10-Hydroxydecanoic acid

Last updated
10-Hydroxydecanoic acid
10-hydroxydecanoic acid.svg
Names
Preferred IUPAC name
10-Hydroxydecanoic acid
Other names
10-Hydroxycapric acid
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.015.317 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C10H20O3/c11-9-7-5-3-1-2-4-6-8-10(12)13/h11H,1-9H2,(H,12,13)
    Key: YJCJVMMDTBEITC-UHFFFAOYSA-N
  • InChI=1/C10H20O3/c11-9-7-5-3-1-2-4-6-8-10(12)13/h11H,1-9H2,(H,12,13)
    Key: YJCJVMMDTBEITC-UHFFFAOYAM
  • C(CCCCC(=O)O)CCCCO
Properties
C10H20O3
Molar mass 188.267 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

10-Hydroxydecanoic acid is a specialized saturated fatty acid that is a minor constituent of royal jelly. [1] It was discovered in 1957. [2]

The enzyme omega-hydroxydecanoate dehydrogenase is capable of oxidising the hydroxy group to give the corresponding aldehyde: [3]

10-hydroxydecanoic acid.svg
10-Hydroxydecanoic acid
+ NADP+
 
 
 
H+
10-Hydroxydecanoic acid
 
H+
 
10-oxocapric acid.svg
10-Oxodecanoic acid
+ NADPH
 

See also

References

  1. ↑ Noda, Naoki; Umebayashi, Kazue; Nakatani, Takafumi; Miyahara, Kazumoto; Ishiyama, Kaori (2005-08-01). "Isolation and characterization of some hydroxy fatty and phosphoric acid esters of 10-hydroxy-2-decenoic acid from the royal jelly of honeybees (Apis mellifera)". Lipids. 40 (8): 833–838. doi:10.1007/s11745-005-1445-6. ISSN   0024-4201. PMID   16296402. S2CID   4011155.
  2. ↑ Butenandt, Adolf; Rembold, Heinz (1957). "Über den Weiselzellenfuttersaft der Honigbiene I. Isolierung, Konstitutionsermittlung und Vorkommen der 10-Hydroxy-Δ 2 -decensäure". Hoppe-Seyler's Zeitschrift für Physiologische Chemie. 308 (Jahresband): 284–289. doi:10.1515/bchm2.1957.308.1.284.
  3. ↑ Enzyme 1.1.1.66 at KEGG Pathway Database.


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