LIPID MAPS

Structure Database (LMSD)

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Common Name

N-(3-oxo-hexanoyl)-homoserine thiolactone

Systematic Name

N-(3-oxo-hexanoyl)-homoserine thiolactone

Synonyms

3O-C6-HTL

LM ID

LMFA08020240

Formula

C₁₀H₁₅NO₃S

Exact Mass

Calculate m/z

229.077265

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

synthetic construct (#32630)

Synthesis of N-acyl homoserine lactone analogues reveals strong activators of SdiA, the Salmonella enterica serovar Typhimurium LuxR homologue,
Appl Environ Microbiol, 2007

Pubmed ID: 17085703

DOI: 10.1128/AEM.01451-06

String Representations

InChiKey (Click to copy)

CBTLHSMHNIHVBP-QMMMGPOBSA-N

InChi (Click to copy)

InChI=1S/C10H15NO3S/c1-2-3-7(12)6-9(13)11-8-4-5-15-10(8)14/h8H,2-6H2,1H3,(H,11,13)/t8-/m0/s1

SMILES (Click to copy)

[C@@H]1(CCSC1=O)NC(=O)CC(=O)CCC

Other Databases

PubChem CID

10059709

Calculated Physicochemical Properties

Heavy Atoms 15

Rings 1

Aromatic Rings 0

Rotatable Bonds 5

Van der Waals Molecular Volume 217.16

Topological Polar Surface Area 63.24

Hydrogen Bond Donors 1

Hydrogen Bond Acceptors 4

logP 1.47

Molar Refractivity 59.55

Admin

Created at

8th Jul 2019

Updated at