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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:22:41 UTC

Update Date

2021-09-26 23:01:49 UTC

HMDB ID

HMDB0250374

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid

Description

4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid, also known as 4-cema-benzoyl-glutamic acid, belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-((2-chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid 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


  Mrv1652309112109222D          

 29 29  0  0  0  0            999 V2000
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1599   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    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
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  2  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 21 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END

HMDB0250374
     RDKit          3D
4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid
 52 52  0  0  0  0  0  0  0  0999 V2000
    7.9523   -1.8934   -1.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1891   -2.1513   -1.2107 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.8015   -3.5472   -0.8866 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7415   -1.8907   -2.6458 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3790   -1.0636   -0.2573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5417   -1.6242    0.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8264   -0.5935    1.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977    0.2920    0.6902 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5473    1.2309   -0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2949    2.3584    0.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9126    3.4237   -0.8457 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5829    0.2168    0.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8259   -0.7199    0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5444   -0.7757    0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2382    0.0854    1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6984    0.0311    1.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2827   -0.6338    2.0692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4738    0.7457    0.2316 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9272    0.7004    0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4021    0.0615   -0.9604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8975   -0.0932   -1.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1569   -0.7413   -2.3817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6562   -0.2112   -3.4192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9253   -1.8912   -2.4501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4172    2.0743    0.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5975    3.0281    0.5174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7581    2.3602    0.6146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4951    1.0097    1.7573 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8749    1.0666    1.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3314   -1.4390   -2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2014   -1.2409   -0.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5185   -2.8335   -1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1146   -2.3357    1.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7833   -2.2326    0.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5420   -0.0203    2.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1713   -1.1539    2.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1158    0.7080   -1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6899    1.7221   -0.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5711    2.9568    1.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1497    2.0187    1.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3529   -1.3847   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1471   -1.5062   -0.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0017    1.3027   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2182    0.0800    1.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9494   -0.9412   -1.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0334    0.7145   -1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4562    0.8399   -1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2570   -0.7676   -0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7161   -2.1282   -1.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1642    3.2777    0.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0114    1.6919    2.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158    1.8168    2.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  8 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 19 25  1  0
 25 26  2  0
 25 27  1  0
 15 28  1  0
 28 29  2  0
 29 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 13 41  1  0
 14 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 24 49  1  0
 27 50  1  0
 28 51  1  0
 29 52  1  0
M  END


  Mrv1652309112109222D          

 29 29  0  0  0  0            999 V2000
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1599   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    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
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  2  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 21 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250374

> <DATABASE_NAME>
hmdb

> <SMILES>
CS(=O)(=O)OCCN(CCCl)C1=CC=C(C=C1)C(=O)NC(CCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H23ClN2O8S/c1-29(26,27)28-11-10-20(9-8-18)13-4-2-12(3-5-13)16(23)19-14(17(24)25)6-7-15(21)22/h2-5,14H,6-11H2,1H3,(H,19,23)(H,21,22)(H,24,25)

> <INCHI_KEY>
QVWYCTGTGHDWFQ-UHFFFAOYSA-N

> <FORMULA>
C17H23ClN2O8S

> <MOLECULAR_WEIGHT>
450.89

> <EXACT_MASS>
450.0863646

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
43.933483966534006

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-({4-[(2-chloroethyl)[2-(methanesulfonyloxy)ethyl]amino]phenyl}formamido)pentanedioic acid

> <ALOGPS_LOGP>
1.10

> <JCHEM_LOGP>
0.7597549346666667

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.109077429836888

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.24697099535913

> <JCHEM_PKA_STRONGEST_BASIC>
-0.2807248417412368

> <JCHEM_POLAR_SURFACE_AREA>
150.31

> <JCHEM_REFRACTIVITY>
104.21869999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({4-[(2-chloroethyl)[2-(methanesulfonyloxy)ethyl]amino]phenyl}formamido)pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250374
     RDKit          3D
4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid
 52 52  0  0  0  0  0  0  0  0999 V2000
    7.9523   -1.8934   -1.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1891   -2.1513   -1.2107 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.8015   -3.5472   -0.8866 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7415   -1.8907   -2.6458 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3790   -1.0636   -0.2573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5417   -1.6242    0.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8264   -0.5935    1.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977    0.2920    0.6902 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5473    1.2309   -0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2949    2.3584    0.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9126    3.4237   -0.8457 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5829    0.2168    0.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8259   -0.7199    0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5444   -0.7757    0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2382    0.0854    1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6984    0.0311    1.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2827   -0.6338    2.0692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4738    0.7457    0.2316 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9272    0.7004    0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4021    0.0615   -0.9604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8975   -0.0932   -1.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1569   -0.7413   -2.3817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6562   -0.2112   -3.4192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9253   -1.8912   -2.4501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4172    2.0743    0.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5975    3.0281    0.5174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7581    2.3602    0.6146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4951    1.0097    1.7573 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8749    1.0666    1.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3314   -1.4390   -2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2014   -1.2409   -0.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5185   -2.8335   -1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1146   -2.3357    1.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7833   -2.2326    0.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5420   -0.0203    2.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1713   -1.1539    2.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1158    0.7080   -1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6899    1.7221   -0.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5711    2.9568    1.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1497    2.0187    1.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3529   -1.3847   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1471   -1.5062   -0.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0017    1.3027   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2182    0.0800    1.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9494   -0.9412   -1.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0334    0.7145   -1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4562    0.8399   -1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2570   -0.7676   -0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7161   -2.1282   -1.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1642    3.2777    0.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0114    1.6919    2.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158    1.8168    2.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  8 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 19 25  1  0
 25 26  2  0
 25 27  1  0
 15 28  1  0
 28 29  2  0
 29 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 13 41  1  0
 14 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 24 49  1  0
 27 50  1  0
 28 51  1  0
 29 52  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      -6.668  -2.310   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0      -5.898  -3.644   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -7.438  -0.976   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -5.335  -1.540   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -4.001   2.310   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -5.335   3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0      -8.002   3.080   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0       2.667   4.620   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.336   5.390   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.002   3.080   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.335   7.700   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.667   7.700   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    8   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   27                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   21   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

COMPND    HMDB0250374
HETATM    1  C1  UNL     1       7.952  -1.893  -1.164  1.00  0.00           C  
HETATM    2  S1  UNL     1       6.189  -2.151  -1.211  1.00  0.00           S  
HETATM    3  O1  UNL     1       5.801  -3.547  -0.887  1.00  0.00           O  
HETATM    4  O2  UNL     1       5.742  -1.891  -2.646  1.00  0.00           O  
HETATM    5  O3  UNL     1       5.379  -1.064  -0.257  1.00  0.00           O  
HETATM    6  C2  UNL     1       4.542  -1.624   0.678  1.00  0.00           C  
HETATM    7  C3  UNL     1       3.826  -0.593   1.516  1.00  0.00           C  
HETATM    8  N1  UNL     1       2.998   0.292   0.690  1.00  0.00           N  
HETATM    9  C4  UNL     1       3.547   1.231  -0.236  1.00  0.00           C  
HETATM   10  C5  UNL     1       4.295   2.358   0.443  1.00  0.00           C  
HETATM   11 CL1  UNL     1       4.913   3.424  -0.846  1.00  0.00          CL  
HETATM   12  C6  UNL     1       1.583   0.217   0.817  1.00  0.00           C  
HETATM   13  C7  UNL     1       0.826  -0.720   0.106  1.00  0.00           C  
HETATM   14  C8  UNL     1      -0.544  -0.776   0.227  1.00  0.00           C  
HETATM   15  C9  UNL     1      -1.238   0.085   1.053  1.00  0.00           C  
HETATM   16  C10 UNL     1      -2.698   0.031   1.166  1.00  0.00           C  
HETATM   17  O4  UNL     1      -3.283  -0.634   2.069  1.00  0.00           O  
HETATM   18  N2  UNL     1      -3.474   0.746   0.232  1.00  0.00           N  
HETATM   19  C11 UNL     1      -4.927   0.700   0.327  1.00  0.00           C  
HETATM   20  C12 UNL     1      -5.402   0.062  -0.960  1.00  0.00           C  
HETATM   21  C13 UNL     1      -6.897  -0.093  -1.042  1.00  0.00           C  
HETATM   22  C14 UNL     1      -7.157  -0.741  -2.382  1.00  0.00           C  
HETATM   23  O5  UNL     1      -6.656  -0.211  -3.419  1.00  0.00           O  
HETATM   24  O6  UNL     1      -7.925  -1.891  -2.450  1.00  0.00           O  
HETATM   25  C15 UNL     1      -5.417   2.074   0.490  1.00  0.00           C  
HETATM   26  O7  UNL     1      -4.598   3.028   0.517  1.00  0.00           O  
HETATM   27  O8  UNL     1      -6.758   2.360   0.615  1.00  0.00           O  
HETATM   28  C16 UNL     1      -0.495   1.010   1.757  1.00  0.00           C  
HETATM   29  C17 UNL     1       0.875   1.067   1.635  1.00  0.00           C  
HETATM   30  H1  UNL     1       8.331  -1.439  -2.098  1.00  0.00           H  
HETATM   31  H2  UNL     1       8.201  -1.241  -0.281  1.00  0.00           H  
HETATM   32  H3  UNL     1       8.519  -2.833  -1.003  1.00  0.00           H  
HETATM   33  H4  UNL     1       5.115  -2.336   1.308  1.00  0.00           H  
HETATM   34  H5  UNL     1       3.783  -2.233   0.143  1.00  0.00           H  
HETATM   35  H6  UNL     1       4.542  -0.020   2.128  1.00  0.00           H  
HETATM   36  H7  UNL     1       3.171  -1.154   2.225  1.00  0.00           H  
HETATM   37  H8  UNL     1       4.116   0.708  -1.005  1.00  0.00           H  
HETATM   38  H9  UNL     1       2.690   1.722  -0.780  1.00  0.00           H  
HETATM   39  H10 UNL     1       3.571   2.957   1.030  1.00  0.00           H  
HETATM   40  H11 UNL     1       5.150   2.019   1.037  1.00  0.00           H  
HETATM   41  H12 UNL     1       1.353  -1.385  -0.537  1.00  0.00           H  
HETATM   42  H13 UNL     1      -1.147  -1.506  -0.324  1.00  0.00           H  
HETATM   43  H14 UNL     1      -3.002   1.303  -0.522  1.00  0.00           H  
HETATM   44  H15 UNL     1      -5.218   0.080   1.213  1.00  0.00           H  
HETATM   45  H16 UNL     1      -4.949  -0.941  -1.035  1.00  0.00           H  
HETATM   46  H17 UNL     1      -5.033   0.714  -1.781  1.00  0.00           H  
HETATM   47  H18 UNL     1      -7.456   0.840  -1.027  1.00  0.00           H  
HETATM   48  H19 UNL     1      -7.257  -0.768  -0.237  1.00  0.00           H  
HETATM   49  H20 UNL     1      -8.716  -2.128  -1.893  1.00  0.00           H  
HETATM   50  H21 UNL     1      -7.164   3.278   0.435  1.00  0.00           H  
HETATM   51  H22 UNL     1      -1.011   1.692   2.409  1.00  0.00           H  
HETATM   52  H23 UNL     1       1.416   1.817   2.216  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    3    4    4
CONECT    2    5
CONECT    5    6
CONECT    6    7   33   34
CONECT    7    8   35   36
CONECT    8    9   12
CONECT    9   10   37   38
CONECT   10   11   39   40
CONECT   12   13   13   29
CONECT   13   14   41
CONECT   14   15   15   42
CONECT   15   16   28
CONECT   16   17   17   18
CONECT   18   19   43
CONECT   19   20   25   44
CONECT   20   21   45   46
CONECT   21   22   47   48
CONECT   22   23   23   24
CONECT   24   49
CONECT   25   26   26   27
CONECT   27   50
CONECT   28   29   29   51
CONECT   29   52
END

HMDB0250374
     RDKit          3D
4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid
 52 52  0  0  0  0  0  0  0  0999 V2000
    7.9523   -1.8934   -1.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1891   -2.1513   -1.2107 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.8015   -3.5472   -0.8866 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7415   -1.8907   -2.6458 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3790   -1.0636   -0.2573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5417   -1.6242    0.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8264   -0.5935    1.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9977    0.2920    0.6902 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5473    1.2309   -0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2949    2.3584    0.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9126    3.4237   -0.8457 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5829    0.2168    0.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8259   -0.7199    0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5444   -0.7757    0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2382    0.0854    1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6984    0.0311    1.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2827   -0.6338    2.0692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4738    0.7457    0.2316 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9272    0.7004    0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4021    0.0615   -0.9604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8975   -0.0932   -1.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1569   -0.7413   -2.3817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6562   -0.2112   -3.4192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9253   -1.8912   -2.4501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4172    2.0743    0.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5975    3.0281    0.5174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7581    2.3602    0.6146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4951    1.0097    1.7573 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8749    1.0666    1.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3314   -1.4390   -2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2014   -1.2409   -0.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5185   -2.8335   -1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1146   -2.3357    1.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7833   -2.2326    0.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5420   -0.0203    2.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1713   -1.1539    2.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1158    0.7080   -1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6899    1.7221   -0.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5711    2.9568    1.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1497    2.0187    1.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3529   -1.3847   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1471   -1.5062   -0.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0017    1.3027   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2182    0.0800    1.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9494   -0.9412   -1.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0334    0.7145   -1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4562    0.8399   -1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2570   -0.7676   -0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7161   -2.1282   -1.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1642    3.2777    0.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0114    1.6919    2.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158    1.8168    2.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  8 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 19 25  1  0
 25 26  2  0
 25 27  1  0
 15 28  1  0
 28 29  2  0
 29 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 13 41  1  0
 14 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 24 49  1  0
 27 50  1  0
 28 51  1  0
 29 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamate	Generator
4-CEMA-benzoyl-glutamic acid	HMDB

Chemical Formula

C₁₇H₂₃ClN₂O₈S

Average Molecular Weight

450.89

Monoisotopic Molecular Weight

450.0863646

IUPAC Name

2-({4-[(2-chloroethyl)[2-(methanesulfonyloxy)ethyl]amino]phenyl}formamido)pentanedioic acid

Traditional Name

2-({4-[(2-chloroethyl)[2-(methanesulfonyloxy)ethyl]amino]phenyl}formamido)pentanedioic acid

CAS Registry Number

Not Available

SMILES

CS(=O)(=O)OCCN(CCCl)C1=CC=C(C=C1)C(=O)NC(CCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C17H23ClN2O8S/c1-29(26,27)28-11-10-20(9-8-18)13-4-2-12(3-5-13)16(23)19-14(17(24)25)6-7-15(21)22/h2-5,14H,6-11H2,1H3,(H,19,23)(H,21,22)(H,24,25)

InChI Key

QVWYCTGTGHDWFQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamic acid and derivatives

Alternative Parents

Substituents

Glutamic acid or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Hippuric acid
Hippuric acid or derivatives
Aminobenzamide
Aminobenzoic acid or derivatives
Benzoic acid or derivatives
Benzamide
Aniline or substituted anilines
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Benzoyl
Monocyclic benzene moiety
Benzenoid
Dicarboxylic acid or derivatives
Organosulfonic acid ester
Sulfonic acid ester
Methanesulfonate
Sulfonyl
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Amino acid
Tertiary amine
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Alkyl chloride
Organohalogen compound
Organochloride
Organonitrogen compound
Carbonyl group
Organooxygen compound
Organosulfur compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Amine
Alkyl halide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.1	ALOGPS
logP	0.76	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.25	ChemAxon
pKa (Strongest Basic)	-0.28	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	150.31 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	104.22 m³·mol⁻¹	ChemAxon
Polarizability	43.93 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]+	191.382	30932474
DeepCCS	[M-H]-	189.024	30932474
DeepCCS	[M-2H]-	222.337	30932474
DeepCCS	[M+Na]+	197.566	30932474
AllCCS	[M+H]+	196.2	32859911
AllCCS	[M+H-H2O]+	194.3	32859911
AllCCS	[M+NH4]+	197.9	32859911
AllCCS	[M+Na]+	198.4	32859911
AllCCS	[M-H]-	191.9	32859911
AllCCS	[M+Na-2H]-	192.8	32859911
AllCCS	[M+HCOO]-	194.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.6252 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.57 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1857.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	197.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	135.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	158.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	73.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	332.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	420.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	127.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	848.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	385.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1361.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	273.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	307.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	358.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	171.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	140.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid	CS(=O)(=O)OCCN(CCCl)C1=CC=C(C=C1)C(=O)NC(CCC(O)=O)C(O)=O	5546.2	Standard polar	33892256
4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid	CS(=O)(=O)OCCN(CCCl)C1=CC=C(C=C1)C(=O)NC(CCC(O)=O)C(O)=O	2947.5	Standard non polar	33892256
4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid	CS(=O)(=O)OCCN(CCCl)C1=CC=C(C=C1)C(=O)NC(CCC(O)=O)C(O)=O	3980.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCC(C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=C(N(CCCl)CCOS(C)(=O)=O)C=C1)[Si](C)(C)C	3606.6	Semi standard non polar	33892256
4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCC(C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=C(N(CCCl)CCOS(C)(=O)=O)C=C1)[Si](C)(C)C	3802.7	Standard non polar	33892256
4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCC(C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=C(N(CCCl)CCOS(C)(=O)=O)C=C1)[Si](C)(C)C	4364.9	Standard polar	33892256
4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C1=CC=C(N(CCCl)CCOS(C)(=O)=O)C=C1)[Si](C)(C)C(C)(C)C	4288.0	Semi standard non polar	33892256
4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C1=CC=C(N(CCCl)CCOS(C)(=O)=O)C=C1)[Si](C)(C)C(C)(C)C	4547.5	Standard non polar	33892256
4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C1=CC=C(N(CCCl)CCOS(C)(=O)=O)C=C1)[Si](C)(C)C(C)(C)C	4392.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0536-2469500000-5047aa9457611b385840	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid 10V, Positive-QTOF	splash10-0udi-0104900000-112f0f382b8edc7290c0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid 20V, Positive-QTOF	splash10-0002-9301000000-f84dcb545f3b434ebd15	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid 40V, Positive-QTOF	splash10-0032-3920000000-667ac9c89fe06fed6ffd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid 10V, Negative-QTOF	splash10-03dj-2007900000-ef13c9e896c3b75e60f4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid 20V, Negative-QTOF	splash10-001i-9000000000-c2fa753da65a4bac80a1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid 40V, Negative-QTOF	splash10-0006-9500000000-4491cda49507ecfef2bc	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

9147630

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10972423

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 4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid (HMDB0250374)

MOL for HMDB0250374 (4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid)

3D MOL for HMDB0250374 (4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid)

3D SDF for HMDB0250374 (4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid)

3D-SDF for HMDB0250374 (4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid)

PDB for HMDB0250374 (4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid)

3D PDB for HMDB0250374 (4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid)

SMILES for HMDB0250374 (4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid)

INCHI for HMDB0250374 (4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid)

Structure for HMDB0250374 (4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid)

3D Structure for HMDB0250374 (4-((2-Chloroethyl)(2-mesyloxyethyl)amino)benzoylglutamic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra