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MedKoo Cat#: 466132 | Name: EPC-K1

Description:

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

EPC-K1 is a Vitamin E derivative, suppressing inflammation during hepatic ischemia-reperfusion injury and exerting hepatoprotective effects.

Chemical Structure

EPC-K1
EPC-K1
CAS#127061-56-7 (potassium)

Theoretical Analysis

MedKoo Cat#: 466132

Name: EPC-K1

CAS#: 127061-56-7 (potassium)

Chemical Formula: C35H56KO10P

Exact Mass: 706.3248

Molecular Weight: 706.90

Elemental Analysis: C, 59.47; H, 7.99; K, 5.53; O, 22.63; P, 4.38

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 #
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Synonym
EPC-K1; EPCK1; EPC K1; Potassium ascorbyl tocopheryl phosphate;
IUPAC/Chemical Name
potassium (R)-5-((S)-1,2-dihydroxyethyl)-4-hydroxy-2-oxo-2,5-dihydrofuran-3-yl ((R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl) phosphate
InChi Key
VIHIKSJKXIMMLV-FZTHFCCHSA-M
InChi Code
InChI=1S/C35H57O10P.K/c1-21(2)12-9-13-22(3)14-10-15-23(4)16-11-18-35(8)19-17-27-26(7)30(24(5)25(6)31(27)43-35)44-46(40,41)45-33-29(38)32(28(37)20-36)42-34(33)39;/h21-23,28,32,36-38H,9-20H2,1-8H3,(H,40,41);/q;+1/p-1/t22-,23-,28+,32-,35-;/m1./s1
SMILES Code
O=P(OC1=C(O)[C@@H]([C@@H](O)CO)OC1=O)([O-])OC2=C(C)C(CC[C@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)O3)=C3C(C)=C2C.[K+]
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
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 706.90 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: Zingg JM, Azzi A, Meydani M. α-Tocopheryl Phosphate Induces VEGF Expression via CD36/PI3Kγ in THP-1 Monocytes. J Cell Biochem. 2017 Jul;118(7):1855-1867. doi: 10.1002/jcb.25871. Epub 2017 Mar 24. PMID: 28059487. 2: Zhao L, Zhao X, Zhao K, Wei P, Fang Y, Zhang F, Zhang B, Ogata K, Mori A, Wei T. The α-tocopherol derivative ESeroS-GS induces cell death and inhibits cell motility of breast cancer cells through the regulation of energy metabolism. Eur J Pharmacol. 2014 Dec 15;745:98-107. doi: 10.1016/j.ejphar.2014.09.050. Epub 2014 Oct 15. PMID: 25446928. 3: Hara T, Matsui H, Shimizu H. Suppression of microbial metabolic pathways inhibits the generation of the human body odor component diacetyl by Staphylococcus spp. PLoS One. 2014 Nov 12;9(11):e111833. doi: 10.1371/journal.pone.0111833. PMID: 25390046; PMCID: PMC4229079. 4: Oishi K, Hagiwara S, Koga S, Kawabe S, Uno T, Iwasaka H, Noguchi T. The vitamin E derivative, EPC-K1, suppresses inflammation during hepatic ischemia- reperfusion injury and exerts hepatoprotective effects in rats. J Surg Res. 2012 Jul;176(1):164-70. doi: 10.1016/j.jss.2011.03.080. Epub 2011 Apr 28. PMID: 22560539. 5: Yamamoto S, Hagiwara S, Hidaka S, Shingu C, Goto K, Kashima K, Noguchi T. The antioxidant EPC-K1 attenuates renal ischemia-reperfusion injury in a rat model. Am J Nephrol. 2011;33(6):485-90. doi: 10.1159/000327820. Epub 2011 May 3. PMID: 21540580. 6: Chang WJ, Toledo-Pereyra LH. Importance of EPC-K1 in ischemia and reperfusion injury. J Surg Res. 2011 Jun 15;168(2):173-4. doi: 10.1016/j.jss.2010.06.027. Epub 2010 Sep 8. PMID: 20850788. 7: Noda Y, Mankura M. Inhibitory effect of antioxidants on hydroxyl radical generation from methylguanidine: an ESR study. Neurochem Res. 2009 Apr;34(4):734-8. doi: 10.1007/s11064-008-9811-9. Epub 2008 Aug 8. PMID: 18688710. 8: Mundy AL, Haas E, Bhattacharya I, Widmer CC, Kretz M, Baumann K, Barton M. Endothelin stimulates vascular hydroxyl radical formation: effect of obesity. Am J Physiol Regul Integr Comp Physiol. 2007 Dec;293(6):R2218-24. doi: 10.1152/ajpregu.00295.2007. Epub 2007 Sep 26. PMID: 17898123. 9: Munteanu A, Zingg JM. Cellular, molecular and clinical aspects of vitamin E on atherosclerosis prevention. Mol Aspects Med. 2007 Oct-Dec;28(5-6):538-90. doi: 10.1016/j.mam.2007.07.001. Epub 2007 Aug 3. PMID: 17825403. 10: Nishi H, Date H, Aoe M, Shimizu N. Canine bilateral lung transplantation after 18-hour preservation using non-heart-beating donors. J Heart Lung Transplant. 2007 Jun;26(6):610-6. doi: 10.1016/j.healun.2007.03.013. PMID: 17543785. 11: Shirai S, Ominato M, Shimazu T, Toyama K, Ogimoto G, Fujino T, Yasuda T, Sato T, Maeba T, Owada S, Kimura K. Imbalance between production and scavenging of hydroxyl radicals in patients maintained on hemodialysis. Clin Exp Nephrol. 2005 Dec;9(4):310-314. doi: 10.1007/s10157-005-0374-7. PMID: 16362158. 12: Hirai T, Matsumoto H, Yamashita K, Urakami A, Iki K, Yamamura M, Tsunoda T. Surgical oncotaxis--excessive surgical stress and postoperative complications contribute to enhancing tumor metastasis, resulting in a poor prognosis for cancer patients. Ann Thorac Cardiovasc Surg. 2005 Feb;11(1):4-6. PMID: 15788961. 13: Mori A, Yokoi I, Noda Y, Willmore LJ. Natural antioxidants may prevent posttraumatic epilepsy: a proposal based on experimental animal studies. Acta Med Okayama. 2004 Jun;58(3):111-8. doi: 10.18926/AMO/32111. PMID: 15471432. 14: Kingston R, Kelly CJ, Murray P. The therapeutic role of taurine in ischaemia-reperfusion injury. Curr Pharm Des. 2004;10(19):2401-10. doi: 10.2174/1381612043384015. PMID: 15279617. 15: Irie H, Kato T, Ikebe K, Tsuchida T, Oniki Y, Takagi K. Antioxidant effect of MCI-186, a new Free-Radical scavenger, on ischemia-reperfusion injury in a rat hindlimb amputation model. J Surg Res. 2004 Aug;120(2):312-9. doi: 10.1016/j.jss.2003.12.004. PMID: 15234228. 16: Kozuka M, Tsujimoto Y. Dentin is dissolved by high concentrations of L-ascorbic acid 2-[3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)- 2H-1-benzopyran-6-yl-hydrogen phosphate] potassium salt with or without hydrogen peroxide. Biol Pharm Bull. 2004 Jun;27(6):831-4. doi: 10.1248/bpb.27.831. PMID: 15187428. 17: Takayama H, Hamner CE, Caccitolo JA, Hisamochi K, Pearson PJ, Schaff HV. A novel antioxidant, EPC-K1, stimulates endothelial nitric oxide production and scavenges hydroxyl radicals. Circ J. 2003 Dec;67(12):1046-52. doi: 10.1253/circj.67.1046. PMID: 14639022. 18: Kato N, Yanaka K, Nagase S, Hirayama A, Nose T. The antioxidant EPC-K1 ameliorates brain injury by inhibiting lipid peroxidation in a rat model of transient focal cerebral ischaemia. Acta Neurochir (Wien). 2003 Jun;145(6):489-93; discussion 493. doi: 10.1007/s00701-003-0036-z. PMID: 12836074. 19: Zondlo Fiume M. Final report on the safety assessment of Tocopherol, Tocopheryl Acetate, Tocopheryl Linoleate, Tocopheryl Linoleate/Oleate, Tocopheryl Nicotinate, Tocopheryl Succinate, Dioleyl Tocopheryl Methylsilanol, Potassium Ascorbyl Tocopheryl Phosphate, and Tocophersolan. Int J Toxicol. 2002;21 Suppl 3:51-116. doi: 10.1080/10915810290169819. PMID: 12537931. 20: Matsuo K, Mori S, Ijichi T, Nakajima K, Kokufu T, Ihara N. EPC-K1 reduces the expression of inducible nitric oxide synthase (iNOS) in delayed neuronal death (DND). Ann N Y Acad Sci. 2002 Nov;977:292-5. doi: 10.1111/j.1749-6632.2002.tb04828.x. PMID: 12480763.

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