Np mrd loader

Showing NP-Card for alpha-Naphthoic acid (NP0002644)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2020-11-23 18:25:56 UTC
Updated at2021-08-12 19:51:44 UTC
NP-MRD IDNP0002644
Secondary Accession NumbersNone
Natural Product Identification
Common Namealpha-Naphthoic acid
Provided ByBMRBBMRB logo
Description1-Naphthoic acid is also known as a-naphthoate. 1-Naphthoic acid exists in all living organisms, ranging from bacteria to humans. 1-Naphthoic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. alpha-Naphthoic acid was first documented in 2013 (PMID: 23178176). Based on a literature review very few articles have been published on 1-naphthoic acid (PMID: 24033877) (PMID: 34153772) (PMID: 34144307).
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002644 (alpha-Naphthoic acid)


     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -1.7996   -2.5885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3296   -1.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8098   -0.9426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3793   -0.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9093    1.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    2.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5212    2.2966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0512    0.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5315    0.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0614   -0.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1112   -1.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6309   -1.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1009   -0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7601   -2.1032    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3895    1.6213    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4890    3.9425    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4715    3.4572    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4817    1.8112    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5417   -0.9953    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6411   -3.3165    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -2.8311    0.0000 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  4  1  0
 13  8  1  0
  3 14  1  0
  5 15  1  0
  6 16  1  0
  7 17  1  0
  9 18  1  0
 10 19  1  0
 11 20  1  0
 12 21  1  0
M  END
Download

3D MOL for NP0002644 (alpha-Naphthoic acid)

NP0002644
     RDKit          3D

 21 22  0  0  0  0  0  0  0  0999 V2000
    2.6420   -1.4223   -0.2058 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4698   -0.2766    0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6070    0.4008    0.7180 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1767    0.3760    0.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1686    1.7588    0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0378    2.4040    0.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2016    1.7329    0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2046    0.3776   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4131   -0.2424   -0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4120   -1.5909   -0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2328   -2.3000   -0.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299   -1.6389   -0.3340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158   -0.3076   -0.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5334    0.0977    0.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1022    2.2531    0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0087    3.4660    0.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1534    2.2787    0.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3379    0.3327   -0.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3623   -2.0992   -0.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1930   -3.3723   -0.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8717   -2.2280   -0.3305 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  4  1  0
 13  8  1  0
  3 14  1  0
  5 15  1  0
  6 16  1  0
  7 17  1  0
  9 18  1  0
 10 19  1  0
 11 20  1  0
 12 21  1  0
M  END
Download

3D SDF for NP0002644 (alpha-Naphthoic acid)


     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -1.7996   -2.5885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3296   -1.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8098   -0.9426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3793   -0.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9093    1.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    2.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5212    2.2966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0512    0.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5315    0.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0614   -0.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1112   -1.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6309   -1.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1009   -0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7601   -2.1032    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3895    1.6213    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4890    3.9425    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4715    3.4572    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4817    1.8112    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5417   -0.9953    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6411   -3.3165    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -2.8311    0.0000 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  4  1  0
 13  8  1  0
  3 14  1  0
  5 15  1  0
  6 16  1  0
  7 17  1  0
  9 18  1  0
 10 19  1  0
 11 20  1  0
 12 21  1  0
M  END
> <DATABASE_ID>
NP0002644

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C1=C2C=CC=CC2=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H8O2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,(H,12,13)

> <INCHI_KEY>
LNETULKMXZVUST-UHFFFAOYSA-N

> <FORMULA>
C11H8O2

> <MOLECULAR_WEIGHT>
172.18

> <EXACT_MASS>
172.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
17.6649257480261

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
naphthalene-1-carboxylic acid

> <ALOGPS_LOGP>
2.79

> <JCHEM_LOGP>
2.620305480666667

> <ALOGPS_LOGS>
-2.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6324364588437397

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
49.76440000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.12e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
naphthoic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0002644 (alpha-Naphthoic acid)

NP0002644
     RDKit          3D

 21 22  0  0  0  0  0  0  0  0999 V2000
    2.6420   -1.4223   -0.2058 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4698   -0.2766    0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6070    0.4008    0.7180 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1767    0.3760    0.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1686    1.7588    0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0378    2.4040    0.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2016    1.7329    0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2046    0.3776   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4131   -0.2424   -0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4120   -1.5909   -0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2328   -2.3000   -0.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299   -1.6389   -0.3340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158   -0.3076   -0.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5334    0.0977    0.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1022    2.2531    0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0087    3.4660    0.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1534    2.2787    0.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3379    0.3327   -0.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3623   -2.0992   -0.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1930   -3.3723   -0.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8717   -2.2280   -0.3305 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  4  1  0
 13  8  1  0
  3 14  1  0
  5 15  1  0
  6 16  1  0
  7 17  1  0
  9 18  1  0
 10 19  1  0
 11 20  1  0
 12 21  1  0
M  END
Download

PDB for NP0002644 (alpha-Naphthoic acid)

HEADER    PROTEIN                                 02-SEP-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-13         0                                  
HETATM    1  C   UNK     0      11.139  -6.725   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.806  -5.955   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.806  -4.415   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.473  -5.955   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.473  -4.415   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.139  -3.645   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.807  -6.725   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.140  -5.955   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.140  -4.415   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.807  -3.645   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.139  -8.265   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.473  -9.035   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       9.806  -9.035   0.000  0.00  0.00           O+0
CONECT    1    2    4   11                                                  
CONECT    2    1    3                                                       
CONECT    3    2    6                                                       
CONECT    4    1    5    7                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    3                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    1   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END
Download

3D PDB for NP0002644 (alpha-Naphthoic acid)

COMPND    NP0002644
HETATM    1  O1  UNL     1       2.642  -1.422  -0.206  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.470  -0.277   0.221  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.607   0.401   0.718  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.177   0.376   0.229  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.169   1.759   0.518  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.038   2.404   0.500  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.202   1.733   0.212  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.205   0.378  -0.071  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.413  -0.242  -0.346  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.412  -1.591  -0.618  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.233  -2.300  -0.616  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.030  -1.639  -0.334  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.016  -0.308  -0.060  1.00  0.00           C  
HETATM   14  H1  UNL     1       4.533   0.098   0.522  1.00  0.00           H  
HETATM   15  H2  UNL     1       2.102   2.253   0.739  1.00  0.00           H  
HETATM   16  H3  UNL     1      -0.009   3.466   0.726  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.153   2.279   0.206  1.00  0.00           H  
HETATM   18  H5  UNL     1      -3.338   0.333  -0.344  1.00  0.00           H  
HETATM   19  H6  UNL     1      -3.362  -2.099  -0.838  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.193  -3.372  -0.827  1.00  0.00           H  
HETATM   21  H8  UNL     1       0.872  -2.228  -0.330  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5    5   13
CONECT    5    6   15
CONECT    6    7    7   16
CONECT    7    8   17
CONECT    8    9    9   13
CONECT    9   10   18
CONECT   10   11   11   19
CONECT   11   12   20
CONECT   12   13   13   21
END
Download

SMILES for NP0002644 (alpha-Naphthoic acid)

OC(=O)C1=C2C=CC=CC2=CC=C1
Download

INCHI for NP0002644 (alpha-Naphthoic acid)

InChI=1S/C11H8O2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,(H,12,13)
Download
View in JSmol
Synonyms
ValueSource
1-CarboxynaphthaleneChEBI
1-Naphthalenecarboxylic acidChEBI
alpha-Naphthoic acidChEBI
1-NaphthalenecarboxylateGenerator
a-NaphthoateGenerator
a-Naphthoic acidGenerator
alpha-NaphthoateGenerator
Α-naphthoateGenerator
Α-naphthoic acidGenerator
1-NaphthoateGenerator
Naphthoic acidMeSH
1-Naphthoic acid, calcium saltMeSH
1-Naphthoic acid, sodium saltMeSH
Chemical FormulaC11H8O2
Average Mass172.1800 Da
Monoisotopic Mass172.05243 Da
IUPAC Namenaphthalene-1-carboxylic acid
Traditional Namenaphthoic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C1=C2C=CC=CC2=CC=C1
InChI Identifier
InChI=1S/C11H8O2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,(H,12,13)
InChI KeyLNETULKMXZVUST-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Species Where Detected
Species NameSourceReference
Escherichia coliKNApSAcK Database
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as naphthalenecarboxylic acids. These are compounds containing a naphthalene moiety, which bears a carboxylic acid group one or more positions. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNaphthalenecarboxylic acids and derivatives
Direct ParentNaphthalenecarboxylic acids
Alternative Parents
Substituents
  • 1-naphthalenecarboxylic acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.79ALOGPS
logP2.62ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)3.63ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity49.76 m³·mol⁻¹ChemAxon
Polarizability17.66 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0061284
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00019348
Chemspider ID6586
KEGG Compound IDC14091
BioCyc IDCPD-7615
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID36466
Good Scents IDNot Available
References
General References
  1. Ghosal D, Dutta A, Chakraborty J, Basu S, Dutta TK: Characterization of the metabolic pathway involved in assimilation of acenaphthene in Acinetobacter sp. strain AGAT-W. Res Microbiol. 2013 Feb-Mar;164(2):155-63. doi: 10.1016/j.resmic.2012.11.003. Epub 2012 Nov 23. [PubMed:23178176 ]
  2. Hadibarata T, Kristanti RA, Hamdzah M: Biosorption and biotransformation of fluoranthene by the white-rot fungus Pleurotus eryngii F032. Biotechnol Appl Biochem. 2014 Mar-Apr;61(2):126-33. doi: 10.1002/bab.1155. Epub 2014 Feb 22. [PubMed:24033877 ]
  3. Qin R, Lin X, Chen Z, Su C, Zhu F, Yang W, Chen Z, Lu P: Evaluation of characteristics and microbial community of anaerobic granular sludge under microplastics and aromatic carboxylic acids exposure. Sci Total Environ. 2021 Jun 8;792:148361. doi: 10.1016/j.scitotenv.2021.148361. [PubMed:34153772 ]
  4. Li X, Ma X, Lang X: Blue light-powered hydroxynaphthoic acid-titanium dioxide photocatalysis for the selective aerobic oxidation of amines. J Colloid Interface Sci. 2021 Jun 8;602:534-543. doi: 10.1016/j.jcis.2021.06.008. [PubMed:34144307 ]