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N-Octanoyl-DL-homoserine lactone - ≥97.0% (HPLC), high purity , CAS No.106983-30-6
Basic Description
Synonyms
SCHEMBL3745514 | N-Octanoyl-DL-homoserine lactone | DTXSID801046077 | N-Octanoyl-DL-homoserine lactone, >=97.0% (HPLC) | E0C11178-D3A4-4DD0-8A56-4120B3073C2B | Homoserine lactone, N-octanoyl- | N-Octanyol-DL-homoserine lactone | N-(2-oxooxolan-3-yl)octana
Specifications & Purity
≥97%(HPLC)
Biochemical and Physiological Mechanisms
N-Octanoyl-DL-homoserine lactone is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteria, such asEcherichiaandSalmonellaare involved in quorum sensing, cell to cell commu
Storage Temp
Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
Description
Application test: Induces violacein expression in aChromobacterium violaceummutant usually not able to produce homoserine lactones.
Taxonomic Classification
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
an acyl-homoserine lactone
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.
Names and Identifiers
Pubchem Sid
504762574
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/504762574
IUPAC Name
N-(2-oxooxolan-3-yl)octanamide
INCHI
InChI=1S/C12H21NO3/c1-2-3-4-5-6-7-11(14)13-10-8-9-16-12(10)15/h10H,2-9H2,1H3,(H,13,14)
InChIKey
JKEJEOJPJVRHMQ-UHFFFAOYSA-N
Smiles
CCCCCCCC(=O)NC1CCOC1=O
Isomeric SMILES
CCCCCCCC(=O)NC1CCOC1=O
Molecular Weight
227.3
Beilstein
1642628
Reaxy-Rn
1642628
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1642628&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Sensitivity
Moisture sensitive
Flash Point(°F)
Not applicable
Flash Point(°C)
Not applicable
Molecular Weight
227.300 g/mol
XLogP3
2.600
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
7
Exact Mass
227.152 Da
Monoisotopic Mass
227.152 Da
Topological Polar Surface Area
55.400 Ų
Heavy Atom Count
16
Formal Charge
0
Complexity
240.000
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
Citations of This Product
1.
Qian Feng, Laiwei Luo, Xindi Chen, Kaijie Zhang, Fang Fang, Zhaoxia Xue, Chao Li, Jiashun Cao, Jingyang Luo.
(2021)
Facilitating biofilm formation of Pseudomonas aeruginosa via exogenous N-Acy-L-homoserine lactones stimulation: Regulation on the bacterial motility, adhesive ability and metabolic activity. BIORESOURCE TECHNOLOGY,
341
(125727).
2.
Keyang Jiang, Xiao Yang, Qian Gao, Junxia Ni, Jinhu Feng, Di Wu, Xuelian Zou, Li Hu, Xi Liu, Zhaoping Song, Zhiwei Wang.
(2024)
Exogenous signaling molecules N-acyl-homoserine lactones promotes the reconstruction of sludge particles after impact with highly concentrated urea-formaldehyde resin microplastics. JOURNAL OF ENVIRONMENTAL MANAGEMENT,
371
(123179).
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2 Citations
H23091000