MiMeDB: Showing metabocard for (R)-carnitinyl-CoA (MMDBc0055041)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:40:35 UTC

Update Date

2022-08-12 20:09:12 UTC

Metabolite ID

MMDBc0055041

Metabolite Identification

Common Name

(R)-carnitinyl-CoA

Description

(R)-carnitinyl-CoA, also known as L-carnitinyl-CoA(3-), 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. Based on a literature review very few articles have been published on (R)-carnitinyl-CoA.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221402D          

 64 66  0  0  1  0            999 V2000
   -8.4912   12.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8412   12.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0508   12.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7489   13.8754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9239   12.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8083   13.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5228   13.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6649   13.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9505   13.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1930   13.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6219   13.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8096    7.7984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6662   11.5109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9810    5.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3404    4.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9074   13.1609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.5241    7.3859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0939   13.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5215   13.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6461    4.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8298    7.1084    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.2778    7.7215    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6662   13.1609    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.3998    4.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5598    5.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9518   13.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4173    6.3939    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6662   12.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4860    3.4922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3794   13.1609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2373   13.1609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0672    4.7976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2273    5.9537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8924    4.3127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7529    5.6403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3364   13.1609    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.9074   12.3359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0939   14.3984    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.5215   12.3359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6503    7.1946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3807   13.5734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9518   14.3984    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -10.2842    8.4674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3882    9.6936    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -10.2231    9.6325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5077    9.7504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6827    8.3215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2057   10.2734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5557   10.2734    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -9.8096    8.6234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3807   11.0984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6103    6.5655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4493    8.5285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3807    9.4484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8362    9.0805    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0952    9.0359    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3807   10.2734    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2360   13.5734    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9074   13.9859    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5673    8.2098    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1255    7.8786    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1063    6.9145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9518   12.7484    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2412    6.3508    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 16 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  1  0  0  0
 18  6  1  0  0  0  0
 19 10  1  0  0  0  0
 22 17  1  0  0  0  0
 22 21  1  0  0  0  0
 24 20  2  0  0  0  0
 25 20  1  0  0  0  0
 26 23  1  0  0  0  0
 27 21  1  0  0  0  0
 28  1  1  0  0  0  0
 28  2  1  0  0  0  0
 28 13  1  0  0  0  0
 28 23  1  0  0  0  0
 29 24  1  0  0  0  0
 30  8  1  4  0  0  0
 30 18  2  0  0  0  0
 31  7  1  4  0  0  0
 31 26  2  0  0  0  0
 32 14  2  0  0  0  0
 32 24  1  0  0  0  0
 33 14  1  0  0  0  0
 33 25  2  0  0  0  0
 34 15  2  0  0  0  0
 34 20  1  0  0  0  0
 35 15  1  0  0  0  0
 35 25  1  0  0  0  0
 27 35  1  1  0  0  0
 36  3  1  0  0  0  0
 36  4  1  0  0  0  0
 36  5  1  0  0  0  0
 36 11  1  0  0  0  0
 16 37  1  1  0  0  0
 38 18  1  0  0  0  0
 39 19  2  0  0  0  0
 21 40  1  6  0  0  0
 23 41  1  6  0  0  0
 42 26  1  0  0  0  0
 50 12  1  0  0  0  0
 51 13  1  0  0  0  0
 52 17  1  0  0  0  0
 52 27  1  0  0  0  0
 22 53  1  1  0  0  0
 55 43  2  0  0  0  0
 55 44  1  0  0  0  0
 55 45  1  0  0  0  0
 55 53  1  0  0  0  0
 56 46  1  0  0  0  0
 56 47  2  0  0  0  0
 56 50  1  0  0  0  0
 56 54  1  0  0  0  0
 57 48  2  0  0  0  0
 57 49  1  0  0  0  0
 57 51  1  0  0  0  0
 57 54  1  0  0  0  0
 58  9  1  0  0  0  0
 58 19  1  0  0  0  0
 16 59  1  1  0  0  0
 17 60  1  6  0  0  0
 21 61  1  1  0  0  0
 22 62  1  1  0  0  0
 23 63  1  6  0  0  0
 27 64  1  6  0  0  0
M  CHG  5  36   1  38  -1  42  -1  44  -1  49  -1
M  END


  Mrv1652306172221402D          

 64 66  0  0  1  0            999 V2000
   -8.4912   12.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8412   12.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0508   12.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7489   13.8754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9239   12.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8083   13.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5228   13.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6649   13.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9505   13.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1930   13.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6219   13.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8096    7.7984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6662   11.5109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9810    5.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3404    4.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9074   13.1609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.5241    7.3859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0939   13.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5215   13.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6461    4.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8298    7.1084    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.2778    7.7215    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6662   13.1609    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.3998    4.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5598    5.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9518   13.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4173    6.3939    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6662   12.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4860    3.4922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3794   13.1609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2373   13.1609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0672    4.7976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2273    5.9537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8924    4.3127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7529    5.6403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3364   13.1609    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.9074   12.3359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0939   14.3984    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.5215   12.3359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6503    7.1946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3807   13.5734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9518   14.3984    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -10.2842    8.4674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3882    9.6936    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -10.2231    9.6325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5077    9.7504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6827    8.3215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2057   10.2734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5557   10.2734    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -9.8096    8.6234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3807   11.0984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6103    6.5655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4493    8.5285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3807    9.4484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8362    9.0805    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0952    9.0359    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3807   10.2734    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2360   13.5734    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9074   13.9859    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5673    8.2098    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1255    7.8786    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1063    6.9145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9518   12.7484    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2412    6.3508    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 16 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  1  0  0  0
 18  6  1  0  0  0  0
 19 10  1  0  0  0  0
 22 17  1  0  0  0  0
 22 21  1  0  0  0  0
 24 20  2  0  0  0  0
 25 20  1  0  0  0  0
 26 23  1  0  0  0  0
 27 21  1  0  0  0  0
 28  1  1  0  0  0  0
 28  2  1  0  0  0  0
 28 13  1  0  0  0  0
 28 23  1  0  0  0  0
 29 24  1  0  0  0  0
 30  8  1  4  0  0  0
 30 18  2  0  0  0  0
 31  7  1  4  0  0  0
 31 26  2  0  0  0  0
 32 14  2  0  0  0  0
 32 24  1  0  0  0  0
 33 14  1  0  0  0  0
 33 25  2  0  0  0  0
 34 15  2  0  0  0  0
 34 20  1  0  0  0  0
 35 15  1  0  0  0  0
 35 25  1  0  0  0  0
 27 35  1  1  0  0  0
 36  3  1  0  0  0  0
 36  4  1  0  0  0  0
 36  5  1  0  0  0  0
 36 11  1  0  0  0  0
 16 37  1  1  0  0  0
 38 18  1  0  0  0  0
 39 19  2  0  0  0  0
 21 40  1  6  0  0  0
 23 41  1  6  0  0  0
 42 26  1  0  0  0  0
 50 12  1  0  0  0  0
 51 13  1  0  0  0  0
 52 17  1  0  0  0  0
 52 27  1  0  0  0  0
 22 53  1  1  0  0  0
 55 43  2  0  0  0  0
 55 44  1  0  0  0  0
 55 45  1  0  0  0  0
 55 53  1  0  0  0  0
 56 46  1  0  0  0  0
 56 47  2  0  0  0  0
 56 50  1  0  0  0  0
 56 54  1  0  0  0  0
 57 48  2  0  0  0  0
 57 49  1  0  0  0  0
 57 51  1  0  0  0  0
 57 54  1  0  0  0  0
 58  9  1  0  0  0  0
 58 19  1  0  0  0  0
 16 59  1  1  0  0  0
 17 60  1  6  0  0  0
 21 61  1  1  0  0  0
 22 62  1  1  0  0  0
 23 63  1  6  0  0  0
 27 64  1  6  0  0  0
M  CHG  5  36   1  38  -1  42  -1  44  -1  49  -1
M  END
> <DATABASE_ID>
MMDBc0055041

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(CC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP([O-])(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)([O-])=O)C[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H49N8O18P3S/c1-28(2,23(41)26(42)31-7-6-18(38)30-8-9-58-19(39)10-16(37)11-36(3,4)5)13-51-57(48,49)54-56(46,47)50-12-17-22(53-55(43,44)45)21(40)27(52-17)35-15-34-20-24(29)32-14-33-25(20)35/h14-17,21-23,27,37,40-41H,6-13H2,1-5H3,(H7-,29,30,31,32,33,38,42,43,44,45,46,47,48,49)/p-3/t16-,17-,21-,22-,23+,27-/m1/s1

> <INCHI_KEY>
BBRISSLDTUHWKG-PVMHLSDZSA-K

> <FORMULA>
C28H46N8O18P3S

> <MOLECULAR_WEIGHT>
907.7

> <EXACT_MASS>
907.188009581

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
104

> <JCHEM_AVERAGE_POLARIZABILITY>
81.30030961742415

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-3

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-(hydrogen phosphonooxy)-4-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphono)oxy]-2-hydroxy-N-{2-[(2-{[(3R)-3-hydroxy-4-(trimethylazaniumyl)butanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanecarboximidate

> <JCHEM_LOGP>
-7.702545862433696

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.8916154616613556

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8201930928724863

> <JCHEM_PKA_STRONGEST_BASIC>
4.1540076449662955

> <JCHEM_POLAR_SURFACE_AREA>
402.1600000000001

> <JCHEM_REFRACTIVITY>
232.1131000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3-(hydrogen phosphonooxy)-4-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl phosphono}oxy)-2-hydroxy-N-{2-[(2-{[(3R)-3-hydroxy-4-(trimethylammonio)butanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0     -15.850  23.027   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.770  23.027   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.695  23.797   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.131  25.901   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.591  23.233   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.976  24.567   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -10.309  25.337   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.975  25.337   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.641  24.567   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.360  25.337   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.028  25.337   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -18.311  14.557   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -14.310  21.487   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -26.098  10.487   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -21.169   9.195   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.694  24.567   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -19.645  13.787   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -7.642  25.337   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.973  24.567   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -23.606   8.677   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -22.082  13.269   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -21.052  14.413   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -14.310  24.567   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -25.013   8.050   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -23.445  10.208   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -12.977  25.337   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -21.312  11.935   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -14.310  23.027   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0     -25.174   6.519   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0      -6.308  24.567   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0     -11.643  24.567   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0     -26.259   8.956   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0     -24.691  11.113   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0     -22.199   8.050   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0     -21.939  10.528   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0       4.361  24.567   0.000  0.00  0.00           N+1
HETATM   37  O   UNK     0       1.694  23.027   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -7.642  26.877   0.000  0.00  0.00           O-1
HETATM   39  O   UNK     0      -0.973  23.027   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0     -23.614  13.430   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0     -15.644  25.337   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0     -12.977  26.877   0.000  0.00  0.00           O-1
HETATM   43  O   UNK     0     -19.197  15.806   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0     -21.258  18.095   0.000  0.00  0.00           O-1
HETATM   45  O   UNK     0     -19.083  17.981   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0     -17.748  18.201   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0     -16.208  15.533   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0     -17.184  19.177   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0     -14.104  19.177   0.000  0.00  0.00           O-1
HETATM   50  O   UNK     0     -18.311  16.097   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0     -15.644  20.717   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0     -19.806  12.256   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0     -21.372  15.920   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0     -15.644  17.637   0.000  0.00  0.00           O+0
HETATM   55  P   UNK     0     -20.228  16.950   0.000  0.00  0.00           P+0
HETATM   56  P   UNK     0     -16.978  16.867   0.000  0.00  0.00           P+0
HETATM   57  P   UNK     0     -15.644  19.177   0.000  0.00  0.00           P+0
HETATM   58  S   UNK     0      -2.307  25.337   0.000  0.00  0.00           S+0
HETATM   59  H   UNK     0       1.694  26.107   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0     -19.726  15.325   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0     -22.634  14.707   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0     -20.732  12.907   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0     -12.977  23.797   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0     -22.850  11.855   0.000  0.00  0.00           H+0
CONECT    1   28                                                            
CONECT    2   28                                                            
CONECT    3   36                                                            
CONECT    4   36                                                            
CONECT    5   36                                                            
CONECT    6    7   18                                                       
CONECT    7    6   31                                                       
CONECT    8    9   30                                                       
CONECT    9    8   58                                                       
CONECT   10   16   19                                                       
CONECT   11   16   36                                                       
CONECT   12   17   50                                                       
CONECT   13   28   51                                                       
CONECT   14   32   33                                                       
CONECT   15   34   35                                                       
CONECT   16   10   11   37   59                                             
CONECT   17   12   22   52   60                                             
CONECT   18    6   30   38                                                  
CONECT   19   10   39   58                                                  
CONECT   20   24   25   34                                                  
CONECT   21   22   27   40   61                                             
CONECT   22   17   21   53   62                                             
CONECT   23   26   28   41   63                                             
CONECT   24   20   29   32                                                  
CONECT   25   20   33   35                                                  
CONECT   26   23   31   42                                                  
CONECT   27   21   35   52   64                                             
CONECT   28    1    2   13   23                                             
CONECT   29   24                                                            
CONECT   30    8   18                                                       
CONECT   31    7   26                                                       
CONECT   32   14   24                                                       
CONECT   33   14   25                                                       
CONECT   34   15   20                                                       
CONECT   35   15   25   27                                                  
CONECT   36    3    4    5   11                                             
CONECT   37   16                                                            
CONECT   38   18                                                            
CONECT   39   19                                                            
CONECT   40   21                                                            
CONECT   41   23                                                            
CONECT   42   26                                                            
CONECT   43   55                                                            
CONECT   44   55                                                            
CONECT   45   55                                                            
CONECT   46   56                                                            
CONECT   47   56                                                            
CONECT   48   57                                                            
CONECT   49   57                                                            
CONECT   50   12   56                                                       
CONECT   51   13   57                                                       
CONECT   52   17   27                                                       
CONECT   53   22   55                                                       
CONECT   54   56   57                                                       
CONECT   55   43   44   45   53                                             
CONECT   56   46   47   50   54                                             
CONECT   57   48   49   51   54                                             
CONECT   58    9   19                                                       
CONECT   59   16                                                            
CONECT   60   17                                                            
CONECT   61   21                                                            
CONECT   62   22                                                            
CONECT   63   23                                                            
CONECT   64   27                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  132    0
END

Synonyms

Value	Source
L-Carnitinyl-CoA(3-)	ChEBI
R-Carnitinyl-CoA(3-)	ChEBI

Molecular Formula

C₂₈H₄₆N₈O₁₈P₃S

Average Mass

907.7

Monoisotopic Mass

907.188009581

IUPAC Name

(2R)-4-[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-(hydrogen phosphonooxy)-4-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphono)oxy]-2-hydroxy-N-{2-[(2-{[(3R)-3-hydroxy-4-(trimethylazaniumyl)butanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanecarboximidate

Traditional Name

(2R)-4-({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3-(hydrogen phosphonooxy)-4-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl phosphono}oxy)-2-hydroxy-N-{2-[(2-{[(3R)-3-hydroxy-4-(trimethylammonio)butanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanecarboximidate

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(CC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP([O-])(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)([O-])=O)C[N+](C)(C)C

InChI Identifier

InChI=1S/C28H49N8O18P3S/c1-28(2,23(41)26(42)31-7-6-18(38)30-8-9-58-19(39)10-16(37)11-36(3,4)5)13-51-57(48,49)54-56(46,47)50-12-17-22(53-55(43,44)45)21(40)27(52-17)35-15-34-20-24(29)32-14-33-25(20)35/h14-17,21-23,27,37,40-41H,6-13H2,1-5H3,(H7-,29,30,31,32,33,38,42,43,44,45,46,47,48,49)/p-3/t16-,17-,21-,22-,23+,27-/m1/s1

InChI Key

BBRISSLDTUHWKG-PVMHLSDZSA-K

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 diphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside 3',5'-bisphosphate
Ribonucleoside 3'-phosphate
Pentose phosphate
Pentose-5-phosphate
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Purine
Imidazopyrimidine
Choline
Aminopyrimidine
Fatty amide
Monosaccharide
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Imidolactam
Phosphoric acid ester
Alkyl phosphate
Pyrimidine
Tetrahydrofuran
Quaternary ammonium salt
Azole
Tetraalkylammonium salt
Heteroaromatic compound
Imidazole
Carbothioic s-ester
Thiocarboxylic acid ester
Carboxamide group
Secondary carboxylic acid amide
Amino acid or derivatives
1,2-aminoalcohol
Secondary alcohol
Sulfenyl compound
Carboxylic acid derivative
Organoheterocyclic compound
Thiocarboxylic acid or derivatives
Oxacycle
Azacycle
Amine
Primary amine
Organic oxide
Organic salt
Organonitrogen compound
Carbonyl group
Organooxygen compound
Organopnictogen compound
Hydrocarbon derivative
Alcohol
Organosulfur compound
Organic oxygen compound
Organic nitrogen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

acyl-CoA oxoanion (CHEBI:60932 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-7.7	ChemAxon
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.15	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	402.16 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	232.11 m³·mol⁻¹	ChemAxon
Polarizability	81.3 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

Spectrum Type	Description	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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

Metabolic Reactions

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	Proteobacteria	44	Human ; Human feces

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

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

26332046

KEGG Compound ID

Not Available

BioCyc ID

L-CARNITINYL-COA

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49852355

PDB ID

Not Available

ChEBI ID

60932

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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 (R)-carnitinyl-CoA (MMDBc0055041)

MOL for #<Metabolite:0x0000556b69c8c3a8>

3D MOL for #<Metabolite:0x0000556b69c8c3a8>

3D SDF for #<Metabolite:0x0000556b69c8c3a8>

3D-SDF for #<Metabolite:0x0000556b69c8c3a8>

PDB for #<Metabolite:0x0000556b69c8c3a8>

3D PDB for #<Metabolite:0x0000556b69c8c3a8>

SMILES for #<Metabolite:0x0000556b69c8c3a8>

INCHI for #<Metabolite:0x0000556b69c8c3a8>

Structure for #<Metabolite:0x0000556b69c8c3a8>

3D Structure for #<Metabolite:0x0000556b69c8c3a8>