MiMeDB: Showing metabocard for D-Pantothenoyl-L-cysteine (MMDBc0029842)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:43:53 UTC

Update Date

2022-08-31 17:19:18 UTC

Metabolite ID

MMDBc0029842

Metabolite Identification

Common Name

D-Pantothenoyl-L-cysteine

Description

D-Pantothenoyl-L-cysteine is involved in the pantothenate and CoA biosynthesis pathway. D-Pantothenoyl-L-cysteine can be converted into (R)-4'-Phosphopantothenoyl-L-cysteine or Pantetheine by type pantothenate kinase [EC:2.7.1.33] or [4.1.1.30], respectively.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0006834
     RDKit          3D
D-Pantothenoyl-L-cysteine
 43 42  0  0  0  0  0  0  0  0999 V2000
   -3.3872   -0.9728   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7983    0.4096   -0.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3077    0.4874   -0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4859    0.5148   -2.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8223    1.7536   -2.5747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2053    1.5169    0.2517 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6162    1.4105    1.5843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7250    1.4420    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1323    1.5708   -0.8485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920    1.2293    1.4632 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4257    1.1625    1.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9831    0.0479    0.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4484    0.1164    0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0047    0.9884    1.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2086   -0.8215   -0.1066 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6524   -0.8614   -0.1302 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0616   -2.1836    0.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8553   -2.2753    0.5216 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2184   -0.7395   -1.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4393   -0.6156   -2.4470 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5735   -0.7508   -1.7441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2592   -1.6831   -0.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1362   -1.4259    0.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4018   -0.9107    0.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6717    1.5177   -0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5217    0.0423    0.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8404   -0.0684   -1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0862   -0.2865   -2.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4254    0.2642   -2.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7868    1.8276   -2.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5492    2.4834   -0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5384    0.4964    1.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5218    1.1260    2.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8199    1.0973    2.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7995    2.1318    0.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6960    0.2044   -0.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5826   -0.9434    0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7451   -1.5790   -0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0246   -0.0383    0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5722   -2.9838   -0.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6357   -2.1470    1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3822   -0.9790    0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0821   -1.5756   -1.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  6
  7 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 15 38  1  0
 16 39  1  1
 17 40  1  0
 17 41  1  0
 18 42  1  0
 21 43  1  0
M  END

 
  Mrv0541 02231220532D          
 
 21 20  0  0  1  0            999 V2000
   12.4172   -8.8491    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.4513   -9.6980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1942   -8.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7388   -8.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7350  -10.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8650   -9.0537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1942   -7.7651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0907   -8.8680    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.0225   -9.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7312  -10.9374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3062  -10.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5936   -9.7018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8810  -10.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8810  -10.9374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1648   -9.7018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1648  -11.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5936  -11.3504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1347  -12.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4485  -10.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4029  -11.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8512  -12.5785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  3  6  1  0  0  0  0
  3  7  2  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  2  0  0  0  0
  9 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
 13 15  2  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  6  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 16 20  1  0  0  0  0
 18 21  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029842

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)(CO)[C@@H](O)C(=O)NCCC(=O)N[C@@H](CS)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H22N2O6S/c1-12(2,6-15)9(17)10(18)13-4-3-8(16)14-7(5-21)11(19)20/h7,9,15,17,21H,3-6H2,1-2H3,(H,13,18)(H,14,16)(H,19,20)/t7-,9-/m0/s1

> <INCHI_KEY>
QSYCTARXWYLMOF-CBAPKCEASA-N

> <FORMULA>
C12H22N2O6S

> <MOLECULAR_WEIGHT>
322.378

> <EXACT_MASS>
322.119857136

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
32.19738980058426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-{3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanamido}-3-sulfanylpropanoic acid

> <ALOGPS_LOGP>
-0.70

> <JCHEM_LOGP>
-1.8433421346666665

> <ALOGPS_LOGS>
-2.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.048428449605607

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4841267665159372

> <JCHEM_PKA_STRONGEST_BASIC>
-1.990507246594425

> <JCHEM_POLAR_SURFACE_AREA>
135.96

> <JCHEM_REFRACTIVITY>
76.5348

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-{3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanamido}-3-sulfanylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006834
     RDKit          3D
D-Pantothenoyl-L-cysteine
 43 42  0  0  0  0  0  0  0  0999 V2000
   -3.3872   -0.9728   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7983    0.4096   -0.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3077    0.4874   -0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4859    0.5148   -2.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8223    1.7536   -2.5747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2053    1.5169    0.2517 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6162    1.4105    1.5843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7250    1.4420    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1323    1.5708   -0.8485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920    1.2293    1.4632 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4257    1.1625    1.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9831    0.0479    0.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4484    0.1164    0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0047    0.9884    1.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2086   -0.8215   -0.1066 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6524   -0.8614   -0.1302 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0616   -2.1836    0.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8553   -2.2753    0.5216 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2184   -0.7395   -1.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4393   -0.6156   -2.4470 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5735   -0.7508   -1.7441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2592   -1.6831   -0.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1362   -1.4259    0.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4018   -0.9107    0.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6717    1.5177   -0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5217    0.0423    0.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8404   -0.0684   -1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0862   -0.2865   -2.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4254    0.2642   -2.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7868    1.8276   -2.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5492    2.4834   -0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5384    0.4964    1.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5218    1.1260    2.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8199    1.0973    2.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7995    2.1318    0.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6960    0.2044   -0.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5826   -0.9434    0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7451   -1.5790   -0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0246   -0.0383    0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5722   -2.9838   -0.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6357   -2.1470    1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3822   -0.9790    0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0821   -1.5756   -1.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  6
  7 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 15 38  1  0
 16 39  1  1
 17 40  1  0
 17 41  1  0
 18 42  1  0
 21 43  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      23.179 -16.518   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      23.242 -18.103   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      24.629 -16.009   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.912 -15.662   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.905 -18.874   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      25.881 -16.900   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      24.629 -14.495   0.000  0.00  0.00           O+0
HETATM    8  S   UNK     0      20.703 -16.554   0.000  0.00  0.00           S+0
HETATM    9  C   UNK     0      20.575 -18.110   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      21.898 -20.416   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      19.238 -18.874   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      17.908 -18.110   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      16.578 -18.874   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.578 -20.416   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      15.241 -18.110   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      15.241 -21.187   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      17.908 -21.187   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      15.185 -22.730   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.904 -20.431   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.819 -22.051   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      16.522 -23.480   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6    7                                                  
CONECT    4    1    8                                                       
CONECT    5    2    9   10                                                  
CONECT    6    3                                                            
CONECT    7    3                                                            
CONECT    8    4                                                            
CONECT    9    5   11                                                       
CONECT   10    5                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13   16   17                                                  
CONECT   15   13                                                            
CONECT   16   14   18   19   20                                             
CONECT   17   14                                                            
CONECT   18   16   21                                                       
CONECT   19   16                                                            
CONECT   20   16                                                            
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0006834
HETATM    1  C1  UNL     1      -3.387  -0.973  -0.101  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.798   0.410  -0.581  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.308   0.487  -0.353  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.486   0.515  -2.048  1.00  0.00           C  
HETATM    5  O1  UNL     1      -3.822   1.754  -2.575  1.00  0.00           O  
HETATM    6  C5  UNL     1      -3.205   1.517   0.252  1.00  0.00           C  
HETATM    7  O2  UNL     1      -3.616   1.410   1.584  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.725   1.442   0.250  1.00  0.00           C  
HETATM    9  O3  UNL     1      -1.132   1.571  -0.849  1.00  0.00           O  
HETATM   10  N1  UNL     1      -0.992   1.229   1.463  1.00  0.00           N  
HETATM   11  C7  UNL     1       0.426   1.162   1.413  1.00  0.00           C  
HETATM   12  C8  UNL     1       0.983   0.048   0.554  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.448   0.116   0.614  1.00  0.00           C  
HETATM   14  O4  UNL     1       3.005   0.988   1.291  1.00  0.00           O  
HETATM   15  N2  UNL     1       3.209  -0.821  -0.107  1.00  0.00           N  
HETATM   16  C10 UNL     1       4.652  -0.861  -0.130  1.00  0.00           C  
HETATM   17  C11 UNL     1       5.062  -2.184   0.530  1.00  0.00           C  
HETATM   18  S1  UNL     1       6.855  -2.275   0.522  1.00  0.00           S  
HETATM   19  C12 UNL     1       5.218  -0.740  -1.469  1.00  0.00           C  
HETATM   20  O5  UNL     1       4.439  -0.616  -2.447  1.00  0.00           O  
HETATM   21  O6  UNL     1       6.574  -0.751  -1.744  1.00  0.00           O  
HETATM   22  H1  UNL     1      -3.259  -1.683  -0.964  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.136  -1.426   0.573  1.00  0.00           H  
HETATM   24  H3  UNL     1      -2.402  -0.911   0.396  1.00  0.00           H  
HETATM   25  H4  UNL     1      -5.672   1.518  -0.376  1.00  0.00           H  
HETATM   26  H5  UNL     1      -5.522   0.042   0.632  1.00  0.00           H  
HETATM   27  H6  UNL     1      -5.840  -0.068  -1.150  1.00  0.00           H  
HETATM   28  H7  UNL     1      -4.086  -0.287  -2.545  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.425   0.264  -2.210  1.00  0.00           H  
HETATM   30  H9  UNL     1      -4.787   1.828  -2.730  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.549   2.483  -0.146  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.538   0.496   1.909  1.00  0.00           H  
HETATM   33  H12 UNL     1      -1.522   1.126   2.374  1.00  0.00           H  
HETATM   34  H13 UNL     1       0.820   1.097   2.462  1.00  0.00           H  
HETATM   35  H14 UNL     1       0.800   2.132   0.997  1.00  0.00           H  
HETATM   36  H15 UNL     1       0.696   0.204  -0.510  1.00  0.00           H  
HETATM   37  H16 UNL     1       0.583  -0.943   0.860  1.00  0.00           H  
HETATM   38  H17 UNL     1       2.745  -1.579  -0.694  1.00  0.00           H  
HETATM   39  H18 UNL     1       5.025  -0.038   0.508  1.00  0.00           H  
HETATM   40  H19 UNL     1       4.572  -2.984  -0.052  1.00  0.00           H  
HETATM   41  H20 UNL     1       4.636  -2.147   1.554  1.00  0.00           H  
HETATM   42  H21 UNL     1       7.382  -0.979   0.489  1.00  0.00           H  
HETATM   43  H22 UNL     1       7.082  -1.576  -1.990  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4    6
CONECT    3   25   26   27
CONECT    4    5   28   29
CONECT    5   30
CONECT    6    7    8   31
CONECT    7   32
CONECT    8    9    9   10
CONECT   10   11   33
CONECT   11   12   34   35
CONECT   12   13   36   37
CONECT   13   14   14   15
CONECT   15   16   38
CONECT   16   17   19   39
CONECT   17   18   40   41
CONECT   18   42
CONECT   19   20   20   21
CONECT   21   43
END

HMDB0006834
     RDKit          3D
D-Pantothenoyl-L-cysteine
 43 42  0  0  0  0  0  0  0  0999 V2000
   -3.3872   -0.9728   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7983    0.4096   -0.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3077    0.4874   -0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4859    0.5148   -2.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8223    1.7536   -2.5747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2053    1.5169    0.2517 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6162    1.4105    1.5843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7250    1.4420    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1323    1.5708   -0.8485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920    1.2293    1.4632 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4257    1.1625    1.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9831    0.0479    0.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4484    0.1164    0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0047    0.9884    1.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2086   -0.8215   -0.1066 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6524   -0.8614   -0.1302 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0616   -2.1836    0.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8553   -2.2753    0.5216 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2184   -0.7395   -1.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4393   -0.6156   -2.4470 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5735   -0.7508   -1.7441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2592   -1.6831   -0.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1362   -1.4259    0.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4018   -0.9107    0.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6717    1.5177   -0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5217    0.0423    0.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8404   -0.0684   -1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0862   -0.2865   -2.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4254    0.2642   -2.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7868    1.8276   -2.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5492    2.4834   -0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5384    0.4964    1.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5218    1.1260    2.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8199    1.0973    2.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7995    2.1318    0.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6960    0.2044   -0.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5826   -0.9434    0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7451   -1.5790   -0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0246   -0.0383    0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5722   -2.9838   -0.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6357   -2.1470    1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3822   -0.9790    0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0821   -1.5756   -1.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  6
  7 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 15 38  1  0
 16 39  1  1
 17 40  1  0
 17 41  1  0
 18 42  1  0
 21 43  1  0
M  END

Synonyms

Value	Source
N-((R)-Pantothenoyl)-L-cysteine	ChEBI
N-Pantothenoylcysteine	Kegg
N-Pantothenoylcystein	HMDB

Molecular Formula

C₁₂H₂₂N₂O₆S

Average Mass

322.378

Monoisotopic Mass

322.119857136

IUPAC Name

(2R)-2-{3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanamido}-3-sulfanylpropanoic acid

Traditional Name

(2R)-2-{3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanamido}-3-sulfanylpropanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)(CO)[C@@H](O)C(=O)NCCC(=O)N[C@@H](CS)C(O)=O

InChI Identifier

InChI=1S/C12H22N2O6S/c1-12(2,6-15)9(17)10(18)13-4-3-8(16)14-7(5-21)11(19)20/h7,9,15,17,21H,3-6H2,1-2H3,(H,13,18)(H,14,16)(H,19,20)/t7-,9-/m0/s1

InChI Key

QSYCTARXWYLMOF-CBAPKCEASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Hybrid peptides

Direct Parent

Hybrid peptides

Alternative Parents

Substituents

Hybrid peptide
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Cysteine or derivatives
Beta amino acid or derivatives
Alpha-amino acid or derivatives
Fatty amide
Monosaccharide
N-acyl-amine
Fatty acyl
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Carboxylic acid derivative
Carboxylic acid
Alkylthiol
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organopnictogen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Primary alcohol
Organooxygen compound
Organosulfur compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

L-cysteine derivative (CHEBI:18416 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.5 g/L	ALOGPS
logP	-0.7	ALOGPS
logP	-1.8	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.48	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	135.96 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	76.53 m³·mol⁻¹	ChemAxon
Polarizability	32.2 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uk9-6931000000-1ff79a87bb5d68b86a7a	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-00di-6934240000-a68d9ecdade43ddbdff8	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05fr-1937000000-554b650bf87d2950daa8	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0kou-4911000000-0af94c33dbb350edcea6	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-8900000000-a36735225b47636cd7cb	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-3598000000-29c450146ff75faa2aa0	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0ab9-6971000000-b4be5af001097dfff94c	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-9600000000-8ecde22009211664336f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0109000000-441198db040b055e9e10	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0596-1912000000-b32a056115d8990b657f	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-6900000000-36870cbd66ac4adfa84e	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0409000000-b7fbc6f7034121ae2073	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00dl-4944000000-fd8a4fcca6cc1be29805	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01wf-9500000000-157bcba6f56ab54bc08e	2021-09-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

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
MMDBp0192635	Pantothenate kinase 4	Enzyme	Q9NVE7	Homo sapiens
MMDBp0192636	Pantothenate kinase 2, mitochondrial	Unknown	Q9BZ23	Homo sapiens
MMDBp0192637	Pantothenate kinase 1	Enzyme	Q8TE04	Homo sapiens
MMDBp0192638	Pantothenate kinase 3	Enzyme	Q9H999	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0002609	D-Pantothenoyl-L-cysteine	Palmityl-CoA	Not Available	VMH	13163064
MMDBr0002661	D-Pantothenoyl-L-cysteine	4-Phosphopantothenoylcysteine	Not Available	VMH	10625688 13630913 15105273 15659606 16040613
MMDBr0002662	D-Pantothenoyl-L-cysteine	4-Phosphopantothenoylcysteine	pantothenate kinase 1	VMH	10625688 13630913 15105273 15659606 16040613

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	71	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	84	Human feces; Human ; Pig ; Cattle	Metabolic reconstruction
Bacteria	Actinobacteria	64	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Bacteroidetes	1	Human feces	Metabolic reconstruction

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

HMDB0006834

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB024110

KNApSAcK ID

Not Available

Chemspider ID

389202

KEGG Compound ID

C04079

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440217

PDB ID

Not Available

ChEBI ID

18416

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for D-Pantothenoyl-L-cysteine (MMDBc0029842)

MOL for #<Metabolite:0x00007fecf002b860>

3D MOL for #<Metabolite:0x00007fecf002b860>

3D SDF for #<Metabolite:0x00007fecf002b860>

3D-SDF for #<Metabolite:0x00007fecf002b860>

PDB for #<Metabolite:0x00007fecf002b860>

3D PDB for #<Metabolite:0x00007fecf002b860>

SMILES for #<Metabolite:0x00007fecf002b860>

INCHI for #<Metabolite:0x00007fecf002b860>

Structure for #<Metabolite:0x00007fecf002b860>

3D Structure for #<Metabolite:0x00007fecf002b860>