Structure Database (LMSD)

Common Name
Arachidic acid
Systematic Name
Eicosanoic acid
Synonyms
  • Icosanoic acid
  • Eicosanoate
  • Arachidate
  • n-Eicosanoic acid
  • C20:0
  • Arachic acid
LM ID
LMFA01010020
Formula
Exact Mass
Calculate m/z
312.30283
Sum Composition
Status
Curated




Classification

Biological Context

Arachidic acid is a long-chain saturated fatty acid that has been found in peanut butter and anaerobic fungi.1,2 It inhibits rabbit neutrophil aggregation induced by N-formyl-methionyl-leucyl-phenylalanine (fMLP) when used at a concentration of 5 μM.3 Formulations containing arachidic acid have been used as surfactants in the manufacture of soaps and cosmetics.

This information has been provided by Cayman Chemical

References

2. Koppová, I., Novotná, Z., Štrosová, L., et al. Analysis of fatty acid composition of anaerobic rumen fungi. Folia Microbiol. (Praha) 53(3), 217-220 (2008).
3. Negoita, M., Mihai, A.L., Adascalului, A., et al. Comparison of the fatty acid composition of peanut butter by applying different fat extraction procedures. Rev. Chim. (Bucharest) 69(11), 3023-3032 (2018).

Reactions

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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010
Pubmed ID: 20671299

String Representations

InChiKey (Click to copy)
VKOBVWXKNCXXDE-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C20H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-19H2,1H3,(H,21,22)
SMILES (Click to copy)
C(CCCCCCCCCC)CCCCCCCCC(=O)O

Other Databases

Wikipedia
KEGG ID
HMDB ID
CHEBI ID
LIPIDBANK ID
DFA0020
PubChem CID
PlantFA ID
SwissLipids ID
Cayman ID
PDB ID

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 369.50
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 7.11
Molar Refractivity 96.42

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Created at
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Updated at
25th Apr 2022