P. aeruginosa Metabolome Database: N-butyryl-L-homoserine lactone (C4-HSL) (PAMDB100086)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB100086

Identification

Name:

N-butyryl-L-homoserine lactone (C4-HSL)

Description:

An N-acyl-L-homoserine lactone having butyryl as the acyl substituent.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

C4-HSL
N-Butyryl-L-homoserine lactone
N-Butyrylhomoserine lactone
(+)-a(S)-butyr-amido-r-butyrolactone
Butanamide, N-[(3S)-tetrahydro-2-oxo-3-furanyl]-
N-Butanoyl-L-homoserine lactone

Chemical Formula:

C₈H₁₃NO₃

Average Molecular Weight:

171.194

Monoisotopic Molecular Weight:

171.089539

InChI Key:

VFFNZZXXTGXBOG-LURJTMIESA-N

InChI:

InChI=1S/C8H13NO3/c1-2-3-7(10)9-6-4-5-12-8(6)11/h6H,2-5H2,1H3,(H,9,10)/t6-/m0/s1

CAS number:

Not Available

IUPAC Name:

N-[(3R)-2-oxotetrahydrofuran-3-yl]butanamide

Traditional IUPAC Name:

Not Available

SMILES:

CCCC(=O)N[C@@H]1CCOC1=O

Chemical Taxonomy

Taxonomy 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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Acyl-homoserine lactone
Fatty amide
Gamma butyrolactone
Fatty acyl
N-acyl-amine
Tetrahydrofuran
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

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

N-acyl-L-homoserine lactone (CHEBI:29643)

Physical Properties

State:

Not Available

Charge:

Not Available

Melting point:

Not Available

Experimental Properties:

Soluble in chloroform

Predicted Properties

Property	Value	Source
Density	1.1±0.1 g/cm3	ACDLabs
Boiling Point	428.1±34.0 °C at 760 mmHg	ACDLabs
Vapor Pressure	0.0±1.0 mmHg at 25°C	ACDLabs
Enthaply of Vaporization	68.3±3.0 kJ/mol	ACDLabs
Flash Point	212.7±25.7 °C	ACDLabs
Index of Refraction	1.476	ACDLabs
Molar Refractivity	42.6±0.4 cm3	ACDLabs
Log P	-1.10	ACDLabs

Biological Properties

Cellular Locations:

Not Available

Reactions:

Pathways:

Spectra

Spectra:

Not Available

References

References:

Not Available

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Not Available

N-butyryl-L-homoserine lactone (C4-HSL) (PAMDB100086)

Structure for N-butyryl-L-homoserine lactone (C4-HSL) (PAMDB100086)