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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:28:17 UTC

Update Date

2021-09-26 23:17:22 UTC

HMDB ID

HMDB0259675

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione

Description

1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione, also known as disuccinimidyl suberate, belongs to the class of organic compounds known as n-acylpyrrolidines. These are n-Acylated Pyrrolidine derivatives. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. Based on a literature review very few articles have been published on 1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1,1'-(1,8-dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0259675
     RDKit          3D
1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione
 44 45  0  0  0  0  0  0  0  0999 V2000
   -4.2379    1.5803    1.5440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7309    0.6303    0.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2905    0.6789    0.5695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6199    1.9143    1.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1496    1.9342    0.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0816    1.8864   -0.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5229    1.9111   -1.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631    0.7417   -0.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6941    0.7854   -0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293    1.7300   -1.6916 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5615   -0.2389   -0.5147 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2111   -1.3380    0.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0715   -1.8248    0.5118 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4521   -1.9036    0.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5653   -1.3923    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9465   -0.3324   -0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6138    0.3426   -1.6379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5490   -0.4624    0.5082 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1492   -1.6255   -0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9680   -2.1104   -0.2038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3312   -2.1231   -0.9766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4861   -1.6218   -0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9271   -0.6104    0.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6328   -0.0194    1.6293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8239   -0.2133    1.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2366    0.5731   -0.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7220    1.9402    2.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1096    2.8126    0.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3523    2.7755    1.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2709    0.9986    1.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3703    0.9886   -1.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4276    2.7701   -1.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0360    2.8566   -0.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715    1.8268   -2.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -0.1861   -0.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1774    0.7373    0.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5428   -1.5012    1.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3875   -3.0021    0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8659   -2.2380   -0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3946   -0.9788    0.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2857   -3.2300   -0.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3458   -1.7592   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2848   -1.2365   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8517   -2.4663    0.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
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 11 12  1  0
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M  END

  Mrv1652309122100282D          

 24 25  0  0  0  0            999 V2000
    1.4906   -3.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9031   -2.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7101   -3.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3232   -2.5355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7964   -3.9080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0427   -4.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -5.0505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5108   -4.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5108   -5.1455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2253   -3.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9398   -4.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6542   -3.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3687   -4.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0832   -3.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7976   -4.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5121   -3.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5121   -3.0830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9803   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1518   -3.1780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5323   -4.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1198   -5.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3128   -5.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6997   -5.6930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
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  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
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 16 17  2  0  0  0  0
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 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259675

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C(CCCCCCC(=O)N1C(=O)CCC1=O)N1C(=O)CCC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H20N2O6/c19-11(17-13(21)7-8-14(17)22)5-3-1-2-4-6-12(20)18-15(23)9-10-16(18)24/h1-10H2

> <INCHI_KEY>
GFTIUQBZNJERFZ-UHFFFAOYSA-N

> <FORMULA>
C16H20N2O6

> <MOLECULAR_WEIGHT>
336.344

> <EXACT_MASS>
336.132136372

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
34.215914853580244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[8-(2,5-dioxopyrrolidin-1-yl)-8-oxooctanoyl]pyrrolidine-2,5-dione

> <ALOGPS_LOGP>
1.29

> <JCHEM_LOGP>
-0.18324338933333306

> <ALOGPS_LOGS>
-2.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.55225432862355

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.95019434764879

> <JCHEM_POLAR_SURFACE_AREA>
108.9

> <JCHEM_REFRACTIVITY>
80.34819999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[8-(2,5-dioxopyrrolidin-1-yl)-8-oxooctanoyl]pyrrolidine-2,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259675
     RDKit          3D
1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione
 44 45  0  0  0  0  0  0  0  0999 V2000
   -4.2379    1.5803    1.5440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7309    0.6303    0.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2905    0.6789    0.5695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6199    1.9143    1.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1496    1.9342    0.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0816    1.8864   -0.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5229    1.9111   -1.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631    0.7417   -0.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6941    0.7854   -0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293    1.7300   -1.6916 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5615   -0.2389   -0.5147 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2111   -1.3380    0.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0715   -1.8248    0.5118 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4521   -1.9036    0.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5653   -1.3923    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9465   -0.3324   -0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6138    0.3426   -1.6379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5490   -0.4624    0.5082 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1492   -1.6255   -0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9680   -2.1104   -0.2038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3312   -2.1231   -0.9766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4861   -1.6218   -0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9271   -0.6104    0.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6328   -0.0194    1.6293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8239   -0.2133    1.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2366    0.5731   -0.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7220    1.9402    2.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1096    2.8126    0.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3523    2.7755    1.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2709    0.9986    1.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3703    0.9886   -1.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4276    2.7701   -1.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0360    2.8566   -0.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715    1.8268   -2.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -0.1861   -0.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1774    0.7373    0.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5428   -1.5012    1.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3875   -3.0021    0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8659   -2.2380   -0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3946   -0.9788    0.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2857   -3.2300   -0.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3458   -1.7592   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2848   -1.2365   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8517   -2.4663    0.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 16 11  1  0
 23 18  1  0
  3 25  1  0
  3 26  1  0
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  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
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 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 21 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0       2.783  -6.777   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.553  -5.443   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.059  -5.763   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.203  -4.733   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       5.220  -7.295   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       3.813  -7.921   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.493  -9.428   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.554  -8.065   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.554  -9.605   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.887  -7.295   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.221  -8.065   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.555  -7.295   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.888  -8.065   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.222  -7.295   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.556  -8.065   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.889  -7.295   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      15.889  -5.755   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0      17.223  -8.065   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      18.630  -7.439   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      18.950  -5.932   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      19.660  -8.583   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.890  -9.917   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.384  -9.597   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      16.239 -10.627   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   23                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0259675
HETATM    1  O1  UNL     1      -4.238   1.580   1.544  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.731   0.630   0.900  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.290   0.679   0.570  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.620   1.914   1.072  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.150   1.934   0.722  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.082   1.886  -0.763  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.523   1.911  -1.143  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.263   0.742  -0.567  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.694   0.785  -0.962  1.00  0.00           C  
HETATM   10  O2  UNL     1       4.129   1.730  -1.692  1.00  0.00           O  
HETATM   11  N1  UNL     1       4.561  -0.239  -0.515  1.00  0.00           N  
HETATM   12  C9  UNL     1       4.211  -1.338   0.294  1.00  0.00           C  
HETATM   13  O3  UNL     1       3.072  -1.825   0.512  1.00  0.00           O  
HETATM   14  C10 UNL     1       5.452  -1.904   0.913  1.00  0.00           C  
HETATM   15  C11 UNL     1       6.565  -1.392   0.032  1.00  0.00           C  
HETATM   16  C12 UNL     1       5.946  -0.332  -0.809  1.00  0.00           C  
HETATM   17  O4  UNL     1       6.614   0.343  -1.638  1.00  0.00           O  
HETATM   18  N2  UNL     1      -4.549  -0.462   0.508  1.00  0.00           N  
HETATM   19  C13 UNL     1      -4.149  -1.625  -0.226  1.00  0.00           C  
HETATM   20  O5  UNL     1      -2.968  -2.110  -0.204  1.00  0.00           O  
HETATM   21  C14 UNL     1      -5.331  -2.123  -0.977  1.00  0.00           C  
HETATM   22  C15 UNL     1      -6.486  -1.622  -0.157  1.00  0.00           C  
HETATM   23  C16 UNL     1      -5.927  -0.610   0.770  1.00  0.00           C  
HETATM   24  O6  UNL     1      -6.633  -0.019   1.629  1.00  0.00           O  
HETATM   25  H1  UNL     1      -1.824  -0.213   1.070  1.00  0.00           H  
HETATM   26  H2  UNL     1      -2.237   0.573  -0.545  1.00  0.00           H  
HETATM   27  H3  UNL     1      -1.722   1.940   2.164  1.00  0.00           H  
HETATM   28  H4  UNL     1      -2.110   2.813   0.616  1.00  0.00           H  
HETATM   29  H5  UNL     1       0.352   2.776   1.199  1.00  0.00           H  
HETATM   30  H6  UNL     1       0.271   0.999   1.192  1.00  0.00           H  
HETATM   31  H7  UNL     1      -0.370   0.989  -1.228  1.00  0.00           H  
HETATM   32  H8  UNL     1      -0.428   2.770  -1.227  1.00  0.00           H  
HETATM   33  H9  UNL     1       2.036   2.857  -0.867  1.00  0.00           H  
HETATM   34  H10 UNL     1       1.572   1.827  -2.257  1.00  0.00           H  
HETATM   35  H11 UNL     1       1.818  -0.186  -0.970  1.00  0.00           H  
HETATM   36  H12 UNL     1       2.177   0.737   0.559  1.00  0.00           H  
HETATM   37  H13 UNL     1       5.543  -1.501   1.945  1.00  0.00           H  
HETATM   38  H14 UNL     1       5.388  -3.002   0.916  1.00  0.00           H  
HETATM   39  H15 UNL     1       6.866  -2.238  -0.626  1.00  0.00           H  
HETATM   40  H16 UNL     1       7.395  -0.979   0.617  1.00  0.00           H  
HETATM   41  H17 UNL     1      -5.286  -3.230  -0.978  1.00  0.00           H  
HETATM   42  H18 UNL     1      -5.346  -1.759  -2.017  1.00  0.00           H  
HETATM   43  H19 UNL     1      -7.285  -1.237  -0.802  1.00  0.00           H  
HETATM   44  H20 UNL     1      -6.852  -2.466   0.498  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   18
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   31   32
CONECT    7    8   33   34
CONECT    8    9   35   36
CONECT    9   10   10   11
CONECT   11   12   16
CONECT   12   13   13   14
CONECT   14   15   37   38
CONECT   15   16   39   40
CONECT   16   17   17
CONECT   18   19   23
CONECT   19   20   20   21
CONECT   21   22   41   42
CONECT   22   23   43   44
CONECT   23   24   24
END

HMDB0259675
     RDKit          3D
1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione
 44 45  0  0  0  0  0  0  0  0999 V2000
   -4.2379    1.5803    1.5440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7309    0.6303    0.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2905    0.6789    0.5695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6199    1.9143    1.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1496    1.9342    0.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0816    1.8864   -0.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5229    1.9111   -1.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631    0.7417   -0.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6941    0.7854   -0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293    1.7300   -1.6916 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5615   -0.2389   -0.5147 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2111   -1.3380    0.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0715   -1.8248    0.5118 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4521   -1.9036    0.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5653   -1.3923    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9465   -0.3324   -0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6138    0.3426   -1.6379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5490   -0.4624    0.5082 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1492   -1.6255   -0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9680   -2.1104   -0.2038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3312   -2.1231   -0.9766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4861   -1.6218   -0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9271   -0.6104    0.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6328   -0.0194    1.6293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8239   -0.2133    1.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2366    0.5731   -0.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7220    1.9402    2.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1096    2.8126    0.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3523    2.7755    1.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2709    0.9986    1.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3703    0.9886   -1.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4276    2.7701   -1.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0360    2.8566   -0.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715    1.8268   -2.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -0.1861   -0.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1774    0.7373    0.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5428   -1.5012    1.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3875   -3.0021    0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8659   -2.2380   -0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3946   -0.9788    0.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2857   -3.2300   -0.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3458   -1.7592   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2848   -1.2365   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8517   -2.4663    0.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 16 11  1  0
 23 18  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 21 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Disuccinimidyl suberate	HMDB

Chemical Formula

C₁₆H₂₀N₂O₆

Average Molecular Weight

336.344

Monoisotopic Molecular Weight

336.132136372

IUPAC Name

1-[8-(2,5-dioxopyrrolidin-1-yl)-8-oxooctanoyl]pyrrolidine-2,5-dione

Traditional Name

1-[8-(2,5-dioxopyrrolidin-1-yl)-8-oxooctanoyl]pyrrolidine-2,5-dione

CAS Registry Number

Not Available

SMILES

O=C(CCCCCCC(=O)N1C(=O)CCC1=O)N1C(=O)CCC1=O

InChI Identifier

InChI=1S/C16H20N2O6/c19-11(17-13(21)7-8-14(17)22)5-3-1-2-4-6-12(20)18-15(23)9-10-16(18)24/h1-10H2

InChI Key

GFTIUQBZNJERFZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acylpyrrolidines. These are n-Acylated Pyrrolidine derivatives. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

N-acylpyrrolidines

Direct Parent

N-acylpyrrolidines

Alternative Parents

Substituents

N-acylpyrrolidine
2-pyrrolidone
Pyrrolidone
Carboxylic acid imide, n-substituted
Dicarboximide
Carboxylic acid imide
Lactam
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.29	ALOGPS
logP	-0.18	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	17.95	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	108.9 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	80.35 m³·mol⁻¹	ChemAxon
Polarizability	34.22 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	179.46	30932474
DeepCCS	[M-H]-	177.102	30932474
DeepCCS	[M-2H]-	209.987	30932474
DeepCCS	[M+Na]+	185.553	30932474
AllCCS	[M+H]+	177.4	32859911
AllCCS	[M+H-H2O]+	174.4	32859911
AllCCS	[M+NH4]+	180.1	32859911
AllCCS	[M+Na]+	180.9	32859911
AllCCS	[M-H]-	179.6	32859911
AllCCS	[M+Na-2H]-	179.5	32859911
AllCCS	[M+HCOO]-	179.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione	O=C(CCCCCCC(=O)N1C(=O)CCC1=O)N1C(=O)CCC1=O	3824.6	Standard polar	33892256
1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione	O=C(CCCCCCC(=O)N1C(=O)CCC1=O)N1C(=O)CCC1=O	3031.4	Standard non polar	33892256
1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione	O=C(CCCCCCC(=O)N1C(=O)CCC1=O)N1C(=O)CCC1=O	2905.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione GC-MS (Non-derivatized) - 70eV, Positive	splash10-054t-5920000000-916c84079c0574be07fa	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

102778

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

114813

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione (HMDB0259675)

MOL for HMDB0259675 (1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione)

3D MOL for HMDB0259675 (1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione)

3D SDF for HMDB0259675 (1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione)

3D-SDF for HMDB0259675 (1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione)

PDB for HMDB0259675 (1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione)

3D PDB for HMDB0259675 (1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione)

SMILES for HMDB0259675 (1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione)

INCHI for HMDB0259675 (1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione)

Structure for HMDB0259675 (1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione)

3D Structure for HMDB0259675 (1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

NMR Spectra