N-(3-oxododecanoyl)homoserine lactone (PAMDB100049)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB100049
Identification
Name: N-(3-oxododecanoyl)homoserine lactone
Description:A N-acyl homoserine lactone that is the monocarboxylic acid amide arising from formal condensation of homoserine lactone with 3-oxododecanoic acid.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 3-oxo-C12-AHL
  • 3-oxo-C12-HSL
  • 3-Oxo-N-(tetrahydro-2-oxo-3-furanyl)dodecanamide
  • N-(3-ketododecanoyl)homoserine lactone
  • N-(3-Oxododecanoyl)homoserine lactone
  • N-(3-oxododecanoyl)homoserine lactone
Chemical Formula: C16H27NO4
Average Molecular Weight: 297.3899
Monoisotopic Molecular Weight: 297.194
InChI Key: PHSRRHGYXQCRPU-UHFFFAOYSA-N
InChI:InChI=1S/C16H27NO4/c1-2-3-4-5-6-7-8-9-13(18)12-15(19)17-14-10-11-21-16(14)20/h14H,2-12H2,1H3,(H,17,19)
CAS number: Not Available
IUPAC Name:3-oxo-N-(2-oxotetrahydrofuran-3-yl)dodecanamide
Traditional IUPAC Name: Not Available
SMILES:CCCCCCCCCC(=O)CC(=O)NC1CCOC1=O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. These 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 ClassOrganic acids and derivatives
Class Carboxylic acids and derivatives
Sub ClassAmino 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
  • Beta-hydroxy ketone
  • Gamma butyrolactone
  • Tetrahydrofuran
  • Carboxylic acid ester
  • Ketone
  • Lactone
  • Carboximidic acid
  • Carboximidic acid derivative
  • Oxacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organopnictogen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Aliphatic heteromonocyclic compound
Molecular Framework Aliphatic heteromonocyclic compounds
External Descriptors
  • N-acyl homoserine lactone (CHEBI:29639)
  • Fatty acyl homoserine lactones (C11840)
  • an acyl-homoserine lactone (CPD-10783)
Physical Properties
State: Not Available
Charge:0
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Mass297.3894ChemAxon
logP2.9089ChemAxon
H-bond acceptors5ChemAxon
H-bond donors1ChemAxon
Rotatable bonds12ChemAxon
PSA72.4700ChemAxon
RO5 violations0ChemAxon
RO3 violations3ChemAxon
Refractivity81.3987ChemAxon
Atoms48ChemAxon
Rings1ChemAxon
Heavy atoms21ChemAxon
Hydrogen atoms27ChemAxon
Heteroatoms5ChemAxon
N/O atoms5ChemAxon
Inorganic atoms0ChemAxon
Halogen atoms0ChemAxon
Chiral centers1ChemAxon
R/S chiral centers0ChemAxon
Unknown chiral centers0ChemAxon
Undefined chiral centers1ChemAxon
Stereo double bonds0ChemAxon
Cis/trans stereo double bonds0ChemAxon
Unknown stereo double bonds0ChemAxon
Undefined stereo double bonds 0ChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways:
    Spectra
    Spectra: Not Available
    References
    References:
    • Debler EW, Kaufmann GF, Kirchdoerfer RN, Mee JM, Janda KD, Wilson IA. Crystal structures of a quorum-quenching antibody. J Mol Biol. 2007 May 18;368(5):1392-402. Epub 2007 Mar 6. Pubmed: 17400249
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    KEGG COMPOUNDC11840