N-Decanoyl-DL-homoserine lactone - ≥97% , CAS No.106983-36-2

CAS: 106983-36-2 Cat. No.: N464433 Molecular Weight: 255.35 Beilstein Registry Number: 1644700

GRADE & PURITY ≥97%

Synonyms

AS-61611 | N-Decanoyl-dl-homoserine lactone* | Homoserine lactone, N-decanoyl- | AKOS027428817 | c10-Homoserine lactone | N-Decanoyl-DL-homoserine lactone, >=97.0% (HPLC) | HY-W045072 | TZWZKDULKILUPV-UHFFFAOYSA-N | N-Decanoyl-DL-homoserine lactone (C10-D

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Description

Application test: Induces violacein expression in aChromobacterium violaceummutant usually not able to produce homoserine lactones

Specifications

Synonyms

AS-61611 | N-Decanoyl-dl-homoserine lactone* | Homoserine lactone, N-decanoyl- | AKOS027428817 | c10-Homoserine lactone | N-Decanoyl-DL-homoserine lactone, >=97.0% (HPLC) | HY-W045072 | TZWZKDULKILUPV-UHFFFAOYSA-N | N-Decanoyl-DL-homoserine lactone (C10-D

Specifications & Purity

≥97%

Biochemical and Physiological Mechanisms

N-Decanoyl-DL-homoserine lactone (N-C10-HSL) is among a group of homoserine lactones that includes; N-octanoyl-homoserine lactone (N-C8-HSL), N-(3-oxodecanoyl) homoserine-L-lactone (3-oxo-C10 HSL), N-(3-oxododecanoyl)homoserine-L-lactone (3-oxo-C12-HSL),

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504766619
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504766619
• Canonical Smiles: CCCCCCCCCC(=O)NC1CCOC1=O
• IUPAC Name: N-(2-oxooxolan-3-yl)decanamide
• InChIKey: TZWZKDULKILUPV-UHFFFAOYSA-N
• INCHI: 1S/C14H25NO3/c1-2-3-4-5-6-7-8-9-13(16)15-12-10-11-18-14(12)17/h12H,2-11H2,1H3,(H,15,16)
• Isomeric SMILES: CCCCCCCCCC(=O)NC1CCOC1=O
• Molecular Weight: 255.35
• Beilstein: 1644700
• Reaxy-Rn: 1644700
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1644700&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class 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
• Class: 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 homoserine lactones N-acyl amines Gamma butyrolactones Oxolanes Secondary carboxylic acid amides Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Organopnictogen compounds 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 - 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
• Description: 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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture Sensitive
• Flash Point(°F): Not applicable
• Flash Point(°C): Not applicable
• Melt Point(°C): 111-114℃
• Molecular Weight: 255.350 g/mol
• XLogP3: 3.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 255.183 Da
• Monoisotopic Mass: 255.183 Da
• Topological Polar Surface Area: 55.400 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 266.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Zhiqi Lu, Mengzhe Zhao, Xianglong He, Hongjing Li.  (2025)  Biochar-Enhanced Nitrogen Removal in SBBR Under PFOA Stress: The Role of Quorum Sensing.  Sustainability,  17  (8): (3359).  [PMID:] [10.3390/su17083359]