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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:50:47 UTC

Update Date

2021-09-26 23:03:30 UTC

HMDB ID

HMDB0251485

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Disuccinimidyl suberate

Description

Disuccinimidyl suberate, also known as DSIS or NHS-SA, belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Based on a literature review very few articles have been published on Disuccinimidyl suberate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Disuccinimidyl suberate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Disuccinimidyl suberate 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


  Mrv1652309112110512D          

 26 27  0  0  0  0            999 V2000
    2.5526   -4.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9651   -3.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7720   -4.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3851   -3.4916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8583   -4.8642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1046   -5.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9331   -6.0067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5727   -5.2767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2872   -4.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2872   -4.0392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0017   -5.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7161   -4.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4306   -5.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1451   -4.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8596   -5.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5740   -4.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2885   -5.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2885   -6.1017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0030   -4.8642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7174   -5.2767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4711   -4.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6426   -4.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0232   -5.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6107   -6.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8037   -6.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1906   -6.6492    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
  6  7  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  END

HMDB0251485
     RDKit          3D
Disuccinimidyl suberate
 46 47  0  0  0  0  0  0  0  0999 V2000
   -3.4866    0.6141   -0.5988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5007    0.0058    0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996   -0.2313    1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0905    0.3985    0.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2673    0.2815    1.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2609    0.9921    0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4274    0.3863   -1.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0336   -1.0183   -1.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4192   -0.8763   -0.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8171   -1.7940    0.2707 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1945    0.2046   -0.7196 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4490    0.4911   -0.2784 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2593    1.4515   -1.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8008    2.4251   -1.6575 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6723    1.0055   -0.8187 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6317    0.4577    0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2117    0.0460    0.8177 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7604   -0.5829    1.8062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7053   -0.4122    1.0164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9193   -0.2167    0.4377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3567   -0.3859   -0.8882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6086   -0.3884   -1.8970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8422   -0.5646   -0.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2917    0.1287    0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0706    0.2352    1.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0881    0.6701    2.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2391    0.1507    2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0700   -1.3513    1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0510   -0.1015   -0.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3267    1.4934    0.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2572    0.8101    2.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5502   -0.7538    1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2691    1.0290    0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9006    2.0174    0.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5024    0.2917   -1.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1427    1.0096   -1.7343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4124   -1.6966   -0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1693   -1.3868   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3853    1.8523   -0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8302    0.1966   -1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3183   -0.4234    0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9395    1.2301    1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0135   -1.6507   -0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2780   -0.1209   -1.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0088   -0.4927    0.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7355    1.1230    0.1149 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  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
  2 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 17 12  1  0
 25 20  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
M  END


  Mrv1652309112110512D          

 26 27  0  0  0  0            999 V2000
    2.5526   -4.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9651   -3.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7720   -4.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3851   -3.4916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8583   -4.8642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1046   -5.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9331   -6.0067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5727   -5.2767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2872   -4.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2872   -4.0392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0017   -5.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7161   -4.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4306   -5.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1451   -4.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8596   -5.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5740   -4.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2885   -5.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2885   -6.1017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0030   -4.8642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7174   -5.2767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4711   -4.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6426   -4.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0232   -5.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6107   -6.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8037   -6.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1906   -6.6492    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
  6  7  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251485

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C(CCCCCCC(=O)ON1C(=O)CCC1=O)ON1C(=O)CCC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H20N2O8/c19-11-7-8-12(20)17(11)25-15(23)5-3-1-2-4-6-16(24)26-18-13(21)9-10-14(18)22/h1-10H2

> <INCHI_KEY>
ZWIBGKZDAWNIFC-UHFFFAOYSA-N

> <FORMULA>
C16H20N2O8

> <MOLECULAR_WEIGHT>
368.342

> <EXACT_MASS>
368.121965612

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
36.06580667154817

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
bis(2,5-dioxopyrrolidin-1-yl) octanedioate

> <ALOGPS_LOGP>
1.20

> <JCHEM_LOGP>
0.11896247000000025

> <ALOGPS_LOGS>
-3.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.01015310330638

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.40809314475567

> <JCHEM_PKA_STRONGEST_BASIC>
-7.1234011785667555

> <JCHEM_POLAR_SURFACE_AREA>
127.35999999999999

> <JCHEM_REFRACTIVITY>
83.0486

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.83e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
disuccinimidyl suberate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251485
     RDKit          3D
Disuccinimidyl suberate
 46 47  0  0  0  0  0  0  0  0999 V2000
   -3.4866    0.6141   -0.5988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5007    0.0058    0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996   -0.2313    1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0905    0.3985    0.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2673    0.2815    1.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2609    0.9921    0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4274    0.3863   -1.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0336   -1.0183   -1.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4192   -0.8763   -0.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8171   -1.7940    0.2707 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1945    0.2046   -0.7196 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4490    0.4911   -0.2784 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2593    1.4515   -1.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8008    2.4251   -1.6575 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6723    1.0055   -0.8187 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6317    0.4577    0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2117    0.0460    0.8177 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7604   -0.5829    1.8062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7053   -0.4122    1.0164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9193   -0.2167    0.4377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3567   -0.3859   -0.8882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6086   -0.3884   -1.8970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8422   -0.5646   -0.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2917    0.1287    0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0706    0.2352    1.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0881    0.6701    2.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2391    0.1507    2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0700   -1.3513    1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0510   -0.1015   -0.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3267    1.4934    0.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2572    0.8101    2.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5502   -0.7538    1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2691    1.0290    0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9006    2.0174    0.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5024    0.2917   -1.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1427    1.0096   -1.7343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4124   -1.6966   -0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1693   -1.3868   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3853    1.8523   -0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8302    0.1966   -1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3183   -0.4234    0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9395    1.2301    1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0135   -1.6507   -0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2780   -0.1209   -1.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0088   -0.4927    0.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7355    1.1230    0.1149 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  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
  2 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 17 12  1  0
 25 20  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       4.765  -8.562   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.535  -7.228   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.041  -7.548   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.186  -6.518   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       7.202  -9.080   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.795  -9.706   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.475 -11.212   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       8.536  -9.850   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.869  -9.080   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.869  -7.540   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      11.203  -9.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.537  -9.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.870  -9.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.204  -9.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.538  -9.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.872  -9.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.205  -9.850   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      19.205 -11.390   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      20.539  -9.080   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      21.873  -9.850   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      23.279  -9.223   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      23.600  -7.717   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      24.310 -10.368   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      23.540 -11.702   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.034 -11.381   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      20.889 -12.412   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                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    HMDB0251485
HETATM    1  O1  UNL     1      -3.487   0.614  -0.599  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.501   0.006   0.511  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.200  -0.231   1.232  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.091   0.399   0.436  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.267   0.282   1.087  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.261   0.992   0.184  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.427   0.386  -1.163  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.034  -1.018  -1.057  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.419  -0.876  -0.462  1.00  0.00           C  
HETATM   10  O2  UNL     1       3.817  -1.794   0.271  1.00  0.00           O  
HETATM   11  O3  UNL     1       4.194   0.205  -0.720  1.00  0.00           O  
HETATM   12  N1  UNL     1       5.449   0.491  -0.278  1.00  0.00           N  
HETATM   13  C9  UNL     1       6.259   1.452  -1.014  1.00  0.00           C  
HETATM   14  O4  UNL     1       5.801   2.425  -1.657  1.00  0.00           O  
HETATM   15  C10 UNL     1       7.672   1.005  -0.819  1.00  0.00           C  
HETATM   16  C11 UNL     1       7.632   0.458   0.582  1.00  0.00           C  
HETATM   17  C12 UNL     1       6.212   0.046   0.818  1.00  0.00           C  
HETATM   18  O5  UNL     1       5.760  -0.583   1.806  1.00  0.00           O  
HETATM   19  O6  UNL     1      -4.705  -0.412   1.016  1.00  0.00           O  
HETATM   20  N2  UNL     1      -5.919  -0.217   0.438  1.00  0.00           N  
HETATM   21  C13 UNL     1      -6.357  -0.386  -0.888  1.00  0.00           C  
HETATM   22  O7  UNL     1      -5.609  -0.388  -1.897  1.00  0.00           O  
HETATM   23  C14 UNL     1      -7.842  -0.565  -0.913  1.00  0.00           C  
HETATM   24  C15 UNL     1      -8.292   0.129   0.341  1.00  0.00           C  
HETATM   25  C16 UNL     1      -7.071   0.235   1.173  1.00  0.00           C  
HETATM   26  O8  UNL     1      -7.088   0.670   2.357  1.00  0.00           O  
HETATM   27  H1  UNL     1      -2.239   0.151   2.280  1.00  0.00           H  
HETATM   28  H2  UNL     1      -2.070  -1.351   1.279  1.00  0.00           H  
HETATM   29  H3  UNL     1      -1.051  -0.102  -0.568  1.00  0.00           H  
HETATM   30  H4  UNL     1      -1.327   1.493   0.290  1.00  0.00           H  
HETATM   31  H5  UNL     1       0.257   0.810   2.053  1.00  0.00           H  
HETATM   32  H6  UNL     1       0.550  -0.754   1.306  1.00  0.00           H  
HETATM   33  H7  UNL     1       2.269   1.029   0.676  1.00  0.00           H  
HETATM   34  H8  UNL     1       0.901   2.017   0.088  1.00  0.00           H  
HETATM   35  H9  UNL     1       0.502   0.292  -1.738  1.00  0.00           H  
HETATM   36  H10 UNL     1       2.143   1.010  -1.734  1.00  0.00           H  
HETATM   37  H11 UNL     1       1.412  -1.697  -0.482  1.00  0.00           H  
HETATM   38  H12 UNL     1       2.169  -1.387  -2.084  1.00  0.00           H  
HETATM   39  H13 UNL     1       8.385   1.852  -0.945  1.00  0.00           H  
HETATM   40  H14 UNL     1       7.830   0.197  -1.549  1.00  0.00           H  
HETATM   41  H15 UNL     1       8.318  -0.423   0.610  1.00  0.00           H  
HETATM   42  H16 UNL     1       7.940   1.230   1.324  1.00  0.00           H  
HETATM   43  H17 UNL     1      -8.014  -1.651  -0.810  1.00  0.00           H  
HETATM   44  H18 UNL     1      -8.278  -0.121  -1.834  1.00  0.00           H  
HETATM   45  H19 UNL     1      -9.009  -0.493   0.940  1.00  0.00           H  
HETATM   46  H20 UNL     1      -8.736   1.123   0.115  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   19
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7   33   34
CONECT    7    8   35   36
CONECT    8    9   37   38
CONECT    9   10   10   11
CONECT   11   12
CONECT   12   13   17
CONECT   13   14   14   15
CONECT   15   16   39   40
CONECT   16   17   41   42
CONECT   17   18   18
CONECT   19   20
CONECT   20   21   25
CONECT   21   22   22   23
CONECT   23   24   43   44
CONECT   24   25   45   46
CONECT   25   26   26
END

HMDB0251485
     RDKit          3D
Disuccinimidyl suberate
 46 47  0  0  0  0  0  0  0  0999 V2000
   -3.4866    0.6141   -0.5988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5007    0.0058    0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996   -0.2313    1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0905    0.3985    0.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2673    0.2815    1.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2609    0.9921    0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4274    0.3863   -1.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0336   -1.0183   -1.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4192   -0.8763   -0.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8171   -1.7940    0.2707 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1945    0.2046   -0.7196 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4490    0.4911   -0.2784 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2593    1.4515   -1.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8008    2.4251   -1.6575 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6723    1.0055   -0.8187 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6317    0.4577    0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2117    0.0460    0.8177 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7604   -0.5829    1.8062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7053   -0.4122    1.0164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9193   -0.2167    0.4377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3567   -0.3859   -0.8882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6086   -0.3884   -1.8970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8422   -0.5646   -0.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2917    0.1287    0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0706    0.2352    1.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0881    0.6701    2.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2391    0.1507    2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0700   -1.3513    1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0510   -0.1015   -0.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3267    1.4934    0.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2572    0.8101    2.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5502   -0.7538    1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2691    1.0290    0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9006    2.0174    0.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5024    0.2917   -1.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1427    1.0096   -1.7343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4124   -1.6966   -0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1693   -1.3868   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3853    1.8523   -0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8302    0.1966   -1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3183   -0.4234    0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9395    1.2301    1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0135   -1.6507   -0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2780   -0.1209   -1.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0088   -0.4927    0.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7355    1.1230    0.1149 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  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
  2 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 17 12  1  0
 25 20  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Disuccinimidyl suberic acid	Generator
1,1'-((1,8-Dioxo-1,8-octanediyl)bis(oxy))bis-2,5-pyrrolidinedione	MeSH
DSIS	MeSH
N-Hydroxysuccinimide suberic acid ester	MeSH
NHS-SA	MeSH

Chemical Formula

C₁₆H₂₀N₂O₈

Average Molecular Weight

368.342

Monoisotopic Molecular Weight

368.121965612

IUPAC Name

bis(2,5-dioxopyrrolidin-1-yl) octanedioate

Traditional Name

disuccinimidyl suberate

CAS Registry Number

Not Available

SMILES

O=C(CCCCCCC(=O)ON1C(=O)CCC1=O)ON1C(=O)CCC1=O

InChI Identifier

InChI=1S/C16H20N2O8/c19-11-7-8-12(20)17(11)25-15(23)5-3-1-2-4-6-16(24)26-18-13(21)9-10-14(18)22/h1-10H2

InChI Key

ZWIBGKZDAWNIFC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Dicarboxylic acids and derivatives

Direct Parent

Dicarboxylic acids and derivatives

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
Pyrrolidone
2-pyrrolidone
Pyrrolidine
Dicarboximide
Carboxylic acid salt
Lactam
Azacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Organic salt
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
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)

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	1.2	ALOGPS
logP	0.12	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	17.41	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	127.36 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	83.05 m³·mol⁻¹	ChemAxon
Polarizability	36.07 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]+	181.337	30932474
DeepCCS	[M-H]-	178.979	30932474
DeepCCS	[M-2H]-	211.884	30932474
DeepCCS	[M+Na]+	187.666	30932474
AllCCS	[M+H]+	183.5	32859911
AllCCS	[M+H-H2O]+	180.7	32859911
AllCCS	[M+NH4]+	186.0	32859911
AllCCS	[M+Na]+	186.8	32859911
AllCCS	[M-H]-	184.4	32859911
AllCCS	[M+Na-2H]-	184.5	32859911
AllCCS	[M+HCOO]-	184.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Disuccinimidyl suberate	O=C(CCCCCCC(=O)ON1C(=O)CCC1=O)ON1C(=O)CCC1=O	4036.5	Standard polar	33892256
Disuccinimidyl suberate	O=C(CCCCCCC(=O)ON1C(=O)CCC1=O)ON1C(=O)CCC1=O	2839.0	Standard non polar	33892256
Disuccinimidyl suberate	O=C(CCCCCCC(=O)ON1C(=O)CCC1=O)ON1C(=O)CCC1=O	3200.4	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 - Disuccinimidyl suberate GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-9850000000-2f174968bb32d20373c5	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Disuccinimidyl suberate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Disuccinimidyl suberate 10V, Positive-QTOF	splash10-0gb9-0059000000-29891bddf5f44d84630c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Disuccinimidyl suberate 20V, Positive-QTOF	splash10-05fr-0951000000-a70c245d13fb2b4b1b87	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Disuccinimidyl suberate 40V, Positive-QTOF	splash10-0gx0-8980000000-d8c9254402b8fa8e0e2b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Disuccinimidyl suberate 10V, Negative-QTOF	splash10-00kb-1229000000-43625b6e19f7500cf41b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Disuccinimidyl suberate 20V, Negative-QTOF	splash10-000t-9622000000-f88b7c5b5b8933ac6763	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Disuccinimidyl suberate 40V, Negative-QTOF	splash10-0002-9701000000-3140fbb5fd17e3afef6a	2021-10-12	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

90944

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Disuccinimidyl suberate

METLIN ID

Not Available

PubChem Compound

100658

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 Disuccinimidyl suberate (HMDB0251485)

MOL for HMDB0251485 (Disuccinimidyl suberate)

3D MOL for HMDB0251485 (Disuccinimidyl suberate)

3D SDF for HMDB0251485 (Disuccinimidyl suberate)

3D-SDF for HMDB0251485 (Disuccinimidyl suberate)

PDB for HMDB0251485 (Disuccinimidyl suberate)

3D PDB for HMDB0251485 (Disuccinimidyl suberate)

SMILES for HMDB0251485 (Disuccinimidyl suberate)

INCHI for HMDB0251485 (Disuccinimidyl suberate)

Structure for HMDB0251485 (Disuccinimidyl suberate)

3D Structure for HMDB0251485 (Disuccinimidyl suberate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra