Structure Database (LMSD)

Common Name
Heneicosylic acid
Systematic Name
Heneicosanoic acid
Synonyms
  • Henicosanoic acid
  • C21:0
LM ID
LMFA01010021
Formula
C21H42O2
Exact Mass
Calculate m/z
326.31848
Sum Composition
FA 21:0
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

Heneicosanoic acid is a very long-chain saturated fatty acid found in plants and animals, including human milk fat.1,2,3 It is also found in R. typhi and R. prowazaekii lipopolysaccharides.4

This information has been provided by Cayman Chemical

References

1. Amano, K.I., Williams, J.C., and Dasch, G.A. Structural properties of lipopolysaccharides from Rickettsia typhi and Rickettsia prowazekii and their chemical similarity to the lipopolysaccharide from Proteus vulgaris OX19 used in the Weil-Felix test. Infect. Immun. 66(3), 923-926 (1998).
2. Horvat, R.J. Identification of some new minor acids from chicken skin lipids. Poult. Sci. 57(3), 827-828 (1978).
3. Kumari, R., Mallavarapu, G.R., Jain, V.K., et al. Chemical composition of the fatty oils of the seeds of Cleome viscosa accessions. Nat. Prod. Commun. 7(10), 1363-1364 (2012).
4. Torres, A.G., Ney, J.G., Meneses, F., et al. Polyunsaturated fatty acids and conjugated linoleic acid isomers in breast milk are associated with plasma non-esterified and erythrocyte membrane fatty acid composition in lactating women. Br. J. Nutr. 95(3), 517-524 (2006).

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)
CKDDRHZIAZRDBW-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C21H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(22)23/h2-20H2,1H3,(H,22,23)
SMILES (Click to copy)
C(CCCCCCCCCCCCC(=O)O)CCCCCCC

Other Databases

HMDB ID
HMDB0002345
CHEBI ID
39248
LIPIDBANK ID
DFA0021
PubChem CID
16898
PlantFA ID
10146
SwissLipids ID
SLM:000001207
Cayman ID
22593
PDB ID
87K

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 0
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 386.80
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 7.50
Molar Refractivity 101.03

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Created at
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Updated at
25th Apr 2022