Structure Database (LMSD)

Common Name
2Z-hexadecenoic acid
Systematic Name
2Z-hexadecenoic acid
Synonyms
  • C16:1n-14
LM ID
LMFA01030265
Formula
Exact Mass
Calculate m/z
254.224581
Sum Composition
Status
Curated

Classification

Biological Context

One of the first organisms in which quorum sensing was observed were Myxobacteria, a group of gram-negative bacteria, found mainly in soil and also common to marine and freshwater systems. The cellular membranes of autotrophic bacteria contain mono-unsaturated fatty acids. The specific composition and abundance of membrane fatty acids can be used to identify specific genera of bacterial populations in natural environments (e.g., mining lakes, etc.). Δ2-cis-Hexadecenoic acid is an unusual fatty acid unique to some Myxococcus species.1

This information has been provided by Cayman Chemical

References

Reactions

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Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Xylella fastidiosa (#2371)
Gammaproteobacteria (#1236)
Exploring Fatty Acid β-Oxidation Pathways in Bacteria: From General Mechanisms to DSF Signaling and Pathogenicity in Xanthomonas.,
Curr Microbiol, 2024
Pubmed ID: 39223428

String Representations

InChiKey (Click to copy)
ZVRMGCSSSYZGSM-PFONDFGASA-N
InChi (Click to copy)
InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h14-15H,2-13H2,1H3,(H,17,18)/b15-14-
SMILES (Click to copy)
C(/C=C\CCCCCCCCCCCCC)(=O)O

Other Databases

LIPIDAT ID
4372
CHEBI ID
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 18
Rings 0
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 297.66
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 5.33
Molar Refractivity 77.85

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Created at
-
Updated at
24th Feb 2025