N-butyryl-L-Homocysteine thiolactone - Moligand™, ≥95% , CAS No.202284-85-3

CAS: 202284-85-3 Cat. No.: N347573 Molecular Weight: 187.26

GRADE & PURITY Moligand™, ≥95%

Synonyms

J-013133 | (S)-N-(2-Oxotetrahydrothiophen-3-yl)butyramide | SCHEMBL19538617 | N-[(3S)-2-oxothiolan-3-yl]butanamide | AKOS006308740 | DTXSID00654522 | N-[(3S)-Tetrahydro-2-oxo-3-thienyl]butanamide | N-[(3S)-tetrahydro-2-oxo-3-thienyl]-butanamide | HY-11676

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

N-butyryl-L-Homocysteine thiolactone is a small diffusible signaling molecule involved in quorum sensing, thereby controlling gene expression and cellular metabolism. N-butyryl-L-Homocysteine thiolactone induces violacein expression in|C. violaceum|mutants usually not able to produce AHLs.

Specifications

Synonyms

J-013133 | (S)-N-(2-Oxotetrahydrothiophen-3-yl)butyramide | SCHEMBL19538617 | N-[(3S)-2-oxothiolan-3-yl]butanamide | AKOS006308740 | DTXSID00654522 | N-[(3S)-Tetrahydro-2-oxo-3-thienyl]butanamide | N-[(3S)-tetrahydro-2-oxo-3-thienyl]-butanamide | HY-11676

Specifications & Purity

Moligand™, ≥95%

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.

Grade

Moligand™

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CCCC(=O)NC1CCSC1=O
• IUPAC Name: N-[(3S)-2-oxothiolan-3-yl]butanamide
• InChIKey: IMJUOGHALGXOSS-LURJTMIESA-N
• INCHI: 1S/C8H13NO2S/c1-2-3-7(10)9-6-4-5-12-8(6)11/h6H,2-5H2,1H3,(H,9,10)/t6-/m0/s1
• Isomeric SMILES: CCCC(=O)N[C@H]1CCSC1=O
• Molecular Weight: 187.26
• Reaxy-Rn: 32956682
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=32956682&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: N-acyl amines Thiolanes Carbothioic S-lactones Thiolactones Thioesters Secondary carboxylic acid amides Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: N-acyl-alpha amino acid or derivatives - Fatty amide - N-acyl-amine - Fatty acyl - Carbothioic s-lactone - Thiolane - Carboxamide group - Thiolactone - Thiocarboxylic acid ester - Secondary carboxylic acid amide - Organoheterocyclic compound - Thiocarboxylic acid or derivatives - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organic oxygen 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

Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)

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

Agrobacterium tumefaciens (620 Activities)

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Escherichia coli (133304 Activities)

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Aliivibrio fischeri (131 Activities)

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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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (0.5 mg/ml at 25.0° C), ethanol (~25 mg/ml), DMSO (~25 mg/ml), DMF (~50 mg/ml), and PBS (pH7.2) (~0.5 mg/ml).
• Refractive Index: n20D1.53 (Predicted)
• Boil Point(°C): ~424.6° C at 760 mmHg (Predicted)
• Molecular Weight: 187.260 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 187.067 Da
• Monoisotopic Mass: 187.067 Da
• Topological Polar Surface Area: 71.500 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 193.000
• 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