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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 04:06:59 UTC

Update Date

2021-09-26 23:00:35 UTC

HMDB ID

HMDB0249600

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Captopril disulfide

Description

Captopril disulfide belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Based on a literature review a significant number of articles have been published on Captopril disulfide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Captopril disulfide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Captopril disulfide 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


  Mrv1652309112106072D          

 28 29  0  0  0  0            999 V2000
    3.7206   -3.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7206   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0062   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -4.8202    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5772   -5.2327    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8628   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1483   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1483   -6.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5662   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5662   -3.9952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2807   -5.2327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669   -6.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1739   -6.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5864   -5.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0343   -4.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2059   -4.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9905   -3.8352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5928   -3.5381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4351   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4351   -6.0577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1496   -4.8202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2358   -3.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0428   -3.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4553   -4.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9033   -5.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0748   -5.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8594   -6.2177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4617   -6.5148    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  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
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  END

HMDB0249600
     RDKit          3D
Captopril disulfide
 56 57  0  0  0  0  0  0  0  0999 V2000
   -1.8095   -0.5556    0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4177   -0.4010   -1.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3332    0.9633   -1.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7628    1.7024   -1.9901 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3479    2.1009   -0.2745 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4572    0.7499    0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5108    0.6470   -0.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3132    1.9065   -1.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3582   -0.5290   -0.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1370   -1.5126   -1.7136 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226   -0.7850    0.0165 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1618   -2.0278    0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2560   -1.8298    1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6406   -0.8438    2.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9590    0.0973    1.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1024    0.9097    0.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4631    0.6844   -0.6989 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7281    1.8579    1.2269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8458   -0.8331   -1.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1978   -1.6831   -1.9921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8048   -0.4209   -0.1634 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2128   -0.8810   -0.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988    0.1191    0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0580    1.2590    0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7325    0.4532    0.9752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9020   -0.2792    2.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8643    0.3918    3.3239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0923   -1.6401    2.3173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3300    0.3353    0.6292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0023   -1.3503    0.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5362   -1.0189    0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8823   -1.0889   -1.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9036    1.6497   -0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0171    1.0270   -2.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0176   -0.2237    0.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0182    1.0620    1.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    0.5734   -1.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708    2.3217   -0.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803    1.7153   -1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6845    2.7359   -1.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6022   -2.2660   -0.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4938   -2.8868    0.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5781   -2.7611    1.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0978   -1.3134    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8372   -1.3754    2.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3737   -0.3316    2.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2220    0.7094    1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1512    2.7064    0.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5508   -0.8846   -1.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3280   -1.8702    0.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9106    0.4670    0.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2620   -0.3027    1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2299    1.7971    1.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9211    1.8870   -0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9420    1.1811    1.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8980   -2.1151    2.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  2 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 15 11  1  0
 25 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 18 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 28 56  1  0
M  END


  Mrv1652309112106072D          

 28 29  0  0  0  0            999 V2000
    3.7206   -3.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7206   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0062   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -4.8202    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5772   -5.2327    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8628   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1483   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1483   -6.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5662   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5662   -3.9952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2807   -5.2327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669   -6.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1739   -6.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5864   -5.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0343   -4.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2059   -4.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9905   -3.8352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5928   -3.5381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4351   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4351   -6.0577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1496   -4.8202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2358   -3.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0428   -3.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4553   -4.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9033   -5.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0748   -5.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8594   -6.2177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4617   -6.5148    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  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
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249600

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CSSCC(C)C(=O)N1CCCC1C(O)=O)C(=O)N1CCCC1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H28N2O6S2/c1-11(15(21)19-7-3-5-13(19)17(23)24)9-27-28-10-12(2)16(22)20-8-4-6-14(20)18(25)26/h11-14H,3-10H2,1-2H3,(H,23,24)(H,25,26)

> <INCHI_KEY>
ZWKRXBCJAUKDCI-UHFFFAOYSA-N

> <FORMULA>
C18H28N2O6S2

> <MOLECULAR_WEIGHT>
432.55

> <EXACT_MASS>
432.138878978

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
44.009130024560086

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(3-{[3-(2-carboxypyrrolidin-1-yl)-2-methyl-3-oxopropyl]disulfanyl}-2-methylpropanoyl)pyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
1.05

> <JCHEM_LOGP>
1.286865003333334

> <ALOGPS_LOGS>
-3.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.068046329168682

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.465994203861388

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9745758914187083

> <JCHEM_POLAR_SURFACE_AREA>
115.22000000000001

> <JCHEM_REFRACTIVITY>
107.78159999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.34e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(3-{[3-(2-carboxypyrrolidin-1-yl)-2-methyl-3-oxopropyl]disulfanyl}-2-methylpropanoyl)pyrrolidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249600
     RDKit          3D
Captopril disulfide
 56 57  0  0  0  0  0  0  0  0999 V2000
   -1.8095   -0.5556    0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4177   -0.4010   -1.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3332    0.9633   -1.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7628    1.7024   -1.9901 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3479    2.1009   -0.2745 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4572    0.7499    0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5108    0.6470   -0.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3132    1.9065   -1.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3582   -0.5290   -0.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1370   -1.5126   -1.7136 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226   -0.7850    0.0165 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1618   -2.0278    0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2560   -1.8298    1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6406   -0.8438    2.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9590    0.0973    1.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1024    0.9097    0.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4631    0.6844   -0.6989 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7281    1.8579    1.2269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8458   -0.8331   -1.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1978   -1.6831   -1.9921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8048   -0.4209   -0.1634 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2128   -0.8810   -0.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988    0.1191    0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0580    1.2590    0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7325    0.4532    0.9752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9020   -0.2792    2.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8643    0.3918    3.3239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0923   -1.6401    2.3173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3300    0.3353    0.6292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0023   -1.3503    0.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5362   -1.0189    0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8823   -1.0889   -1.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9036    1.6497   -0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0171    1.0270   -2.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0176   -0.2237    0.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0182    1.0620    1.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    0.5734   -1.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708    2.3217   -0.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803    1.7153   -1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6845    2.7359   -1.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6022   -2.2660   -0.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4938   -2.8868    0.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5781   -2.7611    1.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0978   -1.3134    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8372   -1.3754    2.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3737   -0.3316    2.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2220    0.7094    1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1512    2.7064    0.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5508   -0.8846   -1.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3280   -1.8702    0.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9106    0.4670    0.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2620   -0.3027    1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2299    1.7971    1.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9211    1.8870   -0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9420    1.1811    1.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8980   -2.1151    2.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  2 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 15 11  1  0
 25 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 18 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 28 56  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       6.945  -7.458   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.945  -8.998   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.612  -9.768   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0       4.278  -8.998   0.000  0.00  0.00           S+0
HETATM    5  S   UNK     0       2.944  -9.768   0.000  0.00  0.00           S+0
HETATM    6  C   UNK     0       1.610  -8.998   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.277  -9.768   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.277 -11.308   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.057  -8.998   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.057  -7.458   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      -2.391  -9.768   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -2.552 -11.299   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.058 -11.619   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.828 -10.286   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.797  -9.141   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.118  -7.635   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.582  -7.159   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -2.973  -6.605   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.279  -9.768   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.279 -11.308   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0       9.613  -8.998   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       9.774  -7.466   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.280  -7.146   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.050  -8.480   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.019  -9.624   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.340 -11.130   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      12.804 -11.606   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      10.195 -12.161   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   11   16                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    2   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   25                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   21   26                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

COMPND    HMDB0249600
HETATM    1  C1  UNL     1      -1.809  -0.556   0.213  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.418  -0.401  -1.140  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.333   0.963  -1.695  1.00  0.00           C  
HETATM    4  S1  UNL     1      -0.763   1.702  -1.990  1.00  0.00           S  
HETATM    5  S2  UNL     1       0.348   2.101  -0.275  1.00  0.00           S  
HETATM    6  C4  UNL     1       1.457   0.750   0.109  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.511   0.647  -0.991  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.313   1.907  -1.093  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.358  -0.529  -0.883  1.00  0.00           C  
HETATM   10  O1  UNL     1       3.137  -1.513  -1.714  1.00  0.00           O  
HETATM   11  N1  UNL     1       4.423  -0.785   0.017  1.00  0.00           N  
HETATM   12  C8  UNL     1       5.162  -2.028   0.043  1.00  0.00           C  
HETATM   13  C9  UNL     1       6.256  -1.830   1.036  1.00  0.00           C  
HETATM   14  C10 UNL     1       5.641  -0.844   2.022  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.959   0.097   1.012  1.00  0.00           C  
HETATM   16  C12 UNL     1       6.102   0.910   0.473  1.00  0.00           C  
HETATM   17  O2  UNL     1       6.463   0.684  -0.699  1.00  0.00           O  
HETATM   18  O3  UNL     1       6.728   1.858   1.227  1.00  0.00           O  
HETATM   19  C13 UNL     1      -3.846  -0.833  -1.077  1.00  0.00           C  
HETATM   20  O4  UNL     1      -4.198  -1.683  -1.992  1.00  0.00           O  
HETATM   21  N2  UNL     1      -4.805  -0.421  -0.163  1.00  0.00           N  
HETATM   22  C14 UNL     1      -6.213  -0.881  -0.232  1.00  0.00           C  
HETATM   23  C15 UNL     1      -6.999   0.119   0.561  1.00  0.00           C  
HETATM   24  C16 UNL     1      -6.058   1.259   0.810  1.00  0.00           C  
HETATM   25  C17 UNL     1      -4.732   0.453   0.975  1.00  0.00           C  
HETATM   26  C18 UNL     1      -4.902  -0.279   2.275  1.00  0.00           C  
HETATM   27  O5  UNL     1      -4.864   0.392   3.324  1.00  0.00           O  
HETATM   28  O6  UNL     1      -5.092  -1.640   2.317  1.00  0.00           O  
HETATM   29  H1  UNL     1      -1.330   0.335   0.629  1.00  0.00           H  
HETATM   30  H2  UNL     1      -1.002  -1.350   0.150  1.00  0.00           H  
HETATM   31  H3  UNL     1      -2.536  -1.019   0.932  1.00  0.00           H  
HETATM   32  H4  UNL     1      -1.882  -1.089  -1.874  1.00  0.00           H  
HETATM   33  H5  UNL     1      -2.904   1.650  -0.988  1.00  0.00           H  
HETATM   34  H6  UNL     1      -3.017   1.027  -2.622  1.00  0.00           H  
HETATM   35  H7  UNL     1       1.018  -0.224   0.269  1.00  0.00           H  
HETATM   36  H8  UNL     1       2.018   1.062   1.039  1.00  0.00           H  
HETATM   37  H9  UNL     1       1.961   0.573  -1.976  1.00  0.00           H  
HETATM   38  H10 UNL     1       3.671   2.322  -0.144  1.00  0.00           H  
HETATM   39  H11 UNL     1       4.180   1.715  -1.763  1.00  0.00           H  
HETATM   40  H12 UNL     1       2.685   2.736  -1.551  1.00  0.00           H  
HETATM   41  H13 UNL     1       5.602  -2.266  -0.954  1.00  0.00           H  
HETATM   42  H14 UNL     1       4.494  -2.887   0.337  1.00  0.00           H  
HETATM   43  H15 UNL     1       6.578  -2.761   1.538  1.00  0.00           H  
HETATM   44  H16 UNL     1       7.098  -1.313   0.522  1.00  0.00           H  
HETATM   45  H17 UNL     1       4.837  -1.375   2.562  1.00  0.00           H  
HETATM   46  H18 UNL     1       6.374  -0.332   2.640  1.00  0.00           H  
HETATM   47  H19 UNL     1       4.222   0.709   1.521  1.00  0.00           H  
HETATM   48  H20 UNL     1       7.151   2.706   0.833  1.00  0.00           H  
HETATM   49  H21 UNL     1      -6.551  -0.885  -1.291  1.00  0.00           H  
HETATM   50  H22 UNL     1      -6.328  -1.870   0.233  1.00  0.00           H  
HETATM   51  H23 UNL     1      -7.911   0.467   0.024  1.00  0.00           H  
HETATM   52  H24 UNL     1      -7.262  -0.303   1.559  1.00  0.00           H  
HETATM   53  H25 UNL     1      -6.230   1.797   1.748  1.00  0.00           H  
HETATM   54  H26 UNL     1      -5.921   1.887  -0.074  1.00  0.00           H  
HETATM   55  H27 UNL     1      -3.942   1.181   1.006  1.00  0.00           H  
HETATM   56  H28 UNL     1      -5.898  -2.115   2.662  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   19   32
CONECT    3    4   33   34
CONECT    4    5
CONECT    5    6
CONECT    6    7   35   36
CONECT    7    8    9   37
CONECT    8   38   39   40
CONECT    9   10   10   11
CONECT   11   12   15
CONECT   12   13   41   42
CONECT   13   14   43   44
CONECT   14   15   45   46
CONECT   15   16   47
CONECT   16   17   17   18
CONECT   18   48
CONECT   19   20   20   21
CONECT   21   22   25
CONECT   22   23   49   50
CONECT   23   24   51   52
CONECT   24   25   53   54
CONECT   25   26   55
CONECT   26   27   27   28
CONECT   28   56
END

HMDB0249600
     RDKit          3D
Captopril disulfide
 56 57  0  0  0  0  0  0  0  0999 V2000
   -1.8095   -0.5556    0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4177   -0.4010   -1.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3332    0.9633   -1.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7628    1.7024   -1.9901 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3479    2.1009   -0.2745 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4572    0.7499    0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5108    0.6470   -0.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3132    1.9065   -1.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3582   -0.5290   -0.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1370   -1.5126   -1.7136 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226   -0.7850    0.0165 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1618   -2.0278    0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2560   -1.8298    1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6406   -0.8438    2.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9590    0.0973    1.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1024    0.9097    0.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4631    0.6844   -0.6989 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7281    1.8579    1.2269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8458   -0.8331   -1.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1978   -1.6831   -1.9921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8048   -0.4209   -0.1634 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2128   -0.8810   -0.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988    0.1191    0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0580    1.2590    0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7325    0.4532    0.9752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9020   -0.2792    2.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8643    0.3918    3.3239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0923   -1.6401    2.3173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3300    0.3353    0.6292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0023   -1.3503    0.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5362   -1.0189    0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8823   -1.0889   -1.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9036    1.6497   -0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0171    1.0270   -2.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0176   -0.2237    0.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0182    1.0620    1.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    0.5734   -1.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708    2.3217   -0.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803    1.7153   -1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6845    2.7359   -1.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6022   -2.2660   -0.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4938   -2.8868    0.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5781   -2.7611    1.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0978   -1.3134    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8372   -1.3754    2.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3737   -0.3316    2.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2220    0.7094    1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1512    2.7064    0.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5508   -0.8846   -1.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3280   -1.8702    0.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9106    0.4670    0.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2620   -0.3027    1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2299    1.7971    1.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9211    1.8870   -0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9420    1.1811    1.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8980   -2.1151    2.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  2 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 15 11  1  0
 25 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 18 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 28 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Captopril disulphide	Generator

Chemical Formula

C₁₈H₂₈N₂O₆S₂

Average Molecular Weight

432.55

Monoisotopic Molecular Weight

432.138878978

IUPAC Name

1-(3-{[3-(2-carboxypyrrolidin-1-yl)-2-methyl-3-oxopropyl]disulfanyl}-2-methylpropanoyl)pyrrolidine-2-carboxylic acid

Traditional Name

1-(3-{[3-(2-carboxypyrrolidin-1-yl)-2-methyl-3-oxopropyl]disulfanyl}-2-methylpropanoyl)pyrrolidine-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(CSSCC(C)C(=O)N1CCCC1C(O)=O)C(=O)N1CCCC1C(O)=O

InChI Identifier

InChI=1S/C18H28N2O6S2/c1-11(15(21)19-7-3-5-13(19)17(23)24)9-27-28-10-12(2)16(22)20-8-4-6-14(20)18(25)26/h11-14H,3-10H2,1-2H3,(H,23,24)(H,25,26)

InChI Key

ZWKRXBCJAUKDCI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Proline or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Dicarboxylic acid or derivatives
Pyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
Organic disulfide
Dialkyldisulfide
Sulfenyl compound
Azacycle
Carboxylic acid
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Carbonyl group
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
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	1.05	ALOGPS
logP	1.29	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	3.47	ChemAxon
pKa (Strongest Basic)	-0.97	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	115.22 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	107.78 m³·mol⁻¹	ChemAxon
Polarizability	44.01 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]+	208.611	30932474
DeepCCS	[M-H]-	206.084	30932474
DeepCCS	[M-2H]-	239.975	30932474
DeepCCS	[M+Na]+	215.327	30932474
AllCCS	[M+H]+	197.7	32859911
AllCCS	[M+H-H2O]+	195.7	32859911
AllCCS	[M+NH4]+	199.6	32859911
AllCCS	[M+Na]+	200.1	32859911
AllCCS	[M-H]-	187.6	32859911
AllCCS	[M+Na-2H]-	188.5	32859911
AllCCS	[M+HCOO]-	189.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.2173 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.26 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1970.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	182.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	133.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	154.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	74.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	302.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	427.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	353.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	752.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	388.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1308.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	258.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	269.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	319.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	286.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	148.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Captopril disulfide	CC(CSSCC(C)C(=O)N1CCCC1C(O)=O)C(=O)N1CCCC1C(O)=O	3990.8	Standard polar	33892256
Captopril disulfide	CC(CSSCC(C)C(=O)N1CCCC1C(O)=O)C(=O)N1CCCC1C(O)=O	2956.1	Standard non polar	33892256
Captopril disulfide	CC(CSSCC(C)C(=O)N1CCCC1C(O)=O)C(=O)N1CCCC1C(O)=O	3574.6	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 - Captopril disulfide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-6933000000-301df03ee08eb041b078	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Captopril disulfide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Captopril disulfide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Captopril disulfide GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Captopril disulfide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Captopril disulfide GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	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 - Captopril disulfide 10V, Positive-QTOF	splash10-014r-3309800000-885ff868d650b805eb1b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Captopril disulfide 20V, Positive-QTOF	splash10-01ba-6975200000-f879e729d0837cae7cc2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Captopril disulfide 40V, Positive-QTOF	splash10-00di-9300000000-8d725a8e52cbfd9aa99b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Captopril disulfide 10V, Negative-QTOF	splash10-001i-0310900000-81096187f9e269790990	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Captopril disulfide 20V, Negative-QTOF	splash10-0230-2921200000-a0e19cf62d6b27da87c5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Captopril disulfide 40V, Negative-QTOF	splash10-03di-4910000000-06795b337a288fe14498	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

11561204

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12797285

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 Captopril disulfide (HMDB0249600)

MOL for HMDB0249600 (Captopril disulfide)

3D MOL for HMDB0249600 (Captopril disulfide)

3D SDF for HMDB0249600 (Captopril disulfide)

3D-SDF for HMDB0249600 (Captopril disulfide)

PDB for HMDB0249600 (Captopril disulfide)

3D PDB for HMDB0249600 (Captopril disulfide)

SMILES for HMDB0249600 (Captopril disulfide)

INCHI for HMDB0249600 (Captopril disulfide)

Structure for HMDB0249600 (Captopril disulfide)

3D Structure for HMDB0249600 (Captopril disulfide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra