French
DeutschHypogeic acid
 | |
| Names | |
|---|---|
| IUPAC name (E)-hexadec-7-enoic acid | |
| Other names Hypoglycemic acid, trans-7-hexadecenoic | |
| Identifiers | |
3D model (JSmol) | |
PubChem CID | |
CompTox Dashboard (EPA) | |
| |
| |
| Properties | |
| C16H30O2 | |
| Molar mass | 254.414 g·mol−1 |
| Appearance | colorless needles |
| Melting point | 33 °C (91 °F; 306 K) |
| Boiling point | 374.80 °C (706.64 °F; 647.95 K)[1] |
| soluble | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Hypogeic acid is a monounsaturated fatty acid of the Omega-9 group. Its chemical formula is C16H30O2, and its delta notation is 16:1Δ7t. The acid is composed of 16 carbon atoms, with one double bond in position 7=8 in trans-configuration. The compound has the structural formula CH3-(CH2)7-CH=CH-(CH2)5-COOH.
Hypogeic acid is found in Monascus purpureus and Arachis hypogaea. The compound can also be isolated from autotrophic bacterial cultures associated with the accumulation of sulfate in biofilters.[2]
Discovery
[edit]The acid was initially found by Gössmann and Scheven in 1854–1855, together with palmitic and arachidic acid in earth-nut oil that was used as a substitute for olive oil.[3]
Physical properties
[edit]Hypogeic acid is soluble in alcohol and forms colorless needle-like crystals.[3]
References
[edit]- ^ "metabocard for Hypogeic acid (HMDB0002186)". hmdb.ca. Retrieved 2 April 2025.
- ^ "Hypogeic acid | Mono-unsaturated Fatty Acids | MedChemExpress". MedchemExpress.com. Retrieved 2 April 2025.
- ^ a b Roscoe, Henry Enfield (1890). A Treatise on Chemistry: The chemistry of the hydrocarbons and their derivatives, or Organic chemistry. D. Appleton and Company. p. 419. Retrieved 2 April 2025.