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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:25:24 UTC

Update Date

2021-09-26 22:59:32 UTC

HMDB ID

HMDB0248958

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Benoxathian

Description

Benoxathian belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups. Based on a literature review very few articles have been published on Benoxathian. This compound has been identified in human blood as reported by (PMID: 31557052 ). Benoxathian is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benoxathian 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

HMDB0248958
     RDKit          3D
Benoxathian
 48 50  0  0  0  0  0  0  0  0999 V2000
   -1.6273    2.8394    0.7493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6943    1.5282    0.2277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9091    0.9103   -0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0614    1.6437    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2912    1.0788    0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3881   -0.1916   -0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2775   -0.9274   -0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3519   -2.1884   -1.2971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5311   -2.8961   -1.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0169   -0.3560   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8834   -1.1139   -0.8294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3175   -2.0728   -0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8085   -1.6314    1.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2225   -0.6629    1.1973 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434   -1.1555    0.6467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4872   -0.0427    0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9048    1.0866   -0.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763    2.1980   -0.8102 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7668    1.4380   -0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9239    2.1529   -0.7563 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1783    1.6129   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2123    0.2966   -0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0768   -0.4498    0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8289    0.1304   -0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6564   -0.5649    0.0655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5699    3.1771    0.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9870    2.8289    1.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2887    3.5242    0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0460    2.6447    0.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1716    1.6397    0.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4037   -0.5760   -0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4105   -2.2696   -1.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7799   -3.6072   -0.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3978   -3.5132   -2.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373   -2.5167   -0.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0979   -2.8900    0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4519   -2.5475    1.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6602   -1.2394    1.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3784   -0.1977    2.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2622   -1.4728   -0.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8620   -2.0380    1.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6453    0.2552    1.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3138    0.7298   -1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2367    1.6489    0.4756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8978    3.2041   -1.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0888    2.1907   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1813   -0.1546   -0.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1166   -1.4831    0.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 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  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 10  3  1  0
 25 16  1  0
 24 19  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
M  END


  Mrv1533004241523532D          

 25 27  0  0  0  0            999 V2000
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 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  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 16 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248958

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC(OC)=C1OCCNCC1CSC2=CC=CC=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C19H23NO4S/c1-21-16-7-5-8-17(22-2)19(16)23-11-10-20-12-14-13-25-18-9-4-3-6-15(18)24-14/h3-9,14,20H,10-13H2,1-2H3

> <INCHI_KEY>
QAUVAHYHKLRJCQ-UHFFFAOYSA-N

> <FORMULA>
C19H23NO4S

> <MOLECULAR_WEIGHT>
361.46

> <EXACT_MASS>
361.134779399

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
39.34943973130514

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2,3-dihydro-1,4-benzoxathiin-2-yl)methyl][2-(2,6-dimethoxyphenoxy)ethyl]amine

> <ALOGPS_LOGP>
3.36

> <JCHEM_LOGP>
3.036652051666666

> <ALOGPS_LOGS>
-4.74

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.957001206595097

> <JCHEM_POLAR_SURFACE_AREA>
48.95

> <JCHEM_REFRACTIVITY>
99.3875

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.62e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2,3-dihydro-1,4-benzoxathiin-2-ylmethyl)[2-(2,6-dimethoxyphenoxy)ethyl]amine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248958
     RDKit          3D
Benoxathian
 48 50  0  0  0  0  0  0  0  0999 V2000
   -1.6273    2.8394    0.7493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6943    1.5282    0.2277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9091    0.9103   -0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0614    1.6437    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2912    1.0788    0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3881   -0.1916   -0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2775   -0.9274   -0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3519   -2.1884   -1.2971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5311   -2.8961   -1.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0169   -0.3560   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8834   -1.1139   -0.8294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3175   -2.0728   -0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8085   -1.6314    1.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2225   -0.6629    1.1973 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434   -1.1555    0.6467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4872   -0.0427    0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9048    1.0866   -0.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763    2.1980   -0.8102 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7668    1.4380   -0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9239    2.1529   -0.7563 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1783    1.6129   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2123    0.2966   -0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0768   -0.4498    0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8289    0.1304   -0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6564   -0.5649    0.0655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5699    3.1771    0.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9870    2.8289    1.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2887    3.5242    0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0460    2.6447    0.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1716    1.6397    0.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4037   -0.5760   -0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4105   -2.2696   -1.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7799   -3.6072   -0.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3978   -3.5132   -2.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373   -2.5167   -0.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0979   -2.8900    0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4519   -2.5475    1.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6602   -1.2394    1.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3784   -0.1977    2.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2622   -1.4728   -0.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8620   -2.0380    1.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6453    0.2552    1.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3138    0.7298   -1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2367    1.6489    0.4756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8978    3.2041   -1.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0888    2.1907   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1813   -0.1546   -0.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1166   -1.4831    0.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 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  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 10  3  1  0
 25 16  1  0
 24 19  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.002  -1.540   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      10.669  -6.160   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      14.670  -3.850   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.338  -3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.672  -3.080   0.000  0.00  0.00           C+0
HETATM   18  S   UNK     0      20.005  -3.850   0.000  0.00  0.00           S+0
HETATM   19  C   UNK     0      20.005  -5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.339  -6.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.339  -7.700   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.005  -8.470   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.672  -7.700   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.672  -6.160   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      17.338  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    5   10                                                       
CONECT   10    9                                                            
CONECT   11    4   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   25                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19   25                                                  
CONECT   25   24   16                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0248958
HETATM    1  C1  UNL     1      -1.627   2.839   0.749  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.694   1.528   0.228  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.909   0.910  -0.034  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.061   1.644   0.245  1.00  0.00           C  
HETATM    5  C4  UNL     1      -5.291   1.079   0.002  1.00  0.00           C  
HETATM    6  C5  UNL     1      -5.388  -0.192  -0.509  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.277  -0.927  -0.790  1.00  0.00           C  
HETATM    8  O2  UNL     1      -4.352  -2.188  -1.297  1.00  0.00           O  
HETATM    9  C7  UNL     1      -5.531  -2.896  -1.595  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.017  -0.356  -0.543  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.883  -1.114  -0.829  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.318  -2.073  -0.008  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.809  -1.631   1.327  1.00  0.00           C  
HETATM   14  N1  UNL     1       0.222  -0.663   1.197  1.00  0.00           N  
HETATM   15  C11 UNL     1       1.443  -1.155   0.647  1.00  0.00           C  
HETATM   16  C12 UNL     1       2.487  -0.043   0.615  1.00  0.00           C  
HETATM   17  C13 UNL     1       1.905   1.087  -0.206  1.00  0.00           C  
HETATM   18  S1  UNL     1       3.176   2.198  -0.810  1.00  0.00           S  
HETATM   19  C14 UNL     1       4.767   1.438  -0.547  1.00  0.00           C  
HETATM   20  C15 UNL     1       5.924   2.153  -0.756  1.00  0.00           C  
HETATM   21  C16 UNL     1       7.178   1.613  -0.576  1.00  0.00           C  
HETATM   22  C17 UNL     1       7.212   0.297  -0.168  1.00  0.00           C  
HETATM   23  C18 UNL     1       6.077  -0.450   0.052  1.00  0.00           C  
HETATM   24  C19 UNL     1       4.829   0.130  -0.140  1.00  0.00           C  
HETATM   25  O4  UNL     1       3.656  -0.565   0.066  1.00  0.00           O  
HETATM   26  H1  UNL     1      -0.570   3.177   0.726  1.00  0.00           H  
HETATM   27  H2  UNL     1      -1.987   2.829   1.788  1.00  0.00           H  
HETATM   28  H3  UNL     1      -2.289   3.524   0.169  1.00  0.00           H  
HETATM   29  H4  UNL     1      -4.046   2.645   0.650  1.00  0.00           H  
HETATM   30  H5  UNL     1      -6.172   1.640   0.214  1.00  0.00           H  
HETATM   31  H6  UNL     1      -6.404  -0.576  -0.677  1.00  0.00           H  
HETATM   32  H7  UNL     1      -6.410  -2.270  -1.776  1.00  0.00           H  
HETATM   33  H8  UNL     1      -5.780  -3.607  -0.773  1.00  0.00           H  
HETATM   34  H9  UNL     1      -5.398  -3.513  -2.525  1.00  0.00           H  
HETATM   35  H10 UNL     1      -0.437  -2.517  -0.566  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.098  -2.890   0.104  1.00  0.00           H  
HETATM   37  H12 UNL     1      -0.452  -2.547   1.860  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.660  -1.239   1.963  1.00  0.00           H  
HETATM   39  H14 UNL     1       0.378  -0.198   2.135  1.00  0.00           H  
HETATM   40  H15 UNL     1       1.262  -1.473  -0.402  1.00  0.00           H  
HETATM   41  H16 UNL     1       1.862  -2.038   1.178  1.00  0.00           H  
HETATM   42  H17 UNL     1       2.645   0.255   1.674  1.00  0.00           H  
HETATM   43  H18 UNL     1       1.314   0.730  -1.059  1.00  0.00           H  
HETATM   44  H19 UNL     1       1.237   1.649   0.476  1.00  0.00           H  
HETATM   45  H20 UNL     1       5.898   3.204  -1.081  1.00  0.00           H  
HETATM   46  H21 UNL     1       8.089   2.191  -0.747  1.00  0.00           H  
HETATM   47  H22 UNL     1       8.181  -0.155  -0.021  1.00  0.00           H  
HETATM   48  H23 UNL     1       6.117  -1.483   0.369  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5   29
CONECT    5    6    6   30
CONECT    6    7   31
CONECT    7    8   10   10
CONECT    8    9
CONECT    9   32   33   34
CONECT   10   11
CONECT   11   12
CONECT   12   13   35   36
CONECT   13   14   37   38
CONECT   14   15   39
CONECT   15   16   40   41
CONECT   16   17   25   42
CONECT   17   18   43   44
CONECT   18   19
CONECT   19   20   20   24
CONECT   20   21   45
CONECT   21   22   22   46
CONECT   22   23   47
CONECT   23   24   24   48
CONECT   24   25
END

HMDB0248958
     RDKit          3D
Benoxathian
 48 50  0  0  0  0  0  0  0  0999 V2000
   -1.6273    2.8394    0.7493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6943    1.5282    0.2277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9091    0.9103   -0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0614    1.6437    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2912    1.0788    0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3881   -0.1916   -0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2775   -0.9274   -0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3519   -2.1884   -1.2971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5311   -2.8961   -1.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0169   -0.3560   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8834   -1.1139   -0.8294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3175   -2.0728   -0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8085   -1.6314    1.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2225   -0.6629    1.1973 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434   -1.1555    0.6467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4872   -0.0427    0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9048    1.0866   -0.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1763    2.1980   -0.8102 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7668    1.4380   -0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9239    2.1529   -0.7563 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1783    1.6129   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2123    0.2966   -0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0768   -0.4498    0.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8289    0.1304   -0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6564   -0.5649    0.0655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5699    3.1771    0.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9870    2.8289    1.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2887    3.5242    0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0460    2.6447    0.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1716    1.6397    0.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4037   -0.5760   -0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4105   -2.2696   -1.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7799   -3.6072   -0.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3978   -3.5132   -2.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373   -2.5167   -0.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0979   -2.8900    0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4519   -2.5475    1.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6602   -1.2394    1.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3784   -0.1977    2.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2622   -1.4728   -0.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8620   -2.0380    1.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6453    0.2552    1.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3138    0.7298   -1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2367    1.6489    0.4756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8978    3.2041   -1.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0888    2.1907   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1813   -0.1546   -0.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1166   -1.4831    0.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 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  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 10  3  1  0
 25 16  1  0
 24 19  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(((2-(2,6-Dimethoxyphenoxy)ethyl)amino)methyl)-1,4-benzoxathian	HMDB
Benoxathian hydrochloride	HMDB

Chemical Formula

C₁₉H₂₃NO₄S

Average Molecular Weight

361.46

Monoisotopic Molecular Weight

361.134779399

IUPAC Name

[(2,3-dihydro-1,4-benzoxathiin-2-yl)methyl][2-(2,6-dimethoxyphenoxy)ethyl]amine

Traditional Name

(2,3-dihydro-1,4-benzoxathiin-2-ylmethyl)[2-(2,6-dimethoxyphenoxy)ethyl]amine

CAS Registry Number

Not Available

SMILES

COC1=CC=CC(OC)=C1OCCNCC1CSC2=CC=CC=C2O1

InChI Identifier

InChI=1S/C19H23NO4S/c1-21-16-7-5-8-17(22-2)19(16)23-11-10-20-12-14-13-25-18-9-4-3-6-15(18)24-14/h3-9,14,20H,10-13H2,1-2H3

InChI Key

QAUVAHYHKLRJCQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Methoxybenzenes

Direct Parent

Dimethoxybenzenes

Alternative Parents

Substituents

M-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Aryl thioether
Anisole
Phenol ether
Alkyl aryl ether
Alkylarylthioether
1,4-benzooxathiin
1,4-oxathiin
Secondary aliphatic amine
Ether
Oxacycle
Secondary amine
Thioether
Organoheterocyclic compound
Organonitrogen compound
Amine
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	3.36	ALOGPS
logP	3.04	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	8.96	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	48.95 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	99.39 m³·mol⁻¹	ChemAxon
Polarizability	39.35 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	175.196	30932474
DeepCCS	[M-H]-	172.838	30932474
DeepCCS	[M-2H]-	205.724	30932474
DeepCCS	[M+Na]+	181.289	30932474
AllCCS	[M+H]+	186.6	32859911
AllCCS	[M+H-H2O]+	183.7	32859911
AllCCS	[M+NH4]+	189.2	32859911
AllCCS	[M+Na]+	190.0	32859911
AllCCS	[M-H]-	184.3	32859911
AllCCS	[M+Na-2H]-	184.1	32859911
AllCCS	[M+HCOO]-	184.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benoxathian	COC1=CC=CC(OC)=C1OCCNCC1CSC2=CC=CC=C2O1	3814.6	Standard polar	33892256
Benoxathian	COC1=CC=CC(OC)=C1OCCNCC1CSC2=CC=CC=C2O1	2996.2	Standard non polar	33892256
Benoxathian	COC1=CC=CC(OC)=C1OCCNCC1CSC2=CC=CC=C2O1	2995.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Benoxathian,1TMS,isomer #1	COC1=CC=CC(OC)=C1OCCN(CC1CSC2=CC=CC=C2O1)[Si](C)(C)C	3018.5	Semi standard non polar	33892256
Benoxathian,1TMS,isomer #1	COC1=CC=CC(OC)=C1OCCN(CC1CSC2=CC=CC=C2O1)[Si](C)(C)C	2900.8	Standard non polar	33892256
Benoxathian,1TMS,isomer #1	COC1=CC=CC(OC)=C1OCCN(CC1CSC2=CC=CC=C2O1)[Si](C)(C)C	4080.5	Standard polar	33892256
Benoxathian,1TBDMS,isomer #1	COC1=CC=CC(OC)=C1OCCN(CC1CSC2=CC=CC=C2O1)[Si](C)(C)C(C)(C)C	3220.6	Semi standard non polar	33892256
Benoxathian,1TBDMS,isomer #1	COC1=CC=CC(OC)=C1OCCN(CC1CSC2=CC=CC=C2O1)[Si](C)(C)C(C)(C)C	3094.9	Standard non polar	33892256
Benoxathian,1TBDMS,isomer #1	COC1=CC=CC(OC)=C1OCCN(CC1CSC2=CC=CC=C2O1)[Si](C)(C)C(C)(C)C	4144.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Benoxathian GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ued-3910000000-3909b6afa6addc82fd4d	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benoxathian 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 - Benoxathian 10V, Positive-QTOF	splash10-03di-0119000000-7ebd3a6c05cd2563a12b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benoxathian 20V, Positive-QTOF	splash10-0cdi-0984000000-bd712177eb8c6805c5b7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benoxathian 40V, Positive-QTOF	splash10-0zi0-1920000000-77df41ebfd276935ec0b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benoxathian 10V, Negative-QTOF	splash10-03di-0109000000-4a8fd6f3c81725f66154	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benoxathian 20V, Negative-QTOF	splash10-03fr-0309000000-3da453276c92c3e09937	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benoxathian 40V, Negative-QTOF	splash10-052r-0933000000-50c6b0be9f847958fc38	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

2235

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Benoxathian

METLIN ID

Not Available

PubChem Compound

2325

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 Benoxathian (HMDB0248958)

MOL for HMDB0248958 (Benoxathian)

3D MOL for HMDB0248958 (Benoxathian)

3D SDF for HMDB0248958 (Benoxathian)

3D-SDF for HMDB0248958 (Benoxathian)

PDB for HMDB0248958 (Benoxathian)

3D PDB for HMDB0248958 (Benoxathian)

SMILES for HMDB0248958 (Benoxathian)

INCHI for HMDB0248958 (Benoxathian)

Structure for HMDB0248958 (Benoxathian)

3D Structure for HMDB0248958 (Benoxathian)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra