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Showing metabocard for L-Arabitol (HMDB0001851)

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enzymes (2) Show 2 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-02-16 09:36:44 UTC
Update Date2021-09-14 15:45:03 UTC
HMDB IDHMDB0001851
Secondary Accession Numbers
  • HMDB0000199
  • HMDB00199
  • HMDB01851
Metabolite Identification
Common NameL-Arabitol
DescriptionL-Arabitol, also known as L-arabinitol or L-lyxitol, is a member of the class of compounds known as sugar alcohols. Sugar alcohols 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. L-Arabitol is soluble in water. L-Arabitol can be found in a number of food items such as sweet potato, deerberry, moth bean, and European chestnut, which makes L-arabitol a potential biomarker for the consumption of these food products. L-Arabitol can be found in most biofluids, including urine, cerebrospinal fluid (CSF), saliva, and blood. L-Arabitol exists in all living species, ranging from bacteria to humans. Moreover, L-arabitol is found to be associated with Alzheimer's disease and ribose-5-phosphate isomerase deficiency, which is an inborn error of metabolism. L-Arabitol can be formed by the reduction of either arabinose or lyxose. L-Arabitol has been reported in pentosuric acidemia (PMID:13525419 ). L-Arabinosinuia has been described in a patient, presented at the age of 16 months with delayed motor development and facial dysmorphism (PMID:12359133 ) Congenital liver cirrhosis has been recently described in a patient with highly elevated plasma and urine levels of arabitol due to transaldolase deficiency (Inherit Metab Dis 23(Suppl. 1):172, 2000).
Structure
Data?1582752212
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001851 (L-Arabitol)

ChEBI
  Mrv1652305271900182D          

 10  9  0  0  1  0            999 V2000
    6.9355   -3.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2290   -2.7900    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5066   -3.1953    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8000   -2.7695    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0776   -3.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6580   -2.8105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2340   -1.9652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5016   -4.0202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8050   -1.9446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0726   -3.9997    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  1  0  0  0
  3  2  1  0  0  0  0
  3  8  1  1  0  0  0
  4  3  1  0  0  0  0
  4  9  1  6  0  0  0
  5  4  1  0  0  0  0
 10  5  1  0  0  0  0
M  END
Download

3D MOL for HMDB0001851 (L-Arabitol)

HMDB0001851
     RDKit          3D
L-Arabitol
 22 21  0  0  0  0  0  0  0  0999 V2000
    2.2703    0.7600   -1.4179 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2187   -0.3029   -0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3291    0.0973    0.6454 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2758   -0.9567    1.5501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532    0.4926    0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7873    0.8779    1.2814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7659   -0.6378   -0.5024 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9170   -1.7471    0.3344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1554   -0.1469   -0.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8814    0.2195    0.2601 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0758    1.2933   -1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2462   -0.4359   -0.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8985   -1.2496   -0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7885    0.9753    1.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5266   -0.8015    2.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0043    1.3320   -0.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5417    1.7639    1.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2838   -0.9907   -1.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5595   -1.5795    1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0109    0.7553   -1.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7444   -0.9367   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9332    1.2183    0.3574 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  0
  6 17  1  0
  7 18  1  6
  8 19  1  0
  9 20  1  0
  9 21  1  0
 10 22  1  0
M  END
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3D SDF for HMDB0001851 (L-Arabitol)

ChEBI
  Mrv1652305271900182D          

 10  9  0  0  1  0            999 V2000
    6.9355   -3.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2290   -2.7900    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5066   -3.1953    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8000   -2.7695    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0776   -3.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6580   -2.8105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2340   -1.9652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5016   -4.0202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8050   -1.9446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0726   -3.9997    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  1  0  0  0
  3  2  1  0  0  0  0
  3  8  1  1  0  0  0
  4  3  1  0  0  0  0
  4  9  1  6  0  0  0
  5  4  1  0  0  0  0
 10  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001851

> <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-/m0/s1

> <INCHI_KEY>
HEBKCHPVOIAQTA-IMJSIDKUSA-N

> <FORMULA>
C5H12O5

> <MOLECULAR_WEIGHT>
152.1458

> <EXACT_MASS>
152.068473494

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
14.275101100378855

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,4S)-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>
arabinitol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001851 (L-Arabitol)

HMDB0001851
     RDKit          3D
L-Arabitol
 22 21  0  0  0  0  0  0  0  0999 V2000
    2.2703    0.7600   -1.4179 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2187   -0.3029   -0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3291    0.0973    0.6454 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2758   -0.9567    1.5501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532    0.4926    0.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7873    0.8779    1.2814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7659   -0.6378   -0.5024 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9170   -1.7471    0.3344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1554   -0.1469   -0.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8814    0.2195    0.2601 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0758    1.2933   -1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2462   -0.4359   -0.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8985   -1.2496   -0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7885    0.9753    1.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5266   -0.8015    2.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0043    1.3320   -0.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5417    1.7639    1.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2838   -0.9907   -1.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5595   -1.5795    1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0109    0.7553   -1.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7444   -0.9367   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9332    1.2183    0.3574 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  0
  6 17  1  0
  7 18  1  6
  8 19  1  0
  9 20  1  0
  9 21  1  0
 10 22  1  0
M  END
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PDB for HMDB0001851 (L-Arabitol)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: ChEBI                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      12.946  -6.003   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.627  -5.208   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.279  -5.965   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.960  -5.170   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.612  -5.926   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      14.295  -5.246   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      11.637  -3.668   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      10.270  -7.504   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       8.969  -3.630   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       7.602  -7.466   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
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3D PDB for HMDB0001851 (L-Arabitol)

COMPND    HMDB0001851
HETATM    1  O1  UNL     1       2.270   0.760  -1.418  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.219  -0.303  -0.509  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.329   0.097   0.645  1.00  0.00           C  
HETATM    4  O2  UNL     1       1.276  -0.957   1.550  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.053   0.493   0.170  1.00  0.00           C  
HETATM    6  O3  UNL     1      -0.787   0.878   1.281  1.00  0.00           O  
HETATM    7  C4  UNL     1      -0.766  -0.638  -0.502  1.00  0.00           C  
HETATM    8  O4  UNL     1      -0.917  -1.747   0.334  1.00  0.00           O  
HETATM    9  C5  UNL     1      -2.155  -0.147  -0.878  1.00  0.00           C  
HETATM   10  O5  UNL     1      -2.881   0.220   0.260  1.00  0.00           O  
HETATM   11  H1  UNL     1       3.076   1.293  -1.306  1.00  0.00           H  
HETATM   12  H2  UNL     1       3.246  -0.436  -0.119  1.00  0.00           H  
HETATM   13  H3  UNL     1       1.898  -1.250  -0.978  1.00  0.00           H  
HETATM   14  H4  UNL     1       1.789   0.975   1.142  1.00  0.00           H  
HETATM   15  H5  UNL     1       0.527  -0.802   2.176  1.00  0.00           H  
HETATM   16  H6  UNL     1       0.004   1.332  -0.537  1.00  0.00           H  
HETATM   17  H7  UNL     1      -0.542   1.764   1.624  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.284  -0.991  -1.428  1.00  0.00           H  
HETATM   19  H9  UNL     1      -1.560  -1.579   1.045  1.00  0.00           H  
HETATM   20  H10 UNL     1      -2.011   0.755  -1.513  1.00  0.00           H  
HETATM   21  H11 UNL     1      -2.744  -0.937  -1.396  1.00  0.00           H  
HETATM   22  H12 UNL     1      -2.933   1.218   0.357  1.00  0.00           H  
CONECT    1    2   11
CONECT    2    3   12   13
CONECT    3    4    5   14
CONECT    4   15
CONECT    5    6    7   16
CONECT    6   17
CONECT    7    8    9   18
CONECT    8   19
CONECT    9   10   20   21
CONECT   10   22
END
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SMILES for HMDB0001851 (L-Arabitol)

OC[C@H](O)C(O)[C@@H](O)CO
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INCHI for HMDB0001851 (L-Arabitol)

InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4-/m0/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
L-ArabinolChEBI
L-LyxitolChEBI
L-ArabinitolKegg
Arabitol, (D)-isomerHMDB
D-ArabinitolHMDB
D-ArabitolHMDB
DL-ArabitolHMDB
Arabino-pentitolHMDB
ArabitolHMDB
(+--)-ArabitolHMDB
Arabitol, (L)-isomerHMDB
LyxitolHMDB
L(-)-ArabitolHMDB
1,2,3,4,5-PentahydroxypentaneHMDB
Adonite adonitolHMDB
ArabinitolHMDB
L-(+)-ArabitolHMDB
L-(-)-ArabinitolHMDB
L-(-)-ArabitolHMDB
L-ArabitolChEBI
Chemical FormulaC5H12O5
Average Molecular Weight152.1458
Monoisotopic Molecular Weight152.068473494
IUPAC Name(2S,4S)-pentane-1,2,3,4,5-pentol
Traditional Namearabinitol
CAS Registry Number7643-75-6
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-/m0/s1
InChI KeyHEBKCHPVOIAQTA-IMJSIDKUSA-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
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point101 - 104 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available125.6http://allccs.zhulab.cn/database/detail?ID=AllCCS00002109
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 Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+132.57231661259
DarkChem[M-H]-129.17131661259
AllCCS[M+H]+135.82732859911
AllCCS[M-H]-126.79532859911
DeepCCS[M+H]+131.69630932474
DeepCCS[M-H]-129.12530932474
DeepCCS[M-2H]-164.85630932474
DeepCCS[M+Na]+139.85430932474
AllCCS[M+H]+135.832859911
AllCCS[M+H-H2O]+131.932859911
AllCCS[M+NH4]+139.532859911
AllCCS[M+Na]+140.632859911
AllCCS[M-H]-126.832859911
AllCCS[M+Na-2H]-129.032859911
AllCCS[M+HCOO]-131.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
L-ArabitolOC[C@H](O)C(O)[C@@H](O)CO3114.0Standard polar33892256
L-ArabitolOC[C@H](O)C(O)[C@@H](O)CO1680.3Standard non polar33892256
L-ArabitolOC[C@H](O)C(O)[C@@H](O)CO1493.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
L-Arabitol,1TMS,isomer #1C[Si](C)(C)OC[C@H](O)C(O)[C@@H](O)CO1571.6Semi standard non polar33892256
L-Arabitol,1TMS,isomer #2C[Si](C)(C)O[C@@H](CO)C(O)[C@@H](O)CO1551.1Semi standard non polar33892256
L-Arabitol,1TMS,isomer #3C[Si](C)(C)OC([C@@H](O)CO)[C@@H](O)CO1516.8Semi standard non polar33892256
L-Arabitol,2TMS,isomer #1C[Si](C)(C)OC[C@H](O[Si](C)(C)C)C(O)[C@@H](O)CO1598.5Semi standard non polar33892256
L-Arabitol,2TMS,isomer #2C[Si](C)(C)OC[C@H](O)C(O[Si](C)(C)C)[C@@H](O)CO1580.3Semi standard non polar33892256
L-Arabitol,2TMS,isomer #3C[Si](C)(C)OC[C@H](O)C(O)[C@H](CO)O[Si](C)(C)C1626.9Semi standard non polar33892256
L-Arabitol,2TMS,isomer #4C[Si](C)(C)OC[C@H](O)C(O)[C@@H](O)CO[Si](C)(C)C1622.6Semi standard non polar33892256
L-Arabitol,2TMS,isomer #5C[Si](C)(C)OC([C@@H](O)CO)[C@H](CO)O[Si](C)(C)C1581.5Semi standard non polar33892256
L-Arabitol,2TMS,isomer #6C[Si](C)(C)O[C@@H](CO)C(O)[C@H](CO)O[Si](C)(C)C1606.4Semi standard non polar33892256
L-Arabitol,3TMS,isomer #1C[Si](C)(C)OC[C@H](O[Si](C)(C)C)C(O[Si](C)(C)C)[C@@H](O)CO1653.6Semi standard non polar33892256
L-Arabitol,3TMS,isomer #2C[Si](C)(C)OC[C@H](O[Si](C)(C)C)C(O)[C@H](CO)O[Si](C)(C)C1665.4Semi standard non polar33892256
L-Arabitol,3TMS,isomer #3C[Si](C)(C)OC[C@H](O)C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C1676.7Semi standard non polar33892256
L-Arabitol,3TMS,isomer #4C[Si](C)(C)OC[C@H](O)C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C1668.8Semi standard non polar33892256
L-Arabitol,3TMS,isomer #5C[Si](C)(C)OC[C@H](O)C(O[Si](C)(C)C)[C@@H](O)CO[Si](C)(C)C1684.5Semi standard non polar33892256
L-Arabitol,3TMS,isomer #6C[Si](C)(C)OC([C@H](CO)O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C1662.6Semi standard non polar33892256
L-Arabitol,4TMS,isomer #1C[Si](C)(C)OC[C@H](O[Si](C)(C)C)C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C1687.4Semi standard non polar33892256
L-Arabitol,4TMS,isomer #2C[Si](C)(C)OC[C@H](O)C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C1704.8Semi standard non polar33892256
L-Arabitol,4TMS,isomer #3C[Si](C)(C)OC[C@H](O[Si](C)(C)C)C(O)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C1705.2Semi standard non polar33892256
L-Arabitol,5TMS,isomer #1C[Si](C)(C)OC[C@H](O[Si](C)(C)C)C(O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)O[Si](C)(C)C1735.0Semi standard non polar33892256
L-Arabitol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](O)C(O)[C@@H](O)CO1817.5Semi standard non polar33892256
L-Arabitol,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H](CO)C(O)[C@@H](O)CO1786.0Semi standard non polar33892256
L-Arabitol,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC([C@@H](O)CO)[C@@H](O)CO1766.1Semi standard non polar33892256
L-Arabitol,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)C(O)[C@@H](O)CO2048.5Semi standard non polar33892256
L-Arabitol,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H](O)C(O[Si](C)(C)C(C)(C)C)[C@@H](O)CO2034.9Semi standard non polar33892256
L-Arabitol,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H](O)C(O)[C@H](CO)O[Si](C)(C)C(C)(C)C2065.5Semi standard non polar33892256
L-Arabitol,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC[C@H](O)C(O)[C@@H](O)CO[Si](C)(C)C(C)(C)C2073.9Semi standard non polar33892256
L-Arabitol,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC([C@@H](O)CO)[C@H](CO)O[Si](C)(C)C(C)(C)C2032.6Semi standard non polar33892256
L-Arabitol,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)O[C@@H](CO)C(O)[C@H](CO)O[Si](C)(C)C(C)(C)C2041.7Semi standard non polar33892256
L-Arabitol,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)[C@@H](O)CO2294.6Semi standard non polar33892256
L-Arabitol,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)C(O)[C@H](CO)O[Si](C)(C)C(C)(C)C2311.7Semi standard non polar33892256
L-Arabitol,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H](O)C(O)[C@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2316.7Semi standard non polar33892256
L-Arabitol,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC[C@H](O)C(O[Si](C)(C)C(C)(C)C)[C@H](CO)O[Si](C)(C)C(C)(C)C2323.5Semi standard non polar33892256
L-Arabitol,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC[C@H](O)C(O[Si](C)(C)C(C)(C)C)[C@@H](O)CO[Si](C)(C)C(C)(C)C2340.2Semi standard non polar33892256
L-Arabitol,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC([C@H](CO)O[Si](C)(C)C(C)(C)C)[C@H](CO)O[Si](C)(C)C(C)(C)C2312.5Semi standard non polar33892256
L-Arabitol,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)[C@H](CO)O[Si](C)(C)C(C)(C)C2536.7Semi standard non polar33892256
L-Arabitol,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H](O)C(O[Si](C)(C)C(C)(C)C)[C@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2555.7Semi standard non polar33892256
L-Arabitol,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)C(O)[C@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2546.1Semi standard non polar33892256
L-Arabitol,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)[C@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2745.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - L-Arabitol GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (5 TMS)splash10-0uxs-0930000000-6ef7d2f1643b576f6fbf2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - L-Arabitol GC-EI-TOF (Non-derivatized)splash10-0uxs-0930000000-6ef7d2f1643b576f6fbf2017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Arabitol GC-MS (Non-derivatized) - 70eV, Positivesplash10-03dl-9100000000-51c1d4635c9c103902c42016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Arabitol GC-MS (5 TMS) - 70eV, Positivesplash10-0a4i-6033900000-a5ac27dc62580d112ccd2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Arabitol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Arabitol Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-00di-6900000000-0ddb428b63c2d2c275b12012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Arabitol Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0abl-9000000000-01b0114148e5ae6b56892012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Arabitol Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-0a4i-9000000000-d30546aff0a9d55339912012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Arabitol 40V, Negative-QTOFsplash10-0a4l-9000000000-90a5e5f7f537d92a3b012021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Arabitol 10V, Negative-QTOFsplash10-0kg9-9300000000-ecec51f40684a2bda88c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Arabitol 20V, Negative-QTOFsplash10-0ab9-9000000000-3a20dd45912bfcec959f2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Arabitol 35V, Negative-QTOFsplash10-0uki-9600000000-1f9f66e6ca234852798b2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Arabitol 40V, Positive-QTOFsplash10-0006-9000000000-3bde5af4fd67b6ab11932021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Arabitol 10V, Positive-QTOFsplash10-066r-9000000000-e3badf09bef4f78c40442021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Arabitol 20V, Positive-QTOFsplash10-066r-9000000000-4f277ce5896e451f35d62021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Arabitol 10V, Positive-QTOFsplash10-0udi-1900000000-4f856d537cc8252ecc472016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Arabitol 20V, Positive-QTOFsplash10-03di-9300000000-403bacad5117a30582df2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Arabitol 40V, Positive-QTOFsplash10-03dl-9000000000-eb879b27e7b182cfe7c02016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Arabitol 10V, Negative-QTOFsplash10-0udu-9400000000-3db6454ab3e2315aa7442016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Arabitol 20V, Negative-QTOFsplash10-0btl-9200000000-b84c400427c7e44eb4dd2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Arabitol 40V, Negative-QTOFsplash10-0a4l-9000000000-c37624fb31a8cb33b1632016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Arabitol 10V, Negative-QTOFsplash10-0zmr-9500000000-1887747b16d168b096092021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Arabitol 20V, Negative-QTOFsplash10-0a4i-9000000000-83f8fb1c321a951b0e7e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Arabitol 40V, Negative-QTOFsplash10-0a4l-9000000000-ad178d7c96ba63131c182021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Arabitol 10V, Positive-QTOFsplash10-014i-4900000000-d02566d106f64f56452d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Arabitol 20V, Positive-QTOFsplash10-01ox-9000000000-94760e1883352d4864b52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Arabitol 40V, Positive-QTOFsplash10-0007-9000000000-a22bb5556fa857db4c5c2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)2012-12-04Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Saliva
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified<3.947 uMAdult (>18 years old)Both
Normal		 details
BloodDetected and Quantified2.0 (0.0-5.0) uMAdult (>18 years old)BothNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified28.9 +/- 8.5 uMAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
UrineDetected and Quantified31.8 (10.2-64.3) umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified50.0 (16.0-89.0) umol/mmol creatinineAdolescent (13-18 years old)BothNormal details
UrineDetected and Quantified19.28 +/- 6.32 umol/mmol creatinineAdult (>18 years old)BothNormal
    • Geigy Scientific ...
 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified98.684 +/- 59.211 uMAdult (>18 years old)Both
Uremia		 details
BloodDetected and Quantified110.0 (32.0–198.0) uMAdult (>18 years old)BothRibose-5-phosphate isomerase deficiency details
Cerebrospinal Fluid (CSF)Detected and Quantified22.4 +/- 4.6 uMAdult (>18 years old)BothAlzheimer's disease details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
UrineDetected and Quantified1300.0 (1021.0-1612.0) umol/mmol creatinineAdult (>18 years old)BothRibose-5-phosphate isomerase deficiency details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothBladder cancer 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 ]
Uremia
  1. Vanholder R, De Smet R, Glorieux G, Argiles A, Baurmeister U, Brunet P, Clark W, Cohen G, De Deyn PP, Deppisch R, Descamps-Latscha B, Henle T, Jorres A, Lemke HD, Massy ZA, Passlick-Deetjen J, Rodriguez M, Stegmayr B, Stenvinkel P, Tetta C, Wanner C, Zidek W: Review on uremic toxins: classification, concentration, and interindividual variability. Kidney Int. 2003 May;63(5):1934-43. doi: 10.1046/j.1523-1755.2003.00924.x. [PubMed:12675874 ]
Alzheimer's disease
  1. Shetty HU, Holloway HW, Schapiro MB: Cerebrospinal fluid and plasma distribution of myo-inositol and other polyols in Alzheimer disease. Clin Chem. 1996 Feb;42(2):298-302. [PubMed:8595727 ]
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022709
KNApSAcK IDNot Available
Chemspider ID388391
KEGG Compound IDC00532
BioCyc IDL-ARABITOL
BiGG ID35268
Wikipedia LinkArabitol
METLIN ID141
PubChem Compound439255
PDB IDNot Available
ChEBI ID18403
Food Biomarker OntologyNot Available
VMH IDABT
MarkerDB IDMDB00000345
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Onkenhout W, Groener JE, Verhoeven NM, Yin C, Laan LA: L-Arabinosuria: a new defect in human pentose metabolism. Mol Genet Metab. 2002 Sep-Oct;77(1-2):80-5. [PubMed:12359133 ]
  2. TOUSTER O, HARWELL SO: The isolation of L-arabitol from pentosuric urine. J Biol Chem. 1958 Feb;230(2):1031-41. [PubMed:13525419 ]

Enzymes

Enzyme Details
1. Aldose reductase
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the NADPH-dependent reduction of a wide variety of carbonyl-containing compounds to their corresponding alcohols with a broad range of catalytic efficiencies.
Gene Name:
AKR1B1
Uniprot ID:
P15121
Molecular weight:
35853.125
Reactions
L-Arabitol + NAD → L-Arabinose + NADH + Hydrogen Iondetails
L-Arabitol + NADP → L-Arabinose + NADPH + Hydrogen Iondetails
Enzyme Details
2. Aldo-keto reductase family 1 member B10
General function:
Not Available
Specific function:
Acts as all-trans-retinaldehyde reductase. Can efficiently reduce aliphatic and aromatic aldehydes, and is less active on hexoses (in vitro). May be responsible for detoxification of reactive aldehydes in the digested food before the nutrients are passed on to other organs.
Gene Name:
AKR1B10
Uniprot ID:
O60218
Molecular weight:
Not Available
Reactions
L-Arabitol + NAD → L-Arabinose + NADH + Hydrogen Iondetails
L-Arabitol + NADP → L-Arabinose + NADPH + Hydrogen Iondetails