MiMeDB: Showing metabocard for 2-Succinylbenzoyl-CoA (MMDBc0029983)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:49:23 UTC

Update Date

2022-08-31 17:38:20 UTC

MiMeDB ID

MMDBc0029983

Metabolite Identification

Common Name

2-Succinylbenzoyl-CoA

Description

2-succinylbenzoyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652310031720122D          

 63 66  0  0  1  0            999 V2000
   12.6914   -3.3078    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0202   -2.8230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4428   -4.0911    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3614   -3.3078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6099   -4.0911    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.9276   -4.7623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9415   -7.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6872   -7.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2329   -7.7581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5119   -7.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8034   -7.7581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2577   -6.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5119   -6.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2577   -5.2844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8282   -5.2844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5491   -4.8742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9787   -4.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8475   -2.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2577   -3.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6680   -2.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5491   -4.0413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8282   -3.6311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6872   -3.6311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3406   -3.6311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9940   -3.6311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5202   -2.8106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5202   -4.4640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1610   -2.8106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1610   -4.4640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5202   -3.6311    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.1610   -3.6311    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.5782   -3.0469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1251   -4.7623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3047   -5.5827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9581   -5.5827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1251   -5.5827    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.1251   -6.4032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4746   -3.0469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0961   -3.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8103   -2.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8047   -3.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0961   -4.4267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6307   -2.3880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5257   -3.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8047   -4.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5257   -4.4267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2342   -3.1960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4083   -7.3480    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.1169   -8.5787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1169   -7.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8378   -7.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5464   -6.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8378   -6.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2674   -7.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2674   -6.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5464   -7.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8378   -9.0012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5464   -8.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2674   -9.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9759   -8.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4055   -8.5787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6970   -9.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6970   -9.8217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  4  5  1  0  0  0  0
  5 33  1  6  0  0  0
  7  9  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 16  1  0  0  0  0
 15 16  2  0  0  0  0
 16 21  1  0  0  0  0
 17 19  1  0  0  0  0
 17 23  1  0  0  0  0
 18 19  1  0  0  0  0
 19 21  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 24 30  1  0  0  0  0
 24 31  1  0  0  0  0
 25 31  1  0  0  0  0
 25 32  1  0  0  0  0
 26 30  2  0  0  0  0
 27 30  1  0  0  0  0
 28 31  2  0  0  0  0
 29 31  1  0  0  0  0
 33 36  1  0  0  0  0
 34 36  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 39 41  2  0  0  0  0
 39 42  1  0  0  0  0
 40 43  2  0  0  0  0
 41 44  1  0  0  0  0
 41 43  1  0  0  0  0
 42 45  2  0  0  0  0
 44 46  2  0  0  0  0
 44 47  1  0  0  0  0
 45 46  1  0  0  0  0
 48 50  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 53  2  0  0  0  0
 51 56  1  0  0  0  0
 52 53  1  0  0  0  0
 52 55  2  0  0  0  0
 54 56  2  0  0  0  0
 54 55  1  0  0  0  0
 56 58  1  0  0  0  0
 57 58  2  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 62  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  2  0  0  0  0
M  END


  Mrv1652310031720122D          

 63 66  0  0  1  0            999 V2000
   12.6914   -3.3078    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0202   -2.8230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4428   -4.0911    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3614   -3.3078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6099   -4.0911    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.9276   -4.7623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9415   -7.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6872   -7.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2329   -7.7581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5119   -7.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8034   -7.7581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2577   -6.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5119   -6.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2577   -5.2844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8282   -5.2844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5491   -4.8742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9787   -4.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8475   -2.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2577   -3.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6680   -2.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5491   -4.0413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8282   -3.6311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6872   -3.6311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3406   -3.6311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9940   -3.6311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5202   -2.8106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5202   -4.4640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1610   -2.8106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1610   -4.4640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5202   -3.6311    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.1610   -3.6311    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.5782   -3.0469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1251   -4.7623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3047   -5.5827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9581   -5.5827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1251   -5.5827    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.1251   -6.4032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4746   -3.0469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0961   -3.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8103   -2.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8047   -3.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0961   -4.4267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6307   -2.3880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5257   -3.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8047   -4.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5257   -4.4267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2342   -3.1960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4083   -7.3480    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.1169   -8.5787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1169   -7.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8378   -7.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5464   -6.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8378   -6.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2674   -7.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2674   -6.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5464   -7.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8378   -9.0012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5464   -8.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2674   -9.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9759   -8.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4055   -8.5787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6970   -9.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6970   -9.8217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  4  5  1  0  0  0  0
  5 33  1  6  0  0  0
  7  9  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 16  1  0  0  0  0
 15 16  2  0  0  0  0
 16 21  1  0  0  0  0
 17 19  1  0  0  0  0
 17 23  1  0  0  0  0
 18 19  1  0  0  0  0
 19 21  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 24 30  1  0  0  0  0
 24 31  1  0  0  0  0
 25 31  1  0  0  0  0
 25 32  1  0  0  0  0
 26 30  2  0  0  0  0
 27 30  1  0  0  0  0
 28 31  2  0  0  0  0
 29 31  1  0  0  0  0
 33 36  1  0  0  0  0
 34 36  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 39 41  2  0  0  0  0
 39 42  1  0  0  0  0
 40 43  2  0  0  0  0
 41 44  1  0  0  0  0
 41 43  1  0  0  0  0
 42 45  2  0  0  0  0
 44 46  2  0  0  0  0
 44 47  1  0  0  0  0
 45 46  1  0  0  0  0
 48 50  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 53  2  0  0  0  0
 51 56  1  0  0  0  0
 52 53  1  0  0  0  0
 52 55  2  0  0  0  0
 54 56  2  0  0  0  0
 54 55  1  0  0  0  0
 56 58  1  0  0  0  0
 57 58  2  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 62  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029983

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1=CC=CC=C1C(=O)CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H44N7O20P3S/c1-32(2,26(45)29(46)35-10-9-21(41)34-11-12-63-31(47)18-6-4-3-5-17(18)19(40)7-8-22(42)43)14-56-62(53,54)59-61(51,52)55-13-20-25(58-60(48,49)50)24(44)30(57-20)39-16-38-23-27(33)36-15-37-28(23)39/h3-6,15-16,20,24-26,30,44-45H,7-14H2,1-2H3,(H,34,41)(H,35,46)(H,42,43)(H,51,52)(H,53,54)(H2,33,36,37)(H2,48,49,50)/t20-,24-,25-,26+,30-/m1/s1

> <INCHI_KEY>
AVOVYFCDODUXLY-HSJNEKGZSA-N

> <FORMULA>
C32H44N7O20P3S

> <MOLECULAR_WEIGHT>
971.713

> <EXACT_MASS>
971.157467109

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
107

> <JCHEM_AVERAGE_POLARIZABILITY>
88.02594285965718

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(2-{[(2-{3-[(2R)-3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]carbonyl}phenyl)-4-oxobutanoic acid

> <ALOGPS_LOGP>
0.11

> <JCHEM_LOGP>
-4.445504808383426

> <ALOGPS_LOGS>
-2.56

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.8920767510005225

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8202410220741649

> <JCHEM_PKA_STRONGEST_BASIC>
4.14492279970951

> <JCHEM_POLAR_SURFACE_AREA>
417.9999999999999

> <JCHEM_REFRACTIVITY>
214.1746

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.66e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
o-succinylbenzoyl-coa

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-OCT-17         0                                  
HETATM    1  C   UNK     0      23.691  -6.175   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      22.438  -5.270   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      23.226  -7.637   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.208  -6.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.672  -7.637   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      24.131  -8.890   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      11.091 -13.716   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.483 -14.482   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       9.768 -14.482   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       8.422 -13.716   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.100 -14.482   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.814 -11.396   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.422 -12.185   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       9.814  -9.864   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       7.146  -9.864   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.492  -9.098   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.160  -7.544   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.049  -5.455   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.814  -6.778   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.580  -5.455   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.492  -7.544   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.146  -6.778   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      12.483  -6.778   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      15.569  -6.778   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      18.655  -6.778   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      14.038  -5.246   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      14.038  -8.333   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      17.101  -5.246   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      17.101  -8.333   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      14.038  -6.778   0.000  0.00  0.00           P+0
HETATM   31  P   UNK     0      17.101  -6.778   0.000  0.00  0.00           P+0
HETATM   32  C   UNK     0      19.746  -5.688   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      20.767  -8.890   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      19.235 -10.421   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      22.322 -10.421   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      20.767 -10.421   0.000  0.00  0.00           P+0
HETATM   37  O   UNK     0      20.767 -11.953   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      25.153  -5.688   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      26.313  -6.732   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      25.779  -4.295   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      27.635  -5.966   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      26.313  -8.263   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      27.311  -4.458   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      28.981  -6.732   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      27.635  -9.029   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      28.981  -8.263   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      30.304  -5.966   0.000  0.00  0.00           N+0
HETATM   48  S   UNK     0      13.829 -13.716   0.000  0.00  0.00           S+0
HETATM   49  O   UNK     0      15.151 -16.014   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      15.151 -14.482   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      16.497 -13.716   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      17.820 -11.396   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      16.497 -12.185   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      19.166 -13.716   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      19.166 -12.185   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      17.820 -14.482   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      16.497 -16.802   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      17.820 -16.014   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      19.166 -16.802   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      20.488 -16.014   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      23.157 -16.014   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      21.834 -16.802   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      21.834 -18.334   0.000  0.00  0.00           O+0
CONECT    1   38    2    3                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2   32    5                                                  
CONECT    5    3    4   33                                                  
CONECT    6    3                                                            
CONECT    7    9    8                                                       
CONECT    8    7   48                                                       
CONECT    9    7   10                                                       
CONECT   10    9   13   11                                                  
CONECT   11   10                                                            
CONECT   12   14   13                                                       
CONECT   13   10   12                                                       
CONECT   14   12   16                                                       
CONECT   15   16                                                            
CONECT   16   14   15   21                                                  
CONECT   17   19   23                                                       
CONECT   18   19                                                            
CONECT   19   17   18   21   20                                             
CONECT   20   19                                                            
CONECT   21   16   19   22                                                  
CONECT   22   21                                                            
CONECT   23   17   30                                                       
CONECT   24   30   31                                                       
CONECT   25   31   32                                                       
CONECT   26   30                                                            
CONECT   27   30                                                            
CONECT   28   31                                                            
CONECT   29   31                                                            
CONECT   30   23   24   26   27                                             
CONECT   31   24   25   28   29                                             
CONECT   32    4   25                                                       
CONECT   33    5   36                                                       
CONECT   34   36                                                            
CONECT   35   36                                                            
CONECT   36   33   34   35   37                                             
CONECT   37   36                                                            
CONECT   38    1   39   40                                                  
CONECT   39   38   41   42                                                  
CONECT   40   38   43                                                       
CONECT   41   39   44   43                                                  
CONECT   42   39   45                                                       
CONECT   43   40   41                                                       
CONECT   44   41   46   47                                                  
CONECT   45   42   46                                                       
CONECT   46   44   45                                                       
CONECT   47   44                                                            
CONECT   48    8   50                                                       
CONECT   49   50                                                            
CONECT   50   48   49   51                                                  
CONECT   51   50   53   56                                                  
CONECT   52   53   55                                                       
CONECT   53   51   52                                                       
CONECT   54   56   55                                                       
CONECT   55   52   54                                                       
CONECT   56   51   54   58                                                  
CONECT   57   58                                                            
CONECT   58   56   57   59                                                  
CONECT   59   58   60                                                       
CONECT   60   59   62                                                       
CONECT   61   62                                                            
CONECT   62   60   61   63                                                  
CONECT   63   62                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  132    0
END

Synonyms

Value	Source
2-(3'-Carboxypropionyl)benzoyl-CoA	ChEBI
2-(3'-Carboxypropionyl)benzoyl-coenzyme A	ChEBI
2-Succinylbenzoyl-coenzyme A	ChEBI
coenzyme A, S-(2-(3-Carboxy-1-oxopropyl)benzoate)	ChEBI
O-Succinylbenzoyl-CoA	ChEBI
ortho-Succinylbenzoyl-CoA	ChEBI
S-[2-(3-Carboxypropanoyl)benzoyl]-coenzyme A	ChEBI
Succinylbenzoyl-CoA	ChEBI
coenzyme A, S-(2-(3-Carboxy-1-oxopropyl)benzoic acid)	Generator

Chemical Formula

C₃₂H₄₄N₇O₂₀P₃S

Average Molecular Weight

971.713

Monoisotopic Molecular Weight

971.157467109

IUPAC Name

4-(2-{[(2-{3-[(2R)-3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]carbonyl}phenyl)-4-oxobutanoic acid

Traditional Name

o-succinylbenzoyl-coa

CAS Registry Number

72471-59-1

SMILES

CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1=CC=CC=C1C(=O)CCC(O)=O

InChI Identifier

InChI=1S/C32H44N7O20P3S/c1-32(2,26(45)29(46)35-10-9-21(41)34-11-12-63-31(47)18-6-4-3-5-17(18)19(40)7-8-22(42)43)14-56-62(53,54)59-61(51,52)55-13-20-25(58-60(48,49)50)24(44)30(57-20)39-16-38-23-27(33)36-15-37-28(23)39/h3-6,15-16,20,24-26,30,44-45H,7-14H2,1-2H3,(H,34,41)(H,35,46)(H,42,43)(H,51,52)(H,53,54)(H2,33,36,37)(H2,48,49,50)/t20-,24-,25-,26+,30-/m1/s1

InChI Key

AVOVYFCDODUXLY-HSJNEKGZSA-N

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 diphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside 3',5'-bisphosphate
Ribonucleoside 3'-phosphate
Pentose-5-phosphate
Pentose phosphate
Alkyl-phenylketone
Beta amino acid or derivatives
Butyrophenone
Glycosyl compound
N-glycosyl compound
6-aminopurine
Pentose monosaccharide
Monosaccharide phosphate
Organic pyrophosphate
Phenylketone
Purine
Imidazopyrimidine
Thiobenzoic acid or derivatives
Benzoic acid or derivatives
Benzoyl
Gamma-keto acid
Aryl alkyl ketone
Aryl ketone
Aminopyrimidine
Monoalkyl phosphate
Fatty amide
Monocyclic benzene moiety
Keto acid
Monosaccharide
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Imidolactam
Phosphoric acid ester
Benzenoid
Alkyl phosphate
Pyrimidine
Azole
Imidazole
Tetrahydrofuran
Heteroaromatic compound
Secondary carboxylic acid amide
Ketone
Secondary alcohol
Carboxamide group
Amino acid
Amino acid or derivatives
Thiocarboxylic acid ester
Carbothioic s-ester
Thiocarboxylic acid or derivatives
Monocarboxylic acid or derivatives
Sulfenyl compound
Azacycle
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Primary amine
Carbonyl group
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzoyl-CoAs (CHEBI:15509 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.66 g/L	ALOGPS
logP	0.11	ALOGPS
logP	-4.4	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.14	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	418 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	214.17 m³·mol⁻¹	ChemAxon
Polarizability	88.03 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

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f80-1955100105-c17079f02635ae8699c1	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0962200000-22d528673c0203f6dc73	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0019-2932000000-c5a2fc977f0ae220f612	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-1030-3950232707-107bc76f4cf9a088f447	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-003r-3901201001-d0578f5526758915d7d8	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-6900100000-a7e8ae773d5d9f7c5bd5	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		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

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Phylum	Total species	Hosts and Body Sites	Microbial Links
Proteobacteria	5	Human ; Chicken	Unknown;
Firmicutes	44	Human ; Human Feces; Cattle
Actinobacteria	3	Human

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11966131

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
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 2-Succinylbenzoyl-CoA (MMDBc0029983)

MOL for #<Metabolite:0x0000564abfb10c00>

3D MOL for #<Metabolite:0x0000564abfb10c00>

3D SDF for #<Metabolite:0x0000564abfb10c00>

3D-SDF for #<Metabolite:0x0000564abfb10c00>

PDB for #<Metabolite:0x0000564abfb10c00>

3D PDB for #<Metabolite:0x0000564abfb10c00>

SMILES for #<Metabolite:0x0000564abfb10c00>

INCHI for #<Metabolite:0x0000564abfb10c00>

Structure for #<Metabolite:0x0000564abfb10c00>

3D Structure for #<Metabolite:0x0000564abfb10c00>