Structure Database (LMSD)

Common Name
Undecylic acid
Systematic Name
undecanoic acid
Synonyms
  • Hendecanoic acid
  • C11:0
LM ID
LMFA01010011
Formula
C11H22O2
Exact Mass
Calculate m/z
186.16198
Sum Composition
FA 11:0
Status
Curated
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Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Straight chain fatty acids [FA0101]

Biological Context

Undecanoic acid is a saturated fatty acid containing eleven carbons (C11:0). It is cytotoxic to certain filamentous fungi and is used to study fungal mechanisms of resistance.1,2 Undecanoic acid is also used to acylate larger molecules.3

This information has been provided by Cayman Chemical

References

1. Paiao, F.G., Segato, F., Cursino-Santos, J.R., et al. Analysis of Trichophyton rubrum gene expression in response to cytotoxic drugs. FEMS Microbiol Lett. 271(2), 180-186 (2007).
2. Brito-Madurro, A.G., Cuadros-Orellana, S., Martinez-Rossi, N.M., et al. Undecanoic acid resistance in filamentous fungi: Identification and linkage mapping of the Aspergillus nidulans udaA gene. J. Gen. Appl. Microbiol. 51(1), 47-49 (2005).
3. Bogatcheva, E., Dubuisson, T., Protopopova, M., et al. Chemical modification of capuramycins to enhance antibacterial activity. J. Antimicrob. Chemother. 66(3), 578-587 (2011).

Reactions

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ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

String Representations

InChiKey (Click to copy)
ZDPHROOEEOARMN-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C11H22O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h2-10H2,1H3,(H,12,13)
SMILES (Click to copy)
C(C)CCCCCCCCC(=O)O

Other Databases

KEGG ID
C17715
HMDB ID
HMDB0000947
CHEBI ID
32368
LIPIDBANK ID
DFA0011
PubChem CID
8180
PlantFA ID
10025
SwissLipids ID
SLM:000389946
Cayman ID
19721
PDB ID
11A
GuidePharm ID
5533

Calculated Physicochemical Properties

Heavy Atoms 13
Rings 0
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 213.80
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 3.60
Molar Refractivity 54.86

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Created at
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Updated at
25th Apr 2022