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Showing metabocard for D-Arabitol (HMDB0000568)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:44:48 UTC
HMDB IDHMDB0000568
Secondary Accession Numbers
  • HMDB00568
Metabolite Identification
Common NameD-Arabitol
DescriptionD-Arabitol is a polyol. Polyols are sugar alcohols linked to the pentose phosphate pathway (PPP). They are classified on the basis of the number of carbon atoms. Polyols occur in body fluids. A patient with leukoencephalopathy and peripheral neuropathy has been identified as suffering from ribose-5-phosphate isomerase (RPI) deficiency, a defect in the PPP. In this disorder, highly elevated concentrations of the C5 polyols such as D-arabitol are found in body fluids. In addition, transaldolase deficiency, another defect in the PPP, has been diagnosed in a patient with mainly liver problems among others. This patient had increased concentrations of polyols, mainly D-arabitol. So far, the pathophysiological role of polyols is relatively unknown. It is thought that D-arabitol is a metabolic end-product in humans. The strong brain-CSF-plasma gradient of polyols in the patient with RPI deficiency suggested a primary metabolic disorder. The mechanisms of brain and neuronal damage in RPI deficiency remain to be elucidated. A neurotoxic effect due to the accumulation of the polyols may play a role. D-Arabitol is a product of the enzyme D-arabinitol 4-dehydrogenase (EC 1.1.1.11) in the pentose and glucuronate interconversion pathway (PMID: 16435225 , J Inherit Metab Dis. 2005;28(6):1181-3). D-Arabitol has also been found to be a fungal metabolite, urinary D-Arabinitol is a marker for invasive candidiasis or infection by Candida fungal species (PMID: 15183861 ; PMID: 10647119 ). It can also a metabolite in Debaryomyces, Pichia and Zygosaccharomyces (PMID: 25809659 ).
Structure
Data?1582752140
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000568 (D-Arabitol)

ChEBI
  Mrv1652306232021442D          

 10  9  0  0  1  0            999 V2000
    4.4922   -3.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2019   -3.4570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9211   -3.0462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6310   -3.4664    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3502   -3.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7729   -3.4475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2033   -4.2818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9197   -2.2212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6324   -4.2912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3488   -2.2307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  2  1  1  0  0  0  0
  2  7  1  6  0  0  0
  3  2  1  0  0  0  0
  3  8  1  6  0  0  0
  4  3  1  0  0  0  0
  4  9  1  1  0  0  0
  5  4  1  0  0  0  0
 10  5  1  0  0  0  0
M  END
Download

3D MOL for HMDB0000568 (D-Arabitol)

     RDKit          3D

 22 21  0  0  0  0  0  0  0  0999 V2000
   -3.2156   -1.0866    0.2939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3194   -0.5965   -0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0084   -0.3544    0.0558 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5411   -1.5202    0.5917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0114    0.3711   -0.7721 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6644    1.5303   -1.2871 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0918    0.9117    0.1514 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9387    1.7291   -0.6370 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9057   -0.1972    0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4715   -1.0038   -0.2164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8093   -1.1882    1.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7279    0.3577   -1.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1919   -1.3307   -1.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2616    0.3191    0.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8546   -1.6724    1.5186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4470   -0.1765   -1.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0190    2.1759   -1.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6600    1.5448    0.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2048    2.5394   -0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7835    0.3034    1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3688   -0.7686    1.5060 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7145   -1.8874    0.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  3 14  1  1
  4 15  1  0
  5 16  1  6
  6 17  1  0
  7 18  1  1
  8 19  1  0
  9 20  1  0
  9 21  1  0
 10 22  1  0
M  END
Download

3D SDF for HMDB0000568 (D-Arabitol)

ChEBI
  Mrv1652306232021442D          

 10  9  0  0  1  0            999 V2000
    4.4922   -3.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2019   -3.4570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9211   -3.0462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6310   -3.4664    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3502   -3.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7729   -3.4475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2033   -4.2818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9197   -2.2212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6324   -4.2912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3488   -2.2307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  2  1  1  0  0  0  0
  2  7  1  6  0  0  0
  3  2  1  0  0  0  0
  3  8  1  6  0  0  0
  4  3  1  0  0  0  0
  4  9  1  1  0  0  0
  5  4  1  0  0  0  0
 10  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000568

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@@H](O)C(O)[C@H](O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4-/m1/s1

> <INCHI_KEY>
HEBKCHPVOIAQTA-QWWZWVQMSA-N

> <FORMULA>
C5H12O5

> <MOLECULAR_WEIGHT>
152.1458

> <EXACT_MASS>
152.068473494

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
14.277797496387443

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,4R)-pentane-1,2,3,4,5-pentol

> <ALOGPS_LOGP>
-2.53

> <JCHEM_LOGP>
-3.099683906666666

> <ALOGPS_LOGS>
0.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.742189661908146

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.760078510562963

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9742034412471314

> <JCHEM_POLAR_SURFACE_AREA>
101.15

> <JCHEM_REFRACTIVITY>
32.44109999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.64e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
arabitol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0000568 (D-Arabitol)

https://cactus.nci.nih.gov/chemical/structure/OC%5BC@@H%5D(O)C(O)%5BC@H%5D(O)...
 OpenBabel09142113213D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:21})
 22 21  0  0  0  0  0  0  0  0999 V2000
    3.6499   -0.0563   -0.2927 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4952    0.5355    0.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2507   -0.2628   -0.0877 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1908   -0.3302   -1.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3327   -1.5771    0.4673 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026    0.4407    0.4493 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0793    1.7549   -0.1057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2418   -0.3577    0.0557 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2224   -1.3285    0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2587   -0.5458   -1.3608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4954    0.4082    0.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6526   -0.3884    0.2217 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4774    0.3991   -0.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6039    0.5277    1.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923    1.5636   -0.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3888   -1.5936    1.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0625    0.5080    1.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1355    1.7715   -1.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2764    0.2780   -1.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4401    0.6292    1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5612    1.3400   -0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859    0.0354    0.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 13  1  0  0  0  0
  2  3  1  0  0  0  0
  2 14  1  0  0  0  0
  2 15  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  5 16  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6 17  1  1  0  0  0
  7 18  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 10 19  1  0  0  0  0
 11 12  1  0  0  0  0
 11 20  1  0  0  0  0
 11 21  1  0  0  0  0
 12 22  1  0  0  0  0
M  END
$$$$
Download

PDB for HMDB0000568 (D-Arabitol)

HEADER    PROTEIN                                 23-JUN-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: ChEBI                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUN-20         0                                  
HETATM    1  C   UNK     0       8.385  -5.669   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.710  -6.453   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.053  -5.686   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.378  -6.471   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.720  -5.704   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       7.043  -6.435   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       9.713  -7.993   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      11.050  -4.146   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      12.380  -8.010   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      13.718  -4.164   0.000  0.00  0.00           O+0
CONECT    1    6    2                                                       
CONECT    2    1    7    3                                                  
CONECT    3    2    8    4                                                  
CONECT    4    3    9    5                                                  
CONECT    5    4   10                                                       
CONECT    6    1                                                            
CONECT    7    2                                                            
CONECT    8    3                                                            
CONECT    9    4                                                            
CONECT   10    5                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
Download

3D PDB for HMDB0000568 (D-Arabitol)

COMPND    https://cactus.nci.nih.gov/chemical/structure/OC%5BC@@H%5D(O)C(O)%5BC@H%5D(O)... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  O   UNL     1       3.650  -0.056  -0.293  1.00  0.00           O  
HETATM    2  C   UNL     1       2.495   0.535   0.306  1.00  0.00           C  
HETATM    3  C   UNL     1       1.251  -0.263  -0.088  1.00  0.00           C  
HETATM    4  H   UNL     1       1.191  -0.330  -1.174  1.00  0.00           H  
HETATM    5  O   UNL     1       1.333  -1.577   0.467  1.00  0.00           O  
HETATM    6  C   UNL     1       0.003   0.441   0.449  1.00  0.00           C  
HETATM    7  O   UNL     1      -0.079   1.755  -0.106  1.00  0.00           O  
HETATM    8  C   UNL     1      -1.242  -0.358   0.056  1.00  0.00           C  
HETATM    9  H   UNL     1      -1.222  -1.329   0.551  1.00  0.00           H  
HETATM   10  O   UNL     1      -1.259  -0.546  -1.361  1.00  0.00           O  
HETATM   11  C   UNL     1      -2.495   0.408   0.483  1.00  0.00           C  
HETATM   12  O   UNL     1      -3.653  -0.388   0.222  1.00  0.00           O  
HETATM   13  H   UNL     1       4.477   0.399  -0.086  1.00  0.00           H  
HETATM   14  H   UNL     1       2.604   0.528   1.391  1.00  0.00           H  
HETATM   15  H   UNL     1       2.392   1.564  -0.042  1.00  0.00           H  
HETATM   16  H   UNL     1       1.389  -1.594   1.433  1.00  0.00           H  
HETATM   17  H   UNL     1       0.062   0.508   1.536  1.00  0.00           H  
HETATM   18  H   UNL     1      -0.136   1.772  -1.071  1.00  0.00           H  
HETATM   19  H   UNL     1      -1.276   0.278  -1.867  1.00  0.00           H  
HETATM   20  H   UNL     1      -2.440   0.629   1.549  1.00  0.00           H  
HETATM   21  H   UNL     1      -2.561   1.340  -0.078  1.00  0.00           H  
HETATM   22  H   UNL     1      -4.486   0.035   0.469  1.00  0.00           H  
CONECT    1    2   13                                                 
CONECT    2    1    3   14   15                                       
CONECT    3    2    4    5    6                                       
CONECT    4    3                                                      
CONECT    5    3   16                                                 
CONECT    6    3    7    8   17                                       
CONECT    7    6   18                                                 
CONECT    8    6    9   10   11                                       
CONECT    9    8                                                      
CONECT   10    8   19                                                 
CONECT   11    8   12   20   21                                       
CONECT   12   11   22                                                 
CONECT   13    1                                                      
CONECT   14    2                                                      
CONECT   15    2                                                      
CONECT   16    5                                                      
CONECT   17    6                                                      
CONECT   18    7                                                      
CONECT   19   10                                                      
CONECT   20   11                                                      
CONECT   21   11                                                      
CONECT   22   12                                                      
MASTER        0    0    0    0    0    0    0    0   22    0   22    0
END
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SMILES for HMDB0000568 (D-Arabitol)

OC[C@@H](O)C(O)[C@H](O)CO
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INCHI for HMDB0000568 (D-Arabitol)

InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4-/m1/s1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
D-ArabinolChEBI
D-LyxitolChEBI
D-ArabinitolKegg
Arabitol, (D)-isomerHMDB
ArabitolHMDB
D-(+)-ArabitolHMDB
(+--)-ArabitolHMDB
DL-ArabitolHMDB
Arabino-pentitolHMDB
LyxitolHMDB
D-ArabitolChEBI
Chemical FormulaC5H12O5
Average Molecular Weight152.1458
Monoisotopic Molecular Weight152.068473494
IUPAC Name(2R,4R)-pentane-1,2,3,4,5-pentol
Traditional Namearabitol
CAS Registry Number488-82-4
SMILES
OC[C@@H](O)C(O)[C@H](O)CO
InChI Identifier
InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4-/m1/s1
InChI KeyHEBKCHPVOIAQTA-QWWZWVQMSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentSugar alcohols
Alternative Parents
Substituents
  • Sugar alcohol
  • Monosaccharide
  • Secondary alcohol
  • Polyol
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point101 - 104 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility729 mg/mLNot Available
LogPNot AvailableNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility664 g/LALOGPS
logP-2.5ALOGPS
logP-3.1ChemAxon
logS0.64ALOGPS
pKa (Strongest Acidic)12.76ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area101.15 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity32.44 m³·mol⁻¹ChemAxon
Polarizability14.28 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Collision Cross Sections

NameAdductTypeData SourceValueReference
DarkChem[M+H]+PredictedNot Available31661259
DarkChem[M-H]-PredictedNot Available31661259
AllCCS[M+H]+PredictedNot Available135.82732859911
AllCCS[M-H]-PredictedNot Available126.79532859911

Retention Indices

Underivatized

Not Available

Derivatized

DerivativeValueReference
D-Arabitol,1TMS,#11571.5547https://arxiv.org/abs/1905.12712
D-Arabitol,1TMS,#21551.1498https://arxiv.org/abs/1905.12712
D-Arabitol,1TMS,#31516.8296https://arxiv.org/abs/1905.12712
D-Arabitol,2TMS,#11598.4822https://arxiv.org/abs/1905.12712
D-Arabitol,2TMS,#21580.3016https://arxiv.org/abs/1905.12712
D-Arabitol,2TMS,#31626.8754https://arxiv.org/abs/1905.12712
D-Arabitol,2TMS,#41622.5902https://arxiv.org/abs/1905.12712
D-Arabitol,2TMS,#51581.5321https://arxiv.org/abs/1905.12712
D-Arabitol,2TMS,#61606.3739https://arxiv.org/abs/1905.12712
D-Arabitol,3TMS,#11653.5518https://arxiv.org/abs/1905.12712
D-Arabitol,3TMS,#21665.4065https://arxiv.org/abs/1905.12712
D-Arabitol,3TMS,#31676.7345https://arxiv.org/abs/1905.12712
D-Arabitol,3TMS,#41668.8207https://arxiv.org/abs/1905.12712
D-Arabitol,3TMS,#51684.5311https://arxiv.org/abs/1905.12712
D-Arabitol,3TMS,#61662.5515https://arxiv.org/abs/1905.12712
D-Arabitol,4TMS,#11687.417https://arxiv.org/abs/1905.12712
D-Arabitol,4TMS,#21704.8047https://arxiv.org/abs/1905.12712
D-Arabitol,4TMS,#31705.2485https://arxiv.org/abs/1905.12712
D-Arabitol,5TMS,#11735.0016https://arxiv.org/abs/1905.12712
D-Arabitol,1TBDMS,#11817.4548https://arxiv.org/abs/1905.12712
D-Arabitol,1TBDMS,#21786.0171https://arxiv.org/abs/1905.12712
D-Arabitol,1TBDMS,#31766.1097https://arxiv.org/abs/1905.12712
D-Arabitol,2TBDMS,#12048.5474https://arxiv.org/abs/1905.12712
D-Arabitol,2TBDMS,#22034.9406https://arxiv.org/abs/1905.12712
D-Arabitol,2TBDMS,#32065.4658https://arxiv.org/abs/1905.12712
D-Arabitol,2TBDMS,#42073.8586https://arxiv.org/abs/1905.12712
D-Arabitol,2TBDMS,#52032.641https://arxiv.org/abs/1905.12712
D-Arabitol,2TBDMS,#62041.6859https://arxiv.org/abs/1905.12712
D-Arabitol,3TBDMS,#12294.6357https://arxiv.org/abs/1905.12712
D-Arabitol,3TBDMS,#22311.7124https://arxiv.org/abs/1905.12712
D-Arabitol,3TBDMS,#32316.7158https://arxiv.org/abs/1905.12712
D-Arabitol,3TBDMS,#42323.5415https://arxiv.org/abs/1905.12712
D-Arabitol,3TBDMS,#52340.2341https://arxiv.org/abs/1905.12712
D-Arabitol,3TBDMS,#62312.5012https://arxiv.org/abs/1905.12712
D-Arabitol,4TBDMS,#12536.656https://arxiv.org/abs/1905.12712
D-Arabitol,4TBDMS,#22555.6934https://arxiv.org/abs/1905.12712
D-Arabitol,4TBDMS,#32546.1157https://arxiv.org/abs/1905.12712
D-Arabitol,5TBDMS,#12745.828https://arxiv.org/abs/1905.12712
Spectra

GC-MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrum - GC-MS (5 TMS)splash10-0gb9-0982000000-4e5007f03273cea8b23e2014-06-16View Spectrum
MSMass Spectrum (Electron Ionization)splash10-01vo-9000000000-f065454e8412613f8ecd2018-05-25View Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a4i-8900000000-5b42adf83e422cffefb62021-09-18View Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a4i-9800000000-24fa3ff739ff064312ab2021-09-18View Spectrum

LC-MS/MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-01ba-9500000000-67233150807800e941f02018-05-25View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-01b9-9000000000-1ff17a8b87bbab9a36222018-05-25View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-044i-9000000000-e0e330c8a899be718f602018-05-25View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-00m0-2900000000-c6b1101b88fa522fabd02018-05-25View Spectrum
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-0zmr-9500000000-164d598431954fc1aeae2018-05-25View Spectrum
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-0uki-9600000000-b90e9cee04cd0631b5992018-05-25View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-00e9-2900000000-75413a29e8c6b3d9a6a12018-05-25View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0udi-0900000000-c5cc931b9156365c4ca72018-05-25View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a5a-0900000000-94cf956e3f47a633d5722018-05-25View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-03k9-0900000000-f0634d5b1d1f523b3caa2018-05-25View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-00do-9000000000-564c4ccf05ac119a3ac22021-09-20View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-1900000000-4f856d537cc8252ecc472016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-9300000000-403bacad5117a30582df2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dl-9000000000-eb879b27e7b182cfe7c02016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udu-9400000000-3db6454ab3e2315aa7442016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0btl-9200000000-b84c400427c7e44eb4dd2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-c37624fb31a8cb33b1632016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-4900000000-d02566d106f64f56452d2021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01ox-9000000000-94760e1883352d4864b52021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0007-9000000000-a22bb5556fa857db4c5c2021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0zmr-9500000000-1887747b16d168b096092021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000000000-83f8fb1c321a951b0e7e2021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-ad178d7c96ba63131c182021-09-07View Spectrum

NMR

Spectrum TypeDescriptionDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2018-05-25View Spectrum
1D NMR13C NMR Spectrum (1D, 22.53 MHz, D2O, experimental)2018-05-25View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, DMSO-d6, experimental)2018-05-25View Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16View Spectrum
2D NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, H2O, predicted)2018-05-25View Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Urine
Tissue Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified3 (0-5) uMAdolescent (13-18 years old)Not Specified
Normal		 details
BloodDetected and Quantified0 uMNot SpecifiedNot SpecifiedNormal
    • Geigy Scientific ...
 details
Cerebrospinal Fluid (CSF)Detected and Quantified19.0 +/- 6.3 uMAdult (>18 years old)BothNormal
    • Geigy Scientific ...
 details
Cerebrospinal Fluid (CSF)Detected and Quantified9.0-39.0 uMAdolescent (13-18 years old)Both
Normal		 details
Cerebrospinal Fluid (CSF)Detected and Quantified19.0 +/- 6.3 uMNot SpecifiedNot SpecifiedNormal
    • Geigy Scientific ...
 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified16-89 umol/mmol creatinineAdolescent (13-18 years old)Both
Normal		 details
UrineDetected and Quantified19.0 +/- 6.0 umol/mmol creatinineAdult (>18 years old)BothNormal
    • Geigy Scientific ...
 details
UrineDetected and Quantified53.153 +/- 16.798 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Normal
    • Mordechai, Hien, ...
 details
UrineDetected and Quantified23 (8-36) umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified115 (32 - 198) uMAdolescent (13-18 years old)MaleRibose-5-Phosphate Isomerase Deficiency details
BloodDetected and Quantified39.4 (0.7-788) uMAdult (>18 years old)Both
Invasive candidiasis		 details
Cerebrospinal Fluid (CSF)Detected and Quantified3342-5535 uMAdolescent (13-18 years old)Both
Ribose-5-Phosphate Isomerase Deficiency		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
UrineDetected and Quantified1021 - 1612 umol/mmol creatinineAdult (>18 years old)Both
Ribose-5-Phosphate Isomerase Deficiency		 details
UrineDetected and Quantified63.837 +/- 87.775 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Eosinophilic esophagitis
    • Mordechai, Hien, ...
 details
Associated Disorders and Diseases
Disease References
Ribose-5-phosphate isomerase deficiency
  1. Huck JH, Verhoeven NM, Struys EA, Salomons GS, Jakobs C, van der Knaap MS: Ribose-5-phosphate isomerase deficiency: new inborn error in the pentose phosphate pathway associated with a slowly progressive leukoencephalopathy. Am J Hum Genet. 2004 Apr;74(4):745-51. Epub 2004 Feb 25. [PubMed:14988808 ]
Invasive candidiasis
  1. Kiehn TE, Bernard EM, Gold JW, Armstrong D: Candidiasis: detection by gas-liquid chromatography of D-arabinitol, a fungal metabolite, in human serum. Science. 1979 Nov 2;206(4418):577-80. [PubMed:493963 ]
Colorectal cancer
  1. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Eosinophilic esophagitis
  1. (). Mordechai, Hien, and David S. Wishart. .
Associated OMIM IDs
  • 608611 (Ribose-5-phosphate isomerase deficiency)
  • 114500 (Colorectal cancer)
  • 610247 (Eosinophilic esophagitis)
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB001475
KNApSAcK IDC00001156
Chemspider ID84971
KEGG Compound IDC01904
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkD-arabinitol
METLIN ID5551
PubChem Compound94154
PDB IDNot Available
ChEBI ID18333
Food Biomarker OntologyNot Available
VMH IDABT_D
MarkerDB IDMDB00000189
References
Synthesis ReferenceDelobeau, Didier; Moine, Didier. Process for the preparation of d-arabitol from lactose. Eur. Pat. Appl. (1997), 9 pp.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Kiehn TE, Bernard EM, Gold JW, Armstrong D: Candidiasis: detection by gas-liquid chromatography of D-arabinitol, a fungal metabolite, in human serum. Science. 1979 Nov 2;206(4418):577-80. [PubMed:493963 ]
  2. Klusmann A, Fleischer W, Waldhaus A, Siebler M, Mayatepek E: Influence of D-arabitol and ribitol on neuronal network activity. J Inherit Metab Dis. 2005;28(6):1181-3. [PubMed:16435225 ]
  3. Hui M, Cheung SW, Chin ML, Chu KC, Chan RC, Cheng AF: Development and application of a rapid diagnostic method for invasive Candidiasis by the detection of D-/L-arabinitol using gas chromatography/mass spectrometry. Diagn Microbiol Infect Dis. 2004 Jun;49(2):117-23. doi: 10.1016/j.diagmicrobio.2004.02.006. [PubMed:15183861 ]
  4. Christensson B, Sigmundsdottir G, Larsson L: D-arabinitol--a marker for invasive candidiasis. Med Mycol. 1999 Dec;37(6):391-6. [PubMed:10647119 ]
  5. Kordowska-Wiater M: Production of arabitol by yeasts: current status and future prospects. J Appl Microbiol. 2015 Aug;119(2):303-14. doi: 10.1111/jam.12807. Epub 2015 Apr 8. [PubMed:25809659 ]
  6. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]