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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-02-04 11:28:43 UTC

Update Date

2021-09-14 14:59:05 UTC

HMDB ID

HMDB0011684

Secondary Accession Numbers

HMDB11684

Metabolite Identification

Common Name

N(6)-(Octanoyl)lysine

Description

N(6)-(Octanoyl)lysine is a modified lysine amino acid that is normally found in acyl carrier protein. The enzyme lipoyl(octanoyl) transferase (EC 2.3.1.181) catalyzes this amino acid residue modification with the following reaction:. octanoyl-[acyl-carrier-protein] + protein <-> protein N6-(octanoyl)lysine + acyl carrier protein. In other words, it catalyzes the transfer of endogenously produced octanoic acid from octanoyl-acyl-carrier-protein onto the lipoyl domains of lipoate-dependent enzymes. Another enzyme called lipoyl synthase (EC 2.8.1.8) catalyzes the chemical reaction:. protein N6-(octanoyl)lysine + 2 sulfur + 2 S-adenosyl-L-methionine <-> protein N6-(lipoyl)lysine + 2 L-methionine + 2 5'-deoxyadenosine. In other words, this enzyme catalyzes the radical-mediated insertion of two sulfur atoms into the C-6 and C-8 positions of the octanoyl moiety bound to the lipoyl domains of lipoate-dependent enzymes, thereby converting the octanoylated domains into lipoylated derivatives. Degradation of acyl carrier protein or of lipoate derivatized proteins will lead to free N(6)-(Octanoyl)lysine.

Structure

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

HMDB0011684
     RDKit          3D
N(6)-(Octanoyl)lysine
 47 46  0  0  0  0  0  0  0  0999 V2000
   -5.2573    0.8661    2.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7998    0.6868    2.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9239    1.1945    1.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1652    0.4522    0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8668   -1.0174    0.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0763   -1.8128   -0.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -1.3715   -1.9575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7980   -1.5436   -1.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4661   -2.1099   -0.5783 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2392   -1.0856   -2.5210 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6190   -1.2619   -2.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0325   -0.5628   -0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4837   -0.8391   -0.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974   -0.2509    0.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332    1.2723    0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828    1.7993   -0.7284 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5406    1.9121    1.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1144    1.5899    2.7816 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5534    2.8408    1.4893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8648    0.9904    3.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3316    1.7605    1.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5361   -0.0676    1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6774    1.2938    3.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5759   -0.3363    2.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8477    1.0123    1.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1079    2.2820    1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2125    0.6006   -0.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5027    0.8972   -0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5470   -1.4364    1.2469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8579   -1.1167    0.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8307   -2.8917   -0.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1505   -1.8112   -1.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912   -1.9823   -2.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4547   -0.3177   -2.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858   -0.6126   -3.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2174   -0.8871   -3.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8533   -2.3542   -2.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8999    0.5384   -1.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4092   -0.8793   -0.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0097   -0.5275   -1.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5910   -1.9589   -0.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7016   -0.6471    1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1969   -0.4116    0.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518    1.4635    0.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8354    2.7908   -0.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3803    1.2264   -1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5080    2.6241    1.2836 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  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 19 47  1  0
M  END


  Mrv0541 02241201502D          

 19 18  0  0  0  0            999 V2000
   15.9774   -7.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3899   -7.0471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1524   -7.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3899   -8.4760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7399   -8.4760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2649   -5.6181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6774   -6.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7399   -7.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5024   -6.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9149   -7.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4399   -5.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0274   -4.9036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0274   -6.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4399   -7.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4399   -9.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0274   -9.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0274   -7.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4399   -8.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0274  -10.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  8  3  1  0  0  0  0
  7  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  2  0  0  0  0
  6 11  1  0  0  0  0
 13 11  1  0  0  0  0
 14 13  1  0  0  0  0
 17 14  1  0  0  0  0
 16 15  1  0  0  0  0
 19 15  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011684

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC(=O)NCCCCC(N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H28N2O3/c1-2-3-4-5-6-10-13(17)16-11-8-7-9-12(15)14(18)19/h12H,2-11,15H2,1H3,(H,16,17)(H,18,19)

> <INCHI_KEY>
DUZODDYGMSCYMJ-UHFFFAOYSA-N

> <FORMULA>
C14H28N2O3

> <MOLECULAR_WEIGHT>
272.3837

> <EXACT_MASS>
272.209992772

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
32.489651140737735

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-amino-6-octanamidohexanoic acid

> <ALOGPS_LOGP>
-0.35

> <JCHEM_LOGP>
-0.2307712774945125

> <ALOGPS_LOGS>
-3.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.237058205224187

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.2447224159208696

> <JCHEM_PKA_STRONGEST_BASIC>
9.526530469286802

> <JCHEM_POLAR_SURFACE_AREA>
92.41999999999999

> <JCHEM_REFRACTIVITY>
74.8852

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-6-octanamidohexanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011684
     RDKit          3D
N(6)-(Octanoyl)lysine
 47 46  0  0  0  0  0  0  0  0999 V2000
   -5.2573    0.8661    2.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7998    0.6868    2.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9239    1.1945    1.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1652    0.4522    0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8668   -1.0174    0.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0763   -1.8128   -0.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -1.3715   -1.9575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7980   -1.5436   -1.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4661   -2.1099   -0.5783 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2392   -1.0856   -2.5210 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6190   -1.2619   -2.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0325   -0.5628   -0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4837   -0.8391   -0.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974   -0.2509    0.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332    1.2723    0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828    1.7993   -0.7284 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5406    1.9121    1.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1144    1.5899    2.7816 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5534    2.8408    1.4893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8648    0.9904    3.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3316    1.7605    1.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5361   -0.0676    1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6774    1.2938    3.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5759   -0.3363    2.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8477    1.0123    1.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1079    2.2820    1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2125    0.6006   -0.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5027    0.8972   -0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5470   -1.4364    1.2469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8579   -1.1167    0.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8307   -2.8917   -0.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1505   -1.8112   -1.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912   -1.9823   -2.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4547   -0.3177   -2.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858   -0.6126   -3.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2174   -0.8871   -3.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8533   -2.3542   -2.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8999    0.5384   -1.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4092   -0.8793   -0.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0097   -0.5275   -1.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5910   -1.9589   -0.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7016   -0.6471    1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1969   -0.4116    0.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518    1.4635    0.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8354    2.7908   -0.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3803    1.2264   -1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5080    2.6241    1.2836 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  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 19 47  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      29.824 -14.488   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      30.594 -13.155   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      28.284 -14.488   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      30.594 -15.822   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      27.514 -15.822   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      22.894 -10.487   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      23.664 -11.821   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      27.514 -13.155   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.204 -11.821   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.974 -13.155   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.354 -10.487   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      20.584  -9.153   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      20.584 -11.821   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.354 -13.155   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.354 -18.489   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.584 -17.156   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.584 -14.488   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.354 -15.822   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.584 -19.823   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1                                                            
CONECT    3    1    5    8                                                  
CONECT    4    1                                                            
CONECT    5    3                                                            
CONECT    6    7   11                                                       
CONECT    7    6    9                                                       
CONECT    8    3   10                                                       
CONECT    9    7   10                                                       
CONECT   10    8    9                                                       
CONECT   11   12    6   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   17                                                       
CONECT   15   16   19                                                       
CONECT   16   15   18                                                       
CONECT   17   14   18                                                       
CONECT   18   16   17                                                       
CONECT   19   15                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0011684
HETATM    1  C1  UNL     1      -5.257   0.866   2.190  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.800   0.687   2.621  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.924   1.195   1.524  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.165   0.452   0.241  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.867  -1.017   0.441  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.076  -1.813  -0.810  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.223  -1.371  -1.957  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.798  -1.544  -1.646  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.466  -2.110  -0.578  1.00  0.00           O  
HETATM   10  N1  UNL     1       0.239  -1.086  -2.521  1.00  0.00           N  
HETATM   11  C9  UNL     1       1.619  -1.262  -2.195  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.033  -0.563  -0.898  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.484  -0.839  -0.704  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.097  -0.251   0.521  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.933   1.272   0.443  1.00  0.00           C  
HETATM   16  N2  UNL     1       4.583   1.799  -0.728  1.00  0.00           N  
HETATM   17  C14 UNL     1       4.541   1.912   1.645  1.00  0.00           C  
HETATM   18  O2  UNL     1       4.114   1.590   2.782  1.00  0.00           O  
HETATM   19  O3  UNL     1       5.553   2.841   1.489  1.00  0.00           O  
HETATM   20  H1  UNL     1      -5.865   0.990   3.107  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.332   1.760   1.567  1.00  0.00           H  
HETATM   22  H3  UNL     1      -5.536  -0.068   1.642  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.677   1.294   3.564  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.576  -0.336   2.908  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.848   1.012   1.813  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.108   2.282   1.395  1.00  0.00           H  
HETATM   27  H8  UNL     1      -4.212   0.601  -0.101  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.503   0.897  -0.522  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.547  -1.436   1.247  1.00  0.00           H  
HETATM   30  H11 UNL     1      -1.858  -1.117   0.854  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.831  -2.892  -0.579  1.00  0.00           H  
HETATM   32  H13 UNL     1      -4.150  -1.811  -1.132  1.00  0.00           H  
HETATM   33  H14 UNL     1      -2.491  -1.982  -2.859  1.00  0.00           H  
HETATM   34  H15 UNL     1      -2.455  -0.318  -2.247  1.00  0.00           H  
HETATM   35  H16 UNL     1      -0.086  -0.613  -3.416  1.00  0.00           H  
HETATM   36  H17 UNL     1       2.217  -0.887  -3.050  1.00  0.00           H  
HETATM   37  H18 UNL     1       1.853  -2.354  -2.127  1.00  0.00           H  
HETATM   38  H19 UNL     1       1.900   0.538  -1.114  1.00  0.00           H  
HETATM   39  H20 UNL     1       1.409  -0.879  -0.048  1.00  0.00           H  
HETATM   40  H21 UNL     1       4.010  -0.527  -1.638  1.00  0.00           H  
HETATM   41  H22 UNL     1       3.591  -1.959  -0.625  1.00  0.00           H  
HETATM   42  H23 UNL     1       3.702  -0.647   1.460  1.00  0.00           H  
HETATM   43  H24 UNL     1       5.197  -0.412   0.542  1.00  0.00           H  
HETATM   44  H25 UNL     1       2.852   1.463   0.399  1.00  0.00           H  
HETATM   45  H26 UNL     1       4.835   2.791  -0.542  1.00  0.00           H  
HETATM   46  H27 UNL     1       5.380   1.226  -1.053  1.00  0.00           H  
HETATM   47  H28 UNL     1       6.508   2.624   1.284  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   31   32
CONECT    7    8   33   34
CONECT    8    9    9   10
CONECT   10   11   35
CONECT   11   12   36   37
CONECT   12   13   38   39
CONECT   13   14   40   41
CONECT   14   15   42   43
CONECT   15   16   17   44
CONECT   16   45   46
CONECT   17   18   18   19
CONECT   19   47
END

HMDB0011684
     RDKit          3D
N(6)-(Octanoyl)lysine
 47 46  0  0  0  0  0  0  0  0999 V2000
   -5.2573    0.8661    2.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7998    0.6868    2.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9239    1.1945    1.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1652    0.4522    0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8668   -1.0174    0.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0763   -1.8128   -0.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -1.3715   -1.9575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7980   -1.5436   -1.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4661   -2.1099   -0.5783 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2392   -1.0856   -2.5210 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6190   -1.2619   -2.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0325   -0.5628   -0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4837   -0.8391   -0.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974   -0.2509    0.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332    1.2723    0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828    1.7993   -0.7284 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5406    1.9121    1.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1144    1.5899    2.7816 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5534    2.8408    1.4893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8648    0.9904    3.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3316    1.7605    1.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5361   -0.0676    1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6774    1.2938    3.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5759   -0.3363    2.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8477    1.0123    1.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1079    2.2820    1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2125    0.6006   -0.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5027    0.8972   -0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5470   -1.4364    1.2469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8579   -1.1167    0.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8307   -2.8917   -0.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1505   -1.8112   -1.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912   -1.9823   -2.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4547   -0.3177   -2.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858   -0.6126   -3.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2174   -0.8871   -3.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8533   -2.3542   -2.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8999    0.5384   -1.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4092   -0.8793   -0.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0097   -0.5275   -1.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5910   -1.9589   -0.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7016   -0.6471    1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1969   -0.4116    0.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518    1.4635    0.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8354    2.7908   -0.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3803    1.2264   -1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5080    2.6241    1.2836 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  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 19 47  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Amino-6-[(1-hydroxyoctylidene)amino]hexanoate	HMDB

Chemical Formula

C₁₄H₂₈N₂O₃

Average Molecular Weight

272.3837

Monoisotopic Molecular Weight

272.209992772

IUPAC Name

2-amino-6-octanamidohexanoic acid

Traditional Name

2-amino-6-octanamidohexanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCC(=O)NCCCCC(N)C(O)=O

InChI Identifier

InChI=1S/C14H28N2O3/c1-2-3-4-5-6-10-13(17)16-11-8-7-9-12(15)14(18)19/h12H,2-11,15H2,1H3,(H,16,17)(H,18,19)

InChI Key

DUZODDYGMSCYMJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Medium-chain fatty acid
Amino fatty acid
Fatty amide
Fatty acyl
Fatty acid
N-acyl-amine
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary amine
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0011684)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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
Water Solubility	0.15 g/L	ALOGPS
logP	-0.35	ALOGPS
logP	-0.23	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	2.24	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	74.89 m³·mol⁻¹	ChemAxon
Polarizability	32.49 Å³	ChemAxon
Number of Rings	0	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
DarkChem	[M+H]+	167.81	31661259
DarkChem	[M-H]-	164.587	31661259
DeepCCS	[M+H]+	173.559	30932474
DeepCCS	[M-H]-	169.54	30932474
DeepCCS	[M-2H]-	206.266	30932474
DeepCCS	[M+Na]+	182.374	30932474
AllCCS	[M+H]+	168.2	32859911
AllCCS	[M+H-H2O]+	165.3	32859911
AllCCS	[M+NH4]+	170.9	32859911
AllCCS	[M+Na]+	171.7	32859911
AllCCS	[M-H]-	171.1	32859911
AllCCS	[M+Na-2H]-	171.7	32859911
AllCCS	[M+HCOO]-	172.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.45 minutes	32390414
Predicted by Siyang on May 30, 2022	10.9023 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.98 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	142.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1484.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	199.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	149.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	167.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	169.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	371.6 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	392.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	532.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	897.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	358.0 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	1073.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	239.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	302.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	519.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	255.6 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	92.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N(6)-(Octanoyl)lysine	CCCCCCCC(=O)NCCCCC(N)C(O)=O	3315.4	Standard polar	33892256
N(6)-(Octanoyl)lysine	CCCCCCCC(=O)NCCCCC(N)C(O)=O	2284.4	Standard non polar	33892256
N(6)-(Octanoyl)lysine	CCCCCCCC(=O)NCCCCC(N)C(O)=O	2414.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N(6)-(Octanoyl)lysine,1TMS,isomer #1	CCCCCCCC(=O)NCCCCC(N)C(=O)O[Si](C)(C)C	2362.6	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,1TMS,isomer #2	CCCCCCCC(=O)NCCCCC(N[Si](C)(C)C)C(=O)O	2435.6	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,1TMS,isomer #3	CCCCCCCC(=O)N(CCCCC(N)C(=O)O)[Si](C)(C)C	2363.8	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,2TMS,isomer #1	CCCCCCCC(=O)NCCCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2447.7	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,2TMS,isomer #1	CCCCCCCC(=O)NCCCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2411.6	Standard non polar	33892256
N(6)-(Octanoyl)lysine,2TMS,isomer #1	CCCCCCCC(=O)NCCCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2807.9	Standard polar	33892256
N(6)-(Octanoyl)lysine,2TMS,isomer #2	CCCCCCCC(=O)N(CCCCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2339.9	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,2TMS,isomer #2	CCCCCCCC(=O)N(CCCCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2414.4	Standard non polar	33892256
N(6)-(Octanoyl)lysine,2TMS,isomer #2	CCCCCCCC(=O)N(CCCCC(N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3300.0	Standard polar	33892256
N(6)-(Octanoyl)lysine,2TMS,isomer #3	CCCCCCCC(=O)N(CCCCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2453.6	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,2TMS,isomer #3	CCCCCCCC(=O)N(CCCCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2428.5	Standard non polar	33892256
N(6)-(Octanoyl)lysine,2TMS,isomer #3	CCCCCCCC(=O)N(CCCCC(N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2978.0	Standard polar	33892256
N(6)-(Octanoyl)lysine,2TMS,isomer #4	CCCCCCCC(=O)NCCCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2586.4	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,2TMS,isomer #4	CCCCCCCC(=O)NCCCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2444.0	Standard non polar	33892256
N(6)-(Octanoyl)lysine,2TMS,isomer #4	CCCCCCCC(=O)NCCCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2994.3	Standard polar	33892256
N(6)-(Octanoyl)lysine,3TMS,isomer #1	CCCCCCCC(=O)N(CCCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2420.5	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,3TMS,isomer #1	CCCCCCCC(=O)N(CCCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2488.4	Standard non polar	33892256
N(6)-(Octanoyl)lysine,3TMS,isomer #1	CCCCCCCC(=O)N(CCCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2600.7	Standard polar	33892256
N(6)-(Octanoyl)lysine,3TMS,isomer #2	CCCCCCCC(=O)NCCCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2616.6	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,3TMS,isomer #2	CCCCCCCC(=O)NCCCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2511.7	Standard non polar	33892256
N(6)-(Octanoyl)lysine,3TMS,isomer #2	CCCCCCCC(=O)NCCCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2656.3	Standard polar	33892256
N(6)-(Octanoyl)lysine,3TMS,isomer #3	CCCCCCCC(=O)N(CCCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2585.7	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,3TMS,isomer #3	CCCCCCCC(=O)N(CCCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2532.8	Standard non polar	33892256
N(6)-(Octanoyl)lysine,3TMS,isomer #3	CCCCCCCC(=O)N(CCCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2802.8	Standard polar	33892256
N(6)-(Octanoyl)lysine,4TMS,isomer #1	CCCCCCCC(=O)N(CCCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2614.9	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,4TMS,isomer #1	CCCCCCCC(=O)N(CCCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2576.9	Standard non polar	33892256
N(6)-(Octanoyl)lysine,4TMS,isomer #1	CCCCCCCC(=O)N(CCCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2512.3	Standard polar	33892256
N(6)-(Octanoyl)lysine,1TBDMS,isomer #1	CCCCCCCC(=O)NCCCCC(N)C(=O)O[Si](C)(C)C(C)(C)C	2624.2	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,1TBDMS,isomer #2	CCCCCCCC(=O)NCCCCC(N[Si](C)(C)C(C)(C)C)C(=O)O	2683.9	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,1TBDMS,isomer #3	CCCCCCCC(=O)N(CCCCC(N)C(=O)O)[Si](C)(C)C(C)(C)C	2593.4	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,2TBDMS,isomer #1	CCCCCCCC(=O)NCCCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2929.5	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,2TBDMS,isomer #1	CCCCCCCC(=O)NCCCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2789.6	Standard non polar	33892256
N(6)-(Octanoyl)lysine,2TBDMS,isomer #1	CCCCCCCC(=O)NCCCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2931.6	Standard polar	33892256
N(6)-(Octanoyl)lysine,2TBDMS,isomer #2	CCCCCCCC(=O)N(CCCCC(N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2820.9	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,2TBDMS,isomer #2	CCCCCCCC(=O)N(CCCCC(N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2795.6	Standard non polar	33892256
N(6)-(Octanoyl)lysine,2TBDMS,isomer #2	CCCCCCCC(=O)N(CCCCC(N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3286.6	Standard polar	33892256
N(6)-(Octanoyl)lysine,2TBDMS,isomer #3	CCCCCCCC(=O)N(CCCCC(N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2932.6	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,2TBDMS,isomer #3	CCCCCCCC(=O)N(CCCCC(N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2797.9	Standard non polar	33892256
N(6)-(Octanoyl)lysine,2TBDMS,isomer #3	CCCCCCCC(=O)N(CCCCC(N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3071.2	Standard polar	33892256
N(6)-(Octanoyl)lysine,2TBDMS,isomer #4	CCCCCCCC(=O)NCCCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3035.2	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,2TBDMS,isomer #4	CCCCCCCC(=O)NCCCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2811.4	Standard non polar	33892256
N(6)-(Octanoyl)lysine,2TBDMS,isomer #4	CCCCCCCC(=O)NCCCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3059.1	Standard polar	33892256
N(6)-(Octanoyl)lysine,3TBDMS,isomer #1	CCCCCCCC(=O)N(CCCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3119.4	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,3TBDMS,isomer #1	CCCCCCCC(=O)N(CCCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3008.0	Standard non polar	33892256
N(6)-(Octanoyl)lysine,3TBDMS,isomer #1	CCCCCCCC(=O)N(CCCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2919.1	Standard polar	33892256
N(6)-(Octanoyl)lysine,3TBDMS,isomer #2	CCCCCCCC(=O)NCCCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3294.1	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,3TBDMS,isomer #2	CCCCCCCC(=O)NCCCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3037.4	Standard non polar	33892256
N(6)-(Octanoyl)lysine,3TBDMS,isomer #2	CCCCCCCC(=O)NCCCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2917.4	Standard polar	33892256
N(6)-(Octanoyl)lysine,3TBDMS,isomer #3	CCCCCCCC(=O)N(CCCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3240.1	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,3TBDMS,isomer #3	CCCCCCCC(=O)N(CCCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3033.9	Standard non polar	33892256
N(6)-(Octanoyl)lysine,3TBDMS,isomer #3	CCCCCCCC(=O)N(CCCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3019.6	Standard polar	33892256
N(6)-(Octanoyl)lysine,4TBDMS,isomer #1	CCCCCCCC(=O)N(CCCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3481.1	Semi standard non polar	33892256
N(6)-(Octanoyl)lysine,4TBDMS,isomer #1	CCCCCCCC(=O)N(CCCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3238.6	Standard non polar	33892256
N(6)-(Octanoyl)lysine,4TBDMS,isomer #1	CCCCCCCC(=O)N(CCCCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2908.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N(6)-(Octanoyl)lysine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00al-9320000000-7eef1b7a263469acb848	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(6)-(Octanoyl)lysine GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9110000000-bf7c5e5290b8325ce4d6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(6)-(Octanoyl)lysine 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 - N(6)-(Octanoyl)lysine 10V, Positive-QTOF	splash10-00b9-1590000000-cd1f3cf22066e010cb59	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(6)-(Octanoyl)lysine 20V, Positive-QTOF	splash10-0fc1-5920000000-0f00428136af72e91a13	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(6)-(Octanoyl)lysine 40V, Positive-QTOF	splash10-001j-9100000000-06dd1ad858e9c01b85b4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(6)-(Octanoyl)lysine 10V, Negative-QTOF	splash10-00di-0190000000-654a97ee61f895975d73	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(6)-(Octanoyl)lysine 20V, Negative-QTOF	splash10-0fmm-3970000000-96162c7a97636169ba21	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(6)-(Octanoyl)lysine 40V, Negative-QTOF	splash10-0006-9400000000-9041218b1bd70b340a71	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(6)-(Octanoyl)lysine 10V, Negative-QTOF	splash10-00di-0090000000-590bbe641e7d5fffbad6	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(6)-(Octanoyl)lysine 20V, Negative-QTOF	splash10-006t-1950000000-d051e97fe00b6c4bf071	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(6)-(Octanoyl)lysine 40V, Negative-QTOF	splash10-0006-9300000000-f52351334723b8c47f80	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(6)-(Octanoyl)lysine 10V, Positive-QTOF	splash10-00di-0290000000-287532e1d885f9eae911	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(6)-(Octanoyl)lysine 20V, Positive-QTOF	splash10-001i-2900000000-1585d28bbcd6e02d93bf	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N(6)-(Octanoyl)lysine 40V, Positive-QTOF	splash10-053r-9100000000-910b26c08f70a12066d4	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB028371

KNApSAcK ID

Not Available

Chemspider ID

35032089

KEGG Compound ID

Not Available

BioCyc ID

Protein-N-6-octanoyl-lysines

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13783498

PDB ID

Not Available

ChEBI ID

172138

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

Not Available

Enzymes

Enzyme Details

1. Lipoyl synthase, mitochondrial

General function:: Involved in catalytic activity
Specific function:: Catalyzes the radical-mediated insertion of two sulfur atoms into the C-6 and C-8 positions of the octanoyl moiety bound to the lipoyl domains of lipoate-dependent enzymes, thereby converting the octanoylated domains into lipoylated derivatives (By similarity).
Gene Name:: LIAS
Uniprot ID:: O43766
Molecular weight:: 41910.695

Enzyme Details

2. Putative lipoyltransferase 2, mitochondrial

General function:: Involved in catalytic activity
Specific function:: Catalyzes the transfer of endogenously produced octanoic acid from octanoyl-acyl-carrier-protein onto the lipoyl domains of lipoate-dependent enzymes. Lipoyl-ACP can also act as a substrate although octanoyl-ACP is likely to be the physiological substrate
Gene Name:: LIPT2
Uniprot ID:: A6NK58
Molecular weight:: 25195.1

Showing metabocard for N(6)-(Octanoyl)lysine (HMDB0011684)

MOL for HMDB0011684 (N(6)-(Octanoyl)lysine)

3D MOL for HMDB0011684 (N(6)-(Octanoyl)lysine)

3D SDF for HMDB0011684 (N(6)-(Octanoyl)lysine)

3D-SDF for HMDB0011684 (N(6)-(Octanoyl)lysine)

PDB for HMDB0011684 (N(6)-(Octanoyl)lysine)

3D PDB for HMDB0011684 (N(6)-(Octanoyl)lysine)

SMILES for HMDB0011684 (N(6)-(Octanoyl)lysine)

INCHI for HMDB0011684 (N(6)-(Octanoyl)lysine)

Structure for HMDB0011684 (N(6)-(Octanoyl)lysine)

3D Structure for HMDB0011684 (N(6)-(Octanoyl)lysine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes