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MedKoo Cat#: 591758 | Name: Undecylenic acid
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Undecylenic acid is a fatty acid with a terminal double bond. Undecylenic acid is an active ingredient in medications for skin infections, and to relieve itching, burning, and irritation associated with skin problems.

Chemical Structure

Undecylenic acid
Undecylenic acid
CAS#112-38-9

Theoretical Analysis

MedKoo Cat#: 591758

Name: Undecylenic acid

CAS#: 112-38-9

Chemical Formula: C11H20O2

Exact Mass: 184.1463

Molecular Weight: 184.28

Elemental Analysis: C, 71.70; H, 10.94; O, 17.36

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 Weeks
25g USD 450.00 2 Weeks
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Related CAS #
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Synonym
Undecylenic acid
IUPAC/Chemical Name
10-Undecenoic acid
InChi Key
FRPZMMHWLSIFAZ-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H20O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h2H,1,3-10H2,(H,12,13)
SMILES Code
C=CCCCCCCCCC(O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 184.28 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Mionić Ebersold M, Petrović M, Fong WK, Bonvin D, Hofmann H, Milošević I. Hexosomes with Undecylenic Acid Efficient against Candida albicans. Nanomaterials (Basel). 2018 Feb 7;8(2). pii: E91. doi: 10.3390/nano8020091. PubMed PMID: 29414873; PubMed Central PMCID: PMC5853723. 2: Petrović M, Bonvin D, Hofmann H, Mionić Ebersold M. Fungicidal PMMA-Undecylenic Acid Composites. Int J Mol Sci. 2018 Jan 8;19(1). pii: E184. doi: 10.3390/ijms19010184. PubMed PMID: 29316713; PubMed Central PMCID: PMC5796133. 3: Yadav MG, Kavadia MR, Vadgama RN, Odaneth AA, Lali AM. Green enzymatic production of glyceryl monoundecylenate using immobilized Candida antarctica lipase B. Prep Biochem Biotechnol. 2017 Nov 26;47(10):1050-1058. doi: 10.1080/10826068.2017.1381621. Epub 2017 Nov 20. PubMed PMID: 28976245. 4: Difonzo EM, Scarfì F, Galeone M. New formulation for topical treatment of onychomycoses. G Ital Dermatol Venereol. 2017 Oct;152(5):432-435. doi: 10.23736/S0392-0488.17.05456-6. PubMed PMID: 28906086. 5: Nyame Mendendy Boussambe G, Valentin R, Fabre JF, Navailles L, Nallet F, Gaillard C, Mouloungui Z. Self-Assembling Behavior of Glycerol Monoundecenoate in Water. Langmuir. 2017 Apr 4;33(13):3223-3233. doi: 10.1021/acs.langmuir.6b03584. Epub 2017 Mar 24. PubMed PMID: 28291357. 6: Zhang F, Correia A, Mäkilä E, Li W, Salonen J, Hirvonen JJ, Zhang H, Santos HA. Receptor-Mediated Surface Charge Inversion Platform Based on Porous Silicon Nanoparticles for Efficient Cancer Cell Recognition and Combination Therapy. ACS Appl Mater Interfaces. 2017 Mar 22;9(11):10034-10046. doi: 10.1021/acsami.7b02196. Epub 2017 Mar 8. PubMed PMID: 28248078. 7: Wu H, Guan B, Sun Y, Zhu Y, Dan Y. Controlled doping by self-assembled dendrimer-like macromolecules. Sci Rep. 2017 Feb 1;7:41299. doi: 10.1038/srep41299. PubMed PMID: 28145485; PubMed Central PMCID: PMC5286916. 8: Hwang J, Hwang MP, Choi M, Seo Y, Jo Y, Son J, Hong J, Choi J. Sensitive detection of copper ions via ion-responsive fluorescence quenching of engineered porous silicon nanoparticles. Sci Rep. 2016 Oct 18;6:35565. doi: 10.1038/srep35565. PubMed PMID: 27752120; PubMed Central PMCID: PMC5067703. 9: Yong T, Hu J, Zhang X, Li F, Yang H, Gan L, Yang X. Domino-Like Intercellular Delivery of Undecylenic Acid-Conjugated Porous Silicon Nanoparticles for Deep Tumor Penetration. ACS Appl Mater Interfaces. 2016 Oct 5. [Epub ahead of print] PubMed PMID: 27653799. 10: Saatchi K, Tod SE, Leung D, Nicholson KE, Andreu I, Buchwalder C, Schmitt V, Häfeli UO, Gray SL. Characterization of alendronic- and undecylenic acid coated magnetic nanoparticles for the targeted delivery of rosiglitazone to subcutaneous adipose tissue. Nanomedicine. 2017 Feb;13(2):559-568. doi: 10.1016/j.nano.2016.08.012. Epub 2016 Aug 21. PubMed PMID: 27558352. 11: Ferreira MP, Ranjan S, Correia AM, Mäkilä EM, Kinnunen SM, Zhang H, Shahbazi MA, Almeida PV, Salonen JJ, Ruskoaho HJ, Airaksinen AJ, Hirvonen JT, Santos HA. In vitro and in vivo assessment of heart-homing porous silicon nanoparticles. Biomaterials. 2016 Jul;94:93-104. doi: 10.1016/j.biomaterials.2016.03.046. Epub 2016 Apr 11. PubMed PMID: 27107168. 12: Shi D, Zhao Y, Yan H, Fu H, Shen Y, Lu G, Mei H, Qiu Y, Li D, Liu W. Antifungal effects of undecylenic acid on the biofilm formation of Candida albicans. Int J Clin Pharmacol Ther. 2016 May;54(5):343-53. doi: 10.5414/CP202460. PubMed PMID: 26902505. 13: Guo J, Wang W, Hu J, Xie D, Gerhard E, Nisic M, Shan D, Qian G, Zheng S, Yang J. Synthesis and characterization of anti-bacterial and anti-fungal citrate-based mussel-inspired bioadhesives. Biomaterials. 2016 Apr;85:204-17. doi: 10.1016/j.biomaterials.2016.01.069. Epub 2016 Feb 2. PubMed PMID: 26874283; PubMed Central PMCID: PMC4764444. 14: Correia A, Shahbazi MA, Mäkilä E, Almeida S, Salonen J, Hirvonen J, Santos HA. Cyclodextrin-Modified Porous Silicon Nanoparticles for Efficient Sustained Drug Delivery and Proliferation Inhibition of Breast Cancer Cells. ACS Appl Mater Interfaces. 2015 Oct 21;7(41):23197-204. doi: 10.1021/acsami.5b07033. Epub 2015 Oct 12. PubMed PMID: 26440739. 15: Piotrowski M, Jantas D, Szczepanowicz K, Łukasiewicz S, Lasoń W, Warszyński P. Polyelectrolyte-coated nanocapsules containing undecylenic acid: Synthesis, biocompatibility and neuroprotective properties. Colloids Surf B Biointerfaces. 2015 Nov 1;135:8-17. doi: 10.1016/j.colsurfb.2015.07.029. Epub 2015 Jul 19. PubMed PMID: 26231861. 16: Gleeson JP, Heade J, Ryan SM, Brayden DJ. Stability, toxicity and intestinal permeation enhancement of two food-derived antihypertensive tripeptides, Ile-Pro-Pro and Leu-Lys-Pro. Peptides. 2015 Sep;71:1-7. doi: 10.1016/j.peptides.2015.05.009. Epub 2015 Jun 3. PubMed PMID: 26048090. 17: Jantas D, Piotrowski M, Lason W. 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. doi: 10.1002/jcb.25236. PubMed PMID: 26012840. 18: Frohwein TA, Sonnenburg A, Zuberbier T, Stahlmann R, Schreiner M. Unsaturated compounds induce up-regulation of CD86 on dendritic cells in the in vitro sensitization assay LCSA. Arch Toxicol. 2016 Apr;90(4):927-36. doi: 10.1007/s00204-015-1527-4. Epub 2015 May 16. PubMed PMID: 25975990. 19: Nie Y, Duan Y, Gong R, Yu S, Lu M, Yu F, Ji J. Microwave-assisted pyrolysis of methyl ricinoleate for continuous production of undecylenic acid methyl ester (UAME). Bioresour Technol. 2015 Jun;186:334-337. doi: 10.1016/j.biortech.2015.03.076. Epub 2015 Mar 19. PubMed PMID: 25818921. 20: Nieto A, Hou H, Moon SW, Sailor MJ, Freeman WR, Cheng L. Surface engineering of porous silicon microparticles for intravitreal sustained delivery of rapamycin. Invest Ophthalmol Vis Sci. 2015 Jan 22;56(2):1070-80. doi: 10.1167/iovs.14-15997. PubMed PMID: 25613937; PubMed Central PMCID: PMC4329946.