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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:36:06 UTC

Update Date

2021-09-26 22:55:45 UTC

HMDB ID

HMDB0246585

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-Tetradecanamidobenzylphosphonic acid

Description

4-Tetradecanamidobenzylphosphonic acid belongs to the class of organic compounds known as anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution. Based on a literature review a significant number of articles have been published on 4-Tetradecanamidobenzylphosphonic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-tetradecanamidobenzylphosphonic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Tetradecanamidobenzylphosphonic acid 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


  Mrv1652309112101362D          

 27 27  0  0  0  0            999 V2000
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -8.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -9.9000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5598  -10.6145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7348   -9.1855    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  1  0  0  0  0
  9 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  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
M  END

HMDB0246585
     RDKit          3D
4-Tetradecanamidobenzylphosphonic acid
 63 63  0  0  0  0  0  0  0  0999 V2000
   -7.9688   -0.2746    1.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4614   -0.0597    1.9067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1141    1.2179    1.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7362    1.7024    1.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5638    1.0034    0.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4435    0.6554   -0.6335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3768   -0.3735   -1.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2190   -1.7443   -0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2101   -2.6780   -1.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8039   -2.3410   -1.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3438   -1.4880   -2.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1334   -1.2221   -2.2799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5830   -0.5066   -1.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0768   -0.2791   -1.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6779   -0.6967   -2.0876 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7190    0.3784   -0.0406 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1005    0.6706    0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0597    0.3476   -0.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4164    0.6626   -0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8411    1.3220    0.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2850    1.6328    0.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2040    0.3287    1.3972 P   0  0  0  0  0  5  0  0  0  0  0  0
    8.5224   -1.0038    1.2126 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7741    0.3043    0.7225 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3695    0.6135    3.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8901    1.6509    1.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5582    1.3462    1.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1559   -0.4466    0.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3198   -1.1488    2.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4484    0.6605    2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3382    0.0216    3.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9900   -0.9628    1.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5353    1.3103    0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7983    1.9948    1.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6898    2.7625    0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5800    2.0051    2.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2766    0.0944    1.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6646    1.6862    1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5664    1.6171   -1.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3938    0.3535   -0.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4566   -0.1086   -1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2369   -0.3581   -2.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2417   -2.2753   -0.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0431   -1.5845    0.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3042   -3.6385   -0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5920   -3.0944   -2.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4334   -1.8202   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2110   -3.3099   -1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9434   -0.6483   -2.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4154   -2.1752   -3.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6182   -2.2423   -2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5301   -0.7456   -3.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0536    0.4511   -0.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3797   -1.0956   -0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0731    0.6874    0.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7801   -0.1689   -1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1415    0.3830   -1.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6963    1.7928   -0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4022    2.5823    1.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9478    1.1242    0.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9912    1.3447    3.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2277    2.1706    2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8236    1.6122    1.9674 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  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 20 26  1  0
 26 27  2  0
 27 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 16 55  1  0
 18 56  1  0
 19 57  1  0
 21 58  1  0
 21 59  1  0
 24 60  1  0
 25 61  1  0
 26 62  1  0
 27 63  1  0
M  END


  Mrv1652309112101362D          

 27 27  0  0  0  0            999 V2000
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -8.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -9.9000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5598  -10.6145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7348   -9.1855    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  1  0  0  0  0
  9 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  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246585

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCC(=O)NC1=CC=C(CP(O)(O)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H36NO4P/c1-2-3-4-5-6-7-8-9-10-11-12-13-21(23)22-20-16-14-19(15-17-20)18-27(24,25)26/h14-17H,2-13,18H2,1H3,(H,22,23)(H2,24,25,26)

> <INCHI_KEY>
OUXAHVRWFHOKHY-UHFFFAOYSA-N

> <FORMULA>
C21H36NO4P

> <MOLECULAR_WEIGHT>
397.496

> <EXACT_MASS>
397.238195641

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
46.297751833277346

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(4-tetradecanamidophenyl)methyl]phosphonic acid

> <ALOGPS_LOGP>
5.00

> <JCHEM_LOGP>
5.146838745666667

> <ALOGPS_LOGS>
-5.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.228089489183416

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7334396486711912

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5221553421981215

> <JCHEM_POLAR_SURFACE_AREA>
86.63000000000001

> <JCHEM_REFRACTIVITY>
112.01529999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.48e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4-tetradecanamidophenyl)methylphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246585
     RDKit          3D
4-Tetradecanamidobenzylphosphonic acid
 63 63  0  0  0  0  0  0  0  0999 V2000
   -7.9688   -0.2746    1.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4614   -0.0597    1.9067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1141    1.2179    1.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7362    1.7024    1.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5638    1.0034    0.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4435    0.6554   -0.6335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3768   -0.3735   -1.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2190   -1.7443   -0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2101   -2.6780   -1.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8039   -2.3410   -1.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3438   -1.4880   -2.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1334   -1.2221   -2.2799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5830   -0.5066   -1.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0768   -0.2791   -1.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6779   -0.6967   -2.0876 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7190    0.3784   -0.0406 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1005    0.6706    0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0597    0.3476   -0.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4164    0.6626   -0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8411    1.3220    0.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2850    1.6328    0.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2040    0.3287    1.3972 P   0  0  0  0  0  5  0  0  0  0  0  0
    8.5224   -1.0038    1.2126 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7741    0.3043    0.7225 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3695    0.6135    3.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8901    1.6509    1.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5582    1.3462    1.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1559   -0.4466    0.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3198   -1.1488    2.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4484    0.6605    2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3382    0.0216    3.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9900   -0.9628    1.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5353    1.3103    0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7983    1.9948    1.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6898    2.7625    0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5800    2.0051    2.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2766    0.0944    1.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6646    1.6862    1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5664    1.6171   -1.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3938    0.3535   -0.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4566   -0.1086   -1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2369   -0.3581   -2.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2417   -2.2753   -0.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0431   -1.5845    0.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3042   -3.6385   -0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5920   -3.0944   -2.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4334   -1.8202   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2110   -3.3099   -1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9434   -0.6483   -2.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4154   -2.1752   -3.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6182   -2.2423   -2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5301   -0.7456   -3.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0536    0.4511   -0.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3797   -1.0956   -0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0731    0.6874    0.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7801   -0.1689   -1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1415    0.3830   -1.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6963    1.7928   -0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4022    2.5823    1.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9478    1.1242    0.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9912    1.3447    3.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2277    2.1706    2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8236    1.6122    1.9674 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  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 20 26  1  0
 26 27  2  0
 27 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 16 55  1  0
 18 56  1  0
 19 57  1  0
 21 58  1  0
 21 59  1  0
 24 60  1  0
 25 61  1  0
 26 62  1  0
 27 63  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       6.668 -16.170   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002 -16.940   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336 -16.170   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669 -16.940   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003 -16.170   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.337 -16.940   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.670 -16.170   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.004 -16.940   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.338 -16.170   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.672 -16.940   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.005 -16.170   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.339 -16.940   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.673 -16.170   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.006 -16.940   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      24.006 -18.480   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      25.340 -16.170   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      26.674 -16.940   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.007 -16.170   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      29.341 -16.940   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      29.341 -18.480   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      28.007 -19.250   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.674 -18.480   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      30.675 -19.250   0.000  0.00  0.00           C+0
HETATM   24  P   UNK     0      32.008 -18.480   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0      33.342 -17.710   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      32.778 -19.814   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      31.238 -17.146   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                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   20   24                                                       
CONECT   24   23   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

COMPND    HMDB0246585
HETATM    1  C1  UNL     1      -7.969  -0.275   1.661  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.461  -0.060   1.907  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.114   1.218   1.238  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.736   1.702   1.311  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.564   1.003   0.822  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.444   0.655  -0.633  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.377  -0.374  -1.155  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.219  -1.744  -0.648  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.210  -2.678  -1.120  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.804  -2.341  -1.227  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.344  -1.488  -2.365  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.133  -1.222  -2.280  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.583  -0.507  -1.052  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.077  -0.279  -1.095  1.00  0.00           C  
HETATM   15  O1  UNL     1       2.678  -0.697  -2.088  1.00  0.00           O  
HETATM   16  N1  UNL     1       2.719   0.378  -0.041  1.00  0.00           N  
HETATM   17  C15 UNL     1       4.100   0.671   0.076  1.00  0.00           C  
HETATM   18  C16 UNL     1       5.060   0.348  -0.849  1.00  0.00           C  
HETATM   19  C17 UNL     1       6.416   0.663  -0.681  1.00  0.00           C  
HETATM   20  C18 UNL     1       6.841   1.322   0.445  1.00  0.00           C  
HETATM   21  C19 UNL     1       8.285   1.633   0.578  1.00  0.00           C  
HETATM   22  P1  UNL     1       9.204   0.329   1.397  1.00  0.00           P  
HETATM   23  O2  UNL     1       8.522  -1.004   1.213  1.00  0.00           O  
HETATM   24  O3  UNL     1      10.774   0.304   0.723  1.00  0.00           O  
HETATM   25  O4  UNL     1       9.370   0.613   3.069  1.00  0.00           O  
HETATM   26  C20 UNL     1       5.890   1.651   1.379  1.00  0.00           C  
HETATM   27  C21 UNL     1       4.558   1.346   1.223  1.00  0.00           C  
HETATM   28  H1  UNL     1      -8.156  -0.447   0.575  1.00  0.00           H  
HETATM   29  H2  UNL     1      -8.320  -1.149   2.237  1.00  0.00           H  
HETATM   30  H3  UNL     1      -8.448   0.661   2.018  1.00  0.00           H  
HETATM   31  H4  UNL     1      -6.338   0.022   3.007  1.00  0.00           H  
HETATM   32  H5  UNL     1      -5.990  -0.963   1.503  1.00  0.00           H  
HETATM   33  H6  UNL     1      -6.535   1.310   0.223  1.00  0.00           H  
HETATM   34  H7  UNL     1      -6.798   1.995   1.803  1.00  0.00           H  
HETATM   35  H8  UNL     1      -4.690   2.762   0.831  1.00  0.00           H  
HETATM   36  H9  UNL     1      -4.580   2.005   2.421  1.00  0.00           H  
HETATM   37  H10 UNL     1      -3.277   0.094   1.429  1.00  0.00           H  
HETATM   38  H11 UNL     1      -2.665   1.686   1.018  1.00  0.00           H  
HETATM   39  H12 UNL     1      -3.566   1.617  -1.213  1.00  0.00           H  
HETATM   40  H13 UNL     1      -2.394   0.353  -0.768  1.00  0.00           H  
HETATM   41  H14 UNL     1      -5.457  -0.109  -1.082  1.00  0.00           H  
HETATM   42  H15 UNL     1      -4.237  -0.358  -2.304  1.00  0.00           H  
HETATM   43  H16 UNL     1      -5.242  -2.275  -0.588  1.00  0.00           H  
HETATM   44  H17 UNL     1      -4.043  -1.584   0.512  1.00  0.00           H  
HETATM   45  H18 UNL     1      -3.304  -3.638  -0.451  1.00  0.00           H  
HETATM   46  H19 UNL     1      -3.592  -3.094  -2.152  1.00  0.00           H  
HETATM   47  H20 UNL     1      -1.433  -1.820  -0.287  1.00  0.00           H  
HETATM   48  H21 UNL     1      -1.211  -3.310  -1.299  1.00  0.00           H  
HETATM   49  H22 UNL     1      -1.943  -0.648  -2.668  1.00  0.00           H  
HETATM   50  H23 UNL     1      -1.415  -2.175  -3.319  1.00  0.00           H  
HETATM   51  H24 UNL     1       0.618  -2.242  -2.252  1.00  0.00           H  
HETATM   52  H25 UNL     1       0.530  -0.746  -3.204  1.00  0.00           H  
HETATM   53  H26 UNL     1       0.054   0.451  -0.952  1.00  0.00           H  
HETATM   54  H27 UNL     1       0.380  -1.096  -0.112  1.00  0.00           H  
HETATM   55  H28 UNL     1       2.073   0.687   0.759  1.00  0.00           H  
HETATM   56  H29 UNL     1       4.780  -0.169  -1.748  1.00  0.00           H  
HETATM   57  H30 UNL     1       7.142   0.383  -1.448  1.00  0.00           H  
HETATM   58  H31 UNL     1       8.696   1.793  -0.433  1.00  0.00           H  
HETATM   59  H32 UNL     1       8.402   2.582   1.145  1.00  0.00           H  
HETATM   60  H33 UNL     1      10.948   1.124   0.188  1.00  0.00           H  
HETATM   61  H34 UNL     1       9.991   1.345   3.256  1.00  0.00           H  
HETATM   62  H35 UNL     1       6.228   2.171   2.266  1.00  0.00           H  
HETATM   63  H36 UNL     1       3.824   1.612   1.967  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6   37   38
CONECT    6    7   39   40
CONECT    7    8   41   42
CONECT    8    9   43   44
CONECT    9   10   45   46
CONECT   10   11   47   48
CONECT   11   12   49   50
CONECT   12   13   51   52
CONECT   13   14   53   54
CONECT   14   15   15   16
CONECT   16   17   55
CONECT   17   18   18   27
CONECT   18   19   56
CONECT   19   20   20   57
CONECT   20   21   26
CONECT   21   22   58   59
CONECT   22   23   23   24   25
CONECT   24   60
CONECT   25   61
CONECT   26   27   27   62
CONECT   27   63
END

HMDB0246585
     RDKit          3D
4-Tetradecanamidobenzylphosphonic acid
 63 63  0  0  0  0  0  0  0  0999 V2000
   -7.9688   -0.2746    1.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4614   -0.0597    1.9067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1141    1.2179    1.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7362    1.7024    1.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5638    1.0034    0.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4435    0.6554   -0.6335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3768   -0.3735   -1.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2190   -1.7443   -0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2101   -2.6780   -1.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8039   -2.3410   -1.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3438   -1.4880   -2.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1334   -1.2221   -2.2799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5830   -0.5066   -1.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0768   -0.2791   -1.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6779   -0.6967   -2.0876 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7190    0.3784   -0.0406 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1005    0.6706    0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0597    0.3476   -0.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4164    0.6626   -0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8411    1.3220    0.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2850    1.6328    0.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2040    0.3287    1.3972 P   0  0  0  0  0  5  0  0  0  0  0  0
    8.5224   -1.0038    1.2126 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7741    0.3043    0.7225 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3695    0.6135    3.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8901    1.6509    1.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5582    1.3462    1.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1559   -0.4466    0.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3198   -1.1488    2.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4484    0.6605    2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3382    0.0216    3.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9900   -0.9628    1.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5353    1.3103    0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7983    1.9948    1.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6898    2.7625    0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5800    2.0051    2.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2766    0.0944    1.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6646    1.6862    1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5664    1.6171   -1.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3938    0.3535   -0.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4566   -0.1086   -1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2369   -0.3581   -2.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2417   -2.2753   -0.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0431   -1.5845    0.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3042   -3.6385   -0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5920   -3.0944   -2.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4334   -1.8202   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2110   -3.3099   -1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9434   -0.6483   -2.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4154   -2.1752   -3.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6182   -2.2423   -2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5301   -0.7456   -3.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0536    0.4511   -0.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3797   -1.0956   -0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0731    0.6874    0.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7801   -0.1689   -1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1415    0.3830   -1.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6963    1.7928   -0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4022    2.5823    1.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9478    1.1242    0.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9912    1.3447    3.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2277    2.1706    2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8236    1.6122    1.9674 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  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 20 26  1  0
 26 27  2  0
 27 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 16 55  1  0
 18 56  1  0
 19 57  1  0
 21 58  1  0
 21 59  1  0
 24 60  1  0
 25 61  1  0
 26 62  1  0
 27 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Tetradecanamidobenzylphosphonate	Generator
(4-(Tetradecanoylamino)benzyl)phosphonic acid	HMDB

Chemical Formula

C₂₁H₃₆NO₄P

Average Molecular Weight

397.496

Monoisotopic Molecular Weight

397.238195641

IUPAC Name

[(4-tetradecanamidophenyl)methyl]phosphonic acid

Traditional Name

(4-tetradecanamidophenyl)methylphosphonic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCC(=O)NC1=CC=C(CP(O)(O)=O)C=C1

InChI Identifier

InChI=1S/C21H36NO4P/c1-2-3-4-5-6-7-8-9-10-11-12-13-21(23)22-20-16-14-19(15-17-20)18-27(24,25)26/h14-17H,2-13,18H2,1H3,(H,22,23)(H2,24,25,26)

InChI Key

OUXAHVRWFHOKHY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Anilides

Alternative Parents

Substituents

Anilide
N-arylamide
Fatty amide
Fatty acyl
Organophosphonic acid derivative
Organophosphonic acid
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Organophosphorus compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
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	5	ALOGPS
logP	5.15	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.63 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	112.02 m³·mol⁻¹	ChemAxon
Polarizability	46.3 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	202.521	30932474
DeepCCS	[M-H]-	199.069	30932474
DeepCCS	[M-2H]-	233.82	30932474
DeepCCS	[M+Na]+	210.269	30932474
AllCCS	[M+H]+	200.1	32859911
AllCCS	[M+H-H2O]+	197.9	32859911
AllCCS	[M+NH4]+	202.2	32859911
AllCCS	[M+Na]+	202.8	32859911
AllCCS	[M-H]-	197.3	32859911
AllCCS	[M+Na-2H]-	199.0	32859911
AllCCS	[M+HCOO]-	201.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	14.7426 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.13 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2479.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	229.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	210.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	340.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	610.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	618.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	200.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1495.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	508.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1313.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	503.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	402.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	311.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	145.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	13.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Tetradecanamidobenzylphosphonic acid	CCCCCCCCCCCCCC(=O)NC1=CC=C(CP(O)(O)=O)C=C1	4373.9	Standard polar	33892256
4-Tetradecanamidobenzylphosphonic acid	CCCCCCCCCCCCCC(=O)NC1=CC=C(CP(O)(O)=O)C=C1	2998.4	Standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid	CCCCCCCCCCCCCC(=O)NC1=CC=C(CP(O)(O)=O)C=C1	3514.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Tetradecanamidobenzylphosphonic acid,1TMS,isomer #1	CCCCCCCCCCCCCC(=O)NC1=CC=C(CP(=O)(O)O[Si](C)(C)C)C=C1	3491.7	Semi standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,1TMS,isomer #1	CCCCCCCCCCCCCC(=O)NC1=CC=C(CP(=O)(O)O[Si](C)(C)C)C=C1	3220.2	Standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,1TMS,isomer #1	CCCCCCCCCCCCCC(=O)NC1=CC=C(CP(=O)(O)O[Si](C)(C)C)C=C1	3933.7	Standard polar	33892256
4-Tetradecanamidobenzylphosphonic acid,1TMS,isomer #2	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O)O)C=C1)[Si](C)(C)C	3361.5	Semi standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,1TMS,isomer #2	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O)O)C=C1)[Si](C)(C)C	3170.4	Standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,1TMS,isomer #2	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O)O)C=C1)[Si](C)(C)C	4024.4	Standard polar	33892256
4-Tetradecanamidobenzylphosphonic acid,2TMS,isomer #1	CCCCCCCCCCCCCC(=O)NC1=CC=C(CP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C1	3448.4	Semi standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,2TMS,isomer #1	CCCCCCCCCCCCCC(=O)NC1=CC=C(CP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C1	3270.0	Standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,2TMS,isomer #1	CCCCCCCCCCCCCC(=O)NC1=CC=C(CP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C1	3604.0	Standard polar	33892256
4-Tetradecanamidobenzylphosphonic acid,2TMS,isomer #2	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O)O[Si](C)(C)C)C=C1)[Si](C)(C)C	3313.2	Semi standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,2TMS,isomer #2	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O)O[Si](C)(C)C)C=C1)[Si](C)(C)C	3125.1	Standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,2TMS,isomer #2	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O)O[Si](C)(C)C)C=C1)[Si](C)(C)C	3625.6	Standard polar	33892256
4-Tetradecanamidobenzylphosphonic acid,3TMS,isomer #1	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C1)[Si](C)(C)C	3289.9	Semi standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,3TMS,isomer #1	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C1)[Si](C)(C)C	3083.8	Standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,3TMS,isomer #1	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C=C1)[Si](C)(C)C	3322.9	Standard polar	33892256
4-Tetradecanamidobenzylphosphonic acid,1TBDMS,isomer #1	CCCCCCCCCCCCCC(=O)NC1=CC=C(CP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C1	3734.0	Semi standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,1TBDMS,isomer #1	CCCCCCCCCCCCCC(=O)NC1=CC=C(CP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C1	3431.7	Standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,1TBDMS,isomer #1	CCCCCCCCCCCCCC(=O)NC1=CC=C(CP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C1	4025.9	Standard polar	33892256
4-Tetradecanamidobenzylphosphonic acid,1TBDMS,isomer #2	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O)O)C=C1)[Si](C)(C)C(C)(C)C	3641.6	Semi standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,1TBDMS,isomer #2	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O)O)C=C1)[Si](C)(C)C(C)(C)C	3340.8	Standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,1TBDMS,isomer #2	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O)O)C=C1)[Si](C)(C)C(C)(C)C	4033.7	Standard polar	33892256
4-Tetradecanamidobenzylphosphonic acid,2TBDMS,isomer #1	CCCCCCCCCCCCCC(=O)NC1=CC=C(CP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C1	3956.8	Semi standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,2TBDMS,isomer #1	CCCCCCCCCCCCCC(=O)NC1=CC=C(CP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C1	3597.6	Standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,2TBDMS,isomer #1	CCCCCCCCCCCCCC(=O)NC1=CC=C(CP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C1	3785.8	Standard polar	33892256
4-Tetradecanamidobenzylphosphonic acid,2TBDMS,isomer #2	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3816.7	Semi standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,2TBDMS,isomer #2	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3474.8	Standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,2TBDMS,isomer #2	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O)O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3750.7	Standard polar	33892256
4-Tetradecanamidobenzylphosphonic acid,3TBDMS,isomer #1	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	4040.4	Semi standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,3TBDMS,isomer #1	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3546.8	Standard non polar	33892256
4-Tetradecanamidobenzylphosphonic acid,3TBDMS,isomer #1	CCCCCCCCCCCCCC(=O)N(C1=CC=C(CP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3549.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Tetradecanamidobenzylphosphonic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-06ri-6944000000-e169193f0bae55286a14	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Tetradecanamidobenzylphosphonic acid 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 - 4-Tetradecanamidobenzylphosphonic acid 10V, Positive-QTOF	splash10-0002-0009000000-b4e488a37b8c4e590199	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Tetradecanamidobenzylphosphonic acid 20V, Positive-QTOF	splash10-000b-0729000000-51248e6740d9eabd6a4d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Tetradecanamidobenzylphosphonic acid 40V, Positive-QTOF	splash10-0a4i-4900000000-650156266e34067e6036	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Tetradecanamidobenzylphosphonic acid 10V, Negative-QTOF	splash10-0002-0009000000-2e2908141af43cb859ba	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Tetradecanamidobenzylphosphonic acid 20V, Negative-QTOF	splash10-0002-2009000000-61bafcb9f1b768abd62d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Tetradecanamidobenzylphosphonic acid 40V, Negative-QTOF	splash10-004i-9100000000-6bf4de521236099d6640	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

21782469

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44176227

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 4-Tetradecanamidobenzylphosphonic acid (HMDB0246585)

MOL for HMDB0246585 (4-Tetradecanamidobenzylphosphonic acid)

3D MOL for HMDB0246585 (4-Tetradecanamidobenzylphosphonic acid)

3D SDF for HMDB0246585 (4-Tetradecanamidobenzylphosphonic acid)

3D-SDF for HMDB0246585 (4-Tetradecanamidobenzylphosphonic acid)

PDB for HMDB0246585 (4-Tetradecanamidobenzylphosphonic acid)

3D PDB for HMDB0246585 (4-Tetradecanamidobenzylphosphonic acid)

SMILES for HMDB0246585 (4-Tetradecanamidobenzylphosphonic acid)

INCHI for HMDB0246585 (4-Tetradecanamidobenzylphosphonic acid)

Structure for HMDB0246585 (4-Tetradecanamidobenzylphosphonic acid)

3D Structure for HMDB0246585 (4-Tetradecanamidobenzylphosphonic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra