Structure Database (LMSD)

Common Name
Isopentadecylic acid
Systematic Name
13-methyl-tetradecanoic acid
Synonyms
  • 13-methylmyristic acid
  • Isopentadecanoic acid
  • Subtilopentadecanoic acid
LM ID
LMFA01020009
Formula
C15H30O2
Exact Mass
Calculate m/z
242.224581
Sum Composition
FA 15:0
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra
View NP-MRD ID(NMR) spectrum
View studies deposited in Metabolomics Workbench in which this molecule has been identified

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Branched fatty acids [FA0102]

Biological Context

13-methyl Myristic acid is a methylated fatty acid that has been found in dairy ewe rumen liquor, bovine milk, goat milk fat, the edible flesh of rainbow trout (O. mykiss), and Flavobacterium.1,2,3,4,5 13-methyl Myristic acid is also found in arable soil, and its levels decrease in response to contamination with the heavy metals cadmium, copper, nickel, and lead.6 [Matreya, LLC. Catalog No. 1605]

This information has been provided by Cayman Chemical

References

1. Frostegård, A., Tunlid, A., and Bååth, E. Phospholipid fatty acid composition, biomass, and activity of microbial communities from two soil types experimentally exposed to different heavy metals. Appl. Environ. Microbiol. 59(11), 3605-3617 (1993).
2. Moss, C.W., and Dees, S.B. Cellular fatty acids of Flavobacterium meningosepticum and Flavobacterium species group IIb. J. Clin. Microbiol. 8(6), 772-774 (1978).
3. Calabretti, A., Cateni, F., Procida, G., et al. Influence of environmental temperature on composition of lipids in edible flesh of rainbow trout (Oncorhynchus mykiss). J. Sci. Food Agric. 83(14), 1493-1498 (2003).
4. Serment, A., Schmidely, P., Giger-Reverdin, S., et al. Effects of the percentage of concentrate on rumen fermentation, nutrient digestibility, plasma metabolites, and milk composition in mid-lactation goats. J. Dairy Sci. 94(8), 3960-3972 (2011).
5. Brossillon, V., Reis, S.F., Moura, D.C., et al. Production, milk and plasma fatty acid profile, and nutrient utilization in Jersey cows fed flaxseed oil and corn grain with different particle size. J. Dairy Sci. 101(3), 2127-2143 (2018).
6. Cappucci, A., Alves, S.P., Bessa, R.J.B., et al. Effect of increasing amounts of olive crude phenolic concentrate in the diet of dairy ewes on rumen liquor and milk fatty acid composition. J. Dairy Sci. 101(6), (2018).

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ovis aries (#9940)
Mammalia (#40674)
The branched-chain fatty acids of mutton fat. II. The isolation of (+)-12-methyltetradecanoic acid and the 13-methyltetradecanoic acid.,
Biochem J, 1953
Pubmed ID: 13032080
Myxococcus xanthus (#34)
Myxococcia (#32015)
Fatty acids of Myxococcus xanthus.,
J Bacteriol, 1973
Pubmed ID: 4197903

String Representations

InChiKey (Click to copy)
ZOCYQVNGROEVLU-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C15H30O2/c1-14(2)12-10-8-6-4-3-5-7-9-11-13-15(16)17/h14H,3-13H2,1-2H3,(H,16,17)
SMILES (Click to copy)
C(CCC(C)C)CCCCCCCCC(=O)O

Other Databases

HMDB ID
HMDB0061707
CHEBI ID
39250
LIPIDBANK ID
DFA0234
PubChem CID
151014
PlantFA ID
10369
SwissLipids ID
SLM:000000047
Cayman ID
24811

Calculated Physicochemical Properties

Heavy Atoms 17
Rings 0
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 283.00
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 5.02
Molar Refractivity 73.26

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Updated at
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