MiMeDB: Showing metabocard for Glutaryl-CoA (MMDBc0029622)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:34:56 UTC

Update Date

2024-04-30 19:39:23 UTC

Metabolite ID

MMDBc0029622

Metabolite Identification

Common Name

Glutaryl-CoA

Description

Glutaryl-coenzyme A (or Glutaryl-CoA) is an intermediate in the metabolism of lysine and tryptophan.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309042000212D          

 56 58  0  0  1  0            999 V2000
    0.4451    3.0950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1062    1.6618    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9963    3.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4491    3.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1469    0.8860    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5758    2.1558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9963    3.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7190    2.6703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735    4.3445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9881    0.8860    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3389    0.2205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2494    1.6741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7190    4.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4294    3.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.2980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0211    1.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4294    3.9279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7190    5.1610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2864    0.3022    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1481    1.3842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3028    1.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0909    0.2817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2906   -0.5267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4629    1.3678    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4629   -0.3756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4751    2.1722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2917    1.3800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4587   -2.0578    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6012   -2.0415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4710   -3.0338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2876   -2.0415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8868   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1762   -2.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4617   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1599   -2.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2049   -1.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7472   -2.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4617   -0.8043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327   -1.6292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7472   -2.8664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6819   -2.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3924   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1068   -2.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215   -1.6292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1068   -2.8664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5359   -2.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2506   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9650   -2.0415    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6755   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3900   -2.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6755   -0.8043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1046   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8191   -2.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5337   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2441   -2.0415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5297   -0.8043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  6  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  2  0  0  0  0
 10 15  1  6  0  0  0
 12 16  1  1  0  0  0
 13 17  2  0  0  0  0
 13 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 19 23  2  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  2  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  2  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 34 37  1  0  0  0  0
 34 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  2  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  2  0  0  0  0
  7  9  1  0  0  0  0
 10 12  1  0  0  0  0
 14 17  1  0  0  0  0
M  END


  Mrv1652309042000212D          

 56 58  0  0  1  0            999 V2000
    0.4451    3.0950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1062    1.6618    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9963    3.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4491    3.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1469    0.8860    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5758    2.1558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9963    3.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7190    2.6703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735    4.3445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9881    0.8860    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3389    0.2205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2494    1.6741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7190    4.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4294    3.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.2980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0211    1.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4294    3.9279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7190    5.1610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2864    0.3022    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1481    1.3842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3028    1.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0909    0.2817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2906   -0.5267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4629    1.3678    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4629   -0.3756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4751    2.1722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2917    1.3800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4587   -2.0578    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6012   -2.0415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4710   -3.0338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2876   -2.0415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8868   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1762   -2.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4617   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1599   -2.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2049   -1.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7472   -2.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4617   -0.8043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327   -1.6292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7472   -2.8664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6819   -2.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3924   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1068   -2.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215   -1.6292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1068   -2.8664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5359   -2.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2506   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9650   -2.0415    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6755   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3900   -2.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6755   -0.8043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1046   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8191   -2.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5337   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2441   -2.0415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5297   -0.8043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  6  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  2  0  0  0  0
 10 15  1  6  0  0  0
 12 16  1  1  0  0  0
 13 17  2  0  0  0  0
 13 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 19 23  2  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  2  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  2  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 34 37  1  0  0  0  0
 34 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  2  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  2  0  0  0  0
  7  9  1  0  0  0  0
 10 12  1  0  0  0  0
 14 17  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029622

> <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(O)C(=O)NCCC(=O)NCCSC(=O)CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H42N7O19P3S/c1-26(2,21(39)24(40)29-7-6-15(34)28-8-9-56-17(37)5-3-4-16(35)36)11-49-55(46,47)52-54(44,45)48-10-14-20(51-53(41,42)43)19(38)25(50-14)33-13-32-18-22(27)30-12-31-23(18)33/h12-14,19-21,25,38-39H,3-11H2,1-2H3,(H,28,34)(H,29,40)(H,35,36)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/t14-,19-,20-,21?,25-/m1/s1

> <INCHI_KEY>
SYKWLIJQEHRDNH-KRPIADGTSA-N

> <FORMULA>
C26H42N7O19P3S

> <MOLECULAR_WEIGHT>
881.633

> <EXACT_MASS>
881.146902423

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
78.93633493544789

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-{[2-(3-{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}-5-oxopentanoic acid

> <ALOGPS_LOGP>
-0.48

> <JCHEM_LOGP>
-5.612319884004058

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.8982436382603725

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8208079540070483

> <JCHEM_PKA_STRONGEST_BASIC>
3.8397360419820097

> <JCHEM_POLAR_SURFACE_AREA>
400.9299999999999

> <JCHEM_REFRACTIVITY>
187.70230000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.62e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-({2-[3-(3-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-2-hydroxy-3-methylbutanamido)propanamido]ethyl}sulfanyl)-5-oxopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  N   UNK     0       0.831   5.777   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.198   3.102   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.860   5.777   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.838   7.332   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.274   1.654   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.075   4.024   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.860   7.332   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -3.209   4.985   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      -0.510   8.110   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -1.845   1.654   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.633   0.412   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.332   3.125   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.209   8.102   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.535   5.777   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.630   0.556   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.773   3.575   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -4.535   7.332   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0      -3.209   9.634   0.000  0.00  0.00           N+0
HETATM   19  P   UNK     0      -4.268   0.564   0.000  0.00  0.00           P+0
HETATM   20  O   UNK     0      -5.876   2.584   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.299   2.088   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -5.770   0.526   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.276  -0.983   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0      -8.331   2.553   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0      -8.331  -0.701   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -8.353   4.055   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -9.878   2.576   0.000  0.00  0.00           O+0
HETATM   28  P   UNK     0      -8.323  -3.841   0.000  0.00  0.00           P+0
HETATM   29  O   UNK     0      -6.722  -3.811   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -8.346  -5.663   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -9.870  -3.811   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -5.389  -3.041   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.062  -3.811   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.728  -3.041   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.032  -5.358   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -4.116  -2.149   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.395  -3.811   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -2.728  -1.501   0.000  0.00  0.00           O+0
HETATM   39  N   UNK     0      -0.061  -3.041   0.000  0.00  0.00           N+0
HETATM   40  O   UNK     0      -1.395  -5.351   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       1.273  -3.811   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.599  -3.041   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.933  -3.811   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0       5.267  -3.041   0.000  0.00  0.00           N+0
HETATM   45  O   UNK     0       3.933  -5.351   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       6.600  -3.811   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       7.934  -3.041   0.000  0.00  0.00           C+0
HETATM   48  S   UNK     0       9.268  -3.811   0.000  0.00  0.00           S+0
HETATM   49  C   UNK     0      10.594  -3.041   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      11.928  -3.811   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      10.594  -1.501   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      13.262  -3.041   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      14.596  -3.811   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      15.930  -3.041   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      17.256  -3.811   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      15.922  -1.501   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10   11                                                  
CONECT    6    2   12                                                       
CONECT    7    3   13    9                                                  
CONECT    8    3   14                                                       
CONECT    9    4    7                                                       
CONECT   10    5   15   12                                                  
CONECT   11    5                                                            
CONECT   12    6   16   10                                                  
CONECT   13    7   17   18                                                  
CONECT   14    8   17                                                       
CONECT   15   10   19                                                       
CONECT   16   12   20                                                       
CONECT   17   13   14                                                       
CONECT   18   13                                                            
CONECT   19   15   21   22   23                                             
CONECT   20   16   24                                                       
CONECT   21   19                                                            
CONECT   22   19                                                            
CONECT   23   19                                                            
CONECT   24   20   25   26   27                                             
CONECT   25   24   28                                                       
CONECT   26   24                                                            
CONECT   27   24                                                            
CONECT   28   25   29   30   31                                             
CONECT   29   28   32                                                       
CONECT   30   28                                                            
CONECT   31   28                                                            
CONECT   32   29   33                                                       
CONECT   33   32   34   35   36                                             
CONECT   34   33   37   38                                                  
CONECT   35   33                                                            
CONECT   36   33                                                            
CONECT   37   34   39   40                                                  
CONECT   38   34                                                            
CONECT   39   37   41                                                       
CONECT   40   37                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43   46                                                       
CONECT   45   43                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49   52                                                       
CONECT   51   49                                                            
CONECT   52   50   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  116    0
END

Synonyms

Value	Source
Glutaryl-coenzyme A	HMDB

Molecular Formula

C₂₆H₄₂N₇O₁₉P₃S

Average Mass

881.633

Monoisotopic Mass

881.146902423

IUPAC Name

5-{[2-(3-{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}-5-oxopentanoic acid

Traditional Name

5-({2-[3-(3-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-2-hydroxy-3-methylbutanamido)propanamido]ethyl}sulfanyl)-5-oxopentanoic acid

CAS Registry Number

103192-48-9

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(O)C(=O)NCCC(=O)NCCSC(=O)CCCC(O)=O

InChI Identifier

InChI=1S/C26H42N7O19P3S/c1-26(2,21(39)24(40)29-7-6-15(34)28-8-9-56-17(37)5-3-4-16(35)36)11-49-55(46,47)52-54(44,45)48-10-14-20(51-53(41,42)43)19(38)25(50-14)33-13-32-18-22(27)30-12-31-23(18)33/h12-14,19-21,25,38-39H,3-11H2,1-2H3,(H,28,34)(H,29,40)(H,35,36)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/t14-,19-,20-,21?,25-/m1/s1

InChI Key

SYKWLIJQEHRDNH-KRPIADGTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Long-chain fatty acyl CoAs

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Fatty acyl CoAs (C00154 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.62 g/L	ALOGPS
logP	-0.48	ALOGPS
logP	-5.6	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	3.84	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	400.93 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	187.7 m³·mol⁻¹	ChemAxon
Polarizability	78.94 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
LC-MS/MS	LC-MS/MS Spectrum - n/a 61V, negative	splash10-00kr-0005009000-eb3a971b38526182c8ac	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 61V, negative	splash10-0a4i-0269300000-b433e45be2e4ddb9b3dd	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 61V, negative	splash10-05n1-0009700000-d04f275432ce90be4c03	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 61V, negative	splash10-0a4l-0691000000-1c9c9dcd3392e14e12d9	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 61V, negative	splash10-0f80-0009841000-c64bfcd1084f04509fc5	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 61V, negative	splash10-000i-0009000000-8ef4f57ae35ca24154ac	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 61V, negative	splash10-014r-0001920000-f105e4c7bcf62b49d748	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 61V, negative	splash10-001i-0000100090-7e0c0d1ae140f9f6c57c	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 77V, negative	splash10-053r-0000920060-2e8ff86ba386000c087e	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 100V, negative	splash10-0a6r-1211920000-b87d792a259c80a7b01d	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 123V, negative	splash10-056r-9835710000-f9df91f65d08757ed109	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 146V, negative	splash10-004i-9512100000-6725b9c211e210ffa4f9	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 169V, negative	splash10-004i-9400000000-3b7b4c8aa8db05827423	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 200V, negative	splash10-004i-9300000000-a481ad1113e5856425ad	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 232V, negative	splash10-004i-9200000000-484261819d8fe28a06bc	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 278V, negative	splash10-004i-9100000000-1ced5b391be9b0f5176c	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 61V, negative	splash10-001i-0001960370-e5f5990aef17b3100ae7	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 61V, negative	splash10-00di-0190000000-0bdc30775338012cc42f	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 61V, negative	splash10-0a4i-0900000000-816bc86479bd970ceed6	2020-07-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1912000130-9b9c96863df04861fbee	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0913000000-43f2e61c32509ed14b97	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-1901000000-4ff7fbc1bd490ad4c020	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01q9-3911030350-425e74ceb7a0a4256402	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01si-2901010010-f93605fcb2512efdd305	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-6900100000-74a35eb8b1b0810315e4	2015-09-15	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane
Mitochondria

Biospecimen Locations

Feces
Fibroblasts
Liver

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
2-Amino-3-Carboxymuconate Semialdehyde Degradation

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0000045	Oxoadipic acid	Glutaryl-CoA	dihydrolipoamide dehydrogenase	VMH; KEGG	30371894
MMDBr0001344	Glutaryl-CoA	Crotonoyl-CoA	glutaryl-CoA dehydrogenase	VMH; KEGG	30371894
MMDBr0002588	Glutaryl-CoA	Crotonoyl-CoA	glutaryl-CoA dehydrogenase	VMH	3081514
MMDBr0002598	S-Glutaryldihydrolipoamide	Dihydrolipoamide	dihydrolipoamide S-succinyltransferase (E2 component of 2-oxo-glutarate complex)	VMH	9620315
MMDBr0005292	L-Carnitine	Glutaryl Carnitine	carnitine palmitoyltransferase 1A (liver)	VMH	16602100
MMDBr0005318	Glutaryl-CoA	Glutaryl-CoA	diazepam binding inhibitor (GABA receptor modulator, acyl-CoA binding protein)	VMH	20511713 11859412 16908521 8001684
MMDBr0007009	Glutaric acid	Acetic acid	Not Available	VMH	30371894
MMDBr0007012	Glutaryl-CoA	Glutaconoyl-CoA	Not Available	VMH	30371894
MMDBr0007031	Glutaric acid	Glutaryl-CoA	Not Available	VMH	30371894
MMDBr0007032	Glutaryl-CoA	Crotonoyl-CoA	Not Available	VMH	30371894
MMDBr0008610	Glutaryl-CoA	Trans-Delta-2-Glutaryl Coenzyme A	Not Available	VMH	30371894
MMDBr0008617	Glutaryl-CoA	Glutaconyl Coenzyme A	Not Available	VMH	30371894

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	52	Human feces; Human sputum; Human ; Human pleural fluid plaque; Human feces; pleural fluid plaque; bal; Human stool	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	22	Pig ; Human feces; Human sputum; Human ; Human subgingival plaque; Human saliva; Cattle	Metabolic reconstruction
Bacteria	Actinobacteria	28	Human feces; Human	Metabolic reconstruction
Bacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	4	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	17	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified				HMDB
Human Fibroblasts	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0001339

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022563

KNApSAcK ID

Not Available

Chemspider ID

388388

KEGG Compound ID

C00527

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

15524

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Hyman DB, Tanaka K: Specific glutaryl-CoA dehydrogenating activity is deficient in cultured fibroblasts from glutaric aciduria patients. J Clin Invest. 1984 Mar;73(3):778-84. doi: 10.1172/JCI111271. [PubMed:6423663 ]
Corral I, Martinez Castrillo JC, Martinez-Pardo M, Gimeno A: [Glutaric aciduria type I: diagnosis in adulthood and phenotypic variability]. Neurologia. 2001 Oct;16(8):377-80. [PubMed:11738016 ]
Mahfoud A, Dominguez CL, Rizzo C, Ribes A: [In utero macrocephaly as clinical manifestation of glutaric aciduria type I. Report of a novel mutation]. Rev Neurol. 2004 Nov 16-30;39(10):939-42. [PubMed:15573311 ]

Showing metabocard for Glutaryl-CoA (MMDBc0029622)

MOL for #<Metabolite:0x00007fece8021b88>

3D MOL for #<Metabolite:0x00007fece8021b88>

3D SDF for #<Metabolite:0x00007fece8021b88>

3D-SDF for #<Metabolite:0x00007fece8021b88>

PDB for #<Metabolite:0x00007fece8021b88>

3D PDB for #<Metabolite:0x00007fece8021b88>

SMILES for #<Metabolite:0x00007fece8021b88>

INCHI for #<Metabolite:0x00007fece8021b88>

Structure for #<Metabolite:0x00007fece8021b88>

3D Structure for #<Metabolite:0x00007fece8021b88>