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Showing NP-Card for 2-Phenylbutyric acid (NP0000230)

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Record Information
Version1.0
Created at2005-11-16 15:48:42 UTC
Updated at2024-04-19 09:59:58 UTC
NP-MRD IDNP0000230
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Phenylbutyric acid
Description2-Phenylbutyric acid, also known as alpha-phenylbutyrate or alpha-ethyl-alpha-toluate, belongs to the class of organic compounds known as phenylpropanes. Phenylpropanes are organic compounds containing a phenylpropane moiety. 2-Phenylbutyric acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 2-Phenylbutyric acid can be biosynthesized from butyric acid. 2-Phenylbutyric acid is used as an anticholesteremic.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000230 (2-Phenylbutyric acid)

      
  Mrv1652305261923552D          

 12 12  0  0  0  0            999 V2000
   15.7220  -13.3182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4364  -14.5557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0074  -14.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2930  -14.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0074  -15.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2930  -13.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7220  -14.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2930  -15.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7220  -15.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2930  -16.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7220  -16.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0074  -17.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2  7  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  7  1  0  0  0  0
  4  6  1  0  0  0  0
  5  8  2  0  0  0  0
  5  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  2  0  0  0  0
 10 12  2  0  0  0  0
 11 12  1  0  0  0  0
M  END
Download

3D MOL for NP0000230 (2-Phenylbutyric acid)

HMDB0000329
     RDKit          3D
2-Phenylbutyric acid
 24 24  0  0  0  0  0  0  0  0999 V2000
   -2.1922   -1.1542   -0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0763    0.0470    0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8355    0.8688   -0.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8775    2.0204    0.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7871    2.1741    1.6021 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1364    2.9732    0.7084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4053    0.1236    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7140   -0.5003    1.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913   -1.1938    1.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8211   -1.2820    0.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5245   -0.6638   -0.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319    0.0306   -0.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4447   -2.0542   -0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3101   -1.3520   -1.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696   -1.0502   -1.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1138   -0.2175    1.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9501    0.7169   -0.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8554    1.2750   -1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4562    3.4310   -0.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0189   -0.4560    2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0699   -1.6657    2.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7162   -1.8287    0.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2412   -0.7292   -1.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1854    0.4871   -1.9548 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
  3  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  6 19  1  0
  8 20  1  0
  9 21  1  0
 10 22  1  0
 11 23  1  0
 12 24  1  0
M  END
Download

3D SDF for NP0000230 (2-Phenylbutyric acid)

      
  Mrv1652305261923552D          

 12 12  0  0  0  0            999 V2000
   15.7220  -13.3182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4364  -14.5557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0074  -14.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2930  -14.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0074  -15.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2930  -13.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7220  -14.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2930  -15.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7220  -15.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2930  -16.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7220  -16.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0074  -17.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2  7  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  7  1  0  0  0  0
  4  6  1  0  0  0  0
  5  8  2  0  0  0  0
  5  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  2  0  0  0  0
 10 12  2  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000230

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C(O)=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H12O2/c1-2-9(10(11)12)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3,(H,11,12)

> <INCHI_KEY>
OFJWFSNDPCAWDK-UHFFFAOYSA-N

> <FORMULA>
C10H12O2

> <MOLECULAR_WEIGHT>
164.2011

> <EXACT_MASS>
164.083729628

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
17.470944497475376

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-phenylbutanoic acid

> <ALOGPS_LOGP>
2.53

> <JCHEM_LOGP>
2.5985490486666665

> <ALOGPS_LOGS>
-2.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.661356773827938

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
46.541100000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α-phenylbutyric acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0000230 (2-Phenylbutyric acid)

HMDB0000329
     RDKit          3D
2-Phenylbutyric acid
 24 24  0  0  0  0  0  0  0  0999 V2000
   -2.1922   -1.1542   -0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0763    0.0470    0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8355    0.8688   -0.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8775    2.0204    0.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7871    2.1741    1.6021 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1364    2.9732    0.7084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4053    0.1236    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7140   -0.5003    1.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8913   -1.1938    1.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8211   -1.2820    0.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5245   -0.6638   -0.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319    0.0306   -0.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4447   -2.0542   -0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3101   -1.3520   -1.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696   -1.0502   -1.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1138   -0.2175    1.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9501    0.7169   -0.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8554    1.2750   -1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4562    3.4310   -0.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0189   -0.4560    2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0699   -1.6657    2.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7162   -1.8287    0.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2412   -0.7292   -1.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1854    0.4871   -1.9548 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
  3  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  6 19  1  0
  8 20  1  0
  9 21  1  0
 10 22  1  0
 11 23  1  0
 12 24  1  0
M  END
Download

PDB for NP0000230 (2-Phenylbutyric acid)

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0      29.348 -24.861   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      30.681 -27.171   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      28.014 -27.171   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      26.680 -26.401   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.014 -28.711   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.680 -24.861   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      29.348 -26.401   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.680 -29.481   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      29.348 -29.481   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.680 -31.021   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      29.348 -31.021   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      28.014 -31.791   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2    7                                                            
CONECT    3    4    5    7                                                  
CONECT    4    3    6                                                       
CONECT    5    3    8    9                                                  
CONECT    6    4                                                            
CONECT    7    1    2    3                                                  
CONECT    8    5   10                                                       
CONECT    9    5   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   12                                                       
CONECT   12   10   11                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for NP0000230 (2-Phenylbutyric acid)

COMPND    HMDB0000329
HETATM    1  C1  UNL     1      -2.192  -1.154  -0.815  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.076   0.047   0.061  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.835   0.869  -0.198  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.877   2.020   0.755  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.787   2.174   1.602  1.00  0.00           O  
HETATM    6  O2  UNL     1       0.136   2.973   0.708  1.00  0.00           O  
HETATM    7  C5  UNL     1       0.405   0.124   0.037  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.714  -0.500   1.223  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.891  -1.194   1.410  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.821  -1.282   0.377  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.524  -0.664  -0.810  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.332   0.031  -0.980  1.00  0.00           C  
HETATM   13  H1  UNL     1      -2.445  -2.054  -0.181  1.00  0.00           H  
HETATM   14  H2  UNL     1      -1.310  -1.352  -1.448  1.00  0.00           H  
HETATM   15  H3  UNL     1      -3.070  -1.050  -1.501  1.00  0.00           H  
HETATM   16  H4  UNL     1      -2.114  -0.218   1.153  1.00  0.00           H  
HETATM   17  H5  UNL     1      -2.950   0.717  -0.100  1.00  0.00           H  
HETATM   18  H6  UNL     1      -0.855   1.275  -1.215  1.00  0.00           H  
HETATM   19  H7  UNL     1       0.456   3.431  -0.114  1.00  0.00           H  
HETATM   20  H8  UNL     1       0.019  -0.456   2.051  1.00  0.00           H  
HETATM   21  H9  UNL     1       2.070  -1.666   2.381  1.00  0.00           H  
HETATM   22  H10 UNL     1       3.716  -1.829   0.570  1.00  0.00           H  
HETATM   23  H11 UNL     1       3.241  -0.729  -1.613  1.00  0.00           H  
HETATM   24  H12 UNL     1       1.185   0.487  -1.955  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3   16   17
CONECT    3    4    7   18
CONECT    4    5    5    6
CONECT    6   19
CONECT    7    8    8   12
CONECT    8    9   20
CONECT    9   10   10   21
CONECT   10   11   22
CONECT   11   12   12   23
CONECT   12   24
END
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SMILES for NP0000230 (2-Phenylbutyric acid)

CCC(C(O)=O)C1=CC=CC=C1
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INCHI for NP0000230 (2-Phenylbutyric acid)

InChI=1S/C10H12O2/c1-2-9(10(11)12)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3,(H,11,12)
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View in JSmol
Synonyms
ValueSource
alpha-Ethyl-alpha-toluic acidChEBI
alpha-Phenylbutyric acidChEBI
a-Ethyl-a-toluateGenerator
a-Ethyl-a-toluic acidGenerator
alpha-Ethyl-alpha-toluateGenerator
Α-ethyl-α-toluateGenerator
Α-ethyl-α-toluic acidGenerator
a-PhenylbutyrateGenerator
a-Phenylbutyric acidGenerator
alpha-PhenylbutyrateGenerator
Α-phenylbutyrateGenerator
Α-phenylbutyric acidGenerator
2-PhenylbutyrateGenerator
(RS)-2-PhenylbutanoateHMDB
(RS)-2-Phenylbutanoic acidHMDB
2-PhenylbutanoateHMDB
2-Phenylbutanoic acidHMDB
a-EthylbenzeneacetateHMDB
a-Ethylbenzeneacetic acidHMDB
a-EthylphenylacetateHMDB
a-Ethylphenylacetic acidHMDB
alpha-EthylbenzeneacetateHMDB
alpha-Ethylbenzeneacetic acidHMDB
alpha-EthylphenylacetateHMDB
alpha-Ethylphenylacetic acidHMDB
Chemical FormulaC10H12O2
Average Mass164.2011 Da
Monoisotopic Mass164.08373 Da
IUPAC Name2-phenylbutanoic acid
Traditional Nameα-phenylbutyric acid
CAS Registry Number90-27-7
SMILES
CCC(C(O)=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C10H12O2/c1-2-9(10(11)12)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3,(H,11,12)
InChI KeyOFJWFSNDPCAWDK-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduMU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2023-11-07View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduMU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2023-11-07View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduMU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2023-11-07View Spectrum
1D NMR[13C, ] NMR Spectrum (2D, 201 MHz, CD3OD, experimental)bgnzk@missouri.eduMU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2023-11-07View Spectrum
1D NMR[1H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduMU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2023-11-07View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600.133705802 MHz, CD3OD, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201.216488466 MHz, CD3OD, simulated)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
Artemisia judaicaLOTUS Database
Artemisia sericeaLOTUS Database
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Evernia prunastriLOTUS Database
Gallus gallusFooDB
Glycyrrhiza glabraLOTUS Database
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
Opuntia ficus-indicaLOTUS Database
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Zea maysLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylpropanes
Direct ParentPhenylpropanes
Alternative Parents
Substituents
  • Phenylpropane
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point47.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility417 mg/mLNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.39 g/LALOGPS
logP2.53ALOGPS
logP2.6ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)4.66ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.54 m³·mol⁻¹ChemAxon
Polarizability17.47 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000329
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB021954
KNApSAcK IDNot Available
Chemspider ID6745
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSodium phenylbutyrate
METLIN ID5318
PubChem Compound7012
PDB IDNot Available
ChEBI ID86545
Good Scents IDNot Available
References
General References
  1. Bohner H, Janiak PS, Nitsche V, Eichinger A, Schutz H: Relative bioavailability of different butamirate citrate preparations after single dose oral administration to 18 healthy volunteers. Int J Clin Pharmacol Ther. 1997 Mar;35(3):117-22. [PubMed:9089001 ]
  2. Liu Y, Han P, Li XY, Shih K, Gu JD: Enantioselective degradation and unidirectional chiral inversion of 2-phenylbutyric acid, an intermediate from linear alkylbenzene, by Xanthobacter flavus PA1. J Hazard Mater. 2011 Sep 15;192(3):1633-40. doi: 10.1016/j.jhazmat.2011.06.088. Epub 2011 Jul 5. [PubMed:21794984 ]
  3. Tsamis MT, Mange AM, Farinotti R, Mahuzier G: [Assay of 2-phenylbutyric acid in plasma with gas and liquid chromatography]. J Chromatogr. 1983 Oct 14;277:61-9. [PubMed:6643637 ]
  4. Tong S, Zhang H, Cheng D: Preparative Enantioseparation of beta-Substituted-2-Phenylpropionic Acids by Countercurrent Chromatography With Substituted beta-Cyclodextrin as Chiral Selectors. Chirality. 2015 Nov;27(11):795-801. doi: 10.1002/chir.22497. Epub 2015 Sep 3. [PubMed:26333843 ]
  5. Wang Y, Nan X, Zhao Y, Jiang L, Wang M, Wang H, Zhang F, Xue F, Hua D, Liu J, Yao J, Xiong B: Rumen microbiome structure and metabolites activity in dairy cows with clinical and subclinical mastitis. J Anim Sci Biotechnol. 2021 Feb 8;12(1):36. doi: 10.1186/s40104-020-00543-1. [PubMed:33557959 ]
  6. Geibel C, Dittrich K, Woiwode U, Kohout M, Zhang T, Lindner W, Lammerhofer M: Evaluation of superficially porous particle based zwitterionic chiral ion exchangers against fully porous particle benchmarks for enantioselective ultra-high performance liquid chromatography. J Chromatogr A. 2019 Oct 11;1603:130-140. doi: 10.1016/j.chroma.2019.06.026. Epub 2019 Jun 14. [PubMed:31235330 ]
  7. Gharibi Loron A, Sardari S, Narenjkar J, Sayyah M: In silico Screening and Evaluation of the Anticonvulsant Activity of Docosahexaenoic Acid-Like Molecules in Experimental Models of Seizures. Iran Biomed J. 2017 Jan;21(1):32-9. doi: 10.6091/.21.1.32. Epub 2016 Sep 4. [PubMed:27592363 ]