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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2007-05-24 12:38:02 UTC

Update Date

2022-09-22 18:34:19 UTC

HMDB ID

HMDB0006581

Secondary Accession Numbers

HMDB06581

Metabolite Identification

Common Name

3-Sialyl-N-acetyllactosamine

Description

3-Sialyl-N-acetyllactosamine is a normal sialyloligosaccharide that is present in human biofluids, and is one of the predominant oligosaccharides in human urine as a free form. The presence of these compounds in the urine is linked to the biosynthesis and degradation of the body glycoproteins, glycolipids, and glycans. Under certain pathological conditions, the total urinary carbohydrate-material is increased dramatically, and the number and ratios of the components present are also increased. Many of these pathological disorders are the result of a deficiency in a specific exoglycosidase. 3-Sialyl-N-acetyllactosamine have a sialyl(a2-3) linkage and is of interest in view of the discovery of uropathogenic Escherichia coli strains with binding specificity for sialyl(a2-3)galactosides. (PMID: 2445744 ; 2775488; 3813552; 6619126; 6628386; 6628680; 6714239; 6746638; 7925342).

Structure

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


  Mrv0541 02231220442D          

 47 49  0  0  1  0            999 V2000
   16.6792   -8.1444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5521   -9.2714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8226   -6.9070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1081   -5.6695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2515   -5.2569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6956  -10.5089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6792   -6.4945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1081   -8.9694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8377  -11.3339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1081   -4.0195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5370   -3.1945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0293   -8.1444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1233   -9.2714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2515   -7.7320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2667   -7.4300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2515   -6.9070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6943  -10.0964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6956  -11.3339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6804   -5.2569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2667  -11.3339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9660   -4.0195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3937   -7.7320    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.2667   -8.8590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.2667  -10.5089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.5521  -10.0964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.9811  -10.0964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.9811   -9.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3937   -6.9070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.1081   -8.1444    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.1081   -6.4945    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.8226   -7.7320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.8226   -5.2569    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.8377  -10.5089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.8226   -4.4320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.5370   -5.6695    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.5370   -4.0195    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.8542   -8.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2515   -4.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1233  -10.0964    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.5370   -8.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5370   -6.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4088  -10.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9811  -11.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9811  -12.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6804   -4.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3950   -4.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9449   -9.7458    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 22  1  1  6  0  0  0
 23  1  1  1  0  0  0
  2 23  1  0  0  0  0
  2 25  1  0  0  0  0
  3 30  1  0  0  0  0
  3 31  1  0  0  0  0
 30  4  1  6  0  0  0
 32  4  1  1  0  0  0
  5 35  1  0  0  0  0
  5 38  1  0  0  0  0
 26  6  1  6  0  0  0
 28  7  1  1  0  0  0
 29  8  1  6  0  0  0
 33  9  1  6  0  0  0
 34 10  1  6  0  0  0
 36 11  1  1  0  0  0
 12 37  1  0  0  0  0
 39 13  1  1  0  0  0
 14 40  1  0  0  0  0
 15 37  2  0  0  0  0
 16 41  1  0  0  0  0
 17 42  1  0  0  0  0
 18 43  2  0  0  0  0
 19 45  2  0  0  0  0
 24 20  1  1  0  0  0
 20 43  1  0  0  0  0
 21 38  1  0  0  0  0
 21 45  1  0  0  0  0
 22 28  1  0  0  0  0
 22 29  1  0  0  0  0
 23 27  1  0  0  0  0
 23 37  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 33  1  0  0  0  0
 25 47  1  1  0  0  0
 26 27  1  0  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 40  1  6  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
 33 39  1  0  0  0  0
 34 36  1  0  0  0  0
 35 41  1  6  0  0  0
 36 38  1  0  0  0  0
 39 42  1  0  0  0  0
 43 44  1  0  0  0  0
 45 46  1  0  0  0  0
M  END

HMDB0006581
     RDKit          3D
3-Sialyl-N-acetyllactosamine
 88 90  0  0  0  0  0  0  0  0999 V2000
  -10.0120   -1.6893    2.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0669   -1.1030    1.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5383   -0.8128    0.0199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7127   -0.8988    1.4934 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8050   -0.3302    0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7928   -1.1315    0.1255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072   -0.8107    0.3734 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9392   -1.5112    1.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6115   -1.2181    2.7700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0992    0.6161    0.2831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0436    0.8531   -0.5685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9358    1.4706   -0.0298 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7219    2.6243   -0.7172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2111    2.6275   -1.9500 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3483    2.7929   -2.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963    2.8010   -4.2659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4098    1.3945   -2.2511 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3265    0.3271   -2.4279 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3536    1.1146   -0.9338 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3502    0.2696   -1.0565 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6308    0.5066   -0.5879 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1362    1.7412   -1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3159    2.1775   -1.0791 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3269    2.5383   -2.0033 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6872    0.5883    0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0689    0.7136    1.4424 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4630    2.0425    1.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0838   -0.1397    0.7037 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6391   -0.9994    1.7641 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7993   -0.8051    2.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1937   -1.8057    3.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5932    0.1661    2.3611 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.9390   -0.3793 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4220   -1.3444   -1.5205 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8432   -2.4803   -2.1716 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7954   -1.7602   -1.1629 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5696   -0.7578   -0.5836 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5103   -2.1773   -2.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7916   -3.2015   -3.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3254   -0.6160   -0.9351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7868    0.4926   -0.0955 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2928    0.2050    1.1457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3075    1.4795   -0.0290 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0502    2.8247    0.2481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3709    1.0569    0.9651 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4503    1.9558    0.8518 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0555   -1.6452    1.8361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7257   -2.7462    2.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9084   -1.1155    3.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3881   -1.1617    2.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4242   -0.1258   -0.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9112   -1.3326   -0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9020   -1.1267    1.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8498   -2.5953    1.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2241   -1.9131    3.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7822    0.9535    1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0983    1.7018    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5226    3.4925   -2.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8377    3.7772   -2.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0911    2.0172   -2.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1250    3.3990   -4.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2388    1.4845   -3.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3677    0.1126   -3.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588    2.0843   -0.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956    2.6173   -3.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0824    1.3803    1.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2847   -0.4067    1.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0105    0.4294    2.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4245    2.1836    1.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9070    0.5329    0.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0426   -1.8450    1.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0652   -1.3704    4.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5073   -2.7007    3.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2370   -2.1575    3.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758   -1.9644    0.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4738   -0.5736   -2.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6801   -3.1289   -1.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8287   -2.6860   -0.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9339   -0.1888   -1.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6095   -1.3243   -3.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5417   -2.5513   -2.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7350   -4.0208   -2.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539   -0.4476   -0.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5658   -0.6622    1.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7288    1.2978   -1.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4417    2.8209    1.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9372    1.0332    1.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0630    2.8362    0.6673 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
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 21 20  1  1
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 28 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 36 38  1  0
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 33 40  1  0
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 41 42  1  0
 10 43  1  0
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 41 12  1  0
 40 21  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  4 50  1  0
  5 51  1  0
  7 52  1  6
  8 53  1  0
  8 54  1  0
  9 55  1  0
 10 56  1  1
 12 57  1  1
 14 58  1  1
 15 59  1  0
 15 60  1  0
 16 61  1  0
 17 62  1  6
 18 63  1  0
 19 64  1  1
 24 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  1
 27 69  1  0
 28 70  1  6
 29 71  1  0
 31 72  1  0
 31 73  1  0
 31 74  1  0
 33 75  1  1
 34 76  1  6
 35 77  1  0
 36 78  1  1
 37 79  1  0
 38 80  1  0
 38 81  1  0
 39 82  1  0
 41 83  1  6
 42 84  1  0
 43 85  1  6
 44 86  1  0
 45 87  1  1
 46 88  1  0
M  END


  Mrv0541 02231220442D          

 47 49  0  0  1  0            999 V2000
   16.6792   -8.1444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5521   -9.2714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8226   -6.9070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1081   -5.6695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2515   -5.2569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6956  -10.5089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6792   -6.4945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1081   -8.9694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8377  -11.3339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1081   -4.0195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5370   -3.1945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0293   -8.1444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1233   -9.2714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2515   -7.7320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2667   -7.4300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2515   -6.9070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6943  -10.0964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6956  -11.3339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6804   -5.2569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2667  -11.3339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9660   -4.0195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3937   -7.7320    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.2667   -8.8590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.2667  -10.5089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.5521  -10.0964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.9811  -10.0964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.9811   -9.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3937   -6.9070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.1081   -8.1444    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.1081   -6.4945    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.8226   -7.7320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.8226   -5.2569    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.8377  -10.5089    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.8226   -4.4320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.5370   -5.6695    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.5370   -4.0195    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.8542   -8.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2515   -4.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1233  -10.0964    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.5370   -8.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5370   -6.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4088  -10.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9811  -11.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9811  -12.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6804   -4.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3950   -4.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9449   -9.7458    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 22  1  1  6  0  0  0
 23  1  1  1  0  0  0
  2 23  1  0  0  0  0
  2 25  1  0  0  0  0
  3 30  1  0  0  0  0
  3 31  1  0  0  0  0
 30  4  1  6  0  0  0
 32  4  1  1  0  0  0
  5 35  1  0  0  0  0
  5 38  1  0  0  0  0
 26  6  1  6  0  0  0
 28  7  1  1  0  0  0
 29  8  1  6  0  0  0
 33  9  1  6  0  0  0
 34 10  1  6  0  0  0
 36 11  1  1  0  0  0
 12 37  1  0  0  0  0
 39 13  1  1  0  0  0
 14 40  1  0  0  0  0
 15 37  2  0  0  0  0
 16 41  1  0  0  0  0
 17 42  1  0  0  0  0
 18 43  2  0  0  0  0
 19 45  2  0  0  0  0
 24 20  1  1  0  0  0
 20 43  1  0  0  0  0
 21 38  1  0  0  0  0
 21 45  1  0  0  0  0
 22 28  1  0  0  0  0
 22 29  1  0  0  0  0
 23 27  1  0  0  0  0
 23 37  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 33  1  0  0  0  0
 25 47  1  1  0  0  0
 26 27  1  0  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 40  1  6  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
 33 39  1  0  0  0  0
 34 36  1  0  0  0  0
 35 41  1  6  0  0  0
 36 38  1  0  0  0  0
 39 42  1  0  0  0  0
 43 44  1  0  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006581

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]1(O[C@](C[C@H](O)[C@H]1NC(C)=O)(O[C@H]1[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(NC(C)=O)O[C@@H]2CO)[C@@H]1O)C(O)=O)[C@H](O)[C@H](O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C25H42N2O19/c1-7(31)26-13-9(33)3-25(24(40)41,45-20(13)14(35)10(34)4-28)46-21-15(36)11(5-29)43-23(18(21)39)44-19-12(6-30)42-22(27-8(2)32)17(38)16(19)37/h9-23,28-30,33-39H,3-6H2,1-2H3,(H,26,31)(H,27,32)(H,40,41)/t9-,10+,11+,12+,13+,14+,15-,16+,17+,18+,19+,20+,21-,22?,23-,25+/m0/s1

> <INCHI_KEY>
HUNVSYPDCXFGLB-KROWHOKKSA-N

> <FORMULA>
C25H42N2O19

> <MOLECULAR_WEIGHT>
674.603

> <EXACT_MASS>
674.238177172

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
63.5483610620214

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,4S,5R,6R)-5-acetamido-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R)-6-acetamido-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

> <ALOGPS_LOGP>
-2.66

> <JCHEM_LOGP>
-7.3936440039999995

> <ALOGPS_LOGS>
-1.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.200804627009248

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8378647811681996

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6326129507222547

> <JCHEM_POLAR_SURFACE_AREA>
343.94999999999993

> <JCHEM_REFRACTIVITY>
139.70929999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.61e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4S,5R,6R)-5-acetamido-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R)-6-acetamido-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006581
     RDKit          3D
3-Sialyl-N-acetyllactosamine
 88 90  0  0  0  0  0  0  0  0999 V2000
  -10.0120   -1.6893    2.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0669   -1.1030    1.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5383   -0.8128    0.0199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7127   -0.8988    1.4934 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8050   -0.3302    0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7928   -1.1315    0.1255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072   -0.8107    0.3734 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9392   -1.5112    1.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6115   -1.2181    2.7700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0992    0.6161    0.2831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0436    0.8531   -0.5685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9358    1.4706   -0.0298 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7219    2.6243   -0.7172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2111    2.6275   -1.9500 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3483    2.7929   -2.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963    2.8010   -4.2659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4098    1.3945   -2.2511 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3265    0.3271   -2.4279 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3536    1.1146   -0.9338 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3502    0.2696   -1.0565 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6308    0.5066   -0.5879 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1362    1.7412   -1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3159    2.1775   -1.0791 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3269    2.5383   -2.0033 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6872    0.5883    0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0689    0.7136    1.4424 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4630    2.0425    1.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0838   -0.1397    0.7037 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6391   -0.9994    1.7641 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7993   -0.8051    2.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1937   -1.8057    3.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5932    0.1661    2.3611 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.9390   -0.3793 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4220   -1.3444   -1.5205 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8432   -2.4803   -2.1716 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7954   -1.7602   -1.1629 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5696   -0.7578   -0.5836 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5103   -2.1773   -2.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7916   -3.2015   -3.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3254   -0.6160   -0.9351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7868    0.4926   -0.0955 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2928    0.2050    1.1457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3075    1.4795   -0.0290 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0502    2.8247    0.2481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3709    1.0569    0.9651 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4503    1.9558    0.8518 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0555   -1.6452    1.8361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7257   -2.7462    2.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9084   -1.1155    3.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3881   -1.1617    2.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4242   -0.1258   -0.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9112   -1.3326   -0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9020   -1.1267    1.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8498   -2.5953    1.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7822    0.9535    1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0983    1.7018    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5226    3.4925   -2.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8377    3.7772   -2.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0911    2.0172   -2.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1250    3.3990   -4.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2388    1.4845   -3.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3677    0.1126   -3.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588    2.0843   -0.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956    2.6173   -3.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0824    1.3803    1.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2847   -0.4067    1.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0105    0.4294    2.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4245    2.1836    1.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9070    0.5329    0.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0426   -1.8450    1.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0652   -1.3704    4.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5073   -2.7007    3.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2370   -2.1575    3.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758   -1.9644    0.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4738   -0.5736   -2.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6801   -3.1289   -1.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8287   -2.6860   -0.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9339   -0.1888   -1.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6095   -1.3243   -3.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5417   -2.5513   -2.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7350   -4.0208   -2.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539   -0.4476   -0.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5658   -0.6622    1.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7288    1.2978   -1.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4417    2.8209    1.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9372    1.0332    1.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0630    2.8362    0.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      31.135 -15.203   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      29.031 -17.307   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      35.136 -12.893   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      33.802 -10.583   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      37.803  -9.813   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      33.032 -19.617   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      31.135 -12.123   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      33.802 -16.743   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      27.697 -21.157   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      33.802  -7.503   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      36.469  -5.963   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      28.055 -15.203   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      26.363 -17.307   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      37.803 -14.433   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      30.365 -13.869   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      37.803 -12.893   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      23.696 -18.847   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      33.032 -21.157   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      40.470  -9.813   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      30.365 -21.157   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      39.137  -7.503   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      32.468 -14.433   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      30.365 -16.537   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      30.365 -19.617   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      29.031 -18.847   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      31.698 -18.847   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      31.698 -17.307   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      32.468 -12.893   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      33.802 -15.203   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      33.802 -12.123   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      35.136 -14.433   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      35.136  -9.813   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      27.697 -19.617   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      35.136  -8.273   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      36.469 -10.583   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      36.469  -7.503   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      29.595 -15.203   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      37.803  -8.273   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      26.363 -18.847   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      36.469 -15.203   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      36.469 -12.123   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      25.030 -19.617   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      31.698 -21.927   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      31.698 -23.467   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      40.470  -8.273   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      41.804  -7.503   0.000  0.00  0.00           C+0
HETATM   47  H   UNK     0      27.897 -18.192   0.000  0.00  0.00           H+0
CONECT    1   22   23                                                       
CONECT    2   23   25                                                       
CONECT    3   30   31                                                       
CONECT    4   30   32                                                       
CONECT    5   35   38                                                       
CONECT    6   26                                                            
CONECT    7   28                                                            
CONECT    8   29                                                            
CONECT    9   33                                                            
CONECT   10   34                                                            
CONECT   11   36                                                            
CONECT   12   37                                                            
CONECT   13   39                                                            
CONECT   14   40                                                            
CONECT   15   37                                                            
CONECT   16   41                                                            
CONECT   17   42                                                            
CONECT   18   43                                                            
CONECT   19   45                                                            
CONECT   20   24   43                                                       
CONECT   21   38   45                                                       
CONECT   22    1   28   29                                                  
CONECT   23    1    2   27   37                                             
CONECT   24   20   25   26                                                  
CONECT   25    2   24   33   47                                             
CONECT   26    6   24   27                                                  
CONECT   27   23   26                                                       
CONECT   28    7   22   30                                                  
CONECT   29    8   22   31                                                  
CONECT   30    3    4   28                                                  
CONECT   31    3   29   40                                                  
CONECT   32    4   34   35                                                  
CONECT   33    9   25   39                                                  
CONECT   34   10   32   36                                                  
CONECT   35    5   32   41                                                  
CONECT   36   11   34   38                                                  
CONECT   37   12   15   23                                                  
CONECT   38    5   21   36                                                  
CONECT   39   13   33   42                                                  
CONECT   40   14   31                                                       
CONECT   41   16   35                                                       
CONECT   42   17   39                                                       
CONECT   43   18   20   44                                                  
CONECT   44   43                                                            
CONECT   45   19   21   46                                                  
CONECT   46   45                                                            
CONECT   47   25                                                            
MASTER        0    0    0    0    0    0    0    0   47    0   98    0
END

COMPND    HMDB0006581
HETATM    1  C1  UNL     1     -10.012  -1.689   2.154  1.00  0.00           C  
HETATM    2  C2  UNL     1      -9.067  -1.103   1.150  1.00  0.00           C  
HETATM    3  O1  UNL     1      -9.538  -0.813   0.020  1.00  0.00           O  
HETATM    4  N1  UNL     1      -7.713  -0.899   1.493  1.00  0.00           N  
HETATM    5  C3  UNL     1      -6.805  -0.330   0.525  1.00  0.00           C  
HETATM    6  O2  UNL     1      -5.793  -1.131   0.125  1.00  0.00           O  
HETATM    7  C4  UNL     1      -4.507  -0.811   0.373  1.00  0.00           C  
HETATM    8  C5  UNL     1      -3.939  -1.511   1.620  1.00  0.00           C  
HETATM    9  O3  UNL     1      -4.611  -1.218   2.770  1.00  0.00           O  
HETATM   10  C6  UNL     1      -4.099   0.616   0.283  1.00  0.00           C  
HETATM   11  O4  UNL     1      -3.044   0.853  -0.569  1.00  0.00           O  
HETATM   12  C7  UNL     1      -1.936   1.471  -0.030  1.00  0.00           C  
HETATM   13  O5  UNL     1      -1.722   2.624  -0.717  1.00  0.00           O  
HETATM   14  C8  UNL     1      -1.211   2.627  -1.950  1.00  0.00           C  
HETATM   15  C9  UNL     1      -2.348   2.793  -2.959  1.00  0.00           C  
HETATM   16  O6  UNL     1      -1.896   2.801  -4.266  1.00  0.00           O  
HETATM   17  C10 UNL     1      -0.410   1.395  -2.251  1.00  0.00           C  
HETATM   18  O7  UNL     1      -1.327   0.327  -2.428  1.00  0.00           O  
HETATM   19  C11 UNL     1       0.354   1.115  -0.934  1.00  0.00           C  
HETATM   20  O8  UNL     1       1.350   0.270  -1.056  1.00  0.00           O  
HETATM   21  C12 UNL     1       2.631   0.507  -0.588  1.00  0.00           C  
HETATM   22  C13 UNL     1       3.136   1.741  -1.209  1.00  0.00           C  
HETATM   23  O9  UNL     1       4.316   2.177  -1.079  1.00  0.00           O  
HETATM   24  O10 UNL     1       2.327   2.538  -2.003  1.00  0.00           O  
HETATM   25  C14 UNL     1       2.687   0.588   0.928  1.00  0.00           C  
HETATM   26  C15 UNL     1       4.069   0.714   1.442  1.00  0.00           C  
HETATM   27  O11 UNL     1       4.463   2.042   1.480  1.00  0.00           O  
HETATM   28  C16 UNL     1       5.084  -0.140   0.704  1.00  0.00           C  
HETATM   29  N2  UNL     1       5.639  -0.999   1.764  1.00  0.00           N  
HETATM   30  C17 UNL     1       6.799  -0.805   2.487  1.00  0.00           C  
HETATM   31  C18 UNL     1       7.194  -1.806   3.521  1.00  0.00           C  
HETATM   32  O12 UNL     1       7.593   0.166   2.361  1.00  0.00           O  
HETATM   33  C19 UNL     1       4.508  -0.939  -0.379  1.00  0.00           C  
HETATM   34  C20 UNL     1       5.422  -1.344  -1.520  1.00  0.00           C  
HETATM   35  O13 UNL     1       4.843  -2.480  -2.172  1.00  0.00           O  
HETATM   36  C21 UNL     1       6.795  -1.760  -1.163  1.00  0.00           C  
HETATM   37  O14 UNL     1       7.570  -0.758  -0.584  1.00  0.00           O  
HETATM   38  C22 UNL     1       7.510  -2.177  -2.436  1.00  0.00           C  
HETATM   39  O15 UNL     1       6.792  -3.202  -3.081  1.00  0.00           O  
HETATM   40  O16 UNL     1       3.325  -0.616  -0.935  1.00  0.00           O  
HETATM   41  C23 UNL     1      -0.787   0.493  -0.096  1.00  0.00           C  
HETATM   42  O17 UNL     1      -0.293   0.205   1.146  1.00  0.00           O  
HETATM   43  C24 UNL     1      -5.307   1.480  -0.029  1.00  0.00           C  
HETATM   44  O18 UNL     1      -5.050   2.825   0.248  1.00  0.00           O  
HETATM   45  C25 UNL     1      -6.371   1.057   0.965  1.00  0.00           C  
HETATM   46  O19 UNL     1      -7.450   1.956   0.852  1.00  0.00           O  
HETATM   47  H1  UNL     1     -11.055  -1.645   1.836  1.00  0.00           H  
HETATM   48  H2  UNL     1      -9.726  -2.746   2.260  1.00  0.00           H  
HETATM   49  H3  UNL     1      -9.908  -1.115   3.113  1.00  0.00           H  
HETATM   50  H4  UNL     1      -7.388  -1.162   2.443  1.00  0.00           H  
HETATM   51  H5  UNL     1      -7.424  -0.126  -0.402  1.00  0.00           H  
HETATM   52  H6  UNL     1      -3.911  -1.333  -0.456  1.00  0.00           H  
HETATM   53  H7  UNL     1      -2.902  -1.127   1.723  1.00  0.00           H  
HETATM   54  H8  UNL     1      -3.850  -2.595   1.396  1.00  0.00           H  
HETATM   55  H9  UNL     1      -5.224  -1.913   3.115  1.00  0.00           H  
HETATM   56  H10 UNL     1      -3.782   0.953   1.292  1.00  0.00           H  
HETATM   57  H11 UNL     1      -2.098   1.702   1.036  1.00  0.00           H  
HETATM   58  H12 UNL     1      -0.523   3.493  -2.173  1.00  0.00           H  
HETATM   59  H13 UNL     1      -2.838   3.777  -2.770  1.00  0.00           H  
HETATM   60  H14 UNL     1      -3.091   2.017  -2.751  1.00  0.00           H  
HETATM   61  H15 UNL     1      -1.125   3.399  -4.353  1.00  0.00           H  
HETATM   62  H16 UNL     1       0.239   1.484  -3.120  1.00  0.00           H  
HETATM   63  H17 UNL     1      -1.368   0.113  -3.390  1.00  0.00           H  
HETATM   64  H18 UNL     1       0.559   2.084  -0.410  1.00  0.00           H  
HETATM   65  H19 UNL     1       2.396   2.617  -3.006  1.00  0.00           H  
HETATM   66  H20 UNL     1       2.082   1.380   1.358  1.00  0.00           H  
HETATM   67  H21 UNL     1       2.285  -0.407   1.278  1.00  0.00           H  
HETATM   68  H22 UNL     1       4.011   0.429   2.540  1.00  0.00           H  
HETATM   69  H23 UNL     1       5.424   2.184   1.453  1.00  0.00           H  
HETATM   70  H24 UNL     1       5.907   0.533   0.409  1.00  0.00           H  
HETATM   71  H25 UNL     1       5.043  -1.845   1.949  1.00  0.00           H  
HETATM   72  H26 UNL     1       7.065  -1.370   4.530  1.00  0.00           H  
HETATM   73  H27 UNL     1       6.507  -2.701   3.480  1.00  0.00           H  
HETATM   74  H28 UNL     1       8.237  -2.158   3.364  1.00  0.00           H  
HETATM   75  H29 UNL     1       4.276  -1.964   0.105  1.00  0.00           H  
HETATM   76  H30 UNL     1       5.474  -0.574  -2.312  1.00  0.00           H  
HETATM   77  H31 UNL     1       4.680  -3.129  -1.417  1.00  0.00           H  
HETATM   78  H32 UNL     1       6.829  -2.686  -0.533  1.00  0.00           H  
HETATM   79  H33 UNL     1       7.934  -0.189  -1.311  1.00  0.00           H  
HETATM   80  H34 UNL     1       7.610  -1.324  -3.106  1.00  0.00           H  
HETATM   81  H35 UNL     1       8.542  -2.551  -2.179  1.00  0.00           H  
HETATM   82  H36 UNL     1       6.735  -4.021  -2.531  1.00  0.00           H  
HETATM   83  H37 UNL     1      -1.054  -0.448  -0.610  1.00  0.00           H  
HETATM   84  H38 UNL     1      -0.566  -0.662   1.514  1.00  0.00           H  
HETATM   85  H39 UNL     1      -5.729   1.298  -1.033  1.00  0.00           H  
HETATM   86  H40 UNL     1      -4.442   2.821   1.040  1.00  0.00           H  
HETATM   87  H41 UNL     1      -5.937   1.033   1.979  1.00  0.00           H  
HETATM   88  H42 UNL     1      -7.063   2.836   0.667  1.00  0.00           H  
CONECT    1    2   47   48   49
CONECT    2    3    3    4
CONECT    4    5   50
CONECT    5    6   45   51
CONECT    6    7
CONECT    7    8   10   52
CONECT    8    9   53   54
CONECT    9   55
CONECT   10   11   43   56
CONECT   11   12
CONECT   12   13   41   57
CONECT   13   14
CONECT   14   15   17   58
CONECT   15   16   59   60
CONECT   16   61
CONECT   17   18   19   62
CONECT   18   63
CONECT   19   20   41   64
CONECT   20   21
CONECT   21   22   25   40
CONECT   22   23   23   24
CONECT   24   65
CONECT   25   26   66   67
CONECT   26   27   28   68
CONECT   27   69
CONECT   28   29   33   70
CONECT   29   30   71
CONECT   30   31   32   32
CONECT   31   72   73   74
CONECT   33   34   40   75
CONECT   34   35   36   76
CONECT   35   77
CONECT   36   37   38   78
CONECT   37   79
CONECT   38   39   80   81
CONECT   39   82
CONECT   41   42   83
CONECT   42   84
CONECT   43   44   45   85
CONECT   44   86
CONECT   45   46   87
CONECT   46   88
END

HMDB0006581
     RDKit          3D
3-Sialyl-N-acetyllactosamine
 88 90  0  0  0  0  0  0  0  0999 V2000
  -10.0120   -1.6893    2.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0669   -1.1030    1.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5383   -0.8128    0.0199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7127   -0.8988    1.4934 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8050   -0.3302    0.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7928   -1.1315    0.1255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072   -0.8107    0.3734 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9392   -1.5112    1.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6115   -1.2181    2.7700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0992    0.6161    0.2831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0436    0.8531   -0.5685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9358    1.4706   -0.0298 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7219    2.6243   -0.7172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2111    2.6275   -1.9500 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3483    2.7929   -2.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963    2.8010   -4.2659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4098    1.3945   -2.2511 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3265    0.3271   -2.4279 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3536    1.1146   -0.9338 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3502    0.2696   -1.0565 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6308    0.5066   -0.5879 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1362    1.7412   -1.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3159    2.1775   -1.0791 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3269    2.5383   -2.0033 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6872    0.5883    0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0689    0.7136    1.4424 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4630    2.0425    1.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0838   -0.1397    0.7037 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6391   -0.9994    1.7641 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7993   -0.8051    2.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1937   -1.8057    3.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5932    0.1661    2.3611 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.9390   -0.3793 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4220   -1.3444   -1.5205 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8432   -2.4803   -2.1716 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7954   -1.7602   -1.1629 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5696   -0.7578   -0.5836 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5103   -2.1773   -2.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7916   -3.2015   -3.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3254   -0.6160   -0.9351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7868    0.4926   -0.0955 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2928    0.2050    1.1457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3075    1.4795   -0.0290 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0502    2.8247    0.2481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3709    1.0569    0.9651 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4503    1.9558    0.8518 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0555   -1.6452    1.8361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7257   -2.7462    2.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9084   -1.1155    3.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3881   -1.1617    2.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4242   -0.1258   -0.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9112   -1.3326   -0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9020   -1.1267    1.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8498   -2.5953    1.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2241   -1.9131    3.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7822    0.9535    1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0983    1.7018    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5226    3.4925   -2.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8377    3.7772   -2.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0911    2.0172   -2.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1250    3.3990   -4.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2388    1.4845   -3.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3677    0.1126   -3.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588    2.0843   -0.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956    2.6173   -3.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0824    1.3803    1.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2847   -0.4067    1.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0105    0.4294    2.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4245    2.1836    1.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9070    0.5329    0.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0426   -1.8450    1.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0652   -1.3704    4.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5073   -2.7007    3.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2370   -2.1575    3.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758   -1.9644    0.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4738   -0.5736   -2.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6801   -3.1289   -1.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8287   -2.6860   -0.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9339   -0.1888   -1.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6095   -1.3243   -3.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5417   -2.5513   -2.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7350   -4.0208   -2.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539   -0.4476   -0.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5658   -0.6622    1.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7288    1.2978   -1.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4417    2.8209    1.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9372    1.0332    1.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0630    2.8362    0.6673 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
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 21 20  1  1
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 28 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 33 40  1  0
 19 41  1  0
 41 42  1  0
 10 43  1  0
 43 44  1  0
 43 45  1  0
 45 46  1  0
 45  5  1  0
 41 12  1  0
 40 21  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  4 50  1  0
  5 51  1  0
  7 52  1  6
  8 53  1  0
  8 54  1  0
  9 55  1  0
 10 56  1  1
 12 57  1  1
 14 58  1  1
 15 59  1  0
 15 60  1  0
 16 61  1  0
 17 62  1  6
 18 63  1  0
 19 64  1  1
 24 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  1
 27 69  1  0
 28 70  1  6
 29 71  1  0
 31 72  1  0
 31 73  1  0
 31 74  1  0
 33 75  1  1
 34 76  1  6
 35 77  1  0
 36 78  1  1
 37 79  1  0
 38 80  1  0
 38 81  1  0
 39 82  1  0
 41 83  1  6
 42 84  1  0
 43 85  1  6
 44 86  1  0
 45 87  1  1
 46 88  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
NeuAc(a2-3)gal(b1-4)glcnac	HMDB
O-(N-Acetyl-alpha-neuraminosyl)-(2->3)-O-beta-D-galactopyranosyl-(1->4)-2-(acetylamino)-2-deoxy-D-glucose	HMDB
O-(N-Acetyl-alpha-neuraminosyl)-(2->3)-O-beta-delta-galactopyranosyl-(1->4)-2-(acetylamino)-2-deoxy-delta-glucose	HMDB
(2R,4S,5R,6R)-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R)-4,5-dihydroxy-6-[(1-hydroxyethylidene)amino]-2-(hydroxymethyl)oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-5-[(1-hydroxyethylidene)amino]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate	Generator, HMDB

Chemical Formula

C₂₅H₄₂N₂O₁₉

Average Molecular Weight

674.603

Monoisotopic Molecular Weight

674.238177172

IUPAC Name

(2R,4S,5R,6R)-5-acetamido-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R)-6-acetamido-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

Traditional Name

CAS Registry Number

81693-22-3

SMILES

[H][C@]1(O[C@](C[C@H](O)[C@H]1NC(C)=O)(O[C@H]1[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(NC(C)=O)O[C@@H]2CO)[C@@H]1O)C(O)=O)[C@H](O)[C@H](O)CO

InChI Identifier

InChI=1S/C25H42N2O19/c1-7(31)26-13-9(33)3-25(24(40)41,45-20(13)14(35)10(34)4-28)46-21-15(36)11(5-29)43-23(18(21)39)44-19-12(6-30)42-22(27-8(2)32)17(38)16(19)37/h9-23,28-30,33-39H,3-6H2,1-2H3,(H,26,31)(H,27,32)(H,40,41)/t9-,10+,11+,12+,13+,14+,15-,16+,17+,18+,19+,20+,21-,22?,23-,25+/m0/s1

InChI Key

HUNVSYPDCXFGLB-KROWHOKKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Oligosaccharides

Alternative Parents

Substituents

Oligosaccharide
Fatty acyl glycoside
N-acyl-alpha-hexosamine
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Beta-hydroxy aldehyde
Fatty acyl
Oxane
Acetamide
Alpha-hydroxyaldehyde
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Acetal
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Alcohol
Organic oxide
Carbonyl group
Organopnictogen compound
Aldehyde
Primary alcohol
Organic nitrogen compound
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

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
Water Solubility	66.1 g/L	ALOGPS
logP	-2.7	ALOGPS
logP	-7.4	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	2.84	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	343.95 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	139.71 m³·mol⁻¹	ChemAxon
Polarizability	63.55 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	234.257	30932474
DeepCCS	[M-H]-	232.533	30932474
DeepCCS	[M-2H]-	266.974	30932474
DeepCCS	[M+Na]+	240.497	30932474
AllCCS	[M+H]+	241.5	32859911
AllCCS	[M+H-H2O]+	240.9	32859911
AllCCS	[M+NH4]+	242.0	32859911
AllCCS	[M+Na]+	242.1	32859911
AllCCS	[M-H]-	241.8	32859911
AllCCS	[M+Na-2H]-	243.7	32859911
AllCCS	[M+HCOO]-	246.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.88 minutes	32390414
Predicted by Siyang on May 30, 2022	13.2492 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.08 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	463.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1267.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	231.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	33.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	195.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	91.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	367.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	353.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	914.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	760.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	132.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1427.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	300.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	405.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	557.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	476.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	658.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Sialyl-N-acetyllactosamine	[H][C@]1(O[C@](C[C@H](O)[C@H]1NC(C)=O)(O[C@H]1[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(NC(C)=O)O[C@@H]2CO)[C@@H]1O)C(O)=O)[C@H](O)[C@H](O)CO	4554.1	Standard polar	33892256
3-Sialyl-N-acetyllactosamine	[H][C@]1(O[C@](C[C@H](O)[C@H]1NC(C)=O)(O[C@H]1[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(NC(C)=O)O[C@@H]2CO)[C@@H]1O)C(O)=O)[C@H](O)[C@H](O)CO	4565.4	Standard non polar	33892256
3-Sialyl-N-acetyllactosamine	[H][C@]1(O[C@](C[C@H](O)[C@H]1NC(C)=O)(O[C@H]1[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(NC(C)=O)O[C@@H]2CO)[C@@H]1O)C(O)=O)[C@H](O)[C@H](O)CO	5338.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-08fr-6232209000-5b7d6c6c816d1b9d8fda	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_1_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_1_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_1_12) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_1_13) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Sialyl-N-acetyllactosamine GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-18	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 - 3-Sialyl-N-acetyllactosamine 10V, Positive-QTOF	splash10-0r7i-2053009000-262ffb7e397c48a776f2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Sialyl-N-acetyllactosamine 20V, Positive-QTOF	splash10-030r-3169000000-0150ae510e6911204057	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Sialyl-N-acetyllactosamine 40V, Positive-QTOF	splash10-03k9-9484000000-729e2465d486ef55b27c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Sialyl-N-acetyllactosamine 10V, Negative-QTOF	splash10-05fu-5451119000-e569cd69c45663677645	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Sialyl-N-acetyllactosamine 20V, Negative-QTOF	splash10-0a4r-9563101000-7cf7327ae93e0b1b0df2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Sialyl-N-acetyllactosamine 40V, Negative-QTOF	splash10-0a4i-9772000000-6848a76c652edc45be20	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Sialyl-N-acetyllactosamine 10V, Negative-QTOF	splash10-00di-0040039000-99a801b5f96724398d72	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Sialyl-N-acetyllactosamine 20V, Negative-QTOF	splash10-053r-5191156000-6691a61fdbd0bd08e717	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Sialyl-N-acetyllactosamine 40V, Negative-QTOF	splash10-0006-9850100000-a47bfe8ff6f6937967ea	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Sialyl-N-acetyllactosamine 10V, Positive-QTOF	splash10-056r-0000119000-d0e2677b25801bdcaddc	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Sialyl-N-acetyllactosamine 20V, Positive-QTOF	splash10-05o0-0024249000-2000919010f7058b38ce	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Sialyl-N-acetyllactosamine 40V, Positive-QTOF	splash10-0fkc-9300001000-5c1c76cdf00b3685174e	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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	Adult (>18 years old)	Female	Epithelial ovarian cancer	23163809	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

FDB023983

KNApSAcK ID

Not Available

Chemspider ID

17216382

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16213476

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

Scudder, Peter R.; Shailubhai, Kunwar; Duffin, Kevin L.; Streeter, Philip R.; Jacob, Gary S. Enzymic synthesis of a 6'-sulfated sialyl-Lewisx which is an inhibitor of L-selectin binding to peripheral addressin. Glycobiology (1994), 4(6), 929-32.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Edge AS, Spiro RG: Presence of an O-glycosidically linked hexasaccharide in fetuin. J Biol Chem. 1987 Nov 25;262(33):16135-41. [PubMed:2445744 ]

Showing metabocard for 3-Sialyl-N-acetyllactosamine (HMDB0006581)

MOL for HMDB0006581 (3-Sialyl-N-acetyllactosamine)

3D MOL for HMDB0006581 (3-Sialyl-N-acetyllactosamine)

3D SDF for HMDB0006581 (3-Sialyl-N-acetyllactosamine)

3D-SDF for HMDB0006581 (3-Sialyl-N-acetyllactosamine)

PDB for HMDB0006581 (3-Sialyl-N-acetyllactosamine)

3D PDB for HMDB0006581 (3-Sialyl-N-acetyllactosamine)

SMILES for HMDB0006581 (3-Sialyl-N-acetyllactosamine)

INCHI for HMDB0006581 (3-Sialyl-N-acetyllactosamine)

Structure for HMDB0006581 (3-Sialyl-N-acetyllactosamine)

3D Structure for HMDB0006581 (3-Sialyl-N-acetyllactosamine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra