MiMeDB: Showing metabocard for 4-Trimethylammoniobutanoyl-CoA (MMDBc0031949)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:56:12 UTC

Update Date

2022-08-31 18:26:43 UTC

Metabolite ID

MMDBc0031949

Metabolite Identification

Common Name

4-Trimethylammoniobutanoyl-CoA

Description

An acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of 4-trimethylammoniobutanoic acid

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006051512332D          
 
 57 59  0  0  1  0            999 V2000
    6.5720  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2865  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0009  -12.1275    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.7154  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4299  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1443  -11.7150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8588  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5733  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2877  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0022  -11.7150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7167  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4311  -11.7150    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.1456  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8601  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5745  -12.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2865  -10.8901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8588  -12.9524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7167  -12.9523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4311  -10.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1456  -11.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1456  -12.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3995  -12.1275    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.2245  -12.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3995  -12.9525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5713   -9.1988    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.3963   -9.1988    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.6512   -8.4141    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.9838   -7.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3163   -8.4141    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4288   -8.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0863   -9.8662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8812   -9.8662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7062   -9.8662    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.7062   -9.0412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5312   -9.8662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7062  -10.6912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8900   -7.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8900   -8.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3190   -8.1675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3190   -7.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6045   -6.9300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1756   -6.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4610   -7.3425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4610   -8.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1756   -8.5800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1756   -6.1051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5969   -8.4162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4219   -8.4162    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.4219   -7.5912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2469   -8.4162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4219  -10.3137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8477  -11.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1381  -12.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4410  -11.7163    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.7376  -12.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4410  -10.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7266  -11.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 16  2  0  0  0  0
  7 17  2  0  0  0  0
 11 18  2  0  0  0  0
 12 19  1  6  0  0  0
 13 20  1  0  0  0  0
 13 21  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 27 30  1  6  0  0  0
 25 31  1  1  0  0  0
 26 32  1  1  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  2  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 37 41  1  0  0  0  0
 37 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 38 45  1  0  0  0  0
 42 46  1  0  0  0  0
 29 39  1  6  0  0  0
 30 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  2  0  0  0  0
 48 51  1  0  0  0  0
 22 51  1  0  0  0  0
  1 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  1  0  0  0  0
 54 57  1  0  0  0  0
M  CHG  1  54   1
M  END

 
  Mrv1533006051512332D          
 
 57 59  0  0  1  0            999 V2000
    6.5720  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2865  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0009  -12.1275    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.7154  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4299  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1443  -11.7150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8588  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5733  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2877  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0022  -11.7150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7167  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4311  -11.7150    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.1456  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8601  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5745  -12.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2865  -10.8901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8588  -12.9524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7167  -12.9523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4311  -10.8900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1456  -11.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1456  -12.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3995  -12.1275    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.2245  -12.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3995  -12.9525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5713   -9.1988    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.3963   -9.1988    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.6512   -8.4141    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.9838   -7.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3163   -8.4141    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4288   -8.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0863   -9.8662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8812   -9.8662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7062   -9.8662    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.7062   -9.0412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5312   -9.8662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7062  -10.6912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8900   -7.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8900   -8.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3190   -8.1675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3190   -7.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6045   -6.9300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1756   -6.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4610   -7.3425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4610   -8.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1756   -8.5800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1756   -6.1051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5969   -8.4162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4219   -8.4162    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.4219   -7.5912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2469   -8.4162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4219  -10.3137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8477  -11.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1381  -12.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4410  -11.7163    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.7376  -12.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4410  -10.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7266  -11.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 16  2  0  0  0  0
  7 17  2  0  0  0  0
 11 18  2  0  0  0  0
 12 19  1  6  0  0  0
 13 20  1  0  0  0  0
 13 21  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  1  0  0  0  0
 27 30  1  6  0  0  0
 25 31  1  1  0  0  0
 26 32  1  1  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  2  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 37 41  1  0  0  0  0
 37 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 38 45  1  0  0  0  0
 42 46  1  0  0  0  0
 29 39  1  6  0  0  0
 30 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  2  0  0  0  0
 48 51  1  0  0  0  0
 22 51  1  0  0  0  0
  1 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  1  0  0  0  0
 54 57  1  0  0  0  0
M  CHG  1  54   1
M  END
> <DATABASE_ID>
MMDBc0031949

> <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)CCC[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H49N8O17P3S/c1-28(2,23(40)26(41)31-9-8-18(37)30-10-12-57-19(38)7-6-11-36(3,4)5)14-50-56(47,48)53-55(45,46)49-13-17-22(52-54(42,43)44)21(39)27(51-17)35-16-34-20-24(29)32-15-33-25(20)35/h15-17,21-23,27,39-40H,6-14H2,1-5H3,(H7-,29,30,31,32,33,37,41,42,43,44,45,46,47,48)/p+1/t17-,21-,22-,23+,27-/m1/s1

> <INCHI_KEY>
QAMRRBGWSPTAEJ-SVHODSNWSA-O

> <FORMULA>
C28H50N8O17P3S

> <MOLECULAR_WEIGHT>
895.73

> <EXACT_MASS>
895.22220077

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
107

> <JCHEM_AVERAGE_POLARIZABILITY>
81.56309122691553

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.50

> <JCHEM_LOGP>
-9.286262096922448

> <ALOGPS_LOGS>
-2.52

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.9035538370263239

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8207476508908789

> <JCHEM_PKA_STRONGEST_BASIC>
4.945907435196925

> <JCHEM_POLAR_SURFACE_AREA>
363.62999999999994

> <JCHEM_REFRACTIVITY>
211.00499999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.84e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gamma-butyrobetainyl-coa

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-JUN-15         0                                  
HETATM    1  C   UNK     0      12.268 -22.638   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.601 -21.868   0.000  0.00  0.00           C+0
HETATM    3  S   UNK     0      14.935 -22.638   0.000  0.00  0.00           S+0
HETATM    4  C   UNK     0      16.269 -21.868   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.602 -22.638   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      18.936 -21.868   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      20.270 -22.638   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.603 -21.868   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.937 -22.638   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      24.271 -21.868   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      25.604 -22.638   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.938 -21.868   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      28.272 -22.638   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      29.606 -21.868   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      30.939 -22.638   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      13.601 -20.328   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      20.270 -24.178   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      25.604 -24.178   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      26.938 -20.328   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      28.272 -21.098   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      28.272 -24.178   0.000  0.00  0.00           C+0
HETATM   22  P   UNK     0      32.479 -22.638   0.000  0.00  0.00           P+0
HETATM   23  O   UNK     0      34.019 -22.638   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      32.479 -24.178   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      25.333 -17.171   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      26.873 -17.171   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      27.349 -15.706   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      26.103 -14.801   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      24.857 -15.706   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      28.800 -15.235   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      24.428 -18.417   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      27.778 -18.417   0.000  0.00  0.00           O+0
HETATM   33  P   UNK     0      29.318 -18.417   0.000  0.00  0.00           P+0
HETATM   34  O   UNK     0      29.318 -16.877   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      30.858 -18.417   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      29.318 -19.957   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      20.328 -13.706   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      20.328 -15.246   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0      22.995 -15.246   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0      22.995 -13.706   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0      21.662 -12.936   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0      18.994 -12.936   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0      17.661 -13.706   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      17.661 -15.246   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0      18.994 -16.016   0.000  0.00  0.00           N+0
HETATM   46  N   UNK     0      18.994 -11.396   0.000  0.00  0.00           N+0
HETATM   47  O   UNK     0      30.981 -15.710   0.000  0.00  0.00           O+0
HETATM   48  P   UNK     0      32.521 -15.710   0.000  0.00  0.00           P+0
HETATM   49  O   UNK     0      32.521 -14.170   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      34.061 -15.710   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      32.521 -19.252   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      10.916 -21.857   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       9.591 -22.622   0.000  0.00  0.00           C+0
HETATM   54  N   UNK     0       8.290 -21.870   0.000  0.00  0.00           N+1
HETATM   55  C   UNK     0       6.977 -22.629   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       8.290 -20.328   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       6.956 -21.100   0.000  0.00  0.00           C+0
CONECT    1    2   52                                                       
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   17                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14   20   21                                             
CONECT   14   13   15                                                       
CONECT   15   14   22                                                       
CONECT   16    2                                                            
CONECT   17    7                                                            
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   13                                                            
CONECT   22   15   23   24   51                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   26   29   31                                                  
CONECT   26   25   27   32                                                  
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28   25   39                                                  
CONECT   30   27   47                                                       
CONECT   31   25                                                            
CONECT   32   26   33                                                       
CONECT   33   32   34   35   36                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   33                                                            
CONECT   37   38   41   42                                                  
CONECT   38   37   39   45                                                  
CONECT   39   38   40   29                                                  
CONECT   40   39   41                                                       
CONECT   41   40   37                                                       
CONECT   42   37   43   46                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   38                                                       
CONECT   46   42                                                            
CONECT   47   30   48                                                       
CONECT   48   47   49   50   51                                             
CONECT   49   48                                                            
CONECT   50   48                                                            
CONECT   51   48   22                                                       
CONECT   52    1   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55   56   57                                             
CONECT   55   54                                                            
CONECT   56   54                                                            
CONECT   57   54                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  118    0
END

Synonyms

Value	Source
4-Trimethylammoniobutanoyl-coenzyme A	ChEBI
gamma-Butyrobetainyl-coenzyme A	ChEBI
g-Butyrobetainyl-coenzyme A	Generator
Γ-butyrobetainyl-coenzyme A	Generator
4-Trimethylammoniobutanoyl-CoA	ChEBI
g-Butyrobetainyl-CoA	Generator
γ-butyrobetainyl-CoA	Generator
4-N-Trimethylaminobutyryl-CoA	MeSH
gamma-Butyrobetainyl coenzyme A	MeSH

Molecular Formula

C₂₈H₅₀N₈O₁₇P₃S

Average Mass

895.73

Monoisotopic Mass

895.22220077

IUPAC Name

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

Traditional Name

gamma-butyrobetainyl-coa

CAS Registry Number

Not Available

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)CCC[N+](C)(C)C

InChI Identifier

InChI=1S/C28H49N8O17P3S/c1-28(2,23(40)26(41)31-9-8-18(37)30-10-12-57-19(38)7-6-11-36(3,4)5)14-50-56(47,48)53-55(45,46)49-13-17-22(52-54(42,43)44)21(39)27(51-17)35-16-34-20-24(29)32-15-33-25(20)35/h15-17,21-23,27,39-40H,6-14H2,1-5H3,(H7-,29,30,31,32,33,37,41,42,43,44,45,46,47,48)/p+1/t17-,21-,22-,23+,27-/m1/s1

InChI Key

QAMRRBGWSPTAEJ-SVHODSNWSA-O

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

quaternary ammonium ion (CHEBI:61517 )
acyl-CoA (CHEBI:61517 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.84 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-9.3	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	363.63 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	211 m³·mol⁻¹	ChemAxon
Polarizability	81.56 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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0550-1791000020-c95d440522ef73ceb8fc	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-0981000000-082428e9a44d9c7b49b2	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0550-2960000000-b1e4c9eb9309d72ae474	2019-02-23	View 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

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	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

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

50909836

PDB ID

Not Available

ChEBI ID

61517

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Sajed T, Marcu A, Ramirez M, Pon A, Guo AC, Knox C, Wilson M, Grant JR, Djoumbou Y, Wishart DS: ECMDB 2.0: A richer resource for understanding the biochemistry of E. coli. Nucleic Acids Res. 2016 Jan 4;44(D1):D495-501. doi: 10.1093/nar/gkv1060. Epub 2015 Oct 19. [PubMed:26481353 ]

Showing metabocard for 4-Trimethylammoniobutanoyl-CoA (MMDBc0031949)

MOL for #<Metabolite:0x00007fed14502888>

3D MOL for #<Metabolite:0x00007fed14502888>

3D SDF for #<Metabolite:0x00007fed14502888>

3D-SDF for #<Metabolite:0x00007fed14502888>

PDB for #<Metabolite:0x00007fed14502888>

3D PDB for #<Metabolite:0x00007fed14502888>

SMILES for #<Metabolite:0x00007fed14502888>

INCHI for #<Metabolite:0x00007fed14502888>

Structure for #<Metabolite:0x00007fed14502888>

3D Structure for #<Metabolite:0x00007fed14502888>