MiMeDB: Showing metabocard for (R)-3-(indol-3-yl)lactoyl-CoA (MMDBc0055033)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:40:24 UTC

Update Date

2022-08-12 20:09:12 UTC

Metabolite ID

MMDBc0055033

Metabolite Identification

Common Name

(R)-3-(indol-3-yl)lactoyl-CoA

Description

(R)-3-(indol-3-yl)lactoyl-CoA 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. Based on a literature review very few articles have been published on (R)-3-(indol-3-yl)lactoyl-CoA.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221402D          

 68 72  0  0  1  0            999 V2000
   -8.5383   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8883   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3905   13.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9425   13.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5835   13.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6875   14.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5698   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7120   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9975   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6611   15.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    8.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -14.0280    6.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3874    5.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3285   14.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8806   14.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -10.5711    8.2834    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1409   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6931    5.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8768    8.0058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.3248    8.6189    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7133   14.0584    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.4468    5.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.9988   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4643    7.2914    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5685   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7133   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5330    4.3896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4264   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2843   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4681   15.4629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1142    5.6950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2743    6.8511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9394    5.2101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7999    6.5377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1459   15.2959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1409   15.2959    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -12.6973    8.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   14.4709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   15.2959    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.5685   13.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3312    9.3648    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
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  -10.2701   10.5300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5547   10.6478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7297    9.2189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2527   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6027   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    9.5209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.4277   11.1709    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2830   14.4709    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1459   13.6459    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6143    9.1072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1725    8.7760    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.9988   13.6459    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2882    7.2482    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 17 11  1  0  0  0  0
 17 12  2  0  0  0  0
 18  5  2  0  0  0  0
 18 17  1  0  0  0  0
 19  6  2  0  0  0  0
 19 18  1  0  0  0  0
 20 11  1  0  0  0  0
 21 13  1  1  0  0  0
 22  7  1  0  0  0  0
 25 21  1  0  0  0  0
 25 24  1  0  0  0  0
 27 23  2  0  0  0  0
 28 23  1  0  0  0  0
 29 26  1  0  0  0  0
 30 24  1  0  0  0  0
 31 20  1  0  0  0  0
 32  1  1  0  0  0  0
 32  2  1  0  0  0  0
 32 14  1  0  0  0  0
 32 26  1  0  0  0  0
 33 27  1  0  0  0  0
 34  9  1  4  0  0  0
 34 22  2  0  0  0  0
 35  8  1  4  0  0  0
 35 29  2  0  0  0  0
 36 12  1  0  0  0  0
 36 19  1  0  0  0  0
 37 15  2  0  0  0  0
 37 27  1  0  0  0  0
 38 15  1  0  0  0  0
 38 28  2  0  0  0  0
 39 16  2  0  0  0  0
 39 23  1  0  0  0  0
 40 16  1  0  0  0  0
 40 28  1  0  0  0  0
 30 40  1  1  0  0  0
 20 41  1  1  0  0  0
 42 22  1  0  0  0  0
 24 43  1  6  0  0  0
 26 44  1  6  0  0  0
 45 29  1  0  0  0  0
 46 31  2  0  0  0  0
 54 13  1  0  0  0  0
 55 14  1  0  0  0  0
 56 21  1  0  0  0  0
 56 30  1  0  0  0  0
 25 57  1  1  0  0  0
 59 47  1  0  0  0  0
 59 48  1  0  0  0  0
 59 49  2  0  0  0  0
 59 57  1  0  0  0  0
 60 50  1  0  0  0  0
 60 51  2  0  0  0  0
 60 54  1  0  0  0  0
 60 58  1  0  0  0  0
 61 52  1  0  0  0  0
 61 53  2  0  0  0  0
 61 55  1  0  0  0  0
 61 58  1  0  0  0  0
 62 10  1  0  0  0  0
 62 31  1  0  0  0  0
 20 63  1  1  0  0  0
 21 64  1  6  0  0  0
 24 65  1  1  0  0  0
 25 66  1  1  0  0  0
 26 67  1  6  0  0  0
 30 68  1  6  0  0  0
M  CHG  4  42  -1  45  -1  47  -1  48  -1
M  END


  Mrv1652306172221402D          

 68 72  0  0  1  0            999 V2000
   -8.5383   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8883   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3905   13.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9425   13.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5835   13.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6875   14.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5698   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7120   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1409   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.7133   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5330    4.3896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4264   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2843   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.4277   14.4709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   15.2959    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.5685   13.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.5547   10.6478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7297    9.2189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2527   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6027   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    9.5209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.4277   10.3459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8832    9.9779    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1422    9.9334    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   11.1709    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2830   14.4709    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1459   13.6459    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -12.1725    8.7760    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -12.2882    7.2482    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 17 11  1  0  0  0  0
 17 12  2  0  0  0  0
 18  5  2  0  0  0  0
 18 17  1  0  0  0  0
 19  6  2  0  0  0  0
 19 18  1  0  0  0  0
 20 11  1  0  0  0  0
 21 13  1  1  0  0  0
 22  7  1  0  0  0  0
 25 21  1  0  0  0  0
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 27 23  2  0  0  0  0
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 29 26  1  0  0  0  0
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 31 20  1  0  0  0  0
 32  1  1  0  0  0  0
 32  2  1  0  0  0  0
 32 14  1  0  0  0  0
 32 26  1  0  0  0  0
 33 27  1  0  0  0  0
 34  9  1  4  0  0  0
 34 22  2  0  0  0  0
 35  8  1  4  0  0  0
 35 29  2  0  0  0  0
 36 12  1  0  0  0  0
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 37 27  1  0  0  0  0
 38 15  1  0  0  0  0
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 39 23  1  0  0  0  0
 40 16  1  0  0  0  0
 40 28  1  0  0  0  0
 30 40  1  1  0  0  0
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 42 22  1  0  0  0  0
 24 43  1  6  0  0  0
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 46 31  2  0  0  0  0
 54 13  1  0  0  0  0
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 59 47  1  0  0  0  0
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 59 57  1  0  0  0  0
 60 50  1  0  0  0  0
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 60 54  1  0  0  0  0
 60 58  1  0  0  0  0
 61 52  1  0  0  0  0
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 61 55  1  0  0  0  0
 61 58  1  0  0  0  0
 62 10  1  0  0  0  0
 62 31  1  0  0  0  0
 20 63  1  1  0  0  0
 21 64  1  6  0  0  0
 24 65  1  1  0  0  0
 25 66  1  1  0  0  0
 26 67  1  6  0  0  0
 30 68  1  6  0  0  0
M  CHG  4  42  -1  45  -1  47  -1  48  -1
M  END
> <DATABASE_ID>
MMDBc0055033

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(CC1=CNC2=CC=CC=C12)C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)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/C32H45N8O18P3S/c1-32(2,26(44)29(45)35-8-7-22(42)34-9-10-62-31(46)20(41)11-17-12-36-19-6-4-3-5-18(17)19)14-55-61(52,53)58-60(50,51)54-13-21-25(57-59(47,48)49)24(43)30(56-21)40-16-39-23-27(33)37-15-38-28(23)40/h3-6,12,15-16,20-21,24-26,30,36,41,43-44H,7-11,13-14H2,1-2H3,(H,34,42)(H,35,45)(H,50,51)(H,52,53)(H2,33,37,38)(H2,47,48,49)/p-4/t20-,21-,24-,25-,26+,30-/m1/s1

> <INCHI_KEY>
MPWARWLZAPSVRG-MCIGHZANSA-J

> <FORMULA>
C32H41N8O18P3S

> <MOLECULAR_WEIGHT>
950.7

> <EXACT_MASS>
950.149433

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
103

> <JCHEM_AVERAGE_POLARIZABILITY>
85.90992290314796

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-{2-[(2-{[(2R)-2-hydroxy-3-(1H-indol-3-yl)propanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanecarboximidate

> <JCHEM_LOGP>
-2.7390711965426044

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8916198395263764

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8201934354378846

> <JCHEM_PKA_STRONGEST_BASIC>
4.159411730395732

> <JCHEM_POLAR_SURFACE_AREA>
417.95000000000005

> <JCHEM_REFRACTIVITY>
234.01020000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-N-{2-[(2-{[(2R)-2-hydroxy-3-(1H-indol-3-yl)propanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0     -15.938  24.702   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.858  24.702   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.329  24.601   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.359  25.746   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.823  24.921   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.883  27.210   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.063  26.242   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -10.397  27.012   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.062  27.012   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.729  26.242   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.606  26.242   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.101  28.544   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -18.399  16.232   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -14.398  23.162   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -26.186  12.162   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -21.256  10.870   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.940  27.012   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.347  26.386   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.377  27.530   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.272  27.012   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -19.733  15.462   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -7.730  27.012   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -23.694  10.352   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -22.170  14.944   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -21.140  16.089   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -14.398  26.242   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -25.101   9.726   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -23.533  11.883   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -13.064  27.012   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -21.400  13.611   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.061  26.242   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -14.398  24.702   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0     -25.262   8.194   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      -6.396  26.242   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0     -11.731  26.242   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0       4.607  28.864   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0     -26.347  10.631   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0     -24.779  12.789   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0     -22.287   9.726   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0     -22.026  12.204   0.000  0.00  0.00           N+0
HETATM   41  O   UNK     0       0.272  28.552   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -7.730  28.552   0.000  0.00  0.00           O-1
HETATM   43  O   UNK     0     -23.702  15.105   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0     -15.732  27.012   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0     -13.064  28.552   0.000  0.00  0.00           O-1
HETATM   46  O   UNK     0      -1.061  24.702   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0     -19.285  17.481   0.000  0.00  0.00           O-1
HETATM   48  O   UNK     0     -21.346  19.770   0.000  0.00  0.00           O-1
HETATM   49  O   UNK     0     -19.171  19.656   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0     -17.835  19.876   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0     -16.295  17.209   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0     -17.272  20.852   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0     -14.192  20.852   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0     -18.399  17.772   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0     -15.732  22.392   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0     -19.894  13.931   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0     -21.460  17.595   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0     -15.732  19.312   0.000  0.00  0.00           O+0
HETATM   59  P   UNK     0     -20.315  18.625   0.000  0.00  0.00           P+0
HETATM   60  P   UNK     0     -17.065  18.542   0.000  0.00  0.00           P+0
HETATM   61  P   UNK     0     -15.732  20.852   0.000  0.00  0.00           P+0
HETATM   62  S   UNK     0      -2.395  27.012   0.000  0.00  0.00           S+0
HETATM   63  H   UNK     0       0.272  25.472   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0     -19.813  17.000   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0     -22.722  16.382   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0     -20.819  14.582   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0     -13.064  25.472   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0     -22.938  13.530   0.000  0.00  0.00           H+0
CONECT    1   32                                                            
CONECT    2   32                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   18                                                       
CONECT    6    4   19                                                       
CONECT    7    8   22                                                       
CONECT    8    7   35                                                       
CONECT    9   10   34                                                       
CONECT   10    9   62                                                       
CONECT   11   17   20                                                       
CONECT   12   17   36                                                       
CONECT   13   21   54                                                       
CONECT   14   32   55                                                       
CONECT   15   37   38                                                       
CONECT   16   39   40                                                       
CONECT   17   11   12   18                                                  
CONECT   18    5   17   19                                                  
CONECT   19    6   18   36                                                  
CONECT   20   11   31   41   63                                             
CONECT   21   13   25   56   64                                             
CONECT   22    7   34   42                                                  
CONECT   23   27   28   39                                                  
CONECT   24   25   30   43   65                                             
CONECT   25   21   24   57   66                                             
CONECT   26   29   32   44   67                                             
CONECT   27   23   33   37                                                  
CONECT   28   23   38   40                                                  
CONECT   29   26   35   45                                                  
CONECT   30   24   40   56   68                                             
CONECT   31   20   46   62                                                  
CONECT   32    1    2   14   26                                             
CONECT   33   27                                                            
CONECT   34    9   22                                                       
CONECT   35    8   29                                                       
CONECT   36   12   19                                                       
CONECT   37   15   27                                                       
CONECT   38   15   28                                                       
CONECT   39   16   23                                                       
CONECT   40   16   28   30                                                  
CONECT   41   20                                                            
CONECT   42   22                                                            
CONECT   43   24                                                            
CONECT   44   26                                                            
CONECT   45   29                                                            
CONECT   46   31                                                            
CONECT   47   59                                                            
CONECT   48   59                                                            
CONECT   49   59                                                            
CONECT   50   60                                                            
CONECT   51   60                                                            
CONECT   52   61                                                            
CONECT   53   61                                                            
CONECT   54   13   60                                                       
CONECT   55   14   61                                                       
CONECT   56   21   30                                                       
CONECT   57   25   59                                                       
CONECT   58   60   61                                                       
CONECT   59   47   48   49   57                                             
CONECT   60   50   51   54   58                                             
CONECT   61   52   53   55   58                                             
CONECT   62   10   31                                                       
CONECT   63   20                                                            
CONECT   64   21                                                            
CONECT   65   24                                                            
CONECT   66   25                                                            
CONECT   67   26                                                            
CONECT   68   30                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  144    0
END

Synonyms

Not Available

Molecular Formula

C₃₂H₄₁N₈O₁₈P₃S

Average Mass

950.7

Monoisotopic Mass

950.149433

IUPAC Name

(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-{2-[(2-{[(2R)-2-hydroxy-3-(1H-indol-3-yl)propanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanecarboximidate

Traditional Name

(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-N-{2-[(2-{[(2R)-2-hydroxy-3-(1H-indol-3-yl)propanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanecarboximidate

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(CC1=CNC2=CC=CC=C12)C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)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/C32H45N8O18P3S/c1-32(2,26(44)29(45)35-8-7-22(42)34-9-10-62-31(46)20(41)11-17-12-36-19-6-4-3-5-18(17)19)14-55-61(52,53)58-60(50,51)54-13-21-25(57-59(47,48)49)24(43)30(56-21)40-16-39-23-27(33)37-15-38-28(23)40/h3-6,12,15-16,20-21,24-26,30,36,41,43-44H,7-11,13-14H2,1-2H3,(H,34,42)(H,35,45)(H,50,51)(H,52,53)(H2,33,37,38)(H2,47,48,49)/p-4/t20-,21-,24-,25-,26+,30-/m1/s1

InChI Key

MPWARWLZAPSVRG-MCIGHZANSA-J

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
N-glycosyl compound
Glycosyl compound
3-alkylindole
Organic pyrophosphate
Monosaccharide phosphate
6-aminopurine
Purine
Indole or derivatives
Indole
Imidazopyrimidine
Monoalkyl phosphate
Aminopyrimidine
Imidolactam
Benzenoid
Alkyl phosphate
Substituted pyrrole
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Heteroaromatic compound
Tetrahydrofuran
Pyrrole
Imidazole
Azole
Carbothioic s-ester
Thiocarboxylic acid ester
Secondary alcohol
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Sulfenyl compound
Thiocarboxylic acid or derivatives
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-2.7	ChemAxon
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.16	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	417.95 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	234.01 m³·mol⁻¹	ChemAxon
Polarizability	85.91 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

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

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0017046	(R)-3-(indol-3-yl)lactoyl-CoA	(E)-3-(indol-3-yl)acryloyl-CoA	(R)-phenyllactyl-CoA dehydratase alpha subunit	Hydration/dehydration of C-O bond	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	Firmicutes	1	Human vaginal secretion

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

134820298

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for (R)-3-(indol-3-yl)lactoyl-CoA (MMDBc0055033)

MOL for #<Metabolite:0x00007f5a5f1943b0>

3D MOL for #<Metabolite:0x00007f5a5f1943b0>

3D SDF for #<Metabolite:0x00007f5a5f1943b0>

3D-SDF for #<Metabolite:0x00007f5a5f1943b0>

PDB for #<Metabolite:0x00007f5a5f1943b0>

3D PDB for #<Metabolite:0x00007f5a5f1943b0>

SMILES for #<Metabolite:0x00007f5a5f1943b0>

INCHI for #<Metabolite:0x00007f5a5f1943b0>

Structure for #<Metabolite:0x00007f5a5f1943b0>

3D Structure for #<Metabolite:0x00007f5a5f1943b0>