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10-Hydroxy-2-decenoic acid

$78

  • Brand : BIOFRON

  • Catalogue Number : BF-H3004

  • Specification : 98%

  • CAS number : 14113-05-4

  • Formula : C10H18O3

  • Molecular Weight : 186.25

  • PUBCHEM ID : 5312738

  • Volume : 20mg

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Catalogue Number

BF-H3004

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

186.25

Appearance

White crystal

Botanical Source

Royal jelly

Structure Type

Others

Category

Standards;Natural Pytochemical;API

SMILES

C(CCCC=CC(=O)O)CCCO

Synonyms

10-hydroxydec-2-enoic acid/2-Decenoic acid, 10-hydroxy-/(E)-10-Hydroxydec-2-enoic acid/(2E)-10-Hydroxydec-2-enoic acid/trans-10-Hydroxy-2-decenoic Acid/(2E)-10-Hydroxy-2-decenoic acid/Queen Bee Acid/10-Hydroxy-2-decenoic acid/2-Decenoic acid, 10-hydroxy-, (2E)-/Royal Jelly acid

IUPAC Name

(E)-10-hydroxydec-2-enoic acid

Density

1.0±0.1 g/cm3

Solubility

Methanol; Chloroform

Flash Point

173.1±16.9 °C

Boiling Point

339.2±15.0 °C at 760 mmHg

Melting Point

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2916190000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:14113-05-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

25789174

Abstract

Royal jelly (RJ) produced by honeybees has been reported to possess diverse health-beneficial properties and has been implicated to have a function in longevity across diverse species as well as honeybees. 10-Hydroxy-2-decenoic acid (10-HDA), the major lipid component of RJ produced by honeybees, was previously shown to increase the lifespan of Caenorhabditis elegans. The objective of this study is to elucidate signaling pathways that are involved in the lifespan extension by 10-HDA. 10-HDA further extended the lifespan of the daf-2 mutants, which exhibit long lifespan through reducing insulin-like signaling (ILS), indicating that 10-HDA extended lifespan independently of ILS. On the other hand, 10-HDA did not extend the lifespan of the eat-2 mutants, which show long lifespan through dietary restriction caused by a food-intake defect. This finding indicates that 10-HDA extends lifespan through dietary restriction signaling. We further found that 10-HDA did not extend the lifespan of the long-lived mutants in daf-15, which encodes Raptor, a target of rapamycin (TOR) components, indicating that 10-HDA shared some longevity control mechanisms with TOR signaling. Additionally, 10-HDA was found to confer tolerance against thermal and oxidative stress. 10-HDA increases longevity not through ILS but through dietary restriction and TOR signaling in C. elegans.

Title

10-Hydroxy-2-decenoic Acid, the Major Lipid Component of Royal Jelly, Extends the Lifespan of Caenorhabditis Elegans Through Dietary Restriction and Target of Rapamycin Signaling

Author

Yoko Honda 1 , Yoko Araki 2 , Taketoshi Hata 2 , Kenji Ichihara 2 , Masafumi Ito 3 , Masashi Tanaka 1 , Shuji Honda 1

Publish date

2015

PMID

28740028

Abstract

10-Hydroxy-2-decenoic acid (10H2DA) is a fatty acid found in royal jelly (RJ). In healthy mice, it activates 5′-AMP-activated protein kinase (AMPK) and increases glucose transporter 4 (GLUT4) translocation. Therefore, we examined whether 10H2DA has a potential therapeutic effect against type 2 diabetes in obese/diabetic KK-Ay mice. 10H2DA (3 mg/kg body weight) was administered to female KK-Ay mice for 4 weeks by oral gavage. Phenotypes for body weight, plasma glucose by oral glucose tolerance test and insulin levels were measured. mRNA and protein levels were determined using qRT-PCR and Western blot analyses, respectively. Long-term administration of 10H2DA significantly improved hyperglycemia and insulin resistance in KK-Ay mice, but did not prevent obesity. 10H2DA increased the expression of phosphorylated AMPK (pAMPK) protein in skeletal muscles; however, this expression did not correlate with increased GLUT4 translocation. Furthermore, 10H2DA neither enhanced the expression of adiponectin receptor mRNA nor activated the insulin signaling cascade, such as GSK-3β phosphorylation, in the liver. We found that 10H2DA-treated mice had a significant increase in the expression of peroxisome proliferator-activated receptor gamma coactivator 1 alpha (Pgc-1α) mRNA in skeletal muscles compared with non-treated group (P=0.0024). These findings suggest that 10H2DA is involved in the improvement of type 2 diabetes, at least in part via activation of Pgc-1α expression, but does not prevent obesity.

KEYWORDS

10-Hydroxy-2-decenoic acid; KK-Ay mouse; hyperglycemia; insulin resistance; type 2 diabetes.

Title

10-Hydroxy-2-decenoic Acid, a Natural Product, Improves Hyperglycemia and Insulin Resistance in Obese/Diabetic KK-Ay Mice, but Does Not Prevent Obesity

Author

Risa Watadani 1 , Jun Kotoh 1 , Daiki Sasaki 1 , Azusa Someya 1 , Kozo Matsumoto 1 , Akihiko Maeda 1

Publish date

2017 Sep 29

PMID

32153662

Abstract

10-Hydroxy-2-decenoic acid (10-HDA) as the main component of royal jelly has pharmacological characteristics. But the influence of 10-HDA on skin photoaging and photo damage is poorly understood. In the present study, we used 10-HAD immediately after UVA exposure and tested the effects on the attenuation of LMNAa150 expression in cultured human dermal fibroblasts Human dermal fibroblasts (cultured cells) were exposed to UVA irradiation. The mRNA level of LMNAa150 was determined by Taqman Real-Time PCR Assay. Real-time PCR analysis of LMNAa150 transcripts indicated that the level of LMNAa150 transcripts was higher in the UVA exposed group than the group treated with 10-HAD after UVA exposure (>8.22-fold). The LMNAa150 expression is down-regulated in human dermal fibroblasts after treatment with 10-HDA. It can be concluded that treatment with 10-HDA suppresses the UVA-induced gene expression of LMNAa150 and protects skin from UVA-induced photoaging and photo damage.

Title

10-Hydroxy-2-Decenoic Acid Prevents Ultraviolet A-Induced Expression of Lamin Aa150 in Human Dermal Fibroblasts

Author

Shahrzad Mirbaha 1 , Morteza Bagheri 1 , Salar Mahmoudi-Nejad 1

Publish date

2019 Dec


Description :

Royal Jelly acid (Queen Bee Acid) is a fatty acid constituent of royal jelly, promotes the growth and protection of neurons, reduces anxiety-like phenotypes[1].