MiMeDB: Showing metabocard for Propionyl-CoA (MMDBc0029606)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:34:12 UTC

Update Date

2024-04-30 19:38:58 UTC

Metabolite ID

MMDBc0029606

Metabolite Identification

Common Name

Propionyl-CoA

Description

Propionyl-CoA is an intermediate in the metabolism of propanoate. Propionyl-CoA is a substrate for acetyl-CoA synthetase, propionyl-CoA synthetase and 2-methylcitrate synthase. It is also involved in beta-alanine metabolism, Valine, leucine abd isoleucine degradation and C5-branched dibasic acid metabolism pathways.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306222023452D          

 57 59  0  0  1  0            999 V2000
   -2.2170   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1817   17.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5317   17.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5025   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2132   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3554   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6409   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5001   21.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3567   18.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6714   24.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0308   24.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2145   22.3717    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7843   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7880   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3365   25.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5203   22.6493    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9682   22.0362    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3567   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0902   25.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2503   24.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1078   23.3638    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3567   17.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1764   26.2655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0698   16.5967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9277   16.5967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7576   24.9601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9177   23.8040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5828   25.4450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4433   24.1174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843   15.3592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7880   17.4217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3407   22.5630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711   16.1842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422   15.3592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9746   21.2903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0787   20.0641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9136   20.1252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1981   20.0073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3731   21.4362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8961   19.4842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2461   19.4842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5001   21.1342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711   18.6592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3008   23.1922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1397   21.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711   20.3092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5267   20.6772    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.7856   20.7217    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711   19.4842    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0736   16.1842    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.2577   21.5479    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8159   21.8791    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7967   22.8432    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422   17.0092    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9316   23.4069    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 13  9  1  1  0  0  0
 14  5  1  0  0  0  0
 15  4  1  0  0  0  0
 18 13  1  0  0  0  0
 18 17  1  0  0  0  0
 20 16  2  0  0  0  0
 21 16  1  0  0  0  0
 22 19  1  0  0  0  0
 23 17  1  0  0  0  0
 24  2  1  0  0  0  0
 24  3  1  0  0  0  0
 24 10  1  0  0  0  0
 24 19  1  0  0  0  0
 25 20  1  0  0  0  0
 26  7  1  4  0  0  0
 26 14  2  0  0  0  0
 27  6  1  4  0  0  0
 27 22  2  0  0  0  0
 28 11  2  0  0  0  0
 28 20  1  0  0  0  0
 29 11  1  0  0  0  0
 29 21  2  0  0  0  0
 30 12  2  0  0  0  0
 30 16  1  0  0  0  0
 31 12  1  0  0  0  0
 31 21  1  0  0  0  0
 23 31  1  1  0  0  0
 32 14  1  0  0  0  0
 33 15  2  0  0  0  0
 17 34  1  6  0  0  0
 35 19  1  0  0  0  0
 36 22  1  0  0  0  0
 44  9  1  0  0  0  0
 45 10  1  0  0  0  0
 46 13  1  0  0  0  0
 46 23  1  0  0  0  0
 18 47  1  1  0  0  0
 49 37  1  0  0  0  0
 49 38  1  0  0  0  0
 49 39  2  0  0  0  0
 49 47  1  0  0  0  0
 50 40  1  0  0  0  0
 50 41  2  0  0  0  0
 50 44  1  0  0  0  0
 50 48  1  0  0  0  0
 51 42  1  0  0  0  0
 51 43  2  0  0  0  0
 51 45  1  0  0  0  0
 51 48  1  0  0  0  0
 52  8  1  0  0  0  0
 52 15  1  0  0  0  0
 13 53  1  6  0  0  0
 17 54  1  1  0  0  0
 18 55  1  1  0  0  0
 56 19  1  0  0  0  0
 23 57  1  6  0  0  0
M  END


  Mrv1652306222023452D          

 57 59  0  0  1  0            999 V2000
   -2.2170   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1817   17.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5317   17.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5025   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2132   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3554   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6409   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5001   21.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3567   18.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6714   24.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0308   24.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2145   22.3717    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7843   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7880   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3365   25.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5203   22.6493    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9682   22.0362    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3567   16.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0902   25.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2503   24.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422   16.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1078   23.3638    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3567   17.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1764   26.2655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0698   16.5967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9277   16.5967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7576   24.9601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9177   23.8040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5828   25.4450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4433   24.1174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843   15.3592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7880   17.4217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3407   22.5630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711   16.1842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422   15.3592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9746   21.2903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0787   20.0641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9136   20.1252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1981   20.0073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3731   21.4362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8961   19.4842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2461   19.4842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5001   21.1342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711   18.6592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3008   23.1922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1397   21.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711   20.3092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5267   20.6772    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.7856   20.7217    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711   19.4842    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0736   16.1842    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.2577   21.5479    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8159   21.8791    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7967   22.8432    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422   17.0092    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9316   23.4069    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 13  9  1  1  0  0  0
 14  5  1  0  0  0  0
 15  4  1  0  0  0  0
 18 13  1  0  0  0  0
 18 17  1  0  0  0  0
 20 16  2  0  0  0  0
 21 16  1  0  0  0  0
 22 19  1  0  0  0  0
 23 17  1  0  0  0  0
 24  2  1  0  0  0  0
 24  3  1  0  0  0  0
 24 10  1  0  0  0  0
 24 19  1  0  0  0  0
 25 20  1  0  0  0  0
 26  7  1  4  0  0  0
 26 14  2  0  0  0  0
 27  6  1  4  0  0  0
 27 22  2  0  0  0  0
 28 11  2  0  0  0  0
 28 20  1  0  0  0  0
 29 11  1  0  0  0  0
 29 21  2  0  0  0  0
 30 12  2  0  0  0  0
 30 16  1  0  0  0  0
 31 12  1  0  0  0  0
 31 21  1  0  0  0  0
 23 31  1  1  0  0  0
 32 14  1  0  0  0  0
 33 15  2  0  0  0  0
 17 34  1  6  0  0  0
 35 19  1  0  0  0  0
 36 22  1  0  0  0  0
 44  9  1  0  0  0  0
 45 10  1  0  0  0  0
 46 13  1  0  0  0  0
 46 23  1  0  0  0  0
 18 47  1  1  0  0  0
 49 37  1  0  0  0  0
 49 38  1  0  0  0  0
 49 39  2  0  0  0  0
 49 47  1  0  0  0  0
 50 40  1  0  0  0  0
 50 41  2  0  0  0  0
 50 44  1  0  0  0  0
 50 48  1  0  0  0  0
 51 42  1  0  0  0  0
 51 43  2  0  0  0  0
 51 45  1  0  0  0  0
 51 48  1  0  0  0  0
 52  8  1  0  0  0  0
 52 15  1  0  0  0  0
 13 53  1  6  0  0  0
 17 54  1  1  0  0  0
 18 55  1  1  0  0  0
 56 19  1  0  0  0  0
 23 57  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029606

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(O)(C(O)=NCCC(O)=NCCSC(=O)CC)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/C24H40N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,34-35H,4-10H2,1-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t13-,17-,18-,19?,23-/m1/s1

> <INCHI_KEY>
QAQREVBBADEHPA-UXYNFSPESA-N

> <FORMULA>
C24H40N7O17P3S

> <MOLECULAR_WEIGHT>
823.597

> <EXACT_MASS>
823.141423115

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
72.51583010961124

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy({3-hydroxy-2,2-dimethyl-3-[(2-{[2-(propanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy})phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.20

> <JCHEM_LOGP>
-5.181083266147958

> <ALOGPS_LOGS>
-2.16

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.9001207347761846

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8209787813398228

> <JCHEM_PKA_STRONGEST_BASIC>
4.006053268556904

> <JCHEM_POLAR_SURFACE_AREA>
363.6299999999999

> <JCHEM_REFRACTIVITY>
176.83490000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.73e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-({[hydroxy([hydroxy(3-hydroxy-2,2-dimethyl-3-[(2-{[2-(propanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-20         0                                  
HETATM    1  C   UNK     0      -4.138  30.981   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.406  32.521   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.326  32.521   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.805  30.211   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.531  30.981   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.865  30.211   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.530  30.211   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.196  30.981   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.867  40.991   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.866  34.061   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.653  45.061   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.724  46.353   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.200  41.761   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.197  30.211   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.471  30.981   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.161  46.871   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.638  42.279   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.607  41.134   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.866  30.981   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.568  47.497   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.001  45.339   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.532  30.211   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.868  43.612   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.866  32.521   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      22.729  49.029   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       3.864  30.981   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0       9.198  30.981   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      23.814  46.592   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      22.246  44.434   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0      19.755  47.497   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      19.494  45.019   0.000  0.00  0.00           N+0
HETATM   32  O   UNK     0       5.197  28.671   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -1.471  32.521   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      21.169  42.118   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      13.199  30.211   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      10.532  28.671   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      16.753  39.742   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      18.814  37.453   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      16.639  37.567   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      15.303  37.347   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      13.763  40.014   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      14.739  36.371   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      11.659  36.371   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      15.867  39.451   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      13.199  34.831   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      17.361  43.292   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      18.927  39.628   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      13.199  37.911   0.000  0.00  0.00           O+0
HETATM   49  P   UNK     0      17.783  38.597   0.000  0.00  0.00           P+0
HETATM   50  P   UNK     0      14.533  38.681   0.000  0.00  0.00           P+0
HETATM   51  P   UNK     0      13.199  36.371   0.000  0.00  0.00           P+0
HETATM   52  S   UNK     0      -0.137  30.211   0.000  0.00  0.00           S+0
HETATM   53  H   UNK     0      17.281  40.223   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      20.190  40.841   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      18.287  42.641   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      10.532  31.751   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      20.406  43.693   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   24                                                            
CONECT    3   24                                                            
CONECT    4    1   15                                                       
CONECT    5    6   14                                                       
CONECT    6    5   27                                                       
CONECT    7    8   26                                                       
CONECT    8    7   52                                                       
CONECT    9   13   44                                                       
CONECT   10   24   45                                                       
CONECT   11   28   29                                                       
CONECT   12   30   31                                                       
CONECT   13    9   18   46   53                                             
CONECT   14    5   26   32                                                  
CONECT   15    4   33   52                                                  
CONECT   16   20   21   30                                                  
CONECT   17   18   23   34   54                                             
CONECT   18   13   17   47   55                                             
CONECT   19   22   24   35   56                                             
CONECT   20   16   25   28                                                  
CONECT   21   16   29   31                                                  
CONECT   22   19   27   36                                                  
CONECT   23   17   31   46   57                                             
CONECT   24    2    3   10   19                                             
CONECT   25   20                                                            
CONECT   26    7   14                                                       
CONECT   27    6   22                                                       
CONECT   28   11   20                                                       
CONECT   29   11   21                                                       
CONECT   30   12   16                                                       
CONECT   31   12   21   23                                                  
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   17                                                            
CONECT   35   19                                                            
CONECT   36   22                                                            
CONECT   37   49                                                            
CONECT   38   49                                                            
CONECT   39   49                                                            
CONECT   40   50                                                            
CONECT   41   50                                                            
CONECT   42   51                                                            
CONECT   43   51                                                            
CONECT   44    9   50                                                       
CONECT   45   10   51                                                       
CONECT   46   13   23                                                       
CONECT   47   18   49                                                       
CONECT   48   50   51                                                       
CONECT   49   37   38   39   47                                             
CONECT   50   40   41   44   48                                             
CONECT   51   42   43   45   48                                             
CONECT   52    8   15                                                       
CONECT   53   13                                                            
CONECT   54   17                                                            
CONECT   55   18                                                            
CONECT   56   19                                                            
CONECT   57   23                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  118    0
END

Synonyms

Value	Source
2-Methylacetyl-CoA	HMDB
2-Methylacetyl-coenzyme A	HMDB
alpha-Methylacetyl-CoA	HMDB
alpha-Methylacetyl-coenzyme A	HMDB
Propanoyl-CoA	HMDB
Propanoyl-coenzyme A	HMDB
Propionyl-coenzyme A	HMDB

Molecular Formula

C₂₄H₄₀N₇O₁₇P₃S

Average Mass

823.597

Monoisotopic Mass

823.141423115

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy({3-hydroxy-2,2-dimethyl-3-[(2-{[2-(propanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy})phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

Traditional Name

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-({[hydroxy([hydroxy(3-hydroxy-2,2-dimethyl-3-[(2-{[2-(propanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid

CAS Registry Number

317-66-8

SMILES

[H]C(O)(C(O)=NCCC(O)=NCCSC(=O)CC)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/C24H40N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,34-35H,4-10H2,1-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t13-,17-,18-,19?,23-/m1/s1

InChI Key

QAQREVBBADEHPA-UXYNFSPESA-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 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

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	5.73 g/L	ALOGPS
logP	-0.2	ALOGPS
logP	-5.2	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	363.63 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	176.83 m³·mol⁻¹	ChemAxon
Polarizability	72.52 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
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1921000110-a902ba2e846c5fa3a6f6	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0019-1911000000-73f7c171e662ee7ccd1d	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0019-1910000000-e82bdc99f5bada8c440e	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a7i-9830232560-d45384d1d1a3fe0dd614	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-4910200000-2a67602fe8e4a74a6abe	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-8900100000-d3e8a1b9393d73c218b4	2016-08-03	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Mitochondria
Peroxisome

Biospecimen Locations

Feces

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
MMDBr0000149	2-Methylacetoacetyl-CoA	Acetyl-CoA	Acetyl-coa acyltransferase 2	Acetyl Coenzyme A C-Acetyltransferase, Mitochondrial	VMH	676035
MMDBr0000165	Adenosine triphosphate	Adenosine monophosphate	Acyl-coa synthetase short-chain family member 1	Acetate Coenzyme A Ligase (AMP-Forming)	VMH	11150295
MMDBr0000204	Adenosine triphosphate	Adenosine monophosphate	Not Available	Acetyl Coenzyme A Synthase (Propionate)	VMH	10843999 12623130
MMDBr0000545	Coenzyme A	L-Carnitine	Carnitine o-acetyltransferase	Carnitine O-Aceyltransferase, Mitochondrial	VMH	11257506 3759988
MMDBr0000547	L-Carnitine	Coenzyme A	Carnitine o-acetyltransferase	Carnitine O-Aceyltransferase, Peroxisomal	VMH	7654220 7829107
MMDBr0001149	Coenzyme A	Acetyl-CoA	Acyl-coa dehydrogenase, c-4 to c-12 straight chain	Beta Oxidation of Long Chain Fatty Acid (Odd Chain)	VMH	2565344
MMDBr0001155	Coenzyme A	Acetyl-CoA	Acyl-coa dehydrogenase, c-4 to c-12 straight chain	Beta Oxidation of Long Chain Fatty Acid (Odd Chain)	VMH	2565344
MMDBr0001625	Water	2-Methylcitric acid	Not Available	2-Methylcitrate Synthase	VMH	30371894
MMDBr0001681	Hydrogen Ion	Carbon dioxide	Not Available	Methylmalonyl Coenzyme A Decarboxylase	VMH	12123667 12955715
MMDBr0001682	Hydrogen Ion	Carbon dioxide	Malonyl-coa decarboxylase	Methylmalonyl Coenzyme A Decarboxylase, Mitochondrial	VMH	30371894
MMDBr0001683	Hydrogen Ion	Carbon dioxide	Malonyl-coa decarboxylase	Methylmalonyl Coenzyme A Decarboxylase, Peroxisomal	VMH	12123667 12955715
MMDBr0001686	2-Methyl-3-oxopropanoic acid	Carbon dioxide	Aldehyde dehydrogenase 6 family, member a1	Methylmalonate-Semialdehyde Dehydrogenase	VMH	30371894
MMDBr0001915	Coenzyme A	Acetyl-CoA	Acetyl-coa acyltransferase 1	Peroxisomal Lumped Long Chain Fatty Acid Oxidation	VMH	11591435 12814641 15599942 1679347 7487879 8188243
MMDBr0001973	Adenosine triphosphate	ADP	Propionyl coa carboxylase, alpha polypeptide	Propionyl Coenzyme A Carboxylase, Mitochondrial	VMH	3460076 8188292
MMDBr0001974	FAD	FADH2	Acyl-coa dehydrogenase family, member 10	Propanoyl Coenzyme A:FAD 2, 3-Oxidoreductase, Mitochondrial	VMH	12359132 12359260 15560374 2565344 3035565 7698750 8276399
MMDBr0002101	Carbon dioxide	Chenodeoxyglycocholoyl Coenzyme A	Sterol carrier protein 2	Peroxisomal Thiolase 2	VMH	1703300
MMDBr0002488	Coenzyme A	Adenosine monophosphate	Acyl-coa synthetase short-chain family member 1	Propinol Adenylate:Coa Ligase (AMP-Forming)	VMH	10843999 1924964 2009071 2884217 7341659
MMDBr0002663	Propionyl-CoA	Acrylyl-CoA	Acyl-coa dehydrogenase, c-4 to c-12 straight chain	Propanoyl Coenzyme A: (Acceptor) 2, 3-Oxidoreductase	VMH	10502673 3597357 4062874
MMDBr0002666	Chenodeoxycholoyl-CoA	Coenzyme A	Acetyl-coa acyltransferase 1	Propanoyl Coenzyme A:Acetyl Coenzyme A C-Acyltransferase Bile Acid Biosynthesis	VMH	1121274 12543708 3746130 6378901
MMDBr0002865	2-Ketobutyric acid	Carbon dioxide	Branched chain keto acid dehydrogenase e1, alpha polypeptide	Ec:1.2.7.2	VMH	2649080 283398 3718468 9381974
MMDBr0002906	Propionyl-CoA	Propionyl-CoA	Not Available	Postulated Transport Reaction	VMH	8584017
MMDBr0002907	Propionyl-CoA	Propionyl-CoA	Not Available	Postulated Transport Reaction	VMH	8584017
MMDBr0002941	L-Carnitine	L-Carnitine	Not Available	Active Transport	VMH	12133002 4475632 5810070
MMDBr0003797	Adenosine triphosphate	ADP	Atp-binding cassette, sub-family d (ald), member 1	ATP-Binding Cassette (ABC) Tcdb:3.A.1.203.3	VMH	18619829
MMDBr0004101	Coenzyme A	Chenodeoxycholoyl-CoA	Not Available	Propionyl Coenzyme A C2-Trimethyltridecanoyltransferase	VMH	10706581
MMDBr0004102	Coenzyme A	Chenodeoxycholoyl-CoA	Sterol carrier protein 2	Propionyl Coenzyme A C2-Trimethyltridecanoyltransferase	VMH	10706581
MMDBr0004103	Coenzyme A	Chenodeoxycholoyl-CoA	Sterol carrier protein 2	Propionyl Coenzyme A C2-Trimethyltridecanoyltransferase	VMH	10706581
MMDBr0004332	Water	Coenzyme A	Acyl-coa thioesterase 1	Palmitoyl Coenzyme A Hydrolase	VMH	11013297
MMDBr0004333	Water	Coenzyme A	Acyl-coa thioesterase 2	Palmitoyl Coenzyme A Hydrolase	VMH	11013297
MMDBr0004334	Water	Coenzyme A	Acyl-coa thioesterase 4	Palmitoyl Coenzyme A Hydrolase	VMH	11013297
MMDBr0004499	3-Oxo-(2S,6R,10R)-Trimethyl-Hendecanoyl Coenzyme A	4(R),8-Dimethyl-Nonanoyl Coenzyme A	Acetyl-coa acyltransferase 1	Propionyl Coenzyme A C2-Trimethyltridecanoyltransferase	VMH	11060359
MMDBr0004604	3-Oxo-(2S)-Methylisocapryloyl Coenzyme A	4-Methyl-Pentanoyl Coenzyme A	Acetyl-coa acyltransferase 2	Acetyl Coenzyme A C-Acyltransferase	VMH	10407780 9469587 9819701
MMDBr0005093	L-Carnitine	Coenzyme A	Carnitine palmitoyltransferase 1a (liver)	Production of Propionylcarnitine	VMH	20056909 19836982
MMDBr0005195	Coenzyme A	4,8 Dimethylnonanoyl Coenzyme A	Acetyl-coa acyltransferase 1	Fatty Acid Beta Oxidation (C11Br->C9Br), Peroxisomal	VMH	11591435
MMDBr0005224	Coenzyme A	Hydrogen Ion	Acetyl-coa acyltransferase 1	Fatty Acid Beta Oxidation (C15Br->C13Br), Peroxisomal	VMH	HMDB02396 11591435
MMDBr0005291	Coenzyme A	Acetyl-CoA	Acetyl-coa acyltransferase 2	Fatty Acid Beta Oxidation (C5->C3), Mitochondrial	VMH	10200137
MMDBr0007239	Adenosine triphosphate	ADP	Not Available	Acetate Coenzyme A Ligase (ADP-Forming)	VMH	30371894
MMDBr0007482	2-Methylacetoacetyl-CoA	Acetyl-CoA	Not Available	2-Methylacetyl-CoA thiolase	VMH	30371894
MMDBr0007550	Phosphate	Coenzyme A	Not Available	Phosphate acetyltransferase	VMH	30371894
MMDBr0007606	Coenzyme A	Adenosine monophosphate	Not Available	Propinol Adenylate:Coa Ligase (AMP-Forming) Ec:6.2.1.17 Ec:6.2.1.1	VMH	30371894
MMDBr0007909	2-Methyl-3-oxopropanoic acid	Carbon dioxide	Not Available	Methylmalonate-semialdehyde dehydrogenase	VMH	30371894
MMDBr0007910	Coenzyme A	Hydrogen Ion	Not Available	Methylmalonate-semialdehyde dehydrogenase (propanol)	VMH	30371894
MMDBr0007929	2-Ketobutyric acid	Formic acid	Not Available	2-Oxobutanoate formate lyase	VMH	30371894
MMDBr0008141	2-Ketobutyric acid	Carbon dioxide	Not Available	2-Oxobutanoate Dehydrogenase, Cytosolic	VMH	30371894
MMDBr0008238	Coenzyme A	Carbon dioxide	Not Available	(S)-Methylmalonate semialdehyde:NAD+ oxidoreductase (CoA-propanoylating)	VMH	30371894
MMDBr0008382	L-Lactic acid	Lactyl-CoA	Not Available	Lactoyl-CoA:propanoate CoA-transferase	VMH	30371894
MMDBr0008583	Propionyl-CoA	2-Methyl-3-Oxo-Valeryl Coenzyme A	Acetyl-coa acetyltransferase 1	Formation of 2-Methyl-3-Oxo-Valeryl Coa	VMH	30371894
MMDBr0008599	Glycine	Coenzyme A	Glycine-n-acyltransferase	Formation of Propionyl-Glycine	VMH	30371894
MMDBr0009564	Coenzyme A	Chenodeoxycholoyl-CoA	Acetyl-coa acyltransferase 1	Propanoyl Coenzyme A C-Acyltransferase	VMH	30371894
MMDBr0010011	Coenzyme A	Acetyl-CoA	Not Available	HMR_3056	VMH	30371894
MMDBr0010093	Coenzyme A	Acetyl-CoA	Acetyl-coa acyltransferase 2	Acetyl Coenzyme A C-Acyltransferase	VMH	30371894
MMDBr0010162	Coenzyme A	Acetyl-CoA	Not Available	HMR_3396	VMH	30371894
MMDBr0010163	Coenzyme A	Acetyl-CoA	Not Available	HMR_3397	VMH	30371894
MMDBr0010198	Pristanoyl-CoA	Propionyl-CoA	Acetyl-coa acyltransferase 1	4, 8, 12-Trimethyltridecanoyl Coenzyme A:Propanoyl Coenzyme A C2-4, 8, 12-Trimethyltridecanoyltransferase	VMH	30371894
MMDBr0010341	Adenosine triphosphate	Adenosine monophosphate	Aminoadipate-semialdehyde dehydrogenase	3-Hydroxyacyl Coenzyme A Dehydrogenase	VMH	30371894
MMDBr0010343	Adenosine triphosphate	Adenosine monophosphate	Not Available	HMR_6434	VMH	30371894
MMDBr0010345	Adenosine triphosphate	Adenosine monophosphate	Aminoadipate-semialdehyde dehydrogenase	3-Hydroxyacyl Coenzyme A Dehydrogenase	VMH	30371894
MMDBr0010353	Adenosine triphosphate	Adenosine monophosphate	Not Available	HMR_6447	VMH	30371894
MMDBr0010354	Adenosine triphosphate	Adenosine monophosphate	Aminoadipate-semialdehyde dehydrogenase	3-Hydroxyacyl Coenzyme A Dehydrogenase	VMH	30371894
MMDBr0010356	Adenosine triphosphate	Adenosine monophosphate	Aminoadipate-semialdehyde dehydrogenase	3-Hydroxyacyl Coenzyme A Dehydrogenase	VMH	30371894
MMDBr0010363	Adenosine triphosphate	Adenosine monophosphate	Not Available	HMR_6470	VMH	30371894
MMDBr0010365	Adenosine triphosphate	Adenosine monophosphate	Aminoadipate-semialdehyde dehydrogenase	3-Hydroxyacyl Coenzyme A Dehydrogenase	VMH	30371894
MMDBr0010370	Adenosine triphosphate	Adenosine monophosphate	Not Available	HMR_6482	VMH	30371894
MMDBr0010372	Adenosine triphosphate	Adenosine monophosphate	Aminoadipate-semialdehyde dehydrogenase	3-Hydroxyacyl Coenzyme A Dehydrogenase	VMH	30371894
MMDBr0010858	Methylmalonyl-CoA	Oxalacetic acid	Not Available	S 2 Methyl 3 oxopropanoyl CoA pyruvate carboxyltransferase	VMH	30371894
MMDBr0010948	Adenosine triphosphate	ADP	Not Available	Propionyl-CoA carboxylase	VMH	30371894
MMDBr0012695	3-Hydroxyisovaleryl-CoA	Acetic acid	Not Available	3-Hydroxyisovaleryl-CoA cleavage (hypothetical reaction)	VMH	30371894
MMDBr0018582	2-Ketobutyric acid	Formic acid	Formate acetyltransferase 1	N-Acetylation	PathBank	31602464
MMDBr0018583	Propionyl-CoA	Coenzyme A	Phosphate acetyltransferase	N-Acetylation	PathBank	31602464
MMDBr0018585	Propionic acid	Adenosine monophosphate	Acetyl-coenzyme A synthetase	Synthesis	PathBank	31602464
MMDBr0018586	Oxalacetic acid	Hydrogen Ion	2-methylcitrate synthase	Synthesis	PathBank	31602464
MMDBr0018590	Succinic acid	Propionic acid	Propionyl-CoA:succinate CoA transferase	Transfer of propionyl-CoA:succinate CoA	PathBank	31602464
MMDBr0018592	Hydrogen Ion	Carbon dioxide	Methylmalonyl-CoA decarboxylase	Carboxylation	PathBank	31602464
MMDBr0019264	Hydrogen Ion	Carbon dioxide	Methylmalonyl-CoA decarboxylase	Carboxylation	PathBank	31602464
MMDBr0019265	Succinic acid	Propionic acid	Propionyl-CoA:succinate CoA transferase	Transfer of propionyl-CoA:succinate CoA	PathBank	31602464
MMDBr0038719	Propionyl-CoA	propanoic acid	Thioesterase TesA	Hydrolysis	RHEA	34755880
MMDBr0039007	Propionyl-CoA	Propionic acid	Thioesterase 1/protease 1/lysophospholipase L1	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	179	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	391	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle ; Human stool	Metabolic reconstruction
Bacteria	Actinobacteria	128	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	126	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human urine; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	3	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	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	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0001275

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022529

KNApSAcK ID

Not Available

Chemspider ID

388310

KEGG Compound ID

C00100

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

15539

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Winter SC, Buist NR: Cardiomyopathy in childhood, mitochondrial dysfunction, and the role of L-carnitine. Am Heart J. 2000 Feb;139(2 Pt 3):S63-9. doi: 10.1067/mhj.2000.103935. [PubMed:10650319 ]

Showing metabocard for Propionyl-CoA (MMDBc0029606)

MOL for #<Metabolite:0x00007fe2d6ed10f0>

3D MOL for #<Metabolite:0x00007fe2d6ed10f0>

3D SDF for #<Metabolite:0x00007fe2d6ed10f0>

3D-SDF for #<Metabolite:0x00007fe2d6ed10f0>

PDB for #<Metabolite:0x00007fe2d6ed10f0>

3D PDB for #<Metabolite:0x00007fe2d6ed10f0>

SMILES for #<Metabolite:0x00007fe2d6ed10f0>

INCHI for #<Metabolite:0x00007fe2d6ed10f0>

Structure for #<Metabolite:0x00007fe2d6ed10f0>

3D Structure for #<Metabolite:0x00007fe2d6ed10f0>