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;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:78668;
ChemSpider	4472163;
MeSH	C055543
PubChem CID	5312738;
CompTox Dashboard (EPA)	DTXSID601045504 DTXSID50997870, DTXSID601045504 ;
	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	186.251 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/progenator cells, cells capable of differentiating into neurons, astrocytes, or oligodendrocytes, 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]

Notes

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

References

^ 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.
^ 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.
^ 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.
^ 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.
^ 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.
^ "Royal Jelly Acid, 10-Hydroxy-trans-2-Decenoic Acid, as a Modulator of the Innate Immune Responses". doi:10.2174/187153012803832530#sthash.lrbba94a.dpuf. {{cite journal}}: Cite journal requires |journal= (help)

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[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. {{cite journal}}: Cite journal requires |journal= (help)

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See also

Notes

References