Hmdb loader

Showing metabocard for D-Threitol (HMDB0004136)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-08-13 12:46:02 UTC
Update Date2021-09-14 15:44:37 UTC
HMDB IDHMDB0004136
Secondary Accession Numbers
  • HMDB04136
Metabolite Identification
Common NameD-Threitol
DescriptionD-Threitol can be regarded as the main end product of D-xylose metabolism in hummans. Threitol is a C4-polyol (tetritol); the total C4-polyol concentration of threitol decreases with age. Several inborn errors of metabolism with abnormal polyol concentrations in body fluids are known to date (such as pentosuria and galactosemia). Most of these defects can be diagnosed by the assessment of urinary concentrations of polyols. Several studies have revealed that urinary levels of some polyols may vary in diseases associated with carbohydrate metabolism derangements such as diabetes mellitus and uremia. The abnormal occurrence of various polyols in diseases with a specific enzyme deficiency such as pentosuria and galactosemia has also been reported (PMID:908147 , 16435188 , 14988808 ). Moreover, D-Threitol is found to be associated with ribose-5-phosphate isomerase deficiency, which is also an inborn error of metabolism. Threitol in the urine is a biomarker for the consumption of apples and other fruits.
Structure
Data?1582752299
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0004136 (D-Threitol)


  Mrv1652307301920082D          

  8  7  0  0  1  0            999 V2000
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  3  6  1  6  0  0  0
  2  7  1  6  0  0  0
  1  8  1  0  0  0  0
M  END
Download

3D MOL for HMDB0004136 (D-Threitol)

HMDB0004136
     RDKit          3D
D-Threitol
 18 17  0  0  0  0  0  0  0  0999 V2000
    2.9603   -0.5637    0.6792 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9507    0.2778    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7153   -0.5673    0.0292 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3401   -1.1631    1.2410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4612    0.2969   -0.4358 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7218    1.2509    0.5131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6165   -0.6640   -0.6588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7666   -0.0479   -1.0744 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6929   -1.5085    0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2139    0.7734   -0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7246    1.0149    1.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8571   -1.3424   -0.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364   -0.5232    1.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1505    0.7811   -1.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6155    1.1993    0.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8350   -1.2468    0.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2408   -1.4145   -1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8106    0.9095   -0.9103 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
  1  9  1  0
  2 10  1  0
  2 11  1  0
  3 12  1  6
  4 13  1  0
  5 14  1  6
  6 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
M  END
Download

3D SDF for HMDB0004136 (D-Threitol)


  Mrv1652307301920082D          

  8  7  0  0  1  0            999 V2000
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  3  6  1  6  0  0  0
  2  7  1  6  0  0  0
  1  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004136

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4-/m1/s1

> <INCHI_KEY>
UNXHWFMMPAWVPI-QWWZWVQMSA-N

> <FORMULA>
C4H10O4

> <MOLECULAR_WEIGHT>
122.1198

> <EXACT_MASS>
122.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
11.663684495732259

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R)-butane-1,2,3,4-tetrol

> <JCHEM_LOGP>
-2.4693489646666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.285181811808233

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.044993073077713

> <JCHEM_PKA_STRONGEST_BASIC>
-2.973906601202132

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
26.4786

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(-)-threitol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0004136 (D-Threitol)

HMDB0004136
     RDKit          3D
D-Threitol
 18 17  0  0  0  0  0  0  0  0999 V2000
    2.9603   -0.5637    0.6792 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9507    0.2778    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7153   -0.5673    0.0292 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3401   -1.1631    1.2410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4612    0.2969   -0.4358 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7218    1.2509    0.5131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6165   -0.6640   -0.6588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7666   -0.0479   -1.0744 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6929   -1.5085    0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2139    0.7734   -0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7246    1.0149    1.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8571   -1.3424   -0.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364   -0.5232    1.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1505    0.7811   -1.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6155    1.1993    0.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8350   -1.2468    0.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2408   -1.4145   -1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8106    0.9095   -0.9103 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
  1  9  1  0
  2 10  1  0
  2 11  1  0
  3 12  1  6
  4 13  1  0
  5 14  1  6
  6 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
M  END
Download

PDB for HMDB0004136 (D-Threitol)

HEADER    PROTEIN                                 30-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUL-19         0                                  
HETATM    1  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.311   2.104   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       3.644   3.644   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       2.310  -0.206   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -0.357   1.334   0.000  0.00  0.00           O+0
CONECT    1    2    8                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3                                                            
CONECT    7    2                                                            
CONECT    8    1                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
Download

3D PDB for HMDB0004136 (D-Threitol)

COMPND    HMDB0004136
HETATM    1  O1  UNL     1       2.960  -0.564   0.679  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.951   0.278   0.225  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.715  -0.567   0.029  1.00  0.00           C  
HETATM    4  O2  UNL     1       0.340  -1.163   1.241  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.461   0.297  -0.436  1.00  0.00           C  
HETATM    6  O3  UNL     1      -0.722   1.251   0.513  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.617  -0.664  -0.659  1.00  0.00           C  
HETATM    8  O4  UNL     1      -2.767  -0.048  -1.074  1.00  0.00           O  
HETATM    9  H1  UNL     1       2.693  -1.508   0.681  1.00  0.00           H  
HETATM   10  H2  UNL     1       2.214   0.773  -0.715  1.00  0.00           H  
HETATM   11  H3  UNL     1       1.725   1.015   1.045  1.00  0.00           H  
HETATM   12  H4  UNL     1       0.857  -1.342  -0.727  1.00  0.00           H  
HETATM   13  H5  UNL     1      -0.236  -0.523   1.726  1.00  0.00           H  
HETATM   14  H6  UNL     1      -0.150   0.781  -1.383  1.00  0.00           H  
HETATM   15  H7  UNL     1      -1.616   1.199   0.911  1.00  0.00           H  
HETATM   16  H8  UNL     1      -1.835  -1.247   0.258  1.00  0.00           H  
HETATM   17  H9  UNL     1      -1.241  -1.415  -1.404  1.00  0.00           H  
HETATM   18  H10 UNL     1      -2.811   0.909  -0.910  1.00  0.00           H  
CONECT    1    2    9
CONECT    2    3   10   11
CONECT    3    4    5   12
CONECT    4   13
CONECT    5    6    7   14
CONECT    6   15
CONECT    7    8   16   17
CONECT    8   18
END
Download

SMILES for HMDB0004136 (D-Threitol)

OC[C@@H](O)[C@H](O)CO
Download

INCHI for HMDB0004136 (D-Threitol)

InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4-/m1/s1
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
D-Threo-tetritolChEBI
(-)-ThreitolHMDB
(R*,r*)-1,2,3,4-butanetetrolHMDB
ThreitHMDB
ThreitolHMDB, MeSH
Threitol, ((r*,r*)-(+-))-isomerMeSH, HMDB
Threitol, (R-(r*,r*))-isomerMeSH, HMDB
1,2,3,4-TetrahydroxybutaneHMDB
Chemical FormulaC4H10O4
Average Molecular Weight122.1198
Monoisotopic Molecular Weight122.057908808
IUPAC Name(2R,3R)-butane-1,2,3,4-tetrol
Traditional Name(-)-threitol
CAS Registry Number2418-52-2
SMILES
OC[C@@H](O)[C@H](O)CO
InChI Identifier
InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4-/m1/s1
InChI KeyUNXHWFMMPAWVPI-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
  • Secondary alcohol
  • Polyol
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1160 g/LALOGPS
logP-2.5ChemAxon
pKa (Strongest Acidic)13.04ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area80.92 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity26.48 m³·mol⁻¹ChemAxon
Polarizability11.66 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]+123.62331661259
DarkChem[M-H]-118.00131661259
DeepCCS[M+H]+125.45630932474
DeepCCS[M-H]-122.34630932474
DeepCCS[M-2H]-159.10630932474
DeepCCS[M+Na]+134.48430932474
AllCCS[M+H]+130.532859911
AllCCS[M+H-H2O]+126.432859911
AllCCS[M+NH4]+134.432859911
AllCCS[M+Na]+135.532859911
AllCCS[M-H]-122.932859911
AllCCS[M+Na-2H]-126.132859911
AllCCS[M+HCOO]-129.732859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.0.49 minutes32390414
Predicted by Siyang on May 30, 20229.5007 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.9 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid312.5 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid629.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid338.1 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid33.1 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid210.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid77.3 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid299.4 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid225.0 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)717.7 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid594.9 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid40.9 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid790.5 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid206.8 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid278.1 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate648.7 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA338.3 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water318.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
D-ThreitolOC[C@@H](O)[C@H](O)CO2515.9Standard polar33892256
D-ThreitolOC[C@@H](O)[C@H](O)CO1418.8Standard non polar33892256
D-ThreitolOC[C@@H](O)[C@H](O)CO1216.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
D-Threitol,1TMS,isomer #1C[Si](C)(C)OC[C@@H](O)[C@H](O)CO1315.9Semi standard non polar33892256
D-Threitol,1TMS,isomer #2C[Si](C)(C)O[C@H](CO)[C@H](O)CO1280.6Semi standard non polar33892256
D-Threitol,2TMS,isomer #1C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](O)CO1385.4Semi standard non polar33892256
D-Threitol,2TMS,isomer #2C[Si](C)(C)OC[C@@H](O)[C@@H](CO)O[Si](C)(C)C1381.1Semi standard non polar33892256
D-Threitol,2TMS,isomer #3C[Si](C)(C)OC[C@@H](O)[C@H](O)CO[Si](C)(C)C1408.6Semi standard non polar33892256
D-Threitol,2TMS,isomer #4C[Si](C)(C)O[C@H](CO)[C@@H](CO)O[Si](C)(C)C1356.6Semi standard non polar33892256
D-Threitol,3TMS,isomer #1C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@@H](CO)O[Si](C)(C)C1438.8Semi standard non polar33892256
D-Threitol,3TMS,isomer #2C[Si](C)(C)OC[C@@H](O)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C1455.0Semi standard non polar33892256
D-Threitol,4TMS,isomer #1C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C1506.8Semi standard non polar33892256
D-Threitol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](O)CO1554.4Semi standard non polar33892256
D-Threitol,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@H](CO)[C@H](O)CO1531.6Semi standard non polar33892256
D-Threitol,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO1812.0Semi standard non polar33892256
D-Threitol,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C1817.9Semi standard non polar33892256
D-Threitol,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](O)CO[Si](C)(C)C(C)(C)C1818.6Semi standard non polar33892256
D-Threitol,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@H](CO)[C@@H](CO)O[Si](C)(C)C(C)(C)C1832.0Semi standard non polar33892256
D-Threitol,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[Si](C)(C)C(C)(C)C2119.1Semi standard non polar33892256
D-Threitol,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2097.0Semi standard non polar33892256
D-Threitol,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@@H](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)C2338.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - D-Threitol GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-0gba-0930000000-e0204c8d02428c3e37702014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - D-Threitol EI-B (Non-derivatized)splash10-0gba-0960000000-d9fd44a0ca03aa2b2c7d2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - D-Threitol GC-EI-TOF (Non-derivatized)splash10-0gba-0930000000-e0204c8d02428c3e37702017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - D-Threitol GC-EI-TOF (Non-derivatized)splash10-0gba-0930000000-43c8af225d82ebe7adcc2017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D-Threitol GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-9000000000-8f6f577c436c69d844422017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D-Threitol GC-MS (4 TMS) - 70eV, Positivesplash10-0ab9-7249000000-2b2a68afd8e4a9b09f962017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - D-Threitol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-01ox-9000000000-3ac2b797c104b943b1d72018-05-25Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Threitol Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-05tr-9500000000-c66e9c2cdca98e1a30732018-05-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Threitol Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0006-9000000000-8c8289ff9dce6ace80fb2018-05-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Threitol Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-0006-9000000000-9a74ea83fa64739762c72018-05-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Threitol 20V, Negative-QTOFsplash10-0ab9-9000000000-34ad3cd7ef2c53acc8282021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Threitol 10V, Negative-QTOFsplash10-0abi-9000000000-d8dd8f85d51c2fc749d52021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - D-Threitol 40V, Negative-QTOFsplash10-052f-9000000000-6484e77778aff48219572021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Threitol 10V, Positive-QTOFsplash10-00di-2900000000-b21b0229b3cca7a445e12016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Threitol 20V, Positive-QTOFsplash10-03k9-9500000000-793c9703aa07422f10142016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Threitol 40V, Positive-QTOFsplash10-01pd-9000000000-c17f1bba91d64dbd9f412016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Threitol 10V, Negative-QTOFsplash10-00di-7900000000-12421f1c391587323fb62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Threitol 20V, Negative-QTOFsplash10-05fr-9400000000-45979a06d5c9cf0240d82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Threitol 40V, Negative-QTOFsplash10-0a4l-9000000000-e4d3d8da2791448160162016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Threitol 10V, Positive-QTOFsplash10-000i-9100000000-742e9e4308373a8d5b172021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Threitol 20V, Positive-QTOFsplash10-03dl-9000000000-7af74ca2560605f4e6d52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Threitol 40V, Positive-QTOFsplash10-0006-9000000000-9c835b7fd9ca2f9a74a32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Threitol 10V, Negative-QTOFsplash10-0fe0-9200000000-5696f87e798d441fc0492021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Threitol 20V, Negative-QTOFsplash10-0a4i-9000000000-98bfc31aa7d0786684e22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - D-Threitol 40V, Negative-QTOFsplash10-0a4i-9000000000-588ee6697087d42604222021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified2.5 (0.0-5.0) uMAdolescent (13-18 years old)BothNormal details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Female
Normal		 details
BloodDetected and Quantified<2.620 uMAdult (>18 years old)Both
Normal		 details
Cerebrospinal Fluid (CSF)Detected and Quantified0.0 - 7.0 uMAdolescent (13-18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedInfant (0-1 year old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified45.0 (7.0 - 83) umol/mmol creatinineAdolescent (13-18 years old)BothNormal details
UrineDetected and Quantified10.0 (5.6-15.0) umol/mmol creatinineAdult (>18 years old)BothNormal
    • Geigy Scientific ...
 details
UrineDetected and Quantified19.3 (5.3-32.7) umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified6.5 (5.0-8.0) uMAdolescent (13-18 years old)BothRibose-5-Phosphate Isomerase Deficiency details
BloodDetected and Quantified8.115 +/- 7.541 uMAdult (>18 years old)Both
Uremia		 details
Cerebrospinal Fluid (CSF)Detected and Quantified29 - 67 uMAdolescent (13-18 years old)BothRibose-5-Phosphate Isomerase Deficiency details
FecesDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Cryptosporidium infection		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
UrineDetected and Quantified55.0 (38.0 - 81.0) umol/mmol creatinineAdolescent (13-18 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
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 ]
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 ]
  2. 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 ]
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 ]
Associated OMIM IDs
  • 114500 (Colorectal cancer)
  • 608611 (Ribose-5-phosphate isomerase deficiency)
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB002261
KNApSAcK IDC00034313
Chemspider ID147828
KEGG Compound IDC16884
BioCyc IDCPD-12825
BiGG IDNot Available
Wikipedia LinkThreitol
METLIN IDNot Available
PubChem Compound169019
PDB IDNot Available
ChEBI ID48300
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000441
Good Scents IDrw1242041
References
Synthesis ReferenceSynthesis of the stereoisomeric 1,2:3,4-dioxidobutanes. Feit, Peter W. Chemische Berichte (1960), 93 116-27.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  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 ]
  2. Wamelink MM, Smith DE, Jakobs C, Verhoeven NM: Analysis of polyols in urine by liquid chromatography-tandem mass spectrometry: a useful tool for recognition of inborn errors affecting polyol metabolism. J Inherit Metab Dis. 2005;28(6):951-63. [PubMed:16435188 ]
  3. Pitkanen E: The conversion of D-xylose into D-threitol in patients without liver disease and in patients with portal liver cirrhosis. Clin Chim Acta. 1977 Oct 1;80(1):49-54. [PubMed:908147 ]