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MedKoo Cat#: 146336 | Name: Erucamide

Description:

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

Erucamide is a long-chain fatty acid amide derived from erucic acid, commonly used as a slip agent in plastic manufacturing. It works by migrating to the surface of polymer films, forming a lubricating layer that reduces friction between surfaces and improves processing and handling. Erucamide is widely applied in the production of polyethylene and polypropylene films for packaging.

Chemical Structure

Erucamide
Erucamide
CAS#112-84-5

Theoretical Analysis

MedKoo Cat#: 146336

Name: Erucamide

CAS#: 112-84-5

Chemical Formula: C22H43NO

Exact Mass: 337.3345

Molecular Weight: 337.59

Elemental Analysis: C, 78.27; H, 12.84; N, 4.15; O, 4.74

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Erucamide;
IUPAC/Chemical Name
(Z)-docos-13-enamide
InChi Key
UAUDZVJPLUQNMU-KTKRTIGZSA-N
InChi Code
1S/C22H43NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H2,23,24)/b10-9-
SMILES Code
CCCCCCCC\C=C/CCCCCCCCCCCC(N)=O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 337.59 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: Miao P, Wang H, Wang W, Wang Z, Ke H, Cheng H, Ni J, Liang J, Yao YF, Wang J, Zhou JM, Lei X. A widespread plant defense compound disarms bacterial type III injectisome assembly. Science. 2025 Feb 28;387(6737):eads0377. doi: 10.1126/science.ads0377. Epub 2025 Feb 28. PMID: 40014714. 2: Seo E, Lee JW, Lee D, Seong MR, Kim GH, Hwang DS, Lee SJ. Eco-friendly erucamide-polydimethylsiloxane coatings for marine anti-biofouling. Colloids Surf B Biointerfaces. 2021 Nov;207:112003. doi: 10.1016/j.colsurfb.2021.112003. Epub 2021 Jul 26. PMID: 34343909. 3: Kim CR, Kim HS, Choi SJ, Kim JK, Gim MC, Kim YJ, Shin DH. Erucamide from Radish Leaves Has an Inhibitory Effect Against Acetylcholinesterase and Prevents Memory Deficit Induced by Trimethyltin. J Med Food. 2018 Aug;21(8):769-776. doi: 10.1089/jmf.2017.4117. PMID: 30110203. 4: Hamberger A, Stenhagen G. Erucamide as a modulator of water balance: new function of a fatty acid amide. Neurochem Res. 2003 Feb;28(2):177-85. doi: 10.1023/a:1022364830421. PMID: 12608692. 5: Zheng Q, Wang S, Tian X, Liu W, Gao P. Fecal microbiota transplantation confirmed that 919 Syrup reduced the ratio of erucamide to 5-AVAB in hippocampus to alleviate postpartum depression by regulating gut microbes. Front Immunol. 2023 May 24;14:1203015. doi: 10.3389/fimmu.2023.1203015. PMID: 37292211; PMCID: PMC10244653. 6: Gubała D, Fox LJ, Harniman R, Hussain H, Robles E, Chen M, Briscoe WH. Heads or tails: Nanostructure and molecular orientations in organised erucamide surface layers. J Colloid Interface Sci. 2021 May 15;590:506-517. doi: 10.1016/j.jcis.2021.01.087. Epub 2021 Feb 2. PMID: 33567375. 7: Gubała D, Slastanova A, Matthews L, Islas L, Wąsik P, Cacho-Nerin F, Ferreira Sanchez D, Robles E, Chen M, Briscoe WH. Effects of Erucamide on Fiber "Softness": Linking Single-Fiber Crystal Structure and Mechanical Properties. ACS Nano. 2024 Feb 9;18(7):5940–50. doi: 10.1021/acsnano.4c00114. Epub ahead of print. PMID: 38334316; PMCID: PMC10883039. 8: Awasthi NP, Upadhayay SK, Singh RP. Kinetic investigation of erucamide synthesis using fatty acid and urea. J Oleo Sci. 2008;57(9):471-5. doi: 10.5650/jos.57.471. PMID: 18685229. 9: Gubała D, Taylor N, Harniman R, Rawle J, Hussain H, Robles E, Chen M, Briscoe WH. Structure, Nanomechanical Properties, and Wettability of Organized Erucamide Layers on a Polypropylene Surface. Langmuir. 2021 Jun 1;37(21):6521-6532. doi: 10.1021/acs.langmuir.1c00686. Epub 2021 May 20. PMID: 34015220. 10: Zhao H, Xie Y, Li Z, Wei L, Ai R. Optimization of Fermentation Conditions for Increasing Erucamide Content in Bacillus megaterium Using Several Accelerants. Microorganisms. 2025 Jan 8;13(1):108. doi: 10.3390/microorganisms13010108. PMID: 39858876; PMCID: PMC11767610. 11: Garrido-López A, Esquiu V, Tena MT. Determination of oleamide and erucamide in polyethylene films by pressurised fluid extraction and gas chromatography. J Chromatogr A. 2006 Aug 18;1124(1-2):51-6. doi: 10.1016/j.chroma.2006.04.086. Epub 2006 May 22. PMID: 16716333. 12: Mitchell CA, Davies MJ, Grounds MD, McGeachie JK, Crawford GJ, Hong Y, Chirila TV. Enhancement of neovascularization in regenerating skeletal muscle by the sustained release of erucamide from a polymer matrix. J Biomater Appl. 1996 Jan;10(3):230-49. doi: 10.1177/088532829601000304. PMID: 8667175. 13: Li MM, Jiang ZE, Song LY, Quan ZS, Yu HL. Antidepressant and anxiolytic-like behavioral effects of erucamide, a bioactive fatty acid amide, involving the hypothalamus-pituitary-adrenal axis in mice. Neurosci Lett. 2017 Feb 15;640:6-12. doi: 10.1016/j.neulet.2016.12.072. Epub 2017 Jan 10. PMID: 28082151. 14: Sankhe SY, Hirt DE. Using synchrotron-based FT-IR microspectroscopy to study erucamide migration in 50-micron-thick bilayer linear low-density polyethylene and polyolefin plastomer films. Appl Spectrosc. 2003 Jan;57(1):37-43. doi: 10.1366/000370203321165188. PMID: 14610934. 15: Awasthi NP, Singh RP. Lipase-catalyzed synthesis of fatty acid amide (erucamide) using fatty acid and urea. J Oleo Sci. 2007;56(10):507-9. doi: 10.5650/jos.56.507. PMID: 17898456. 16: Fernie AR, Zhu F. Chemical disarmament in plant defense: Erucamide blocks bacterial type III injectisome assembly. Dev Cell. 2025 Apr 21;60(8):1140-1141. doi: 10.1016/j.devcel.2025.03.013. PMID: 40262525. 17: Altinoz MA, Ozpinar A, Ozpinar A, Hacker E. Erucic acid, a nutritional PPARδ-ligand may influence Huntington's disease pathogenesis. Metab Brain Dis. 2020 Jan;35(1):1-9. doi: 10.1007/s11011-019-00500-6. Epub 2019 Oct 17. PMID: 31625071. 18: Gubała D, Harniman R, Eloi JC, Wąsik P, Wermeille D, Sun L, Robles E, Chen M, Briscoe WH. Multiscale characterisation of single synthetic fibres: Surface morphology and nanomechanical properties. J Colloid Interface Sci. 2020 Jul 1;571:398-411. doi: 10.1016/j.jcis.2020.03.051. Epub 2020 Mar 14. PMID: 32247192. 19: Hu L, Weng J, Wang Z, Huang C, Zhang L. Effect and mechanism of Tricholoma matsutake extract combined with bakuchiol and ergothioneine on UVB-induced skin aging. J Cosmet Dermatol. 2024 Nov;23(11):3628-3644. doi: 10.1111/jocd.16457. Epub 2024 Jul 16. PMID: 39014903. 20: Joaquin HF, Jaime PM, Rodrigo OT. Applying a Green Solvent with Microwave, Ultrasound, and Soxhlet Extraction Techniques to Quantify the Slip Additive cis-1,3-Docosenamide and Nine Oxidative Degradation Byproducts in Polypropylene Samples. Polymers (Basel). 2023 Aug 18;15(16):3457. doi: 10.3390/polym15163457. PMID: 37631513; PMCID: PMC10458392.