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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:18:41 UTC

Update Date

2021-09-26 22:56:56 UTC

HMDB ID

HMDB0247304

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Prodan

Description

Prodan belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. Based on a literature review a significant number of articles have been published on Prodan. This compound has been identified in human blood as reported by (PMID: 31557052 ). Prodan is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Prodan 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

HMDB0247304
     RDKit          3D
Prodan
 34 35  0  0  0  0  0  0  0  0999 V2000
   -5.9024   -0.6007   -0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4071   -0.6636   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7503    0.4603    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859    1.3012    1.0992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3059    0.5487    0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7166    1.6139    1.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3394    1.6936    1.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4325    0.7385    0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8092    0.8297    0.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6030   -0.1120   -0.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0120   -0.0284   -0.1391 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7985   -1.0367   -0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7541    1.0251    0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9753   -1.1552   -0.7798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5848   -1.2846   -0.8023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1538   -0.3211   -0.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5370   -0.3947   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2892   -1.3025    0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4099   -0.7483   -1.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2019    0.4243    0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0895   -1.6239    0.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0844   -0.6915   -1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3161    2.3579    1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1395    2.5239    1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302    1.6342    1.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8633   -1.0240   -0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610   -0.8337   -1.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4112   -2.0369   -0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7541    1.1797    0.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9829    0.7799    1.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2568    2.0110    0.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5195   -1.9273   -1.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0872   -2.0999   -1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9860   -1.2370   -0.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 10 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  5  1  0
 16  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 17 34  1  0
M  END

  Mrv1652309112102182D          

 17 18  0  0  0  0            999 V2000
   -2.8579   -1.6500    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
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -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
    2.1434   -0.4125    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 N   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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  7 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247304

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(=O)C1=CC2=C(C=C1)C=C(C=C2)N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H17NO/c1-4-15(17)13-6-5-12-10-14(16(2)3)8-7-11(12)9-13/h5-10H,4H2,1-3H3

> <INCHI_KEY>
MPPQGYCZBNURDG-UHFFFAOYSA-N

> <FORMULA>
C15H17NO

> <MOLECULAR_WEIGHT>
227.307

> <EXACT_MASS>
227.131014171

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
26.943482181476696

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[6-(dimethylamino)naphthalen-2-yl]propan-1-one

> <ALOGPS_LOGP>
3.48

> <JCHEM_LOGP>
3.328949796999999

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.616779230977993

> <JCHEM_PKA_STRONGEST_BASIC>
4.957376101341826

> <JCHEM_POLAR_SURFACE_AREA>
20.310000000000002

> <JCHEM_REFRACTIVITY>
71.9665

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prodan

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0247304
     RDKit          3D
Prodan
 34 35  0  0  0  0  0  0  0  0999 V2000
   -5.9024   -0.6007   -0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4071   -0.6636   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7503    0.4603    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859    1.3012    1.0992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3059    0.5487    0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7166    1.6139    1.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3394    1.6936    1.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4325    0.7385    0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8092    0.8297    0.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6030   -0.1120   -0.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0120   -0.0284   -0.1391 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7985   -1.0367   -0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7541    1.0251    0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9753   -1.1552   -0.7798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5848   -1.2846   -0.8023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1538   -0.3211   -0.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5370   -0.3947   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2892   -1.3025    0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4099   -0.7483   -1.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2019    0.4243    0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0895   -1.6239    0.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0844   -0.6915   -1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3161    2.3579    1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1395    2.5239    1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302    1.6342    1.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8633   -1.0240   -0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610   -0.8337   -1.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4112   -2.0369   -0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7541    1.1797    0.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9829    0.7799    1.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2568    2.0110    0.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5195   -1.9273   -1.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0872   -2.0999   -1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9860   -1.2370   -0.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 10 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  5  1  0
 16  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 17 34  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       5.335  -0.000   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    8   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    7                                                       
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0247304
HETATM    1  C1  UNL     1      -5.902  -0.601  -0.072  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.407  -0.664  -0.179  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.750   0.460   0.521  1.00  0.00           C  
HETATM    4  O1  UNL     1      -4.486   1.301   1.099  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.306   0.549   0.515  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.717   1.614   1.180  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.339   1.694   1.170  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.433   0.738   0.517  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.809   0.830   0.515  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.603  -0.112  -0.131  1.00  0.00           C  
HETATM   11  N1  UNL     1       4.012  -0.028  -0.139  1.00  0.00           N  
HETATM   12  C10 UNL     1       4.799  -1.037  -0.827  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.754   1.025   0.510  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.975  -1.155  -0.780  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.585  -1.285  -0.802  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.154  -0.321  -0.145  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.537  -0.395  -0.131  1.00  0.00           C  
HETATM   18  H1  UNL     1      -6.289  -1.302   0.682  1.00  0.00           H  
HETATM   19  H2  UNL     1      -6.410  -0.748  -1.038  1.00  0.00           H  
HETATM   20  H3  UNL     1      -6.202   0.424   0.279  1.00  0.00           H  
HETATM   21  H4  UNL     1      -4.090  -1.624   0.306  1.00  0.00           H  
HETATM   22  H5  UNL     1      -4.084  -0.691  -1.244  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.316   2.358   1.689  1.00  0.00           H  
HETATM   24  H7  UNL     1       0.140   2.524   1.688  1.00  0.00           H  
HETATM   25  H8  UNL     1       2.330   1.634   1.014  1.00  0.00           H  
HETATM   26  H9  UNL     1       5.863  -1.024  -0.531  1.00  0.00           H  
HETATM   27  H10 UNL     1       4.661  -0.834  -1.922  1.00  0.00           H  
HETATM   28  H11 UNL     1       4.411  -2.037  -0.551  1.00  0.00           H  
HETATM   29  H12 UNL     1       5.754   1.180   0.010  1.00  0.00           H  
HETATM   30  H13 UNL     1       4.983   0.780   1.557  1.00  0.00           H  
HETATM   31  H14 UNL     1       4.257   2.011   0.462  1.00  0.00           H  
HETATM   32  H15 UNL     1       2.520  -1.927  -1.305  1.00  0.00           H  
HETATM   33  H16 UNL     1       0.087  -2.100  -1.309  1.00  0.00           H  
HETATM   34  H17 UNL     1      -1.986  -1.237  -0.658  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4    4    5
CONECT    5    6    6   17
CONECT    6    7   23
CONECT    7    8    8   24
CONECT    8    9   16
CONECT    9   10   10   25
CONECT   10   11   14
CONECT   11   12   13
CONECT   12   26   27   28
CONECT   13   29   30   31
CONECT   14   15   15   32
CONECT   15   16   33
CONECT   16   17   17
CONECT   17   34
END

HMDB0247304
     RDKit          3D
Prodan
 34 35  0  0  0  0  0  0  0  0999 V2000
   -5.9024   -0.6007   -0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4071   -0.6636   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7503    0.4603    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859    1.3012    1.0992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3059    0.5487    0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7166    1.6139    1.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3394    1.6936    1.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4325    0.7385    0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8092    0.8297    0.5149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6030   -0.1120   -0.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0120   -0.0284   -0.1391 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7985   -1.0367   -0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7541    1.0251    0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9753   -1.1552   -0.7798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5848   -1.2846   -0.8023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1538   -0.3211   -0.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5370   -0.3947   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2892   -1.3025    0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4099   -0.7483   -1.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2019    0.4243    0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0895   -1.6239    0.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0844   -0.6915   -1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3161    2.3579    1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1395    2.5239    1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302    1.6342    1.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8633   -1.0240   -0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610   -0.8337   -1.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4112   -2.0369   -0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7541    1.1797    0.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9829    0.7799    1.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2568    2.0110    0.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5195   -1.9273   -1.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0872   -2.0999   -1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9860   -1.2370   -0.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 10 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  5  1  0
 16  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 17 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(6-(Dimethylamino)-2-naphthalenyl)-1-propanone	ChEBI
6-Propionyl-2-dimethylaminonaphthalene	ChEBI
PRODAN	ChEBI

Chemical Formula

C₁₅H₁₇NO

Average Molecular Weight

227.307

Monoisotopic Molecular Weight

227.131014171

IUPAC Name

1-[6-(dimethylamino)naphthalen-2-yl]propan-1-one

Traditional Name

prodan

CAS Registry Number

Not Available

SMILES

CCC(=O)C1=CC2=C(C=C1)C=C(C=C2)N(C)C

InChI Identifier

InChI=1S/C15H17NO/c1-4-15(17)13-6-5-12-10-14(16(2)3)8-7-11(12)9-13/h5-10H,4H2,1-3H3

InChI Key

MPPQGYCZBNURDG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

Naphthalene
Tertiary aliphatic/aromatic amine
Aryl ketone
Dialkylarylamine
Aryl alkyl ketone
Ketone
Tertiary amine
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

2-acyl-6-dimethylaminonaphthalene (CHEBI:51909 )

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	3.48	ALOGPS
logP	3.33	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	16.62	ChemAxon
pKa (Strongest Basic)	4.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	20.31 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	71.97 m³·mol⁻¹	ChemAxon
Polarizability	26.94 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	158.988	30932474
DeepCCS	[M-H]-	156.63	30932474
DeepCCS	[M-2H]-	189.516	30932474
DeepCCS	[M+Na]+	165.082	30932474
AllCCS	[M+H]+	152.6	32859911
AllCCS	[M+H-H2O]+	148.6	32859911
AllCCS	[M+NH4]+	156.3	32859911
AllCCS	[M+Na]+	157.4	32859911
AllCCS	[M-H]-	159.3	32859911
AllCCS	[M+Na-2H]-	159.3	32859911
AllCCS	[M+HCOO]-	159.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prodan	CCC(=O)C1=CC2=C(C=C1)C=C(C=C2)N(C)C	2985.9	Standard polar	33892256
Prodan	CCC(=O)C1=CC2=C(C=C1)C=C(C=C2)N(C)C	2108.5	Standard non polar	33892256
Prodan	CCC(=O)C1=CC2=C(C=C1)C=C(C=C2)N(C)C	2249.4	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 - Prodan GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ot-3930000000-9e7e9f6cd5fe54198d47	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prodan 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prodan 10V, Positive-QTOF	splash10-004i-0090000000-fd4c9828fcbaaf2f2383	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prodan 20V, Positive-QTOF	splash10-004i-2290000000-1197bd660ea89ce35fcb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prodan 40V, Positive-QTOF	splash10-0znd-1900000000-5f73fd29f8cf86fd638a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prodan 10V, Negative-QTOF	splash10-004i-0090000000-6187cee64f1fdbc77999	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prodan 20V, Negative-QTOF	splash10-004i-0690000000-56284221e6453cd60cf5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prodan 40V, Negative-QTOF	splash10-001i-0900000000-a32714bbd783eb885298	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

96896

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Prodan

METLIN ID

Not Available

PubChem Compound

107729

PDB ID

Not Available

ChEBI ID

51909

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 Prodan (HMDB0247304)

MOL for HMDB0247304 (Prodan)

3D MOL for HMDB0247304 (Prodan)

3D SDF for HMDB0247304 (Prodan)

3D-SDF for HMDB0247304 (Prodan)

PDB for HMDB0247304 (Prodan)

3D PDB for HMDB0247304 (Prodan)

SMILES for HMDB0247304 (Prodan)

INCHI for HMDB0247304 (Prodan)

Structure for HMDB0247304 (Prodan)

3D Structure for HMDB0247304 (Prodan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra