Structure Database (LMSD)

Common Name
Methyl 14-methyl-8-hexadecenoate
Systematic Name
Methyl 14-methyl-8-hexadecenoate
Synonyms
  • WE(1:0/16:1(8)(14Me))
LM ID
LMFA07010527
Formula
Exact Mass
Calculate m/z
284.27153
Sum Composition
Status
Curated

Classification

Biological Context

14-methyl Palmitic acid methyl ester is a methylated fatty acid methyl ester that has been found in A. indica leaf extract, S. alboflavus TD-1, and as a minor component in biodiesel produced from C. sorokiniana microalgae.1,2,3 It is a volatile compound released by maize that reduces growth of F. verticillioides in a concentration-dependent manner.4 14-methyl Palmitic acid methyl ester has been used as a standard for the quantification of 14-methyl palmitic acid (Item No. 24820) in various foods by GC-MS.5 [Matreya, LLC. Catalog No. 1614]

This information has been provided by Cayman Chemical

References

1. Wang, Z., Wang, C., Li, F., et al. Fumigant activity of volatiles from Streptomyces alboflavus TD-1 against Fusarium moniliforme Sheldon. J. Microbiol. 51(4), 477-483 (2013).
2. Fauguel, C.M., Campos-Bermudez, V.A., Iglesias, J., et al. Volatile compounds released by maize grains and silks in response to infection by Fusarium verticillioides and its association with pathogen resistance. Plant Pathol. 66(7), 1128-1138 (2016).
3. Dong, T., Wang, J., Miao, C., et al. Two-step in situ biodiesel production from microalgae with high free fatty acid content. Bioresour. Technol. 136, 8-15 (2013).
4. Thurnhofer, S., and Vetter, W. Application of ethyl esters and d3-methyl esters as internal standards for the gas chromatographic quantification of transesterified fatty acid methyl esters in food. J. Agric. Food Chem. 54(9), 3209-3214 (2006).
5. Ravi, S., Shanmugam, B., Subbaiah, G.V., et al. Identification of food preservative, stress relief compounds by GC-MS and HR-LC/Q-TOF/MS; evaluation of antioxidant activity of Acalypha indica leaves methanolic extract (in vitro) and polyphenolic fraction (in vivo). J. Food Sci. Technol. 54(6), 1585-1596 (2017).

References

Comments
Pherobase Semiochemicals

String Representations

InChiKey (Click to copy)
AOAFVSVYRSUDBN-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C18H36O2/c1-4-17(2)15-13-11-9-7-5-6-8-10-12-14-16-18(19)20-3/h17H,4-16H2,1-3H3
SMILES (Click to copy)
O=C(CCCCCCCCCCCCC(C)CC)OC

Other Databases

CHEBI ID
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 334.90
Topological Polar Surface Area 26.30
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 2
logP 5.89
Molar Refractivity 86.88

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Created at
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Updated at
6th Jun 2022