Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C5H12O5 |
| Molecular Weight | 152.1458 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC[C@@H](O)C(O)[C@H](O)CO
InChI
InChIKey=HEBKCHPVOIAQTA-QWWZWVQMSA-N
InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4-/m1/s1
| Molecular Formula | C5H12O5 |
| Molecular Weight | 152.1458 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Arabinitol is the five-carbon sugar alcohol D-arabinitol (DA). It is a metabolite of the pathogenic Candida species, in vitro as well as in vivo, and can be determined by gas chromatography or enzymatic analysis. Endogenous DA and L-arabinitol (LA) are present in human body fluids. Serum DA and LA increase in renal dysfunction. In prospective clinical studies, elevated DA/LA or DA/creatine ratios in serum or urine have been found in immunocompromised, usually neutropenic, patients with invasive candidiasis. In addition, positive DA results have been obtained several days to weeks before positive blood cultures, and the normalization of DA levels has been correlated with therapeutic response in both humans and animals. Thus, arabinitol has been suggested a marker for invasive candidiasis. A non-invasive, non-culture-based method of determining urinary D-/L-arabinitol (D-/L-ARA) ratios was investigated as a tool for the diagnosis of invasive candidiasis in nosocomial paediatric infection cases in the clinical trial.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: L-arabinitol 2-dehydrogenase (Penicillium chrysogenum) |
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Target ID: D-arabinitol 4-dehydrogenase (Aerobacter aerogenes) |
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Target ID: P50166 Gene ID: NA Gene Symbol: ARD Target Organism: Candida tropicalis (Yeast) |
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Target ID: P43066 Gene ID: NA Gene Symbol: ARD1 Target Organism: Candida albicans (strain WO-1) (Yeast) |
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Target ID: L-arabinitol 4-dehydrogenase (Penicillium chrysogenum) |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Diagnostic | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Invasive mycoses: diagnostic challenges. | 2012-01 |
|
| Determination of urinary D-/L-arabinitol ratios as a biomarker for invasive candidiasis in children with cardiac diseases. | 2010-12 |
|
| Physiological characterization of xylose metabolism in Aspergillus niger under oxygen-limited conditions. | 2007-10-01 |
|
| Biotransformation of glycerol to dihydroxyacetone by recombinant Gluconobacter oxydans DSM 2343. | 2007-09 |
|
| Synthesis of (-)-agelastatin A by [3.3] sigmatropic rearrangement of allyl cyanate. | 2007-08-02 |
|
| Production of D-arabitol by a newly isolated Zygosaccharomyces rouxii. | 2007-07 |
|
| Slow molecular mobility in the crystalline and amorphous solid states of pentitols: a study by thermally stimulated depolarisation currents and by differential scanning calorimetry. | 2007-05-21 |
|
| L-Arabinose metabolism in Candida arabinofermentans PYCC 5603T and Pichia guilliermondii PYCC 3012: influence of sugar and oxygen on product formation. | 2007-05 |
|
| The taxonomy of Enterobacter sakazakii: proposal of a new genus Cronobacter gen. nov. and descriptions of Cronobacter sakazakii comb. nov. Cronobacter sakazakii subsp. sakazakii, comb. nov., Cronobacter sakazakii subsp. malonaticus subsp. nov., Cronobacter turicensis sp. nov., Cronobacter muytjensii sp. nov., Cronobacter dublinensis sp. nov. and Cronobacter genomospecies 1. | 2007-04-17 |
|
| Comparison of the xylose reductase-xylitol dehydrogenase and the xylose isomerase pathways for xylose fermentation by recombinant Saccharomyces cerevisiae. | 2007-02-05 |
|
| Influence of inhibitory compounds and minor sugars on xylitol production by Debaryomyces hansenii. | 2007-02 |
|
| Clinical experience of urine D-arabinitol/L-arabinitol ratio in the early diagnosis of invasive candidiasis in paediatric high risk populations. | 2007 |
|
| Synthesis, enzymatic activity, and X-ray crystallography of an unusual class of amino acids. | 2006-12-15 |
|
| Transaldolase deficiency: a new cause of hydrops fetalis and neonatal multi-organ disease. | 2006-11 |
|
| Polyol synthesis in Aspergillus niger: influence of oxygen availability, carbon and nitrogen sources on the metabolism. | 2006-08-05 |
|
| Supplementation requirements of brewery's spent grain hydrolysate for biomass and xylitol production by Debaryomyces hansenii CCMI 941. | 2006-08 |
|
| Purification of xylitol obtained by fermentation of corncob hydrolysates. | 2006-06-14 |
|
| Towards carbohydrate derivatives of the ReI(CO)3 fragment. | 2006-06-02 |
|
| Co-utilization of L-arabinose and D-xylose by laboratory and industrial Saccharomyces cerevisiae strains. | 2006-04-10 |
|
| Atmospheric carbonaceous aerosols over grasslands of central Europe and a Boreal forest. | 2006-03 |
|
| Simultaneous measurement of urinary polyols using gas chromatography/mass spectrometry. | 2006-02-02 |
|
| Production of D-arabitol by a metabolic engineered strain of Bacillus subtilis. | 2006-02 |
|
| [Biochemical mechanisms of temperature adaptation in the (+) and (-) strains of Blakeslea trispora]. | 2006-01-13 |
|
| The combined effects of acetic acid, formic acid, and hydroquinone on Debaryomyces hansenii physiology. | 2006 |
|
| Arabitol dehydrogenase as a selectable marker for rice. | 2005-12 |
|
| Molecular cloning and functional expression of d-arabitol dehydrogenase gene from Gluconobacter oxydans in Escherichia coli. | 2005-11-01 |
|
| [Radiological innovations in the screening and diagnosis of the inborn errors of metabolism]. | 2005-11 |
|
| Production of L-talitol from L-psicose by Metschnikowia koreensis LA1 isolated from soy sauce mash. | 2005-09 |
|
| The MAP kinase Hog1p differentially regulates stress-induced production and accumulation of glycerol and D-arabitol in Candida albicans. | 2005-09 |
|
| [Adaptation of Flammulina velutipes to hypothermia in natural environment: the role of lipids and carbohydrates]. | 2005-08-27 |
|
| Characterization of a novel NADP(+)-dependent D-arabitol dehydrogenase from the plant pathogen Uromyces fabae. | 2005-07-15 |
|
| Numerical and genetic analysis of polycyclic aromatic hydrocarbon-degrading mycobacteria. | 2005-07 |
|
| [Diagnostic tests: Candidiasis (candidosis)]. | 2005-07 |
|
| Functional analysis of the Zygosaccharomyces rouxii Fps1p homologue. | 2005-05 |
|
| Cladionol A, a polyketide glycoside from marine-derived fungus Gliocladium species. | 2005-05 |
|
| Substrate utilization by Aspergillus flavus in inoculated whole corn kernels and isolated tissues. | 2005-03-23 |
|
| Mannitol 1-phosphate metabolism is required for sporulation in planta of the wheat pathogen Stagonospora nodorum. | 2005-02 |
|
| Characterization of clinically isolated Ralstonia mannitolilytica strains using random amplification of polymorphic DNA (RAPD) typing and antimicrobial sensitivity, and comparison of the classification efficacy of phenotypic and genotypic assays. | 2005-01 |
|
| Influence of D-arabitol and ribitol on neuronal network activity. | 2005 |
|
| Analysis of polyols in urine by liquid chromatography-tandem mass spectrometry: a useful tool for recognition of inborn errors affecting polyol metabolism. | 2005 |
|
| A newborn with severe liver failure, cardiomyopathy and transaldolase deficiency. | 2005 |
|
| Biological chiral recognition: the substrate's perspective. | 2005 |
|
| [Early signals of systemic mycoses--guidelines for therapeutic decisions?]. | 2004 |
|
| [Diagnosis of systemic Candida infections. Evaluation of serology, molecular biology and D-arabinitol detection]. | 2004 |
|
| D-arabinitol--a marker for invasive candidiasis. | 1999-12 |
|
| Diagnosis of disseminated candidiasis by measurement of urine D-arabinitol/L-arabinitol ratio. | 1996-09 |
|
| Diagnosis of disseminated candidiasis based on serum D/L-arabinitol ratios using negative chemical ionization mass spectrometry. | 1992-03-27 |
|
| Clinical significance of measurement of serum D-arabinitol levels in candiduria patients. | 1992 |
|
| [Laboratory diagnosis in deep Candida infections]. | 1991-06-29 |
|
| [Diagnosis of systemic candidiasis]. | 1990 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 20:16:51 GMT 2025
by
admin
on
Mon Mar 31 20:16:51 GMT 2025
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| Record UNII |
YFV05Y57M9
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| Record Status |
Validated (UNII)
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| Record Version |
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47829-7
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C014999
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22605
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218-440-9
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YFV05Y57M9
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2152-56-9
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m2021
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Arabitol
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ENANTIOMER -> RACEMATE |
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