MiMeDB: Showing metabocard for [(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA (MMDBc0055085)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:41:35 UTC

Update Date

2022-08-12 20:09:13 UTC

Metabolite ID

MMDBc0055085

Metabolite Identification

Common Name

[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA

Description

[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA(4-) belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain. Based on a literature review a small amount of articles have been published on [(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA(4-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221412D          

 67 70  0  0  1  0            999 V2000
    3.0508   13.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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
    2.1522   14.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0916   14.2054    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
    2.3364   12.3359    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
   -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
    2.3364   13.1609    0.0000 C   0  0  0  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
    0.9074   13.1609    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
    1.6219   11.9234    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
    1.6219   13.5734    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
   -4.0939   14.3984    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.6219   11.0984    0.0000 O   0  0  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  5  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  0  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
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   -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
  -10.5673    8.2098    0.0000 H   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
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  -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  1  1  0  0  0  0
 16 10  2  0  0  0  0
 17 12  1  1  0  0  0
 18 11  1  6  0  0  0
 19  6  1  0  0  0  0
 20 10  1  0  0  0  0
 21 11  1  0  0  0  0
 24 17  1  0  0  0  0
 24 23  1  0  0  0  0
 26 22  2  0  0  0  0
 27 22  1  0  0  0  0
 28 25  1  0  0  0  0
 29 23  1  0  0  0  0
 30  2  1  0  0  0  0
 30  3  1  0  0  0  0
 30 13  1  0  0  0  0
 30 25  1  0  0  0  0
 31  4  1  0  0  0  0
 31  5  1  0  0  0  0
 31 16  1  0  0  0  0
 31 18  1  0  0  0  0
 32 26  1  0  0  0  0
 33  8  1  4  0  0  0
 33 19  2  0  0  0  0
 34  7  1  4  0  0  0
 34 28  2  0  0  0  0
 35 14  2  0  0  0  0
 35 26  1  0  0  0  0
 36 14  1  0  0  0  0
 36 27  2  0  0  0  0
 37 15  2  0  0  0  0
 37 22  1  0  0  0  0
 38 15  1  0  0  0  0
 38 27  1  0  0  0  0
 29 38  1  1  0  0  0
 39 19  1  0  0  0  0
 40 20  2  0  0  0  0
 41 21  2  0  0  0  0
 23 42  1  6  0  0  0
 25 43  1  6  0  0  0
 44 28  1  0  0  0  0
 52 12  1  0  0  0  0
 53 13  1  0  0  0  0
 54 17  1  0  0  0  0
 54 29  1  0  0  0  0
 55 18  1  0  0  0  0
 55 20  1  0  0  0  0
 24 56  1  1  0  0  0
 58 45  1  0  0  0  0
 58 46  1  0  0  0  0
 58 47  2  0  0  0  0
 58 56  1  0  0  0  0
 59 48  1  0  0  0  0
 59 49  2  0  0  0  0
 59 52  1  0  0  0  0
 59 57  1  0  0  0  0
 60 50  1  0  0  0  0
 60 51  2  0  0  0  0
 60 53  1  0  0  0  0
 60 57  1  0  0  0  0
 61  9  1  0  0  0  0
 61 21  1  0  0  0  0
 17 62  1  6  0  0  0
 18 63  1  1  0  0  0
 23 64  1  1  0  0  0
 24 65  1  1  0  0  0
 25 66  1  6  0  0  0
 29 67  1  6  0  0  0
M  CHG  4  39  -1  44  -1  45  -1  46  -1
M  END


  Mrv1652306172221412D          

 67 70  0  0  1  0            999 V2000
    3.0508   13.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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
    2.1522   14.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0916   14.2054    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
    2.3364   12.3359    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
   -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
    2.3364   13.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9074   13.1609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.6219   11.9234    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
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  -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
    1.6219   13.5734    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
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  -11.7529    5.6403    0.0000 N   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
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  -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  5  0  0  0  0  0  0  0  0  0  0
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   -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  0  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
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    0.9074   12.3359    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
  -10.5673    8.2098    0.0000 H   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
  -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
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  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 16  1  1  0  0  0  0
 16 10  2  0  0  0  0
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 19  6  1  0  0  0  0
 20 10  1  0  0  0  0
 21 11  1  0  0  0  0
 24 17  1  0  0  0  0
 24 23  1  0  0  0  0
 26 22  2  0  0  0  0
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 29 23  1  0  0  0  0
 30  2  1  0  0  0  0
 30  3  1  0  0  0  0
 30 13  1  0  0  0  0
 30 25  1  0  0  0  0
 31  4  1  0  0  0  0
 31  5  1  0  0  0  0
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 31 18  1  0  0  0  0
 32 26  1  0  0  0  0
 33  8  1  4  0  0  0
 33 19  2  0  0  0  0
 34  7  1  4  0  0  0
 34 28  2  0  0  0  0
 35 14  2  0  0  0  0
 35 26  1  0  0  0  0
 36 14  1  0  0  0  0
 36 27  2  0  0  0  0
 37 15  2  0  0  0  0
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 38 15  1  0  0  0  0
 38 27  1  0  0  0  0
 29 38  1  1  0  0  0
 39 19  1  0  0  0  0
 40 20  2  0  0  0  0
 41 21  2  0  0  0  0
 23 42  1  6  0  0  0
 25 43  1  6  0  0  0
 44 28  1  0  0  0  0
 52 12  1  0  0  0  0
 53 13  1  0  0  0  0
 54 17  1  0  0  0  0
 54 29  1  0  0  0  0
 55 18  1  0  0  0  0
 55 20  1  0  0  0  0
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 58 47  2  0  0  0  0
 58 56  1  0  0  0  0
 59 48  1  0  0  0  0
 59 49  2  0  0  0  0
 59 52  1  0  0  0  0
 59 57  1  0  0  0  0
 60 50  1  0  0  0  0
 60 51  2  0  0  0  0
 60 53  1  0  0  0  0
 60 57  1  0  0  0  0
 61  9  1  0  0  0  0
 61 21  1  0  0  0  0
 17 62  1  6  0  0  0
 18 63  1  1  0  0  0
 23 64  1  1  0  0  0
 24 65  1  1  0  0  0
 25 66  1  6  0  0  0
 29 67  1  6  0  0  0
M  CHG  4  39  -1  44  -1  45  -1  46  -1
M  END
> <DATABASE_ID>
MMDBc0055085

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)C[C@@]1([H])OC(=O)C=C(C)C1(C)C)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

> <INCHI_IDENTIFIER>
InChI=1S/C31H48N7O19P3S/c1-16-10-20(40)55-18(31(16,4)5)11-21(41)61-9-8-33-19(39)6-7-34-28(44)25(43)30(2,3)13-53-60(50,51)57-59(48,49)52-12-17-24(56-58(45,46)47)23(42)29(54-17)38-15-37-22-26(32)35-14-36-27(22)38/h10,14-15,17-18,23-25,29,42-43H,6-9,11-13H2,1-5H3,(H,33,39)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/p-4/t17-,18-,23-,24-,25+,29-/m1/s1

> <INCHI_KEY>
QVDBPCIECHFDHZ-GBKDGTAPSA-J

> <FORMULA>
C31H44N7O19P3S

> <MOLECULAR_WEIGHT>
943.71

> <EXACT_MASS>
943.164748712

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
105

> <JCHEM_AVERAGE_POLARIZABILITY>
84.47235120571722

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-({[({[(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)-2-hydroxy-3,3-dimethyl-N-(2-{[2-({2-[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]acetyl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanecarboximidate

> <JCHEM_LOGP>
-2.435954028052382

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8916368902082326

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8201950786840326

> <JCHEM_PKA_STRONGEST_BASIC>
4.155783784043214

> <JCHEM_POLAR_SURFACE_AREA>
408.2300000000001

> <JCHEM_REFRACTIVITY>
229.07320000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-3,3-dimethyl-N-(2-{[2-({2-[(2R)-3,3,4-trimethyl-6-oxo-2H-pyran-2-yl]acetyl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanecarboximidate

> <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       5.695  25.337   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -15.850  23.027   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.770  23.027   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.017  26.517   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.038  26.517   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       4.361  23.027   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.360  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       4.361  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       1.694  24.567   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -7.642  25.337   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.028  22.257   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.973  24.567   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -23.606   8.677   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -22.082  13.269   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -21.052  14.413   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -14.310  24.567   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -25.013   8.050   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -23.445  10.208   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -12.977  25.337   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -21.312  11.935   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -14.310  23.027   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.028  25.337   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0     -25.174   6.519   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      -6.308  24.567   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0     -11.643  24.567   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0     -26.259   8.956   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0     -24.691  11.113   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0     -22.199   8.050   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0     -21.939  10.528   0.000  0.00  0.00           N+0
HETATM   39  O   UNK     0      -7.642  26.877   0.000  0.00  0.00           O-1
HETATM   40  O   UNK     0       3.028  20.717   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -0.973  23.027   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0     -23.614  13.430   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0     -15.644  25.337   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0     -12.977  26.877   0.000  0.00  0.00           O-1
HETATM   45  O   UNK     0     -19.197  15.806   0.000  0.00  0.00           O-1
HETATM   46  O   UNK     0     -21.258  18.095   0.000  0.00  0.00           O-1
HETATM   47  O   UNK     0     -19.083  17.981   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0     -17.748  18.201   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0     -16.208  15.533   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0     -17.184  19.177   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0     -14.104  19.177   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0     -18.311  16.097   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0     -15.644  20.717   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0     -19.806  12.256   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       1.694  23.027   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0     -21.372  15.920   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0     -15.644  17.637   0.000  0.00  0.00           O+0
HETATM   58  P   UNK     0     -20.228  16.950   0.000  0.00  0.00           P+0
HETATM   59  P   UNK     0     -16.978  16.867   0.000  0.00  0.00           P+0
HETATM   60  P   UNK     0     -15.644  19.177   0.000  0.00  0.00           P+0
HETATM   61  S   UNK     0      -2.307  25.337   0.000  0.00  0.00           S+0
HETATM   62  H   UNK     0     -19.726  15.325   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.694  26.107   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0     -22.634  14.707   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0     -20.732  12.907   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0     -12.977  23.797   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0     -22.850  11.855   0.000  0.00  0.00           H+0
CONECT    1   16                                                            
CONECT    2   30                                                            
CONECT    3   30                                                            
CONECT    4   31                                                            
CONECT    5   31                                                            
CONECT    6    7   19                                                       
CONECT    7    6   34                                                       
CONECT    8    9   33                                                       
CONECT    9    8   61                                                       
CONECT   10   16   20                                                       
CONECT   11   18   21                                                       
CONECT   12   17   52                                                       
CONECT   13   30   53                                                       
CONECT   14   35   36                                                       
CONECT   15   37   38                                                       
CONECT   16    1   10   31                                                  
CONECT   17   12   24   54   62                                             
CONECT   18   11   31   55   63                                             
CONECT   19    6   33   39                                                  
CONECT   20   10   40   55                                                  
CONECT   21   11   41   61                                                  
CONECT   22   26   27   37                                                  
CONECT   23   24   29   42   64                                             
CONECT   24   17   23   56   65                                             
CONECT   25   28   30   43   66                                             
CONECT   26   22   32   35                                                  
CONECT   27   22   36   38                                                  
CONECT   28   25   34   44                                                  
CONECT   29   23   38   54   67                                             
CONECT   30    2    3   13   25                                             
CONECT   31    4    5   16   18                                             
CONECT   32   26                                                            
CONECT   33    8   19                                                       
CONECT   34    7   28                                                       
CONECT   35   14   26                                                       
CONECT   36   14   27                                                       
CONECT   37   15   22                                                       
CONECT   38   15   27   29                                                  
CONECT   39   19                                                            
CONECT   40   20                                                            
CONECT   41   21                                                            
CONECT   42   23                                                            
CONECT   43   25                                                            
CONECT   44   28                                                            
CONECT   45   58                                                            
CONECT   46   58                                                            
CONECT   47   58                                                            
CONECT   48   59                                                            
CONECT   49   59                                                            
CONECT   50   60                                                            
CONECT   51   60                                                            
CONECT   52   12   59                                                       
CONECT   53   13   60                                                       
CONECT   54   17   29                                                       
CONECT   55   18   20                                                       
CONECT   56   24   58                                                       
CONECT   57   59   60                                                       
CONECT   58   45   46   47   56                                             
CONECT   59   48   49   52   57                                             
CONECT   60   50   51   53   57                                             
CONECT   61    9   21                                                       
CONECT   62   17                                                            
CONECT   63   18                                                            
CONECT   64   23                                                            
CONECT   65   24                                                            
CONECT   66   25                                                            
CONECT   67   29                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  140    0
END

Synonyms

Value	Source
[(2R)-3,3,4-Trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA	ChEBI

Molecular Formula

C₃₁H₄₄N₇O₁₉P₃S

Average Mass

943.71

Monoisotopic Mass

943.164748712

IUPAC Name

(2R)-4-({[({[(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)-2-hydroxy-3,3-dimethyl-N-(2-{[2-({2-[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]acetyl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanecarboximidate

Traditional Name

(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-3,3-dimethyl-N-(2-{[2-({2-[(2R)-3,3,4-trimethyl-6-oxo-2H-pyran-2-yl]acetyl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanecarboximidate

CAS Registry Number

Not Available

SMILES

[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)C[C@@]1([H])OC(=O)C=C(C)C1(C)C)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

InChI Identifier

InChI=1S/C31H48N7O19P3S/c1-16-10-20(40)55-18(31(16,4)5)11-21(41)61-9-8-33-19(39)6-7-34-28(44)25(43)30(2,3)13-53-60(50,51)57-59(48,49)52-12-17-24(56-58(45,46)47)23(42)29(54-17)38-15-37-22-26(32)35-14-36-27(22)38/h10,14-15,17-18,23-25,29,42-43H,6-9,11-13H2,1-5H3,(H,33,39)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/p-4/t17-,18-,23-,24-,25+,29-/m1/s1

InChI Key

QVDBPCIECHFDHZ-GBKDGTAPSA-J

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Acyl 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
Dihydropyranone
Alkyl phosphate
Imidolactam
Fatty amide
Pyrimidine
Pyran
Monosaccharide
N-acyl-amine
Phosphoric acid ester
N-substituted imidazole
Organic phosphoric acid derivative
Azole
Tetrahydrofuran
Imidazole
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Thiocarboxylic acid ester
Amino acid or derivatives
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Secondary alcohol
Carbothioic s-ester
Lactone
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Thiocarboxylic acid or derivatives
Sulfenyl compound
Carboxylic acid derivative
Oxacycle
Azacycle
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Alcohol
Amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Primary amine
Organopnictogen compound
Organic oxygen compound
Organosulfur compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

acyl-CoA(4-) (CHEBI:64785 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-2.4	ChemAxon
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.16	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	408.23 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	229.07 m³·mol⁻¹	ChemAxon
Polarizability	84.47 Å³	ChemAxon
Number of Rings	4	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

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	1	Human

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

28184675

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57339261

PDB ID

Not Available

ChEBI ID

64785

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 [(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA (MMDBc0055085)

MOL for #<Metabolite:0x00007fdb70715a18>

3D MOL for #<Metabolite:0x00007fdb70715a18>

3D SDF for #<Metabolite:0x00007fdb70715a18>

3D-SDF for #<Metabolite:0x00007fdb70715a18>

PDB for #<Metabolite:0x00007fdb70715a18>

3D PDB for #<Metabolite:0x00007fdb70715a18>

SMILES for #<Metabolite:0x00007fdb70715a18>

INCHI for #<Metabolite:0x00007fdb70715a18>

Structure for #<Metabolite:0x00007fdb70715a18>

3D Structure for #<Metabolite:0x00007fdb70715a18>