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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:58:19 UTC

Update Date

2021-09-26 23:17:49 UTC

HMDB ID

HMDB0259961

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Z-Ala-ONp

Description

4-nitrophenyl 2-{[(benzyloxy)(hydroxy)methylidene]amino}propanoate belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids. Based on a literature review very few articles have been published on 4-nitrophenyl 2-{[(benzyloxy)(hydroxy)methylidene]amino}propanoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Z-ala-onp is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Z-Ala-ONp 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

HMDB0259961
     RDKit          3D
Z-Ala-ONp
 41 42  0  0  0  0  0  0  0  0999 V2000
    1.1990   -0.1396   -2.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7668   -0.6591   -1.5126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4867   -0.0188   -1.1964 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220   -0.8240   -0.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5857   -2.0811   -0.9757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8453   -0.2416   -0.6320 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0061   -1.0182   -0.3685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1263   -0.0858   -0.0778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    0.3256    1.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3928    1.1901    1.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1984    1.6482    0.5173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0078    1.2686   -0.8069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9544    0.3936   -1.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8230   -0.2989   -0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6057    0.4521    0.4579 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0644   -0.8372   -0.6816 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1499   -0.6091    0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0311    0.4331   -0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1041    0.6444    0.7876 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3567   -0.1670    1.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4587    0.0619    2.7251 N   0  0  0  0  0  4  0  0  0  0  0  0
    8.2115    1.0103    2.4891 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7120   -0.7361    3.7984 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.4668   -1.2222    2.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3962   -1.4253    1.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0819    0.9642   -2.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2572   -0.4140   -3.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5380   -0.5532   -3.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6669   -1.7532   -1.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5501    1.0114   -1.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2311   -1.7266   -1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8259   -1.6004    0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7174   -0.0414    2.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5498    1.4915    2.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0053    2.3262    0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6328    1.6225   -1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7938    0.0880   -2.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8368    1.0722   -0.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7882    1.4707    0.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6652   -1.8533    2.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7098   -2.2411    1.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  1  0
 24 25  2  0
 13  8  1  0
 25 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 18 38  1  0
 19 39  1  0
 24 40  1  0
 25 41  1  0
M  CHG  2  21   1  23  -1
M  END


  Mrv1652309122100582D          

 25 26  0  0  0  0            999 V2000
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
M  CHG  2  12   1  14  -1
M  END
> <DATABASE_ID>
HMDB0259961

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(NC(=O)OCC1=CC=CC=C1)C(=O)OC1=CC=C(C=C1)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H16N2O6/c1-12(18-17(21)24-11-13-5-3-2-4-6-13)16(20)25-15-9-7-14(8-10-15)19(22)23/h2-10,12H,11H2,1H3,(H,18,21)

> <INCHI_KEY>
SXWWICLSRXPNNW-UHFFFAOYSA-N

> <FORMULA>
C17H16N2O6

> <MOLECULAR_WEIGHT>
344.323

> <EXACT_MASS>
344.100836243

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
34.12888485741678

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-nitrophenyl 2-{[(benzyloxy)carbonyl]amino}propanoate

> <ALOGPS_LOGP>
2.69

> <JCHEM_LOGP>
3.327736235666666

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.609211320043624

> <JCHEM_PKA_STRONGEST_BASIC>
-7.393755593214802

> <JCHEM_POLAR_SURFACE_AREA>
107.77

> <JCHEM_REFRACTIVITY>
87.04450000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.57e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-nitrophenyl 2-{[(benzyloxy)carbonyl]amino}propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259961
     RDKit          3D
Z-Ala-ONp
 41 42  0  0  0  0  0  0  0  0999 V2000
    1.1990   -0.1396   -2.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7668   -0.6591   -1.5126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4867   -0.0188   -1.1964 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220   -0.8240   -0.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5857   -2.0811   -0.9757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8453   -0.2416   -0.6320 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0061   -1.0182   -0.3685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1263   -0.0858   -0.0778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    0.3256    1.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3928    1.1901    1.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1984    1.6482    0.5173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0078    1.2686   -0.8069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9544    0.3936   -1.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8230   -0.2989   -0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6057    0.4521    0.4579 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0644   -0.8372   -0.6816 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1499   -0.6091    0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0311    0.4331   -0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1041    0.6444    0.7876 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3567   -0.1670    1.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4587    0.0619    2.7251 N   0  0  0  0  0  4  0  0  0  0  0  0
    8.2115    1.0103    2.4891 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7120   -0.7361    3.7984 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.4668   -1.2222    2.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3962   -1.4253    1.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0819    0.9642   -2.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2572   -0.4140   -3.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5380   -0.5532   -3.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6669   -1.7532   -1.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5501    1.0114   -1.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2311   -1.7266   -1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8259   -1.6004    0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7174   -0.0414    2.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5498    1.4915    2.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0053    2.3262    0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6328    1.6225   -1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7938    0.0880   -2.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8368    1.0722   -0.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7882    1.4707    0.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6652   -1.8533    2.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7098   -2.2411    1.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  1  0
 24 25  2  0
 13  8  1  0
 25 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 18 38  1  0
 19 39  1  0
 24 40  1  0
 25 41  1  0
M  CHG  2  21   1  23  -1
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.668 -11.550   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.000 -12.320   0.000  0.00  0.00           N+1
HETATM   13  O   UNK     0      -1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.000 -13.860   0.000  0.00  0.00           O-1
HETATM   15  N   UNK     0       9.336 -10.010   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      12.003 -10.010   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    2   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0259961
HETATM    1  C1  UNL     1       1.199  -0.140  -2.886  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.767  -0.659  -1.513  1.00  0.00           C  
HETATM    3  N1  UNL     1      -0.487  -0.019  -1.196  1.00  0.00           N  
HETATM    4  C3  UNL     1      -1.622  -0.824  -0.940  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.586  -2.081  -0.976  1.00  0.00           O  
HETATM    6  O2  UNL     1      -2.845  -0.242  -0.632  1.00  0.00           O  
HETATM    7  C4  UNL     1      -4.006  -1.018  -0.368  1.00  0.00           C  
HETATM    8  C5  UNL     1      -5.126  -0.086  -0.078  1.00  0.00           C  
HETATM    9  C6  UNL     1      -5.359   0.326   1.240  1.00  0.00           C  
HETATM   10  C7  UNL     1      -6.393   1.190   1.531  1.00  0.00           C  
HETATM   11  C8  UNL     1      -7.198   1.648   0.517  1.00  0.00           C  
HETATM   12  C9  UNL     1      -7.008   1.269  -0.807  1.00  0.00           C  
HETATM   13  C10 UNL     1      -5.954   0.394  -1.071  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.823  -0.299  -0.504  1.00  0.00           C  
HETATM   15  O3  UNL     1       1.606   0.452   0.458  1.00  0.00           O  
HETATM   16  O4  UNL     1       3.064  -0.837  -0.682  1.00  0.00           O  
HETATM   17  C12 UNL     1       4.150  -0.609   0.154  1.00  0.00           C  
HETATM   18  C13 UNL     1       5.031   0.433  -0.053  1.00  0.00           C  
HETATM   19  C14 UNL     1       6.104   0.644   0.788  1.00  0.00           C  
HETATM   20  C15 UNL     1       6.357  -0.167   1.874  1.00  0.00           C  
HETATM   21  N2  UNL     1       7.459   0.062   2.725  1.00  0.00           N1+
HETATM   22  O5  UNL     1       8.212   1.010   2.489  1.00  0.00           O  
HETATM   23  O6  UNL     1       7.712  -0.736   3.798  1.00  0.00           O1-
HETATM   24  C16 UNL     1       5.467  -1.222   2.085  1.00  0.00           C  
HETATM   25  C17 UNL     1       4.396  -1.425   1.239  1.00  0.00           C  
HETATM   26  H1  UNL     1       1.082   0.964  -2.850  1.00  0.00           H  
HETATM   27  H2  UNL     1       2.257  -0.414  -3.095  1.00  0.00           H  
HETATM   28  H3  UNL     1       0.538  -0.553  -3.656  1.00  0.00           H  
HETATM   29  H4  UNL     1       0.667  -1.753  -1.512  1.00  0.00           H  
HETATM   30  H5  UNL     1      -0.550   1.011  -1.159  1.00  0.00           H  
HETATM   31  H6  UNL     1      -4.231  -1.727  -1.182  1.00  0.00           H  
HETATM   32  H7  UNL     1      -3.826  -1.600   0.569  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.717  -0.041   2.034  1.00  0.00           H  
HETATM   34  H9  UNL     1      -6.550   1.492   2.557  1.00  0.00           H  
HETATM   35  H10 UNL     1      -8.005   2.326   0.765  1.00  0.00           H  
HETATM   36  H11 UNL     1      -7.633   1.623  -1.602  1.00  0.00           H  
HETATM   37  H12 UNL     1      -5.794   0.088  -2.105  1.00  0.00           H  
HETATM   38  H13 UNL     1       4.837   1.072  -0.904  1.00  0.00           H  
HETATM   39  H14 UNL     1       6.788   1.471   0.609  1.00  0.00           H  
HETATM   40  H15 UNL     1       5.665  -1.853   2.932  1.00  0.00           H  
HETATM   41  H16 UNL     1       3.710  -2.241   1.404  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   14   29
CONECT    3    4   30
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   31   32
CONECT    8    9    9   13
CONECT    9   10   33
CONECT   10   11   11   34
CONECT   11   12   35
CONECT   12   13   13   36
CONECT   13   37
CONECT   14   15   15   16
CONECT   16   17
CONECT   17   18   18   25
CONECT   18   19   38
CONECT   19   20   20   39
CONECT   20   21   24
CONECT   21   22   22   23
CONECT   24   25   25   40
CONECT   25   41
END

HMDB0259961
     RDKit          3D
Z-Ala-ONp
 41 42  0  0  0  0  0  0  0  0999 V2000
    1.1990   -0.1396   -2.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7668   -0.6591   -1.5126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4867   -0.0188   -1.1964 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220   -0.8240   -0.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5857   -2.0811   -0.9757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8453   -0.2416   -0.6320 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0061   -1.0182   -0.3685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1263   -0.0858   -0.0778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    0.3256    1.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3928    1.1901    1.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1984    1.6482    0.5173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0078    1.2686   -0.8069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9544    0.3936   -1.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8230   -0.2989   -0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6057    0.4521    0.4579 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0644   -0.8372   -0.6816 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1499   -0.6091    0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0311    0.4331   -0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1041    0.6444    0.7876 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3567   -0.1670    1.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4587    0.0619    2.7251 N   0  0  0  0  0  4  0  0  0  0  0  0
    8.2115    1.0103    2.4891 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7120   -0.7361    3.7984 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.4668   -1.2222    2.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3962   -1.4253    1.2390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0819    0.9642   -2.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2572   -0.4140   -3.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5380   -0.5532   -3.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6669   -1.7532   -1.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5501    1.0114   -1.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2311   -1.7266   -1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8259   -1.6004    0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7174   -0.0414    2.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5498    1.4915    2.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0053    2.3262    0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6328    1.6225   -1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7938    0.0880   -2.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8368    1.0722   -0.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7882    1.4707    0.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6652   -1.8533    2.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7098   -2.2411    1.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  1  0
 24 25  2  0
 13  8  1  0
 25 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  3 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 18 38  1  0
 19 39  1  0
 24 40  1  0
 25 41  1  0
M  CHG  2  21   1  23  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Nitrophenyl 2-{[(benzyloxy)(hydroxy)methylidene]amino}propanoic acid	Generator
N-CBzAla npe	MeSH
N-Carbobenzoxy-L-alanine 4-nitrophenyl ester	MeSH
N-Carbobenzoxyalanine 4-nitrophenyl ester, (D)-isomer	MeSH

Chemical Formula

C₁₇H₁₆N₂O₆

Average Molecular Weight

344.323

Monoisotopic Molecular Weight

344.100836243

IUPAC Name

4-nitrophenyl 2-{[(benzyloxy)carbonyl]amino}propanoate

Traditional Name

4-nitrophenyl 2-{[(benzyloxy)carbonyl]amino}propanoate

CAS Registry Number

Not Available

SMILES

CC(NC(=O)OCC1=CC=CC=C1)C(=O)OC1=CC=C(C=C1)[N+]([O-])=O

InChI Identifier

InChI=1S/C17H16N2O6/c1-12(18-17(21)24-11-13-5-3-2-4-6-13)16(20)25-15-9-7-14(8-10-15)19(22)23/h2-10,12H,11H2,1H3,(H,18,21)

InChI Key

SXWWICLSRXPNNW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid esters

Alternative Parents

Substituents

Alpha-amino acid ester
Alanine or derivatives
Phenol ester
Benzyloxycarbonyl
Nitrobenzene
Phenoxy compound
Nitroaromatic compound
Benzenoid
Monocyclic benzene moiety
Carbamic acid ester
Organic nitro compound
Carbonic acid derivative
C-nitro compound
Carboxylic acid ester
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxoazanium
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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)

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	2.69	ALOGPS
logP	3.33	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	12.61	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	107.77 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	87.04 m³·mol⁻¹	ChemAxon
Polarizability	34.13 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
AllCCS	[M+H]+	180.167	32859911
AllCCS	[M+H-H2O]+	177.09	32859911
AllCCS	[M+Na]+	183.829	32859911
AllCCS	[M+NH4]+	183.013	32859911
AllCCS	[M-H]-	180.122	32859911
AllCCS	[M+Na-2H]-	179.608	32859911
AllCCS	[M+HCOO]-	179.18	32859911
DeepCCS	[M+H]+	169.995	30932474
DeepCCS	[M-H]-	167.637	30932474
DeepCCS	[M-2H]-	200.522	30932474
DeepCCS	[M+Na]+	176.088	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Z-Ala-ONp	CC(NC(=O)OCC1=CC=CC=C1)C(=O)OC1=CC=C(C=C1)[N+]([O-])=O	4011.5	Standard polar	33892256
Z-Ala-ONp	CC(NC(=O)OCC1=CC=CC=C1)C(=O)OC1=CC=C(C=C1)[N+]([O-])=O	2790.5	Standard non polar	33892256
Z-Ala-ONp	CC(NC(=O)OCC1=CC=CC=C1)C(=O)OC1=CC=C(C=C1)[N+]([O-])=O	2748.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Z-Ala-ONp,1TMS,isomer #1	CC(C(=O)OC1=CC=C([N+](=O)[O-])C=C1)N(C(=O)OCC1=CC=CC=C1)[Si](C)(C)C	2791.0	Semi standard non polar	33892256
Z-Ala-ONp,1TMS,isomer #1	CC(C(=O)OC1=CC=C([N+](=O)[O-])C=C1)N(C(=O)OCC1=CC=CC=C1)[Si](C)(C)C	2680.1	Standard non polar	33892256
Z-Ala-ONp,1TMS,isomer #1	CC(C(=O)OC1=CC=C([N+](=O)[O-])C=C1)N(C(=O)OCC1=CC=CC=C1)[Si](C)(C)C	3788.6	Standard polar	33892256
Z-Ala-ONp,1TBDMS,isomer #1	CC(C(=O)OC1=CC=C([N+](=O)[O-])C=C1)N(C(=O)OCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3092.2	Semi standard non polar	33892256
Z-Ala-ONp,1TBDMS,isomer #1	CC(C(=O)OC1=CC=C([N+](=O)[O-])C=C1)N(C(=O)OCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2895.4	Standard non polar	33892256
Z-Ala-ONp,1TBDMS,isomer #1	CC(C(=O)OC1=CC=C([N+](=O)[O-])C=C1)N(C(=O)OCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3799.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Z-Ala-ONp GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9400000000-49fc66157ed85ae2e9c2	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Z-Ala-ONp GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

92642

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102569

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 Z-Ala-ONp (HMDB0259961)

MOL for HMDB0259961 (Z-Ala-ONp)

3D MOL for HMDB0259961 (Z-Ala-ONp)

3D SDF for HMDB0259961 (Z-Ala-ONp)

3D-SDF for HMDB0259961 (Z-Ala-ONp)

PDB for HMDB0259961 (Z-Ala-ONp)

3D PDB for HMDB0259961 (Z-Ala-ONp)

SMILES for HMDB0259961 (Z-Ala-ONp)

INCHI for HMDB0259961 (Z-Ala-ONp)

Structure for HMDB0259961 (Z-Ala-ONp)

3D Structure for HMDB0259961 (Z-Ala-ONp)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra