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
3D model of Undecanedioic acid
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
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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