Structure Database (LMSD)
Common Name
Behenic acid
Systematic Name
docosanoic acid
Synonyms
- C22:0
3D model of Behenic 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
Docosanoic acid is a long-chain saturated fatty acid. It has been found in peanut and M. oleifera seed oils.1,2 It inhibits the double-stranded DNA binding activity of p53 through a direct interaction with the DNA binding domain (Kd = 12 nM).3 Docosanoic acid inhibits rat DNA polymerase β and human DNA polymerase λ activity in cell-free enzyme assays when used at a concentration of 100 µM and inhibits human DNA topoisomerase I and II relaxation activity at a concentration of 25 µM.4 Liver levels of docosanoic acid are reduced in rats fed a high-fat or a high-fat high-cholesterol diet but not a high-cholesterol diet.5 Formulations containing docosanoic acid have been used in hair conditioner and moisturizers.
This information has been provided by Cayman Chemical
References
3. Dean, L.L., and Sanders, T.H. Hexacosanoic acid and other very long-chain fatty acids in peanut seed oil. Plant Genet. Resour. 7(3), 252-256 (2009).
Reactions
Filter by species:
ⓘ
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.
Click on an edge to display the reaction(s).

References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Homo sapiens
(#9606)
Mammalia
(#40674)
Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010
J Lipid Res, 2010
Pubmed ID:
20671299
DOI:
10.1194/jlr.M009449
String Representations
InChiKey (Click to copy)
UKMSUNONTOPOIO-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C22H44O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h2-21H2,1H3,(H,23,24)
SMILES (Click to copy)
C(CCCCCCCCCCCCC(=O)O)CCCCCCCC
Other Databases
Wikipedia
KEGG ID
HMDB ID
CHEBI ID
LIPIDBANK ID
DFA0022
PubChem CID
PlantFA ID
SwissLipids ID
Cayman ID
PDB ID
Calculated Physicochemical Properties
Heavy Atoms
24
Rings
0
Aromatic Rings
0
Rotatable Bonds
20
Van der Waals Molecular Volume
404.10
Topological Polar Surface Area
37.30
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
2
logP
7.89
Molar Refractivity
105.65
Admin
Created at
-
Updated at
25th Apr 2022