Queen bee acid

Queen bee acid

Names
IUPAC name (E)-10-Hydroxydec-2-enoic acid
Other names 10-Hydroxy-2-decenoic acid Royal Jelly acid
Identifiers
CAS Number	14113-05-4
ChEBI	CHEBI:78668
ChemSpider	4472163
Jmol interactive 3D	Image
MeSH	C055543
PubChem	5312738
InChI InChI=1S/C10H18O3/c11-9-7-5-3-1-2-4-6-8-10(12)13/h6,8,11H,1-5,7,9H2,(H,12,13)/b8-6+ Key: QHBZHVUGQROELI-SOFGYWHQSA-N InChI=1/C10H18O3/c11-9-7-5-3-1-2-4-6-8-10(12)13/h6,8,11H,1-5,7,9H2,(H,12,13)/b8-6+ Key: QHBZHVUGQROELI-SOFGYWHQBH
SMILES C(CCC/C=C/C(=O)O)CCCO
Properties
Chemical formula	C10H18O3
Molar mass	186.25 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

The queen bee acid (10-hydroxy-2-decenoic acid) or 10-HDA is a bio-active compound found in royal jelly. ^[1][2][3][4]

Royal jelly acid is being investigated for its pharmacological activities. Reports indicate that it promotes neurogenesis of neural stem/progenitor cells (cells capable of differentiating into neurons, astrocytes, or oligodendrocytes) in vitro and could provide an effective method to treat and prevent neurological disorders.^[5]

In addition, royal jelly acid has been reported to have anti-tumor, anti-biotic, immunomodulatory, estrogenic, neurogenic, and innate immune response modulating activities.^[6]

See also

• 10-Hydroxydecanoic acid

Notes

• 10-Hydroxy-2-decenoic Acid, a Major Fatty Acid from Royal Jelly, Inhibits VEGF-induced Angiogenesis in Human Umbilical Vein Endothelial Cells

References

1. Bian, M. T. [Determination of 10-hydroxy-2-decenoic acid in ginseng royal jelly by reversed phase high performance liquid chromatography]. Chung Yao Tung Pao. 12(6):41-43, 1987.
2. Bloodworth, BC; Harn, CS; Hock, CT; Boon, YO (Jul–Aug 1995). "Liquid chromatographic determination of trans-10-hydroxy-2-decenoic acid content of commercial products containing royal jelly." (PDF). Journal of AOAC International 78 (4): 1019–23. PMID 7580313.
3. Genç, Mahmut; Aslan, Abdurrahman. "Determination of trans-10-hydroxy-2-decenoic acid content in pure royal jelly and royal jelly products by column liquid chromatography". Journal of Chromatography A 839 (1-2): 265–268. doi:10.1016/S0021-9673(99)00151-X. PMID 10327631.
4. Ji, N; Yu, RG; Yang, QH; Yu, PH; Li, Y (Jul 1987). "[Determination of 10-hydroxy-trans-2-decenoic acid (10-HDA) in royal jelly by gas liquid chromatography].". Zhong yao tong bao (Beijing, China : 1981) 12 (9): 28–31, 62. PMID 3449246.
5. Hattori, Noriko; Nomoto, Hiroshi; Fukumitsu, Hidefumi; Mishima, Satoshi; Furukawa, Shoei (2007-01-01). "Royal jelly and its unique fatty acid, 10-hydroxy-trans-2-decenoic acid, promote neurogenesis by neural stem/progenitor cells in vitro". Biomedical Research 28 (5): 261–266. doi:10.2220/biomedres.28.261.
6. "Royal Jelly Acid, 10-Hydroxy-trans-2-Decenoic Acid, as a Modulator of the Innate Immune Responses". doi:10.2174/187153012803832530#sthash.lrbba94a.dpuf.