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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 08:40:39 UTC

Update Date

2021-09-24 08:40:39 UTC

HMDB ID

HMDB0304292

Secondary Accession Numbers

None

Metabolite Identification

Common Name

CMP-3-deoxy-D-manno-octulosonate

Description

Cmp-3-deoxy-d-manno-octulosonate is a member of the class of compounds known as pyrimidine nucleotide sugars. Pyrimidine nucleotide sugars are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. Cmp-3-deoxy-d-manno-octulosonate is soluble (in water) and a moderately acidic compound (based on its pKa). Cmp-3-deoxy-d-manno-octulosonate can be found in a number of food items such as brassicas, oregon yampah, cloud ear fungus, and shea tree, which makes cmp-3-deoxy-d-manno-octulosonate a potential biomarker for the consumption of these food products.

Structure

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


  Mrv1533005141512352D          

 36 38  0  0  0  0            999 V2000
   -3.4000    3.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9303    3.6719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5875    3.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3054    3.9585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572    2.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448    2.6945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1842    2.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6283    2.5512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4663    3.4697    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.9966    1.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8091    1.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913    0.3687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3394    1.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1519    1.6327    0.0000 O   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
    0.0000    0.8250    0.0000 P   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
    0.7145   -0.4125    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
    1.3819   -1.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173   -3.7557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -5.1768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7679   -2.3346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  7 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
  5 14  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 30 33  1  0  0  0  0
 28 34  2  0  0  0  0
 17 35  2  0  0  0  0
 17 36  1  0  0  0  0
M  CHG  2  10  -1  36  -1
M  END

HMDB0304292
     RDKit          3D
CMP-3-deoxy-D-manno-octulosonate
 60 62  0  0  0  0  0  0  0  0999 V2000
    9.3924    0.0256    1.2052 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0345   -0.0724    0.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1481   -0.8959    1.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8295   -0.9831    1.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3759   -0.2798    0.0759 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0293   -0.3046   -0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1418   -0.9185    0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0298   -1.2830   -0.2314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8577   -0.3532   -0.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1033    0.9278   -0.4391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2977    1.8966   -0.2012 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.4212    2.1857    1.2584 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1315    3.3752   -0.9752 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.6267    1.2619   -0.9257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8391    1.3175   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1307    2.7781   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1428    3.1492    0.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3288    3.7427   -0.5601 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.6133    0.7039    1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6982   -0.2386    1.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6631    0.3902    2.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2980   -0.9906    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2308   -1.8872    0.8579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6628   -0.1425   -0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0158    0.4540   -0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2885    0.9045   -2.1243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1761   -0.3686   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3085    0.4942   -0.4747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7027    0.7268   -1.0803 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3787   -1.3120   -1.6997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8451   -0.2523   -2.4085 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8867   -1.1568   -1.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4769   -2.3898   -1.4051 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2627    0.5042   -0.5683 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8741    1.1893   -1.5688 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5380    0.6138   -0.2255 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9732   -0.8171    1.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8105    0.9426    1.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5461   -1.4478    2.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1375   -1.6247    1.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868    0.7255   -0.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503   -2.3186    0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6858   -0.3181    1.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517   -0.7680   -0.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706    1.5094    1.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6360    0.1916    1.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2403   -0.9870    2.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3560    1.2735    2.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4302   -1.6444    0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3669   -2.6374    0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6757   -0.8731   -1.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0364    1.3850   -0.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5462    0.1462   -2.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1778   -0.6385    0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4366   -1.2023   -1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0462    1.4031   -0.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0693   -2.2551   -2.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5266    0.4099   -2.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2937   -0.6562   -2.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1998   -2.6106   -2.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 24 29  1  0
  8 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
  5 34  1  0
 34 35  2  0
 34 36  1  0
 36  2  2  0
 32  6  1  0
 29 15  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  4 40  1  0
  6 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  0
 30 57  1  0
 31 58  1  0
 32 59  1  0
 33 60  1  0
M  CHG  2  13  -1  18  -1
M  END


  Mrv1533005141512352D          

 36 38  0  0  0  0            999 V2000
   -3.4000    3.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9303    3.6719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5875    3.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3054    3.9585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572    2.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448    2.6945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1842    2.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6283    2.5512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4663    3.4697    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.9966    1.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8091    1.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913    0.3687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3394    1.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1519    1.6327    0.0000 O   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
    0.0000    0.8250    0.0000 P   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
    0.7145   -0.4125    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
    1.3819   -1.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173   -3.7557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -5.1768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7679   -2.3346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  7 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
  5 14  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 30 33  1  0  0  0  0
 28 34  2  0  0  0  0
 17 35  2  0  0  0  0
 17 36  1  0  0  0  0
M  CHG  2  10  -1  36  -1
M  END
> <DATABASE_ID>
HMDB0304292

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC(=O)N(C=C1)C1OC(COP([O-])(=O)OC2(CC(O)C(O)C(O2)C(O)CO)C([O-])=O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C17H26N3O15P/c18-9-1-2-20(16(29)19-9)14-12(26)11(25)8(33-14)5-32-36(30,31)35-17(15(27)28)3-6(22)10(24)13(34-17)7(23)4-21/h1-2,6-8,10-14,21-26H,3-5H2,(H,27,28)(H,30,31)(H2,18,19,29)/p-2

> <INCHI_KEY>
YWWJKULNWGRYAS-UHFFFAOYSA-L

> <FORMULA>
C17H24N3O15P

> <MOLECULAR_WEIGHT>
541.36

> <EXACT_MASS>
541.095601243

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
46.07399803787678

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[({[5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphinato)oxy]-6-(1,2-dihydroxyethyl)-4,5-dihydroxyoxane-2-carboxylate

> <ALOGPS_LOGP>
-2.35

> <JCHEM_LOGP>
-4.823154998266714

> <ALOGPS_LOGS>
-1.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.897103776854346

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4815300715179833

> <JCHEM_PKA_STRONGEST_BASIC>
-0.21967637344987756

> <JCHEM_POLAR_SURFACE_AREA>
297.25

> <JCHEM_REFRACTIVITY>
118.07169999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.20e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({[5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxyphosphinato}oxy)-6-(1,2-dihydroxyethyl)-4,5-dihydroxyoxane-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304292
     RDKit          3D
CMP-3-deoxy-D-manno-octulosonate
 60 62  0  0  0  0  0  0  0  0999 V2000
    9.3924    0.0256    1.2052 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0345   -0.0724    0.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1481   -0.8959    1.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8295   -0.9831    1.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3759   -0.2798    0.0759 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0293   -0.3046   -0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1418   -0.9185    0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0298   -1.2830   -0.2314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8577   -0.3532   -0.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1033    0.9278   -0.4391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2977    1.8966   -0.2012 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.4212    2.1857    1.2584 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1315    3.3752   -0.9752 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.6267    1.2619   -0.9257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8391    1.3175   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1307    2.7781   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1428    3.1492    0.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3288    3.7427   -0.5601 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.6133    0.7039    1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6982   -0.2386    1.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6631    0.3902    2.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2980   -0.9906    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2308   -1.8872    0.8579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6628   -0.1425   -0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0158    0.4540   -0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2885    0.9045   -2.1243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1761   -0.3686   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3085    0.4942   -0.4747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7027    0.7268   -1.0803 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3787   -1.3120   -1.6997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8451   -0.2523   -2.4085 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8867   -1.1568   -1.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4769   -2.3898   -1.4051 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2627    0.5042   -0.5683 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8741    1.1893   -1.5688 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5380    0.6138   -0.2255 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9732   -0.8171    1.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8105    0.9426    1.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5461   -1.4478    2.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1375   -1.6247    1.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868    0.7255   -0.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503   -2.3186    0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6858   -0.3181    1.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517   -0.7680   -0.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706    1.5094    1.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6360    0.1916    1.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2403   -0.9870    2.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3560    1.2735    2.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4302   -1.6444    0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3669   -2.6374    0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6757   -0.8731   -1.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0364    1.3850   -0.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5462    0.1462   -2.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1778   -0.6385    0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4366   -1.2023   -1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0462    1.4031   -0.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0693   -2.2551   -2.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5266    0.4099   -2.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2937   -0.6562   -2.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1998   -2.6106   -2.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 24 29  1  0
  8 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
  5 34  1  0
 34 35  2  0
 34 36  1  0
 36  2  2  0
 32  6  1  0
 29 15  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  4 40  1  0
  6 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  0
 30 57  1  0
 31 58  1  0
 32 59  1  0
 33 60  1  0
M  CHG  2  13  -1  18  -1
M  END

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0      -6.347   5.675   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -7.337   6.854   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.830   5.942   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -4.303   7.389   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.840   4.762   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.324   5.030   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.344   5.030   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.173   4.762   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.870   6.477   0.000  0.00  0.00           O-1
HETATM   11  C   UNK     0      -1.860   2.403   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.377   2.135   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.904   0.688   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.367   3.315   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -5.883   3.048   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.000   3.080   0.000  0.00  0.00           O+0
HETATM   17  P   UNK     0       0.000   1.540   0.000  0.00  0.00           P+0
HETATM   18  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.580  -3.215   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.564  -4.680   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.088  -3.215   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.377  -2.739   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.342  -5.926   0.000  0.00  0.00           O+0
HETATM   27  N   UNK     0       3.009  -5.926   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       4.540  -5.765   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       5.446  -7.011   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       4.819  -8.417   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.288  -8.578   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.382  -7.333   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0       5.724  -9.663   0.000  0.00  0.00           N+0
HETATM   34  O   UNK     0       5.167  -4.358   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -1.540   1.540   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       1.540   1.540   0.000  0.00  0.00           O-1
CONECT    1    2    3                                                       
CONECT    2    1                                                            
CONECT    3    1    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   11   16                                             
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15    5                                                  
CONECT   15   14                                                            
CONECT   16    7   17                                                       
CONECT   17   16   18   35   36                                             
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24   26                                                  
CONECT   24   23   20   25                                                  
CONECT   25   24                                                            
CONECT   26   23                                                            
CONECT   27   22   28   32                                                  
CONECT   28   27   29   34                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31   27                                                       
CONECT   33   30                                                            
CONECT   34   28                                                            
CONECT   35   17                                                            
CONECT   36   17                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

COMPND    HMDB0304292
HETATM    1  N1  UNL     1       9.392   0.026   1.205  1.00  0.00           N  
HETATM    2  C1  UNL     1       8.034  -0.072   0.817  1.00  0.00           C  
HETATM    3  C2  UNL     1       7.148  -0.896   1.510  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.830  -0.983   1.123  1.00  0.00           C  
HETATM    5  N2  UNL     1       5.376  -0.280   0.076  1.00  0.00           N  
HETATM    6  C4  UNL     1       4.029  -0.305  -0.399  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.142  -0.918   0.470  1.00  0.00           O  
HETATM    8  C5  UNL     1       2.030  -1.283  -0.231  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.858  -0.353  -0.050  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.103   0.928  -0.439  1.00  0.00           O  
HETATM   11  P1  UNL     1      -0.298   1.897  -0.201  1.00  0.00           P  
HETATM   12  O3  UNL     1      -0.421   2.186   1.258  1.00  0.00           O  
HETATM   13  O4  UNL     1       0.131   3.375  -0.975  1.00  0.00           O1-
HETATM   14  O5  UNL     1      -1.627   1.262  -0.926  1.00  0.00           O  
HETATM   15  C7  UNL     1      -2.839   1.317  -0.235  1.00  0.00           C  
HETATM   16  C8  UNL     1      -3.131   2.778  -0.039  1.00  0.00           C  
HETATM   17  O6  UNL     1      -4.143   3.149   0.624  1.00  0.00           O  
HETATM   18  O7  UNL     1      -2.329   3.743  -0.560  1.00  0.00           O1-
HETATM   19  C9  UNL     1      -2.613   0.704   1.114  1.00  0.00           C  
HETATM   20  C10 UNL     1      -3.698  -0.239   1.574  1.00  0.00           C  
HETATM   21  O8  UNL     1      -4.663   0.390   2.360  1.00  0.00           O  
HETATM   22  C11 UNL     1      -4.298  -0.991   0.401  1.00  0.00           C  
HETATM   23  O9  UNL     1      -5.231  -1.887   0.858  1.00  0.00           O  
HETATM   24  C12 UNL     1      -4.663  -0.142  -0.741  1.00  0.00           C  
HETATM   25  C13 UNL     1      -6.016   0.454  -0.804  1.00  0.00           C  
HETATM   26  O10 UNL     1      -6.289   0.904  -2.124  1.00  0.00           O  
HETATM   27  C14 UNL     1      -7.176  -0.369  -0.402  1.00  0.00           C  
HETATM   28  O11 UNL     1      -8.309   0.494  -0.475  1.00  0.00           O  
HETATM   29  O12 UNL     1      -3.703   0.727  -1.080  1.00  0.00           O  
HETATM   30  C15 UNL     1       2.379  -1.312  -1.700  1.00  0.00           C  
HETATM   31  O13 UNL     1       1.845  -0.252  -2.409  1.00  0.00           O  
HETATM   32  C16 UNL     1       3.887  -1.157  -1.657  1.00  0.00           C  
HETATM   33  O14 UNL     1       4.477  -2.390  -1.405  1.00  0.00           O  
HETATM   34  C17 UNL     1       6.263   0.504  -0.568  1.00  0.00           C  
HETATM   35  O15 UNL     1       5.874   1.189  -1.569  1.00  0.00           O  
HETATM   36  N3  UNL     1       7.538   0.614  -0.226  1.00  0.00           N  
HETATM   37  H1  UNL     1       9.973  -0.817   1.221  1.00  0.00           H  
HETATM   38  H2  UNL     1       9.810   0.943   1.475  1.00  0.00           H  
HETATM   39  H3  UNL     1       7.546  -1.448   2.348  1.00  0.00           H  
HETATM   40  H4  UNL     1       5.137  -1.625   1.663  1.00  0.00           H  
HETATM   41  H5  UNL     1       3.687   0.725  -0.563  1.00  0.00           H  
HETATM   42  H6  UNL     1       1.750  -2.319   0.051  1.00  0.00           H  
HETATM   43  H7  UNL     1       0.686  -0.318   1.068  1.00  0.00           H  
HETATM   44  H8  UNL     1      -0.052  -0.768  -0.491  1.00  0.00           H  
HETATM   45  H9  UNL     1      -2.571   1.509   1.878  1.00  0.00           H  
HETATM   46  H10 UNL     1      -1.636   0.192   1.200  1.00  0.00           H  
HETATM   47  H11 UNL     1      -3.240  -0.987   2.256  1.00  0.00           H  
HETATM   48  H12 UNL     1      -4.356   1.274   2.690  1.00  0.00           H  
HETATM   49  H13 UNL     1      -3.430  -1.644   0.055  1.00  0.00           H  
HETATM   50  H14 UNL     1      -5.367  -2.637   0.226  1.00  0.00           H  
HETATM   51  H15 UNL     1      -4.676  -0.873  -1.632  1.00  0.00           H  
HETATM   52  H16 UNL     1      -6.036   1.385  -0.206  1.00  0.00           H  
HETATM   53  H17 UNL     1      -6.546   0.146  -2.702  1.00  0.00           H  
HETATM   54  H18 UNL     1      -7.178  -0.639   0.696  1.00  0.00           H  
HETATM   55  H19 UNL     1      -7.437  -1.202  -1.050  1.00  0.00           H  
HETATM   56  H20 UNL     1      -8.046   1.403  -0.163  1.00  0.00           H  
HETATM   57  H21 UNL     1       2.069  -2.255  -2.190  1.00  0.00           H  
HETATM   58  H22 UNL     1       2.527   0.410  -2.689  1.00  0.00           H  
HETATM   59  H23 UNL     1       4.294  -0.656  -2.548  1.00  0.00           H  
HETATM   60  H24 UNL     1       5.200  -2.611  -2.042  1.00  0.00           H  
CONECT    1    2   37   38
CONECT    2    3   36   36
CONECT    3    4    4   39
CONECT    4    5   40
CONECT    5    6   34
CONECT    6    7   32   41
CONECT    7    8
CONECT    8    9   30   42
CONECT    9   10   43   44
CONECT   10   11
CONECT   11   12   12   13   14
CONECT   14   15
CONECT   15   16   19   29
CONECT   16   17   17   18
CONECT   19   20   45   46
CONECT   20   21   22   47
CONECT   21   48
CONECT   22   23   24   49
CONECT   23   50
CONECT   24   25   29   51
CONECT   25   26   27   52
CONECT   26   53
CONECT   27   28   54   55
CONECT   28   56
CONECT   30   31   32   57
CONECT   31   58
CONECT   32   33   59
CONECT   33   60
CONECT   34   35   35   36
END

HMDB0304292
     RDKit          3D
CMP-3-deoxy-D-manno-octulosonate
 60 62  0  0  0  0  0  0  0  0999 V2000
    9.3924    0.0256    1.2052 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0345   -0.0724    0.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1481   -0.8959    1.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8295   -0.9831    1.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3759   -0.2798    0.0759 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0293   -0.3046   -0.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1418   -0.9185    0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0298   -1.2830   -0.2314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8577   -0.3532   -0.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1033    0.9278   -0.4391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2977    1.8966   -0.2012 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.4212    2.1857    1.2584 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1315    3.3752   -0.9752 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.6267    1.2619   -0.9257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8391    1.3175   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1307    2.7781   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1428    3.1492    0.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3288    3.7427   -0.5601 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.6133    0.7039    1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6982   -0.2386    1.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6631    0.3902    2.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2980   -0.9906    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2308   -1.8872    0.8579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6628   -0.1425   -0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0158    0.4540   -0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2885    0.9045   -2.1243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1761   -0.3686   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3085    0.4942   -0.4747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7027    0.7268   -1.0803 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3787   -1.3120   -1.6997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8451   -0.2523   -2.4085 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8867   -1.1568   -1.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4769   -2.3898   -1.4051 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2627    0.5042   -0.5683 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8741    1.1893   -1.5688 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5380    0.6138   -0.2255 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9732   -0.8171    1.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8105    0.9426    1.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5461   -1.4478    2.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1375   -1.6247    1.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868    0.7255   -0.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503   -2.3186    0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6858   -0.3181    1.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517   -0.7680   -0.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706    1.5094    1.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6360    0.1916    1.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2403   -0.9870    2.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3560    1.2735    2.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4302   -1.6444    0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3669   -2.6374    0.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6757   -0.8731   -1.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0364    1.3850   -0.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5462    0.1462   -2.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1778   -0.6385    0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4366   -1.2023   -1.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0462    1.4031   -0.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0693   -2.2551   -2.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5266    0.4099   -2.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2937   -0.6562   -2.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1998   -2.6106   -2.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 24 29  1  0
  8 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
  5 34  1  0
 34 35  2  0
 34 36  1  0
 36  2  2  0
 32  6  1  0
 29 15  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  4 40  1  0
  6 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  0
 30 57  1  0
 31 58  1  0
 32 59  1  0
 33 60  1  0
M  CHG  2  13  -1  18  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[({[3,4-dihydroxy-5-(4-imino-2-oxido-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]-6-(1,2-dihydroxyethyl)-4,5-dihydroxyoxane-2-carboxylic acid	Generator
CMP-3-Deoxy-D-manno-octulosonic acid	Generator

Chemical Formula

C₁₇H₂₄N₃O₁₅P

Average Molecular Weight

541.36

Monoisotopic Molecular Weight

541.095601243

IUPAC Name

2-[({[5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphinato)oxy]-6-(1,2-dihydroxyethyl)-4,5-dihydroxyoxane-2-carboxylate

Traditional Name

2-({[5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxyphosphinato}oxy)-6-(1,2-dihydroxyethyl)-4,5-dihydroxyoxane-2-carboxylate

CAS Registry Number

Not Available

SMILES

NC1=NC(=O)N(C=C1)C1OC(COP([O-])(=O)OC2(CC(O)C(O)C(O2)C(O)CO)C([O-])=O)C(O)C1O

InChI Identifier

InChI=1S/C17H26N3O15P/c18-9-1-2-20(16(29)19-9)14-12(26)11(25)8(33-14)5-32-36(30,31)35-17(15(27)28)3-6(22)10(24)13(34-17)7(23)4-21/h1-2,6-8,10-14,21-26H,3-5H2,(H,27,28)(H,30,31)(H2,18,19,29)/p-2

InChI Key

YWWJKULNWGRYAS-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine nucleotide sugars

Direct Parent

Pyrimidine nucleotide sugars

Alternative Parents

Substituents

Pyrimidine nucleotide sugar
Pyrimidine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
C-glucuronide
C-glycosyl compound
N-glycosyl compound
Glycosyl compound
Monosaccharide phosphate
Aminopyrimidine
Pyrimidone
Dialkyl phosphate
Monosaccharide
Organic phosphoric acid derivative
Imidolactam
Alkyl phosphate
Phosphoric acid ester
Oxane
Pyrimidine
Hydropyrimidine
Pyran
Heteroaromatic compound
Tetrahydrofuran
Amino acid or derivatives
Amino acid
Secondary alcohol
Azacycle
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Alcohol
Amine
Organonitrogen compound
Organooxygen compound
Primary alcohol
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

a purine ribonucleoside (CMP-KDO )
a base derivative (CMP-KDO )

Ontology

Not Available

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

CMP-3-Deoxy-D-Manno-Octulosonate (CMP-Kdo) Biosynthesis (PathBank: SMP0012057)

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	-2.4	ALOGPS
logP	-4.8	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	1.48	ChemAxon
pKa (Strongest Basic)	-0.22	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	297.25 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	118.07 m³·mol⁻¹	ChemAxon
Polarizability	46.07 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
AllCCS	[M+H]+	213.647	32859911
AllCCS	[M+H-H2O]+	211.986	32859911
AllCCS	[M+Na]+	215.582	32859911
AllCCS	[M+NH4]+	215.155	32859911
AllCCS	[M-H]-	204.811	32859911
AllCCS	[M+Na-2H]-	204.935	32859911
AllCCS	[M+HCOO]-	205.233	32859911
DeepCCS	[M+H]+	204.56	30932474
DeepCCS	[M-H]-	202.165	30932474
DeepCCS	[M-2H]-	235.049	30932474
DeepCCS	[M+Na]+	210.414	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030737

KNApSAcK ID

Not Available

Chemspider ID

24785364

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74413916

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

Not Available

Showing metabocard for CMP-3-deoxy-D-manno-octulosonate (HMDB0304292)

MOL for HMDB0304292 (CMP-3-deoxy-D-manno-octulosonate)

3D MOL for HMDB0304292 (CMP-3-deoxy-D-manno-octulosonate)

3D SDF for HMDB0304292 (CMP-3-deoxy-D-manno-octulosonate)

3D-SDF for HMDB0304292 (CMP-3-deoxy-D-manno-octulosonate)

PDB for HMDB0304292 (CMP-3-deoxy-D-manno-octulosonate)

3D PDB for HMDB0304292 (CMP-3-deoxy-D-manno-octulosonate)

SMILES for HMDB0304292 (CMP-3-deoxy-D-manno-octulosonate)

INCHI for HMDB0304292 (CMP-3-deoxy-D-manno-octulosonate)

Structure for HMDB0304292 (CMP-3-deoxy-D-manno-octulosonate)

3D Structure for HMDB0304292 (CMP-3-deoxy-D-manno-octulosonate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices