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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:47:31 UTC

Update Date

2022-11-23 22:29:18 UTC

HMDB ID

HMDB0255213

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Octanoyl-L-homoserine lactone

Description

N-(2-oxooxolan-3-yl)octanimidic acid belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. Based on a literature review very few articles have been published on N-(2-oxooxolan-3-yl)octanimidic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Octanoyl-l-homoserine lactone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Octanoyl-L-homoserine lactone 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

HMDB0255213
     RDKit          3D
N-OCTANOYL-L-HOMOSERINE LACTONE
 37 37  0  0  0  0  0  0  0  0999 V2000
   -5.2225    0.2265   -0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3162   -0.9630   -0.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1346   -0.7101    0.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4279    0.5098   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2471    0.8362    0.5215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2165   -0.2317    0.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9119    0.1525    1.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6139    1.3646    1.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739    2.6456    1.0669 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8270    1.3121    0.5733 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6225    0.1456    0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2619   -0.7163   -0.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5320   -1.5790   -0.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5439   -0.6561   -0.5421 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0498    0.4612    0.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6387    1.5322    0.3926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8833    0.9709   -1.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2940   -0.0651   -0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2079    0.7251    0.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8339   -1.8924   -0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9038   -1.1827   -1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4229   -1.5646    0.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4736   -0.5363    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1088    1.3671   -0.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0673    0.2903   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7592    1.7814    0.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6551    1.0086    1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7055   -1.1825    0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1721   -0.5045   -0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6012   -0.7225    1.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4557    0.3215    2.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3605    3.2727    1.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6029   -0.5354    1.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3991   -1.3678   -0.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2131   -0.1328   -1.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6036   -2.0406   -1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3965   -2.3405   -0.0112 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
  8 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
M  END


  Mrv0541 09041212542D          

 16 16  0  0  0  0            999 V2000
   -3.8400    5.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1255    5.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4110    5.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6966    5.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9821    5.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2676    5.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4468    5.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3439    5.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8960    5.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    5.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1613    5.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6765    6.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8758    5.2261    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1613    6.4636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0634    7.0111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4835    6.6306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13 10  1  4  0  0  0
 13 11  2  0  0  0  0
 14 11  1  0  0  0  0
 15 12  2  0  0  0  0
 16  9  1  0  0  0  0
 16 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255213

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC(O)=NC1CCOC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H21NO3/c1-2-3-4-5-6-7-11(14)13-10-8-9-16-12(10)15/h10H,2-9H2,1H3,(H,13,14)

> <INCHI_KEY>
JKEJEOJPJVRHMQ-UHFFFAOYSA-N

> <FORMULA>
C12H21NO3

> <MOLECULAR_WEIGHT>
227.3

> <EXACT_MASS>
227.152143543

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
25.644854065285074

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(2-oxooxolan-3-yl)octanimidic acid

> <ALOGPS_LOGP>
2.81

> <JCHEM_LOGP>
2.6606394843333327

> <ALOGPS_LOGS>
-3.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.6915175898811965

> <JCHEM_PKA_STRONGEST_BASIC>
1.6438784004104499

> <JCHEM_POLAR_SURFACE_AREA>
58.89

> <JCHEM_REFRACTIVITY>
61.011600000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.95e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(2-oxooxolan-3-yl)octanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255213
     RDKit          3D
N-OCTANOYL-L-HOMOSERINE LACTONE
 37 37  0  0  0  0  0  0  0  0999 V2000
   -5.2225    0.2265   -0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3162   -0.9630   -0.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1346   -0.7101    0.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4279    0.5098   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2471    0.8362    0.5215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2165   -0.2317    0.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9119    0.1525    1.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6139    1.3646    1.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739    2.6456    1.0669 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8270    1.3121    0.5733 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6225    0.1456    0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2619   -0.7163   -0.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5320   -1.5790   -0.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5439   -0.6561   -0.5421 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0498    0.4612    0.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6387    1.5322    0.3926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8833    0.9709   -1.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2940   -0.0651   -0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2079    0.7251    0.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8339   -1.8924   -0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9038   -1.1827   -1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4229   -1.5646    0.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4736   -0.5363    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1088    1.3671   -0.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0673    0.2903   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7592    1.7814    0.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6551    1.0086    1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7055   -1.1825    0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1721   -0.5045   -0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6012   -0.7225    1.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4557    0.3215    2.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3605    3.2727    1.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6029   -0.5354    1.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3991   -1.3678   -0.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2131   -0.1328   -1.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6036   -2.0406   -1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3965   -2.3405   -0.0112 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
  8 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
M  END

HEADER    PROTEIN                                 04-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.000   0.000   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   11                                                       
CONECT    8    9   10                                                       
CONECT    9    8   16                                                       
CONECT   10    8   12   13                                                  
CONECT   11    7   13   14                                                  
CONECT   12   10   15   16                                                  
CONECT   13   10   11                                                       
CONECT   14   11                                                            
CONECT   15   12                                                            
CONECT   16    9   12                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0255213
HETATM    1  C1  UNL     1      -5.222   0.227  -0.765  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.316  -0.963  -0.797  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.135  -0.710   0.133  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.428   0.510  -0.368  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.247   0.836   0.522  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.216  -0.232   0.603  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.912   0.152   1.508  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.614   1.365   1.046  1.00  0.00           C  
HETATM    9  O1  UNL     1       1.074   2.646   1.067  1.00  0.00           O  
HETATM   10  N1  UNL     1       2.827   1.312   0.573  1.00  0.00           N  
HETATM   11  C9  UNL     1       3.622   0.146   0.435  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.262  -0.716  -0.759  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.532  -1.579  -0.825  1.00  0.00           C  
HETATM   14  O2  UNL     1       5.544  -0.656  -0.542  1.00  0.00           O  
HETATM   15  C12 UNL     1       5.050   0.461   0.111  1.00  0.00           C  
HETATM   16  O3  UNL     1       5.639   1.532   0.393  1.00  0.00           O  
HETATM   17  H1  UNL     1      -4.883   0.971  -1.511  1.00  0.00           H  
HETATM   18  H2  UNL     1      -6.294  -0.065  -0.949  1.00  0.00           H  
HETATM   19  H3  UNL     1      -5.208   0.725   0.223  1.00  0.00           H  
HETATM   20  H4  UNL     1      -4.834  -1.892  -0.424  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.904  -1.183  -1.803  1.00  0.00           H  
HETATM   22  H6  UNL     1      -2.423  -1.565   0.071  1.00  0.00           H  
HETATM   23  H7  UNL     1      -3.474  -0.536   1.172  1.00  0.00           H  
HETATM   24  H8  UNL     1      -3.109   1.367  -0.371  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.067   0.290  -1.396  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.759   1.781   0.153  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.655   1.009   1.538  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.705  -1.182   0.976  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.172  -0.505  -0.413  1.00  0.00           H  
HETATM   30  H14 UNL     1       1.601  -0.722   1.583  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.456   0.322   2.523  1.00  0.00           H  
HETATM   32  H16 UNL     1       1.361   3.273   1.834  1.00  0.00           H  
HETATM   33  H17 UNL     1       3.603  -0.535   1.319  1.00  0.00           H  
HETATM   34  H18 UNL     1       2.399  -1.368  -0.585  1.00  0.00           H  
HETATM   35  H19 UNL     1       3.213  -0.133  -1.694  1.00  0.00           H  
HETATM   36  H20 UNL     1       4.604  -2.041  -1.825  1.00  0.00           H  
HETATM   37  H21 UNL     1       4.396  -2.341  -0.011  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   30   31
CONECT    8    9   10   10
CONECT    9   32
CONECT   10   11
CONECT   11   12   15   33
CONECT   12   13   34   35
CONECT   13   14   36   37
CONECT   14   15
CONECT   15   16   16
END

HMDB0255213
     RDKit          3D
N-OCTANOYL-L-HOMOSERINE LACTONE
 37 37  0  0  0  0  0  0  0  0999 V2000
   -5.2225    0.2265   -0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3162   -0.9630   -0.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1346   -0.7101    0.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4279    0.5098   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2471    0.8362    0.5215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2165   -0.2317    0.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9119    0.1525    1.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6139    1.3646    1.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739    2.6456    1.0669 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8270    1.3121    0.5733 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6225    0.1456    0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2619   -0.7163   -0.7592 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5320   -1.5790   -0.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5439   -0.6561   -0.5421 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0498    0.4612    0.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6387    1.5322    0.3926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8833    0.9709   -1.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2940   -0.0651   -0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2079    0.7251    0.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8339   -1.8924   -0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9038   -1.1827   -1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4229   -1.5646    0.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4736   -0.5363    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1088    1.3671   -0.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0673    0.2903   -1.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7592    1.7814    0.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6551    1.0086    1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7055   -1.1825    0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1721   -0.5045   -0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6012   -0.7225    1.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4557    0.3215    2.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3605    3.2727    1.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6029   -0.5354    1.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3991   -1.3678   -0.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2131   -0.1328   -1.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6036   -2.0406   -1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3965   -2.3405   -0.0112 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
  8 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(2-Oxooxolan-3-yl)octanimidate	Generator

Chemical Formula

C₁₂H₂₁NO₃

Average Molecular Weight

227.3

Monoisotopic Molecular Weight

227.152143543

IUPAC Name

N-(2-oxooxolan-3-yl)octanimidic acid

Traditional Name

N-(2-oxooxolan-3-yl)octanimidic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCC(O)=NC1CCOC1=O

InChI Identifier

InChI=1S/C12H21NO3/c1-2-3-4-5-6-7-11(14)13-10-8-9-16-12(10)15/h10H,2-9H2,1H3,(H,13,14)

InChI Key

JKEJEOJPJVRHMQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Acyl-homoserine lactone
Fatty amide
Gamma butyrolactone
Fatty acyl
N-acyl-amine
Oxolane
Carboxamide group
Carboxylic acid ester
Lactone
Secondary carboxylic acid amide
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

an acyl-homoserine lactone (CPD-10785 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.81	ALOGPS
logP	2.66	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	7.69	ChemAxon
pKa (Strongest Basic)	1.64	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	58.89 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	61.01 m³·mol⁻¹	ChemAxon
Polarizability	25.64 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	156.209	30932474
DeepCCS	[M-H]-	152.185	30932474
DeepCCS	[M-2H]-	189.832	30932474
DeepCCS	[M+Na]+	165.496	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-OCTANOYL-L-HOMOSERINE LACTONE	CCCCCCCC(O)=NC1CCOC1=O	2702.0	Standard polar	33892256
N-OCTANOYL-L-HOMOSERINE LACTONE	CCCCCCCC(O)=NC1CCOC1=O	1867.5	Standard non polar	33892256
N-OCTANOYL-L-HOMOSERINE LACTONE	CCCCCCCC(O)=NC1CCOC1=O	1920.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Octanoyl-L-homoserine lactone GC-MS (1 TMS)	splash10-00pi-2910000000-3d17658fbb754b2f426c	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Octanoyl-L-homoserine lactone GC-MS (Non-derivatized)	splash10-0f7o-5900000000-743d6f48d0f4f02b0b36	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octanoyl-L-homoserine lactone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kl4-9400000000-389242bfa3aed9ec0c29	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octanoyl-L-homoserine lactone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octanoyl-L-homoserine lactone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octanoyl-L-homoserine lactone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Octanoyl-L-homoserine lactone 10V, Positive-QTOF	splash10-0fb9-0960000000-07870955f5b63dfdf98c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Octanoyl-L-homoserine lactone 40V, Positive-QTOF	splash10-00di-9000000000-198bfbdf417deda0b0f6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Octanoyl-L-homoserine lactone 20V, Positive-QTOF	splash10-0udi-1900000000-e86687c548b0eaf17304	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Octanoyl-L-homoserine lactone 10V, Positive-QTOF	splash10-0fb9-0960000000-1f5dc014716c5edb0a83	2021-09-20	HMDB team, MONA	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

2715466

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Octanoyl-L-homoserine lactone (HMDB0255213)

MOL for HMDB0255213 (Octanoyl-L-homoserine lactone)

3D MOL for HMDB0255213 (Octanoyl-L-homoserine lactone)

3D SDF for HMDB0255213 (Octanoyl-L-homoserine lactone)

3D-SDF for HMDB0255213 (Octanoyl-L-homoserine lactone)

PDB for HMDB0255213 (Octanoyl-L-homoserine lactone)

3D PDB for HMDB0255213 (Octanoyl-L-homoserine lactone)

SMILES for HMDB0255213 (Octanoyl-L-homoserine lactone)

INCHI for HMDB0255213 (Octanoyl-L-homoserine lactone)

Structure for HMDB0255213 (Octanoyl-L-homoserine lactone)

3D Structure for HMDB0255213 (Octanoyl-L-homoserine lactone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra