EC18 | CAS#221139-79-3 | lipid

MedKoo Cat#: 565718 | Name: EC-18

Description:

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

EC-18 is a synthetic monoacetyldiacylglyceride. EC18 inhibits hematogenous metastasis of KIGB-5 biliary cancer cell in hamster model. EC-18 attenuates the asthmatic response in an aluminum hydroxide/ovalbumin-induced model of asthma. EC-18 attenuated airway inflammation with a reduction in myeloperoxidase expression in lung tissue. Additionally, EC-18 inhibited the phosphorylation of NF-κB and IκB induced by cigarette smoke and LPS exposure. EC-18 effectively suppresses neutrophilic inflammation induced by cigarette smoke and LPS exposure. EC-18 has therapeutic potential for the treatment of chronic obstructive pulmonary disease.

Chemical Structure

EC-18

CAS#221139-79-3

Theoretical Analysis

MedKoo Cat#: 565718

Name: EC-18

CAS#: 221139-79-3

Chemical Formula: C39H70O6

Exact Mass: 634.5172

Molecular Weight: 634.98

Elemental Analysis: C, 73.77; H, 11.11; O, 15.12

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

EC18; EC 18; EC-18

IUPAC/Chemical Name

1-Palmitoyl-2-linoleoyl-3-acetylglycerol

InChi Key

GAKUNXBDVGLOFS-DUZKARGPSA-N

InChi Code

InChI=1S/C39H70O6/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-39(42)45-37(34-43-36(3)40)35-44-38(41)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2/h12,14,18-19,37H,4-11,13,15-17,20-35H2,1-3H3/b14-12-,19-18-

SMILES Code

O=C(OCC(OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCC)=O)C

Appearance

liquid

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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 634.98 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.

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: Patberg M, Oniani T, Disse P, Peischard S, Vinnenberg L, Zobeiri M, Romanelli MN, Epping L, Wiendl H, Meuth SG, Hundehege P, Seebohm G, Budde T, Junker A. Optimized synthesis and pharmacological evaluation of HCN channel inhibitor EC18. Arch Pharm (Weinheim). 2023 Jun;356(6):e2200665. doi: 10.1002/ardp.202200665. Epub 2023 Mar 22. PMID: 36949271. 2: Park JS, Yang SC, Jeong HY, Lee SY, Ryu JG, Choi JW, Kang HY, Kim SM, Hwang SH, Cho ML, Park SH. EC-18 prevents autoimmune arthritis by suppressing inflammatory cytokines and osteoclastogenesis. Arthritis Res Ther. 2022 Nov 17;24(1):254. doi: 10.1186/s13075-022-02941-4. PMID: 36397156; PMCID: PMC9670482. 3: Romanelli MN, Del Lungo M, Guandalini L, Zobeiri M, Gyökeres A, Árpádffy- Lovas T, Koncz I, Sartiani L, Bartolucci G, Dei S, Manetti D, Teodori E, Budde T, Cerbai E. EC18 as a Tool To Understand the Role of HCN4 Channels in Mediating Hyperpolarization-Activated Current in Tissues. ACS Med Chem Lett. 2019 Feb 6;10(4):584-589. doi: 10.1021/acsmedchemlett.8b00587. PMID: 30996800; PMCID: PMC6466822. 4: Ryu HM, Jeong YS, Yim CS, Lee JH, Chung SJ. Quantification of EC-18, a synthetic monoacetyldiglyceride (1-palmitoyl-2-linoleoyl-3-acetyl-rac-glycerol), in rat and mouse plasma by liquid-chromatography/tandem mass spectrometry. J Pharm Biomed Anal. 2017 Apr 15;137:155-162. doi: 10.1016/j.jpba.2017.01.029. Epub 2017 Jan 17. PMID: 28122294. 5: Shin IS, Ahn KS, Shin NR, Lee HJ, Ryu HW, Kim JW, Sohn KY, Kim HJ, Han YH, Oh SR. Protective effect of EC-18, a synthetic monoacetyldiglyceride on lung inflammation in a murine model induced by cigarette smoke and lipopolysaccharide. Int Immunopharmacol. 2016 Jan;30:62-68. doi: 10.1016/j.intimp.2015.11.025. Epub 2015 Dec 1. PMID: 26655742. 6: Yoon SY, Kang HB, Ko YE, Shin SH, Kim YJ, Sohn KY, Han YH, Chong S, Kim JW. 1-palmitoyl-2-linoleoyl-3-acetyl-rac-glycerol (EC-18) Modulates Th2 Immunity through Attenuation of IL-4 Expression. Immune Netw. 2015 Apr;15(2):100-9. doi: 10.4110/in.2015.15.2.100. Epub 2015 Apr 23. PMID: 25922599; PMCID: PMC4411508. 7: Shin IS, Shin NR, Jeon CM, Kwon OK, Sohn KY, Lee TS, Kim JW, Ahn KS, Oh SR. EC-18, a synthetic monoacetyldiglyceride (1-palmitoyl-2-linoleoyl-3-acetylglycerol), attenuates the asthmatic response in an aluminum hydroxide/ovalbumin-induced model of asthma. Int Immunopharmacol. 2014 Jan;18(1):116-23. doi: 10.1016/j.intimp.2013.11.006. Epub 2013 Nov 21. PMID: 24269625. 8: Kim MH, Chang HM, Kim TW, Lee SK, Park JS, Kim YH, Lee TY, Jang SJ, Suh CW, Lee TS, Kim SH, Lee SG. EC-18, a synthetic monoacetyldiacylglyceride, inhibits hematogenous metastasis of KIGB-5 biliary cancer cell in hamster model. J Korean Med Sci. 2009 Jun;24(3):474-80. doi: 10.3346/jkms.2009.24.3.474. Epub 2009 Jun 12. PMID: 19543512; PMCID: PMC2698195.