MiMeDB: Showing metabocard for L-Citramalyl-CoA (MMDBc0048626)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:05:25 UTC

Update Date

2025-01-15 20:52:04 UTC

Metabolite ID

MMDBc0048626

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 SDF PDB SMILES InChI


  Mrv1652304302200052D          

 94 96  0  0  1  0            999 V2000
   11.2743    2.0262    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5598    1.6137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5598    0.7887    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.2743    1.2012    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2743    0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2743   -0.4488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9888    0.7887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4013    1.5031    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7033    0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3330   -0.3611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0735   -0.3611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4177    0.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7880    1.5259    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0475    1.5259    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1322    0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1322   -0.4488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8467    0.7887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8467    1.6137    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5611    0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1909   -0.3611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9314   -0.3611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.2756    0.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6459    1.5259    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9054    1.5259    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.9901    0.3762    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.7046    0.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7046    1.6137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4190    0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0488   -0.3611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.7893   -0.3611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.1335    0.7887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.5460    0.0742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3427   -0.1400    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.8480    1.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5624    0.7887    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   19.8480    2.0262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7210    1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4355    1.9156    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.3085    2.2176    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.0065    1.0906    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8454    0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4329    1.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1473    1.5031    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0204    1.8051    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7184    0.6781    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2579   -0.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5434   -0.7508    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6704   -1.0528    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9723    0.0742    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1309   -0.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3557   -0.3185    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8487   -0.8116    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4164    0.3762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7020   -0.0363    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.2895    0.6781    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    8.1145   -0.7508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9875   -0.4488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2730   -0.0363    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.6855    0.6781    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.8605   -0.7508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5585    0.3762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8441   -0.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4738   -0.7736    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2143   -0.7736    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1296    0.3762    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8215    0.8255    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3759    0.0406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8239    0.6537    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3746    1.3456    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0034    0.5675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5909   -0.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9265   -0.9007    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7839    0.0245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6977    0.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0303    1.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1165    2.1504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8702    2.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9564    3.3064    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5376    2.0010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4514    1.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7234    0.9944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3908    1.4793    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096    0.1739    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2364    1.3682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7556    2.0093    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9008    2.1218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5629    2.8744    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0434    1.1966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4303    0.6446    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6565    1.7487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4411    1.4937    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.1861    0.7091    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.6960    2.2783    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.2257    1.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 31 37  1  6  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  1  0  0  0  0
  3 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 42 45  1  0  0  0  0
 41 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 46 49  1  0  0  0  0
 41 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 50 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  2  0  0  0  0
 54 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 58 60  2  0  0  0  0
 58 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 62 64  1  0  0  0  0
 65 62  1  1  0  0  0
 65 66  1  6  0  0  0
 65 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  6  0  0  0
 68 70  1  1  0  0  0
 70 71  1  0  0  0  0
 71 72  1  0  0  0  0
 71 73  2  0  0  0  0
 73 74  1  0  0  0  0
 74 75  2  0  0  0  0
 75 76  1  0  0  0  0
 76 77  2  0  0  0  0
 77 78  1  0  0  0  0
 77 79  1  0  0  0  0
 79 80  2  0  0  0  0
 70 80  1  0  0  0  0
 74 80  1  0  0  0  0
 75 81  1  0  0  0  0
 81 82  1  0  0  0  0
 81 83  1  0  0  0  0
 68 84  1  0  0  0  0
 84 85  1  1  0  0  0
 84 86  1  6  0  0  0
 86 87  1  0  0  0  0
 84 88  1  0  0  0  0
 65 88  1  0  0  0  0
 88 89  1  1  0  0  0
 88 90  1  1  0  0  0
 90 91  1  0  0  0  0
 91 92  1  0  0  0  0
 91 93  1  0  0  0  0
 91 94  2  0  0  0  0
M  CHG  5  35  -1  55  -1  59  -1  92  -1  93  -1
M  END


  Mrv1652304302200052D          

 94 96  0  0  1  0            999 V2000
   11.2743    2.0262    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5598    1.6137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5598    0.7887    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.2743    1.2012    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2743    0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2743   -0.4488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9888    0.7887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4013    1.5031    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7033    0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3330   -0.3611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0735   -0.3611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4177    0.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7880    1.5259    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0475    1.5259    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1322    0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1322   -0.4488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8467    0.7887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8467    1.6137    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5611    0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1909   -0.3611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9314   -0.3611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.2756    0.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6459    1.5259    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.9054    1.5259    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.9901    0.3762    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.7046    0.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7046    1.6137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4190    0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0488   -0.3611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.7893   -0.3611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.1335    0.7887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.5460    0.0742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3427   -0.1400    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.8480    1.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5624    0.7887    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   19.8480    2.0262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7210    1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4355    1.9156    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.3085    2.2176    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.0065    1.0906    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8454    0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4329    1.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1473    1.5031    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0204    1.8051    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7184    0.6781    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2579   -0.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5434   -0.7508    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6704   -1.0528    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9723    0.0742    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1309   -0.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3557   -0.3185    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8487   -0.8116    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4164    0.3762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7020   -0.0363    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.2895    0.6781    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    8.1145   -0.7508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9875   -0.4488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2730   -0.0363    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.6855    0.6781    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.8605   -0.7508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5585    0.3762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8441   -0.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4738   -0.7736    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2143   -0.7736    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1296    0.3762    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8215    0.8255    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3759    0.0406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8239    0.6537    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3746    1.3456    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0034    0.5675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5909   -0.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9265   -0.9007    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7839    0.0245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6977    0.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0303    1.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1165    2.1504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8702    2.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9564    3.3064    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5376    2.0010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4514    1.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7234    0.9944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3908    1.4793    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8096    0.1739    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2364    1.3682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7556    2.0093    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9008    2.1218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5629    2.8744    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0434    1.1966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4303    0.6446    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6565    1.7487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4411    1.4937    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.1861    0.7091    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.6960    2.2783    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.2257    1.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 31 37  1  6  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  1  0  0  0  0
  3 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 42 45  1  0  0  0  0
 41 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 46 49  1  0  0  0  0
 41 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 50 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  2  0  0  0  0
 54 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 58 60  2  0  0  0  0
 58 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 62 64  1  0  0  0  0
 65 62  1  1  0  0  0
 65 66  1  6  0  0  0
 65 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  6  0  0  0
 68 70  1  1  0  0  0
 70 71  1  0  0  0  0
 71 72  1  0  0  0  0
 71 73  2  0  0  0  0
 73 74  1  0  0  0  0
 74 75  2  0  0  0  0
 75 76  1  0  0  0  0
 76 77  2  0  0  0  0
 77 78  1  0  0  0  0
 77 79  1  0  0  0  0
 79 80  2  0  0  0  0
 70 80  1  0  0  0  0
 74 80  1  0  0  0  0
 75 81  1  0  0  0  0
 81 82  1  0  0  0  0
 81 83  1  0  0  0  0
 68 84  1  0  0  0  0
 84 85  1  1  0  0  0
 84 86  1  6  0  0  0
 86 87  1  0  0  0  0
 84 88  1  0  0  0  0
 65 88  1  0  0  0  0
 88 89  1  1  0  0  0
 88 90  1  1  0  0  0
 90 91  1  0  0  0  0
 91 92  1  0  0  0  0
 91 93  1  0  0  0  0
 91 94  2  0  0  0  0
M  CHG  5  35  -1  55  -1  59  -1  92  -1  93  -1
M  END
> <DATABASE_ID>
MMDBc0048626

> <DATABASE_NAME>
MIME

> <SMILES>
[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])[C@](O[H])(C([O-])=O)C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O

> <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)/p-5/t13-,17-,18-,19+,23-,26+/m1/s1

> <INCHI_KEY>
XYGOWHUIVNMEIA-XBVYHAPZSA-I

> <FORMULA>
C26H37N7O20P3S

> <MOLECULAR_WEIGHT>
892.6

> <EXACT_MASS>
892.105436687

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
78.01907428575869

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-5

> <JCHEM_GHOSE_FILTER>
0

> <ALOGPS_LOGP>
-0.56

> <JCHEM_LOGP>
-6.340082126078736

> <ALOGPS_LOGS>
-2.34

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.887035329713517

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8197709771755801

> <JCHEM_PKA_STRONGEST_BASIC>
4.0961244043021185

> <JCHEM_POLAR_SURFACE_AREA>
435.30999999999995

> <JCHEM_REFRACTIVITY>
195.5031

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.46e+00 g/l

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 30-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-APR-22         0                                  
HETATM    1  H   UNK     0      21.045   3.782   0.000  0.00  0.00           H+0
HETATM    2  O   UNK     0      19.712   3.012   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      19.712   1.472   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0      21.045   2.242   0.000  0.00  0.00           H+0
HETATM    5  C   UNK     0      21.045   0.702   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      21.045  -0.838   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      22.379   1.472   0.000  0.00  0.00           N+0
HETATM    8  H   UNK     0      23.149   2.806   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0      23.713   0.702   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0      23.022  -0.674   0.000  0.00  0.00           H+0
HETATM   11  H   UNK     0      24.404  -0.674   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0      25.046   1.472   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0      25.738   2.848   0.000  0.00  0.00           H+0
HETATM   14  H   UNK     0      24.355   2.848   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0      26.380   0.702   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      26.380  -0.838   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0      27.714   1.472   0.000  0.00  0.00           N+0
HETATM   18  H   UNK     0      27.714   3.012   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0      29.047   0.702   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0      28.356  -0.674   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0      29.739  -0.674   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0      30.381   1.472   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0      31.072   2.848   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      29.690   2.848   0.000  0.00  0.00           H+0
HETATM   25  S   UNK     0      31.715   0.702   0.000  0.00  0.00           S+0
HETATM   26  C   UNK     0      33.049   1.472   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      33.049   3.012   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      34.382   0.702   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0      33.691  -0.674   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      35.073  -0.674   0.000  0.00  0.00           H+0
HETATM   31  C   UNK     0      35.716   1.472   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      36.486   0.138   0.000  0.00  0.00           O+0
HETATM   33  H   UNK     0      37.973  -0.261   0.000  0.00  0.00           H+0
HETATM   34  C   UNK     0      37.050   2.242   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      38.383   1.472   0.000  0.00  0.00           O-1
HETATM   36  O   UNK     0      37.050   3.782   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      34.946   2.806   0.000  0.00  0.00           C+0
HETATM   38  H   UNK     0      36.280   3.576   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0      34.176   4.140   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0      33.612   2.036   0.000  0.00  0.00           H+0
HETATM   41  C   UNK     0      18.378   0.702   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      17.608   2.036   0.000  0.00  0.00           C+0
HETATM   43  H   UNK     0      18.942   2.806   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0      16.838   3.370   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      16.274   1.266   0.000  0.00  0.00           H+0
HETATM   46  C   UNK     0      19.148  -0.632   0.000  0.00  0.00           C+0
HETATM   47  H   UNK     0      17.814  -1.402   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      19.918  -1.965   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      20.482   0.138   0.000  0.00  0.00           H+0
HETATM   50  C   UNK     0      17.044  -0.068   0.000  0.00  0.00           C+0
HETATM   51  H   UNK     0      15.597  -0.595   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      16.518  -1.515   0.000  0.00  0.00           H+0
HETATM   53  O   UNK     0      15.711   0.702   0.000  0.00  0.00           O+0
HETATM   54  P   UNK     0      14.377  -0.068   0.000  0.00  0.00           P+0
HETATM   55  O   UNK     0      13.607   1.266   0.000  0.00  0.00           O-1
HETATM   56  O   UNK     0      15.147  -1.402   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      13.043  -0.838   0.000  0.00  0.00           O+0
HETATM   58  P   UNK     0      11.710  -0.068   0.000  0.00  0.00           P+0
HETATM   59  O   UNK     0      12.480   1.266   0.000  0.00  0.00           O-1
HETATM   60  O   UNK     0      10.940  -1.402   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      10.376   0.702   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0       9.042  -0.068   0.000  0.00  0.00           C+0
HETATM   63  H   UNK     0       8.351  -1.444   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0       9.733  -1.444   0.000  0.00  0.00           H+0
HETATM   65  C   UNK     0       7.709   0.702   0.000  0.00  0.00           C+0
HETATM   66  H   UNK     0       9.000   1.541   0.000  0.00  0.00           H+0
HETATM   67  O   UNK     0       6.302   0.076   0.000  0.00  0.00           O+0
HETATM   68  C   UNK     0       5.271   1.220   0.000  0.00  0.00           C+0
HETATM   69  H   UNK     0       4.433   2.512   0.000  0.00  0.00           H+0
HETATM   70  N   UNK     0       3.740   1.059   0.000  0.00  0.00           N+0
HETATM   71  C   UNK     0       2.970  -0.274   0.000  0.00  0.00           C+0
HETATM   72  H   UNK     0       3.596  -1.681   0.000  0.00  0.00           H+0
HETATM   73  N   UNK     0       1.463   0.046   0.000  0.00  0.00           N+0
HETATM   74  C   UNK     0       1.302   1.577   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0       0.057   2.483   0.000  0.00  0.00           C+0
HETATM   76  N   UNK     0       0.217   4.014   0.000  0.00  0.00           N+0
HETATM   77  C   UNK     0       1.624   4.640   0.000  0.00  0.00           C+0
HETATM   78  H   UNK     0       1.785   6.172   0.000  0.00  0.00           H+0
HETATM   79  N   UNK     0       2.870   3.735   0.000  0.00  0.00           N+0
HETATM   80  C   UNK     0       2.709   2.204   0.000  0.00  0.00           C+0
HETATM   81  N   UNK     0      -1.350   1.856   0.000  0.00  0.00           N+0
HETATM   82  H   UNK     0      -2.596   2.761   0.000  0.00  0.00           H+0
HETATM   83  H   UNK     0      -1.511   0.325   0.000  0.00  0.00           H+0
HETATM   84  C   UNK     0       6.041   2.554   0.000  0.00  0.00           C+0
HETATM   85  H   UNK     0       7.010   3.751   0.000  0.00  0.00           H+0
HETATM   86  O   UNK     0       5.415   3.961   0.000  0.00  0.00           O+0
HETATM   87  H   UNK     0       4.784   5.366   0.000  0.00  0.00           H+0
HETATM   88  C   UNK     0       7.548   2.234   0.000  0.00  0.00           C+0
HETATM   89  H   UNK     0       6.403   1.203   0.000  0.00  0.00           H+0
HETATM   90  O   UNK     0       8.692   3.264   0.000  0.00  0.00           O+0
HETATM   91  P   UNK     0      10.157   2.788   0.000  0.00  0.00           P+0
HETATM   92  O   UNK     0       9.681   1.324   0.000  0.00  0.00           O-1
HETATM   93  O   UNK     0      10.633   4.253   0.000  0.00  0.00           O-1
HETATM   94  O   UNK     0      11.621   2.312   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5   41                                             
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28   32   34   37                                             
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   31   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   31   38   39   40                                             
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   37                                                            
CONECT   41    3   42   46   50                                             
CONECT   42   41   43   44   45                                             
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   42                                                            
CONECT   46   41   47   48   49                                             
CONECT   47   46                                                            
CONECT   48   46                                                            
CONECT   49   46                                                            
CONECT   50   41   51   52   53                                             
CONECT   51   50                                                            
CONECT   52   50                                                            
CONECT   53   50   54                                                       
CONECT   54   53   55   56   57                                             
CONECT   55   54                                                            
CONECT   56   54                                                            
CONECT   57   54   58                                                       
CONECT   58   57   59   60   61                                             
CONECT   59   58                                                            
CONECT   60   58                                                            
CONECT   61   58   62                                                       
CONECT   62   61   63   64   65                                             
CONECT   63   62                                                            
CONECT   64   62                                                            
CONECT   65   62   66   67   88                                             
CONECT   66   65                                                            
CONECT   67   65   68                                                       
CONECT   68   67   69   70   84                                             
CONECT   69   68                                                            
CONECT   70   68   71   80                                                  
CONECT   71   70   72   73                                                  
CONECT   72   71                                                            
CONECT   73   71   74                                                       
CONECT   74   73   75   80                                                  
CONECT   75   74   76   81                                                  
CONECT   76   75   77                                                       
CONECT   77   76   78   79                                                  
CONECT   78   77                                                            
CONECT   79   77   80                                                       
CONECT   80   79   70   74                                                  
CONECT   81   75   82   83                                                  
CONECT   82   81                                                            
CONECT   83   81                                                            
CONECT   84   68   85   86   88                                             
CONECT   85   84                                                            
CONECT   86   84   87                                                       
CONECT   87   86                                                            
CONECT   88   84   65   89   90                                             
CONECT   89   88                                                            
CONECT   90   88   91                                                       
CONECT   91   90   92   93   94                                             
CONECT   92   91                                                            
CONECT   93   91                                                            
CONECT   94   91                                                            
MASTER        0    0    0    0    0    0    0    0   94    0  192    0
END

Synonyms

Value	Source
(3S)-Citramalyl-CoA	ChEBI

Molecular Formula

C₂₆H₃₇N₇O₂₀P₃S

Average Mass

892.6

Monoisotopic Mass

892.105436687

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

[H]O[C@@]([H])(C(=O)N([H])C([H])([H])C([H])([H])C(=O)N([H])C([H])([H])C([H])([H])SC(=O)C([H])([H])[C@](O[H])(C([O-])=O)C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C(N=C([H])N=C23)N([H])[H])[C@]([H])(O[H])[C@]1([H])OP([O-])([O-])=O

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)/p-5/t13-,17-,18-,19+,23-,26+/m1/s1

InChI Key

XYGOWHUIVNMEIA-XBVYHAPZSA-I

Chemical Taxonomy

Description

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

(S)-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
Imidazopyrimidine
Purine
Aminopyrimidine
Hydroxy fatty acid
Thia fatty acid
Imidolactam
Fatty amide
Alkyl phosphate
Monosaccharide
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Phosphoric acid ester
Pyrimidine
Tetrahydrofuran
Tertiary alcohol
Heteroaromatic compound
Imidazole
Azole
Secondary carboxylic acid amide
Secondary alcohol
Thiocarboxylic acid ester
Amino acid
Carboxamide group
Carbothioic s-ester
Amino acid or derivatives
Sulfenyl compound
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Thiocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organosulfur compound
Organooxygen compound
Alcohol
Organic nitrogen compound
Amine
Carbonyl group
Organic oxide
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Primary amine
Organonitrogen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

citramalyl-CoA(5-) (CHEBI:58668 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	4.46 g/L	ALOGPS
logP	-0.56	ALOGPS
logP	-6.3	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.1	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	435.31 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	195.5 m³·mol⁻¹	ChemAxon
Polarizability	78.02 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

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	467.8
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	176.0
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	435.7
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	548.3
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	372.2
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	135.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	2548.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	307.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	404.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	181.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	147.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	125.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	128.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	288.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	255.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	91.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	248.8
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1284.1
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	775.3

Retention Indices

Not Available

Biological Properties

Cellular Locations

Extracellular
Membrane
Mitochondria

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Name	SMPDB/PathBank	Species
3-Hydroxypropionate bi-cycle

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Proteobacteria	1
Bacteria/Eubacteria	Chloroflexi	2

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26331288

KEGG Compound ID

Not Available

BioCyc ID

CPD-627

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45266719

PDB ID

Not Available

ChEBI ID

58668

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

WANG SF, ADLER J, LARDY HA: The pathway of itaconate metabolism by liver mitochondria. J Biol Chem. 1961 Jan;236:26-30. [PubMed:13783048 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for L-Citramalyl-CoA (MMDBc0048626)

MOL for #<Metabolite:0x00007f9ace4c4198>

3D MOL for #<Metabolite:0x00007f9ace4c4198>

3D SDF for #<Metabolite:0x00007f9ace4c4198>

3D-SDF for #<Metabolite:0x00007f9ace4c4198>

PDB for #<Metabolite:0x00007f9ace4c4198>

3D PDB for #<Metabolite:0x00007f9ace4c4198>

SMILES for #<Metabolite:0x00007f9ace4c4198>

INCHI for #<Metabolite:0x00007f9ace4c4198>

Structure for #<Metabolite:0x00007f9ace4c4198>

3D Structure for #<Metabolite:0x00007f9ace4c4198>