Structure Database (LMSD)

Common Name
2-hydroxy-eicosanoic acid
Systematic Name
2-hydroxy-eicosanoic acid
Synonyms
LM ID
LMFA01050073
Formula
Exact Mass
Calculate m/z
328.297745
Sum Composition
Status
Curated


Classification

Biological Context

2-hydroxy Arachidic acid is a hydroxylated fatty acid that has been found in pasture grass (S. sphacelata) and soil from abandoned pastures in Ecuador, wool wax, and as the N-acyl chain of galactosylceramides in mouse brain.1,2,3 [Matreya, LLC. Catalog No. 1709]

This information has been provided by Cayman Chemical

References

1. Alderson, N.L., Maldonado, E.N., Kern, M.J., et al. FA2H-dependent fatty acid 2-hydroxylation in postnatal mouse brain. J. Lipid Res. 47(12), 2772-2780 (2006).
2. Hamer, U., Rumpel, C., and Dignac, M.-F. Cutin and suberin biomarkers as tracers for the turnover of shoot and root derived organic matter along a chronosequence of Ecuadorian pasture soils. Eur. J. Soil Sci. 63(6), 808-819 (2012).
3. Jenske, R., and Vetter, W. Concentrations of medium-chain 2- and 3-hydroxy fatty acids in foodstuffs. Food Chem. 114(3), 1122-1129 (2009).

String Representations

InChiKey (Click to copy)
CPLYLXYEVLGWFJ-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C20H40O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(21)20(22)23/h19,21H,2-18H2,1H3,(H,22,23)
SMILES (Click to copy)
C(CCCCCCCCCC)CCCCCCCC(O)C(=O)O

Other Databases

HMDB ID
CHEBI ID
LIPIDBANK ID
DFA0339
PubChem CID
SwissLipids ID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 378.29
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.37
Molar Refractivity 98.32

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Updated at
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