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Showing NP-Card for 4-Aminohippuric acid (NP0001297)

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Record Information
Version1.0
Created at2006-02-23 11:12:23 UTC
Updated at2021-10-07 20:38:42 UTC
NP-MRD IDNP0001297
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-Aminohippuric acid
Description4-Aminohippuric acid is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) Which is an enzyme that catalyzes the chemical reaction:. Acyl-CoA + glycine < -- > CoA + N-acylglycine. Renal proximal tubules secrete various organic anions, including drugs and p-aminohippurate (PAH). Uptake of PAH from blood into tubule cells occurs by exchange with intracellular alpha-ketoglutarate and is mediated by the organic anion transporter 1. PAH exit into tubule lumen is species specific and may involve ATP-independent and -dependent transporters. (PMID 11443229 ). Enhanced secretion of p-aminohippuric acid occurs in Fanconi's syndrome (FS). FS is associated with numerous varieties of inherited and acquired conditions; FS is characterized by a generalized transport defect in the proximal tubules, leading to renal losses of glucose, phosphate, calcium, uric acid, amino acids, bicarbonates, and other organic compounds. (PMID 12552490 ).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001297 (4-Aminohippuric acid)

2148
  Mrv1652305261923592D          

 14 14  0  0  0  0            999 V2000
    1.6500    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.8876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.8876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  2  0  0  0  0
  2 14  1  0  0  0  0
  3 14  2  0  0  0  0
  4  7  1  0  0  0  0
  4 13  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  8 11  1  0  0  0  0
  9 12  2  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
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3D MOL for NP0001297 (4-Aminohippuric acid)

HMDB0001867
     RDKit          3D
4-Aminohippuric acid
 24 24  0  0  0  0  0  0  0  0999 V2000
   -4.5460    0.8657    0.8527 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1763    0.5296    0.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8162    0.0062   -0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5222   -0.3475   -0.8868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5248   -0.1768    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8321   -0.5564   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0604   -1.0245   -1.3997 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8719   -0.3963    0.6912 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2420   -0.7905    0.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7212   -0.0189   -0.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9423    0.8264   -1.3506 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9788   -0.2553   -1.3309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9051    0.3472    1.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114    0.7074    1.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9132    1.8305    0.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1916    0.0981    1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5782   -0.1419   -1.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2594   -0.7580   -1.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7249   -0.0118    1.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8766   -0.7180    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2330   -1.8590    0.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8218    0.2353   -1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1581    0.4912    2.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5026    1.1171    2.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  5 13  1  0
 13 14  2  0
 14  2  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  4 18  1  0
  8 19  1  0
  9 20  1  0
  9 21  1  0
 12 22  1  0
 13 23  1  0
 14 24  1  0
M  END
Download

3D SDF for NP0001297 (4-Aminohippuric acid)

2148
  Mrv1652305261923592D          

 14 14  0  0  0  0            999 V2000
    1.6500    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.8876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.8876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  2  0  0  0  0
  2 14  1  0  0  0  0
  3 14  2  0  0  0  0
  4  7  1  0  0  0  0
  4 13  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  8 11  1  0  0  0  0
  9 12  2  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001297

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1=CC=C(C=C1)C(=O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H10N2O3/c10-7-3-1-6(2-4-7)9(14)11-5-8(12)13/h1-4H,5,10H2,(H,11,14)(H,12,13)

> <INCHI_KEY>
HSMNQINEKMPTIC-UHFFFAOYSA-N

> <FORMULA>
C9H10N2O3

> <MOLECULAR_WEIGHT>
194.1873

> <EXACT_MASS>
194.069142196

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
19.12820889871564

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(4-aminophenyl)formamido]acetic acid

> <ALOGPS_LOGP>
0.00

> <JCHEM_LOGP>
-1.0117944150316858

> <ALOGPS_LOGS>
-1.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.848287599594851

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7016903059927464

> <JCHEM_PKA_STRONGEST_BASIC>
4.242377131789654

> <JCHEM_POLAR_SURFACE_AREA>
92.41999999999999

> <JCHEM_REFRACTIVITY>
50.81810000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.13e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aminohippurate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0001297 (4-Aminohippuric acid)

HMDB0001867
     RDKit          3D
4-Aminohippuric acid
 24 24  0  0  0  0  0  0  0  0999 V2000
   -4.5460    0.8657    0.8527 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1763    0.5296    0.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8162    0.0062   -0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5222   -0.3475   -0.8868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5248   -0.1768    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8321   -0.5564   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0604   -1.0245   -1.3997 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8719   -0.3963    0.6912 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2420   -0.7905    0.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7212   -0.0189   -0.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9423    0.8264   -1.3506 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9788   -0.2553   -1.3309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9051    0.3472    1.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114    0.7074    1.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9132    1.8305    0.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1916    0.0981    1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5782   -0.1419   -1.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2594   -0.7580   -1.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7249   -0.0118    1.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8766   -0.7180    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2330   -1.8590    0.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8218    0.2353   -1.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1581    0.4912    2.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5026    1.1171    2.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  5 13  1  0
 13 14  2  0
 14  2  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  4 18  1  0
  8 19  1  0
  9 20  1  0
  9 21  1  0
 12 22  1  0
 13 23  1  0
 14 24  1  0
M  END
Download

PDB for NP0001297 (4-Aminohippuric acid)

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 2148                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0       3.080   1.540   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       7.081   5.390   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       8.415   3.080   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       5.747   1.540   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       4.414  -5.390   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       4.414  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.080  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.747  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.080  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.747  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.747   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.081   3.850   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2   14                                                            
CONECT    3   14                                                            
CONECT    4    7   13                                                       
CONECT    5   10                                                            
CONECT    6    7    8    9                                                  
CONECT    7    1    4    6                                                  
CONECT    8    6   11                                                       
CONECT    9    6   12                                                       
CONECT   10    5   11   12                                                  
CONECT   11    8   10                                                       
CONECT   12    9   10                                                       
CONECT   13    4   14                                                       
CONECT   14    2    3   13                                                  
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
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3D PDB for NP0001297 (4-Aminohippuric acid)

COMPND    HMDB0001867
HETATM    1  N1  UNL     1      -4.546   0.866   0.853  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.176   0.530   0.639  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.816   0.006  -0.588  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.522  -0.347  -0.887  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.525  -0.177   0.077  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.832  -0.556  -0.260  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.060  -1.025  -1.400  1.00  0.00           O  
HETATM    8  N2  UNL     1       1.872  -0.396   0.691  1.00  0.00           N  
HETATM    9  C6  UNL     1       3.242  -0.790   0.322  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.721  -0.019  -0.849  1.00  0.00           C  
HETATM   11  O2  UNL     1       2.942   0.826  -1.351  1.00  0.00           O  
HETATM   12  O3  UNL     1       4.979  -0.255  -1.331  1.00  0.00           O  
HETATM   13  C8  UNL     1      -0.905   0.347   1.296  1.00  0.00           C  
HETATM   14  C9  UNL     1      -2.211   0.707   1.606  1.00  0.00           C  
HETATM   15  H1  UNL     1      -4.913   1.831   0.719  1.00  0.00           H  
HETATM   16  H2  UNL     1      -5.192   0.098   1.155  1.00  0.00           H  
HETATM   17  H3  UNL     1      -3.578  -0.142  -1.372  1.00  0.00           H  
HETATM   18  H4  UNL     1      -1.259  -0.758  -1.860  1.00  0.00           H  
HETATM   19  H5  UNL     1       1.725  -0.012   1.647  1.00  0.00           H  
HETATM   20  H6  UNL     1       3.877  -0.718   1.202  1.00  0.00           H  
HETATM   21  H7  UNL     1       3.233  -1.859   0.010  1.00  0.00           H  
HETATM   22  H8  UNL     1       5.822   0.235  -1.017  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.158   0.491   2.061  1.00  0.00           H  
HETATM   24  H10 UNL     1      -2.503   1.117   2.562  1.00  0.00           H  
CONECT    1    2   15   16
CONECT    2    3    3   14
CONECT    3    4   17
CONECT    4    5    5   18
CONECT    5    6   13
CONECT    6    7    7    8
CONECT    8    9   19
CONECT    9   10   20   21
CONECT   10   11   11   12
CONECT   12   22
CONECT   13   14   14   23
CONECT   14   24
END
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SMILES for NP0001297 (4-Aminohippuric acid)

NC1=CC=C(C=C1)C(=O)NCC(O)=O
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INCHI for NP0001297 (4-Aminohippuric acid)

InChI=1S/C9H10N2O3/c10-7-3-1-6(2-4-7)9(14)11-5-8(12)13/h1-4H,5,10H2,(H,11,14)(H,12,13)
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Synonyms
ValueSource
Aminohippuric acidChEBI
N-(p-Aminobenzoyl)aminoacetic acidChEBI
N-(p-Aminobenzoyl)glycineChEBI
N-(Para-aminobenzoyl)glycineChEBI
p-AminohippurateChEBI
PAHChEBI
PahaChEBI
Para-aminohippuric acidChEBI
Paraaminohippuric acidChEBI
p-Aminohippuric acidKegg
AminohippateGenerator
Aminohippic acidGenerator
N-(p-Aminobenzoyl)aminoacetateGenerator
Para-aminohippateGenerator
Para-aminohippic acidGenerator
ParaaminohippateGenerator
Paraaminohippic acidGenerator
p-AminohippateGenerator
p-Aminohippic acidGenerator
4-AminohippateGenerator
4-Aminohippic acidGenerator
4-AminohippurateHMDB
AminohippurateHMDB
ChlorphentermineHMDB
N-(4-Aminobenzoyl)glycineHMDB
NefrotestHMDB
Para-aminohippurateHMDB
Aminohippurate sodiumHMDB
Sodium para-aminohippurateHMDB
Sodium, aminohippurateHMDB
p AminohippurateHMDB
Para-aminohippurate, sodiumHMDB
Para aminohippuric acidHMDB
4 Aminohippuric acidHMDB
NephrotestHMDB
Sodium para aminohippurateHMDB
p Aminohippuric acidHMDB
4-Aminohippuric acidChEBI
Chemical FormulaC9H10N2O3
Average Mass194.1873 Da
Monoisotopic Mass194.06914 Da
IUPAC Name2-[(4-aminophenyl)formamido]acetic acid
Traditional Nameaminohippurate
CAS Registry Number61-78-9
SMILES
NC1=CC=C(C=C1)C(=O)NCC(O)=O
InChI Identifier
InChI=1S/C9H10N2O3/c10-7-3-1-6(2-4-7)9(14)11-5-8(12)13/h1-4H,5,10H2,(H,11,14)(H,12,13)
InChI KeyHSMNQINEKMPTIC-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Daphnia magnaLOTUS Database
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Species Where Detected
Species NameSourceReference
Homo sapiens (Urine)KNApSAcK Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentHippuric acids
Alternative Parents
Substituents
  • Hippuric acid
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid or derivatives
  • Aminobenzamide
  • Aminobenzoic acid or derivatives
  • Benzoyl
  • Aniline or substituted anilines
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Primary amine
  • Amine
  • Organonitrogen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point198.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility13 mg/mLNot Available
LogP-0.89C Fleck, H Bräunlich (1990) Arzneimittelforschung Aug;40(8):942-6. Factors determining the relationship between renal and hepatic excretion of xenobiotics (PMID: 2242089)
Predicted Properties
PropertyValueSource
Water Solubility3.13 g/LALOGPS
logP0ALOGPS
logP-1ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)2.7ChemAxon
pKa (Strongest Basic)4.24ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area92.42 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity50.82 m³·mol⁻¹ChemAxon
Polarizability19.13 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0001867
DrugBank IDDB00345
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022720
KNApSAcK IDC00052153
Chemspider ID2063
KEGG Compound IDD06890
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAminohippuric_Acid
METLIN ID6359
PubChem Compound2148
PDB IDNot Available
ChEBI ID104011
Good Scents IDNot Available
References
General References
  1. Giudice PL, Dubourg L, Hadj-Aissa A, Said MH, Claris O, Audra P, Martin X, Cochat P: Renal function of children exposed to cyclosporin in utero. Nephrol Dial Transplant. 2000 Oct;15(10):1575-9. [PubMed:11007824 ]
  2. Devaux S, Gellert S, Streichan F: [A new method for the determination of the maximal tubular transport of p-aminohippuric acid without urine analysis in children with transplanted kidney]. Z Urol Nephrol. 1984 Nov;77(11):639-46. [PubMed:6395558 ]
  3. Gunston KD, Davey DD: The association between measured and clinically assessed amniotic fluid volume and fetal growth and nutrition. S Afr Med J. 1978 Sep 16;54(12):499-500. [PubMed:734583 ]
  4. van Otterlo LC, Wladimiroff JW, Wallenburg HC: Relationship between fetal urine production and amniotic fluid volume in normal pregnancy and pregnancy complicated by diabetes. Br J Obstet Gynaecol. 1977 Mar;84(3):205-9. [PubMed:843496 ]
  5. Malek RS, Wilkiemeyer RM, Boyce WH: The stone-forming kidney: a study of functional differences between individual kidneys in idiopathic renal lithiasis. J Urol. 1976 Jul;116(1):11-4. [PubMed:933268 ]
  6. Stanley AJ, Forrest EH, Dabos K, Bouchier IA, Hayes PC: Natriuretic effect of an adenosine-1 receptor antagonist in cirrhotic patients with ascites. Gastroenterology. 1998 Aug;115(2):406-11. [PubMed:9679046 ]
  7. Daniel SS, James LS, Strauss J: Response to rapid volume expansion during the postnatal period. Pediatrics. 1981 Dec;68(6):809-13. [PubMed:7198775 ]
  8. Strauss J, Daniel SS, James LS: Postnatal adjustment in renal function. Pediatrics. 1981 Dec;68(6):802-8. [PubMed:7198774 ]
  9. Edlund A, Ohlsen H, Sollevi A: Renal effects of local infusion of adenosine in man. Clin Sci (Lond). 1994 Aug;87(2):143-9. [PubMed:7924159 ]
  10. Burckhardt G, Bahn A, Wolff NA: Molecular physiology of renal p-aminohippurate secretion. News Physiol Sci. 2001 Jun;16:114-8. [PubMed:11443229 ]
  11. Izzedine H, Launay-Vacher V, Isnard-Bagnis C, Deray G: Drug-induced Fanconi's syndrome. Am J Kidney Dis. 2003 Feb;41(2):292-309. [PubMed:12552490 ]