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Showing metabocard for N-Dodecanoyl-DL-homoserine lactone (HMDB0341351)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2022-09-09 20:36:26 UTC
Update Date2022-09-22 18:34:49 UTC
HMDB IDHMDB0341351
Secondary Accession NumbersNone
Metabolite Identification
Common NameN-Dodecanoyl-DL-homoserine lactone
DescriptionN-Dodecanoyl-DL-homoserine lactone, also known as N-dodecanoyl-DL-HSL, 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 a significant number of articles have been published on N-Dodecanoyl-DL-homoserine lactone.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for HMDB0341351 (N-Dodecanoyl-DL-homoserine lactone)


  Mrv1652309092223142D          

 20 20  0  0  0  0            999 V2000
    4.9202   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6346   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3491   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0636   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7781   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4925   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2070   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9215   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6359   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3504   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0649   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7794   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7794   -7.0578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4938   -5.8203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2083   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9620   -5.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5140   -6.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1015   -7.2248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2945   -7.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6814   -7.6053    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
 12 14  2  0  0  0  0
 14 15  1  4  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
M  END
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3D MOL for HMDB0341351 (N-Dodecanoyl-DL-homoserine lactone)

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3D SDF for HMDB0341351 (N-Dodecanoyl-DL-homoserine lactone)

  Mrv1652309092223142D          

 20 20  0  0  0  0            999 V2000
    4.9202   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6346   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3491   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0636   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7781   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4925   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2070   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9215   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6359   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3504   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0649   -5.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7794   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7794   -7.0578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4938   -5.8203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2083   -6.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9620   -5.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5140   -6.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1015   -7.2248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2945   -7.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6814   -7.6053    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
 12 14  2  0  0  0  0
 14 15  1  4  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0341351

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H29NO3/c1-2-3-4-5-6-7-8-9-10-11-15(18)17-14-12-13-20-16(14)19/h14H,2-13H2,1H3,(H,17,18)

> <INCHI_KEY>
WILLZMOKUUPJSL-UHFFFAOYSA-N

> <FORMULA>
C16H29NO3

> <MOLECULAR_WEIGHT>
283.412

> <EXACT_MASS>
283.214743798

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
34.113086484212104

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <JCHEM_LOGP>
4.438914144333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.956019385637911

> <JCHEM_PKA_STRONGEST_BASIC>
1.5494394655223835

> <JCHEM_POLAR_SURFACE_AREA>
58.89000000000001

> <JCHEM_REFRACTIVITY>
79.41559999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

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

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for HMDB0341351 (N-Dodecanoyl-DL-homoserine lactone)
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PDB for HMDB0341351 (N-Dodecanoyl-DL-homoserine lactone)
HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       9.184 -10.865   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.518 -11.635   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.852 -10.865   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.185 -11.635   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.519 -10.865   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.853 -11.635   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.186 -10.865   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.520 -11.635   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.854 -10.865   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.187 -11.635   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.521 -10.865   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.855 -11.635   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      23.855 -13.175   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      25.188 -10.865   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      26.522 -11.635   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.929 -11.008   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      28.959 -12.153   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      28.189 -13.486   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      26.683 -13.166   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      25.539 -14.197   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   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   15   20                                                  
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

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3D PDB for HMDB0341351 (N-Dodecanoyl-DL-homoserine lactone)
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SMILES for HMDB0341351 (N-Dodecanoyl-DL-homoserine lactone)
CCCCCCCCCCCC(O)=NC1CCOC1=O
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INCHI for HMDB0341351 (N-Dodecanoyl-DL-homoserine lactone)
InChI=1S/C16H29NO3/c1-2-3-4-5-6-7-8-9-10-11-15(18)17-14-12-13-20-16(14)19/h14H,2-13H2,1H3,(H,17,18)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
N-Dodecanoyl-DL-HSLMeSH
Chemical FormulaC16H29NO3
Average Molecular Weight283.412
Monoisotopic Molecular Weight283.214743798
IUPAC NameN-(2-oxooxolan-3-yl)dodecanimidic acid
Traditional NameN-(2-oxooxolan-3-yl)dodecanimidic acid
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCC(O)=NC1CCOC1=O
InChI Identifier
InChI=1S/C16H29NO3/c1-2-3-4-5-6-7-8-9-10-11-15(18)17-14-12-13-20-16(14)19/h14H,2-13H2,1H3,(H,17,18)
InChI KeyWILLZMOKUUPJSL-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.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentN-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 FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP4.44ChemAxon
pKa (Strongest Acidic)5.96ChemAxon
pKa (Strongest Basic)1.55ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area58.89 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity79.42 m³·mol⁻¹ChemAxon
Polarizability34.11 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties
Predicted Kovats Retention Indices
Not Available
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
    • 

  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation  details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation  details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID9740197  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11565426  
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simon-Manso Y, Marupaka R, Yan X, Liang Y, Telu KH, Mirokhin Y, Stein SE: Mass Spectrometry Fingerprints of Small-Molecule Metabolites in Biofluids: Building a Spectral Library of Recurrent Spectra for Urine Analysis. Anal Chem. 2019 Sep 17;91(18):12021-12029. doi: 10.1021/acs.analchem.9b02977. Epub 2019 Aug 30. [PubMed:31424920  ]