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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2007-05-23 01:15:31 UTC

Update Date

2022-03-07 02:49:31 UTC

HMDB ID

HMDB0006345

Secondary Accession Numbers

HMDB06345

Metabolite Identification

Common Name

L-Citramalyl-CoA

Description

L-Citramalyl-CoA is an intermediate in C5-Branched dibasic acid metabolism. L-Citramalyl-CoA is the 3rd to last step in the synthesis of (R)-Acetoin and is converted from L-Citramalate via the enzyme citramalate CoA-transferase (EC 2.8.3.7). It is then converted to Pyruvate via the enzyme citramalate-CoA lyase (EC 4.1.3.25).

Structure

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


  Mrv0541 02231220382D          

 58 60  0  0  1  0            999 V2000
   38.0663   -8.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0663   -9.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9892   -7.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9123   -8.4653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9123   -9.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9892  -10.0640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0527   -8.1359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4262   -8.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0527   -9.8604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.9892   -7.0036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6073  -11.9896    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   35.3832  -11.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0049  -11.1680    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   35.9952  -10.5443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.0173  -11.1301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   36.6003  -12.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3397  -12.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9971  -10.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8462  -10.2043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2833  -12.5610    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   34.2833  -11.6966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4052  -12.8625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8997  -13.5352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9406   -9.7796    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   32.9406   -8.9150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0076  -10.2318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5569  -10.7537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1019   -9.8070    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   31.1019   -8.9424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1689  -10.2592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7183  -10.7810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4602   -9.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1577  -10.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8604   -9.8334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5579  -10.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2605   -9.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9582  -10.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6607   -9.8507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3583  -10.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0609   -9.8593    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   28.7635  -10.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4660   -9.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2945  -10.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2674  -10.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3534  -11.0675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6234   -9.2488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5136   -9.2488    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.5529  -11.0503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7575  -10.2248    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.9677  -10.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6678   -9.8202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.3679  -10.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0575   -9.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9677  -11.0328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2675   -9.8202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0577   -9.0179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2023   -9.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1888   -8.9712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  2  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9  2  1  0  0  0  0
  3 10  1  0  0  0  0
 11 12  1  1  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 11  1  1  0  0  0
 11 16  1  0  0  0  0
 12 17  1  0  0  0  0
 15  9  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  2  0  0  0  0
 20 17  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 24 25  2  0  0  0  0
 24 19  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 28 29  2  0  0  0  0
 28 26  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 33 32  1  0  0  0  0
 34 33  1  0  0  0  0
 35 34  1  0  0  0  0
 36 35  1  0  0  0  0
 37 36  1  0  0  0  0
 38 37  1  0  0  0  0
 39 38  1  0  0  0  0
 40 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 41  1  0  0  0  0
 30 42  1  0  0  0  0
 41 43  1  0  0  0  0
 41 44  1  0  0  0  0
 39 45  2  0  0  0  0
 40 46  1  6  0  0  0
 40 47  1  1  0  0  0
 35 48  2  0  0  0  0
 32 49  1  0  0  0  0
 51 50  1  0  0  0  0
 52 51  1  0  0  0  0
 53 52  1  0  0  0  0
 54 50  2  0  0  0  0
 55 50  1  0  0  0  0
 56 53  2  0  0  0  0
 49 53  1  0  0  0  0
 51 57  1  6  0  0  0
 51 58  1  1  0  0  0
M  END

HMDB0006345
     RDKit          3D
L-Citramalyl-CoA
 99101  0  0  0  0  0  0  0  0999 V2000
    1.2413   -1.8157   -2.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4692   -0.4145   -2.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8842    0.5647   -3.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1612    0.0497   -1.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8249    0.0762   -2.5743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3213    0.5351   -1.9943 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.3438    0.6594   -3.0825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8315   -0.6524   -0.8767 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2427    1.9901   -1.1548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8073    2.3941   -0.6213 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.4854    3.1461   -1.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7570    3.4084    0.7252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6950    1.0303   -0.2442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4808    1.1566    0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1969   -0.1330    1.1077 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0200   -0.1303    2.2344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8026   -1.2707    2.1480 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.1583   -1.0380    2.5964 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -1.9532    3.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1910   -1.4083    3.4290 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1316   -0.1001    3.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0815    0.9054    3.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3734    0.6591    3.7571 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6816    2.1382    2.7998 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4437    2.3328    2.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5432    1.3417    2.1950 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8731    0.1206    2.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8673   -1.6783    0.6871 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.1437   -1.8899    0.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2210   -0.4484    0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6692   -0.7169   -1.1827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3903    0.2750   -2.3418 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.3856    1.0581   -3.1450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4245    1.4240   -1.6269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3643   -0.6679   -3.3823 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482   -0.5490   -1.1490 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0294   -1.4274   -0.1702 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6911   -1.2960   -1.7909 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4119   -0.7764   -2.6821 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9713   -2.6194   -1.3905 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0291   -3.4115   -1.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4086   -2.8694   -1.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7483   -2.6807   -0.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8228   -2.7746    0.5038 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0870   -2.4083    0.0522 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4246   -2.2056    1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6844   -0.9514    1.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2876    0.4365    0.9095 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.9750    0.7754    1.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4750    0.1837    2.2794 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7725    1.7687    0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4865    2.7020    1.5715 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3687    1.8786    2.4550 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4716    3.3091    2.3198 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2378    3.6735    0.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2053    3.3078    0.0783 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8616    5.0004    0.7689 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2846   -2.5807   -1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2202   -1.8788   -3.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0052   -2.0667   -3.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0812    0.0401   -4.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7877    1.1450   -2.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0972    1.3189   -3.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1161   -0.6754   -0.7951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2767    1.0704   -1.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1207   -0.7778   -0.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2967    4.2684    0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9497    1.5311    1.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2668    1.9185    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5060   -1.0098    1.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3482   -2.0687    2.7708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7437   -2.9963    3.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2103    1.0568    3.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4861    0.0962    4.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1515    3.3220    1.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1955   -2.5402    0.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1440   -2.7609   -0.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0015    0.3346   -0.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1847    1.6540   -2.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9865   -0.1008   -3.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8695    0.4158   -0.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8581   -0.9053    0.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3703   -3.0508   -0.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8867   -3.5580   -3.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0068   -4.4499   -1.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1154   -3.6199   -2.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5327   -1.9219   -2.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8290   -2.3534   -0.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5023   -2.0405    1.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0426   -3.0985    2.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6135   -1.0634    1.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8899   -0.7765    3.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1008    2.4205   -0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5474    1.2530   -0.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8548    1.6303    3.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7104    0.9320    2.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2817    2.4837    2.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9120    3.8040    1.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0322    5.5851   -0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 17 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
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 30 15  1  0
 27 18  1  0
 27 21  1  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  3 61  1  0
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  3 63  1  0
  4 64  1  0
  4 65  1  0
  8 66  1  0
 12 67  1  0
 14 68  1  0
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 15 70  1  1
 17 71  1  1
 19 72  1  0
 23 73  1  0
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 25 75  1  0
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 51 93  1  0
 51 94  1  0
 53 95  1  0
 53 96  1  0
 53 97  1  0
 54 98  1  0
 57 99  1  0
M  END


  Mrv0541 02231220382D          

 58 60  0  0  1  0            999 V2000
   38.0663   -8.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0663   -9.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9892   -7.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9123   -8.4653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9123   -9.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9892  -10.0640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0527   -8.1359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4262   -8.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0527   -9.8604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.9892   -7.0036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6073  -11.9896    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   35.3832  -11.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0049  -11.1680    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   35.9952  -10.5443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.0173  -11.1301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   36.6003  -12.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3397  -12.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9971  -10.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8462  -10.2043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2833  -12.5610    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   34.2833  -11.6966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4052  -12.8625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8997  -13.5352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9406   -9.7796    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   32.9406   -8.9150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0076  -10.2318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5569  -10.7537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1019   -9.8070    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   31.1019   -8.9424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1689  -10.2592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7183  -10.7810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4602   -9.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1577  -10.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8604   -9.8334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5579  -10.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2605   -9.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9582  -10.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6607   -9.8507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3583  -10.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0609   -9.8593    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   28.7635  -10.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4660   -9.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2945  -10.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2674  -10.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3534  -11.0675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6234   -9.2488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5136   -9.2488    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.5529  -11.0503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7575  -10.2248    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.9677  -10.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6678   -9.8202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.3679  -10.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0575   -9.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9677  -11.0328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2675   -9.8202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0577   -9.0179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2023   -9.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1888   -8.9712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  2  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9  2  1  0  0  0  0
  3 10  1  0  0  0  0
 11 12  1  1  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 11  1  1  0  0  0
 11 16  1  0  0  0  0
 12 17  1  0  0  0  0
 15  9  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  2  0  0  0  0
 20 17  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 24 25  2  0  0  0  0
 24 19  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 28 29  2  0  0  0  0
 28 26  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 33 32  1  0  0  0  0
 34 33  1  0  0  0  0
 35 34  1  0  0  0  0
 36 35  1  0  0  0  0
 37 36  1  0  0  0  0
 38 37  1  0  0  0  0
 39 38  1  0  0  0  0
 40 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 41  1  0  0  0  0
 30 42  1  0  0  0  0
 41 43  1  0  0  0  0
 41 44  1  0  0  0  0
 39 45  2  0  0  0  0
 40 46  1  6  0  0  0
 40 47  1  1  0  0  0
 35 48  2  0  0  0  0
 32 49  1  0  0  0  0
 51 50  1  0  0  0  0
 52 51  1  0  0  0  0
 53 52  1  0  0  0  0
 54 50  2  0  0  0  0
 55 50  1  0  0  0  0
 56 53  2  0  0  0  0
 49 53  1  0  0  0  0
 51 57  1  6  0  0  0
 51 58  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0006345

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@](O)(C(=O)NCCC(=O)NCCSC(=O)C[C@](C)(O)C(O)=O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@@H](O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C26H42N7O20P3S/c1-25(2,19(37)22(38)29-5-4-14(34)28-6-7-57-15(35)8-26(3,41)24(39)40)10-50-56(47,48)53-55(45,46)49-9-13-18(52-54(42,43)44)17(36)23(51-13)33-12-32-16-20(27)30-11-31-21(16)33/h11-13,17-19,23,36-37,41H,4-10H2,1-3H3,(H,28,34)(H,29,38)(H,39,40)(H,45,46)(H,47,48)(H2,27,30,31)(H2,42,43,44)/t13-,17+,18?,19+,23-,26+/m1/s1

> <INCHI_KEY>
XYGOWHUIVNMEIA-KKAINBEZSA-N

> <FORMULA>
C26H42N7O20P3S

> <MOLECULAR_WEIGHT>
897.633

> <EXACT_MASS>
897.141817045

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
78.30823781450394

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-4-[(2-{3-[(2R)-3-[({[({[(2R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-2-hydroxy-2-methyl-4-oxobutanoic acid

> <ALOGPS_LOGP>
-0.48

> <JCHEM_LOGP>
-7.445084639089217

> <ALOGPS_LOGS>
-2.33

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.822306096161392

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8240401672165274

> <JCHEM_PKA_STRONGEST_BASIC>
4.956401122609538

> <JCHEM_POLAR_SURFACE_AREA>
421.1599999999999

> <JCHEM_REFRACTIVITY>
189.15280000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.20e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4-[(2-{3-[(2R)-3-{[({[(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-2-hydroxy-2-methyl-4-oxobutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006345
     RDKit          3D
L-Citramalyl-CoA
 99101  0  0  0  0  0  0  0  0999 V2000
    1.2413   -1.8157   -2.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4692   -0.4145   -2.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8842    0.5647   -3.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1612    0.0497   -1.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8249    0.0762   -2.5743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3213    0.5351   -1.9943 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.3438    0.6594   -3.0825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8315   -0.6524   -0.8767 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2427    1.9901   -1.1548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8073    2.3941   -0.6213 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.4854    3.1461   -1.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7570    3.4084    0.7252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6950    1.0303   -0.2442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4808    1.1566    0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1969   -0.1330    1.1077 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0200   -0.1303    2.2344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8026   -1.2707    2.1480 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.1583   -1.0380    2.5964 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -1.9532    3.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1910   -1.4083    3.4290 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1316   -0.1001    3.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0815    0.9054    3.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3734    0.6591    3.7571 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6816    2.1382    2.7998 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4437    2.3328    2.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5432    1.3417    2.1950 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8731    0.1206    2.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8673   -1.6783    0.6871 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.1437   -1.8899    0.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2210   -0.4484    0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6692   -0.7169   -1.1827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3903    0.2750   -2.3418 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.3856    1.0581   -3.1450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4245    1.4240   -1.6269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3643   -0.6679   -3.3823 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482   -0.5490   -1.1490 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0294   -1.4274   -0.1702 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6911   -1.2960   -1.7909 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4119   -0.7764   -2.6821 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9713   -2.6194   -1.3905 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0291   -3.4115   -1.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4086   -2.8694   -1.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7483   -2.6807   -0.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8228   -2.7746    0.5038 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0870   -2.4083    0.0522 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4246   -2.2056    1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6844   -0.9514    1.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2876    0.4365    0.9095 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.9750    0.7754    1.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4750    0.1837    2.2794 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7725    1.7687    0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4865    2.7020    1.5715 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3687    1.8786    2.4550 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4716    3.3091    2.3198 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2378    3.6735    0.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2053    3.3078    0.0783 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8616    5.0004    0.7689 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2846   -2.5807   -1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2202   -1.8788   -3.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0052   -2.0667   -3.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0812    0.0401   -4.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7877    1.1450   -2.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0972    1.3189   -3.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1161   -0.6754   -0.7951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2767    1.0704   -1.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1207   -0.7778   -0.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2967    4.2684    0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9497    1.5311    1.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2668    1.9185    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
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   12.0322    5.5851   -0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 57 99  1  0
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  C   UNK     0      71.057 -15.802   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      71.057 -17.791   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      72.780 -14.807   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      74.503 -15.802   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      74.503 -17.791   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      72.780 -18.786   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      69.165 -15.187   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      67.996 -16.797   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      69.165 -18.406   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      72.780 -13.073   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      68.334 -22.381   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      66.049 -22.381   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      65.342 -20.847   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      67.191 -19.683   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      69.099 -20.776   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      68.321 -24.061   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      65.967 -24.061   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      65.328 -19.048   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      63.180 -19.048   0.000  0.00  0.00           O+0
HETATM   20  P   UNK     0      63.996 -23.447   0.000  0.00  0.00           P+0
HETATM   21  O   UNK     0      63.996 -21.834   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      62.356 -24.010   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      63.279 -25.266   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0      61.489 -18.255   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0      61.489 -16.641   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      59.747 -19.099   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      60.773 -20.074   0.000  0.00  0.00           O+0
HETATM   28  P   UNK     0      58.057 -18.306   0.000  0.00  0.00           P+0
HETATM   29  O   UNK     0      58.057 -16.693   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      56.315 -19.150   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      57.341 -20.125   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      41.926 -18.340   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      43.228 -19.102   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0      44.539 -18.356   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0      45.842 -19.118   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      47.153 -18.372   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      48.455 -19.134   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0      49.767 -18.388   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      51.069 -19.150   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      52.380 -18.404   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      53.692 -19.150   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      55.003 -18.404   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      52.816 -20.180   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      54.632 -20.231   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      51.060 -20.659   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      53.430 -17.264   0.000  0.00  0.00           O+0
HETATM   47  H   UNK     0      51.359 -17.264   0.000  0.00  0.00           H+0
HETATM   48  O   UNK     0      45.832 -20.627   0.000  0.00  0.00           O+0
HETATM   49  S   UNK     0      40.614 -19.086   0.000  0.00  0.00           S+0
HETATM   50  C   UNK     0      35.406 -19.085   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      36.713 -18.331   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      38.020 -19.085   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      39.307 -18.332   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      35.406 -20.595   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      34.099 -18.331   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      39.308 -16.833   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      35.844 -16.823   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      37.686 -16.746   0.000  0.00  0.00           O+0
CONECT    1    2    3    7                                                  
CONECT    2    1    6    9                                                  
CONECT    3    1    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    2                                                       
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    2   15                                                  
CONECT   10    3                                                            
CONECT   11   12   15   16                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   11    9                                                  
CONECT   16   11                                                            
CONECT   17   12   20                                                       
CONECT   18   13   19                                                       
CONECT   19   18   24                                                       
CONECT   20   21   17   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24   25   19   26   27                                             
CONECT   25   24                                                            
CONECT   26   24   28                                                       
CONECT   27   24                                                            
CONECT   28   29   26   30   31                                             
CONECT   29   28                                                            
CONECT   30   28   42                                                       
CONECT   31   28                                                            
CONECT   32   33   49                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   48                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   45                                                  
CONECT   40   39   41   46   47                                             
CONECT   41   40   42   43   44                                             
CONECT   42   41   30                                                       
CONECT   43   41                                                            
CONECT   44   41                                                            
CONECT   45   39                                                            
CONECT   46   40                                                            
CONECT   47   40                                                            
CONECT   48   35                                                            
CONECT   49   32   53                                                       
CONECT   50   51   54   55                                                  
CONECT   51   50   52   57   58                                             
CONECT   52   51   53                                                       
CONECT   53   52   56   49                                                  
CONECT   54   50                                                            
CONECT   55   50                                                            
CONECT   56   53                                                            
CONECT   57   51                                                            
CONECT   58   51                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  120    0
END

COMPND    HMDB0006345
HETATM    1  C1  UNL     1       1.241  -1.816  -2.777  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.469  -0.415  -2.211  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.884   0.565  -3.263  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.161   0.050  -1.596  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.825   0.076  -2.574  1.00  0.00           O  
HETATM    6  P1  UNL     1      -2.321   0.535  -1.994  1.00  0.00           P  
HETATM    7  O2  UNL     1      -3.344   0.659  -3.082  1.00  0.00           O  
HETATM    8  O3  UNL     1      -2.832  -0.652  -0.877  1.00  0.00           O  
HETATM    9  O4  UNL     1      -2.243   1.990  -1.155  1.00  0.00           O  
HETATM   10  P2  UNL     1      -3.807   2.394  -0.621  1.00  0.00           P  
HETATM   11  O5  UNL     1      -4.485   3.146  -1.768  1.00  0.00           O  
HETATM   12  O6  UNL     1      -3.757   3.408   0.725  1.00  0.00           O  
HETATM   13  O7  UNL     1      -4.695   1.030  -0.244  1.00  0.00           O  
HETATM   14  C5  UNL     1      -5.481   1.157   0.898  1.00  0.00           C  
HETATM   15  C6  UNL     1      -6.197  -0.133   1.108  1.00  0.00           C  
HETATM   16  O8  UNL     1      -7.020  -0.130   2.234  1.00  0.00           O  
HETATM   17  C7  UNL     1      -7.803  -1.271   2.148  1.00  0.00           C  
HETATM   18  N1  UNL     1      -9.158  -1.038   2.596  1.00  0.00           N  
HETATM   19  C8  UNL     1     -10.003  -1.953   3.117  1.00  0.00           C  
HETATM   20  N2  UNL     1     -11.191  -1.408   3.429  1.00  0.00           N  
HETATM   21  C9  UNL     1     -11.132  -0.100   3.108  1.00  0.00           C  
HETATM   22  C10 UNL     1     -12.081   0.905   3.228  1.00  0.00           C  
HETATM   23  N3  UNL     1     -13.373   0.659   3.757  1.00  0.00           N  
HETATM   24  N4  UNL     1     -11.682   2.138   2.800  1.00  0.00           N  
HETATM   25  C11 UNL     1     -10.444   2.333   2.300  1.00  0.00           C  
HETATM   26  N5  UNL     1      -9.543   1.342   2.195  1.00  0.00           N  
HETATM   27  C12 UNL     1      -9.873   0.121   2.594  1.00  0.00           C  
HETATM   28  C13 UNL     1      -7.867  -1.678   0.687  1.00  0.00           C  
HETATM   29  O9  UNL     1      -9.144  -1.890   0.226  1.00  0.00           O  
HETATM   30  C14 UNL     1      -7.221  -0.448   0.035  1.00  0.00           C  
HETATM   31  O10 UNL     1      -6.669  -0.717  -1.183  1.00  0.00           O  
HETATM   32  P3  UNL     1      -7.390   0.275  -2.342  1.00  0.00           P  
HETATM   33  O11 UNL     1      -6.386   1.058  -3.145  1.00  0.00           O  
HETATM   34  O12 UNL     1      -8.424   1.424  -1.627  1.00  0.00           O  
HETATM   35  O13 UNL     1      -8.364  -0.668  -3.382  1.00  0.00           O  
HETATM   36  C15 UNL     1       2.548  -0.549  -1.149  1.00  0.00           C  
HETATM   37  O14 UNL     1       2.029  -1.427  -0.170  1.00  0.00           O  
HETATM   38  C16 UNL     1       3.691  -1.296  -1.791  1.00  0.00           C  
HETATM   39  O15 UNL     1       4.412  -0.776  -2.682  1.00  0.00           O  
HETATM   40  N6  UNL     1       3.971  -2.619  -1.390  1.00  0.00           N  
HETATM   41  C17 UNL     1       5.029  -3.411  -1.943  1.00  0.00           C  
HETATM   42  C18 UNL     1       6.409  -2.869  -1.776  1.00  0.00           C  
HETATM   43  C19 UNL     1       6.748  -2.681  -0.324  1.00  0.00           C  
HETATM   44  O16 UNL     1       5.823  -2.775   0.504  1.00  0.00           O  
HETATM   45  N7  UNL     1       8.087  -2.408   0.052  1.00  0.00           N  
HETATM   46  C20 UNL     1       8.425  -2.206   1.461  1.00  0.00           C  
HETATM   47  C21 UNL     1       7.684  -0.951   1.931  1.00  0.00           C  
HETATM   48  S1  UNL     1       8.288   0.437   0.909  1.00  0.00           S  
HETATM   49  C22 UNL     1       9.975   0.775   1.344  1.00  0.00           C  
HETATM   50  O17 UNL     1      10.475   0.184   2.279  1.00  0.00           O  
HETATM   51  C23 UNL     1      10.773   1.769   0.585  1.00  0.00           C  
HETATM   52  C24 UNL     1      11.487   2.702   1.571  1.00  0.00           C  
HETATM   53  C25 UNL     1      12.369   1.879   2.455  1.00  0.00           C  
HETATM   54  O18 UNL     1      10.472   3.309   2.320  1.00  0.00           O  
HETATM   55  C26 UNL     1      12.238   3.674   0.763  1.00  0.00           C  
HETATM   56  O19 UNL     1      13.205   3.308   0.078  1.00  0.00           O  
HETATM   57  O20 UNL     1      11.862   5.000   0.769  1.00  0.00           O  
HETATM   58  H1  UNL     1       1.285  -2.581  -1.995  1.00  0.00           H  
HETATM   59  H2  UNL     1       0.220  -1.879  -3.241  1.00  0.00           H  
HETATM   60  H3  UNL     1       2.005  -2.067  -3.542  1.00  0.00           H  
HETATM   61  H4  UNL     1       2.081   0.040  -4.245  1.00  0.00           H  
HETATM   62  H5  UNL     1       2.788   1.145  -2.948  1.00  0.00           H  
HETATM   63  H6  UNL     1       1.097   1.319  -3.521  1.00  0.00           H  
HETATM   64  H7  UNL     1      -0.116  -0.675  -0.795  1.00  0.00           H  
HETATM   65  H8  UNL     1       0.277   1.070  -1.140  1.00  0.00           H  
HETATM   66  H9  UNL     1      -2.121  -0.778  -0.182  1.00  0.00           H  
HETATM   67  H10 UNL     1      -3.297   4.268   0.500  1.00  0.00           H  
HETATM   68  H11 UNL     1      -4.950   1.531   1.774  1.00  0.00           H  
HETATM   69  H12 UNL     1      -6.267   1.918   0.630  1.00  0.00           H  
HETATM   70  H13 UNL     1      -5.506  -1.010   1.173  1.00  0.00           H  
HETATM   71  H14 UNL     1      -7.348  -2.069   2.771  1.00  0.00           H  
HETATM   72  H15 UNL     1      -9.744  -2.996   3.259  1.00  0.00           H  
HETATM   73  H16 UNL     1     -14.210   1.057   3.285  1.00  0.00           H  
HETATM   74  H17 UNL     1     -13.486   0.096   4.596  1.00  0.00           H  
HETATM   75  H18 UNL     1     -10.151   3.322   1.966  1.00  0.00           H  
HETATM   76  H19 UNL     1      -7.196  -2.540   0.492  1.00  0.00           H  
HETATM   77  H20 UNL     1      -9.144  -2.761  -0.284  1.00  0.00           H  
HETATM   78  H21 UNL     1      -8.002   0.335  -0.033  1.00  0.00           H  
HETATM   79  H22 UNL     1      -9.185   1.654  -2.209  1.00  0.00           H  
HETATM   80  H23 UNL     1      -8.987  -0.101  -3.895  1.00  0.00           H  
HETATM   81  H24 UNL     1       2.869   0.416  -0.735  1.00  0.00           H  
HETATM   82  H25 UNL     1       1.858  -0.905   0.631  1.00  0.00           H  
HETATM   83  H26 UNL     1       3.370  -3.051  -0.645  1.00  0.00           H  
HETATM   84  H27 UNL     1       4.887  -3.558  -3.048  1.00  0.00           H  
HETATM   85  H28 UNL     1       5.007  -4.450  -1.509  1.00  0.00           H  
HETATM   86  H29 UNL     1       7.115  -3.620  -2.192  1.00  0.00           H  
HETATM   87  H30 UNL     1       6.533  -1.922  -2.335  1.00  0.00           H  
HETATM   88  H31 UNL     1       8.829  -2.353  -0.675  1.00  0.00           H  
HETATM   89  H32 UNL     1       9.502  -2.041   1.590  1.00  0.00           H  
HETATM   90  H33 UNL     1       8.043  -3.098   2.001  1.00  0.00           H  
HETATM   91  H34 UNL     1       6.614  -1.063   1.751  1.00  0.00           H  
HETATM   92  H35 UNL     1       7.890  -0.777   3.007  1.00  0.00           H  
HETATM   93  H36 UNL     1      10.101   2.421  -0.020  1.00  0.00           H  
HETATM   94  H37 UNL     1      11.547   1.253  -0.018  1.00  0.00           H  
HETATM   95  H38 UNL     1      11.855   1.630   3.415  1.00  0.00           H  
HETATM   96  H39 UNL     1      12.710   0.932   2.022  1.00  0.00           H  
HETATM   97  H40 UNL     1      13.282   2.484   2.711  1.00  0.00           H  
HETATM   98  H41 UNL     1       9.912   3.804   1.652  1.00  0.00           H  
HETATM   99  H42 UNL     1      12.032   5.585  -0.044  1.00  0.00           H  
CONECT    1    2   58   59   60
CONECT    2    3    4   36
CONECT    3   61   62   63
CONECT    4    5   64   65
CONECT    5    6
CONECT    6    7    7    8    9
CONECT    8   66
CONECT    9   10
CONECT   10   11   11   12   13
CONECT   12   67
CONECT   13   14
CONECT   14   15   68   69
CONECT   15   16   30   70
CONECT   16   17
CONECT   17   18   28   71
CONECT   18   19   27
CONECT   19   20   20   72
CONECT   20   21
CONECT   21   22   22   27
CONECT   22   23   24
CONECT   23   73   74
CONECT   24   25   25
CONECT   25   26   75
CONECT   26   27   27
CONECT   28   29   30   76
CONECT   29   77
CONECT   30   31   78
CONECT   31   32
CONECT   32   33   33   34   35
CONECT   34   79
CONECT   35   80
CONECT   36   37   38   81
CONECT   37   82
CONECT   38   39   39   40
CONECT   40   41   83
CONECT   41   42   84   85
CONECT   42   43   86   87
CONECT   43   44   44   45
CONECT   45   46   88
CONECT   46   47   89   90
CONECT   47   48   91   92
CONECT   48   49
CONECT   49   50   50   51
CONECT   51   52   93   94
CONECT   52   53   54   55
CONECT   53   95   96   97
CONECT   54   98
CONECT   55   56   56   57
CONECT   57   99
END

HMDB0006345
     RDKit          3D
L-Citramalyl-CoA
 99101  0  0  0  0  0  0  0  0999 V2000
    1.2413   -1.8157   -2.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4692   -0.4145   -2.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8842    0.5647   -3.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1612    0.0497   -1.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8249    0.0762   -2.5743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3213    0.5351   -1.9943 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.3438    0.6594   -3.0825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8315   -0.6524   -0.8767 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2427    1.9901   -1.1548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8073    2.3941   -0.6213 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.4854    3.1461   -1.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7570    3.4084    0.7252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6950    1.0303   -0.2442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4808    1.1566    0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1969   -0.1330    1.1077 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0200   -0.1303    2.2344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8026   -1.2707    2.1480 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.1583   -1.0380    2.5964 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -1.9532    3.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1910   -1.4083    3.4290 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1316   -0.1001    3.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0815    0.9054    3.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3734    0.6591    3.7571 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6816    2.1382    2.7998 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4437    2.3328    2.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5432    1.3417    2.1950 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8731    0.1206    2.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8673   -1.6783    0.6871 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.1437   -1.8899    0.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2210   -0.4484    0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6692   -0.7169   -1.1827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3903    0.2750   -2.3418 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.3856    1.0581   -3.1450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4245    1.4240   -1.6269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3643   -0.6679   -3.3823 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482   -0.5490   -1.1490 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0294   -1.4274   -0.1702 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6911   -1.2960   -1.7909 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4119   -0.7764   -2.6821 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9713   -2.6194   -1.3905 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0291   -3.4115   -1.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4086   -2.8694   -1.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7483   -2.6807   -0.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8228   -2.7746    0.5038 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0870   -2.4083    0.0522 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4246   -2.2056    1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6844   -0.9514    1.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2876    0.4365    0.9095 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.9750    0.7754    1.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4750    0.1837    2.2794 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7725    1.7687    0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4865    2.7020    1.5715 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3687    1.8786    2.4550 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4716    3.3091    2.3198 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2378    3.6735    0.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2053    3.3078    0.0783 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8616    5.0004    0.7689 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2846   -2.5807   -1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2202   -1.8788   -3.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0052   -2.0667   -3.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0812    0.0401   -4.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7877    1.1450   -2.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0972    1.3189   -3.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1161   -0.6754   -0.7951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2767    1.0704   -1.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1207   -0.7778   -0.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2967    4.2684    0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9497    1.5311    1.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2668    1.9185    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5060   -1.0098    1.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3482   -2.0687    2.7708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7437   -2.9963    3.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2103    1.0568    3.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4861    0.0962    4.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1515    3.3220    1.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1955   -2.5402    0.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1440   -2.7609   -0.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0015    0.3346   -0.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1847    1.6540   -2.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9865   -0.1008   -3.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8695    0.4158   -0.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8581   -0.9053    0.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3703   -3.0508   -0.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8867   -3.5580   -3.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0068   -4.4499   -1.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1154   -3.6199   -2.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5327   -1.9219   -2.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8290   -2.3534   -0.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5023   -2.0405    1.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0426   -3.0985    2.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6135   -1.0634    1.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8899   -0.7765    3.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1008    2.4205   -0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5474    1.2530   -0.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8548    1.6303    3.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7104    0.9320    2.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2817    2.4837    2.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9120    3.8040    1.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0322    5.5851   -0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 17 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 32 35  1  0
  2 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  2  0
 49 51  1  0
 51 52  1  0
 52 53  1  0
 52 54  1  1
 52 55  1  0
 55 56  2  0
 55 57  1  0
 30 15  1  0
 27 18  1  0
 27 21  1  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  3 61  1  0
  3 62  1  0
  3 63  1  0
  4 64  1  0
  4 65  1  0
  8 66  1  0
 12 67  1  0
 14 68  1  0
 14 69  1  0
 15 70  1  1
 17 71  1  1
 19 72  1  0
 23 73  1  0
 23 74  1  0
 25 75  1  0
 28 76  1  1
 29 77  1  0
 30 78  1  0
 34 79  1  0
 35 80  1  0
 36 81  1  1
 37 82  1  0
 40 83  1  0
 41 84  1  0
 41 85  1  0
 42 86  1  0
 42 87  1  0
 45 88  1  0
 46 89  1  0
 46 90  1  0
 47 91  1  0
 47 92  1  0
 51 93  1  0
 51 94  1  0
 53 95  1  0
 53 96  1  0
 53 97  1  0
 54 98  1  0
 57 99  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(3S)-Citramalyl-CoA	HMDB
(3S)-Citramalyl-coenzyme A	HMDB
(2S)-4-({2-[(3-{[(2R)-4-({[({[(2R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-2-hydroxy-2-methyl-4-oxobutanoate	Generator, HMDB
(2S)-4-({2-[(3-{[(2R)-4-({[({[(2R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulphanyl)-2-hydroxy-2-methyl-4-oxobutanoate	Generator, HMDB
(2S)-4-({2-[(3-{[(2R)-4-({[({[(2R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulphanyl)-2-hydroxy-2-methyl-4-oxobutanoic acid	Generator, HMDB

Chemical Formula

C₂₆H₄₂N₇O₂₀P₃S

Average Molecular Weight

897.633

Monoisotopic Molecular Weight

897.141817045

IUPAC Name

(2S)-4-[(2-{3-[(2R)-3-[({[({[(2R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-2-hydroxy-2-methyl-4-oxobutanoic acid

Traditional Name

(2S)-4-[(2-{3-[(2R)-3-{[({[(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-2-hydroxy-2-methyl-4-oxobutanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@](O)(C(=O)NCCC(=O)NCCSC(=O)C[C@](C)(O)C(O)=O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@@H](O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C26H42N7O20P3S/c1-25(2,19(37)22(38)29-5-4-14(34)28-6-7-57-15(35)8-26(3,41)24(39)40)10-50-56(47,48)53-55(45,46)49-9-13-18(52-54(42,43)44)17(36)23(51-13)33-12-32-16-20(27)30-11-31-21(16)33/h11-13,17-19,23,36-37,41H,4-10H2,1-3H3,(H,28,34)(H,29,38)(H,39,40)(H,45,46)(H,47,48)(H2,27,30,31)(H2,42,43,44)/t13-,17+,18?,19+,23-,26+/m1/s1

InChI Key

XYGOWHUIVNMEIA-KKAINBEZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-hydroxyacyl coas. These are organic compounds containing a 3-hydroxyl acylated coenzyme A derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

3-hydroxyacyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside 3',5'-bisphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Ribonucleoside 3'-phosphate
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Hydroxy fatty acid
Monoalkyl phosphate
Thia fatty acid
Imidolactam
Fatty amide
Alpha-hydroxy acid
Hydroxy acid
Alkyl phosphate
Monosaccharide
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Phosphoric acid ester
Pyrimidine
Tertiary alcohol
Imidazole
Azole
Heteroaromatic compound
Tetrahydrofuran
Carbothioic s-ester
Secondary carboxylic acid amide
Amino acid or derivatives
Amino acid
Secondary alcohol
Carboxamide group
Thiocarboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Sulfenyl compound
Organoheterocyclic compound
Azacycle
Thiocarboxylic acid or derivatives
Carboxylic acid
Oxacycle
Organopnictogen compound
Organic nitrogen compound
Alcohol
Amine
Carbonyl group
Primary amine
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0006345)
Membrane (HMDB: HMDB0006345)

Organelle

Mitochondria

Mitochondria (HMDB: HMDB0006345)

Biofluid or Excreta

Urine (HMDB: HMDB0006345)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006345)

Source

Endogenous

Endogenous (HMDB: HMDB0006345)

Animal

Animal (HMDB: HMDB0006345)

Exogenous

Food

Food (HMDB: HMDB0006345)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Guinea hen (FooDB: FOOD00373)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Velvet duck (FooDB: FOOD00427)
Ostrich (FooDB: FOOD00422)

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Lagomorph

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Bovine

Venison

Deer (FooDB: FOOD00524)
Elk (FooDB: FOOD00359)
Mule deer (FooDB: FOOD00348)

Caprae

Domestic goat (FooDB: FOOD00529)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0006345)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0006345)

Cellular process

Cell signaling (HMDB: HMDB0006345)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0006345)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0006345)

Nutrient

Nutrient (HMDB: HMDB0006345)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006345)

Emulsifier (HMDB: HMDB0006345)

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	4.2 g/L	ALOGPS
logP	-0.48	ALOGPS
logP	-7.4	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.96	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	421.16 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	189.15 m³·mol⁻¹	ChemAxon
Polarizability	78.31 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]+	241.756	30932474
DeepCCS	[M-H]-	239.293	30932474
DeepCCS	[M-2H]-	273.563	30932474
DeepCCS	[M+Na]+	248.938	30932474
AllCCS	[M+H]+	260.3	32859911
AllCCS	[M+H-H2O]+	260.8	32859911
AllCCS	[M+NH4]+	259.7	32859911
AllCCS	[M+Na]+	259.5	32859911
AllCCS	[M-H]-	263.7	32859911
AllCCS	[M+Na-2H]-	268.0	32859911
AllCCS	[M+HCOO]-	272.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
L-Citramalyl-CoA	[H][C@](O)(C(=O)NCCC(=O)NCCSC(=O)C[C@](C)(O)C(O)=O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@@H](O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	5918.9	Standard polar	33892256
L-Citramalyl-CoA	[H][C@](O)(C(=O)NCCC(=O)NCCSC(=O)C[C@](C)(O)C(O)=O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@@H](O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	4444.7	Standard non polar	33892256
L-Citramalyl-CoA	[H][C@](O)(C(=O)NCCC(=O)NCCSC(=O)C[C@](C)(O)C(O)=O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@@H](O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	6803.0	Semi standard non polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Citramalyl-CoA 10V, Positive-QTOF	splash10-000i-1922000140-82bee10a39ad1b208bc6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Citramalyl-CoA 20V, Positive-QTOF	splash10-000i-0924000000-5db48af43ffd7e5df267	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Citramalyl-CoA 40V, Positive-QTOF	splash10-000i-1911000000-fff0268fffc54c593b85	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Citramalyl-CoA 10V, Negative-QTOF	splash10-005i-9810030360-9d923718cb8b8990c165	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Citramalyl-CoA 20V, Negative-QTOF	splash10-0040-6910120020-c06ba8a9737269fa05d8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Citramalyl-CoA 40V, Negative-QTOF	splash10-057i-5900100000-220fc3c23724941ebc4d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Citramalyl-CoA 10V, Positive-QTOF	splash10-0002-0000000090-a716efa11b6399f050d2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Citramalyl-CoA 20V, Positive-QTOF	splash10-01p9-0710001290-28f2989034ca83d12f2c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Citramalyl-CoA 40V, Positive-QTOF	splash10-0006-0249000100-2853a668fea2caf8835f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Citramalyl-CoA 10V, Negative-QTOF	splash10-0006-0000000090-ae0b14e6c1e325212c9c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Citramalyl-CoA 20V, Negative-QTOF	splash10-015c-7900001370-40675a0b527b9b5dc151	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Citramalyl-CoA 40V, Negative-QTOF	splash10-002b-7304705930-7637808ffdd9f7e1f74a	2021-09-23	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

Extracellular
Membrane
Mitochondria

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

FDB023897

KNApSAcK ID

Not Available

Chemspider ID

35015991

KEGG Compound ID

C01011

BioCyc ID

Not Available

BiGG ID

36606

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477827

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

CITMCOA_L

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 L-Citramalyl-CoA (HMDB0006345)

MOL for HMDB0006345 (L-Citramalyl-CoA)

3D MOL for HMDB0006345 (L-Citramalyl-CoA)

3D SDF for HMDB0006345 (L-Citramalyl-CoA)

3D-SDF for HMDB0006345 (L-Citramalyl-CoA)

PDB for HMDB0006345 (L-Citramalyl-CoA)

3D PDB for HMDB0006345 (L-Citramalyl-CoA)

SMILES for HMDB0006345 (L-Citramalyl-CoA)

INCHI for HMDB0006345 (L-Citramalyl-CoA)

Structure for HMDB0006345 (L-Citramalyl-CoA)

3D Structure for HMDB0006345 (L-Citramalyl-CoA)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra

NMR Spectra