LIPID MAPS

Structure Database (LMSD)

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Common Name

N-(5Z-dodecenoyl)-homoserine lactone

Systematic Name

N-(5Z-dodecenoyl)-homoserine lactone

Synonyms

5-cis-C12-HSL

LM ID

LMFA08030050

Formula

C₁₆H₂₇NO₃

Exact Mass

Calculate m/z

281.199094

Status

Active

Show lipids differing only in stereochemistry/bond geometry

No other lipid differing only in stereochemistry/bond geometry found

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Mesorhizobium sp. R8-Ret-T53-13d (#367930)

Alphaproteobacteria (#28211)

A marine Mesorhizobium sp. produces structurally novel long-chain N-acyl-L-homoserine lactones.,
Appl Environ Microbiol, 2007

Pubmed ID: 17400774

DOI: 10.1128/AEM.02344-06

String Representations

InChiKey (Click to copy)

XFLVKPDDQHQQTB-ZPIQOJFGSA-N

InChi (Click to copy)

InChI=1S/C16H27NO3/c1-2-3-4-5-6-7-8-9-10-11-14(18)17-15-12-13-16(19)20-15/h7-8,15H,2-6,9-13H2,1H3,(H,17,18)/b8-7-/t15-/m1/s1

SMILES (Click to copy)

C(CCC/C=C\CCCCCC)(=O)N[C@@H]1OC(=O)CC1

Other Databases

PubChem CID

171120638

Calculated Physicochemical Properties

Heavy Atoms 20

Rings 1

Aromatic Rings 0

Rotatable Bonds 10

Van der Waals Molecular Volume 302.45

Topological Polar Surface Area 57.47

Hydrogen Bond Donors 1

Hydrogen Bond Acceptors 4

logP 3.75

Molar Refractivity 79.52

Admin

Created at

27th Nov 2020

Updated at