Heptadecanoic acid

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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; 142.3 °F; 334.4 K
Boiling point	227 °C; 441 °F; 500 K (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 (77 °F), 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 high concentrations.^[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.

External links

"Human Metabolome Database, HMDB02259". Retrieved 2008-11-08.

v t e Lipids: fatty acids

Saturated	VFA: Acetic (C2) Propionic acid (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)

ω−3 Unsaturated	α-Linolenic (18:3) Stearidonic (18:4) Eicosapentaenoic (20:5) Docosahexaenoic (22:6)

ω−6 Unsaturated	Linoleic (18:2) γ-Linolenic (18:3) Dihomo-γ-linolenic (20:3) Arachidonic (20:4) Adrenic (22:4)

ω-7 Unsaturated	Palmitoleic (16:1) Vaccenic (18:1) Paullinic (20:1)

ω−9 Unsaturated	Oleic (18:1) Elaidic (trans-18:1) Gondoic (20:1) Erucic (22:1) Nervonic (24:1) Mead (20:3)

Biochemical families: carbohydrates alcohols glycoproteins glycosides lipids eicosanoids fatty acids / intermediates phospholipids sphingolipids steroids nucleic acids constituents / intermediates proteins Amino acids / intermediates tetrapyrroles / intermediates

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