10-Hydroxy-2-decenoic acid

• CAT Number: M065511
• CAS Number: 14113-05-4
• Molecular Formula: C10H18O3
• Molecular Weight: 186.251
• Purity: ≥95%
• Storage: -20°C
• IUPAC Name: (E)-10-hydroxydec-2-enoic acid
• 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+
• InChIKey: QHBZHVUGQROELI-SOFGYWHQSA-N
• SMILES: C(CCCC=CC(=O)O)CCCO

10-<wbr></wbr>HDA is an unsaturated fatty acid found in royal jelly produced from the hypopharyngeal and mandibular gland secretions of honeybees. 10-<wbr></wbr>HDA has longevity-<wbr></wbr>promoting effects in C. elegans at a concentration of 25 μM. It down-<wbr></wbr>regulates matrix metalloproteinases (MMPs) in rheumatoid arthritis synovial fibroblasts at a concentration of 1.25 nM and inhibits VEGF-<wbr></wbr>induced angiogenesis in HUVECs at 500 μM. 10-<wbr></wbr>HDA also facilitates differentiation of neurons from neural stem/progenitor cells and promotes collagen production by skin fibroblasts at concentrations of 100 μM and 1.5 mM, respectively.

Reference

1. N. Noda et al. “Isolation and characterization of some hydroxy fatty and phosphoric acid esters of 10-hydroxy-2-decenoic acid from the royal jelly ofhoneybees (Apis mellifera)” Lipids, Vol. 40(8) pp. 833-838, 20052. N. Hattori et al. “Royal jelly and its unique fatty acid, 10-hydroxy-trans-2-decenoic acid, promote neurogenesis by neural stem/progenitor cells in vitro”Biomedical Research, Vol. 28(5) pp. 261-266, 20073. S. Koya-Miyata et al. “Identification of a Collagen Prodcution-Promoting Factor from an Extract of Royal Jelly and Its possible Mechanism” BiosciBiothechnol Biochem, Vol. 68, 767-773, 20044. H. Izuta et al. “10-Hydroxy-2-decenoic Acid, a Major Fatty Acid from Royal Jelly, Inhibits VEGF-induced Angiogenesis in Human Umbilical VeinEndothelial Cells” eCAM, Vol. 6(4) pp. 489-494, 20095. K. Yatsunami and T. Echigo “Antibacterial Action of Royal Jelly” Bull. Fac. Agr., no. 25 pp. 13-22, 1985