Chemistry:Hypogeic acid
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| Names | |
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| IUPAC name
(E)-hexadec-7-enoic acid
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| Other names
Hypoglycemic acid, trans-7-hexadecenoic
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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| 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). | |
| Infobox references | |
Hypogeic acid is a monounsaturated fatty acid of the Omega-9 group. Its chemical formula is C
16H
30O
2, 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
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
Hypogeic acid is soluble in alcohol and forms colorless needle-like crystals.[3]
References
- ↑ "metabocard for Hypogeic acid (HMDB0002186)". hmdb.ca. https://hmdb.ca/metabolites/HMDB0002186.
- ↑ "Hypogeic acid | Mono-unsaturated Fatty Acids | MedChemExpress". MedchemExpress.com. https://www.medchemexpress.com/hypogeic-acid.html?srsltid=AfmBOoqlvB4F4swtZ5bbFOcHPhRCawlXP651PruDU5QJGIwiiVQtQZNf.
- ↑ 3.0 3.1 Roscoe, Henry Enfield (1890) (in en). A Treatise on Chemistry: The chemistry of the hydrocarbons and their derivatives, or Organic chemistry. D. Appleton and Company. p. 419. https://books.google.com/books?id=xM4cAQAAIAAJ&dq=Hypogeic+acid&pg=PA419. Retrieved 2 April 2025.
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