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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 19:04:23 UTC

Update Date

2021-09-26 23:14:33 UTC

HMDB ID

HMDB0257924

Secondary Accession Numbers

None

Metabolite Identification

Common Name

[(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate

Description

[(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. Based on a literature review a significant number of articles have been published on [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). [(2r,3s,4r,5r)-3,4,5,6-tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate 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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0257924
     RDKit          3D
[(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate
 36 35  0  0  0  0  0  0  0  0999 V2000
   -3.2290    1.6215    0.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8906    0.4786   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8677    1.0139   -0.8497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8789   -0.2519   -0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8016   -0.8087   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8363   -0.6290    1.2040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7316   -1.5286   -0.5330 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2683   -2.0354    0.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3462   -3.5135    0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1429   -4.1178    0.9066 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6233   -1.4373    0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0632   -1.6723   -1.2551 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5696    0.0350    0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833    0.5997   -0.6240 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8954    0.7195    0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8638    0.2494    0.9973 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6450    2.2170    0.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7762    2.9688    0.1579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    1.5998    0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5693    2.6146    0.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4862    1.5616    1.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4138   -0.2087    0.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    1.1682   -1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4432   -1.1121   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5336    0.4648   -1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0156   -1.7458    1.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3250   -4.0617   -0.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3405   -1.9288    0.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4886   -1.2824   -1.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1729    0.2154    1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2209    0.8959   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848    0.6204   -0.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   -0.0098    0.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2776    2.2789    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8332    2.5851   -0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5314    2.4359   -0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
M  END

  Mrv1652309112121042D          

 18 17  0  0  0  0            999 V2000
    4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    4.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    4.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.0329    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  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 11 16  1  0  0  0  0
 10 17  1  0  0  0  0
  2 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257924

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)CC(=O)OC(C=O)C(O)C(O)C(O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O8/c1-5(13)2-8(15)18-7(4-12)10(17)9(16)6(14)3-11/h4-7,9-11,13-14,16-17H,2-3H2,1H3

> <INCHI_KEY>
XAWBPYABWCVXCY-UHFFFAOYSA-N

> <FORMULA>
C10H18O8

> <MOLECULAR_WEIGHT>
266.246

> <EXACT_MASS>
266.10016754

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
25.332688490443875

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,5,6-tetrahydroxy-1-oxohexan-2-yl 3-hydroxybutanoate

> <ALOGPS_LOGP>
-1.82

> <JCHEM_LOGP>
-3.290895437666667

> <ALOGPS_LOGS>
-0.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.534590425603923

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.758875660358747

> <JCHEM_PKA_STRONGEST_BASIC>
-2.620692794995814

> <JCHEM_POLAR_SURFACE_AREA>
144.52

> <JCHEM_REFRACTIVITY>
57.3175

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5,6-tetrahydroxy-1-oxohexan-2-yl 3-hydroxybutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257924
     RDKit          3D
[(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate
 36 35  0  0  0  0  0  0  0  0999 V2000
   -3.2290    1.6215    0.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8906    0.4786   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8677    1.0139   -0.8497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8789   -0.2519   -0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8016   -0.8087   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8363   -0.6290    1.2040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7316   -1.5286   -0.5330 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2683   -2.0354    0.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3462   -3.5135    0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1429   -4.1178    0.9066 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6233   -1.4373    0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0632   -1.6723   -1.2551 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5696    0.0350    0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833    0.5997   -0.6240 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8954    0.7195    0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8638    0.2494    0.9973 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6450    2.2170    0.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7762    2.9688    0.1579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    1.5998    0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5693    2.6146    0.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4862    1.5616    1.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4138   -0.2087    0.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    1.1682   -1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4432   -1.1121   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5336    0.4648   -1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0156   -1.7458    1.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3250   -4.0617   -0.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3405   -1.9288    0.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4886   -1.2824   -1.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1729    0.2154    1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2209    0.8959   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848    0.6204   -0.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   -0.0098    0.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2776    2.2789    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8332    2.5851   -0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5314    2.4359   -0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      11.907   3.795   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      13.241   6.105   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.575   3.795   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      15.908   3.025   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      21.243   6.105   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      18.576   7.645   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      17.242   3.795   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      15.908   7.645   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       9.240   3.795   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11   17                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12                                                            
CONECT   16   11                                                            
CONECT   17   10                                                            
CONECT   18    2                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0257924
HETATM    1  C1  UNL     1      -3.229   1.621   0.739  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.891   0.479  -0.012  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.868   1.014  -0.850  1.00  0.00           O  
HETATM    4  C3  UNL     1      -2.879  -0.252  -0.869  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.802  -0.809  -0.042  1.00  0.00           C  
HETATM    6  O2  UNL     1      -1.836  -0.629   1.204  1.00  0.00           O  
HETATM    7  O3  UNL     1      -0.732  -1.529  -0.533  1.00  0.00           O  
HETATM    8  C5  UNL     1       0.268  -2.035   0.313  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.346  -3.514   0.250  1.00  0.00           C  
HETATM   10  O4  UNL     1       1.143  -4.118   0.907  1.00  0.00           O  
HETATM   11  C7  UNL     1       1.623  -1.437   0.031  1.00  0.00           C  
HETATM   12  O5  UNL     1       2.063  -1.672  -1.255  1.00  0.00           O  
HETATM   13  C8  UNL     1       1.570   0.035   0.296  1.00  0.00           C  
HETATM   14  O6  UNL     1       0.683   0.600  -0.624  1.00  0.00           O  
HETATM   15  C9  UNL     1       2.895   0.719   0.140  1.00  0.00           C  
HETATM   16  O7  UNL     1       3.864   0.249   0.997  1.00  0.00           O  
HETATM   17  C10 UNL     1       2.645   2.217   0.366  1.00  0.00           C  
HETATM   18  O8  UNL     1       3.776   2.969   0.158  1.00  0.00           O  
HETATM   19  H1  UNL     1      -2.133   1.600   0.556  1.00  0.00           H  
HETATM   20  H2  UNL     1      -3.569   2.615   0.331  1.00  0.00           H  
HETATM   21  H3  UNL     1      -3.486   1.562   1.816  1.00  0.00           H  
HETATM   22  H4  UNL     1      -4.414  -0.209   0.682  1.00  0.00           H  
HETATM   23  H5  UNL     1      -4.455   1.168  -1.730  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.443  -1.112  -1.335  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.534   0.465  -1.637  1.00  0.00           H  
HETATM   26  H8  UNL     1       0.016  -1.746   1.370  1.00  0.00           H  
HETATM   27  H9  UNL     1      -0.325  -4.062  -0.398  1.00  0.00           H  
HETATM   28  H10 UNL     1       2.340  -1.929   0.741  1.00  0.00           H  
HETATM   29  H11 UNL     1       1.489  -1.282  -1.933  1.00  0.00           H  
HETATM   30  H12 UNL     1       1.173   0.215   1.330  1.00  0.00           H  
HETATM   31  H13 UNL     1       1.221   0.896  -1.425  1.00  0.00           H  
HETATM   32  H14 UNL     1       3.185   0.620  -0.944  1.00  0.00           H  
HETATM   33  H15 UNL     1       4.653  -0.010   0.422  1.00  0.00           H  
HETATM   34  H16 UNL     1       2.278   2.279   1.433  1.00  0.00           H  
HETATM   35  H17 UNL     1       1.833   2.585  -0.262  1.00  0.00           H  
HETATM   36  H18 UNL     1       4.531   2.436  -0.235  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    4   22
CONECT    3   23
CONECT    4    5   24   25
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   11   26
CONECT    9   10   10   27
CONECT   11   12   13   28
CONECT   12   29
CONECT   13   14   15   30
CONECT   14   31
CONECT   15   16   17   32
CONECT   16   33
CONECT   17   18   34   35
CONECT   18   36
END

HMDB0257924
     RDKit          3D
[(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate
 36 35  0  0  0  0  0  0  0  0999 V2000
   -3.2290    1.6215    0.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8906    0.4786   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8677    1.0139   -0.8497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8789   -0.2519   -0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8016   -0.8087   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8363   -0.6290    1.2040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7316   -1.5286   -0.5330 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2683   -2.0354    0.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3462   -3.5135    0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1429   -4.1178    0.9066 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6233   -1.4373    0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0632   -1.6723   -1.2551 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5696    0.0350    0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833    0.5997   -0.6240 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8954    0.7195    0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8638    0.2494    0.9973 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6450    2.2170    0.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7762    2.9688    0.1579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    1.5998    0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5693    2.6146    0.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4862    1.5616    1.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4138   -0.2087    0.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    1.1682   -1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4432   -1.1121   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5336    0.4648   -1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0156   -1.7458    1.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3250   -4.0617   -0.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3405   -1.9288    0.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4886   -1.2824   -1.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1729    0.2154    1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2209    0.8959   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848    0.6204   -0.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   -0.0098    0.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2776    2.2789    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8332    2.5851   -0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5314    2.4359   -0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
[(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoic acid	Generator
3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl 3-hydroxybutanoic acid	HMDB

Chemical Formula

C₁₀H₁₈O₈

Average Molecular Weight

266.246

Monoisotopic Molecular Weight

266.10016754

IUPAC Name

3,4,5,6-tetrahydroxy-1-oxohexan-2-yl 3-hydroxybutanoate

Traditional Name

3,4,5,6-tetrahydroxy-1-oxohexan-2-yl 3-hydroxybutanoate

CAS Registry Number

Not Available

SMILES

CC(O)CC(=O)OC(C=O)C(O)C(O)C(O)CO

InChI Identifier

InChI=1S/C10H18O8/c1-5(13)2-8(15)18-7(4-12)10(17)9(16)6(14)3-11/h4-7,9-11,13-14,16-17H,2-3H2,1H3

InChI Key

XAWBPYABWCVXCY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexoses

Alternative Parents

Substituents

Hexose monosaccharide
Fatty alcohol
Beta-hydroxy acid
Medium-chain aldehyde
Fatty acid ester
Beta-hydroxy aldehyde
Fatty acyl
Alpha-acyloxy aldehyde
Hydroxy acid
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Polyol
Monocarboxylic acid or derivatives
Alcohol
Primary alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.8	ALOGPS
logP	-3.3	ChemAxon
logS	-0.35	ALOGPS
pKa (Strongest Acidic)	10.76	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	144.52 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	57.32 m³·mol⁻¹	ChemAxon
Polarizability	25.33 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	154.388	30932474
DeepCCS	[M-H]-	152.03	30932474
DeepCCS	[M-2H]-	184.975	30932474
DeepCCS	[M+Na]+	160.481	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
[(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate	CC(O)CC(=O)OC(C=O)C(O)C(O)C(O)CO	3960.1	Standard polar	33892256
[(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate	CC(O)CC(=O)OC(C=O)C(O)C(O)C(O)CO	2067.7	Standard non polar	33892256
[(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate	CC(O)CC(=O)OC(C=O)C(O)C(O)C(O)CO	2158.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
[(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate,6TMS,isomer #1	CC(CC(=O)OC(=CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2281.3	Semi standard non polar	33892256
[(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate,6TMS,isomer #1	CC(CC(=O)OC(=CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2320.0	Standard non polar	33892256
[(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate,6TMS,isomer #1	CC(CC(=O)OC(=CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2416.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-08fv-9320000000-5d7fa0f7a61cd5a9de17	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76128292

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]

Showing metabocard for [(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate (HMDB0257924)

MOL for HMDB0257924 ([(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate)

3D MOL for HMDB0257924 ([(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate)

3D SDF for HMDB0257924 ([(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate)

3D-SDF for HMDB0257924 ([(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate)

PDB for HMDB0257924 ([(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate)

3D PDB for HMDB0257924 ([(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate)

SMILES for HMDB0257924 ([(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate)

INCHI for HMDB0257924 ([(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate)

Structure for HMDB0257924 ([(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate)

3D Structure for HMDB0257924 ([(2R,3S,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl] 3-hydroxybutanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra