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Details

Stereochemistry ABSOLUTE
Molecular Formula C6H12O7
Molecular Weight 196.1553
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GULONIC ACID, L-

SMILES

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

InChI

InChIKey=RGHNJXZEOKUKBD-QTBDOELSSA-N
InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3+,4-,5-/m0/s1

HIDE SMILES / InChI

Molecular Formula C6H12O7
Molecular Weight 196.1553
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

L-Gulonic acid, a diastereomer of d-gluconic acid is the one of a metabolite in the urinate cycle, is a substrate of L-Gulonate 3-dehydrogenase (GDH). This enzyme catalyzes the NAD(+)-linked dehydrogenation of L-gulonate into dehydro-L-gulonate. L-Gulonic acid is also a metabolite of the D-glucuronic acid pathway. It was suggested, that the measurement of a spectrum of urinary D-glucuronic acid metabolites might provide a more reliable index for assessment of the induction of hepatic xenobiotic-metabolizing enzyme activities in man than the determination of urinary D-glucaric acid alone.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q9Y2S2
Gene ID: 51084.0
Gene Symbol: CRYL1
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Dimeric crystal structure of rabbit L-gulonate 3-dehydrogenase/lambda-crystallin: insights into the catalytic mechanism.
2010-09-03
Structural and kinetic properties of a beta-hydroxyacid dehydrogenase involved in nicotinate fermentation.
2008-10-10
Crystallization and preliminary X-ray crystallographic analysis of rabbit L-gulonate 3-dehydrogenase.
2008-03-01
Developmental expression and function of aldehyde reductase in proximal tubules of the kidney.
2005-07
Structural and functional characterization of rabbit and human L-gulonate 3-dehydrogenase.
2005-03
New developments in our understanding of the beta-hydroxyacid dehydrogenases.
2001-01-30
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:02:33 GMT 2025
Edited
by admin
on Mon Mar 31 22:02:33 GMT 2025
Record UNII
0IK55ZPI0I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GULONIC ACID, L-
Common Name English
L-GULONIC ACID [MI]
Preferred Name English
XYLOSECARBOXYLIC ACID
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID901317265
Created by admin on Mon Mar 31 22:02:33 GMT 2025 , Edited by admin on Mon Mar 31 22:02:33 GMT 2025
PRIMARY
CAS
526-97-6
Created by admin on Mon Mar 31 22:02:33 GMT 2025 , Edited by admin on Mon Mar 31 22:02:33 GMT 2025
PRIMARY
PUBCHEM
6857417
Created by admin on Mon Mar 31 22:02:33 GMT 2025 , Edited by admin on Mon Mar 31 22:02:33 GMT 2025
PRIMARY
FDA UNII
0IK55ZPI0I
Created by admin on Mon Mar 31 22:02:33 GMT 2025 , Edited by admin on Mon Mar 31 22:02:33 GMT 2025
PRIMARY
DRUG BANK
DB04304
Created by admin on Mon Mar 31 22:02:33 GMT 2025 , Edited by admin on Mon Mar 31 22:02:33 GMT 2025
PRIMARY
MERCK INDEX
m5882
Created by admin on Mon Mar 31 22:02:33 GMT 2025 , Edited by admin on Mon Mar 31 22:02:33 GMT 2025
PRIMARY Merck Index