Structure Database (LMSD)
Common Name
Stearic acid
Systematic Name
octadecanoic acid
Synonyms
- Cetylacetic acid
- Stearate
- n-Octadecanoic acid
- Octadecanoate
- C18:0
- Lactaric acid
- Talgic acid
- Bassinic acid
- Stearophanic acid
3D model of Stearic 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
Stearic acid is a long-chain saturated fatty acid. It is a major component of cocoa butter and has also been found in beef fat and vegetable oils.1,2,3 Unlike many long-chain saturated fatty acids, dietary stearic acid does not induce hypercholesterolemia or raise LDL-cholesterol.4
This information has been provided by Cayman Chemical
References
1. Chuparova, E., Chobanov, D., and Popov, A. Quantitative analysis of fatty acids by liquid-partition chromatography. Izv. Inst. Org. Khim. Bulgar. Akad. Nauk 2, 31-35 (1965).
2. Westerling, D.B., and Hedrick, H.B. Fatty acid composition of bovine lipids as influenced by diet, sex and anatomical location and relationship to sensory characteristics. J. Anim. Sci. 48(6), 1343-1348 (1979).
3. Demirbaş, A. Chemical and fuel properties of seventeen vegetable oils. Energy Sources 25(7), 721-728 (2003).
4. Grundy, S.M. Influence of stearic acid on cholesterol metabolism relative to other long-chain fatty acids. Am. J. Clin. Nutr. 60(Suppl. 6), 986S-990S (1994).
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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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)
QIQXTHQIDYTFRH-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C18H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H,19,20)
SMILES (Click to copy)
C(CCCCCCCC)CCCCCCCCC(=O)O
Other Databases
Wikipedia
KEGG ID
HMDB ID
CHEBI ID
LIPIDBANK ID
DFA0018
PubChem CID
PlantFA ID
Cayman ID
PDB ID
GuidePharm ID
Calculated Physicochemical Properties
Heavy Atoms
20
Rings
0
Aromatic Rings
0
Rotatable Bonds
16
Van der Waals Molecular Volume
334.90
Topological Polar Surface Area
37.30
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
2
logP
6.33
Molar Refractivity
87.18
Admin
Created at
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Updated at
25th Apr 2022