N-octadecanoyl-L-Homoserine lactone - ≥98% , CAS No.479050-96-9

CAS: 479050-96-9 Cat. No.: N348994 Peso molecular: 367.6

GRADE & PURITY ≥98%

Synonyms

HMS3648I08 | MFCD11976914 | N-[(3S)-TETRAHYDRO-2-OXO-3-FURANYL]-OCTADECANAMIDE | N-((3S)-Tetrahydro-2-oxo-3-furanyl)-octadecanamide | (S)-N-(2-Oxotetrahydrofuran-3-yl)stearamide | SCHEMBL6374254 | HGMDJDYXARRSKB-FQEVSTJZSA-N | SR-01000946372 | N-[(3S)-Tet

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

N-octadecanoyl-L-Homoserine lactone, sometimes called C18-HSL, is an N-acylated homoserine lactone (AHL). AHLs vary in acyl group length (C4-C18), in the substitution of C3 (hydrogen, hydroxyl, or oxo group), and in the presence or absence of one or more carbon-carbon double bonds in the fatty acid chain. These differences confer signal specificity through the affinity of transcriptional regulators of the LuxR family. N-octadecanoyl-L-Homoserine lactone is one of four lipophilic, long acyl side-chain bearing AHLs produced by the LuxI AHL synthase homolog SinI involved in quorum-sensing signaling in strains of|Sinorhizobium meliloti|. This and other hydrophobic AHLs tend to localize in relatively lipophilic cellular environments of bacteria and cannot diffuse freely through the cell membrane. The long-chain N-acylhomoserine lactones may be exported from cells by efflux pumps or may be transported between communicating cells by way of extracellular outer membrane vesicles.

Specifications

Sinónimos

HMS3648I08 | MFCD11976914 | N-[(3S)-TETRAHYDRO-2-OXO-3-FURANYL]-OCTADECANAMIDE | N-((3S)-Tetrahydro-2-oxo-3-furanyl)-octadecanamide | (S)-N-(2-Oxotetrahydrofuran-3-yl)stearamide | SCHEMBL6374254 | HGMDJDYXARRSKB-FQEVSTJZSA-N | SR-01000946372 | N-[(3S)-Tet

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

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Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 504771962
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504771962
• Sonrisas canónicas: CCCCCCCCCCCCCCCCCC(=O)NC1CCOC1=O
• IUPAC Name: N-[(3S)-2-oxooxolan-3-yl]octadecanamide
• InChIKey: HGMDJDYXARRSKB-FQEVSTJZSA-N
• INCHI: 1S/C22H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)23-20-18-19-26-22(20)25/h20H,2-19H2,1H3,(H,23,24)/t20-/m0/s1
• Isómeros SMILES: CCCCCCCCCCCCCCCCCC(=O)N[C@H]1CCOC1=O
• Peso molecular: 367.6
• Reaxy-Rn: 31071057
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=31071057&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 N-acyl-alpha amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: N-acyl-alpha amino acids and derivatives
• Alternative Parents: Alpha amino acid esters Acyl-L-homoserine lactones N-acyl amines Gamma butyrolactones Oxolanes Secondary carboxylic acid amides Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Alpha-amino acid ester - N-acyl-alpha amino acid or derivatives - Acyl-homoserine lactone - Acyl-l-homoserine lactone - Fatty amide - Gamma butyrolactone - N-acyl-amine - Fatty acyl - Oxolane - Secondary carboxylic acid amide - Lactone - Carboxylic acid ester - Carboxamide group - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Oxacycle - Organooxygen compound - Organonitrogen compound - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Carbonyl group - Aliphatic heteromonocyclic compound
• Descripción: This 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.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Peso molecular: 367.600 g/mol
• XLogP3: 8.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 17
• Exact Mass: 367.309 Da
• Monoisotopic Mass: 367.309 Da
• Topological Polar Surface Area: 55.400 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 370.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1