- Behenic acid
-
Behenic acid 
Docosanoic acidOther namesBehenic acid, Docosanoic acid; 1-Docosanoic acid; n-Docosanoic acid, n-Docosanoate, Glycon B-70, Hydrofol Acid 560, Hydrofol 2022-55, Hystrene 5522, Hystrene 9022, Prifrac 2989, C22:0 (Lipid numbers)Identifiers CAS number 112-85-6 
PubChem 8215 ChemSpider 7923 UNII H390488X0A EC number 204-010-8 KEGG C08281 ChEBI CHEBI:28941 ChEMBL CHEMBL1173474 Jmol-3D images Image 1 - O=C(O)CCCCCCCCCCCCCCCCCCCCC
- 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)
Key: UKMSUNONTOPOIO-UHFFFAOYSA-N
InChI=1/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)
Key: UKMSUNONTOPOIO-UHFFFAOYAN
Properties Molecular formula C22H44O2 Molar mass 340.58 g mol−1 Appearance White to yellowish crystals or powder Melting point 80.0 °C[1]
Boiling point 306 °C
Hazards NFPA 704 
110
acid (verify) (what is: 
/
?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)Infobox references 
Behenic acid comes from the ben oil tree, Moringa oleifera
Behenic acid (also docosanoic acid) is a normal carboxylic acid, the saturated fatty acid with formula C21H43COOH. In appearance, it consists of white to cream color crystals or powder with a melting point of 80°C and boiling point of 306°C.
Contents
Sources
At 9%, it is a major component of Ben oil (or behen oil), which is extracted from the seeds of the Ben-oil tree (Moringa oleifera). It is so named from the Persian month Bahman, when the roots of this tree were harvested.[2]
Behenic acid is also present in some other oils and oil-bearing plants, including rapeseed (canola) and peanut oil and skins. It is estimated that one ton of peanut skins contains 13 pounds (5.9 kg) of behenic acid.[3]
Properties
As a dietary oil, behenic acid is poorly absorbed. In spite of its low bioavailability compared with oleic acid, behenic acid is a cholesterol-raising saturated fatty acid in humans.[4]
Uses
Commercially, behenic acid is often used to give hair conditioners and moisturizers their smoothing properties.[3] Also used in lubricating oils, as solvent evaporation retarder in paint removers. Amide as anti-foam in the manufacturing of detergents, in floor polishes and dripless candles. Reduction of behenic acid yields behenyl alcohol.
Pracaxi oil (from the seeds of Pentaclethra macroloba) is a natural product with one of the highest concentrations of behenic acid, and is used in hair conditioners.
See also
- Behenyl alcohol
- Glyceryl behenate
- Silver behenate
References
- ^ "Lexicon of lipid nutrition (IUPAC Technical Report)". Pure and Applied Chemistry 73 (4): 685–744. 2001. doi:10.1351/pac200173040685. http://iupac.org/publications/pac/73/4/0685/.
- ^ http://www.numericana.com/answer/culture.htm
- ^ a b USDA Scientists Find Treasure in Peanut Skins.
- ^ Caterm, Nilo B and Margo A Denke. January 2001 Behenic acid is a cholesterol-raising saturated fatty acid in humans. American Journal of Clinical Nutrition, v 73, No. 1, pp41-44.[unreliable source?].
Lipids: fatty acids Saturated VFA: Acetic (C2) · Propionic (C3) · Butyric (C4) · Valeric (C5) · Caproic (C6) · Enanthic (C7) · Caprylic (C8) · Pelargonic (C9) · Capric (C10) · Undecylic (C11) · Lauric (C12) · Tridecylic (C13) · Myristic (C14) · Pentadecanoic (C15) · Palmitic (C16) · Margaric (C17) · Stearic (C18) · Nonadecylic (C19) · Arachidic (C20) · Heneicosylic (C21) · Behenic (C22) · Tricosylic (C23) · Lignoceric (C24) · Pentacosylic (C25) · Cerotic (C26) · Heptacosylic (C27) · Montanic (C28) · Nonacosylic (C29) · Melissic (C30) · Hentriacontylic (C31) · Lacceroic (C32) · Psyllic (C33) · Geddic (C34) · Ceroplastic (C35) · Hexatriacontylic (C36)n−3 Unsaturated n−6 Unsaturated n−9 Unsaturated biochemical families: prot · nucl · carb (glpr, alco, glys) · lipd (fata/i, phld, strd, gllp, eico) · amac/i · ncbs/i · ttpy/i Categories:- Fatty acids
Wikimedia Foundation. 2010.
