Structure Database (LMSD)

Common Name
Methylarachidic acid
Systematic Name
(+)-18-methyl-eicosanoic acid
Synonyms
  • (+)-18-methyl-icosanoic acid
  • 18-MEA
LM ID
LMFA01020018
Formula
Exact Mass
Calculate m/z
326.31848
Sum Composition
Status
Curated


Classification

Biological Context

18-methyl Eicosanoic acid is a main component of the outer layer of the epicuticle of human hair and endows hydrophobicity to the outer hair surface. It is used as an additive to hair cosmetics due to its desirable conditioning effects.1

This information has been provided by Cayman Chemical

References

1. Cundy, D.J., and Gurr, P.A. An improved synthesis of (±) 18 methyl eicosanoic acid. Org. Prep. Proced. Int. 32(5), 461-468 (2011).

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Integral lipids of mammalian hair.,
Comp Biochem Physiol B, 1989
Pubmed ID: 2721159

String Representations

InChiKey (Click to copy)
WSRCOZWDQPJAQT-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C21H42O2/c1-3-20(2)18-16-14-12-10-8-6-4-5-7-9-11-13-15-17-19-21(22)23/h20H,3-19H2,1-2H3,(H,22,23)
SMILES (Click to copy)
C(CCCCCCCC(C)CC)CCCCCCCCC(=O)O

Other Databases

CHEBI ID
LIPIDBANK ID
DFA0243
PubChem CID
PlantFA ID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 386.80
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 7.36
Molar Refractivity 100.96

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Created at
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Updated at
16th Jun 2021