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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:08 UTC

HMDB ID

HMDB0001021

Secondary Accession Numbers

HMDB01021

Metabolite Identification

Common Name

Malyl-CoA

Description

Malyl-CoA, also known as malyl-coenzyme A, belongs to the class of organic compounds known as (r)-3-hydroxyacyl coas. These are organic compounds containing a (R)-3-hydroxyl acylated coenzyme A derivative. Thus, malyl-CoA is considered to be a fatty ester. Based on a literature review very few articles have been published on Malyl-CoA.

Structure

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


  Mrv0541 02231218522D          

 56 58  0  0  1  0            999 V2000
    0.4201    3.0860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0786    1.6608    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0169    3.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4201    3.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1727    0.8873    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6007    2.1516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0169    3.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7393    2.6659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2984    4.3346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0090    0.8873    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3141    0.2239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2721    1.6726    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7393    4.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4499    3.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4331    0.2984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0416    1.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4499    3.9184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7432    5.1512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3047    0.3023    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2234    1.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2419    1.0836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0900    0.3102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3125   -0.5222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4759    1.3663    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4759   -0.3730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4720    2.1987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2650    1.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4720   -2.0495    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6161   -2.0299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4877   -3.0232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2965   -2.0338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9054   -1.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1948   -2.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2839   -1.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829   -2.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1791   -1.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5693   -2.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2839   -0.7735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1413   -1.5941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5693   -2.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520   -2.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5626   -1.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2772   -2.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9878   -1.5941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2772   -2.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6985   -2.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4131   -1.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1237   -2.0024    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8344   -1.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5451   -2.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8344   -0.7774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2557   -1.5979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9703   -2.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2557   -0.7774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9663   -2.8308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6809   -1.5941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  6  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  2  0  0  0  0
 10 15  1  6  0  0  0
 12 16  1  1  0  0  0
 13 17  2  0  0  0  0
 13 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 19 23  2  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  2  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  2  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 34 37  1  0  0  0  0
 34 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  2  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  6  0  0  0
 53 55  1  0  0  0  0
 53 56  2  0  0  0  0
  7  9  1  0  0  0  0
 10 12  1  0  0  0  0
 14 17  1  0  0  0  0
M  END

HMDB0001021
     RDKit          3D
Malyl-CoA
 96 98  0  0  0  0  0  0  0  0999 V2000
    0.8390   -3.0395   -1.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6420   -2.1278   -0.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9887   -1.8145   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7877   -0.8975   -0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5156   -0.2320   -1.2428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4347    1.1280   -0.9933 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.4737    2.3382   -1.2303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6406    1.2027   -2.1753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0401    1.2660    0.5555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4191    0.3811    0.8558 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.1667   -0.4924    2.0922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7615   -0.7065   -0.4145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7907    1.2818    1.1446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6172    1.4581    0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8265    2.2774    0.4416 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6940    2.4882   -0.5942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9442    2.7642   -0.0868 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.0112    2.0519   -0.7590 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3061    2.1520   -0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0265    1.3462   -1.3107 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1739    0.7163   -2.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3673   -0.2043   -3.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6794   -0.6438   -3.4650 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2751   -0.6582   -3.7698 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0340   -0.2222   -3.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8668    0.6770   -2.4391 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8978    1.1677   -1.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9405    2.3907    1.3856 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7755    3.5777    2.1002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6946    1.5335    1.4401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1288    1.4362    2.6789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9730   -0.2006    3.0724 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.7443   -0.4483    3.9200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2925   -0.7727    3.9423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8929   -1.1071    1.6274 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7113   -2.9387    0.9802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429   -4.1736    0.7423 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4787   -2.1730    2.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1356   -1.0463    2.4321 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6620   -2.7685    2.5179 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4537   -2.0853    3.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9818   -0.8066    2.9503 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8333   -1.1439    1.7468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9826   -2.3329    1.4178 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4196   -0.0586    1.0549 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2516   -0.3387   -0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4252   -1.1542    0.3176 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5060   -1.5530   -1.0578 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.4031   -0.1838   -1.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1426   -0.3758   -2.6500 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3560    1.1634   -1.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3721    2.0828   -1.8177 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.6288    1.5525   -1.6167 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2519    3.4231   -1.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1965    4.0743   -1.2980 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3247    4.0073   -0.5676 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5235   -3.7789   -1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0214   -3.5462   -0.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4721   -2.3712   -2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0927   -0.7269   -1.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1389   -2.3918   -1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7726   -2.1798   -0.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1622   -1.2183    0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2791   -0.1434    0.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6903    0.3382   -2.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2702   -1.4854   -0.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9634    0.5066   -0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0604    2.0472   -0.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4840    3.1970    0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1241    3.8506   -0.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7890    2.7755    0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1080   -1.3564   -2.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2275   -0.3127   -4.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1641   -0.6090   -3.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8450    1.8438    1.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8526    3.4516    3.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9426    0.5554    0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9798   -1.1992    3.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4896   -1.8767    1.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6780   -3.1530    1.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2168   -4.0758    0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9884   -3.7170    2.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3087   -2.7309    3.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8261   -1.8226    4.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6237   -0.3368    3.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2021   -0.1312    2.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2572    0.9320    1.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5158    0.6286   -0.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6544   -0.9356   -0.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9913   -0.6157    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1211   -2.1211    0.7773 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3862    1.7057   -1.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5601    1.1550   -0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1253    2.1063   -2.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6900    1.0565   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0160    3.4473   -0.1072 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  0
 54 55  2  0
 54 56  1  0
 30 15  1  0
 27 18  1  0
 27 21  1  0
  1 57  1  0
  1 58  1  0
  1 59  1  0
  3 60  1  0
  3 61  1  0
  3 62  1  0
  4 63  1  0
  4 64  1  0
  8 65  1  0
 12 66  1  0
 14 67  1  0
 14 68  1  0
 15 69  1  1
 17 70  1  1
 19 71  1  0
 23 72  1  0
 23 73  1  0
 25 74  1  0
 28 75  1  1
 29 76  1  0
 30 77  1  6
 34 78  1  0
 35 79  1  0
 36 80  1  0
 37 81  1  0
 40 82  1  0
 41 83  1  0
 41 84  1  0
 42 85  1  0
 42 86  1  0
 45 87  1  0
 46 88  1  0
 46 89  1  0
 47 90  1  0
 47 91  1  0
 51 92  1  0
 51 93  1  0
 52 94  1  6
 53 95  1  0
 56 96  1  0
M  END


  Mrv0541 02231218522D          

 56 58  0  0  1  0            999 V2000
    0.4201    3.0860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0786    1.6608    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0169    3.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4201    3.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1727    0.8873    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6007    2.1516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0169    3.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7393    2.6659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2984    4.3346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0090    0.8873    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3141    0.2239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2721    1.6726    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7393    4.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4499    3.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4331    0.2984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0416    1.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4499    3.9184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7432    5.1512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3047    0.3023    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2234    1.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2419    1.0836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0900    0.3102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3125   -0.5222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4759    1.3663    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4759   -0.3730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4720    2.1987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2650    1.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4720   -2.0495    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6161   -2.0299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4877   -3.0232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2965   -2.0338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9054   -1.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1948   -2.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2839   -1.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829   -2.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1791   -1.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5693   -2.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2839   -0.7735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1413   -1.5941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5693   -2.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520   -2.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5626   -1.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2772   -2.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9878   -1.5941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2772   -2.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6985   -2.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4131   -1.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1237   -2.0024    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8344   -1.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5451   -2.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8344   -0.7774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2557   -1.5979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9703   -2.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2557   -0.7774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9663   -2.8308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6809   -1.5941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  6  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  2  0  0  0  0
 10 15  1  6  0  0  0
 12 16  1  1  0  0  0
 13 17  2  0  0  0  0
 13 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 19 23  2  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  2  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  2  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 34 37  1  0  0  0  0
 34 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  2  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  6  0  0  0
 53 55  1  0  0  0  0
 53 56  2  0  0  0  0
  7  9  1  0  0  0  0
 10 12  1  0  0  0  0
 14 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001021

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C25H40N7O20P3S/c1-25(2,19(37)22(38)28-4-3-14(34)27-5-6-56-15(35)7-12(33)24(39)40)9-49-55(46,47)52-54(44,45)48-8-13-18(51-53(41,42)43)17(36)23(50-13)32-11-31-16-20(26)29-10-30-21(16)32/h10-13,17-19,23,33,36-37H,3-9H2,1-2H3,(H,27,34)(H,28,38)(H,39,40)(H,44,45)(H,46,47)(H2,26,29,30)(H2,41,42,43)/t12-,13+,17+,18+,19?,23+/m0/s1

> <INCHI_KEY>
HJQWLHMLMCDAEL-NALABAGVSA-N

> <FORMULA>
C25H40N7O20P3S

> <MOLECULAR_WEIGHT>
883.606

> <EXACT_MASS>
883.126166981

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
76.26498116895064

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-4-{[2-(3-{3-[({[({[(2R,3S,4R,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-4-oxobutanoic acid

> <ALOGPS_LOGP>
-0.77

> <JCHEM_LOGP>
-7.879708468320005

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.8206133204911907

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8238529368508805

> <JCHEM_PKA_STRONGEST_BASIC>
4.955026978072297

> <JCHEM_POLAR_SURFACE_AREA>
421.1599999999999

> <JCHEM_REFRACTIVITY>
184.43950000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.59e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4-({2-[3-(3-{[({[(2R,3S,4R,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-4-oxobutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001021
     RDKit          3D
Malyl-CoA
 96 98  0  0  0  0  0  0  0  0999 V2000
    0.8390   -3.0395   -1.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6420   -2.1278   -0.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9887   -1.8145   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7877   -0.8975   -0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5156   -0.2320   -1.2428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4347    1.1280   -0.9933 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.4737    2.3382   -1.2303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6406    1.2027   -2.1753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0401    1.2660    0.5555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4191    0.3811    0.8558 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.1667   -0.4924    2.0922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7615   -0.7065   -0.4145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7907    1.2818    1.1446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6172    1.4581    0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8265    2.2774    0.4416 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6940    2.4882   -0.5942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9442    2.7642   -0.0868 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.0112    2.0519   -0.7590 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3061    2.1520   -0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0265    1.3462   -1.3107 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1739    0.7163   -2.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3673   -0.2043   -3.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6794   -0.6438   -3.4650 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2751   -0.6582   -3.7698 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0340   -0.2222   -3.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8668    0.6770   -2.4391 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8978    1.1677   -1.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9405    2.3907    1.3856 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7755    3.5777    2.1002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6946    1.5335    1.4401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1288    1.4362    2.6789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9730   -0.2006    3.0724 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.7443   -0.4483    3.9200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2925   -0.7727    3.9423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8929   -1.1071    1.6274 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7113   -2.9387    0.9802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429   -4.1736    0.7423 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4787   -2.1730    2.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1356   -1.0463    2.4321 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6620   -2.7685    2.5179 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4537   -2.0853    3.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9818   -0.8066    2.9503 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8333   -1.1439    1.7468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9826   -2.3329    1.4178 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4196   -0.0586    1.0549 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2516   -0.3387   -0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4252   -1.1542    0.3176 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5060   -1.5530   -1.0578 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.4031   -0.1838   -1.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1426   -0.3758   -2.6500 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3560    1.1634   -1.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3721    2.0828   -1.8177 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.6288    1.5525   -1.6167 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2519    3.4231   -1.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1965    4.0743   -1.2980 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3247    4.0073   -0.5676 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5235   -3.7789   -1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0214   -3.5462   -0.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4721   -2.3712   -2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0927   -0.7269   -1.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1389   -2.3918   -1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7726   -2.1798   -0.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1622   -1.2183    0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2791   -0.1434    0.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6903    0.3382   -2.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2702   -1.4854   -0.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9634    0.5066   -0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0604    2.0472   -0.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4840    3.1970    0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1241    3.8506   -0.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7890    2.7755    0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1080   -1.3564   -2.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2275   -0.3127   -4.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1641   -0.6090   -3.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8450    1.8438    1.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8526    3.4516    3.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9426    0.5554    0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9798   -1.1992    3.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4896   -1.8767    1.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6780   -3.1530    1.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2168   -4.0758    0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9884   -3.7170    2.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3087   -2.7309    3.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8261   -1.8226    4.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6237   -0.3368    3.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2021   -0.1312    2.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2572    0.9320    1.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5158    0.6286   -0.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6544   -0.9356   -0.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9913   -0.6157    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1211   -2.1211    0.7773 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3862    1.7057   -1.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5601    1.1550   -0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1253    2.1063   -2.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6900    1.0565   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0160    3.4473   -0.1072 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
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 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
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 30 15  1  0
 27 18  1  0
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  1 57  1  0
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  4 63  1  0
  4 64  1  0
  8 65  1  0
 12 66  1  0
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 14 68  1  0
 15 69  1  1
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 19 71  1  0
 23 72  1  0
 23 73  1  0
 25 74  1  0
 28 75  1  1
 29 76  1  0
 30 77  1  6
 34 78  1  0
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 41 83  1  0
 41 84  1  0
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 45 87  1  0
 46 88  1  0
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 47 91  1  0
 51 92  1  0
 51 93  1  0
 52 94  1  6
 53 95  1  0
 56 96  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  N   UNK     0       0.784   5.761   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.147   3.100   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.898   5.761   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.784   7.314   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.322   1.656   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.121   4.016   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.898   7.314   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -3.247   4.976   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      -0.557   8.091   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -1.883   1.656   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.586   0.418   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.375   3.122   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.247   8.084   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.573   5.761   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.675   0.557   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.811   3.569   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -4.573   7.314   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0      -3.254   9.616   0.000  0.00  0.00           N+0
HETATM   19  P   UNK     0      -4.302   0.564   0.000  0.00  0.00           P+0
HETATM   20  O   UNK     0      -6.017   2.543   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.185   2.023   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -5.768   0.579   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.317  -0.975   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0      -8.355   2.550   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0      -8.355  -0.696   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -8.348   4.104   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -9.828   2.543   0.000  0.00  0.00           O+0
HETATM   28  P   UNK     0      -8.348  -3.826   0.000  0.00  0.00           P+0
HETATM   29  O   UNK     0      -6.750  -3.789   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -8.377  -5.643   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -9.887  -3.796   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -5.423  -3.027   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.097  -3.796   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.397  -2.976   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.075  -5.094   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -4.068  -2.147   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.063  -3.745   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -2.397  -1.444   0.000  0.00  0.00           O+0
HETATM   39  N   UNK     0       0.264  -2.976   0.000  0.00  0.00           N+0
HETATM   40  O   UNK     0      -1.063  -5.277   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       1.590  -3.745   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.917  -2.976   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.251  -3.745   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0       5.577  -2.976   0.000  0.00  0.00           N+0
HETATM   45  O   UNK     0       4.251  -5.277   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       6.904  -3.745   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       8.238  -2.976   0.000  0.00  0.00           C+0
HETATM   48  S   UNK     0       9.564  -3.738   0.000  0.00  0.00           S+0
HETATM   49  C   UNK     0      10.891  -2.983   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      12.218  -3.752   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      10.891  -1.451   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      13.544  -2.983   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      14.878  -3.752   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      13.544  -1.451   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      14.870  -5.284   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      16.204  -2.976   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10   11                                                  
CONECT    6    2   12                                                       
CONECT    7    3   13    9                                                  
CONECT    8    3   14                                                       
CONECT    9    4    7                                                       
CONECT   10    5   15   12                                                  
CONECT   11    5                                                            
CONECT   12    6   16   10                                                  
CONECT   13    7   17   18                                                  
CONECT   14    8   17                                                       
CONECT   15   10   19                                                       
CONECT   16   12   20                                                       
CONECT   17   13   14                                                       
CONECT   18   13                                                            
CONECT   19   15   21   22   23                                             
CONECT   20   16   24                                                       
CONECT   21   19                                                            
CONECT   22   19                                                            
CONECT   23   19                                                            
CONECT   24   20   25   26   27                                             
CONECT   25   24   28                                                       
CONECT   26   24                                                            
CONECT   27   24                                                            
CONECT   28   25   29   30   31                                             
CONECT   29   28   32                                                       
CONECT   30   28                                                            
CONECT   31   28                                                            
CONECT   32   29   33                                                       
CONECT   33   32   34   35   36                                             
CONECT   34   33   37   38                                                  
CONECT   35   33                                                            
CONECT   36   33                                                            
CONECT   37   34   39   40                                                  
CONECT   38   34                                                            
CONECT   39   37   41                                                       
CONECT   40   37                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43   46                                                       
CONECT   45   43                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49   52                                                       
CONECT   51   49                                                            
CONECT   52   50   53   54                                                  
CONECT   53   52   55   56                                                  
CONECT   54   52                                                            
CONECT   55   53                                                            
CONECT   56   53                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  116    0
END

COMPND    HMDB0001021
HETATM    1  C1  UNL     1       0.839  -3.039  -1.265  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.642  -2.128  -0.290  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.989  -1.814  -0.864  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.788  -0.898  -0.033  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.516  -0.232  -1.243  1.00  0.00           O  
HETATM    6  P1  UNL     1      -0.435   1.128  -0.993  1.00  0.00           P  
HETATM    7  O2  UNL     1       0.474   2.338  -1.230  1.00  0.00           O  
HETATM    8  O3  UNL     1      -1.641   1.203  -2.175  1.00  0.00           O  
HETATM    9  O4  UNL     1      -1.040   1.266   0.556  1.00  0.00           O  
HETATM   10  P2  UNL     1      -2.419   0.381   0.856  1.00  0.00           P  
HETATM   11  O5  UNL     1      -2.167  -0.492   2.092  1.00  0.00           O  
HETATM   12  O6  UNL     1      -2.762  -0.706  -0.415  1.00  0.00           O  
HETATM   13  O7  UNL     1      -3.791   1.282   1.145  1.00  0.00           O  
HETATM   14  C5  UNL     1      -4.617   1.458   0.050  1.00  0.00           C  
HETATM   15  C6  UNL     1      -5.826   2.277   0.442  1.00  0.00           C  
HETATM   16  O8  UNL     1      -6.694   2.488  -0.594  1.00  0.00           O  
HETATM   17  C7  UNL     1      -7.944   2.764  -0.087  1.00  0.00           C  
HETATM   18  N1  UNL     1      -9.011   2.052  -0.759  1.00  0.00           N  
HETATM   19  C8  UNL     1     -10.306   2.152  -0.492  1.00  0.00           C  
HETATM   20  N2  UNL     1     -11.027   1.346  -1.311  1.00  0.00           N  
HETATM   21  C9  UNL     1     -10.174   0.716  -2.120  1.00  0.00           C  
HETATM   22  C10 UNL     1     -10.367  -0.204  -3.130  1.00  0.00           C  
HETATM   23  N3  UNL     1     -11.679  -0.644  -3.465  1.00  0.00           N  
HETATM   24  N4  UNL     1      -9.275  -0.658  -3.770  1.00  0.00           N  
HETATM   25  C11 UNL     1      -8.034  -0.222  -3.428  1.00  0.00           C  
HETATM   26  N5  UNL     1      -7.867   0.677  -2.439  1.00  0.00           N  
HETATM   27  C12 UNL     1      -8.898   1.168  -1.765  1.00  0.00           C  
HETATM   28  C13 UNL     1      -7.940   2.391   1.386  1.00  0.00           C  
HETATM   29  O9  UNL     1      -7.776   3.578   2.100  1.00  0.00           O  
HETATM   30  C14 UNL     1      -6.695   1.533   1.440  1.00  0.00           C  
HETATM   31  O10 UNL     1      -6.129   1.436   2.679  1.00  0.00           O  
HETATM   32  P3  UNL     1      -5.973  -0.201   3.072  1.00  0.00           P  
HETATM   33  O11 UNL     1      -4.744  -0.448   3.920  1.00  0.00           O  
HETATM   34  O12 UNL     1      -7.293  -0.773   3.942  1.00  0.00           O  
HETATM   35  O13 UNL     1      -5.893  -1.107   1.627  1.00  0.00           O  
HETATM   36  C15 UNL     1       1.711  -2.939   0.980  1.00  0.00           C  
HETATM   37  O14 UNL     1       2.343  -4.174   0.742  1.00  0.00           O  
HETATM   38  C16 UNL     1       2.479  -2.173   2.005  1.00  0.00           C  
HETATM   39  O15 UNL     1       2.136  -1.046   2.432  1.00  0.00           O  
HETATM   40  N6  UNL     1       3.662  -2.769   2.518  1.00  0.00           N  
HETATM   41  C17 UNL     1       4.454  -2.085   3.501  1.00  0.00           C  
HETATM   42  C18 UNL     1       4.982  -0.807   2.950  1.00  0.00           C  
HETATM   43  C19 UNL     1       5.833  -1.144   1.747  1.00  0.00           C  
HETATM   44  O16 UNL     1       5.983  -2.333   1.418  1.00  0.00           O  
HETATM   45  N7  UNL     1       6.420  -0.059   1.055  1.00  0.00           N  
HETATM   46  C20 UNL     1       7.252  -0.339  -0.108  1.00  0.00           C  
HETATM   47  C21 UNL     1       8.425  -1.154   0.318  1.00  0.00           C  
HETATM   48  S1  UNL     1       9.506  -1.553  -1.058  1.00  0.00           S  
HETATM   49  C22 UNL     1      10.403  -0.184  -1.671  1.00  0.00           C  
HETATM   50  O17 UNL     1      11.143  -0.376  -2.650  1.00  0.00           O  
HETATM   51  C23 UNL     1      10.356   1.163  -1.125  1.00  0.00           C  
HETATM   52  C24 UNL     1      11.372   2.083  -1.818  1.00  0.00           C  
HETATM   53  O18 UNL     1      12.629   1.552  -1.617  1.00  0.00           O  
HETATM   54  C25 UNL     1      11.252   3.423  -1.228  1.00  0.00           C  
HETATM   55  O19 UNL     1      10.197   4.074  -1.298  1.00  0.00           O  
HETATM   56  O20 UNL     1      12.325   4.007  -0.568  1.00  0.00           O  
HETATM   57  H1  UNL     1       1.524  -3.779  -1.690  1.00  0.00           H  
HETATM   58  H2  UNL     1       0.021  -3.546  -0.719  1.00  0.00           H  
HETATM   59  H3  UNL     1       0.472  -2.371  -2.066  1.00  0.00           H  
HETATM   60  H4  UNL     1       3.093  -0.727  -1.070  1.00  0.00           H  
HETATM   61  H5  UNL     1       3.139  -2.392  -1.822  1.00  0.00           H  
HETATM   62  H6  UNL     1       3.773  -2.180  -0.185  1.00  0.00           H  
HETATM   63  H7  UNL     1      -0.162  -1.218   0.384  1.00  0.00           H  
HETATM   64  H8  UNL     1       1.279  -0.143   0.601  1.00  0.00           H  
HETATM   65  H9  UNL     1      -1.690   0.338  -2.622  1.00  0.00           H  
HETATM   66  H10 UNL     1      -3.270  -1.485  -0.052  1.00  0.00           H  
HETATM   67  H11 UNL     1      -4.963   0.507  -0.398  1.00  0.00           H  
HETATM   68  H12 UNL     1      -4.060   2.047  -0.703  1.00  0.00           H  
HETATM   69  H13 UNL     1      -5.484   3.197   0.957  1.00  0.00           H  
HETATM   70  H14 UNL     1      -8.124   3.851  -0.228  1.00  0.00           H  
HETATM   71  H15 UNL     1     -10.789   2.775   0.267  1.00  0.00           H  
HETATM   72  H16 UNL     1     -12.108  -1.356  -2.831  1.00  0.00           H  
HETATM   73  H17 UNL     1     -12.227  -0.313  -4.277  1.00  0.00           H  
HETATM   74  H18 UNL     1      -7.164  -0.609  -3.967  1.00  0.00           H  
HETATM   75  H19 UNL     1      -8.845   1.844   1.679  1.00  0.00           H  
HETATM   76  H20 UNL     1      -7.853   3.452   3.078  1.00  0.00           H  
HETATM   77  H21 UNL     1      -6.943   0.555   0.977  1.00  0.00           H  
HETATM   78  H22 UNL     1      -7.980  -1.199   3.363  1.00  0.00           H  
HETATM   79  H23 UNL     1      -6.490  -1.877   1.633  1.00  0.00           H  
HETATM   80  H24 UNL     1       0.678  -3.153   1.302  1.00  0.00           H  
HETATM   81  H25 UNL     1       3.217  -4.076   0.312  1.00  0.00           H  
HETATM   82  H26 UNL     1       3.988  -3.717   2.195  1.00  0.00           H  
HETATM   83  H27 UNL     1       5.309  -2.731   3.838  1.00  0.00           H  
HETATM   84  H28 UNL     1       3.826  -1.823   4.403  1.00  0.00           H  
HETATM   85  H29 UNL     1       5.624  -0.337   3.732  1.00  0.00           H  
HETATM   86  H30 UNL     1       4.202  -0.131   2.617  1.00  0.00           H  
HETATM   87  H31 UNL     1       6.257   0.932   1.375  1.00  0.00           H  
HETATM   88  H32 UNL     1       7.516   0.629  -0.552  1.00  0.00           H  
HETATM   89  H33 UNL     1       6.654  -0.936  -0.848  1.00  0.00           H  
HETATM   90  H34 UNL     1       8.991  -0.616   1.142  1.00  0.00           H  
HETATM   91  H35 UNL     1       8.121  -2.121   0.777  1.00  0.00           H  
HETATM   92  H36 UNL     1       9.386   1.706  -1.271  1.00  0.00           H  
HETATM   93  H37 UNL     1      10.560   1.155  -0.054  1.00  0.00           H  
HETATM   94  H38 UNL     1      11.125   2.106  -2.900  1.00  0.00           H  
HETATM   95  H39 UNL     1      12.690   1.057  -0.765  1.00  0.00           H  
HETATM   96  H40 UNL     1      13.016   3.447  -0.107  1.00  0.00           H  
CONECT    1    2   57   58   59
CONECT    2    3    4   36
CONECT    3   60   61   62
CONECT    4    5   63   64
CONECT    5    6
CONECT    6    7    7    8    9
CONECT    8   65
CONECT    9   10
CONECT   10   11   11   12   13
CONECT   12   66
CONECT   13   14
CONECT   14   15   67   68
CONECT   15   16   30   69
CONECT   16   17
CONECT   17   18   28   70
CONECT   18   19   27
CONECT   19   20   20   71
CONECT   20   21
CONECT   21   22   22   27
CONECT   22   23   24
CONECT   23   72   73
CONECT   24   25   25
CONECT   25   26   74
CONECT   26   27   27
CONECT   28   29   30   75
CONECT   29   76
CONECT   30   31   77
CONECT   31   32
CONECT   32   33   33   34   35
CONECT   34   78
CONECT   35   79
CONECT   36   37   38   80
CONECT   37   81
CONECT   38   39   39   40
CONECT   40   41   82
CONECT   41   42   83   84
CONECT   42   43   85   86
CONECT   43   44   44   45
CONECT   45   46   87
CONECT   46   47   88   89
CONECT   47   48   90   91
CONECT   48   49
CONECT   49   50   50   51
CONECT   51   52   92   93
CONECT   52   53   54   94
CONECT   53   95
CONECT   54   55   55   56
CONECT   56   96
END

HMDB0001021
     RDKit          3D
Malyl-CoA
 96 98  0  0  0  0  0  0  0  0999 V2000
    0.8390   -3.0395   -1.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6420   -2.1278   -0.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9887   -1.8145   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7877   -0.8975   -0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5156   -0.2320   -1.2428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4347    1.1280   -0.9933 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.4737    2.3382   -1.2303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6406    1.2027   -2.1753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0401    1.2660    0.5555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4191    0.3811    0.8558 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.1667   -0.4924    2.0922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7615   -0.7065   -0.4145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7907    1.2818    1.1446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6172    1.4581    0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8265    2.2774    0.4416 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6940    2.4882   -0.5942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9442    2.7642   -0.0868 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.0112    2.0519   -0.7590 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3061    2.1520   -0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0265    1.3462   -1.3107 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1739    0.7163   -2.1202 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3673   -0.2043   -3.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6794   -0.6438   -3.4650 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2751   -0.6582   -3.7698 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0340   -0.2222   -3.4284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8668    0.6770   -2.4391 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8978    1.1677   -1.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9405    2.3907    1.3856 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7755    3.5777    2.1002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6946    1.5335    1.4401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1288    1.4362    2.6789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9730   -0.2006    3.0724 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.7443   -0.4483    3.9200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2925   -0.7727    3.9423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8929   -1.1071    1.6274 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7113   -2.9387    0.9802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429   -4.1736    0.7423 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4787   -2.1730    2.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1356   -1.0463    2.4321 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6620   -2.7685    2.5179 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4537   -2.0853    3.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9818   -0.8066    2.9503 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8333   -1.1439    1.7468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9826   -2.3329    1.4178 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4196   -0.0586    1.0549 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2516   -0.3387   -0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4252   -1.1542    0.3176 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5060   -1.5530   -1.0578 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.4031   -0.1838   -1.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1426   -0.3758   -2.6500 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3560    1.1634   -1.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3721    2.0828   -1.8177 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.6288    1.5525   -1.6167 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2519    3.4231   -1.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1965    4.0743   -1.2980 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3247    4.0073   -0.5676 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5235   -3.7789   -1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0214   -3.5462   -0.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4721   -2.3712   -2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0927   -0.7269   -1.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1389   -2.3918   -1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7726   -2.1798   -0.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1622   -1.2183    0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2791   -0.1434    0.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6903    0.3382   -2.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2702   -1.4854   -0.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9634    0.5066   -0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0604    2.0472   -0.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4840    3.1970    0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1241    3.8506   -0.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7890    2.7755    0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1080   -1.3564   -2.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2275   -0.3127   -4.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1641   -0.6090   -3.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8450    1.8438    1.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8526    3.4516    3.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9426    0.5554    0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9798   -1.1992    3.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4896   -1.8767    1.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6780   -3.1530    1.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2168   -4.0758    0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9884   -3.7170    2.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3087   -2.7309    3.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8261   -1.8226    4.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6237   -0.3368    3.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2021   -0.1312    2.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2572    0.9320    1.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5158    0.6286   -0.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6544   -0.9356   -0.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9913   -0.6157    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1211   -2.1211    0.7773 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3862    1.7057   -1.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5601    1.1550   -0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1253    2.1063   -2.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6900    1.0565   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0160    3.4473   -0.1072 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  0
 54 55  2  0
 54 56  1  0
 30 15  1  0
 27 18  1  0
 27 21  1  0
  1 57  1  0
  1 58  1  0
  1 59  1  0
  3 60  1  0
  3 61  1  0
  3 62  1  0
  4 63  1  0
  4 64  1  0
  8 65  1  0
 12 66  1  0
 14 67  1  0
 14 68  1  0
 15 69  1  1
 17 70  1  1
 19 71  1  0
 23 72  1  0
 23 73  1  0
 25 74  1  0
 28 75  1  1
 29 76  1  0
 30 77  1  6
 34 78  1  0
 35 79  1  0
 36 80  1  0
 37 81  1  0
 40 82  1  0
 41 83  1  0
 41 84  1  0
 42 85  1  0
 42 86  1  0
 45 87  1  0
 46 88  1  0
 46 89  1  0
 47 90  1  0
 47 91  1  0
 51 92  1  0
 51 93  1  0
 52 94  1  6
 53 95  1  0
 56 96  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Malyl-coenzyme A	MeSH
(3S)-3-Carboxy-3-hydroxypropanoyl-CoA	HMDB
(3S)-3-Carboxy-3-hydroxypropanoyl-coenzyme A	HMDB
(3S)-3-Carboxy-3-hydroxypropionyl-CoA	HMDB
(3S)-3-Carboxy-3-hydroxypropionyl-coenzyme A	HMDB
L-Malyl-CoA	HMDB
L-Malyl-coenzyme A	HMDB
S-(3-Carboxy-3-hydroxypropanoate	HMDB
S-(3-Carboxy-3-hydroxypropanoate) CoA	HMDB
S-(3-Carboxy-3-hydroxypropanoate) coenzyme A	HMDB
S-(3-Carboxy-3-hydroxypropanoic acid	HMDB

Chemical Formula

C₂₅H₄₀N₇O₂₀P₃S

Average Molecular Weight

883.606

Monoisotopic Molecular Weight

883.126166981

IUPAC Name

(2S)-4-{[2-(3-{3-[({[({[(2R,3S,4R,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-4-oxobutanoic acid

Traditional Name

(2S)-4-({2-[3-(3-{[({[(2R,3S,4R,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-4-oxobutanoic acid

CAS Registry Number

2043-93-8

SMILES

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

InChI Identifier

InChI=1S/C25H40N7O20P3S/c1-25(2,19(37)22(38)28-4-3-14(34)27-5-6-56-15(35)7-12(33)24(39)40)9-49-55(46,47)52-54(44,45)48-8-13-18(51-53(41,42)43)17(36)23(50-13)32-11-31-16-20(26)29-10-30-21(16)32/h10-13,17-19,23,33,36-37H,3-9H2,1-2H3,(H,27,34)(H,28,38)(H,39,40)(H,44,45)(H,46,47)(H2,26,29,30)(H2,41,42,43)/t12-,13+,17+,18+,19?,23+/m0/s1

InChI Key

HJQWLHMLMCDAEL-NALABAGVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as (r)-3-hydroxyacyl coas. These are organic compounds containing a (R)-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

(R)-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
Tetrahydrofuran
Heteroaromatic compound
Azole
Imidazole
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Thiocarboxylic acid ester
Amino acid
Carbothioic s-ester
Amino acid or derivatives
Monocarboxylic acid or derivatives
Sulfenyl compound
Organoheterocyclic compound
Thiocarboxylic acid or derivatives
Azacycle
Carboxylic acid derivative
Oxacycle
Carboxylic acid
Organic oxygen compound
Organic nitrogen compound
Alcohol
Organopnictogen compound
Amine
Carbonyl group
Primary amine
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Biological location

Cellular substructure

Extracellular

Horse

Lagomorphs

Ovis

Sheep (Mutton, Lamb)

Caprae

Domestic goat

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	3.59 g/L	ALOGPS
logP	-0.77	ALOGPS
logP	-7.9	ChemAxon
logS	-2.4	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	184.44 m³·mol⁻¹	ChemAxon
Polarizability	76.26 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]+	256.668	32859911
AllCCS	[M-H]-	259.662	32859911
DeepCCS	[M+H]+	245.935	30932474
DeepCCS	[M-H]-	244.1	30932474
DeepCCS	[M-2H]-	278.135	30932474
DeepCCS	[M+Na]+	252.153	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Malyl-CoA	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)C(O)=O	5986.1	Standard polar	33892256
Malyl-CoA	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)C(O)=O	4621.6	Standard non polar	33892256
Malyl-CoA	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)C(O)=O	6887.0	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 - Malyl-CoA 10V, Positive-QTOF	splash10-000i-1912000130-9228a9411607525f283a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malyl-CoA 20V, Positive-QTOF	splash10-000i-0914000000-105c8023a5eeaf97f478	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malyl-CoA 40V, Positive-QTOF	splash10-000i-1911000000-6217731278e5194fdf7c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malyl-CoA 10V, Negative-QTOF	splash10-00lr-6911130370-1c5023b85b8d26542300	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malyl-CoA 20V, Negative-QTOF	splash10-001i-4910110010-1c24c172edfd42123b96	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malyl-CoA 40V, Negative-QTOF	splash10-057i-5900100000-fdc66fff8f7a73dc20df	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malyl-CoA 10V, Positive-QTOF	splash10-00m0-0300000090-fa5f8e0b387a27651bfa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malyl-CoA 20V, Positive-QTOF	splash10-000i-0901000050-d62b8d7e021a826dac17	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malyl-CoA 40V, Positive-QTOF	splash10-004i-0119000000-3a6de029d812bd3598fd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malyl-CoA 10V, Negative-QTOF	splash10-001i-0000000090-726aaacba663c3277828	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malyl-CoA 20V, Negative-QTOF	splash10-02ix-9000000740-f1f962d0fc0569a98ebb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malyl-CoA 40V, Negative-QTOF	splash10-003r-7201304900-c7bf858de61078d27edb	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

FDB022374

KNApSAcK ID

Not Available

Chemspider ID

389276

KEGG Compound ID

C04348

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5950

PubChem Compound

440302

PDB ID

Not Available

ChEBI ID

15454

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 Malyl-CoA (HMDB0001021)

MOL for HMDB0001021 (Malyl-CoA)

3D MOL for HMDB0001021 (Malyl-CoA)

3D SDF for HMDB0001021 (Malyl-CoA)

3D-SDF for HMDB0001021 (Malyl-CoA)

PDB for HMDB0001021 (Malyl-CoA)

3D PDB for HMDB0001021 (Malyl-CoA)

SMILES for HMDB0001021 (Malyl-CoA)

INCHI for HMDB0001021 (Malyl-CoA)

Structure for HMDB0001021 (Malyl-CoA)

3D Structure for HMDB0001021 (Malyl-CoA)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra

NMR Spectra