Wuhanic acid
Names | |
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Preferred IUPAC name
(7R,15Z,18R,21Z)-7,18-Dihydroxytetracosa-15,21-dienoic acid | |
Other names
7,18-di-OH-24:2-delta-15c,21c
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Identifiers | |
3D model (
JSmol ) |
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ChEBI | |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C24H44O4 | |
Molar mass | 396.612 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Wuhanic acid ((7R,15Z,18R,21Z)-7,18-dihydroxytetracosa-15,21-dienoic acid) is a 24-carbon dihydroxy fatty acid with the chemical formula C
24H
44O
4 and molecular weight 396.6 g/mol.[1][2][3]
Wuhanic acid was identified, along with nebraskanic acid, as a major fatty acid of the seed oil of Chinese violet cress (Orychophragmus violaceus L. O.E.Schulz).[4] Wuhanic acid was named in honor of the location of its co-discoverer Chunyu Zhang, a professor in the National Key Lab of Crop Genetic Improvement and College of Plant Science and Technology at Huazhong Agricultural University in Wuhan, Hubei, China.[4]
Biosynthesis
Wuhanic acid is believed to arise in part from a "discontinuous elongation" pathway as described for
Functionality
Chinese violet cress oil contains 35% to 50% of the C24 dihydroxy fatty acids wuhanic and nebraskanic acids. This oil was shown to have superior lubricity at 100 °C in metal-on-metal lubrication studies compared to
References
- ^ "PlantFAdb: 7,18-di-OH-24:2-delta-15c,21c; Wuhanic acid; (7R,15Z,18R,21Z)-7,18-dihydroxytetracosa-15,21-dienoic acid; 7,18-Dihydroxy-15,21-tetracosedienoic acid, (15Z,21Z)-". plantfadb.org.
- U.S. National Library of Medicine, National Center for Biotechnology Information. Retrieved 2019-03-30.
- ^ "Fig. 3a, b Hydroxy fatty acid contents of seeds from individual..." ResearchGate. Retrieved 2019-03-30.
- ^ S2CID 52095084.
- ^ Wenz, John (27 August 2018). "This Purple Plant Has a Secret That Could Replace Synthetic Engine Oil". Popular Mechanics.