(E)-2-Decenoic acid

Fatty acid identified in royal jelly CAS# 334-49-6

(E)-2-Decenoic acid

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(E)-2-Decenoic acid: 5mg $12 In Stock
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Chemical structure

(E)-2-Decenoic acid

3D structure

Chemical Properties of (E)-2-Decenoic acid

Cas No. 334-49-6 SDF Download SDF
PubChem ID 5282724 Appearance Powder
Formula C10H18O2 M.Wt 170.25
Type of Compound N/A Storage Desiccate at -20°C
Synonyms trans-2-Decenoic acid
Solubility DMSO : 100 mg/mL (587.37 mM; Need ultrasonic)
Chemical Name (E)-dec-2-enoic acid
SMILES CCCCCCCC=CC(=O)O
Standard InChIKey WXBXVVIUZANZAU-CMDGGOBGSA-N
Standard InChI InChI=1S/C10H18O2/c1-2-3-4-5-6-7-8-9-10(11)12/h8-9H,2-7H2,1H3,(H,11,12)/b9-8+
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of (E)-2-Decenoic acid

Description(E)-2-Decenoic acid is an interesting fatty acid isolated from royal jelly secretions of honey bees.In Vitro:(E)-2-Decenoic acid is isolated along with 10-hydroxy-trans-2-decenoic acid, a fatty acid unique to royal jelly. (E)-2-Decenoic acid and 10-hydroxy-trans-2-decenoic acid are both described to demonstrate estrogenic activity, where the fatty acids demonstrate inhibition of 17β-estradiol binding to estrogen receptor-β.

References:
[1]. Naumowicz M, Petelska AD, Figaszewski ZA. Impedance analysis of complex formation equilibria in phosphatidylcholine bilayers containing decanoic acid or decylamine. Cell Biochem Biophys. 2011 Sep;61(1):145-55. [2]. Kumar A, Singh S, Jain S, Kumar P. Synthesis, antimicrobial evaluation, QSAR and in Silico ADMET studies of decanoic acid derivatives. Acta Pol Pharm. 2011 Mar-Apr;68(2):191-204. [3]. Petelska AD, Figaszewski ZA. Interfacial tension of the lipid membrane formed from phosphatidylcholine-decanoic acid and phosphatidylcholine-decylamine systems. J Membr Biol. 2011 May;241(2):103-8. [4]. Hattori N et al.Royal jelly and its unique fatty acid, 10-hydroxy-trans-2-decenoic acid, promote neurogenesis by neural stem/progenitor cells in vitro. Biomed Res. 2007 Oct;28(5):261-6. [5]. Suzuki KM et al. Estrogenic activities of Fatty acids and a sterol isolated from royal jelly. Evid Based Complement Alternat Med. 2008 Sep;5(3):295-302.

(E)-2-Decenoic acid Dilution Calculator

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(E)-2-Decenoic acid Molarity Calculator

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Preparing Stock Solutions of (E)-2-Decenoic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.8737 mL 29.3686 mL 58.7372 mL 117.4743 mL 146.8429 mL
5 mM 1.1747 mL 5.8737 mL 11.7474 mL 23.4949 mL 29.3686 mL
10 mM 0.5874 mL 2.9369 mL 5.8737 mL 11.7474 mL 14.6843 mL
50 mM 0.1175 mL 0.5874 mL 1.1747 mL 2.3495 mL 2.9369 mL
100 mM 0.0587 mL 0.2937 mL 0.5874 mL 1.1747 mL 1.4684 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on (E)-2-Decenoic acid

(E)-2-decanoic acid(trans-2-Decenoic Acid) is an interesting fatty acid isolated from royal jelly secretions of honey bees. trans-2-Decenoic Acid is isolated along with 10-hydroxy-trans-2-decenoic acid, a fatty acid unique to royal jelly.(E)-2-decanoic acid(trans-2-Decenoic Acid) and 10-hydroxy-trans-2-decenoic acid are both described to demonstrate estrogenic activity, where the fatty acids demonstrate inhibition of 17β-estradiol binding to estrogen receptor-β.

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References on (E)-2-Decenoic acid

Oriental orchid (Cymbidium floribundum) attracts the Japanese honeybee (Apis cerana japonica) with a mixture of 3-hydroxyoctanoic acid and 10-hydroxy- (E)-2-decenoic acid.[Pubmed:23387843]

Zoolog Sci. 2013 Feb;30(2):99-104.

The flower of the oriental orchid Cymbidium floribundum is known to attract the Japanese honeybee Apis cerana japonica. This effect is observed not only in workers but also drones and queens; that is, it attracts even swarming and absconding bees. A mixture of 3-hydroxyoctanoic acid (3-HOAA) and 10-hydroxy-(E)-2-Decenoic acid (10-HDA) was identified as the active principles from the orchid flower, whereas these compounds individually have no such activity. Both compounds are also mandibular gland components of worker honeybees with related compounds. This strongly supports the idea that orchid flowers mimic bee secretions, although the ecological consequences of this relationship remain unknown. Because the flower is used to capture swarms, the present identification may contribute to the development of new techniques in traditional beekeeping for Japanese bees as well as A. cerana in Southeast Asia.

Determination of (E)-10-hydroxy-2-decenoic acid content in pure royal jelly: a comparison between a new CZE method and HPLC.[Pubmed:17566341]

J Sep Sci. 2007 May;30(7):1061-9.

A new CZE method was developed and compared with HPLC for the determination of (E)-10-hydroxy-2-decenoic acid (10-HDA) in royal jelly (RJ) samples of different geographical origin. The results obtained with the CZE method were highly correlated with those of HPLC (p < 0.01). Under optimized conditions, CZE employed minimal amounts of 50 mM tetraborate buffer as BGE, without the addition of organic solvents, EOF or pH modifiers. The CZE method showed a wide linear response range (0.006-0.808 mg 10-HDA/mL), a good sensitivity (LOD and LOQ were 0.002 and 0.004 mg/mL, respectively) and a satisfactory instrumental repeatability with respect to migration time and peak area (RSD% less than 1.0 and 2.0% on migration time for intra- and interday assay, respectively and less than 2.0 and for 4.0% on peak area for intra- and interday assay, respectively). The 10-HDA content in RJ ranged from 0.8 to 3.2 g/100 g of RJ and a significant difference (p < 0.05) was found between the Italian and extra-European average values: 2.5 and 1.6 g/100 g of RJ, respectively, according to the CZE data. The possibility of application of CZE for routine analyses on RJ and RJ based products to verify their authenticity is highlighted here.

Description

(E)-2-Decenoic acid is an interesting fatty acid isolated from royal jelly secretions of honey bees.

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