10-Undecenoic acid (copper)
10-Undecenoic acid copper (Undecylenic acid copper) is an antifungal agent. 10-Undecenoic acid copper inhibits Aβ oligomerization, scavenges ROS and inhibits μ-calpain activity. 10-Undecenoic acid copper has neuroprotective effects. 10-Undecenoic acid copper has anticancer effects on a variety of tumors. 10-Undecenoic acid copper inhibits C. albicans biofilm formation and MRSA infection. 10-Undecenoic acid copper inhibits quorum sensing signals of Bacillus subtilis and Pseudomonas aeruginosa.
For research use only. We do not sell to patients.
- CAS No.: 35322-29-3
- Formula: C11H20O2.1/2Cu
- Molecular Weight:205.55
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Preparations (1.6-3.8 mM; 3-6 h) of 10-Undecenoic acid copper complexed with L-arginine induces apoptosis in tumor cells (A549 and Jurkat)[2].
10-Undecenoic acid copper (24 h) shows dose-dependent cytotoxicity to human tumor cell lines HeLa, A549, Jurkat, and U937, with IC50s of 0.9862, 0.3751, 0.5782, 0.2893 mM, respectively[2].
10-Undecenoic acid copper (up to 5 μM) significantly increases the expression and activity of alkaline phosphatase and calcium deposition, and induces the expression of the osteocalcin gene in mouse osteoblastic MC3T3-E1 subclone 4 cells and primary mouse calvarial cells[3].
10-Undecenoic acid copper reduces the number of viable and active cells and makes the biofilm thinner in C. albicans biofilms, while it increases the cell count, metabolic activity and proteinase activity in C. glabrata biofilms[4].
10-Undecenoic acid copper (20 μM) shows neuroprotective effect against glutamate, H2O2 and Aβ1-42 induced cell death in SH-SY5Y cells[5].
10-Undecenoic acid copper (1-40 mM; 6-24 h) reduces the cell death induced by H2O2, partially attenuates the cell death induced by Staurosporine (HY-15141) and Ddoxorubicin (HY-15142A) in SH-SY5Y cells[6].
10-Undecenoic acid copper (12.5-50 μg/mL) causes a reduction of LuxS/AI-2QS system in B. subtilis, and (15.625-250 μg/mL) causes a 10-54% reduction of LasI/LasR QS system in P. aeruginosa[7].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:Mouse osteoblastic MC3T3-E1 subclone 4 cells, primary mouse calvarial cells
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Concentration:2.5 μM, 5 μM
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Incubation Time:During osteoblast differentiation (up to 18 days for some assays)
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Result:Significantly increased the expression and activity of alkaline phosphatase at day 9 of differentiation (MC3T3-E1 subclone 4 cells).
Induced mineralization at day 15 and 18 (MC3T3-E1 subclone 4 cells).
Significantly induced calcium deposition at differentiation day 28 (primary mouse calvarial cells).
Regulated the mRNA expression levels of osteocalcin (OCN), Fra-2 and NFATc1 in both cell types.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 35322-29-3
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Molecular Weight 205.55
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Formula C11H20O2.1/2Cu
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SMILES
O=C(CCCCCCCCC=C)O.[Cu].[0.5]
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Synonyms
Undecylenic acid (copper)
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Brayden D J, et al. Efficacious intestinal permeation enhancement induced by the sodium salt of 10-undecylenic acid, a medium chain fatty acid derivative[J]. The AAPS journal, 2014, 16: 1064-1076. [Content Brief]
[2]. Day ZI, et al. Novel Formulation of Undecylenic Acid induces Tumor Cell Apoptosis. Int J Mol Sci. 2022 Nov 16;23(22):14170. [Content Brief]
[3]. Kim MH, et al. Stimulatory effect of undecylenic acid on mouse osteoblast differentiation. Phytother Res. 2010 Apr;24(4):559-64. [Content Brief]
[4]. Gonçalves LM, et al. Effects of undecylenic acid released from denture liner on Candida biofilms. J Dent Res. 2012 Oct;91(10):985-9. [Content Brief]
[5]. Lee E, et al. Neuroprotective effect of undecylenic acid extracted from Ricinus communis L. through inhibition of μ-calpain. Eur J Pharm Sci. 2012 May 12;46(1-2):17-25. [Content Brief]
[6]. Jantas D, et al. An Involvement of PI3-K/Akt Activation and Inhibition of AIF Translocation in Neuroprotective Effects of Undecylenic Acid (UDA) Against Pro-Apoptotic Factors-Induced Cell Death in Human Neuroblastoma SH-SY5Y Cells. J Cell Biochem. 2015 Dec;116(12):2882-95. [Content Brief]
[7]. Fernandes S, et al. Curcumin and 10-Undecenoic acid copper as natural quorum sensing inhibitors of LuxS/AI-2 of Bacillus subtilis and LasI/LasR of Pseudomonas aeruginosa. Food Res Int. 2023 Mar;165:112519. [Content Brief]
[8]. Mayfosh A, et al. A Novel Ammonium Carboxylate Salt of Undecylenic Acid for the Topical Treatment of Gram-Positive and Antibiotic-Resistant Skin Infections. Exp Dermatol. 2025 Mar;34(3):e70075. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
10-Undecenoic acid (copper) Related Classifications
HY-B0914B Related Classifications
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