Structure Database (LMSD)

Common Name
14-pentadecenoic acid
Systematic Name
14-pentadecenoic acid
Synonyms
  • C15:1n-1
LM ID
LMFA01030053
Formula
C15H28O2
Exact Mass
Calculate m/z
240.20893
Sum Composition
FA 15:1
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]

Biological Context

14-Pentadecenoic acid is a 15-carbon, long-chain fatty acid that contains an alkene functional group on the terminal carbon of its aliphatic tail. The oxidation pattern of this fatty acid resulting from growth of M. cerificans at the expense of the parent alkene has been reported.1 14-Pentadecenoic acid has been used in the fabrication of fibrous scaffold biomaterials for tissue engineering applications and for the construction of metallomesogenic side-chain polymers that coat capillary columns used in gas chromatography.2,3

This information has been provided by Cayman Chemical

References

1. Focarete, M.L., Gualandi, C., Scandola, M., et al. Electrospun scaffolds of a polyhydroxyalkanoate consisting of ω-hydroxylpentadecanoate repeat units: Fabrication and in vitro biocompatibility studies. J. Biomater. Sci. Polym. Ed 21(10), 1283-1296 (2010).
2. Liu, C.Y., Chen, J.L., Shiue, C.C., et al. Synthesis and analytical properties of a novel columnar metallomesogenic polymer. J. Chromatogr. A 862(1), 65-83 (1999).
3. Makula, R., and Finnerty, W.R. Microbial assimilation of hydrocarbons. II. Fatty acids derived from 1-alkenes. J. Bacteriol. 95(6), 2108-2111 (1968).

Reactions

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Reactions graph legend

String Representations

InChiKey (Click to copy)
CAHZYAQCDBBLER-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C15H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17/h2H,1,3-14H2,(H,16,17)
SMILES (Click to copy)
C(CCCC=C)CCCCCCCCC(=O)O

Other Databases

CHEBI ID
187169
LIPIDBANK ID
DFA0092
PubChem CID
543854
Cayman ID
19724

Calculated Physicochemical Properties

Heavy Atoms 17
Rings 0
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 280.36
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 4.94
Molar Refractivity 73.24

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Created at
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Updated at
25th Apr 2022