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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2022-09-09 19:56:39 UTC

Update Date

2022-09-22 18:34:43 UTC

HMDB ID

HMDB0341246

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid

Description

4-hydroxy-3-[(1-hydroxyethylidene)amino]-2-(1,2,3-trihydroxypropyl)-3,4-dihydro-2H-pyran-6-carboxylic acid belongs to the class of organic compounds known as acetamides. These are organic compounds with the general formula RNHC(=O)CH3, where R= organyl group. Based on a literature review very few articles have been published on 4-hydroxy-3-[(1-hydroxyethylidene)amino]-2-(1,2,3-trihydroxypropyl)-3,4-dihydro-2H-pyran-6-carboxylic acid.

Structure

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

HMDB0245680
     RDKit          3D
2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid
 37 37  0  0  0  0  0  0  0  0999 V2000
    3.6110   -2.7469   -0.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805   -1.4167    0.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9183   -0.8089    0.8515 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9715   -0.8668   -0.4080 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5656    0.4339    0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5824    1.3620   -1.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7223    0.6563   -2.3252 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4134    2.2244   -1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5433    2.3539   -0.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6632    3.2405   -0.6041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8048    3.9263   -1.6330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6765    3.3625    0.3612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4318    1.6148    0.7946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2768    0.4076    0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6647   -0.6833    0.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0829   -0.4136   -0.9825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9309   -0.7187    1.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6506   -0.9798    2.5024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9642   -1.6316    0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1309   -1.4837    1.3407 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7688   -3.3382   -0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3528   -2.6371   -1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1149   -3.3354    0.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3951   -1.4129   -1.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3552    0.7830    0.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4877    2.0395   -1.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0905    0.9558   -3.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3295    2.8027   -2.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5573    4.0723    1.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4652    0.1789    1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1802   -1.6732    0.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7928    0.2741   -0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649    0.3235    1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3572   -1.8962    2.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301   -1.4457   -0.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6330   -2.6835    0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0421   -0.8397    2.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 14  5  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
M  END


  Mrv1533004151517302D          

 20 20  0  0  0  0            999 V2000
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0341246

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)NC1C(O)C=C(OC1C(O)C(O)CO)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H17NO8/c1-4(14)12-8-5(15)2-7(11(18)19)20-10(8)9(17)6(16)3-13/h2,5-6,8-10,13,15-17H,3H2,1H3,(H,12,14)(H,18,19)

> <INCHI_KEY>
JINJZWSZQKHCIP-UHFFFAOYSA-N

> <FORMULA>
C11H17NO8

> <MOLECULAR_WEIGHT>
291.256

> <EXACT_MASS>
291.095416511

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.08667888165899

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-acetamido-4-hydroxy-2-(1,2,3-trihydroxypropyl)-3,4-dihydro-2H-pyran-6-carboxylic acid

> <ALOGPS_LOGP>
-2.20

> <JCHEM_LOGP>
-3.688151996333333

> <ALOGPS_LOGS>
-0.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.535388498791079

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4995591140089974

> <JCHEM_PKA_STRONGEST_BASIC>
-1.357889518814809

> <JCHEM_POLAR_SURFACE_AREA>
156.55

> <JCHEM_REFRACTIVITY>
64.11070000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.52e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-acetamido-4-hydroxy-6-(1,2,3-trihydroxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245680
     RDKit          3D
2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid
 37 37  0  0  0  0  0  0  0  0999 V2000
    3.6110   -2.7469   -0.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805   -1.4167    0.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9183   -0.8089    0.8515 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9715   -0.8668   -0.4080 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5656    0.4339    0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5824    1.3620   -1.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7223    0.6563   -2.3252 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4134    2.2244   -1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5433    2.3539   -0.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6632    3.2405   -0.6041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8048    3.9263   -1.6330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6765    3.3625    0.3612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4318    1.6148    0.7946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2768    0.4076    0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6647   -0.6833    0.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0829   -0.4136   -0.9825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9309   -0.7187    1.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6506   -0.9798    2.5024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9642   -1.6316    0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1309   -1.4837    1.3407 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7688   -3.3382   -0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3528   -2.6371   -1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1149   -3.3354    0.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3951   -1.4129   -1.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3552    0.7830    0.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4877    2.0395   -1.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0905    0.9558   -3.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3295    2.8027   -2.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5573    4.0723    1.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4652    0.1789    1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1802   -1.6732    0.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7928    0.2741   -0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649    0.3235    1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3572   -1.8962    2.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301   -1.4457   -0.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6330   -2.6835    0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0421   -0.8397    2.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 14  5  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
M  END

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10    5   12                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16                                                            
CONECT   18    9   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0245680
HETATM    1  C1  UNL     1       3.611  -2.747  -0.438  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.180  -1.417   0.043  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.918  -0.809   0.852  1.00  0.00           O  
HETATM    4  N1  UNL     1       1.972  -0.867  -0.408  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.566   0.434   0.072  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.582   1.362  -1.106  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.722   0.656  -2.325  1.00  0.00           O  
HETATM    8  C5  UNL     1       0.413   2.224  -1.248  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.543   2.354  -0.362  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.663   3.241  -0.604  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.805   3.926  -1.633  1.00  0.00           O  
HETATM   12  O4  UNL     1      -2.677   3.362   0.361  1.00  0.00           O  
HETATM   13  O5  UNL     1      -0.432   1.615   0.795  1.00  0.00           O  
HETATM   14  C8  UNL     1       0.277   0.408   0.828  1.00  0.00           C  
HETATM   15  C9  UNL     1      -0.665  -0.683   0.321  1.00  0.00           C  
HETATM   16  O6  UNL     1      -1.083  -0.414  -0.983  1.00  0.00           O  
HETATM   17  C10 UNL     1      -1.931  -0.719   1.180  1.00  0.00           C  
HETATM   18  O7  UNL     1      -1.651  -0.980   2.502  1.00  0.00           O  
HETATM   19  C11 UNL     1      -2.964  -1.632   0.617  1.00  0.00           C  
HETATM   20  O8  UNL     1      -4.131  -1.484   1.341  1.00  0.00           O  
HETATM   21  H1  UNL     1       2.769  -3.338  -0.871  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.353  -2.637  -1.275  1.00  0.00           H  
HETATM   23  H3  UNL     1       4.115  -3.335   0.364  1.00  0.00           H  
HETATM   24  H4  UNL     1       1.395  -1.413  -1.080  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.355   0.783   0.767  1.00  0.00           H  
HETATM   26  H6  UNL     1       2.488   2.040  -1.091  1.00  0.00           H  
HETATM   27  H7  UNL     1       1.090   0.956  -3.003  1.00  0.00           H  
HETATM   28  H8  UNL     1       0.330   2.803  -2.158  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.557   4.072   1.086  1.00  0.00           H  
HETATM   30  H10 UNL     1       0.465   0.179   1.898  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.180  -1.673   0.297  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.793   0.274  -0.926  1.00  0.00           H  
HETATM   33  H13 UNL     1      -2.365   0.323   1.150  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.357  -1.896   2.646  1.00  0.00           H  
HETATM   35  H15 UNL     1      -3.130  -1.446  -0.446  1.00  0.00           H  
HETATM   36  H16 UNL     1      -2.633  -2.683   0.740  1.00  0.00           H  
HETATM   37  H17 UNL     1      -4.042  -0.840   2.096  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3    4
CONECT    4    5   24
CONECT    5    6   14   25
CONECT    6    7    8   26
CONECT    7   27
CONECT    8    9    9   28
CONECT    9   10   13
CONECT   10   11   11   12
CONECT   12   29
CONECT   13   14
CONECT   14   15   30
CONECT   15   16   17   31
CONECT   16   32
CONECT   17   18   19   33
CONECT   18   34
CONECT   19   20   35   36
CONECT   20   37
END

HMDB0245680
     RDKit          3D
2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid
 37 37  0  0  0  0  0  0  0  0999 V2000
    3.6110   -2.7469   -0.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805   -1.4167    0.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9183   -0.8089    0.8515 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9715   -0.8668   -0.4080 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5656    0.4339    0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5824    1.3620   -1.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7223    0.6563   -2.3252 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4134    2.2244   -1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5433    2.3539   -0.3622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6632    3.2405   -0.6041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8048    3.9263   -1.6330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6765    3.3625    0.3612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4318    1.6148    0.7946 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2768    0.4076    0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6647   -0.6833    0.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0829   -0.4136   -0.9825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9309   -0.7187    1.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6506   -0.9798    2.5024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9642   -1.6316    0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1309   -1.4837    1.3407 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7688   -3.3382   -0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3528   -2.6371   -1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1149   -3.3354    0.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3951   -1.4129   -1.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3552    0.7830    0.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4877    2.0395   -1.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0905    0.9558   -3.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3295    2.8027   -2.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5573    4.0723    1.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4652    0.1789    1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1802   -1.6732    0.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7928    0.2741   -0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649    0.3235    1.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3572   -1.8962    2.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301   -1.4457   -0.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6330   -2.6835    0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0421   -0.8397    2.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 14  5  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Hydroxy-3-[(1-hydroxyethylidene)amino]-2-(1,2,3-trihydroxypropyl)-3,4-dihydro-2H-pyran-6-carboxylate	Generator
3-Acetamido-4-hydroxy-2-(1,2,3-trihydroxypropyl)-3,4-dihydro-2H-pyran-6-carboxylate	Generator

Chemical Formula

C₁₁H₁₇NO₈

Average Molecular Weight

291.256

Monoisotopic Molecular Weight

291.095416511

IUPAC Name

3-acetamido-4-hydroxy-2-(1,2,3-trihydroxypropyl)-3,4-dihydro-2H-pyran-6-carboxylic acid

Traditional Name

5-acetamido-4-hydroxy-6-(1,2,3-trihydroxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(=O)NC1C(O)C=C(OC1C(O)C(O)CO)C(O)=O

InChI Identifier

InChI=1S/C11H17NO8/c1-4(14)12-8-5(15)2-7(11(18)19)20-10(8)9(17)6(16)3-13/h2,5-6,8-10,13,15-17H,3H2,1H3,(H,12,14)(H,18,19)

InChI Key

JINJZWSZQKHCIP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acetamides. These are organic compounds with the general formula RNHC(=O)CH3, where R= organyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Acetamides

Alternative Parents

Substituents

Acetamide
Secondary alcohol
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Polyol
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organic nitrogen compound
Primary alcohol
Carbonyl group
Organooxygen compound
Organonitrogen compound
Alcohol
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	-2.2	ALOGPS
logP	-3.7	ChemAxon
logS	-0.65	ALOGPS
pKa (Strongest Acidic)	3.5	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.55 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	64.11 m³·mol⁻¹	ChemAxon
Polarizability	27.09 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	158.828	30932474
DeepCCS	[M-H]-	156.47	30932474
DeepCCS	[M-2H]-	189.356	30932474
DeepCCS	[M+Na]+	164.921	30932474
AllCCS	[M+H]+	165.7	32859911
AllCCS	[M+H-H2O]+	162.4	32859911
AllCCS	[M+NH4]+	168.9	32859911
AllCCS	[M+Na]+	169.8	32859911
AllCCS	[M-H]-	161.6	32859911
AllCCS	[M+Na-2H]-	161.5	32859911
AllCCS	[M+HCOO]-	161.6	32859911

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-9530000000-0a2e598363272e4da7c1	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Deoxy-2,3-dehydro-n-acetyl-neuraminic acid GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid 10V, Positive-QTOF	splash10-0006-0090000000-52558c894a0a5cf7fe53	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid 20V, Positive-QTOF	splash10-0ff3-0490000000-6a01ebeadb04a07a994b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid 40V, Positive-QTOF	splash10-024i-7900000000-cb9c5377323e6989ed24	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid 10V, Negative-QTOF	splash10-0f8l-9440000000-64b6d68cea29d70d3b13	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid 20V, Negative-QTOF	splash10-06si-3970000000-44a7d5cf66bfdc73332a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid 40V, Negative-QTOF	splash10-0pki-5900000000-66cd22d79311b0494373	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

1498

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1553

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

Simon-Manso Y, Marupaka R, Yan X, Liang Y, Telu KH, Mirokhin Y, Stein SE: Mass Spectrometry Fingerprints of Small-Molecule Metabolites in Biofluids: Building a Spectral Library of Recurrent Spectra for Urine Analysis. Anal Chem. 2019 Sep 17;91(18):12021-12029. doi: 10.1021/acs.analchem.9b02977. Epub 2019 Aug 30. [PubMed:31424920 ]

Showing metabocard for 2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid (HMDB0341246)

MOL for HMDB0341246 (2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid)

3D MOL for HMDB0341246 (2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid)

3D SDF for HMDB0341246 (2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid)

3D-SDF for HMDB0341246 (2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid)

PDB for HMDB0341246 (2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid)

3D PDB for HMDB0341246 (2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid)

SMILES for HMDB0341246 (2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid)

INCHI for HMDB0341246 (2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid)

Structure for HMDB0341246 (2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid)

3D Structure for HMDB0341246 (2,3-Dehydro-2-deoxy-N-Acetylneuraminic Acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra

NMR Spectra