDROXY-4-(((2S,3R,4S,5R,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)TETRAHYDRO-2H-PYRAN-2-YL)OXY)PENTANAL
Systematic Name English
(3R,4R,5R)-5-(((2S,3R,4S,5R,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)TETRAHYDRO-2H-PYRAN-2-YL)OXY)TETRAHYDRO-2H-PYRAN-2,3,4-TRIOL
Systematic Name English
XYLOSE, 4-O-.BETA.-D-GALACTOPYRANOSYL-, D-
Common Name English
gaxilose [INN]
Common Name English
GAXILOSE, (+)-
Common Name English
Code System Code Type Description
SMS_ID
100000160447
Created by admin on Mon Mar 31 19:42:50 GMT 2025 , Edited by admin on Mon Mar 31 19:42:50 GMT 2025
PRIMARY
PUBCHEM
3082054
Created by admin on Mon Mar 31 19:42:50 GMT 2025 , Edited by admin on Mon Mar 31 19:42:50 GMT 2025
PRIMARY
NCI_THESAURUS
C174601
Created by admin on Mon Mar 31 19:42:50 GMT 2025 , Edited by admin on Mon Mar 31 19:42:50 GMT 2025
PRIMARY
FDA UNII
A571S2B3JE
Created by admin on Mon Mar 31 19:42:50 GMT 2025 , Edited by admin on Mon Mar 31 19:42:50 GMT 2025
PRIMARY
DRUG BANK
DB12767
Created by admin on Mon Mar 31 19:42:50 GMT 2025 , Edited by admin on Mon Mar 31 19:42:50 GMT 2025
PRIMARY
CAS
14087-31-1
Created by admin on Mon Mar 31 19:42:50 GMT 2025 , Edited by admin on Mon Mar 31 19:42:50 GMT 2025
PRIMARY
INN
9366
Created by admin on Mon Mar 31 19:42:50 GMT 2025 , Edited by admin on Mon Mar 31 19:42:50 GMT 2025
PRIMARY
EVMPD
SUB172203
Created by admin on Mon Mar 31 19:42:50 GMT 2025 , Edited by admin on Mon Mar 31 19:42:50 GMT 2025
PRIMARY
CHEBI
148937
Created by admin on Mon Mar 31 19:42:50 GMT 2025 , Edited by admin on Mon Mar 31 19:42:50 GMT 2025
PRIMARY
EPA CompTox
DTXSID60161484
Created by admin on Mon Mar 31 19:42:50 GMT 2025 , Edited by admin on Mon Mar 31 19:42:50 GMT 2025
PRIMARY
CAS
159702-00-8
Created by admin on Mon Mar 31 19:42:50 GMT 2025 , Edited by admin on Mon Mar 31 19:42:50 GMT 2025
ALTERNATIVE