Heptadecanoic acid

Heptadecanoic acid^[1]

IUPAC name Heptadecanoic acid
Other names Margaric acid n-Margaric acid n-Heptadecanoic acid Heptadecylic acid n-Heptadecylic acid 17:0 (Lipid numbers)
Identifiers
CAS number	506-12-7^Y
ChemSpider	10033^Y
ChEBI	CHEBI:32365^Y
ChEMBL	CHEMBL1172910^Y
Jmol-3D images	Image 1
SMILES O=C(O)CCCCCCCCCCCCCCCC
InChI InChI=1S/C17H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19/h2-16H2,1H3,(H,18,19)^Y Key: KEMQGTRYUADPNZ-UHFFFAOYSA-N^Y InChI=1/C17H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19/h2-16H2,1H3,(H,18,19) Key: KEMQGTRYUADPNZ-UHFFFAOYAT
Properties
Molecular formula	C₁₇H₃₄O₂
Molar mass	270.45 g/mol
Appearance	White crystals
Density	0.853 g/cm³
Melting point	61.3 °C, 334 K, 142 °F
Boiling point	227 °C, 500 K, 441 °F (100 mmHg)
Solubility in water	insoluble
Related compounds
Related fatty acids	Palmitic acid Stearic acid
Related compounds	Heptadecanol Heptadecanal
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Heptadecanoic acid, or margaric acid, is a saturated fatty acid. Its molecular formula is CH₃(CH₂)₁₅COOH. It occurs as a trace component of the fat and milkfat of ruminants,^[2] but it does not occur in any natural animal or vegetable fat at concentrations over half a percent.^[3] Salts and esters of heptadecanoic acid are called heptadecanoates.

References

^ Merck Index, 13th Edition, 5775
^ R. P. Hansen, F. B. Shorland and N. June Cooke (1957). "Occurrence in Butterfat of n-Heptadecanoic Acid (Margaric Acid)". Nature 179 (98): 98. doi:10.1038/179098a0.
^ Beare-Rogers, J.; Dieffenbacher, A.; Holm, J.V. (2001). "Lexicon of lipid nutrition (IUPAC Technical Report)". Pure and Applied Chemistry 73 (4): 685–744. doi:10.1351/pac200173040685. http://iupac.org/publications/pac/73/4/0685/.

External links

"Human Metabolome Database, HMDB02259". http://www.hmdb.ca/metabolites/HMDB02259. Retrieved 2008-11-08.

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	α-Linolenic • Stearidonic • Eicosapentaenoic • Docosahexaenoic

n−6 Unsaturated	Linoleic • γ-Linolenic • Dihomo-γ-linolenic • Arachidonic

n−9 Unsaturated	Oleic • Elaidic • Eicosenoic • Erucic • Nervonic • Mead

biochemical families: prot · nucl · carb (glpr, alco, glys) · lipd (fata/i, phld, strd, gllp, eico) · amac/i · ncbs/i · ttpy/i