Hmdb loader

Showing metabocard for Monobenzone (HMDB0014738)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
enzymes (1) Show 1 protein
Show more...Show more...Show more...Show more...
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:50 UTC
Update Date2023-02-21 17:18:16 UTC
HMDB IDHMDB0014738
Secondary Accession Numbers
  • HMDB14738
Metabolite Identification
Common NameMonobenzone
DescriptionMonobenzone is the monobenzyl ether of hydroquinone used medically for depigmentation. Monobenzone occurs as a white, almost tasteless crystalline powder, soluble in alcohol and practically insoluble in water. The topical application of monobenzone in animals increases the excretion of melanin from the melanocytes. The same action is thought to be responsible for the depigmenting effect of the drug in humans. Monobenzone may cause destruction of melanocytes and permanent depigmentation.
Structure
Data?1676999896
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0014738 (Monobenzone)

600
  Mrv0541 02231214482D          

 15 16  0  0  0  0            999 V2000
    2.3644    0.3341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -2.9659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    1.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -0.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    1.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    2.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    2.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    3.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -2.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  0  0  0  0
  2 15  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  2  0  0  0  0
  3  7  1  0  0  0  0
  5  8  2  0  0  0  0
  5  9  1  0  0  0  0
  6 10  1  0  0  0  0
  7 11  2  0  0  0  0
  8 13  1  0  0  0  0
  9 14  2  0  0  0  0
 10 12  2  0  0  0  0
 11 12  1  0  0  0  0
 13 15  2  0  0  0  0
 14 15  1  0  0  0  0
M  END
Download

3D MOL for HMDB0014738 (Monobenzone)

HMDB0014738
     RDKit          3D
Monobenzone
 27 28  0  0  0  0  0  0  0  0999 V2000
    5.7364   -0.3452    0.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3587   -0.2255    0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8123    0.2347    1.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4467    0.3525    1.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5654    0.0221    0.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1832    0.1522    0.6185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6487   -0.2063   -0.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0713   -0.0114   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8073   -1.0330    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1316   -0.8870    0.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7869    0.3065    0.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0702    1.3259   -0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7317    1.1875   -0.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1140   -0.4375   -0.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4798   -0.5550   -0.8669 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2217    0.4703   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4499    0.5107    2.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0021    0.7160    2.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4776   -1.2942   -0.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558    0.3318   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3128   -1.9727    0.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6616   -1.7219    1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8355    0.4234    0.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6127    2.2659   -0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1897    2.0006   -0.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4258   -0.6942   -1.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8972   -0.9162   -1.7946 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  1  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
  5 14  1  0
 14 15  2  0
 15  2  1  0
 13  8  1  0
  1 16  1  0
  3 17  1  0
  4 18  1  0
  7 19  1  0
  7 20  1  0
  9 21  1  0
 10 22  1  0
 11 23  1  0
 12 24  1  0
 13 25  1  0
 14 26  1  0
 15 27  1  0
M  END
Download

3D SDF for HMDB0014738 (Monobenzone)

600
  Mrv0541 02231214482D          

 15 16  0  0  0  0            999 V2000
    2.3644    0.3341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -2.9659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    1.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -0.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    1.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    2.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    2.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    3.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644   -2.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  0  0  0  0
  2 15  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  2  0  0  0  0
  3  7  1  0  0  0  0
  5  8  2  0  0  0  0
  5  9  1  0  0  0  0
  6 10  1  0  0  0  0
  7 11  2  0  0  0  0
  8 13  1  0  0  0  0
  9 14  2  0  0  0  0
 10 12  2  0  0  0  0
 11 12  1  0  0  0  0
 13 15  2  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014738

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(OCC2=CC=CC=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H12O2/c14-12-6-8-13(9-7-12)15-10-11-4-2-1-3-5-11/h1-9,14H,10H2

> <INCHI_KEY>
VYQNWZOUAUKGHI-UHFFFAOYSA-N

> <FORMULA>
C13H12O2

> <MOLECULAR_WEIGHT>
200.2332

> <EXACT_MASS>
200.083729628

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
21.9104443930156

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(benzyloxy)phenol

> <ALOGPS_LOGP>
3.08

> <JCHEM_LOGP>
3.236482346

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.914679353242907

> <JCHEM_PKA_STRONGEST_BASIC>
-4.848361687075011

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
59.11470000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.92e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
superlite

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0014738 (Monobenzone)

HMDB0014738
     RDKit          3D
Monobenzone
 27 28  0  0  0  0  0  0  0  0999 V2000
    5.7364   -0.3452    0.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3587   -0.2255    0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8123    0.2347    1.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4467    0.3525    1.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5654    0.0221    0.4488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1832    0.1522    0.6185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6487   -0.2063   -0.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0713   -0.0114   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8073   -1.0330    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1316   -0.8870    0.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7869    0.3065    0.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0702    1.3259   -0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7317    1.1875   -0.3613 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1140   -0.4375   -0.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4798   -0.5550   -0.8669 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2217    0.4703   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4499    0.5107    2.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0021    0.7160    2.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4776   -1.2942   -0.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558    0.3318   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3128   -1.9727    0.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6616   -1.7219    1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8355    0.4234    0.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6127    2.2659   -0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1897    2.0006   -0.8045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4258   -0.6942   -1.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8972   -0.9162   -1.7946 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  1  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
  5 14  1  0
 14 15  2  0
 15  2  1  0
 13  8  1  0
  1 16  1  0
  3 17  1  0
  4 18  1  0
  7 19  1  0
  7 20  1  0
  9 21  1  0
 10 22  1  0
 11 23  1  0
 12 24  1  0
 13 25  1  0
 14 26  1  0
 15 27  1  0
M  END
Download

PDB for HMDB0014738 (Monobenzone)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 600                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       4.414   0.624   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       4.414  -5.536   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.747   2.934   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.747   1.394   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.414  -0.916   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.414   3.704   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081   3.704   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.080  -1.686   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.747  -1.686   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414   5.244   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.081   5.244   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.747   6.014   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.080  -3.226   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.747  -3.226   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414  -3.996   0.000  0.00  0.00           C+0
CONECT    1    4    5                                                       
CONECT    2   15                                                            
CONECT    3    4    6    7                                                  
CONECT    4    1    3                                                       
CONECT    5    1    8    9                                                  
CONECT    6    3   10                                                       
CONECT    7    3   11                                                       
CONECT    8    5   13                                                       
CONECT    9    5   14                                                       
CONECT   10    6   12                                                       
CONECT   11    7   12                                                       
CONECT   12   10   11                                                       
CONECT   13    8   15                                                       
CONECT   14    9   15                                                       
CONECT   15    2   13   14                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END
Download

3D PDB for HMDB0014738 (Monobenzone)

COMPND    HMDB0014738
HETATM    1  O1  UNL     1       5.736  -0.345   0.006  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.359  -0.225   0.148  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.812   0.235   1.328  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.447   0.352   1.466  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.565   0.022   0.449  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.183   0.152   0.619  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.649  -0.206  -0.469  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.071  -0.011  -0.128  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.807  -1.033   0.445  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.132  -0.887   0.775  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.787   0.307   0.542  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.070   1.326  -0.025  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.732   1.187  -0.361  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.114  -0.437  -0.729  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.480  -0.555  -0.867  1.00  0.00           C  
HETATM   16  H1  UNL     1       6.222   0.470  -0.354  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.450   0.511   2.164  1.00  0.00           H  
HETATM   18  H3  UNL     1       2.002   0.716   2.397  1.00  0.00           H  
HETATM   19  H4  UNL     1      -0.478  -1.294  -0.712  1.00  0.00           H  
HETATM   20  H5  UNL     1      -0.356   0.332  -1.412  1.00  0.00           H  
HETATM   21  H6  UNL     1      -2.313  -1.973   0.634  1.00  0.00           H  
HETATM   22  H7  UNL     1      -4.662  -1.722   1.222  1.00  0.00           H  
HETATM   23  H8  UNL     1      -5.835   0.423   0.802  1.00  0.00           H  
HETATM   24  H9  UNL     1      -4.613   2.266  -0.201  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.190   2.001  -0.805  1.00  0.00           H  
HETATM   26  H11 UNL     1       1.426  -0.694  -1.520  1.00  0.00           H  
HETATM   27  H12 UNL     1       3.897  -0.916  -1.795  1.00  0.00           H  
CONECT    1    2   16
CONECT    2    3    3   15
CONECT    3    4   17
CONECT    4    5    5   18
CONECT    5    6   14
CONECT    6    7
CONECT    7    8   19   20
CONECT    8    9    9   13
CONECT    9   10   21
CONECT   10   11   11   22
CONECT   11   12   23
CONECT   12   13   13   24
CONECT   13   25
CONECT   14   15   15   26
CONECT   15   27
END
Download

SMILES for HMDB0014738 (Monobenzone)

OC1=CC=C(OCC2=CC=CC=C2)C=C1
Download

INCHI for HMDB0014738 (Monobenzone)

InChI=1S/C13H12O2/c14-12-6-8-13(9-7-12)15-10-11-4-2-1-3-5-11/h1-9,14H,10H2
Download
View in JSmolView Stereo Labels
Synonyms
Chemical FormulaC13H12O2
Average Molecular Weight200.2332
Monoisotopic Molecular Weight200.083729628
IUPAC Name4-(benzyloxy)phenol
Traditional Namesuperlite
CAS Registry Number103-16-2
SMILES
OC1=CC=C(OCC2=CC=CC=C2)C=C1
InChI Identifier
InChI=1S/C13H12O2/c14-12-6-8-13(9-7-12)15-10-11-4-2-1-3-5-11/h1-9,14H,10H2
InChI KeyVYQNWZOUAUKGHI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 4-alkoxyphenols. These are phenols that carry an alkoxy group at the 4-position of the benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub Class4-alkoxyphenols
Direct Parent4-alkoxyphenols
Alternative Parents
Substituents
  • 4-alkoxyphenol
  • Phenoxy compound
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point110 - 118 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.039 g/LNot Available
LogP3.2Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00600 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00600 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00600
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID7356
KEGG Compound IDC14244
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMonobenzone
METLIN IDNot Available
PubChem Compound7638
PDB IDNot Available
ChEBI ID34380
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Tyrosinase
General function:
Involved in oxidoreductase activity
Specific function:
This is a copper-containing oxidase that functions in the formation of pigments such as melanins and other polyphenolic compounds. Catalyzes the rate-limiting conversions of tyrosine to DOPA, DOPA to DOPA-quinone and possibly 5,6-dihydroxyindole to indole-5,6 quinone.
Gene Name:
TYR
Uniprot ID:
P14679
Molecular weight:
60392.69
References
  1. Chen YR, Y-Y R, Lin TY, Huang CP, Tang WC, Chen ST, Lin SB: Identification of an Alkylhydroquinone from Rhus succedanea as an Inhibitor of Tyrosinase and Melanogenesis. J Agric Food Chem. 2009 Mar 25;57(6):2200-5. doi: 10.1021/jf802617a. [PubMed:19159217 ]