N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamide
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![N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamide structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220812/382b0c71091447928fd9ddd91128ceed.png "N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamide")
N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamide
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CAS No:
67605-85-0
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Formula:
C8H13NO3
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Chemical Name:
N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamide
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Synonyms:
N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamide;N-butyryl-L-Homoserine lactone;Butyryl-L-hoMoserine lactone;C4-HSL, N-Butyryl-L-hoMoserine lactone, PAI;C4-HSL;N-butyryl-L-Homoserine;(S)-N-(2-Oxotetrahydrofuran-3-yl)butyraMide;N-(2-oxotetrahydrofuran-3-yl)butanamide
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CAS No:
N-[(3S)-Tetrahydro-2-oxo-3-furanyl]butanamide Use and Manufacturing
Butyryl-L-homoserine lactone is a short acylhomoserine lactone isolated from Pseudomonas aeruginosa in 1995 and demonstrated to be a quorum sensing modulator in biofilms. Acylhomoserine lactones have been detected in hundreds of bacterial species and, while the homologues vary between species and strains, the homoserine lactones are the major chemical modulators of within and between cell communication and regulation. The most significant variable defining the function of the homoserine lactone is the length of the acyl chain, with shorterchains displaying opposing actions to the longer chains.
Fatty Acyls [FA] -> Fatty amides [FA08] -> Fatty acyl homoserine lactones [FA0803]
Computed Properties
Molecular Weight:171.19
XLogP3:0.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:171.08954328
Monoisotopic Mass:171.08954328
Topological Polar Surface Area:55.4
Heavy Atom Count:12
Complexity:191
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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