MiMeDB: Showing metabocard for 3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoyl-CoA (MMDBc0055338)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:49:34 UTC

Update Date

2022-08-12 20:09:20 UTC

Metabolite ID

MMDBc0055338

Metabolite Identification

Common Name

3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoyl-CoA

Description

9,17-dioxo-1,2,3,4,10,19-hexanorandrostan-5-oyl-CoA(4-) 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 a significant number of articles have been published on 9,17-dioxo-1,2,3,4,10,19-hexanorandrostan-5-oyl-CoA(4-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221492D          

 71 75  0  0  1  0            999 V2000
    9.3016   11.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6516   11.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8507   16.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0464   16.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4459   15.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3746   15.3266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7608   16.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6174   17.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0476   14.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0971   17.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0476   14.1573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6187   16.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042   16.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6200    7.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4766   10.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5939    4.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8732    7.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319   16.6323    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6174   16.2198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3319   17.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3345    6.7323    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7102   16.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3332   15.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4753   16.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7664    6.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2277    5.7403    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4207    5.9119    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4766   12.5073    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4338    5.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0127    5.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7621   12.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6402    6.4548    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4766   11.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0971   16.6323    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.1875    6.1141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3332   16.2198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7621   13.7448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3476    4.9581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9265    5.1075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6801    7.0840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4607    6.5410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0464   17.8698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5171   16.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6187   14.9823    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.4753   15.3948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1911   12.9198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0476   12.5073    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   10.2779    6.3994    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    9.7681    4.8301    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    9.2384    5.8697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4930    7.6679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0161    9.6198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3661    9.6198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6200    7.9698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1911   10.4448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1911    8.7948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9055    8.3823    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.1911    9.6198    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.1898   16.6323    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319   15.8073    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6174   17.0448    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6426    6.2830    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7085    5.0992    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0338    6.4639    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7621   12.0948    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0895    5.7629    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  4  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 13 12  1  0  0  0  0
 18  4  1  1  0  0  0
 19  5  1  0  0  0  0
 19 18  1  0  0  0  0
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 20 18  1  0  0  0  0
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 31 28  1  0  0  0  0
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 33 15  1  0  0  0  0
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 34  3  1  6  0  0  0
 34 10  1  0  0  0  0
 34 19  1  0  0  0  0
 34 22  1  0  0  0  0
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 43 22  2  0  0  0  0
 44 23  1  0  0  0  0
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 26 46  1  6  0  0  0
 28 47  1  1  0  0  0
 48 31  1  0  0  0  0
 56 14  1  0  0  0  0
 57 15  1  0  0  0  0
 58 21  1  0  0  0  0
 58 32  1  0  0  0  0
 27 59  1  1  0  0  0
 61 49  1  0  0  0  0
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 61 51  2  0  0  0  0
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 62 52  1  0  0  0  0
 62 53  2  0  0  0  0
 62 56  1  0  0  0  0
 62 60  1  0  0  0  0
 63 54  1  0  0  0  0
 63 55  2  0  0  0  0
 63 57  1  0  0  0  0
 63 60  1  0  0  0  0
 64 13  1  0  0  0  0
 64 24  1  0  0  0  0
 18 65  1  6  0  0  0
 19 66  1  1  0  0  0
 21 67  1  6  0  0  0
 26 68  1  1  0  0  0
 27 69  1  1  0  0  0
 28 70  1  1  0  0  0
 32 71  1  6  0  0  0
M  CHG  4  44  -1  48  -1  49  -1  50  -1
M  END


  Mrv1652306172221492D          

 71 75  0  0  1  0            999 V2000
    9.3016   11.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6516   11.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8507   16.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0464   16.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4459   15.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3746   15.3266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7608   16.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6174   17.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0476   14.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0971   17.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6174   16.2198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3319   17.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3345    6.7323    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7102   16.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3332   15.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.2277    5.7403    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    8.4766   12.5073    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4338    5.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0971   16.6323    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    9.1911   12.9198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4930    7.6679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0161    9.6198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3661    9.6198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6200    7.9698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.0882    7.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1911    8.7948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1911    9.6198    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
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   11.7085    5.0992    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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 62 53  2  0  0  0  0
 62 56  1  0  0  0  0
 62 60  1  0  0  0  0
 63 54  1  0  0  0  0
 63 55  2  0  0  0  0
 63 57  1  0  0  0  0
 63 60  1  0  0  0  0
 64 13  1  0  0  0  0
 64 24  1  0  0  0  0
 18 65  1  6  0  0  0
 19 66  1  1  0  0  0
 21 67  1  6  0  0  0
 26 68  1  1  0  0  0
 27 69  1  1  0  0  0
 28 70  1  1  0  0  0
 32 71  1  6  0  0  0
M  CHG  4  44  -1  48  -1  49  -1  50  -1
M  END
> <DATABASE_ID>
MMDBc0055338

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)CC[C@]1([H])C(=O)CC[C@]2(C)C(=O)CC[C@@]12[H])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/C34H52N7O19P3S/c1-33(2,28(47)31(48)37-11-9-23(44)36-12-13-64-24(45)7-4-18-19-5-6-22(43)34(19,3)10-8-20(18)42)15-57-63(54,55)60-62(52,53)56-14-21-27(59-61(49,50)51)26(46)32(58-21)41-17-40-25-29(35)38-16-39-30(25)41/h16-19,21,26-28,32,46-47H,4-15H2,1-3H3,(H,36,44)(H,37,48)(H,52,53)(H,54,55)(H2,35,38,39)(H2,49,50,51)/p-4/t18-,19-,21+,26+,27+,28-,32+,34-/m0/s1

> <INCHI_KEY>
IWNWMTZIJPUDPV-MDQHZGBLSA-J

> <FORMULA>
C34H48N7O19P3S

> <MOLECULAR_WEIGHT>
983.77

> <EXACT_MASS>
983.196048841

> <JCHEM_ACCEPTOR_COUNT>
21

> <JCHEM_ATOM_COUNT>
112

> <JCHEM_AVERAGE_POLARIZABILITY>
89.59972526689309

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-N-(2-{[2-({3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoyl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-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-3,3-dimethylbutanecarboximidate

> <JCHEM_LOGP>
-2.2346040836932204

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8916923611023417

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8202002226170935

> <JCHEM_PKA_STRONGEST_BASIC>
4.1604604373572815

> <JCHEM_POLAR_SURFACE_AREA>
416.07000000000005

> <JCHEM_REFRACTIVITY>
240.21850000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-N-(2-{[2-({3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-hexahydroinden-4-yl]propanoyl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-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-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      17.363  21.807   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.283  21.807   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.588  31.673   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.820  30.277   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.832  28.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.699  28.610   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.154  31.047   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.153  33.357   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.156  27.967   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.181  32.587   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.156  26.427   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.488  31.047   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.155  30.277   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.824  13.337   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.823  20.267   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.242   8.629   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.897  13.544   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.486  31.047   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.153  30.277   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.486  32.587   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.158  12.567   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.326  30.017   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.822  28.737   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.487  30.277   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      27.564  11.692   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      22.825  10.715   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      21.319  11.035   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.823  23.347   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      28.810  10.787   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      26.157  11.066   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.489  24.117   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      23.595  12.049   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.823  21.807   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.181  31.047   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      30.217  11.413   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0      11.822  30.277   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0      14.489  25.657   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0      28.649   9.255   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0      25.996   9.534   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0      27.403  13.223   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0      25.127  12.210   0.000  0.00  0.00           N+0
HETATM   42  O   UNK     0       3.820  33.357   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -2.832  30.337   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      10.488  27.967   0.000  0.00  0.00           O-1
HETATM   45  O   UNK     0       6.487  28.737   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      23.451   9.308   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      17.157  24.117   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      13.156  23.347   0.000  0.00  0.00           O-1
HETATM   49  O   UNK     0      19.185  11.946   0.000  0.00  0.00           O-1
HETATM   50  O   UNK     0      18.234   9.016   0.000  0.00  0.00           O-1
HETATM   51  O   UNK     0      17.245  10.957   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      19.260  16.981   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      17.720  14.313   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      18.697  17.957   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      15.617  17.957   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      19.824  14.877   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      17.157  19.497   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      22.565  13.193   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      20.174  10.005   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      17.157  16.417   0.000  0.00  0.00           O+0
HETATM   61  P   UNK     0      18.710  10.481   0.000  0.00  0.00           P+0
HETATM   62  P   UNK     0      18.490  15.647   0.000  0.00  0.00           P+0
HETATM   63  P   UNK     0      17.157  17.957   0.000  0.00  0.00           P+0
HETATM   64  S   UNK     0       7.821  31.047   0.000  0.00  0.00           S+0
HETATM   65  H   UNK     0       2.486  29.507   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0       1.153  31.817   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0      19.866  11.728   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0      21.856   9.518   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0      22.463  12.066   0.000  0.00  0.00           H+0
HETATM   70  H   UNK     0      14.489  22.577   0.000  0.00  0.00           H+0
HETATM   71  H   UNK     0      24.434  10.757   0.000  0.00  0.00           H+0
CONECT    1   33                                                            
CONECT    2   33                                                            
CONECT    3   34                                                            
CONECT    4    7   18                                                       
CONECT    5    6   19                                                       
CONECT    6    5   22                                                       
CONECT    7    4   24                                                       
CONECT    8   10   20                                                       
CONECT    9   11   23                                                       
CONECT   10    8   34                                                       
CONECT   11    9   37                                                       
CONECT   12   13   36                                                       
CONECT   13   12   64                                                       
CONECT   14   21   56                                                       
CONECT   15   33   57                                                       
CONECT   16   38   39                                                       
CONECT   17   40   41                                                       
CONECT   18    4   19   20   65                                             
CONECT   19    5   18   34   66                                             
CONECT   20    8   18   42                                                  
CONECT   21   14   27   58   67                                             
CONECT   22    6   34   43                                                  
CONECT   23    9   36   44                                                  
CONECT   24    7   45   64                                                  
CONECT   25   29   30   40                                                  
CONECT   26   27   32   46   68                                             
CONECT   27   21   26   59   69                                             
CONECT   28   31   33   47   70                                             
CONECT   29   25   35   38                                                  
CONECT   30   25   39   41                                                  
CONECT   31   28   37   48                                                  
CONECT   32   26   41   58   71                                             
CONECT   33    1    2   15   28                                             
CONECT   34    3   10   19   22                                             
CONECT   35   29                                                            
CONECT   36   12   23                                                       
CONECT   37   11   31                                                       
CONECT   38   16   29                                                       
CONECT   39   16   30                                                       
CONECT   40   17   25                                                       
CONECT   41   17   30   32                                                  
CONECT   42   20                                                            
CONECT   43   22                                                            
CONECT   44   23                                                            
CONECT   45   24                                                            
CONECT   46   26                                                            
CONECT   47   28                                                            
CONECT   48   31                                                            
CONECT   49   61                                                            
CONECT   50   61                                                            
CONECT   51   61                                                            
CONECT   52   62                                                            
CONECT   53   62                                                            
CONECT   54   63                                                            
CONECT   55   63                                                            
CONECT   56   14   62                                                       
CONECT   57   15   63                                                       
CONECT   58   21   32                                                       
CONECT   59   27   61                                                       
CONECT   60   62   63                                                       
CONECT   61   49   50   51   59                                             
CONECT   62   52   53   56   60                                             
CONECT   63   54   55   57   60                                             
CONECT   64   13   24                                                       
CONECT   65   18                                                            
CONECT   66   19                                                            
CONECT   67   21                                                            
CONECT   68   26                                                            
CONECT   69   27                                                            
CONECT   70   28                                                            
CONECT   71   32                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  150    0
END

Synonyms

Value	Source
3-[(3AS,4S,7as)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoyl-CoA	ChEBI

Molecular Formula

C₃₄H₄₈N₇O₁₉P₃S

Average Mass

983.77

Monoisotopic Mass

983.196048841

IUPAC Name

(2R)-N-(2-{[2-({3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoyl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-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-3,3-dimethylbutanecarboximidate

Traditional Name

(2R)-N-(2-{[2-({3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-hexahydroinden-4-yl]propanoyl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-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-3,3-dimethylbutanecarboximidate

CAS Registry Number

Not Available

SMILES

[H][C@](O)(C([O-])=NCCC([O-])=NCCSC(=O)CC[C@]1([H])C(=O)CC[C@]2(C)C(=O)CC[C@@]12[H])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/C34H52N7O19P3S/c1-33(2,28(47)31(48)37-11-9-23(44)36-12-13-64-24(45)7-4-18-19-5-6-22(43)34(19,3)10-8-20(18)42)15-57-63(54,55)60-62(52,53)56-14-21-27(59-61(49,50)51)26(46)32(58-21)41-17-40-25-29(35)38-16-39-30(25)41/h16-19,21,26-28,32,46-47H,4-15H2,1-3H3,(H,36,44)(H,37,48)(H,52,53)(H,54,55)(H2,35,38,39)(H2,49,50,51)/p-4/t18-,19-,21+,26+,27+,28-,32+,34-/m0/s1

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

acyl-CoA(4-) (CHEBI:78357 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-2.2	ChemAxon
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.16	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	21	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	416.07 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	240.22 m³·mol⁻¹	ChemAxon
Polarizability	89.6 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

Spectrum Type	Description	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum

Biological Properties

Cellular Locations

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
MMDBr0015812	3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoic acid	3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoyl-CoA	3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoyl:CoA ligase	Ligation	RHEA	34755880
MMDBr0015813	3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoic acid	3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoyl-CoA	3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoyl:CoA ligase	Ligation	RHEA	34755880
MMDBr0038889	3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoyl-CoA	3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoic acid	Thioesterase TesA	Hydrolysis	RHEA	34755880

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Actinobacteria	2	Human
Bacteria	Proteobacteria	1	Human ; Human supragingival plaque

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

31150548

KEGG Compound ID

Not Available

BioCyc ID

CPD-13754

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

86289539

PDB ID

Not Available

ChEBI ID

78357

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 3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoyl-CoA (MMDBc0055338)

MOL for #<Metabolite:0x00007f5a9b8067e8>

3D MOL for #<Metabolite:0x00007f5a9b8067e8>

3D SDF for #<Metabolite:0x00007f5a9b8067e8>

3D-SDF for #<Metabolite:0x00007f5a9b8067e8>

PDB for #<Metabolite:0x00007f5a9b8067e8>

3D PDB for #<Metabolite:0x00007f5a9b8067e8>

SMILES for #<Metabolite:0x00007f5a9b8067e8>

INCHI for #<Metabolite:0x00007f5a9b8067e8>

Structure for #<Metabolite:0x00007f5a9b8067e8>

3D Structure for #<Metabolite:0x00007f5a9b8067e8>