Structure Database (LMSD)

Common Name
Undecanedioic acid
Systematic Name
Undecanedioic acid
Synonyms
  • Undecandioic acid
  • 1,11-Undecanedioic acid
LM ID
LMFA01170007
Formula
Exact Mass
Calculate m/z
216.13616
Sum Composition
Status
Curated




Classification

Biological Context

Undecanedioic acid is a medium-chain dicarboxylic acid that has been found in S. officinalis.1,2 It is active against T. rubrum, T. mentagrophytes, and M. canis when used at a concentration of 1 mM.2 Undecanedioic acid has been used in the synthesis of proteolysis-targeting chimeras (PROTACs) with anticancer activity in mutant EGFR-expressing cancer cells.3 It has been found in urban and industrial aerosols of fine particulate matter less than 2.5 µm (PM2.5).4

This information has been provided by Cayman Chemical

References

1. Crenn, V., Fronval, I., Petitprez, D., et al. Fine particles sampled at an urban background site and an industrialized coastal site in Northern France - Part 1: Seasonal variations and chemical characterization. Sci. Total Environ. 578, 203-218 (2017).
2. Aldal'In, H.K., Wedian, F., Al-Mazaideh, G.M., et al. Comparative analysis of phytochemical composition of ethanolic extract of Jordanian Silvia officinalis. Pak. J. Biol. Sci. 23(8), 989-994 (2022).
3. Brasch, J., and Friege, B. Dicarboxylic acids affect the growth of dermatophytes in vitro. Acta Derm. Venereol. 74(5), 347-350 (1994).
4. Li, Q., Guo, Q., Wang, S., et al. Design and synthesis of proteolysis targeting chimeras (PROTACs) as an EGFR degrader based on CO-1686. Eur. J. Med. Chem. 238, 114455 (2022).

String Representations

InChiKey (Click to copy)
LWBHHRRTOZQPDM-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C11H20O4/c12-10(13)8-6-4-2-1-3-5-7-9-11(14)15/h1-9H2,(H,12,13)(H,14,15)
SMILES (Click to copy)
C(CCCCCCCCCC(=O)O)(=O)O

Other Databases

LIPIDAT ID
6867
HMDB ID
CHEBI ID
PubChem CID
PlantFA ID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 15
Rings 0
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 228.74
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 2.67
Molar Refractivity 56.82

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Updated at
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