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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 21:56:20 UTC

Update Date

2021-09-26 23:16:54 UTC

HMDB ID

HMDB0259386

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate

Description

1-METHYL ETHYL 1-CHLORO-5-[[(5,6DIHYDRO-2-METHYL-1,4-OXATHIIN-3-YL)CARBONYL]AMINO]BENZOATE, also known as 1-methyl ethyl 1-chloro-5-[[(5,6Dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoic acid, belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated. Based on a literature review very few articles have been published on 1-METHYL ETHYL 1-CHLORO-5-[[(5,6DIHYDRO-2-METHYL-1,4-OXATHIIN-3-YL)CARBONYL]AMINO]BENZOATE. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate 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

HMDB0259386
     RDKit          3D
1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]a...
 41 42  0  0  0  0  0  0  0  0999 V2000
    3.8104   -0.1281    2.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3912   -0.5798    0.9853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6954   -0.4051   -0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956    0.1740   -0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9978    0.2950   -1.4769 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4676    0.6188    0.6899 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2285    1.1846    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3879    2.2598   -0.6787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7759    2.8114   -1.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9896    2.2609   -0.9703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4154    2.9969   -1.7256 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1538    1.1495   -0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4918    0.6666    0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2391    1.4733    0.8040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0840   -0.4910   -0.3286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4232   -0.7782    0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2522   -0.3100   -1.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7568   -2.2220    0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9994    0.6255    0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4780   -0.9983   -1.6464 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2475   -0.9384   -1.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5208   -1.4719    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6219   -1.1446    0.9977 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0598   -0.8132    2.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6420   -0.1478    3.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5347    0.9482    2.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689    0.6130    1.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3510    2.6983   -0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6233    3.6715   -1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8519   -0.1351    0.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1516   -0.9031   -1.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5769   -0.4615   -2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3571    0.7691   -1.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7900   -2.4514   -0.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0147   -2.8756   -0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7966   -2.5662    1.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0851   -0.2401    1.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8363   -1.5649   -2.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5400    0.1576   -1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5480   -1.1442    0.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6051   -2.6037   -0.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 12 19  2  0
  3 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23  2  1  0
 19  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 16 30  1  0
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 18 34  1  0
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 22 41  1  0
M  END

UC4
  Mrv0541 02241214152D          

 23 24  0  0  0  0            999 V2000
    3.0050    0.3238    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5761    0.3238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2906   -0.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2906   -0.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5761   -1.3262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8616   -0.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8616   -0.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8616    1.5613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5761    1.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2906    1.5613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2906    2.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0050    2.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5761    2.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7107   -1.3262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9963   -0.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2818   -1.3262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2818   -2.1512    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9963   -2.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7107   -2.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9963   -0.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673   -0.0887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673   -0.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1471   -1.3262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  2  9  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 23  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  2  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 16 22  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259386

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)OC(=O)C1=C(Cl)C=CC(NC(=O)C2=C(C)OCCS2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H18ClNO4S/c1-9(2)22-16(20)12-8-11(4-5-13(12)17)18-15(19)14-10(3)21-6-7-23-14/h4-5,8-9H,6-7H2,1-3H3,(H,18,19)

> <INCHI_KEY>
FMQGUMRNTBJHEA-UHFFFAOYSA-N

> <FORMULA>
C16H18ClNO4S

> <MOLECULAR_WEIGHT>
355.836

> <EXACT_MASS>
355.064506466

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
36.17968769291912

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
propan-2-yl 2-chloro-5-(2-methyl-5,6-dihydro-1,4-oxathiine-3-amido)benzoate

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
2.893563619

> <ALOGPS_LOGS>
-4.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.892660590755902

> <JCHEM_PKA_STRONGEST_BASIC>
-2.1432422338502986

> <JCHEM_POLAR_SURFACE_AREA>
64.63

> <JCHEM_REFRACTIVITY>
95.09379999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isopropyl 2-chloro-5-(2-methyl-5,6-dihydro-1,4-oxathiine-3-amido)benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259386
     RDKit          3D
1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]a...
 41 42  0  0  0  0  0  0  0  0999 V2000
    3.8104   -0.1281    2.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3912   -0.5798    0.9853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6954   -0.4051   -0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956    0.1740   -0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9978    0.2950   -1.4769 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4676    0.6188    0.6899 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2285    1.1846    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3879    2.2598   -0.6787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7759    2.8114   -1.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9896    2.2609   -0.9703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4154    2.9969   -1.7256 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1538    1.1495   -0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4918    0.6666    0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2391    1.4733    0.8040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0840   -0.4910   -0.3286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4232   -0.7782    0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2522   -0.3100   -1.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7568   -2.2220    0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9994    0.6255    0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4780   -0.9983   -1.6464 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2475   -0.9384   -1.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5208   -1.4719    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6219   -1.1446    0.9977 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0598   -0.8132    2.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6420   -0.1478    3.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5347    0.9482    2.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689    0.6130    1.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3510    2.6983   -0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6233    3.6715   -1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8519   -0.1351    0.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1516   -0.9031   -1.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5769   -0.4615   -2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3571    0.7691   -1.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7900   -2.4514   -0.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0147   -2.8756   -0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7966   -2.5662    1.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0851   -0.2401    1.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8363   -1.5649   -2.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5400    0.1576   -1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5480   -1.1442    0.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6051   -2.6037   -0.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 12 19  2  0
  3 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23  2  1  0
 19  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: UC4                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1 Cl   UNK     0       5.609   0.604   0.000  0.00  0.00          Cl+0
HETATM    2  C   UNK     0       2.942   0.604   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.276  -0.166   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.276  -1.706   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.942  -2.476   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.608  -1.706   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.608  -0.166   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.608   2.914   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.942   2.144   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.276   2.914   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.276   4.454   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.609   5.224   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.942   5.224   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.060  -2.476   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.726  -1.706   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.393  -2.476   0.000  0.00  0.00           C+0
HETATM   17  S   UNK     0      -2.393  -4.016   0.000  0.00  0.00           S+0
HETATM   18  C   UNK     0      -3.726  -4.786   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.060  -4.016   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.726  -0.166   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.059  -0.166   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.059  -1.706   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       0.275  -2.476   0.000  0.00  0.00           N+0
CONECT    1    3                                                            
CONECT    2    3    7    9                                                  
CONECT    3    1    2    4                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   23                                                  
CONECT    7    2    6                                                       
CONECT    8    9                                                            
CONECT    9    2    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   15   19                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17   22                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   14   18                                                       
CONECT   20   15                                                            
CONECT   21   22                                                            
CONECT   22   16   21   23                                                  
CONECT   23    6   22                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0259386
HETATM    1  C1  UNL     1       3.810  -0.128   2.310  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.391  -0.580   0.985  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.695  -0.405  -0.095  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.396   0.174  -0.236  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.998   0.295  -1.477  1.00  0.00           O  
HETATM    6  N1  UNL     1       1.468   0.619   0.690  1.00  0.00           N  
HETATM    7  C5  UNL     1       0.229   1.185   0.142  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.388   2.260  -0.679  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.776   2.811  -1.251  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.990   2.261  -0.970  1.00  0.00           C  
HETATM   11 CL1  UNL     1      -3.415   2.997  -1.726  1.00  0.00          CL  
HETATM   12  C9  UNL     1      -2.154   1.149  -0.121  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.492   0.667   0.094  1.00  0.00           C  
HETATM   14  O2  UNL     1      -4.239   1.473   0.804  1.00  0.00           O  
HETATM   15  O3  UNL     1      -4.084  -0.491  -0.329  1.00  0.00           O  
HETATM   16  C11 UNL     1      -5.423  -0.778   0.014  1.00  0.00           C  
HETATM   17  C12 UNL     1      -6.252  -0.310  -1.267  1.00  0.00           C  
HETATM   18  C13 UNL     1      -5.757  -2.222   0.169  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.999   0.625   0.427  1.00  0.00           C  
HETATM   20  S1  UNL     1       4.478  -0.998  -1.646  1.00  0.00           S  
HETATM   21  C15 UNL     1       6.248  -0.938  -1.357  1.00  0.00           C  
HETATM   22  C16 UNL     1       6.521  -1.472   0.021  1.00  0.00           C  
HETATM   23  O4  UNL     1       5.622  -1.145   0.998  1.00  0.00           O  
HETATM   24  H1  UNL     1       3.060  -0.813   2.704  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.642  -0.148   3.077  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.535   0.948   2.284  1.00  0.00           H  
HETATM   27  H4  UNL     1       1.469   0.613   1.716  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.351   2.698  -0.912  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.623   3.671  -1.893  1.00  0.00           H  
HETATM   30  H7  UNL     1      -5.852  -0.135   0.796  1.00  0.00           H  
HETATM   31  H8  UNL     1      -7.152  -0.903  -1.321  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.577  -0.462  -2.159  1.00  0.00           H  
HETATM   33  H10 UNL     1      -6.357   0.769  -1.169  1.00  0.00           H  
HETATM   34  H11 UNL     1      -6.790  -2.451  -0.247  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.015  -2.876  -0.391  1.00  0.00           H  
HETATM   36  H13 UNL     1      -5.797  -2.566   1.239  1.00  0.00           H  
HETATM   37  H14 UNL     1      -1.085  -0.240   1.088  1.00  0.00           H  
HETATM   38  H15 UNL     1       6.836  -1.565  -2.073  1.00  0.00           H  
HETATM   39  H16 UNL     1       6.540   0.158  -1.419  1.00  0.00           H  
HETATM   40  H17 UNL     1       7.548  -1.144   0.358  1.00  0.00           H  
HETATM   41  H18 UNL     1       6.605  -2.604  -0.080  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    3   23
CONECT    3    4   20
CONECT    4    5    5    6
CONECT    6    7   27
CONECT    7    8    8   19
CONECT    8    9   28
CONECT    9   10   10   29
CONECT   10   11   12
CONECT   12   13   19   19
CONECT   13   14   14   15
CONECT   15   16
CONECT   16   17   18   30
CONECT   17   31   32   33
CONECT   18   34   35   36
CONECT   19   37
CONECT   20   21
CONECT   21   22   38   39
CONECT   22   23   40   41
END

HMDB0259386
     RDKit          3D
1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]a...
 41 42  0  0  0  0  0  0  0  0999 V2000
    3.8104   -0.1281    2.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3912   -0.5798    0.9853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6954   -0.4051   -0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956    0.1740   -0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9978    0.2950   -1.4769 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4676    0.6188    0.6899 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2285    1.1846    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3879    2.2598   -0.6787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7759    2.8114   -1.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9896    2.2609   -0.9703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4154    2.9969   -1.7256 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1538    1.1495   -0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4918    0.6666    0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2391    1.4733    0.8040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0840   -0.4910   -0.3286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4232   -0.7782    0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2522   -0.3100   -1.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7568   -2.2220    0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9994    0.6255    0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4780   -0.9983   -1.6464 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2475   -0.9384   -1.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5208   -1.4719    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6219   -1.1446    0.9977 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0598   -0.8132    2.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6420   -0.1478    3.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5347    0.9482    2.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689    0.6130    1.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3510    2.6983   -0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6233    3.6715   -1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8519   -0.1351    0.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1516   -0.9031   -1.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5769   -0.4615   -2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3571    0.7691   -1.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7900   -2.4514   -0.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0147   -2.8756   -0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7966   -2.5662    1.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0851   -0.2401    1.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8363   -1.5649   -2.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5400    0.1576   -1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5480   -1.1442    0.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6051   -2.6037   -0.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 12 19  2  0
  3 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23  2  1  0
 19  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-METHYL ethyl 1-chloro-5-[[(5,6Dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoic acid	Generator
2-chloro-5-((5,6-dihydro-2-Methyl-1,4-oxathiin-3-yl)carbonylamino)benzoic acid 1-methylethyl ester	MeSH

Chemical Formula

C₁₆H₁₈ClNO₄S

Average Molecular Weight

355.836

Monoisotopic Molecular Weight

355.064506466

IUPAC Name

propan-2-yl 2-chloro-5-(2-methyl-5,6-dihydro-1,4-oxathiine-3-amido)benzoate

Traditional Name

isopropyl 2-chloro-5-(2-methyl-5,6-dihydro-1,4-oxathiine-3-amido)benzoate

CAS Registry Number

Not Available

SMILES

CC(C)OC(=O)C1=C(Cl)C=CC(NC(=O)C2=C(C)OCCS2)=C1

InChI Identifier

InChI=1S/C16H18ClNO4S/c1-9(2)22-16(20)12-8-11(4-5-13(12)17)18-15(19)14-10(3)21-6-7-23-14/h4-5,8-9H,6-7H2,1-3H3,(H,18,19)

InChI Key

FMQGUMRNTBJHEA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Acylaminobenzoic acid and derivatives

Alternative Parents

Substituents

Acylaminobenzoic acid or derivatives
Benzoate ester
Halobenzoic acid or derivatives
2-halobenzoic acid or derivatives
Anilide
Benzoyl
N-arylamide
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
1,4-oxathiin
Vinylogous ester
Vinylogous halide
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Thioenolether
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organonitrogen compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organic oxide
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	3.5	ALOGPS
logP	2.89	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	12.89	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.63 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	95.09 m³·mol⁻¹	ChemAxon
Polarizability	36.18 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]+	192.024	30932474
DeepCCS	[M-H]-	189.666	30932474
DeepCCS	[M-2H]-	222.552	30932474
DeepCCS	[M+Na]+	198.118	30932474
AllCCS	[M+H]+	179.1	32859911
AllCCS	[M+H-H2O]+	176.2	32859911
AllCCS	[M+NH4]+	181.7	32859911
AllCCS	[M+Na]+	182.4	32859911
AllCCS	[M-H]-	178.9	32859911
AllCCS	[M+Na-2H]-	179.1	32859911
AllCCS	[M+HCOO]-	179.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate	CC(C)OC(=O)C1=C(Cl)C=CC(NC(=O)C2=C(C)OCCS2)=C1	3892.3	Standard polar	33892256
1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate	CC(C)OC(=O)C1=C(Cl)C=CC(NC(=O)C2=C(C)OCCS2)=C1	2529.5	Standard non polar	33892256
1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate	CC(C)OC(=O)C1=C(Cl)C=CC(NC(=O)C2=C(C)OCCS2)=C1	2820.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate,1TMS,isomer #1	CC1=C(C(=O)N(C2=CC=C(Cl)C(C(=O)OC(C)C)=C2)[Si](C)(C)C)SCCO1	2708.7	Semi standard non polar	33892256
1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate,1TMS,isomer #1	CC1=C(C(=O)N(C2=CC=C(Cl)C(C(=O)OC(C)C)=C2)[Si](C)(C)C)SCCO1	2330.3	Standard non polar	33892256
1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate,1TMS,isomer #1	CC1=C(C(=O)N(C2=CC=C(Cl)C(C(=O)OC(C)C)=C2)[Si](C)(C)C)SCCO1	3759.9	Standard polar	33892256
1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate,1TBDMS,isomer #1	CC1=C(C(=O)N(C2=CC=C(Cl)C(C(=O)OC(C)C)=C2)[Si](C)(C)C(C)(C)C)SCCO1	2903.3	Semi standard non polar	33892256
1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate,1TBDMS,isomer #1	CC1=C(C(=O)N(C2=CC=C(Cl)C(C(=O)OC(C)C)=C2)[Si](C)(C)C(C)(C)C)SCCO1	2489.4	Standard non polar	33892256
1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate,1TBDMS,isomer #1	CC1=C(C(=O)N(C2=CC=C(Cl)C(C(=O)OC(C)C)=C2)[Si](C)(C)C(C)(C)C)SCCO1	3797.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9241000000-c4a617ff5591fba2b8bb	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate 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 - 1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate 10V, Positive-QTOF	splash10-08fr-2189000000-683a9731ac98dfc2180c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate 20V, Positive-QTOF	splash10-03di-0291000000-601a4629ae4a49e46be5	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate 40V, Positive-QTOF	splash10-02mj-9630000000-56b634a63728cc90ac34	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate 10V, Negative-QTOF	splash10-004i-2249000000-4a626a63baf4e01c414c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate 20V, Negative-QTOF	splash10-00xr-9210000000-c66135bc5c198e55f9d9	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate 40V, Negative-QTOF	splash10-08fr-9160000000-94782e2fa5113ad83ba0	2017-07-26	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

DB08682

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1344

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate (HMDB0259386)

MOL for HMDB0259386 (1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate)

3D MOL for HMDB0259386 (1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate)

3D SDF for HMDB0259386 (1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate)

3D-SDF for HMDB0259386 (1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate)

PDB for HMDB0259386 (1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate)

3D PDB for HMDB0259386 (1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate)

SMILES for HMDB0259386 (1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate)

INCHI for HMDB0259386 (1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate)

Structure for HMDB0259386 (1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate)

3D Structure for HMDB0259386 (1-Methyl ethyl 1-chloro-5-[[(5,6dihydro-2-methyl-1,4-oxathiin-3-yl)carbonyl]amino]benzoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra