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Showing metabocard for (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione (HMDB0260162)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 23:42:34 UTC
Update Date2021-09-26 23:18:07 UTC
HMDB IDHMDB0260162
Secondary Accession NumbersNone
Metabolite Identification
Common Name(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione
Description5-(1,2-dihydroxyethyl)-3-hydroxyoxolane-2,4-dione belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Based on a literature review very few articles have been published on 5-(1,2-dihydroxyethyl)-3-hydroxyoxolane-2,4-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). (5r)-5-(1,2-dihydroxyethyl)-3-hydroxyoxolane-2,4-dione is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0260162 ((5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione)


  Mrv1533004241519132D          

 12 12  0  0  0  0            999 V2000
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0198    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    3.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  3  9  1  0  0  0  0
  6 10  1  0  0  0  0
  2 11  1  0  0  0  0
  1 12  1  0  0  0  0
M  END
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3D MOL for HMDB0260162 ((5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione)

HMDB0260162
     RDKit          3D
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione
 20 20  0  0  0  0  0  0  0  0999 V2000
   -2.6221   -2.0497   -1.0578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8951   -1.3121   -0.3483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6963   -1.5551    0.3017 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0319   -0.3257    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1498   -0.3481   -0.5465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9495   -1.4642   -0.2557 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923    0.8856   -0.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5814    1.0692    0.7177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9467    0.7435    0.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7518    1.9358    0.3135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2393    0.1015   -0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8524    0.6434   -1.1854 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3944   -0.2935    1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7316   -0.5277   -1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2915   -2.2043   -0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3910    1.7656   -0.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7998    0.7509   -1.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3807    0.4723    0.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9263    0.0849    0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7639    1.6277   -1.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11  2  1  0
  4 13  1  0
  5 14  1  0
  6 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
 11 19  1  0
 12 20  1  0
M  END
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3D SDF for HMDB0260162 ((5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione)


  Mrv1533004241519132D          

 12 12  0  0  0  0            999 V2000
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0198    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    3.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  3  9  1  0  0  0  0
  6 10  1  0  0  0  0
  2 11  1  0  0  0  0
  1 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0260162

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC(O)C1OC(=O)C(O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,4-5,7-8,10H,1H2

> <INCHI_KEY>
PJBQWWHYTVYMLO-UHFFFAOYSA-N

> <FORMULA>
C6H8O6

> <MOLECULAR_WEIGHT>
176.124

> <EXACT_MASS>
176.032087978

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
14.716766430631626

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-(1,2-dihydroxyethyl)-3-hydroxyoxolane-2,4-dione

> <ALOGPS_LOGP>
-1.59

> <JCHEM_LOGP>
-1.977907794

> <ALOGPS_LOGS>
0.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.56966113107235

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.031665687731202

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9804889792565517

> <JCHEM_POLAR_SURFACE_AREA>
104.06000000000002

> <JCHEM_REFRACTIVITY>
34.0872

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.66e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(1,2-dihydroxyethyl)-3-hydroxyoxolane-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0260162 ((5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione)

HMDB0260162
     RDKit          3D
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione
 20 20  0  0  0  0  0  0  0  0999 V2000
   -2.6221   -2.0497   -1.0578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8951   -1.3121   -0.3483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6963   -1.5551    0.3017 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0319   -0.3257    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1498   -0.3481   -0.5465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9495   -1.4642   -0.2557 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923    0.8856   -0.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5814    1.0692    0.7177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9467    0.7435    0.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7518    1.9358    0.3135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2393    0.1015   -0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8524    0.6434   -1.1854 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3944   -0.2935    1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7316   -0.5277   -1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2915   -2.2043   -0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3910    1.7656   -0.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7998    0.7509   -1.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3807    0.4723    0.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9263    0.0849    0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7639    1.6277   -1.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11  2  1  0
  4 13  1  0
  5 14  1  0
  6 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
 11 19  1  0
 12 20  1  0
M  END
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PDB for HMDB0260162 ((5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione)

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       2.393   4.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.770   1.651   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.615  -1.536   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.735  -1.536   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.274   4.390   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.393   5.930   0.000  0.00  0.00           O+0
CONECT    1    2   12                                                       
CONECT    2    1    3   11                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   10                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    3                                                       
CONECT   10    6                                                            
CONECT   11    2                                                            
CONECT   12    1                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for HMDB0260162 ((5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione)

COMPND    HMDB0260162
HETATM    1  O1  UNL     1      -2.622  -2.050  -1.058  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.895  -1.312  -0.348  1.00  0.00           C  
HETATM    3  O2  UNL     1      -0.696  -1.555   0.302  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.032  -0.326   0.456  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.150  -0.348  -0.546  1.00  0.00           C  
HETATM    6  O3  UNL     1       1.949  -1.464  -0.256  1.00  0.00           O  
HETATM    7  C4  UNL     1       1.992   0.886  -0.532  1.00  0.00           C  
HETATM    8  O4  UNL     1       2.581   1.069   0.718  1.00  0.00           O  
HETATM    9  C5  UNL     1      -0.947   0.744   0.250  1.00  0.00           C  
HETATM   10  O5  UNL     1      -0.752   1.936   0.313  1.00  0.00           O  
HETATM   11  C6  UNL     1      -2.239   0.102  -0.056  1.00  0.00           C  
HETATM   12  O6  UNL     1      -2.852   0.643  -1.185  1.00  0.00           O  
HETATM   13  H1  UNL     1       0.394  -0.293   1.502  1.00  0.00           H  
HETATM   14  H2  UNL     1       0.732  -0.528  -1.552  1.00  0.00           H  
HETATM   15  H3  UNL     1       1.292  -2.204  -0.063  1.00  0.00           H  
HETATM   16  H4  UNL     1       1.391   1.766  -0.832  1.00  0.00           H  
HETATM   17  H5  UNL     1       2.800   0.751  -1.280  1.00  0.00           H  
HETATM   18  H6  UNL     1       3.381   0.472   0.759  1.00  0.00           H  
HETATM   19  H7  UNL     1      -2.926   0.085   0.820  1.00  0.00           H  
HETATM   20  H8  UNL     1      -2.764   1.628  -1.130  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4
CONECT    4    5    9   13
CONECT    5    6    7   14
CONECT    6   15
CONECT    7    8   16   17
CONECT    8   18
CONECT    9   10   10   11
CONECT   11   12   19
CONECT   12   20
END
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SMILES for HMDB0260162 ((5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione)

OCC(O)C1OC(=O)C(O)C1=O
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INCHI for HMDB0260162 ((5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione)

InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,4-5,7-8,10H,1H2
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View in JSmolView NMR AssignmentsView Stereo Labels
SynonymsNot Available
Chemical FormulaC6H8O6
Average Molecular Weight176.124
Monoisotopic Molecular Weight176.032087978
IUPAC Name5-(1,2-dihydroxyethyl)-3-hydroxyoxolane-2,4-dione
Traditional Name5-(1,2-dihydroxyethyl)-3-hydroxyoxolane-2,4-dione
CAS Registry NumberNot Available
SMILES
OCC(O)C1OC(=O)C(O)C1=O
InChI Identifier
InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,4-5,7-8,10H,1H2
InChI KeyPJBQWWHYTVYMLO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassLactones
Sub ClassGamma butyrolactones
Direct ParentGamma butyrolactones
Alternative Parents
Substituents
  • 3-furanone
  • Gamma butyrolactone
  • 1,3-dicarbonyl compound
  • Oxolane
  • Carboxylic acid ester
  • Ketone
  • Secondary alcohol
  • Cyclic ketone
  • Monocarboxylic acid or derivatives
  • Oxacycle
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Alcohol
  • Primary alcohol
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
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
logP-1.6ALOGPS
logP-2ChemAxon
logS0.42ALOGPS
pKa (Strongest Acidic)8.03ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area104.06 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity34.09 m³·mol⁻¹ChemAxon
Polarizability14.72 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+138.15932859911
AllCCS[M+H-H2O]+133.89332859911
AllCCS[M+Na]+143.27832859911
AllCCS[M+NH4]+142.13232859911
AllCCS[M-H]-129.48132859911
AllCCS[M+Na-2H]-130.40332859911
AllCCS[M+HCOO]-131.48532859911
DeepCCS[M+H]+134.6530932474
DeepCCS[M-H]-130.82330932474
DeepCCS[M-2H]-168.37530932474
DeepCCS[M+Na]+143.85530932474

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. 2.24 minutes32390414
Predicted by Siyang on May 30, 202210.2398 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20223.37 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid994.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid337.4 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid50.2 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid185.4 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid73.0 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid268.0 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 Acid295.0 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)571.1 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid636.5 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid61.1 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid978.0 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid211.9 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid236.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate714.5 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA233.3 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water333.3 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dioneOCC(O)C1OC(=O)C(O)C1=O3179.3Standard polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dioneOCC(O)C1OC(=O)C(O)C1=O1606.8Standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dioneOCC(O)C1OC(=O)C(O)C1=O1654.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,2TMS,isomer #7C[Si](C)(C)OC1=C(O)C(=O)OC1C(CO)O[Si](C)(C)C1815.7Semi standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,2TMS,isomer #7C[Si](C)(C)OC1=C(O)C(=O)OC1C(CO)O[Si](C)(C)C1754.0Standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,2TMS,isomer #7C[Si](C)(C)OC1=C(O)C(=O)OC1C(CO)O[Si](C)(C)C2545.3Standard polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,4TMS,isomer #1C[Si](C)(C)OCC(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=O)O11949.5Semi standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,4TMS,isomer #1C[Si](C)(C)OCC(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=O)O11927.2Standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,4TMS,isomer #1C[Si](C)(C)OCC(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=O)O11836.0Standard polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,4TMS,isomer #2C[Si](C)(C)OCC(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)=C1O[Si](C)(C)C1972.8Semi standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,4TMS,isomer #2C[Si](C)(C)OCC(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)=C1O[Si](C)(C)C1913.0Standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,4TMS,isomer #2C[Si](C)(C)OCC(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)=C1O[Si](C)(C)C1870.5Standard polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(O)C1OC(=O)C(O)=C1O[Si](C)(C)C(C)(C)C2345.0Semi standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(O)C1OC(=O)C(O)=C1O[Si](C)(C)C(C)(C)C2230.6Standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(O)C1OC(=O)C(O)=C1O[Si](C)(C)C(C)(C)C2587.8Standard polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC1=C(O)C(=O)OC1C(CO)O[Si](C)(C)C(C)(C)C2341.6Semi standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC1=C(O)C(=O)OC1C(CO)O[Si](C)(C)C(C)(C)C2224.0Standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC1=C(O)C(=O)OC1C(CO)O[Si](C)(C)C(C)(C)C2602.6Standard polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O)=C1O[Si](C)(C)C(C)(C)C2621.2Semi standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O)=C1O[Si](C)(C)C(C)(C)C2521.3Standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O)=C1O[Si](C)(C)C(C)(C)C2548.9Standard polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)C(C(CO)O[Si](C)(C)C(C)(C)C)OC1=O2637.1Semi standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)C(C(CO)O[Si](C)(C)C(C)(C)C)OC1=O2464.7Standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC1=C(O[Si](C)(C)C(C)(C)C)C(C(CO)O[Si](C)(C)C(C)(C)C)OC1=O2390.5Standard polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(=O)O12844.4Semi standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(=O)O12767.0Standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(=O)O12360.7Standard polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2889.9Semi standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2704.6Standard non polar33892256
(5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2377.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ab9-9400000000-69910b484d529f7aa6a02021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_1_5) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_2_8) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_2_9) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_3_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_3_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_3_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_3_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_3_5) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_3_6) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TMS_3_7) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (5R)-5-(1,2-Dihydroxyethyl)-3-hydroxyoxolane-2,4-dione GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID3293147
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound4078311
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]