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Showing NP-Card for 3-Phenylbutyric acid (NP0000492)

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Record Information
Version1.0
Created at2006-05-22 14:17:29 UTC
Updated at2021-10-07 20:40:33 UTC
NP-MRD IDNP0000492
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-Phenylbutyric acid
Description3-Phenylbutyric acid, also known as 3-phenylbutyrate or (RS)-3-phenylbutanoate, belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. Adverse effects Nearly 1/4 women may experience an adverse effect of amenorrhea or menstrual dysfunction. Sodium phenylbutyrate can act as a chemical chaperone, stabilising the mutant CFTR in the endoplasmic reticulum and allowing it to reach the cell surface. A 5g tablet or powder of sodium phenylbutyrate taken by mouth can be detected in the blood within 15 minutes, and reaches peak concentration in the bloodstream within an hour.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000492 (3-Phenylbutyric acid)


  Mrv1652305261923582D          

 12 12  0  0  0  0            999 V2000
    7.8005   -4.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5150   -4.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2294   -4.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9438   -4.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6584   -4.4929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9438   -5.7305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5150   -5.7304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2294   -6.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8005   -6.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2294   -6.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8005   -6.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5150   -7.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  3  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  2  0  0  0  0
 10  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 12 11  2  0  0  0  0
  2  7  1  0  0  0  0
M  END
Download

3D MOL for NP0000492 (3-Phenylbutyric acid)

HMDB0001955
     RDKit          3D
3-Phenylbutyric acid
 24 24  0  0  0  0  0  0  0  0999 V2000
    0.9058   -1.8118    0.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6619   -0.3428    0.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5854    0.2778   -0.6133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0092    0.0937   -0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3970   -0.4817    0.7993 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9609    0.6143   -1.0980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002    0.0225    0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3593   -0.4170   -1.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6517   -0.0130   -1.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3478    0.8296   -0.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6958    1.2695    0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4003    0.8608    0.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -2.0837    1.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8433   -2.0498    0.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1204   -2.4450    0.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9366    0.1455    1.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4352   -0.2164   -1.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3821    1.3595   -0.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3397    1.5554   -1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8300   -1.0692   -1.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1231   -0.3920   -2.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3632    1.1103   -0.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2285    1.9340    1.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9474    1.2497    1.8388 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
  2  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
  3 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 NP0000492 (3-Phenylbutyric acid)


  Mrv1652305261923582D          

 12 12  0  0  0  0            999 V2000
    7.8005   -4.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5150   -4.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2294   -4.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9438   -4.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6584   -4.4929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9438   -5.7305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5150   -5.7304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2294   -6.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8005   -6.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2294   -6.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8005   -6.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5150   -7.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  3  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  2  0  0  0  0
 10  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 12 11  2  0  0  0  0
  2  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000492

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H12O2/c1-8(7-10(11)12)9-5-3-2-4-6-9/h2-6,8H,7H2,1H3,(H,11,12)

> <INCHI_KEY>
ZZEWMYILWXCRHZ-UHFFFAOYSA-N

> <FORMULA>
C10H12O2

> <MOLECULAR_WEIGHT>
164.2011

> <EXACT_MASS>
164.083729628

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
17.483084552560392

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-phenylbutanoic acid

> <ALOGPS_LOGP>
2.47

> <JCHEM_LOGP>
2.3425818666666665

> <ALOGPS_LOGS>
-2.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.792476454512799

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
46.51520000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.39e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-phenylbutyric acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0000492 (3-Phenylbutyric acid)

HMDB0001955
     RDKit          3D
3-Phenylbutyric acid
 24 24  0  0  0  0  0  0  0  0999 V2000
    0.9058   -1.8118    0.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6619   -0.3428    0.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5854    0.2778   -0.6133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0092    0.0937   -0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3970   -0.4817    0.7993 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9609    0.6143   -1.0980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002    0.0225    0.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3593   -0.4170   -1.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6517   -0.0130   -1.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3478    0.8296   -0.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6958    1.2695    0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4003    0.8608    0.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -2.0837    1.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8433   -2.0498    0.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1204   -2.4450    0.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9366    0.1455    1.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4352   -0.2164   -1.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3821    1.3595   -0.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3397    1.5554   -1.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8300   -1.0692   -1.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1231   -0.3920   -2.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3632    1.1103   -0.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2285    1.9340    1.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9474    1.2497    1.8388 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
  2  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
  3 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 NP0000492 (3-Phenylbutyric acid)

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0      14.561  -8.387   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.895  -9.157   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.228  -8.387   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.562  -9.157   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      19.896  -8.387   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      18.562 -10.697   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      15.895 -10.697   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.228 -11.467   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.561 -11.467   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.228 -13.007   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.561 -13.007   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.895 -13.777   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    5    6    3                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    8    9    2                                                  
CONECT    8    7   10                                                       
CONECT    9    7   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 NP0000492 (3-Phenylbutyric acid)

COMPND    HMDB0001955
HETATM    1  C1  UNL     1       0.906  -1.812   0.586  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.662  -0.343   0.432  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.585   0.278  -0.613  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.009   0.094  -0.227  1.00  0.00           C  
HETATM    5  O1  UNL     1       3.397  -0.482   0.799  1.00  0.00           O  
HETATM    6  O2  UNL     1       3.961   0.614  -1.098  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.700   0.022   0.079  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.359  -0.417  -1.059  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.652  -0.013  -1.304  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.348   0.830  -0.454  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.696   1.269   0.681  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.400   0.861   0.920  1.00  0.00           C  
HETATM   13  H1  UNL     1       1.070  -2.084   1.640  1.00  0.00           H  
HETATM   14  H2  UNL     1       1.843  -2.050   0.034  1.00  0.00           H  
HETATM   15  H3  UNL     1       0.120  -2.445   0.137  1.00  0.00           H  
HETATM   16  H4  UNL     1       0.937   0.145   1.386  1.00  0.00           H  
HETATM   17  H5  UNL     1       1.435  -0.216  -1.583  1.00  0.00           H  
HETATM   18  H6  UNL     1       1.382   1.359  -0.723  1.00  0.00           H  
HETATM   19  H7  UNL     1       4.340   1.555  -1.003  1.00  0.00           H  
HETATM   20  H8  UNL     1      -0.830  -1.069  -1.724  1.00  0.00           H  
HETATM   21  H9  UNL     1      -3.123  -0.392  -2.219  1.00  0.00           H  
HETATM   22  H10 UNL     1      -4.363   1.110  -0.703  1.00  0.00           H  
HETATM   23  H11 UNL     1      -3.228   1.934   1.362  1.00  0.00           H  
HETATM   24  H12 UNL     1      -0.947   1.250   1.839  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    7   16
CONECT    3    4   17   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 NP0000492 (3-Phenylbutyric acid)

CC(CC(O)=O)C1=CC=CC=C1
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INCHI for NP0000492 (3-Phenylbutyric acid)

InChI=1S/C10H12O2/c1-8(7-10(11)12)9-5-3-2-4-6-9/h2-6,8H,7H2,1H3,(H,11,12)
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View in JSmol
Synonyms
ValueSource
3-PhenylbutyrateGenerator
3-Phenylbutiric acidHMDB
3-PhenylbutirateHMDB
(RS)-3-PhenylbutanoateHMDB
(RS)-3-Phenylbutanoic acidHMDB
3-PhenylbutanoateHMDB
3-Phenylbutanoic acidHMDB
b-MethylbenzenepropanoateHMDB
b-Methylbenzenepropanoic acidHMDB
b-MethylhydrocinnamateHMDB
b-Methylhydrocinnamic acidHMDB
b-Phenyl-N-butyrateHMDB
b-Phenyl-N-butyric acidHMDB
b-PhenylbutyrateHMDB
b-Phenylbutyric acidHMDB
beta-MethylbenzenepropanoateHMDB
beta-Methylbenzenepropanoic acidHMDB
beta-MethylhydrocinnamateHMDB
beta-Methylhydrocinnamic acidHMDB
beta-Phenyl-N-butyrateHMDB
beta-Phenyl-N-butyric acidHMDB
beta-PhenylbutyrateHMDB
beta-Phenylbutyric acidHMDB
3-PBHMDB
3-Phenylbutyric acidMeSH
Chemical FormulaC10H12O2
Average Mass164.2011 Da
Monoisotopic Mass164.08373 Da
IUPAC Name3-phenylbutanoic acid
Traditional Nameβ-phenylbutyric acid
CAS Registry Number4593-90-2
SMILES
CC(CC(O)=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C10H12O2/c1-8(7-10(11)12)9-5-3-2-4-6-9/h2-6,8H,7H2,1H3,(H,11,12)
InChI KeyZZEWMYILWXCRHZ-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, 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
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 phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassPhenylpropanoic acids
Sub ClassNot Available
Direct ParentPhenylpropanoic acids
Alternative Parents
Substituents
  • 3-phenylpropanoic-acid
  • Benzenoid
  • Monocyclic benzene moiety
  • 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 DescriptorsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point39 - 37 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP2.18Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility0.54 g/LALOGPS
logP2.47ALOGPS
logP2.34ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)4.79ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.52 m³·mol⁻¹ChemAxon
Polarizability17.48 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0001955
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022762
KNApSAcK IDNot Available
Chemspider ID19513
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSodium phenylbutyrate
METLIN ID6399
PubChem Compound20724
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Ki KR, Lee J, Ha D, Kim JH: Configurational analysis of chiral acids as O-trifluoroacetylated (-)-menthyl esters by achiral dual-capillary column gas chromatography. J Chromatogr A. 2000 Sep 8;891(2):257-66. [PubMed:11043786 ]
  2. van Landeghem AA, Somers-Pijnenburg YT, Somers WJ, Stokwielder C, de Bruyn W, van den Berg GB: Adsorption of small hydroxy acids on glass: a pitfall in quantitative urinary organic acid analysis by GC-MS. J Inherit Metab Dis. 1999 May;22(3):293-6. [PubMed:10384390 ]
  3. Gundersen POM, Broecker S, Slordal L, Spigset O, Josefsson M: Retrospective screening of synthetic cannabinoids, synthetic opioids and designer benzodiazepines in data files from forensic post mortem samples analysed by UHPLC-QTOF-MS from 2014 to 2018. Forensic Sci Int. 2020 Jun;311:110274. doi: 10.1016/j.forsciint.2020.110274. Epub 2020 Apr 3. [PubMed:32302877 ]
  4. Nhi-Cong le T, Mai CT, Minh NN, Ha HP, Lien do T, Tuan do V, Quyen DV, Ike M, Uyen do TT: Degradation of sec-hexylbenzene and its metabolites by a biofilm-forming yeast Trichosporon asahii B1 isolated from oil-contaminated sediments in Quangninh coastal zone, Vietnam. J Environ Sci Health A Tox Hazard Subst Environ Eng. 2016;51(3):267-75. doi: 10.1080/10934529.2015.1094351. Epub 2015 Dec 14. [PubMed:26654204 ]
  5. Nobili A, Tao Y, Pavlidis IV, van den Bergh T, Joosten HJ, Tan T, Bornscheuer UT: Simultaneous use of in silico design and a correlated mutation network as a tool to efficiently guide enzyme engineering. Chembiochem. 2015 Mar 23;16(5):805-10. doi: 10.1002/cbic.201402665. Epub 2015 Feb 25. [PubMed:25711719 ]