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Record Information

Version

5.0

Status

Predicted

Creation Date

2021-07-27 21:34:39 UTC

Update Date

2021-10-01 16:48:32 UTC

HMDB ID

HMDB0241921

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Palmitoyl Asparagine

Description

N-palmitoyl asparagine, also known as propyl paraben sulfate or propyl 4-sulfooxybenzoate belongs to the class of compounds known as N-acylamides. These are molecules characterized by a fatty acyl group linked to a primary amine by an amide bond. More specifically, it is a Palmitic acid amide of Asparagine. It is believed that there are more than 800 types of N-acylamides in the human body. N-acylamides fall into several categories: amino acid conjugates (e.g., those acyl amides conjugated with amino acids), neurotransmitter conjugates (e.g., those acylamides conjugated with neurotransmitters), ethanolamine conjugates (e.g., those acylamides conjugated to ethanolamine), and taurine conjugates (e.g., those acyamides conjugated to taurine). N-Palmitoyl Asparagine is an amino acid conjugate. N-acylamides can be classified into 9 different categories depending on the size of their acyl-group: 1) short-chain N-acylamides; 2) medium-chain N-acylamides; 3) long-chain N-acylamides; and 4) very long-chain N-acylamides; 5) hydroxy N-acylamides; 6) branched chain N-acylamides; 7) unsaturated N-acylamides; 8) dicarboxylic N-acylamides and 9) miscellaneous N-acylamides. N-Palmitoyl Asparagine is therefore classified as a long chain N-acylamide. N-acyl amides have a variety of signaling functions in physiology, including in cardiovascular activity, metabolic homeostasis, memory, cognition, pain, motor control and others (PMID: 15655504 ). N-acyl amides have also been shown to play a role in cell migration, inflammation and certain pathological conditions such as diabetes, cancer, neurodegenerative disease, and obesity (PMID: 23144998 ; PMID: 25136293 ; PMID: 28854168 ).N-acyl amides can be synthesized both endogenously and by gut microbiota (PMID: 28854168 ). N-acylamides can be biosynthesized via different routes, depending on the parent amine group. N-acyl ethanolamines (NAEs) are formed via the hydrolysis of an unusual phospholipid precursor, N-acyl-phosphatidylethanolamine (NAPE), by a specific phospholipase D. N-acyl amino acids are synthesized via a circulating peptidase M20 domain containing 1 (PM20D1), which can catalyze the bidirectional the condensation and hydrolysis of a variety of N-acyl amino acids. The degradation of N-acylamides is largely mediated by an enzyme called fatty acid amide hydrolase (FAAH), which catalyzes the hydrolysis of N-acylamides into fatty acids and the biogenic amines. Many N-acylamides are involved in lipid signaling system through interactions with transient receptor potential channels (TRP). TRP channel proteins interact with N-acyl amides such as N-arachidonoyl ethanolamide (Anandamide), N-arachidonoyl dopamine and others in an opportunistic fashion (PMID: 23178153 ). This signaling system has been shown to play a role in the physiological processes involved in inflammation (PMID: 25136293 ). Other N-acyl amides, including N-oleoyl-glutamine, have also been characterized as TRP channel antagonists (PMID: 29967167 ). N-acylamides have also been shown to have G-protein-coupled receptors (GPCRs) binding activity (PMID: 28854168 ). The study of N-acylamides is an active area of research and it is likely that many novel N-acylamides will be discovered in the coming years. It is also likely that many novel roles in health and disease will be uncovered for these molecules.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0242191
     RDKit          3D
Propyl paraben sulfate
 29 29  0  0  0  0  0  0  0  0999 V2000
   -5.5036    0.1624    0.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0862   -0.1704   -0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2221   -0.0464    1.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8681   -0.3332    0.8791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0926    0.3551   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6120    1.3026   -0.6414 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3141    0.0465   -0.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9659   -0.9846    0.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3001   -1.2798    0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046   -0.5195   -0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3173   -0.8176   -1.0195 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6221   -0.1527   -0.1787 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.8854   -0.9391    1.0696 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8907   -0.2081   -1.0080 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3827    1.4543    0.2253 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3800    0.5148   -1.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0526    0.7728   -1.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1501    0.3965   -0.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9049   -0.6780    0.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4441    1.0845    0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8078    0.5397   -0.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0580   -1.2177   -0.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5807   -0.8339    1.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4003    0.9330    1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3818   -1.5550    1.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7861   -2.1030    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8962    1.5831    1.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9482    1.1010   -2.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6027    1.5927   -1.7248 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  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  2  0
 12 15  1  0
 10 16  1  0
 16 17  2  0
 17  7  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  8 25  1  0
  9 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  END


  Mrv1652308272121342D          

 17 17  0  0  0  0            999 V2000
   -2.8579    2.4750    0.0000 C   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
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   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
    1.4289    4.1250    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
    2.1434    3.7125    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   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
    2.8579    4.9500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11 10  2  0  0  0  0
 15  7  1  0  0  0  0
 15 10  1  0  0  0  0
 16  9  1  0  0  0  0
 17 12  1  0  0  0  0
 17 13  2  0  0  0  0
 17 14  2  0  0  0  0
 17 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0241921

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCOC(=O)C1=CC=C(OS(O)(=O)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H12O6S/c1-2-7-15-10(11)8-3-5-9(6-4-8)16-17(12,13)14/h3-6H,2,7H2,1H3,(H,12,13,14)

> <INCHI_KEY>
WEKBGFBWJOHXKR-UHFFFAOYSA-N

> <FORMULA>
C10H12O6S

> <MOLECULAR_WEIGHT>
260.26

> <EXACT_MASS>
260.03545928

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
24.65616530331751

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[4-(propoxycarbonyl)phenyl]oxidanesulfonic acid

> <ALOGPS_LOGP>
0.20

> <JCHEM_LOGP>
2.0771744616666665

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.463376605328106

> <JCHEM_PKA_STRONGEST_BASIC>
-6.888167172748505

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
59.328600000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.45e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[4-(propoxycarbonyl)phenyl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242191
     RDKit          3D
Propyl paraben sulfate
 29 29  0  0  0  0  0  0  0  0999 V2000
   -5.5036    0.1624    0.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0862   -0.1704   -0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2221   -0.0464    1.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8681   -0.3332    0.8791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0926    0.3551   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6120    1.3026   -0.6414 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3141    0.0465   -0.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9659   -0.9846    0.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3001   -1.2798    0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046   -0.5195   -0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3173   -0.8176   -1.0195 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6221   -0.1527   -0.1787 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.8854   -0.9391    1.0696 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8907   -0.2081   -1.0080 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3827    1.4543    0.2253 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3800    0.5148   -1.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0526    0.7728   -1.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1501    0.3965   -0.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9049   -0.6780    0.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4441    1.0845    0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8078    0.5397   -0.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0580   -1.2177   -0.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5807   -0.8339    1.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4003    0.9330    1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3818   -1.5550    1.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7861   -2.1030    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8962    1.5831    1.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9482    1.1010   -2.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6027    1.5927   -1.7248 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  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  2  0
 12 15  1  0
 10 16  1  0
 16 17  2  0
 17  7  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  8 25  1  0
  9 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  END

HEADER    PROTEIN                                 27-AUG-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-AUG-21         0                                  
HETATM    1  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.000   3.080   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       5.335  10.780   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       6.875   9.240   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       3.795   9.240   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.334   5.390   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.335   7.700   0.000  0.00  0.00           O+0
HETATM   17  S   UNK     0       5.335   9.240   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    7                                                       
CONECT    3    5    8                                                       
CONECT    4    6    8                                                       
CONECT    5    3    9                                                       
CONECT    6    4    9                                                       
CONECT    7    2   15                                                       
CONECT    8    3    4   10                                                  
CONECT    9    5    6   16                                                  
CONECT   10    8   11   15                                                  
CONECT   11   10                                                            
CONECT   12   17                                                            
CONECT   13   17                                                            
CONECT   14   17                                                            
CONECT   15    7   10                                                       
CONECT   16    9   17                                                       
CONECT   17   12   13   14   16                                             
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0242191
HETATM    1  C1  UNL     1      -5.504   0.162   0.322  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.086  -0.170  -0.097  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.222  -0.046   1.137  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.868  -0.333   0.879  1.00  0.00           O  
HETATM    5  C4  UNL     1      -1.093   0.355  -0.011  1.00  0.00           C  
HETATM    6  O2  UNL     1      -1.612   1.303  -0.641  1.00  0.00           O  
HETATM    7  C5  UNL     1       0.314   0.046  -0.270  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.966  -0.985   0.383  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.300  -1.280   0.140  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.005  -0.519  -0.787  1.00  0.00           C  
HETATM   11  O3  UNL     1       4.317  -0.818  -1.019  1.00  0.00           O  
HETATM   12  S1  UNL     1       5.622  -0.153  -0.179  1.00  0.00           S  
HETATM   13  O4  UNL     1       5.885  -0.939   1.070  1.00  0.00           O  
HETATM   14  O5  UNL     1       6.891  -0.208  -1.008  1.00  0.00           O  
HETATM   15  O6  UNL     1       5.383   1.454   0.225  1.00  0.00           O  
HETATM   16  C9  UNL     1       2.380   0.515  -1.453  1.00  0.00           C  
HETATM   17  C10 UNL     1       1.053   0.773  -1.180  1.00  0.00           C  
HETATM   18  H1  UNL     1      -6.150   0.396  -0.545  1.00  0.00           H  
HETATM   19  H2  UNL     1      -5.905  -0.678   0.932  1.00  0.00           H  
HETATM   20  H3  UNL     1      -5.444   1.084   0.948  1.00  0.00           H  
HETATM   21  H4  UNL     1      -3.808   0.540  -0.886  1.00  0.00           H  
HETATM   22  H5  UNL     1      -4.058  -1.218  -0.515  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.581  -0.834   1.849  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.400   0.933   1.582  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.382  -1.555   1.099  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.786  -2.103   0.674  1.00  0.00           H  
HETATM   27  H10 UNL     1       4.896   1.583   1.065  1.00  0.00           H  
HETATM   28  H11 UNL     1       2.948   1.101  -2.176  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.603   1.593  -1.725  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4   23   24
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8    8   17
CONECT    8    9   25
CONECT    9   10   10   26
CONECT   10   11   16
CONECT   11   12
CONECT   12   13   13   14   14
CONECT   12   15
CONECT   15   27
CONECT   16   17   17   28
CONECT   17   29
END

HMDB0242191
     RDKit          3D
Propyl paraben sulfate
 29 29  0  0  0  0  0  0  0  0999 V2000
   -5.5036    0.1624    0.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0862   -0.1704   -0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2221   -0.0464    1.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8681   -0.3332    0.8791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0926    0.3551   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6120    1.3026   -0.6414 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3141    0.0465   -0.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9659   -0.9846    0.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3001   -1.2798    0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046   -0.5195   -0.7866 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3173   -0.8176   -1.0195 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6221   -0.1527   -0.1787 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.8854   -0.9391    1.0696 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8907   -0.2081   -1.0080 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3827    1.4543    0.2253 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3800    0.5148   -1.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0526    0.7728   -1.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1501    0.3965   -0.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9049   -0.6780    0.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4441    1.0845    0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8078    0.5397   -0.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0580   -1.2177   -0.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5807   -0.8339    1.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4003    0.9330    1.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3818   -1.5550    1.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7861   -2.1030    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8962    1.5831    1.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9482    1.1010   -2.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6027    1.5927   -1.7248 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  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  2  0
 12 15  1  0
 10 16  1  0
 16 17  2  0
 17  7  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  8 25  1  0
  9 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Propyl 4-sulfooxybenzoate	ChEBI
Propyl p-hydroxybenzoate sulfate	ChEBI
Propyl para-hydroxybenzoate sulfate	ChEBI
Propyl paraben sulfate	ChEBI
Propylparaben sulfate	ChEBI
Propyl 4-sulfooxybenzoic acid	Generator
Propyl 4-sulphooxybenzoate	Generator
Propyl 4-sulphooxybenzoic acid	Generator
Propyl p-hydroxybenzoate sulphate	Generator
Propyl p-hydroxybenzoic acid sulfuric acid	Generator
Propyl p-hydroxybenzoic acid sulphuric acid	Generator
Propyl para-hydroxybenzoate sulphate	Generator
Propyl para-hydroxybenzoic acid sulfuric acid	Generator
Propyl para-hydroxybenzoic acid sulphuric acid	Generator
Propyl paraben sulfuric acid	Generator
Propyl paraben sulphate	Generator
Propyl paraben sulphuric acid	Generator
Propylparaben sulfuric acid	Generator
Propylparaben sulphate	Generator
Propylparaben sulphuric acid	Generator

Chemical Formula

C₂₀H₃₈N₂O₄

Average Molecular Weight

370.534

Monoisotopic Molecular Weight

370.283157712

IUPAC Name

[4-(propoxycarbonyl)phenyl]oxidanesulfonic acid

Traditional Name

[4-(propoxycarbonyl)phenyl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(=O)NC(CC(N)=O)C(O)=O

InChI Identifier

InChI=1S/C20H38N2O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(24)22-17(20(25)26)16-18(21)23/h17H,2-16H2,1H3,(H2,21,23)(H,22,24)(H,25,26)

InChI Key

FTMCGBHTBKAWHW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Arylsulfates

Direct Parent

Phenylsulfates

Alternative Parents

Substituents

Phenylsulfate
Benzoate ester
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

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	0.2	ALOGPS
logP	2.08	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	-2.5	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	59.33 m³·mol⁻¹	ChemAxon
Polarizability	24.66 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]+	195.023	30932474
DeepCCS	[M-H]-	192.473	30932474
DeepCCS	[M-2H]-	225.679	30932474
DeepCCS	[M+Na]+	201.989	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Palmitoyl Asparagine	CCCCCCCCCCCCCCCC(=O)NC(CC(N)=O)C(O)=O	4052.1	Standard polar	33892256
N-Palmitoyl Asparagine	CCCCCCCCCCCCCCCC(=O)NC(CC(N)=O)C(O)=O	2790.7	Standard non polar	33892256
N-Palmitoyl Asparagine	CCCCCCCCCCCCCCCC(=O)NC(CC(N)=O)C(O)=O	3121.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Palmitoyl Asparagine,2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	3107.1	Semi standard non polar	33892256
N-Palmitoyl Asparagine,2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	3014.3	Standard non polar	33892256
N-Palmitoyl Asparagine,2TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	3621.2	Standard polar	33892256
N-Palmitoyl Asparagine,2TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CC(N)=O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3047.5	Semi standard non polar	33892256
N-Palmitoyl Asparagine,2TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CC(N)=O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2921.5	Standard non polar	33892256
N-Palmitoyl Asparagine,2TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CC(N)=O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	4212.8	Standard polar	33892256
N-Palmitoyl Asparagine,2TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3131.5	Semi standard non polar	33892256
N-Palmitoyl Asparagine,2TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3063.8	Standard non polar	33892256
N-Palmitoyl Asparagine,2TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3691.6	Standard polar	33892256
N-Palmitoyl Asparagine,2TMS,isomer #4	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3282.6	Semi standard non polar	33892256
N-Palmitoyl Asparagine,2TMS,isomer #4	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3088.2	Standard non polar	33892256
N-Palmitoyl Asparagine,2TMS,isomer #4	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3775.4	Standard polar	33892256
N-Palmitoyl Asparagine,3TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3148.6	Semi standard non polar	33892256
N-Palmitoyl Asparagine,3TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3047.8	Standard non polar	33892256
N-Palmitoyl Asparagine,3TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3314.0	Standard polar	33892256
N-Palmitoyl Asparagine,3TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3252.2	Semi standard non polar	33892256
N-Palmitoyl Asparagine,3TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3076.2	Standard non polar	33892256
N-Palmitoyl Asparagine,3TMS,isomer #2	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3356.9	Standard polar	33892256
N-Palmitoyl Asparagine,3TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3254.1	Semi standard non polar	33892256
N-Palmitoyl Asparagine,3TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3123.5	Standard non polar	33892256
N-Palmitoyl Asparagine,3TMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3484.4	Standard polar	33892256
N-Palmitoyl Asparagine,4TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3247.1	Semi standard non polar	33892256
N-Palmitoyl Asparagine,4TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3129.1	Standard non polar	33892256
N-Palmitoyl Asparagine,4TMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3155.4	Standard polar	33892256
N-Palmitoyl Asparagine,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3622.8	Semi standard non polar	33892256
N-Palmitoyl Asparagine,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3312.3	Standard non polar	33892256
N-Palmitoyl Asparagine,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3654.8	Standard polar	33892256
N-Palmitoyl Asparagine,2TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CC(N)=O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3571.4	Semi standard non polar	33892256
N-Palmitoyl Asparagine,2TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CC(N)=O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3257.5	Standard non polar	33892256
N-Palmitoyl Asparagine,2TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)N(C(CC(N)=O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4132.1	Standard polar	33892256
N-Palmitoyl Asparagine,2TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3651.0	Semi standard non polar	33892256
N-Palmitoyl Asparagine,2TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3340.5	Standard non polar	33892256
N-Palmitoyl Asparagine,2TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3729.8	Standard polar	33892256
N-Palmitoyl Asparagine,2TBDMS,isomer #4	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3725.9	Semi standard non polar	33892256
N-Palmitoyl Asparagine,2TBDMS,isomer #4	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3381.0	Standard non polar	33892256
N-Palmitoyl Asparagine,2TBDMS,isomer #4	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3776.6	Standard polar	33892256
N-Palmitoyl Asparagine,3TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3871.6	Semi standard non polar	33892256
N-Palmitoyl Asparagine,3TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3479.1	Standard non polar	33892256
N-Palmitoyl Asparagine,3TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3567.2	Standard polar	33892256
N-Palmitoyl Asparagine,3TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3959.6	Semi standard non polar	33892256
N-Palmitoyl Asparagine,3TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3512.3	Standard non polar	33892256
N-Palmitoyl Asparagine,3TBDMS,isomer #2	CCCCCCCCCCCCCCCC(=O)NC(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3564.2	Standard polar	33892256
N-Palmitoyl Asparagine,3TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3972.0	Semi standard non polar	33892256
N-Palmitoyl Asparagine,3TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3536.7	Standard non polar	33892256
N-Palmitoyl Asparagine,3TBDMS,isomer #3	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3654.7	Standard polar	33892256
N-Palmitoyl Asparagine,4TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4177.3	Semi standard non polar	33892256
N-Palmitoyl Asparagine,4TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3723.0	Standard non polar	33892256
N-Palmitoyl Asparagine,4TBDMS,isomer #1	CCCCCCCCCCCCCCCC(=O)N(C(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3491.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Propyl paraben sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-8693000000-678e5ac189aa11f113c2	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propyl paraben sulfate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propyl paraben sulfate 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 - N-Palmitoyl Asparagine 10V, Positive-QTOF	splash10-00di-0229000000-8e1e5f6fa1f1e115909a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Asparagine 20V, Positive-QTOF	splash10-01c0-1923000000-c80ee05b90a62df1d423	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Asparagine 40V, Positive-QTOF	splash10-001i-9400000000-c5016bebf49e3dd46b85	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Asparagine 10V, Negative-QTOF	splash10-0gb9-0109000000-04ac24b61d2c24c4cff3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Asparagine 20V, Negative-QTOF	splash10-01qi-5901000000-815cce744ed6c24cfd11	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Palmitoyl Asparagine 40V, Negative-QTOF	splash10-0006-9110000000-2ece0b8d6712172ffdbe	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

48063224

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

121225983

PDB ID

Not Available

ChEBI ID

133706

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

Bradshaw HB, Walker JM: The expanding field of cannabimimetic and related lipid mediators. Br J Pharmacol. 2005 Feb;144(4):459-65. doi: 10.1038/sj.bjp.0706093. [PubMed:15655504 ]
Grapov D, Adams SH, Pedersen TL, Garvey WT, Newman JW: Type 2 diabetes associated changes in the plasma non-esterified fatty acids, oxylipins and endocannabinoids. PLoS One. 2012;7(11):e48852. doi: 10.1371/journal.pone.0048852. Epub 2012 Nov 8. [PubMed:23144998 ]
Raboune S, Stuart JM, Leishman E, Takacs SM, Rhodes B, Basnet A, Jameyfield E, McHugh D, Widlanski T, Bradshaw HB: Novel endogenous N-acyl amides activate TRPV1-4 receptors, BV-2 microglia, and are regulated in brain in an acute model of inflammation. Front Cell Neurosci. 2014 Aug 1;8:195. doi: 10.3389/fncel.2014.00195. eCollection 2014. [PubMed:25136293 ]
Cohen LJ, Esterhazy D, Kim SH, Lemetre C, Aguilar RR, Gordon EA, Pickard AJ, Cross JR, Emiliano AB, Han SM, Chu J, Vila-Farres X, Kaplitt J, Rogoz A, Calle PY, Hunter C, Bitok JK, Brady SF: Commensal bacteria make GPCR ligands that mimic human signalling molecules. Nature. 2017 Sep 7;549(7670):48-53. doi: 10.1038/nature23874. Epub 2017 Aug 30. [PubMed:28854168 ]
Bradshaw HB, Raboune S, Hollis JL: Opportunistic activation of TRP receptors by endogenous lipids: exploiting lipidomics to understand TRP receptor cellular communication. Life Sci. 2013 Mar 19;92(8-9):404-9. doi: 10.1016/j.lfs.2012.11.008. Epub 2012 Nov 20. [PubMed:23178153 ]
Long JZ, Roche AM, Berdan CA, Louie SM, Roberts AJ, Svensson KJ, Dou FY, Bateman LA, Mina AI, Deng Z, Jedrychowski MP, Lin H, Kamenecka TM, Asara JM, Griffin PR, Banks AS, Nomura DK, Spiegelman BM: Ablation of PM20D1 reveals N-acyl amino acid control of metabolism and nociception. Proc Natl Acad Sci U S A. 2018 Jul 17;115(29):E6937-E6945. doi: 10.1073/pnas.1803389115. Epub 2018 Jul 2. [PubMed:29967167 ]

Showing metabocard for N-Palmitoyl Asparagine (HMDB0241921)

MOL for HMDB0241921 (N-Palmitoyl Asparagine)

3D MOL for HMDB0241921 (N-Palmitoyl Asparagine)

3D SDF for HMDB0241921 (N-Palmitoyl Asparagine)

3D-SDF for HMDB0241921 (N-Palmitoyl Asparagine)

PDB for HMDB0241921 (N-Palmitoyl Asparagine)

3D PDB for HMDB0241921 (N-Palmitoyl Asparagine)

SMILES for HMDB0241921 (N-Palmitoyl Asparagine)

INCHI for HMDB0241921 (N-Palmitoyl Asparagine)

Structure for HMDB0241921 (N-Palmitoyl Asparagine)

3D Structure for HMDB0241921 (N-Palmitoyl Asparagine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra