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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:33:43 UTC

Update Date

2021-09-26 23:09:31 UTC

HMDB ID

HMDB0255033

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide

Description

N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide, also known as N-octanoyl dopamine, belongs to the class of organic compounds known as n-acyldopamines. These are aromatic heterocyclic compounds containing a dopamine, in which the amine group is acylated. Based on a literature review a significant number of articles have been published on N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-[2-(3,4-dihydroxyphenyl)ethyl]octanamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide 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

HMDB0255033
     RDKit          3D
N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide
 45 45  0  0  0  0  0  0  0  0999 V2000
    5.1038    2.1650    1.1619 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9882    1.1540    0.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2826    0.4771   -0.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0448   -0.2475   -0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3471   -0.9194   -1.3462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1185   -1.6561   -0.9620 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0501   -0.8268   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135   -1.6858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0763   -2.9194   -0.2645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2779   -1.1307    0.6166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3961   -1.9688    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5334   -1.2467    1.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1303   -0.1678    0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6791    1.1217    0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2747    2.1115    0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2753    1.8008   -0.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8535    2.8004   -1.4977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7292    0.5087   -0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7518    0.2158   -1.8069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1367   -0.4589   -0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7537    2.8453    1.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5659    2.7797    0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3995    1.6926    1.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2217    0.3500    1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9201    1.6409    0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0246    1.1939   -1.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9325   -0.2894   -1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3551   -0.9323    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487    0.5488    0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1834   -0.2116   -2.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0754   -1.6774   -1.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6862   -2.0951   -1.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3623   -2.5086   -0.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6673   -0.0237   -0.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3653   -0.3264    0.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2976   -0.1314    0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7159   -2.4549   -0.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0431   -2.7283    1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2594   -0.8679    2.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3450   -2.0152    1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8944    1.4103    1.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9152    3.1304    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5548    3.7575   -1.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0658   -0.7346   -1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4781   -1.4799   -0.2284 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
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 13  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
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 17 43  1  0
 19 44  1  0
 20 45  1  0
M  END

  Mrv1652309112116342D          

 20 20  0  0  0  0            999 V2000
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 O   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 16 19  1  0  0  0  0
 15 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255033

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC(=O)NCCC1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H25NO3/c1-2-3-4-5-6-7-16(20)17-11-10-13-8-9-14(18)15(19)12-13/h8-9,12,18-19H,2-7,10-11H2,1H3,(H,17,20)

> <INCHI_KEY>
MGRVMTGNRVNIEL-UHFFFAOYSA-N

> <FORMULA>
C16H25NO3

> <MOLECULAR_WEIGHT>
279.38

> <EXACT_MASS>
279.183443669

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
32.9828825001006

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[2-(3,4-dihydroxyphenyl)ethyl]octanamide

> <ALOGPS_LOGP>
3.71

> <JCHEM_LOGP>
3.5227705886666665

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.736675725207242

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.286900291940421

> <JCHEM_PKA_STRONGEST_BASIC>
-1.266157627716611

> <JCHEM_POLAR_SURFACE_AREA>
69.56

> <JCHEM_REFRACTIVITY>
80.32390000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[2-(3,4-dihydroxyphenyl)ethyl]octanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255033
     RDKit          3D
N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide
 45 45  0  0  0  0  0  0  0  0999 V2000
    5.1038    2.1650    1.1619 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9882    1.1540    0.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2826    0.4771   -0.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0448   -0.2475   -0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3471   -0.9194   -1.3462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1185   -1.6561   -0.9620 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0501   -0.8268   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135   -1.6858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0763   -2.9194   -0.2645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2779   -1.1307    0.6166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3961   -1.9688    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5334   -1.2467    1.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1303   -0.1678    0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6791    1.1217    0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2747    2.1115    0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2753    1.8008   -0.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8535    2.8004   -1.4977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7292    0.5087   -0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7518    0.2158   -1.8069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1367   -0.4589   -0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7537    2.8453    1.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5659    2.7797    0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3995    1.6926    1.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2217    0.3500    1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9201    1.6409    0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0246    1.1939   -1.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9325   -0.2894   -1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3551   -0.9323    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487    0.5488    0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1834   -0.2116   -2.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0754   -1.6774   -1.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6862   -2.0951   -1.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3623   -2.5086   -0.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6673   -0.0237   -0.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3653   -0.3264    0.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2976   -0.1314    0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7159   -2.4549   -0.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0431   -2.7283    1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2594   -0.8679    2.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3450   -2.0152    1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8944    1.4103    1.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9152    3.1304    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5548    3.7575   -1.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0658   -0.7346   -1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4781   -1.4799   -0.2284 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
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 13  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
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 17 43  1  0
 19 44  1  0
 20 45  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       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      13.337 -13.860   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      14.670 -11.550   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.672 -12.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.005 -11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.339 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.339 -13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.005 -14.630   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.672 -13.860   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      22.673 -14.630   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      22.673 -11.550   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19   16                                                            
CONECT   20   15                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0255033
HETATM    1  C1  UNL     1       5.104   2.165   1.162  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.988   1.154   0.479  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.283   0.477  -0.676  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.045  -0.247  -0.190  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.347  -0.919  -1.346  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.118  -1.656  -0.962  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.050  -0.827  -0.331  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.113  -1.686   0.000  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.076  -2.919  -0.264  1.00  0.00           O  
HETATM   10  N1  UNL     1      -1.278  -1.131   0.617  1.00  0.00           N  
HETATM   11  C9  UNL     1      -2.396  -1.969   0.933  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.533  -1.247   1.570  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.130  -0.168   0.782  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.679   1.122   0.939  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.275   2.112   0.159  1.00  0.00           C  
HETATM   16  C14 UNL     1      -5.275   1.801  -0.732  1.00  0.00           C  
HETATM   17  O2  UNL     1      -5.853   2.800  -1.498  1.00  0.00           O  
HETATM   18  C15 UNL     1      -5.729   0.509  -0.891  1.00  0.00           C  
HETATM   19  O3  UNL     1      -6.752   0.216  -1.807  1.00  0.00           O  
HETATM   20  C16 UNL     1      -5.137  -0.459  -0.119  1.00  0.00           C  
HETATM   21  H1  UNL     1       5.754   2.845   1.756  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.566   2.780   0.399  1.00  0.00           H  
HETATM   23  H3  UNL     1       4.400   1.693   1.875  1.00  0.00           H  
HETATM   24  H4  UNL     1       6.222   0.350   1.216  1.00  0.00           H  
HETATM   25  H5  UNL     1       6.920   1.641   0.177  1.00  0.00           H  
HETATM   26  H6  UNL     1       5.025   1.194  -1.485  1.00  0.00           H  
HETATM   27  H7  UNL     1       5.933  -0.289  -1.141  1.00  0.00           H  
HETATM   28  H8  UNL     1       4.355  -0.932   0.596  1.00  0.00           H  
HETATM   29  H9  UNL     1       3.349   0.549   0.178  1.00  0.00           H  
HETATM   30  H10 UNL     1       3.183  -0.212  -2.184  1.00  0.00           H  
HETATM   31  H11 UNL     1       4.075  -1.677  -1.746  1.00  0.00           H  
HETATM   32  H12 UNL     1       1.686  -2.095  -1.895  1.00  0.00           H  
HETATM   33  H13 UNL     1       2.362  -2.509  -0.312  1.00  0.00           H  
HETATM   34  H14 UNL     1       0.667  -0.024  -0.996  1.00  0.00           H  
HETATM   35  H15 UNL     1       1.365  -0.326   0.603  1.00  0.00           H  
HETATM   36  H16 UNL     1      -1.298  -0.131   0.827  1.00  0.00           H  
HETATM   37  H17 UNL     1      -2.716  -2.455  -0.020  1.00  0.00           H  
HETATM   38  H18 UNL     1      -2.043  -2.728   1.672  1.00  0.00           H  
HETATM   39  H19 UNL     1      -3.259  -0.868   2.589  1.00  0.00           H  
HETATM   40  H20 UNL     1      -4.345  -2.015   1.734  1.00  0.00           H  
HETATM   41  H21 UNL     1      -2.894   1.410   1.636  1.00  0.00           H  
HETATM   42  H22 UNL     1      -3.915   3.130   0.286  1.00  0.00           H  
HETATM   43  H23 UNL     1      -5.555   3.757  -1.416  1.00  0.00           H  
HETATM   44  H24 UNL     1      -7.066  -0.735  -1.905  1.00  0.00           H  
HETATM   45  H25 UNL     1      -5.478  -1.480  -0.228  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   30   31
CONECT    6    7   32   33
CONECT    7    8   34   35
CONECT    8    9    9   10
CONECT   10   11   36
CONECT   11   12   37   38
CONECT   12   13   39   40
CONECT   13   14   14   20
CONECT   14   15   41
CONECT   15   16   16   42
CONECT   16   17   18
CONECT   17   43
CONECT   18   19   20   20
CONECT   19   44
CONECT   20   45
END

HMDB0255033
     RDKit          3D
N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide
 45 45  0  0  0  0  0  0  0  0999 V2000
    5.1038    2.1650    1.1619 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9882    1.1540    0.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2826    0.4771   -0.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0448   -0.2475   -0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3471   -0.9194   -1.3462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1185   -1.6561   -0.9620 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0501   -0.8268   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135   -1.6858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0763   -2.9194   -0.2645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2779   -1.1307    0.6166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3961   -1.9688    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5334   -1.2467    1.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1303   -0.1678    0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6791    1.1217    0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2747    2.1115    0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2753    1.8008   -0.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8535    2.8004   -1.4977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7292    0.5087   -0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7518    0.2158   -1.8069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1367   -0.4589   -0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7537    2.8453    1.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5659    2.7797    0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3995    1.6926    1.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2217    0.3500    1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9201    1.6409    0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0246    1.1939   -1.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9325   -0.2894   -1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3551   -0.9323    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487    0.5488    0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1834   -0.2116   -2.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0754   -1.6774   -1.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6862   -2.0951   -1.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3623   -2.5086   -0.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6673   -0.0237   -0.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3653   -0.3264    0.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2976   -0.1314    0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7159   -2.4549   -0.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0431   -2.7283    1.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2594   -0.8679    2.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3450   -2.0152    1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8944    1.4103    1.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9152    3.1304    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5548    3.7575   -1.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0658   -0.7346   -1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4781   -1.4799   -0.2284 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
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 20 13  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
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 17 43  1  0
 19 44  1  0
 20 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-Octanoyl dopamine	HMDB
N-Octanoyldopamine	HMDB

Chemical Formula

C₁₆H₂₅NO₃

Average Molecular Weight

279.38

Monoisotopic Molecular Weight

279.183443669

IUPAC Name

N-[2-(3,4-dihydroxyphenyl)ethyl]octanamide

Traditional Name

N-[2-(3,4-dihydroxyphenyl)ethyl]octanamide

CAS Registry Number

Not Available

SMILES

CCCCCCCC(=O)NCCC1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C16H25NO3/c1-2-3-4-5-6-7-16(20)17-11-10-13-8-9-14(18)15(19)12-13/h8-9,12,18-19H,2-7,10-11H2,1H3,(H,17,20)

InChI Key

MGRVMTGNRVNIEL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyldopamines. These are aromatic heterocyclic compounds containing a dopamine, in which the amine group is acylated.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

N-acyldopamine
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Fatty amide
N-acyl-amine
Fatty acyl
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Organooxygen 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)

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	3.71	ALOGPS
logP	3.52	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.29	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.56 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	80.32 m³·mol⁻¹	ChemAxon
Polarizability	32.98 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	176.482	30932474
DeepCCS	[M-H]-	174.124	30932474
DeepCCS	[M-2H]-	207.01	30932474
DeepCCS	[M+Na]+	182.576	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide	CCCCCCCC(=O)NCCC1=CC(O)=C(O)C=C1	3613.9	Standard polar	33892256
N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide	CCCCCCCC(=O)NCCC1=CC(O)=C(O)C=C1	2582.7	Standard non polar	33892256
N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide	CCCCCCCC(=O)NCCC1=CC(O)=C(O)C=C1	2555.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide,3TMS,isomer #1	CCCCCCCC(=O)N(CCC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)[Si](C)(C)C	2565.4	Semi standard non polar	33892256
N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide,3TMS,isomer #1	CCCCCCCC(=O)N(CCC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)[Si](C)(C)C	2547.2	Standard non polar	33892256
N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide,3TMS,isomer #1	CCCCCCCC(=O)N(CCC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)[Si](C)(C)C	2559.6	Standard polar	33892256
N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide,3TBDMS,isomer #1	CCCCCCCC(=O)N(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3286.2	Semi standard non polar	33892256
N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide,3TBDMS,isomer #1	CCCCCCCC(=O)N(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3123.5	Standard non polar	33892256
N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide,3TBDMS,isomer #1	CCCCCCCC(=O)N(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	2893.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9620000000-7d7edc1de7bc32dcc001	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-04	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

10995290

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16389464

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 N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide (HMDB0255033)

MOL for HMDB0255033 (N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide)

3D MOL for HMDB0255033 (N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide)

3D SDF for HMDB0255033 (N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide)

3D-SDF for HMDB0255033 (N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide)

PDB for HMDB0255033 (N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide)

3D PDB for HMDB0255033 (N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide)

SMILES for HMDB0255033 (N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide)

INCHI for HMDB0255033 (N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide)

Structure for HMDB0255033 (N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide)

3D Structure for HMDB0255033 (N-[2-(3,4-Dihydroxyphenyl)ethyl]octanamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra