N-decanoyl-L-Homoserine lactone - Moligand™,≥96% , CAS No.177315-87-6

CAS: 177315-87-6 Cat. No.: N347574 Molecular Weight: 255.35

GRADE & PURITY Moligand™, ≥96%

Synonyms

BDBM50351509 | Decanoyl-L-homoserine lactone | SCHEMBL3140223 | J-011268 | MFCD11113140 | AS-67956 | N-[(3S)-2-oxooxolan-3-yl]decanamide | Q27461120 | N-Decanoyl-L-homoserine lactone, >=96% (HPLC) | N-Decanoyl-L-Homoserine lactone | HY-136409 | (S)-N-(2-o

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

N-decanoyl-L-Homoserine lactone is a small diffusible signaling molecule involved in quorum sensing, thereby controlling gene expression and affecting cellular metabolism. The applications of this molecule include regulation of virulence and exoproteases.

Specifications

Synonyms

BDBM50351509 | Decanoyl-L-homoserine lactone | SCHEMBL3140223 | J-011268 | MFCD11113140 | AS-67956 | N-[(3S)-2-oxooxolan-3-yl]decanamide | Q27461120 | N-Decanoyl-L-homoserine lactone, >=96% (HPLC) | N-Decanoyl-L-Homoserine lactone | HY-136409 | (S)-N-(2-o

Specifications & Purity

Moligand™, ≥96%

Biochemical and Physiological Mechanisms

N-DECANOYL L-l-proserine lactone is a member of N-ACYL-PROSERINE lactone family. N-ACYLHOMOSERINE lactone (Ahl) regulates gene expression in Gram-negative such as ESCHERICHIA coli (Echerichia) and Salmonella, and is involved in quorum sensing and cell-to-

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥96%

Names and Identifiers

• Pubchem Sid: 504765274
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765274
• Canonical Smiles: CCCCCCCCCC(=O)NC1CCOC1=O
• IUPAC Name: N-[(3S)-2-oxooxolan-3-yl]decanamide
• InChIKey: TZWZKDULKILUPV-LBPRGKRZSA-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)/t12-/m0/s1
• Isomeric SMILES: CCCCCCCCCC(=O)N[C@H]1CCOC1=O
• Molecular Weight: 255.35
• 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-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
• 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

Associated Targets(non-human)

Mus musculus (284745 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

luxR Transcriptional activator protein luxR (400 Activities)

Discover Target: luxR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

traR Transcriptional activator protein traR (147 Activities)

Discover Target: traR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

lasR Transcriptional activator protein lasR (432 Activities)

Discover Target: lasR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol (~5 mg/ml), DMSO (~20 mg/ml), DMF (~30 mg/ml), water (10 mg/ml at 25° C), and 1: 4 DMF: PBS (pH 7.2) (~0.2 mg/ml).
• Sensitivity: Light sensitive
• Refractive Index: n20D1.48 (Predicted)
• Boil Point(°C): ~466.1° C at 760 mmHg (Predicted)
• Melt Point(°C): 166.93° C (Predicted)
• 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: 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

References

1. Fenglin Zhang, Jinming Gu, Yibing Wang, Qing Qiu, Yue Yu, Xuejian Sun, Menghan Chang, Dandan Zhou, Hongliang Huo, Kejian Tian.  (2024)  Regulatory mechanism by which exogenous AHLs enhance the degradation of bisphenol A by Pseudomonas asiatica P1.  Environmental Technology & Innovation,      [PMID:] [10.1016/j.eti.2024.103963]