Structure Database (LMSD)

Common Name
3-hydroxy-tetracosanoic acid
Systematic Name
3-hydroxy-tetracosanoic acid
Synonyms
LM ID
LMFA01050214
Formula
Exact Mass
Calculate m/z
384.360345
Sum Composition
Status
Curated

Classification

Biological Context

3-hydroxy Lignoceric acid is a hydroxylated form of the 24-carbon saturated lignoceric acid (Item No. 13353). 3-hydroxy Lignoceric acid is found in minor amounts in Methyloligella, a novel Gram-negative bacteria.1 3-hydroxy Lignoceric acid, in the form of an acyl-CoA metabolite, is an intermediate in fatty acid chain elongation from docosanoic acid (C22:0; Item No. 9000338) to lignoceric acid (C24:0). 2

This information has been provided by Cayman Chemical

References

1. Doronina, N.V., Poroshina, M.N., Kaparullina, E.N., et al. Methyloligella halotolerans gen. nov., sp. nov. and Methyloligella solikamskensis sp. nov., two non-pigmented halotolerant obligately methylotrophic bacteria isolated from the Ural saline environments. Syst. Appl. Microbiol. 36(3), 148-154 (2013).
2. Guillou, H., Zadravec, D., Martin, P.G., et al. The key roles of elongases and desaturases in mammalian fatty acid metabolism: Insights from transgenic mice. Prog. Lipid Res. 49(2), 186-199 (2010).

String Representations

InChiKey (Click to copy)
DVDLWGAAEYKXSB-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C24H48O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23(25)22-24(26)27/h23,25H,2-22H2,1H3,(H,26,27)
SMILES (Click to copy)
C(CC(O)CCCCCCCCCCCCCCCCCCCCC)(=O)O

Other Databases

LIPIDAT ID
4955
CHEBI ID
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 0
Aromatic Rings 0
Rotatable Bonds 22
Van der Waals Molecular Volume 447.49
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 7.93
Molar Refractivity 116.79

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Updated at
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