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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:40:00 UTC

Update Date

2021-09-26 22:54:10 UTC

HMDB ID

HMDB0245607

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Ethylhexyl 4-(dimethylamino)benzoate

Description

Padimate O, also known as arlatone uvb or padimic acid O, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Based on a literature review very few articles have been published on Padimate O. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-ethylhexyl 4-(dimethylamino)benzoate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Ethylhexyl 4-(dimethylamino)benzoate 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

HMDB0245607
     RDKit          3D
2-Ethylhexyl 4-(dimethylamino)benzoate
 47 47  0  0  0  0  0  0  0  0999 V2000
    6.1070   -0.2494   -1.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7732   -0.7065    0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1371    0.3608    0.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9167    1.0150    0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6050    0.3007    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153   -0.7949   -0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2313   -1.4348   -0.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6245    1.4099   -0.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3095    1.0958   -0.1669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5495    0.6215    0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0973    0.4563    1.9701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9450    0.3140    0.5538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7439   -0.1537    1.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0699   -0.4653    1.4043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6230   -0.3042    0.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9815   -0.6186   -0.0354 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5793   -0.4569   -1.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7749   -1.1023    1.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8255    0.1684   -0.8841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5056    0.4779   -0.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2915    0.4074   -1.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0664    0.2925   -1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1638   -1.1100   -2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8207   -0.8315    0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3046   -1.6729    0.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0952    0.0567    2.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9383    1.1916    0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6856    1.8272    1.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1097    1.6611   -0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3623   -0.1536    1.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9985   -0.5037   -1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167   -1.6410   -0.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5087   -0.8618   -1.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3681   -2.3891   -1.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8434   -1.7171    0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004    1.8331   -0.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417    2.2680    0.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3266   -0.2906    2.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6609   -0.8272    2.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5567   -0.9698   -1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9704   -0.8958   -2.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6859    0.6251   -1.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8326   -1.2248    0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3484   -2.0542    1.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6495   -0.3549    1.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2577    0.2994   -1.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8510    0.8459   -1.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 15 19  1  0
 19 20  2  0
 20 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 13 38  1  0
 14 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
M  END


  Mrv1572003071620012D          

 20 20  0  0  0  0            999 V2000
   -2.8267    0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8267   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1121   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3975   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3975    0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1121    0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5412    0.8251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6719   -0.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0383   -0.4215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6721   -1.6501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2458    0.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5413    1.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7351   -0.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4389   -0.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1390   -0.8220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8409   -0.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5420   -0.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4390    0.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1573    0.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2458   -0.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245607

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC(CC)COC(=O)C1=CC=C(C=C1)N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C17H27NO2/c1-5-7-8-14(6-2)13-20-17(19)15-9-11-16(12-10-15)18(3)4/h9-12,14H,5-8,13H2,1-4H3

> <INCHI_KEY>
WYWZRNAHINYAEF-UHFFFAOYSA-N

> <FORMULA>
C17H27NO2

> <MOLECULAR_WEIGHT>
277.408

> <EXACT_MASS>
277.204179113

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
33.73097748413508

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-ethylhexyl 4-(dimethylamino)benzoate

> <ALOGPS_LOGP>
5.11

> <JCHEM_LOGP>
5.107344474666666

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.9035016207766975

> <JCHEM_POLAR_SURFACE_AREA>
29.54

> <JCHEM_REFRACTIVITY>
84.6601

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
padimate O

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0245607
     RDKit          3D
2-Ethylhexyl 4-(dimethylamino)benzoate
 47 47  0  0  0  0  0  0  0  0999 V2000
    6.1070   -0.2494   -1.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7732   -0.7065    0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1371    0.3608    0.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9167    1.0150    0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6050    0.3007    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153   -0.7949   -0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2313   -1.4348   -0.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6245    1.4099   -0.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3095    1.0958   -0.1669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5495    0.6215    0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0973    0.4563    1.9701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9450    0.3140    0.5538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7439   -0.1537    1.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0699   -0.4653    1.4043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6230   -0.3042    0.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9815   -0.6186   -0.0354 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5793   -0.4569   -1.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7749   -1.1023    1.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8255    0.1684   -0.8841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5056    0.4779   -0.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2915    0.4074   -1.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0664    0.2925   -1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1638   -1.1100   -2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8207   -0.8315    0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3046   -1.6729    0.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0952    0.0567    2.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9383    1.1916    0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6856    1.8272    1.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1097    1.6611   -0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3623   -0.1536    1.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9985   -0.5037   -1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167   -1.6410   -0.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5087   -0.8618   -1.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3681   -2.3891   -1.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8434   -1.7171    0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004    1.8331   -0.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417    2.2680    0.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3266   -0.2906    2.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6609   -0.8272    2.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5567   -0.9698   -1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9704   -0.8958   -2.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6859    0.6251   -1.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8326   -1.2248    0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3484   -2.0542    1.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6495   -0.3549    1.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2577    0.2994   -1.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8510    0.8459   -1.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 15 19  1  0
 19 20  2  0
 20 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 13 38  1  0
 14 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
M  END

HEADER    PROTEIN                                 07-MAR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-MAR-16         0                                  
HETATM    1  C   UNK     0      -5.277   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.277  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.943  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.609  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.609   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.943   1.540   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -6.610   1.540   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.254  -1.552   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.072  -0.787   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.255  -3.080   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -7.926   0.781   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.610   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.372  -1.538   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.686  -0.780   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.993  -1.534   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.303  -0.778   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.612  -1.533   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.686   0.740   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.027   1.514   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.926  -0.775   0.000  0.00  0.00           C+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    1   11   12                                                  
CONECT    8    4    9   10                                                  
CONECT    9    8   13                                                       
CONECT   10    8                                                            
CONECT   11    7                                                            
CONECT   12    7                                                            
CONECT   13    9   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   20                                                       
CONECT   18   14   19                                                       
CONECT   19   18                                                            
CONECT   20   17                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0245607
HETATM    1  C1  UNL     1       6.107  -0.249  -1.317  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.773  -0.706   0.096  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.137   0.361   0.906  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.917   1.015   0.489  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.605   0.301   0.334  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.615  -0.795  -0.681  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.231  -1.435  -0.779  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.624   1.410  -0.016  1.00  0.00           C  
HETATM    9  O1  UNL     1       0.309   1.096  -0.167  1.00  0.00           O  
HETATM   10  C9  UNL     1      -0.550   0.622   0.818  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.097   0.456   1.970  1.00  0.00           O  
HETATM   12  C10 UNL     1      -1.945   0.314   0.554  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.744  -0.154   1.577  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.070  -0.465   1.404  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.623  -0.304   0.160  1.00  0.00           C  
HETATM   16  N1  UNL     1      -5.982  -0.619  -0.035  1.00  0.00           N  
HETATM   17  C14 UNL     1      -6.579  -0.457  -1.331  1.00  0.00           C  
HETATM   18  C15 UNL     1      -6.775  -1.102   1.061  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.826   0.168  -0.884  1.00  0.00           C  
HETATM   20  C17 UNL     1      -2.506   0.478  -0.709  1.00  0.00           C  
HETATM   21  H1  UNL     1       5.291   0.407  -1.719  1.00  0.00           H  
HETATM   22  H2  UNL     1       7.066   0.292  -1.362  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.164  -1.110  -2.016  1.00  0.00           H  
HETATM   24  H4  UNL     1       6.821  -0.831   0.576  1.00  0.00           H  
HETATM   25  H5  UNL     1       5.305  -1.673   0.066  1.00  0.00           H  
HETATM   26  H6  UNL     1       5.095   0.057   2.006  1.00  0.00           H  
HETATM   27  H7  UNL     1       5.938   1.192   0.972  1.00  0.00           H  
HETATM   28  H8  UNL     1       3.686   1.827   1.274  1.00  0.00           H  
HETATM   29  H9  UNL     1       4.110   1.661  -0.430  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.362  -0.154   1.316  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.998  -0.504  -1.655  1.00  0.00           H  
HETATM   32  H12 UNL     1       3.217  -1.641  -0.213  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.509  -0.862  -1.340  1.00  0.00           H  
HETATM   34  H14 UNL     1       1.368  -2.389  -1.403  1.00  0.00           H  
HETATM   35  H15 UNL     1       0.843  -1.717   0.211  1.00  0.00           H  
HETATM   36  H16 UNL     1       2.000   1.833  -0.986  1.00  0.00           H  
HETATM   37  H17 UNL     1       1.742   2.268   0.702  1.00  0.00           H  
HETATM   38  H18 UNL     1      -2.327  -0.291   2.577  1.00  0.00           H  
HETATM   39  H19 UNL     1      -4.661  -0.827   2.225  1.00  0.00           H  
HETATM   40  H20 UNL     1      -7.557  -0.970  -1.364  1.00  0.00           H  
HETATM   41  H21 UNL     1      -5.970  -0.896  -2.148  1.00  0.00           H  
HETATM   42  H22 UNL     1      -6.686   0.625  -1.589  1.00  0.00           H  
HETATM   43  H23 UNL     1      -7.833  -1.225   0.827  1.00  0.00           H  
HETATM   44  H24 UNL     1      -6.348  -2.054   1.492  1.00  0.00           H  
HETATM   45  H25 UNL     1      -6.650  -0.355   1.894  1.00  0.00           H  
HETATM   46  H26 UNL     1      -4.258   0.299  -1.876  1.00  0.00           H  
HETATM   47  H27 UNL     1      -1.851   0.846  -1.486  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6    8   30
CONECT    6    7   31   32
CONECT    7   33   34   35
CONECT    8    9   36   37
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   13   20
CONECT   13   14   38
CONECT   14   15   15   39
CONECT   15   16   19
CONECT   16   17   18
CONECT   17   40   41   42
CONECT   18   43   44   45
CONECT   19   20   20   46
CONECT   20   47
END

HMDB0245607
     RDKit          3D
2-Ethylhexyl 4-(dimethylamino)benzoate
 47 47  0  0  0  0  0  0  0  0999 V2000
    6.1070   -0.2494   -1.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7732   -0.7065    0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1371    0.3608    0.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9167    1.0150    0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6050    0.3007    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153   -0.7949   -0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2313   -1.4348   -0.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6245    1.4099   -0.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3095    1.0958   -0.1669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5495    0.6215    0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0973    0.4563    1.9701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9450    0.3140    0.5538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7439   -0.1537    1.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0699   -0.4653    1.4043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6230   -0.3042    0.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9815   -0.6186   -0.0354 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5793   -0.4569   -1.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7749   -1.1023    1.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8255    0.1684   -0.8841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5056    0.4779   -0.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2915    0.4074   -1.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0664    0.2925   -1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1638   -1.1100   -2.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8207   -0.8315    0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3046   -1.6729    0.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0952    0.0567    2.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9383    1.1916    0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6856    1.8272    1.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1097    1.6611   -0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3623   -0.1536    1.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9985   -0.5037   -1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167   -1.6410   -0.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5087   -0.8618   -1.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3681   -2.3891   -1.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8434   -1.7171    0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004    1.8331   -0.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417    2.2680    0.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3266   -0.2906    2.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6609   -0.8272    2.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5567   -0.9698   -1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9704   -0.8958   -2.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6859    0.6251   -1.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8326   -1.2248    0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3484   -2.0542    1.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6495   -0.3549    1.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2577    0.2994   -1.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8510    0.8459   -1.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 15 19  1  0
 19 20  2  0
 20 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 13 38  1  0
 14 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Arlatone uvb	Kegg
Padimic acid O	Generator
2-Ethylhexyl 4-(dimethylamino)benzoate	MeSH
2-Ethylhexyl-p-dimethylaminobenzoate	MeSH
4-N,N'-dimethylamino-benzoic acid, 2-ethylhexyl ester	MeSH
Arlatone 507	MeSH
Climacel	MeSH
Escalol 507	MeSH
Padimate-O	MeSH
2-Ethylhexyl 4-(dimethylamino)benzoic acid	Generator
Padimate O	MeSH

Chemical Formula

C₁₇H₂₇NO₂

Average Molecular Weight

277.408

Monoisotopic Molecular Weight

277.204179113

IUPAC Name

2-ethylhexyl 4-(dimethylamino)benzoate

Traditional Name

padimate O

CAS Registry Number

Not Available

SMILES

CCCCC(CC)COC(=O)C1=CC=C(C=C1)N(C)C

InChI Identifier

InChI=1S/C17H27NO2/c1-5-7-8-14(6-2)13-20-17(19)15-9-11-16(12-10-15)18(3)4/h9-12,14H,5-8,13H2,1-4H3

InChI Key

WYWZRNAHINYAEF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Aminobenzoic acid or derivatives
Benzoate ester
Benzoyl
Aniline or substituted anilines
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Amino acid or derivatives
Tertiary amine
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Amine
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
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)

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	5.11	ALOGPS
logP	5.11	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	84.66 m³·mol⁻¹	ChemAxon
Polarizability	33.73 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	174.566	30932474
DeepCCS	[M-H]-	172.208	30932474
DeepCCS	[M-2H]-	205.093	30932474
DeepCCS	[M+Na]+	180.659	30932474
AllCCS	[M+H]+	171.6	32859911
AllCCS	[M+H-H2O]+	168.4	32859911
AllCCS	[M+NH4]+	174.5	32859911
AllCCS	[M+Na]+	175.4	32859911
AllCCS	[M-H]-	172.6	32859911
AllCCS	[M+Na-2H]-	173.4	32859911
AllCCS	[M+HCOO]-	174.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Ethylhexyl 4-(dimethylamino)benzoate	CCCCC(CC)COC(=O)C1=CC=C(C=C1)N(C)C	2754.5	Standard polar	33892256
2-Ethylhexyl 4-(dimethylamino)benzoate	CCCCC(CC)COC(=O)C1=CC=C(C=C1)N(C)C	2170.1	Standard non polar	33892256
2-Ethylhexyl 4-(dimethylamino)benzoate	CCCCC(CC)COC(=O)C1=CC=C(C=C1)N(C)C	2250.8	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 - 2-Ethylhexyl 4-(dimethylamino)benzoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-5910000000-696af780feacf446dd5d	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 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 - 2-Ethylhexyl 4-(dimethylamino)benzoate 30V, Positive-QTOF	splash10-00or-0790000000-844b482f72b64282a88c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 60V, Positive-QTOF	splash10-0udi-0900000000-0bb0b1d55eaa9e04b2e0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 45V, Positive-QTOF	splash10-0gb9-0900000000-8868efca60be56b8fa40	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 15V, Positive-QTOF	splash10-004i-0090000000-1e1f104a3e5498addf0f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 30V, Positive-QTOF	splash10-00or-0790000000-8f22e3fe87eedfc73459	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 90V, Positive-QTOF	splash10-0udi-0900000000-cc4650e2636724343262	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 75V, Positive-QTOF	splash10-0udi-0900000000-ac121b2420db62bf27c0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 45V, Positive-QTOF	splash10-0gb9-0900000000-00ea0560088632994903	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 60V, Positive-QTOF	splash10-0udi-0900000000-c043dba0164412f9c6cc	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 10V, Positive-QTOF	splash10-01t9-1790000000-1a2aa6fa19661480b682	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 20V, Positive-QTOF	splash10-03di-7930000000-ea47b4122151e7cf79e4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 40V, Positive-QTOF	splash10-052f-9200000000-d48ba0be2460b00419bb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 10V, Negative-QTOF	splash10-004i-0390000000-fd5f1bcfc5681ad811ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 20V, Negative-QTOF	splash10-03fr-0940000000-dc30b11fc9619063831c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 40V, Negative-QTOF	splash10-01vk-2900000000-66cf50fa78e0f1b7225a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 10V, Positive-QTOF	splash10-004i-0090000000-4c804d10bf52bc079a4d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 20V, Positive-QTOF	splash10-0092-2950000000-a0c4bc3e52019884f204	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 40V, Positive-QTOF	splash10-0aba-9500000000-abf22a43c0cc99d80e4f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 10V, Negative-QTOF	splash10-004i-0090000000-5b26ee3996288e853c77	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 20V, Negative-QTOF	splash10-004i-1790000000-5ec25b50ac5924e65b96	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethylhexyl 4-(dimethylamino)benzoate 40V, Negative-QTOF	splash10-0uka-2900000000-20f7431dc1a7783a5bcf	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

DB11570

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28343

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Padimate O

METLIN ID

Not Available

PubChem Compound

30541

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1301811

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 2-Ethylhexyl 4-(dimethylamino)benzoate (HMDB0245607)

MOL for HMDB0245607 (2-Ethylhexyl 4-(dimethylamino)benzoate)

3D MOL for HMDB0245607 (2-Ethylhexyl 4-(dimethylamino)benzoate)

3D SDF for HMDB0245607 (2-Ethylhexyl 4-(dimethylamino)benzoate)

3D-SDF for HMDB0245607 (2-Ethylhexyl 4-(dimethylamino)benzoate)

PDB for HMDB0245607 (2-Ethylhexyl 4-(dimethylamino)benzoate)

3D PDB for HMDB0245607 (2-Ethylhexyl 4-(dimethylamino)benzoate)

SMILES for HMDB0245607 (2-Ethylhexyl 4-(dimethylamino)benzoate)

INCHI for HMDB0245607 (2-Ethylhexyl 4-(dimethylamino)benzoate)

Structure for HMDB0245607 (2-Ethylhexyl 4-(dimethylamino)benzoate)

3D Structure for HMDB0245607 (2-Ethylhexyl 4-(dimethylamino)benzoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra