Structure Database (LMSD)

Common Name
Sarcinic acid
Systematic Name
12-methyl-tetradecanoic acid
Synonyms
  • 12-methyl myristic acid
  • Anteisopentadecanoic acid
LM ID
LMFA01020008
Formula
Exact Mass
Calculate m/z
242.22458
Sum Composition
Status
Curated



Classification

Biological Context

12-methyl Myristic acid is a methylated fatty acid that has been found in bacteria, dairy products, wild-caught and farm-raised saltwater fish, and mouse subcutaneous adipose tissue.1,2,3,4 In vitro, 12-methyl myristic acid (0.625-40 μg/ml) has antifouling activity, reducing larval settlement of H. elegans in a concentration-dependent manner.5 Levels of 12-methyl myristic acid are decreased in mice fed a high-fat diet compared to mice fed a standard diet.4 [Matreya, LLC. Catalog No. 1615]

This information has been provided by Cayman Chemical

References

2. Giaccone, D., Revello-Chion, A., Galassi, L., et al. Effect of milk thermisation and farming system on cheese sensory profile and fatty acid composition. Int. Dairy J. 59, 10-19 (2016).
3. Moon, S.-K., Choi, B.-D., and Jeong, B.-Y. Comparison of lipid classes and fatty acid compositions among eight species of wild and cultured seawater fishes. J. Fish. Sci. Tech. 3(2), 118-125 (2000).
4. Rodríguez-Alcalá, L.M.M., Sá, C., Pimentel, L.L., et al. Endocrine disruptor DDE associated with a high-fat diet enhances the impairment of liver fatty acid composition in rats. J. Agric. Food Chem. 63(42), 9341-9348 (2015).
5. Xu, Y., Li, H., Xiao, X., et al. Inhibitory effects of a branched-chain fatty acid on larval settlement of the polychaete Hydroides elegans. Mar. Biotechnol. (NY) 11(4), 495-504 (2009).

String Representations

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

Other Databases

KEGG ID
CHEBI ID
LIPIDBANK ID
DFA0233
PubChem CID
PlantFA ID
Cayman ID

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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Created at
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Updated at
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