Structure database (LMSD)

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LM IDLMFA08030005
Common NameN-(3S-hydroxy-butanoyl)-homoserine lactone
Systematic NameN-(3S-hydroxy-butanoyl)-homoserine lactone
SynonymsN-(3-(S)-Hydroxybutyryl)homoserine lactone
Exact Mass
187.0845 (neutral)    Calculate m/z:
FormulaC8H13NO4
CategoryFatty Acyls [FA]
Main ClassFatty amides [FA08]
Sub ClassFatty acyl homoserine lactones [FA0803]
Alternative ClassesHydroxy fatty acids[FA0105]
PubChem CID92213239
KEGG IDC11842
CHEBI ID29637
InChIKeyFIXDIFPJOFIIEC-WDSKDSINSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C8H13NO4/c1-5(10)4-7(11)9-6-2-3-13-8(6)12/h5-6,10H,2-4H2,1H3,(H,9,11)/t5-,6-/m0/s1
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SMILES
[C@@H]1(NC(C[C@](O)([H])C)=O)C(OCC1)=O
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StatusActive
ReferencesBiosynthesis and stereochemistry of the autoinducer controlling luminescence in Vibrio harveyi.
J Bacteriol, 1993
DOI: 10.1128/jb.175.12.3856-3862.1993
PMID: 8509338
Calculated physicochemical properties (?):
 Heavy Atoms13Rings1Aromatic RingsRotatable Bonds3
 van der Waals
Molecular Volume
175.48Topological Polar
Surface Area
77.70Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
5
 logP0.05Molar
Refractivity
45.32