N-(3-Hydroxyoctanoyl)-DL-homoserine lactone - ≥99%(HPLC)(mixture of isomers) , CAS No.853799-77-6

CAS: 853799-77-6 Cat. No.: N131553 Molecular Weight: 243.302

GRADE & PURITY ≥99%(HPLC)(mixture of isomers)

Synonyms

3-hydroxy-C8-homoserine lactone | PD048777 | AKOS027320814 | 3-Hydroxy-N-(tetrahydro-2-oxo-3-furanyl)-octanamide | SCHEMBL15930076 | AS-68307 | 3-hydroxy-N-(2-oxooxolan-3-yl)octanamide | 3-Hydroxy-N-(2-oxotetrahydrofuran-3-yl)octanamide | N-(3-Hydroxyocta

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Quorum Sensing Agent

Specifications

Synonyms

3-hydroxy-C8-homoserine lactone | PD048777 | AKOS027320814 | 3-Hydroxy-N-(tetrahydro-2-oxo-3-furanyl)-octanamide | SCHEMBL15930076 | AS-68307 | 3-hydroxy-N-(2-oxooxolan-3-yl)octanamide | 3-Hydroxy-N-(2-oxotetrahydrofuran-3-yl)octanamide | N-(3-Hydroxyocta

Specifications & Purity

≥99%(HPLC)(mixture of isomers)

Biochemical and Physiological Mechanisms

N-(3-Hydroxyoctanoyl)-DL-homoserine lactone is a member of N-acyl-homoserine lactone family. N-Acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteria, such as Echerichia and Salmonella, and are involved in quorum sensing, cell to

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥99%(HPLC)(mixture of isomers)

Names and Identifiers

• Canonical Smiles: CCCCCC(CC(=O)NC1CCOC1=O)O
• IUPAC Name: 3-hydroxy-N-(2-oxooxolan-3-yl)octanamide
• InChIKey: XCZVBYOXRSFQBH-UHFFFAOYSA-N
• INCHI: 1S/C12H21NO4/c1-2-3-4-5-9(14)8-11(15)13-10-6-7-17-12(10)16/h9-10,14H,2-8H2,1H3,(H,13,15)
• Isomeric SMILES: CCCCCC(CC(=O)NC1CCOC1=O)O
• Molecular Weight: 243.302
• Reaxy-Rn: 23859309
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=23859309&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 Secondary alcohols 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 - N-acyl-amine - Fatty acyl - Oxolane - Carboxamide group - Carboxylic acid ester - Lactone - Secondary alcohol - Secondary carboxylic acid amide - Oxacycle - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Alcohol - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Organic oxygen compound - Carbonyl group - 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

Chemical and Physical Properties

• Sensitivity: Moisture sensitive
• Molecular Weight: 243.300 g/mol
• XLogP3: 1.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 243.147 Da
• Monoisotopic Mass: 243.147 Da
• Topological Polar Surface Area: 75.600 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 267.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1