MiMeDB: Showing metabocard for 4-methylpentanoyl-CoA (MMDBc0055523)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:57:54 UTC

Update Date

2022-08-12 20:09:24 UTC

Metabolite ID

MMDBc0055523

Metabolite Identification

Common Name

4-methylpentanoyl-CoA

Description

isocaproyl-CoA belongs to the class of organic compounds known as 2,3,4-saturated fatty acyl coas. These are acyl-CoAs carrying a 2,3,4-saturated fatty acyl chain. Based on a literature review very few articles have been published on isocaproyl-CoA.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221572D          

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


  Mrv1652306172221572D          

 60 62  0  0  1  0            999 V2000
    2.3364   13.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6219   14.3984    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
    0.9074   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
   -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
   -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
    1.6219   13.5734    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
   -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
   -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  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
  -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
  -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
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  5  1  0  0  0  0
 16 11  1  1  0  0  0
 17  7  1  0  0  0  0
 18  6  1  0  0  0  0
 21 16  1  0  0  0  0
 21 20  1  0  0  0  0
 23 19  2  0  0  0  0
 24 19  1  0  0  0  0
 25 22  1  0  0  0  0
 26 20  1  0  0  0  0
 27  3  1  0  0  0  0
 27  4  1  0  0  0  0
 27 12  1  0  0  0  0
 27 22  1  0  0  0  0
 28 23  1  0  0  0  0
 29  9  1  4  0  0  0
 29 17  2  0  0  0  0
 30  8  1  4  0  0  0
 30 25  2  0  0  0  0
 31 13  2  0  0  0  0
 31 23  1  0  0  0  0
 32 13  1  0  0  0  0
 32 24  2  0  0  0  0
 33 14  2  0  0  0  0
 33 19  1  0  0  0  0
 34 14  1  0  0  0  0
 34 24  1  0  0  0  0
 26 34  1  1  0  0  0
 35 17  1  0  0  0  0
 36 18  2  0  0  0  0
 20 37  1  6  0  0  0
 22 38  1  6  0  0  0
 39 25  1  0  0  0  0
 47 11  1  0  0  0  0
 48 12  1  0  0  0  0
 49 16  1  0  0  0  0
 49 26  1  0  0  0  0
 21 50  1  1  0  0  0
 52 40  1  0  0  0  0
 52 41  1  0  0  0  0
 52 42  2  0  0  0  0
 52 50  1  0  0  0  0
 53 43  1  0  0  0  0
 53 44  2  0  0  0  0
 53 47  1  0  0  0  0
 53 51  1  0  0  0  0
 54 45  1  0  0  0  0
 54 46  2  0  0  0  0
 54 48  1  0  0  0  0
 54 51  1  0  0  0  0
 55 10  1  0  0  0  0
 55 18  1  0  0  0  0
 16 56  1  6  0  0  0
 20 57  1  1  0  0  0
 21 58  1  1  0  0  0
 22 59  1  6  0  0  0
 26 60  1  6  0  0  0
M  CHG  4  35  -1  39  -1  40  -1  41  -1
M  END
> <DATABASE_ID>
MMDBc0055523

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)CCC(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/C27H46N7O17P3S/c1-15(2)5-6-18(36)55-10-9-29-17(35)7-8-30-25(39)22(38)27(3,4)12-48-54(45,46)51-53(43,44)47-11-16-21(50-52(40,41)42)20(37)26(49-16)34-14-33-19-23(28)31-13-32-24(19)34/h13-16,20-22,26,37-38H,5-12H2,1-4H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/p-4/t16-,20-,21-,22+,26-/m1/s1

> <INCHI_KEY>
GESPQCUXDWNNGU-HDRQGHTBSA-J

> <FORMULA>
C27H42N7O17P3S

> <MOLECULAR_WEIGHT>
861.65

> <EXACT_MASS>
861.159269408

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
77.54232017805953

> <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-[(4-methylpentanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanecarboximidate

> <JCHEM_LOGP>
-3.7440916930387864

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8860532764262619

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8191202371391935

> <JCHEM_PKA_STRONGEST_BASIC>
6.46710869596461

> <JCHEM_POLAR_SURFACE_AREA>
381.9300000000001

> <JCHEM_REFRACTIVITY>
210.48610000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <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-[(4-methylpentanoyl)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       4.361  24.567   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.028  26.877   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -15.850  23.027   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -12.770  23.027   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.694  24.567   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.360  25.337   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.976  24.567   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -10.309  25.337   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.975  25.337   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.641  24.567   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -18.311  14.557   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -14.310  21.487   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -26.098  10.487   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -21.169   9.195   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.028  25.337   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -19.645  13.787   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.642  25.337   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.973  24.567   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -23.606   8.677   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -22.082  13.269   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -21.052  14.413   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -14.310  24.567   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -25.013   8.050   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -23.445  10.208   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -12.977  25.337   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -21.312  11.935   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -14.310  23.027   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0     -25.174   6.519   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      -6.308  24.567   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0     -11.643  24.567   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0     -26.259   8.956   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0     -24.691  11.113   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0     -22.199   8.050   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0     -21.939  10.528   0.000  0.00  0.00           N+0
HETATM   35  O   UNK     0      -7.642  26.877   0.000  0.00  0.00           O-1
HETATM   36  O   UNK     0      -0.973  23.027   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0     -23.614  13.430   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0     -15.644  25.337   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0     -12.977  26.877   0.000  0.00  0.00           O-1
HETATM   40  O   UNK     0     -19.197  15.806   0.000  0.00  0.00           O-1
HETATM   41  O   UNK     0     -21.258  18.095   0.000  0.00  0.00           O-1
HETATM   42  O   UNK     0     -19.083  17.981   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0     -17.748  18.201   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0     -16.208  15.533   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0     -17.184  19.177   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0     -14.104  19.177   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0     -18.311  16.097   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0     -15.644  20.717   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0     -19.806  12.256   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0     -21.372  15.920   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0     -15.644  17.637   0.000  0.00  0.00           O+0
HETATM   52  P   UNK     0     -20.228  16.950   0.000  0.00  0.00           P+0
HETATM   53  P   UNK     0     -16.978  16.867   0.000  0.00  0.00           P+0
HETATM   54  P   UNK     0     -15.644  19.177   0.000  0.00  0.00           P+0
HETATM   55  S   UNK     0      -2.307  25.337   0.000  0.00  0.00           S+0
HETATM   56  H   UNK     0     -19.726  15.325   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0     -22.634  14.707   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0     -20.732  12.907   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0     -12.977  23.797   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0     -22.850  11.855   0.000  0.00  0.00           H+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   27                                                            
CONECT    4   27                                                            
CONECT    5    6   15                                                       
CONECT    6    5   18                                                       
CONECT    7    8   17                                                       
CONECT    8    7   30                                                       
CONECT    9   10   29                                                       
CONECT   10    9   55                                                       
CONECT   11   16   47                                                       
CONECT   12   27   48                                                       
CONECT   13   31   32                                                       
CONECT   14   33   34                                                       
CONECT   15    1    2    5                                                  
CONECT   16   11   21   49   56                                             
CONECT   17    7   29   35                                                  
CONECT   18    6   36   55                                                  
CONECT   19   23   24   33                                                  
CONECT   20   21   26   37   57                                             
CONECT   21   16   20   50   58                                             
CONECT   22   25   27   38   59                                             
CONECT   23   19   28   31                                                  
CONECT   24   19   32   34                                                  
CONECT   25   22   30   39                                                  
CONECT   26   20   34   49   60                                             
CONECT   27    3    4   12   22                                             
CONECT   28   23                                                            
CONECT   29    9   17                                                       
CONECT   30    8   25                                                       
CONECT   31   13   23                                                       
CONECT   32   13   24                                                       
CONECT   33   14   19                                                       
CONECT   34   14   24   26                                                  
CONECT   35   17                                                            
CONECT   36   18                                                            
CONECT   37   20                                                            
CONECT   38   22                                                            
CONECT   39   25                                                            
CONECT   40   52                                                            
CONECT   41   52                                                            
CONECT   42   52                                                            
CONECT   43   53                                                            
CONECT   44   53                                                            
CONECT   45   54                                                            
CONECT   46   54                                                            
CONECT   47   11   53                                                       
CONECT   48   12   54                                                       
CONECT   49   16   26                                                       
CONECT   50   21   52                                                       
CONECT   51   53   54                                                       
CONECT   52   40   41   42   50                                             
CONECT   53   43   44   47   51                                             
CONECT   54   45   46   48   51                                             
CONECT   55   10   18                                                       
CONECT   56   16                                                            
CONECT   57   20                                                            
CONECT   58   21                                                            
CONECT   59   22                                                            
CONECT   60   26                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  124    0
END

Synonyms

Value	Source
4-Methylpentanoyl-CoA	ChEBI

Molecular Formula

C₂₇H₄₂N₇O₁₇P₃S

Average Mass

861.65

Monoisotopic Mass

861.159269408

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-[(4-methylpentanoyl)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-[(4-methylpentanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanecarboximidate

CAS Registry Number

Not Available

SMILES

[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)CCC(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/C27H46N7O17P3S/c1-15(2)5-6-18(36)55-10-9-29-17(35)7-8-30-25(39)22(38)27(3,4)12-48-54(45,46)51-53(43,44)47-11-16-21(50-52(40,41)42)20(37)26(49-16)34-14-33-19-23(28)31-13-32-24(19)34/h13-16,20-22,26,37-38H,5-12H2,1-4H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/p-4/t16-,20-,21-,22+,26-/m1/s1

InChI Key

GESPQCUXDWNNGU-HDRQGHTBSA-J

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,3,4-saturated fatty acyl coas. These are acyl-CoAs carrying a 2,3,4-saturated fatty acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

2,3,4-saturated fatty 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
N-substituted imidazole
Alkyl phosphate
Organic phosphoric acid derivative
N-acyl-amine
Monosaccharide
Pyrimidine
Fatty amide
Phosphoric acid ester
Imidolactam
Tetrahydrofuran
Imidazole
Heteroaromatic compound
Azole
Thiocarboxylic acid ester
Carbothioic s-ester
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Thiocarboxylic acid or derivatives
Sulfenyl compound
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Oxacycle
Alcohol
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Carbonyl group
Primary amine
Organic oxide
Amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-3.7	ChemAxon
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	6.47	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	381.93 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	210.49 m³·mol⁻¹	ChemAxon
Polarizability	77.54 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

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

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0016777	4-methylpentanoyl-CoA	4-methylpentanoic acid	Acyl-CoA thioesterase 2	Hydrolysis	RHEA	34755880
MMDBr0016778	4-methylpentanoyl-CoA	4-methylpentanoic acid	Acyl-CoA thioesterase 2	Hydrolysis	RHEA	34755880
MMDBr0038895	4-methylpentanoyl-CoA	4-methylpentanoic acid	Thioesterase TesA	Hydrolysis	RHEA	34755880

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	2

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

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

58163431

KEGG Compound ID

Not Available

BioCyc ID

CPD-17494

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91820089

PDB ID

Not Available

ChEBI ID

131445

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 4-methylpentanoyl-CoA (MMDBc0055523)

MOL for #<Metabolite:0x00007fe2d414b928>

3D MOL for #<Metabolite:0x00007fe2d414b928>

3D SDF for #<Metabolite:0x00007fe2d414b928>

3D-SDF for #<Metabolite:0x00007fe2d414b928>

PDB for #<Metabolite:0x00007fe2d414b928>

3D PDB for #<Metabolite:0x00007fe2d414b928>

SMILES for #<Metabolite:0x00007fe2d414b928>

INCHI for #<Metabolite:0x00007fe2d414b928>

Structure for #<Metabolite:0x00007fe2d414b928>

3D Structure for #<Metabolite:0x00007fe2d414b928>