Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:25:38 UTC

Update Date

2022-11-23 21:48:33 UTC

HMDB ID

HMDB0248962

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bensulide

Description

BENSULIDE belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring. Based on a literature review very few articles have been published on BENSULIDE. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bensulide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bensulide 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

HMDB0248962
     RDKit          3D
BENSULIDE
 47 47  0  0  0  0  0  0  0  0999 V2000
   -3.0358    3.5114    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2756    2.0417   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7618    1.8573   -0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5549    1.5892   -1.1347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4245    0.4084   -0.7974 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.0476    0.5259   -1.8709 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0010   -1.1463   -0.9156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2309   -1.2934   -1.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1122   -2.0599   -2.8039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2590   -1.9179   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6469    0.8177    1.1437 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2742   -0.5946    1.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5077   -0.7886    0.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2268   -1.9392    1.4608 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6523   -2.2221    0.5240 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.3716   -3.4190    1.0367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798   -2.4683   -0.9098 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6437   -0.7655    0.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -0.6478    1.6890 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3338    0.4811    1.8008 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1869    1.5245    0.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2586    1.4142   -0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4981    0.2718   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9534    3.6464    0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3438    4.1644   -0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154    3.8271    1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9509    1.4901    0.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1698    2.3041   -1.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2298    2.4342    0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0890    0.8048   -0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6139   -0.2889   -1.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6809   -1.3251   -3.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4981   -2.9550   -2.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1514   -2.2543   -3.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2558   -1.4948   -0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3204   -3.0054   -0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9776   -1.8958    0.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683   -1.4743    1.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5986   -0.3218    2.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1455    0.1045    0.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1502   -0.9817   -0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4376   -1.8289    2.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6743   -1.4872    2.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0581    0.5407    2.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8009    2.4215    1.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1412    2.2322   -0.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7543    0.1623   -0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
M  END

 
  Mrv0541 09261217432D          
 
 23 23  0  0  0  0            999 V2000
    6.7650  -10.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7650  -11.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4795  -11.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1940  -11.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1940  -10.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4795  -10.1063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9232  -10.1063    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.6377  -10.5188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3399   -9.4404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4182   -9.3093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3670  -10.1063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0815  -10.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7959  -10.1063    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.6209  -10.1063    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.4459  -10.1063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6209   -9.2813    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.6209  -10.9313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8588   -9.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6849   -9.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4526   -8.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3366  -11.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0417  -10.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3366  -12.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  2  0  0  0  0
  8 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
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248962

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)OP(=S)(OC(C)C)SCCNS(=O)(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H24NO4PS3/c1-12(2)18-20(21,19-13(3)4)22-11-10-15-23(16,17)14-8-6-5-7-9-14/h5-9,12-13,15H,10-11H2,1-4H3

> <INCHI_KEY>
RRNIZKPFKNDSRS-UHFFFAOYSA-N

> <FORMULA>
C14H24NO4PS3

> <MOLECULAR_WEIGHT>
397.513

> <EXACT_MASS>
397.060506843

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
40.61040635669231

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
O,O-bis(propan-2-yl) [(2-benzenesulfonamidoethyl)sulfanyl]phosphonothioate

> <ALOGPS_LOGP>
3.59

> <JCHEM_LOGP>
3.4480842129999996

> <ALOGPS_LOGS>
-5.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.182641829916133

> <JCHEM_POLAR_SURFACE_AREA>
64.63000000000001

> <JCHEM_REFRACTIVITY>
102.17740000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.00e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
O,O-diisopropyl (2-benzenesulfonamidoethyl)sulfanylphosphonothioate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248962
     RDKit          3D
BENSULIDE
 47 47  0  0  0  0  0  0  0  0999 V2000
   -3.0358    3.5114    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2756    2.0417   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7618    1.8573   -0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5549    1.5892   -1.1347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4245    0.4084   -0.7974 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.0476    0.5259   -1.8709 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0010   -1.1463   -0.9156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2309   -1.2934   -1.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1122   -2.0599   -2.8039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2590   -1.9179   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6469    0.8177    1.1437 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2742   -0.5946    1.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5077   -0.7886    0.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2268   -1.9392    1.4608 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6523   -2.2221    0.5240 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.3716   -3.4190    1.0367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798   -2.4683   -0.9098 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6437   -0.7655    0.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -0.6478    1.6890 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3338    0.4811    1.8008 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1869    1.5245    0.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2586    1.4142   -0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4981    0.2718   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9534    3.6464    0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3438    4.1644   -0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154    3.8271    1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9509    1.4901    0.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1698    2.3041   -1.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2298    2.4342    0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0890    0.8048   -0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6139   -0.2889   -1.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6809   -1.3251   -3.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4981   -2.9550   -2.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1514   -2.2543   -3.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2558   -1.4948   -0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3204   -3.0054   -0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9776   -1.8958    0.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683   -1.4743    1.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5986   -0.3218    2.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1455    0.1045    0.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1502   -0.9817   -0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4376   -1.8289    2.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6743   -1.4872    2.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0581    0.5407    2.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8009    2.4215    1.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1412    2.2322   -0.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7543    0.1623   -0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
M  END

HEADER    PROTEIN                                 26-SEP-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-SEP-12         0                                  
HETATM    1  C   UNK     0      12.628 -19.635   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.628 -21.175   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.962 -21.945   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.295 -21.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.295 -19.635   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.962 -18.865   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0      16.657 -18.865   0.000  0.00  0.00           S+0
HETATM    8  N   UNK     0      17.990 -19.635   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0      15.568 -17.622   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      17.581 -17.377   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      19.352 -18.865   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.685 -19.635   0.000  0.00  0.00           C+0
HETATM   13  S   UNK     0      22.019 -18.865   0.000  0.00  0.00           S+0
HETATM   14  P   UNK     0      23.559 -18.865   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0      25.099 -18.865   0.000  0.00  0.00           O+0
HETATM   16  S   UNK     0      23.559 -17.325   0.000  0.00  0.00           S+0
HETATM   17  O   UNK     0      23.559 -20.405   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      25.870 -17.530   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.412 -17.530   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.111 -16.217   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.895 -21.176   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.211 -20.416   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.895 -22.715   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8    9   10                                             
CONECT    8    7   11                                                       
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14   18                                                       
CONECT   16   14                                                            
CONECT   17   14   21                                                       
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   17   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

COMPND    HMDB0248962
HETATM    1  C1  UNL     1      -3.036   3.511   0.228  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.276   2.042  -0.072  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.762   1.857  -0.196  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.555   1.589  -1.135  1.00  0.00           O  
HETATM    5  P1  UNL     1      -1.424   0.408  -0.797  1.00  0.00           P  
HETATM    6  S1  UNL     1      -0.048   0.526  -1.871  1.00  0.00           S  
HETATM    7  O2  UNL     1      -2.001  -1.146  -0.916  1.00  0.00           O  
HETATM    8  C4  UNL     1      -3.231  -1.293  -1.489  1.00  0.00           C  
HETATM    9  C5  UNL     1      -3.112  -2.060  -2.804  1.00  0.00           C  
HETATM   10  C6  UNL     1      -4.259  -1.918  -0.581  1.00  0.00           C  
HETATM   11  S2  UNL     1      -0.647   0.818   1.144  1.00  0.00           S  
HETATM   12  C7  UNL     1       0.274  -0.595   1.778  1.00  0.00           C  
HETATM   13  C8  UNL     1       1.508  -0.789   0.915  1.00  0.00           C  
HETATM   14  N1  UNL     1       2.227  -1.939   1.461  1.00  0.00           N  
HETATM   15  S3  UNL     1       3.652  -2.222   0.524  1.00  0.00           S  
HETATM   16  O3  UNL     1       4.372  -3.419   1.037  1.00  0.00           O  
HETATM   17  O4  UNL     1       3.280  -2.468  -0.910  1.00  0.00           O  
HETATM   18  C9  UNL     1       4.644  -0.765   0.682  1.00  0.00           C  
HETATM   19  C10 UNL     1       5.574  -0.648   1.689  1.00  0.00           C  
HETATM   20  C11 UNL     1       6.334   0.481   1.801  1.00  0.00           C  
HETATM   21  C12 UNL     1       6.187   1.524   0.912  1.00  0.00           C  
HETATM   22  C13 UNL     1       5.259   1.414  -0.098  1.00  0.00           C  
HETATM   23  C14 UNL     1       4.498   0.272  -0.202  1.00  0.00           C  
HETATM   24  H1  UNL     1      -1.953   3.646   0.497  1.00  0.00           H  
HETATM   25  H2  UNL     1      -3.344   4.164  -0.613  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.615   3.827   1.118  1.00  0.00           H  
HETATM   27  H4  UNL     1      -2.951   1.490   0.836  1.00  0.00           H  
HETATM   28  H5  UNL     1      -5.170   2.304  -1.130  1.00  0.00           H  
HETATM   29  H6  UNL     1      -5.230   2.434   0.633  1.00  0.00           H  
HETATM   30  H7  UNL     1      -5.089   0.805  -0.054  1.00  0.00           H  
HETATM   31  H8  UNL     1      -3.614  -0.289  -1.770  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.681  -1.325  -3.540  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.498  -2.955  -2.702  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.151  -2.254  -3.168  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.256  -1.495  -0.743  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.320  -3.005  -0.856  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.978  -1.896   0.481  1.00  0.00           H  
HETATM   38  H15 UNL     1      -0.368  -1.474   1.744  1.00  0.00           H  
HETATM   39  H16 UNL     1       0.599  -0.322   2.809  1.00  0.00           H  
HETATM   40  H17 UNL     1       2.145   0.105   0.895  1.00  0.00           H  
HETATM   41  H18 UNL     1       1.150  -0.982  -0.104  1.00  0.00           H  
HETATM   42  H19 UNL     1       2.438  -1.829   2.457  1.00  0.00           H  
HETATM   43  H20 UNL     1       5.674  -1.487   2.382  1.00  0.00           H  
HETATM   44  H21 UNL     1       7.058   0.541   2.607  1.00  0.00           H  
HETATM   45  H22 UNL     1       6.801   2.421   1.013  1.00  0.00           H  
HETATM   46  H23 UNL     1       5.141   2.232  -0.798  1.00  0.00           H  
HETATM   47  H24 UNL     1       3.754   0.162  -0.997  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4   27
CONECT    3   28   29   30
CONECT    4    5
CONECT    5    6    6    7   11
CONECT    7    8
CONECT    8    9   10   31
CONECT    9   32   33   34
CONECT   10   35   36   37
CONECT   11   12
CONECT   12   13   38   39
CONECT   13   14   40   41
CONECT   14   15   42
CONECT   15   16   16   17   17
CONECT   15   18
CONECT   18   19   19   23
CONECT   19   20   43
CONECT   20   21   21   44
CONECT   21   22   45
CONECT   22   23   23   46
CONECT   23   47
END

HMDB0248962
     RDKit          3D
BENSULIDE
 47 47  0  0  0  0  0  0  0  0999 V2000
   -3.0358    3.5114    0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2756    2.0417   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7618    1.8573   -0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5549    1.5892   -1.1347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4245    0.4084   -0.7974 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.0476    0.5259   -1.8709 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0010   -1.1463   -0.9156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2309   -1.2934   -1.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1122   -2.0599   -2.8039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2590   -1.9179   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6469    0.8177    1.1437 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2742   -0.5946    1.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5077   -0.7886    0.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2268   -1.9392    1.4608 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6523   -2.2221    0.5240 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.3716   -3.4190    1.0367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798   -2.4683   -0.9098 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6437   -0.7655    0.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -0.6478    1.6890 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3338    0.4811    1.8008 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1869    1.5245    0.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2586    1.4142   -0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4981    0.2718   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9534    3.6464    0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3438    4.1644   -0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154    3.8271    1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9509    1.4901    0.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1698    2.3041   -1.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2298    2.4342    0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0890    0.8048   -0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6139   -0.2889   -1.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6809   -1.3251   -3.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4981   -2.9550   -2.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1514   -2.2543   -3.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2558   -1.4948   -0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3204   -3.0054   -0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9776   -1.8958    0.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683   -1.4743    1.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5986   -0.3218    2.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1455    0.1045    0.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1502   -0.9817   -0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4376   -1.8289    2.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6743   -1.4872    2.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0581    0.5407    2.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8009    2.4215    1.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1412    2.2322   -0.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7543    0.1623   -0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₂₄NO₄PS₃

Average Molecular Weight

397.513

Monoisotopic Molecular Weight

397.060506843

IUPAC Name

O,O-bis(propan-2-yl) [(2-benzenesulfonamidoethyl)sulfanyl]phosphonothioate

Traditional Name

O,O-diisopropyl (2-benzenesulfonamidoethyl)sulfanylphosphonothioate

CAS Registry Number

Not Available

SMILES

CC(C)OP(=S)(OC(C)C)SCCNS(=O)(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C14H24NO4PS3/c1-12(2)18-20(21,19-13(3)4)22-11-10-15-23(16,17)14-8-6-5-7-9-14/h5-9,12-13,15H,10-11H2,1-4H3

InChI Key

RRNIZKPFKNDSRS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonamides

Direct Parent

Benzenesulfonamides

Alternative Parents

Substituents

Benzenesulfonamide
Benzenesulfonyl group
Organosulfonic acid amide
Dithiophosphate s-ester
Dithiophosphate o-ester
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Organic dithiophosphate
Organothiophosphorus compound
Sulfenyl compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Organosulfur compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzenes (CHEBI:81899 )
Organophosphorus herbicides (C18703 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0248962)

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	3.59	ALOGPS
logP	3.45	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	10.18	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.63 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	102.18 m³·mol⁻¹	ChemAxon
Polarizability	40.61 Å³	ChemAxon
Number of Rings	1	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]+	184.875	30932474
DeepCCS	[M-H]-	182.397	30932474
DeepCCS	[M-2H]-	215.748	30932474
DeepCCS	[M+Na]+	191.271	30932474
AllCCS	[M+H]+	184.4	32859911
AllCCS	[M+H-H2O]+	182.6	32859911
AllCCS	[M+NH4]+	186.1	32859911
AllCCS	[M+Na]+	186.6	32859911
AllCCS	[M-H]-	174.8	32859911
AllCCS	[M+Na-2H]-	175.5	32859911
AllCCS	[M+HCOO]-	176.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
BENSULIDE	CC(C)OP(=S)(OC(C)C)SCCNS(=O)(=O)C1=CC=CC=C1	4118.9	Standard polar	33892256
BENSULIDE	CC(C)OP(=S)(OC(C)C)SCCNS(=O)(=O)C1=CC=CC=C1	2636.7	Standard non polar	33892256
BENSULIDE	CC(C)OP(=S)(OC(C)C)SCCNS(=O)(=O)C1=CC=CC=C1	2678.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
BENSULIDE,1TMS,isomer #1	CC(C)OP(=S)(OC(C)C)SCCN([Si](C)(C)C)S(=O)(=O)C1=CC=CC=C1	2683.1	Semi standard non polar	33892256
BENSULIDE,1TMS,isomer #1	CC(C)OP(=S)(OC(C)C)SCCN([Si](C)(C)C)S(=O)(=O)C1=CC=CC=C1	2779.2	Standard non polar	33892256
BENSULIDE,1TMS,isomer #1	CC(C)OP(=S)(OC(C)C)SCCN([Si](C)(C)C)S(=O)(=O)C1=CC=CC=C1	3510.4	Standard polar	33892256
BENSULIDE,1TBDMS,isomer #1	CC(C)OP(=S)(OC(C)C)SCCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=CC=C1	2920.2	Semi standard non polar	33892256
BENSULIDE,1TBDMS,isomer #1	CC(C)OP(=S)(OC(C)C)SCCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=CC=C1	2969.9	Standard non polar	33892256
BENSULIDE,1TBDMS,isomer #1	CC(C)OP(=S)(OC(C)C)SCCN([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=CC=C1	3543.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bensulide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ec-0912000000-3f08ecb8e633fb4e4da9	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bensulide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00b9-9600000000-96687229c981d9fd265d	2014-10-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bensulide 45V, Negative-QTOF	splash10-03di-0910000000-cf9c3d235c297650921f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bensulide 90V, Negative-QTOF	splash10-03di-0900000000-954283070fd0a0712ea9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bensulide 75V, Positive-QTOF	splash10-01ot-9300000000-96c6b7a0d6a3698f6de9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bensulide 90V, Positive-QTOF	splash10-01ot-9100000000-3cca515561fb074358a8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bensulide 30V, Positive-QTOF	splash10-0a4i-0940000000-b74978b32dca430f9e82	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bensulide 15V, Positive-QTOF	splash10-014i-0190000000-0059018d1b077771de1e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bensulide 45V, Positive-QTOF	splash10-052f-1900000000-b200cc338f00ee3251c3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bensulide 60V, Positive-QTOF	splash10-01r6-7900000000-0a47790cc869a8bb57a2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bensulide 30V, Negative-QTOF	splash10-03di-0390000000-1eb2ce4468d03d3a39a9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bensulide 15V, Negative-QTOF	splash10-03di-0090000000-995c0e60aa46d24c988b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bensulide 60V, Negative-QTOF	splash10-03di-0900000000-8f450cd1bf2f598035e2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bensulide 75V, Negative-QTOF	splash10-03di-0900000000-fd0362c7fba25f912786	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bensulide 10V, Positive-QTOF	splash10-014i-1693000000-b969e311084a9f912e31	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bensulide 20V, Positive-QTOF	splash10-03di-2429000000-ee26e595556b5f1364f1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bensulide 40V, Positive-QTOF	splash10-02dl-9100000000-4005cb1abe3d23404ad7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bensulide 10V, Negative-QTOF	splash10-08fs-1539000000-37b65f59922364b3c72d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bensulide 20V, Negative-QTOF	splash10-0006-1932000000-5ee63e16d60ad868405a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bensulide 40V, Negative-QTOF	splash10-002f-2983000000-4fd808b0285aac05be18	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bensulide 10V, Positive-QTOF	splash10-07vi-0179000000-3c1719147c746b81c722	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bensulide 20V, Positive-QTOF	splash10-0693-3951000000-995fdb5f703808bb3266	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bensulide 40V, Positive-QTOF	splash10-004l-9300000000-e4a80b20a5e3a265043a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bensulide 10V, Negative-QTOF	splash10-03di-0090000000-99c0a19e2229c31a5cd2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bensulide 20V, Negative-QTOF	splash10-03dj-0794000000-47b1acd7b5fe2c081ebf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bensulide 40V, Negative-QTOF	splash10-0uk9-0900000000-28f527978bf789133d64	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

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

12397

KEGG Compound ID

C18703

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bensulide

METLIN ID

Not Available

PubChem Compound

12932

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 Bensulide (HMDB0248962)

MOL for HMDB0248962 (Bensulide)

3D MOL for HMDB0248962 (Bensulide)

3D SDF for HMDB0248962 (Bensulide)

3D-SDF for HMDB0248962 (Bensulide)

PDB for HMDB0248962 (Bensulide)

3D PDB for HMDB0248962 (Bensulide)

SMILES for HMDB0248962 (Bensulide)

INCHI for HMDB0248962 (Bensulide)

Structure for HMDB0248962 (Bensulide)

3D Structure for HMDB0248962 (Bensulide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra