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Showing NP-Card for Hydroxyphenylacetylglycine (NP0000758)

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Record Information
Version1.0
Created at2005-11-16 15:48:42 UTC
Updated at2020-11-24 22:18:04 UTC
NP-MRD IDNP0000758
Secondary Accession NumbersNone
Natural Product Identification
Common NameHydroxyphenylacetylglycine
DescriptionHydroxyphenylacetylglycine 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. Hydroxyphenylacetylglycine is an endogenous human metabolite. It can be originated from the metabolism of tyramine, itself is a monoamine compound derived from the amino acid tyrosine. Hydroxyphenylacetylglycine can also be derived from the metabolism of 3,4-dihydroxyphenylalanine (L-DOPA). In the metabolism of tyrosine, this compound is involved in the reaction Hydroxyphenylacetyl-CoA + Glycine <=> Hydroxyphenylacetylglycine + CoA, catalyzed by acyltransferase enzymes (EC 2.3.1.-). Hydroxyphenylacetylglycine has been identified in human biofluids. (PMID: 14201174 , 912020 , 716472 , 7096501 , 7438429 , 7438430 ).
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000758 (Hydroxyphenylacetylglycine)


  Mrv1652305271900162D          

 15 15  0  0  0  0            999 V2000
   24.7578  -12.8609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3289  -16.1609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4723   -9.9734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0434   -9.9734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0434  -11.6234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3289  -12.8609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3289  -13.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0434  -12.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0434  -14.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6144  -14.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0434  -14.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6144  -14.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7578  -11.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3289  -15.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7578  -10.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0  0  0  0
  2 14  1  0  0  0  0
  3 15  1  0  0  0  0
  4 15  2  0  0  0  0
  5  8  1  0  0  0  0
  5 13  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  2  0  0  0  0
 11 14  2  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
M  END
Download

3D MOL for NP0000758 (Hydroxyphenylacetylglycine)

HMDB0000735
     RDKit          3D
Hydroxyphenylacetylglycine
 26 26  0  0  0  0  0  0  0  0999 V2000
    4.9052   -0.1488    1.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4829    0.1758    0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9902    1.4265   -0.5460 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5172   -0.5155   -0.8085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2067    0.0370   -0.8448 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2936    0.3334    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5424    0.0484    1.3551 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0309    1.0229   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2231    0.4098    0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5219   -0.9043    0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8074   -1.3625    0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8903   -0.4716    0.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1435   -0.9661    0.8449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6217    0.8542    0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3291    1.2794    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3383    2.2400   -0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9101   -0.5870   -1.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4323   -1.5811   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8199    0.2495   -1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0372    1.2978   -1.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0686    2.0069    0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6722   -1.6115    0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0363   -2.4032    0.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6842   -1.3385    0.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4710    1.5684    0.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1748    2.3404    0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15  9  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  8 20  1  0
  8 21  1  0
 10 22  1  0
 11 23  1  0
 13 24  1  0
 14 25  1  0
 15 26  1  0
M  END
Download

3D SDF for NP0000758 (Hydroxyphenylacetylglycine)


  Mrv1652305271900162D          

 15 15  0  0  0  0            999 V2000
   24.7578  -12.8609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3289  -16.1609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4723   -9.9734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0434   -9.9734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0434  -11.6234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3289  -12.8609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3289  -13.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0434  -12.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0434  -14.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6144  -14.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0434  -14.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6144  -14.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7578  -11.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3289  -15.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7578  -10.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0  0  0  0
  2 14  1  0  0  0  0
  3 15  1  0  0  0  0
  4 15  2  0  0  0  0
  5  8  1  0  0  0  0
  5 13  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  2  0  0  0  0
 11 14  2  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000758

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)CNC(=O)CC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H11NO4/c12-8-3-1-7(2-4-8)5-9(13)11-6-10(14)15/h1-4,12H,5-6H2,(H,11,13)(H,14,15)

> <INCHI_KEY>
CPPDWYIPKSSNNM-UHFFFAOYSA-N

> <FORMULA>
C10H11NO4

> <MOLECULAR_WEIGHT>
209.1986

> <EXACT_MASS>
209.068807845

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
20.12583774703211

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[2-(4-hydroxyphenyl)acetamido]acetic acid

> <ALOGPS_LOGP>
0.46

> <JCHEM_LOGP>
0.20214554399999995

> <ALOGPS_LOGS>
-2.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.497345318787255

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.538129429787069

> <JCHEM_PKA_STRONGEST_BASIC>
-2.926284978780969

> <JCHEM_POLAR_SURFACE_AREA>
86.63

> <JCHEM_REFRACTIVITY>
52.150000000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.00e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
p-hydroxyphenylacetylglycine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0000758 (Hydroxyphenylacetylglycine)

HMDB0000735
     RDKit          3D
Hydroxyphenylacetylglycine
 26 26  0  0  0  0  0  0  0  0999 V2000
    4.9052   -0.1488    1.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4829    0.1758    0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9902    1.4265   -0.5460 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5172   -0.5155   -0.8085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2067    0.0370   -0.8448 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2936    0.3334    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5424    0.0484    1.3551 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0309    1.0229   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2231    0.4098    0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5219   -0.9043    0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8074   -1.3625    0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8903   -0.4716    0.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1435   -0.9661    0.8449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6217    0.8542    0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3291    1.2794    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3383    2.2400   -0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9101   -0.5870   -1.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4323   -1.5811   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8199    0.2495   -1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0372    1.2978   -1.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0686    2.0069    0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6722   -1.6115    0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0363   -2.4032    0.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6842   -1.3385    0.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4710    1.5684    0.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1748    2.3404    0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15  9  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  8 20  1  0
  8 21  1  0
 10 22  1  0
 11 23  1  0
 13 24  1  0
 14 25  1  0
 15 26  1  0
M  END
Download

PDB for NP0000758 (Hydroxyphenylacetylglycine)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      46.215 -24.007   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      43.547 -30.167   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      47.548 -18.617   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      44.881 -18.617   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      44.881 -21.697   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      43.547 -24.007   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      43.547 -25.547   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      44.881 -23.237   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      44.881 -26.317   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      42.214 -26.317   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      44.881 -27.857   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      42.214 -27.857   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      46.215 -20.927   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      43.547 -28.627   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      46.215 -19.387   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   15                                                            
CONECT    5    8   13                                                       
CONECT    6    7    8                                                       
CONECT    7    6    9   10                                                  
CONECT    8    1    5    6                                                  
CONECT    9    7   11                                                       
CONECT   10    7   12                                                       
CONECT   11    9   14                                                       
CONECT   12   10   14                                                       
CONECT   13    5   15                                                       
CONECT   14    2   11   12                                                  
CONECT   15    3    4   13                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END
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3D PDB for NP0000758 (Hydroxyphenylacetylglycine)

COMPND    HMDB0000735
HETATM    1  O1  UNL     1       4.905  -0.149   1.131  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.483   0.176   0.032  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.990   1.426  -0.546  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.517  -0.515  -0.808  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.207   0.037  -0.845  1.00  0.00           N  
HETATM    6  C3  UNL     1       1.294   0.333   0.197  1.00  0.00           C  
HETATM    7  O3  UNL     1       1.542   0.048   1.355  1.00  0.00           O  
HETATM    8  C4  UNL     1       0.031   1.023  -0.162  1.00  0.00           C  
HETATM    9  C5  UNL     1      -1.223   0.410   0.196  1.00  0.00           C  
HETATM   10  C6  UNL     1      -1.522  -0.904   0.406  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.807  -1.363   0.628  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.890  -0.472   0.637  1.00  0.00           C  
HETATM   13  O4  UNL     1      -5.143  -0.966   0.845  1.00  0.00           O  
HETATM   14  C9  UNL     1      -3.622   0.854   0.427  1.00  0.00           C  
HETATM   15  C10 UNL     1      -2.329   1.279   0.221  1.00  0.00           C  
HETATM   16  H1  UNL     1       4.338   2.240  -0.440  1.00  0.00           H  
HETATM   17  H2  UNL     1       3.910  -0.587  -1.880  1.00  0.00           H  
HETATM   18  H3  UNL     1       3.432  -1.581  -0.508  1.00  0.00           H  
HETATM   19  H4  UNL     1       1.820   0.250  -1.850  1.00  0.00           H  
HETATM   20  H5  UNL     1       0.037   1.298  -1.259  1.00  0.00           H  
HETATM   21  H6  UNL     1       0.069   2.007   0.420  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.672  -1.611   0.401  1.00  0.00           H  
HETATM   23  H8  UNL     1      -3.036  -2.403   0.793  1.00  0.00           H  
HETATM   24  H9  UNL     1      -5.684  -1.339   0.095  1.00  0.00           H  
HETATM   25  H10 UNL     1      -4.471   1.568   0.439  1.00  0.00           H  
HETATM   26  H11 UNL     1      -2.175   2.340   0.074  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   16
CONECT    4    5   17   18
CONECT    5    6   19
CONECT    6    7    7    8
CONECT    8    9   20   21
CONECT    9   10   10   15
CONECT   10   11   22
CONECT   11   12   12   23
CONECT   12   13   14
CONECT   13   24
CONECT   14   15   15   25
CONECT   15   26
END
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SMILES for NP0000758 (Hydroxyphenylacetylglycine)

OC(=O)CNC(=O)CC1=CC=C(O)C=C1
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INCHI for NP0000758 (Hydroxyphenylacetylglycine)

InChI=1S/C10H11NO4/c12-8-3-1-7(2-4-8)5-9(13)11-6-10(14)15/h1-4,12H,5-6H2,(H,11,13)(H,14,15)
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Synonyms
ValueSource
p-HydroxyphenylacetylglycineChEBI
4-HydroxyphenylacetylglycineKegg
N-[(4-Hydroxyphenyl)acetyl]-glycineHMDB
N-[(p-Hydroxyphenyl)acetyl]-glycineHMDB
[[(4-Hydroxyphenyl)acetyl]amino]acetateHMDB
[[(4-Hydroxyphenyl)acetyl]amino]acetic acidHMDB
Chemical FormulaC10H11NO4
Average Mass209.1986 Da
Monoisotopic Mass209.06881 Da
IUPAC Name2-[2-(4-hydroxyphenyl)acetamido]acetic acid
Traditional Namep-hydroxyphenylacetylglycine
CAS Registry Number28116-23-6
SMILES
OC(=O)CNC(=O)CC1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C10H11NO4/c12-8-3-1-7(2-4-8)5-9(13)11-6-10(14)15/h1-4,12H,5-6H2,(H,11,13)(H,14,15)
InChI KeyCPPDWYIPKSSNNM-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 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
Apis ceranaLOTUS Database
Arabidopsis thalianaLOTUS Database
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
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
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-alpha amino acids
Alternative Parents
Substituents
  • N-acyl-alpha-amino acid
  • Phenylacetamide
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility2 g/LALOGPS
logP0.46ALOGPS
logP0.2ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)3.54ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.63 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity52.15 m³·mol⁻¹ChemAxon
Polarizability20.13 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000735
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022212
KNApSAcK IDNot Available
Chemspider ID389604
KEGG Compound IDC05596
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound440732
PDB IDNot Available
ChEBI ID28595
Good Scents IDNot Available
References
General References
  1. Ramsdell HS, Baretz BH, Tanaka K: Mass spectrometric studies of twenty-one metabolically important acylglycines. Biomed Mass Spectrom. 1977 Aug;4(4):220-5. [PubMed:912020 ]
  2. Tanaka K, Hine DG: Compilation of gas chromatographic retention indices of 163 metabolically important organic acids, and their use in detection of patients with organic acidurias. J Chromatogr. 1982 Apr 30;239:301-22. [PubMed:7096501 ]
  3. Tanaka K, West-Dull A, Hine DG, Lynn TB, Lowe T: Gas-chromatographic method of analysis for urinary organic acids. II. Description of the procedure, and its application to diagnosis of patients with organic acidurias. Clin Chem. 1980 Dec;26(13):1847-53. [PubMed:7438430 ]
  4. NAKAJIMA T, SANO I: NEW METABOLITES OF P-TYRAMINE FROM THE URINE OF RATS. Biochim Biophys Acta. 1964 Jul 15;90:37-44. [PubMed:14201174 ]
  5. Goodwin BL, Ruthven CR, King GS, Sandler M: Metabolism of 3, 4-dihydroxyphenylalanine, its metabolites and analogues in vivo in the rat: urinary excretion pattern. Xenobiotica. 1978 Oct;8(10):629-51. [PubMed:716472 ]
  6. Tanaka K, Hine DG, West-Dull A, Lynn TB: Gas-chromatographic method of analysis for urinary organic acids. I. Retention indices of 155 metabolically important compounds. Clin Chem. 1980 Dec;26(13):1839-46. [PubMed:7438429 ]