Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:06:34 UTC

Update Date

2021-09-26 23:07:45 UTC

HMDB ID

HMDB0254033

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Leucomalachite green

Description

Leucomalachite green belongs to the class of organic compounds known as triphenyl compounds. These are aromatic compounds containing a triphenyl moiety. Based on a literature review very few articles have been published on Leucomalachite green. This compound has been identified in human blood as reported by (PMID: 31557052 ). Leucomalachite green is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Leucomalachite green is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0254033
     RDKit          3D
Leucomalachite green
 51 53  0  0  0  0  0  0  0  0999 V2000
    4.3730   -3.5292   -0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5377   -2.1334   -0.2195 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8514   -1.5541   -0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4107   -1.3286    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1951   -0.8385    1.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0888   -0.0634    1.5634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1605    0.2627    0.5802 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150    1.1068    0.9360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1843    2.5261    0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2286    2.9505   -0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3756    4.2913   -1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4816    5.2401   -0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4433    4.8625    1.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2976    3.5339    1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2376    0.4815    0.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4990   -0.8000    0.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6510   -1.4749    0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5698   -0.8847   -0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7687   -1.5413   -0.5497 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9292   -1.4317    0.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8640   -2.3127   -1.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3045    0.3862   -0.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1343    1.0677   -0.3164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3884   -0.2285   -0.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4909   -1.0116   -0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7995   -3.9588    0.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3551   -4.0490   -0.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8111   -3.6938   -1.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8971   -0.6217   -0.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6529   -2.2741   -0.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0365   -1.2857    0.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9063   -1.0850    2.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9557    0.2994    2.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791    1.1436    2.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1586    2.2490   -1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4077    4.6133   -2.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5938    6.3056   -0.3668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5285    5.6363    1.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2683    3.2530    2.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7570   -1.2405    1.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8576   -2.4594    1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2628   -0.4009    0.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8109   -1.9657   -0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7378   -1.9837    1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9086   -2.2161   -2.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7291   -3.3755   -1.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1299   -1.9811   -2.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0059    0.8853   -1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0003    2.0392   -0.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6959   -0.0249   -1.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6478   -1.3856   -1.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 18 22  1  0
 22 23  2  0
  7 24  1  0
 24 25  2  0
 25  4  1  0
 14  9  1  0
 23 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  6 33  1  0
  8 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  0
 25 51  1  0
M  END

  Mrv1572004221603512D          

 25 27  0  0  0  0            999 V2000
   -5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 14 10  1  0  0  0  0
 15 11  2  0  0  0  0
 16 12  1  0  0  0  0
 17 13  2  0  0  0  0
 18  8  2  0  0  0  0
 18  9  1  0  0  0  0
 19 10  2  0  0  0  0
 19 11  1  0  0  0  0
 20 12  2  0  0  0  0
 20 13  1  0  0  0  0
 21 14  2  0  0  0  0
 21 15  1  0  0  0  0
 22 16  2  0  0  0  0
 22 17  1  0  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
 23 20  1  0  0  0  0
 24  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24 21  1  0  0  0  0
 25  3  1  0  0  0  0
 25  4  1  0  0  0  0
 25 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254033

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)C1=CC=C(C=C1)C(C1=CC=CC=C1)C1=CC=C(C=C1)N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C23H26N2/c1-24(2)21-14-10-19(11-15-21)23(18-8-6-5-7-9-18)20-12-16-22(17-13-20)25(3)4/h5-17,23H,1-4H3

> <INCHI_KEY>
WZKXBGJNNCGHIC-UHFFFAOYSA-N

> <FORMULA>
C23H26N2

> <MOLECULAR_WEIGHT>
330.475

> <EXACT_MASS>
330.209598845

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
39.948755386345375

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-{[4-(dimethylamino)phenyl](phenyl)methyl}-N,N-dimethylaniline

> <ALOGPS_LOGP>
6.03

> <JCHEM_LOGP>
5.701950629333334

> <ALOGPS_LOGS>
-4.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.174204253944897

> <JCHEM_POLAR_SURFACE_AREA>
6.48

> <JCHEM_REFRACTIVITY>
109.29599999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.49e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{[4-(dimethylamino)phenyl](phenyl)methyl}-N,N-dimethylaniline

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0254033
     RDKit          3D
Leucomalachite green
 51 53  0  0  0  0  0  0  0  0999 V2000
    4.3730   -3.5292   -0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5377   -2.1334   -0.2195 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8514   -1.5541   -0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4107   -1.3286    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1951   -0.8385    1.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0888   -0.0634    1.5634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1605    0.2627    0.5802 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150    1.1068    0.9360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1843    2.5261    0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2286    2.9505   -0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3756    4.2913   -1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4816    5.2401   -0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4433    4.8625    1.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2976    3.5339    1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2376    0.4815    0.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4990   -0.8000    0.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6510   -1.4749    0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5698   -0.8847   -0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7687   -1.5413   -0.5497 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9292   -1.4317    0.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8640   -2.3127   -1.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3045    0.3862   -0.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1343    1.0677   -0.3164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3884   -0.2285   -0.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4909   -1.0116   -0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7995   -3.9588    0.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3551   -4.0490   -0.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8111   -3.6938   -1.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8971   -0.6217   -0.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6529   -2.2741   -0.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0365   -1.2857    0.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9063   -1.0850    2.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9557    0.2994    2.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791    1.1436    2.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1586    2.2490   -1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4077    4.6133   -2.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5938    6.3056   -0.3668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5285    5.6363    1.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2683    3.2530    2.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7570   -1.2405    1.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8576   -2.4594    1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2628   -0.4009    0.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8109   -1.9657   -0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7378   -1.9837    1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9086   -2.2161   -2.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7291   -3.3755   -1.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1299   -1.9811   -2.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0059    0.8853   -1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0003    2.0392   -0.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6959   -0.0249   -1.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6478   -1.3856   -1.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 18 22  1  0
 22 23  2  0
  7 24  1  0
 24 25  2  0
 25  4  1  0
 14  9  1  0
 23 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  6 33  1  0
  8 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  0
 25 51  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0     -10.669   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.336   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -8.002   6.160   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.000   6.160   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      -9.336   6.930   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0       1.334   6.930   0.000  0.00  0.00           N+0
CONECT    1   24                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4   25                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   18                                                       
CONECT    9    7   18                                                       
CONECT   10   14   19                                                       
CONECT   11   15   19                                                       
CONECT   12   16   20                                                       
CONECT   13   17   20                                                       
CONECT   14   10   21                                                       
CONECT   15   11   21                                                       
CONECT   16   12   22                                                       
CONECT   17   13   22                                                       
CONECT   18    8    9   23                                                  
CONECT   19   10   11   23                                                  
CONECT   20   12   13   23                                                  
CONECT   21   14   15   24                                                  
CONECT   22   16   17   25                                                  
CONECT   23   18   19   20                                                  
CONECT   24    1    2   21                                                  
CONECT   25    3    4   22                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0254033
HETATM    1  C1  UNL     1       4.373  -3.529  -0.492  1.00  0.00           C  
HETATM    2  N1  UNL     1       4.538  -2.133  -0.220  1.00  0.00           N  
HETATM    3  C2  UNL     1       5.851  -1.554  -0.190  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.411  -1.329   0.038  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.195  -0.839   1.325  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.089  -0.063   1.563  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.160   0.263   0.580  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.015   1.107   0.936  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.184   2.526   0.547  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.229   2.951  -0.768  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.376   4.291  -1.112  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.482   5.240  -0.118  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.443   4.862   1.209  1.00  0.00           C  
HETATM   14  C13 UNL     1       0.298   3.534   1.494  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.238   0.482   0.499  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.499  -0.800   0.997  1.00  0.00           C  
HETATM   17  C16 UNL     1      -2.651  -1.475   0.671  1.00  0.00           C  
HETATM   18  C17 UNL     1      -3.570  -0.885  -0.162  1.00  0.00           C  
HETATM   19  N2  UNL     1      -4.769  -1.541  -0.550  1.00  0.00           N  
HETATM   20  C18 UNL     1      -5.929  -1.432   0.305  1.00  0.00           C  
HETATM   21  C19 UNL     1      -4.864  -2.313  -1.771  1.00  0.00           C  
HETATM   22  C20 UNL     1      -3.305   0.386  -0.650  1.00  0.00           C  
HETATM   23  C21 UNL     1      -2.134   1.068  -0.316  1.00  0.00           C  
HETATM   24  C22 UNL     1       1.388  -0.229  -0.677  1.00  0.00           C  
HETATM   25  C23 UNL     1       2.491  -1.012  -0.958  1.00  0.00           C  
HETATM   26  H1  UNL     1       3.800  -3.959   0.377  1.00  0.00           H  
HETATM   27  H2  UNL     1       5.355  -4.049  -0.565  1.00  0.00           H  
HETATM   28  H3  UNL     1       3.811  -3.694  -1.443  1.00  0.00           H  
HETATM   29  H4  UNL     1       5.897  -0.622  -0.782  1.00  0.00           H  
HETATM   30  H5  UNL     1       6.653  -2.274  -0.485  1.00  0.00           H  
HETATM   31  H6  UNL     1       6.036  -1.286   0.893  1.00  0.00           H  
HETATM   32  H7  UNL     1       3.906  -1.085   2.105  1.00  0.00           H  
HETATM   33  H8  UNL     1       1.956   0.299   2.580  1.00  0.00           H  
HETATM   34  H9  UNL     1      -0.079   1.144   2.082  1.00  0.00           H  
HETATM   35  H10 UNL     1       0.159   2.249  -1.563  1.00  0.00           H  
HETATM   36  H11 UNL     1       0.408   4.613  -2.129  1.00  0.00           H  
HETATM   37  H12 UNL     1       0.594   6.306  -0.367  1.00  0.00           H  
HETATM   38  H13 UNL     1       0.529   5.636   1.968  1.00  0.00           H  
HETATM   39  H14 UNL     1       0.268   3.253   2.534  1.00  0.00           H  
HETATM   40  H15 UNL     1      -0.757  -1.241   1.655  1.00  0.00           H  
HETATM   41  H16 UNL     1      -2.858  -2.459   1.053  1.00  0.00           H  
HETATM   42  H17 UNL     1      -6.263  -0.401   0.452  1.00  0.00           H  
HETATM   43  H18 UNL     1      -6.811  -1.966  -0.149  1.00  0.00           H  
HETATM   44  H19 UNL     1      -5.738  -1.984   1.257  1.00  0.00           H  
HETATM   45  H20 UNL     1      -5.909  -2.216  -2.125  1.00  0.00           H  
HETATM   46  H21 UNL     1      -4.729  -3.376  -1.490  1.00  0.00           H  
HETATM   47  H22 UNL     1      -4.130  -1.981  -2.534  1.00  0.00           H  
HETATM   48  H23 UNL     1      -4.006   0.885  -1.312  1.00  0.00           H  
HETATM   49  H24 UNL     1      -2.000   2.039  -0.714  1.00  0.00           H  
HETATM   50  H25 UNL     1       0.696  -0.025  -1.513  1.00  0.00           H  
HETATM   51  H26 UNL     1       2.648  -1.386  -1.964  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    4
CONECT    3   29   30   31
CONECT    4    5    5   25
CONECT    5    6   32
CONECT    6    7    7   33
CONECT    7    8   24
CONECT    8    9   15   34
CONECT    9   10   10   14
CONECT   10   11   35
CONECT   11   12   12   36
CONECT   12   13   37
CONECT   13   14   14   38
CONECT   14   39
CONECT   15   16   16   23
CONECT   16   17   40
CONECT   17   18   18   41
CONECT   18   19   22
CONECT   19   20   21
CONECT   20   42   43   44
CONECT   21   45   46   47
CONECT   22   23   23   48
CONECT   23   49
CONECT   24   25   25   50
CONECT   25   51
END

HMDB0254033
     RDKit          3D
Leucomalachite green
 51 53  0  0  0  0  0  0  0  0999 V2000
    4.3730   -3.5292   -0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5377   -2.1334   -0.2195 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8514   -1.5541   -0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4107   -1.3286    0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1951   -0.8385    1.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0888   -0.0634    1.5634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1605    0.2627    0.5802 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150    1.1068    0.9360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1843    2.5261    0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2286    2.9505   -0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3756    4.2913   -1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4816    5.2401   -0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4433    4.8625    1.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2976    3.5339    1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2376    0.4815    0.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4990   -0.8000    0.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6510   -1.4749    0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5698   -0.8847   -0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7687   -1.5413   -0.5497 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9292   -1.4317    0.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8640   -2.3127   -1.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3045    0.3862   -0.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1343    1.0677   -0.3164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3884   -0.2285   -0.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4909   -1.0116   -0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7995   -3.9588    0.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3551   -4.0490   -0.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8111   -3.6938   -1.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8971   -0.6217   -0.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6529   -2.2741   -0.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0365   -1.2857    0.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9063   -1.0850    2.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9557    0.2994    2.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791    1.1436    2.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1586    2.2490   -1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4077    4.6133   -2.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5938    6.3056   -0.3668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5285    5.6363    1.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2683    3.2530    2.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7570   -1.2405    1.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8576   -2.4594    1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2628   -0.4009    0.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8109   -1.9657   -0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7378   -1.9837    1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9086   -2.2161   -2.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7291   -3.3755   -1.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1299   -1.9811   -2.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0059    0.8853   -1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0003    2.0392   -0.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6959   -0.0249   -1.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6478   -1.3856   -1.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 18 22  1  0
 22 23  2  0
  7 24  1  0
 24 25  2  0
 25  4  1  0
 14  9  1  0
 23 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  6 33  1  0
  8 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  0
 25 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4,4'-Benzylidenebis(N,N-dimethylaniline)	MeSH
Leucomalachite green	MeSH

Chemical Formula

C₂₃H₂₆N₂

Average Molecular Weight

330.475

Monoisotopic Molecular Weight

330.209598845

IUPAC Name

4-{[4-(dimethylamino)phenyl](phenyl)methyl}-N,N-dimethylaniline

Traditional Name

4-{[4-(dimethylamino)phenyl](phenyl)methyl}-N,N-dimethylaniline

CAS Registry Number

Not Available

SMILES

CN(C)C1=CC=C(C=C1)C(C1=CC=CC=C1)C1=CC=C(C=C1)N(C)C

InChI Identifier

InChI=1S/C23H26N2/c1-24(2)21-14-10-19(11-15-21)23(18-8-6-5-7-9-18)20-12-16-22(17-13-20)25(3)4/h5-17,23H,1-4H3

InChI Key

WZKXBGJNNCGHIC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triphenyl compounds. These are aromatic compounds containing a triphenyl moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Triphenyl compounds

Sub Class

Not Available

Direct Parent

Triphenyl compounds

Alternative Parents

Substituents

Triphenyl compound
Aniline or substituted anilines
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Monocyclic benzene moiety
Tertiary amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	6.03	ALOGPS
logP	5.7	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Basic)	5.17	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	6.48 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	109.3 m³·mol⁻¹	ChemAxon
Polarizability	39.95 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	181.159	30932474
DeepCCS	[M-H]-	178.801	30932474
DeepCCS	[M-2H]-	212.749	30932474
DeepCCS	[M+Na]+	187.976	30932474
AllCCS	[M+H]+	182.3	32859911
AllCCS	[M+H-H2O]+	179.0	32859911
AllCCS	[M+NH4]+	185.3	32859911
AllCCS	[M+Na]+	186.2	32859911
AllCCS	[M-H]-	189.5	32859911
AllCCS	[M+Na-2H]-	188.9	32859911
AllCCS	[M+HCOO]-	188.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Leucomalachite green	CN(C)C1=CC=C(C=C1)C(C1=CC=CC=C1)C1=CC=C(C=C1)N(C)C	3717.2	Standard polar	33892256
Leucomalachite green	CN(C)C1=CC=C(C=C1)C(C1=CC=CC=C1)C1=CC=C(C=C1)N(C)C	2800.7	Standard non polar	33892256
Leucomalachite green	CN(C)C1=CC=C(C=C1)C(C1=CC=CC=C1)C1=CC=C(C=C1)N(C)C	2889.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Leucomalachite green GC-MS (Non-derivatized) - 70eV, Positive	splash10-0wn9-1297000000-ef8d7ccdc9d2852b282d	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Leucomalachite green GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucomalachite green 90V, Positive-QTOF	splash10-00dr-0590000000-a34c85eab928cc87eea1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucomalachite green -1V, Positive-QTOF	splash10-015i-0069000000-539107cba334a9607ed2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucomalachite green 75V, Positive-QTOF	splash10-000i-0290000000-2e34426254a895058f63	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucomalachite green 60V, Positive-QTOF	splash10-000i-0191000000-9eaa68fab362f801fe45	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucomalachite green 75V, Positive-QTOF	splash10-000i-0290000000-fd6494437bb56a400cfe	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucomalachite green 15V, Positive-QTOF	splash10-001i-0009000000-21f3eee5074c8a8eac04	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucomalachite green 90V, Positive-QTOF	splash10-00dr-0590000000-0c5d054b912f65fba26e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucomalachite green 30V, Positive-QTOF	splash10-001i-0019000000-97bc71d0121368029120	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Leucomalachite green 45V, Positive-QTOF	splash10-000i-0093000000-331300f019cbc905901f	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucomalachite green 10V, Positive-QTOF	splash10-001i-0019000000-094232e4bb7b296338ba	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucomalachite green 20V, Positive-QTOF	splash10-001i-0059000000-c922787a5f742ca8989f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucomalachite green 40V, Positive-QTOF	splash10-03dr-1192000000-4217a864d825d2a44f63	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucomalachite green 10V, Negative-QTOF	splash10-004i-0009000000-06ca6290185c0849a6f5	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucomalachite green 20V, Negative-QTOF	splash10-004i-0019000000-2c80670263ffa0232449	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucomalachite green 40V, Negative-QTOF	splash10-0hb9-4789000000-abc664394ccd0d3116f0	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucomalachite green 10V, Positive-QTOF	splash10-001i-0009000000-40384ef72ba5cab33d4d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucomalachite green 20V, Positive-QTOF	splash10-001i-0029000000-320499326f78529e0edb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucomalachite green 40V, Positive-QTOF	splash10-01t9-1679000000-cdc51b0ebdf8f73ed840	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucomalachite green 10V, Negative-QTOF	splash10-004i-0009000000-a0cb6ec44e988189cb67	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucomalachite green 20V, Negative-QTOF	splash10-004i-1209000000-06b559d0a4ebe4c936ce	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucomalachite green 40V, Negative-QTOF	splash10-0006-4940000000-1e4cfa5030f405d2dbb4	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

60551

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Malachite green

METLIN ID

Not Available

PubChem Compound

67215

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Leucomalachite green (HMDB0254033)

MOL for HMDB0254033 (Leucomalachite green)

3D MOL for HMDB0254033 (Leucomalachite green)

3D SDF for HMDB0254033 (Leucomalachite green)

3D-SDF for HMDB0254033 (Leucomalachite green)

PDB for HMDB0254033 (Leucomalachite green)

3D PDB for HMDB0254033 (Leucomalachite green)

SMILES for HMDB0254033 (Leucomalachite green)

INCHI for HMDB0254033 (Leucomalachite green)

Structure for HMDB0254033 (Leucomalachite green)

3D Structure for HMDB0254033 (Leucomalachite green)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra