Epitalon acetate | CAS# 307297-40-1 | anti-aging

MedKoo Cat#: 573974 | Name: Epitalon acetate

Description:

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

Epitalon is a synthetic tetrapeptide with anti-aging properties. Epitalon reduces levels of lipid peroxidation products, delays age-related estrous shutdown, and decreases the frequency of bone marrow cell chromosomal aberrations in female mice. It decreases spontaneous mammary gland and ovarian tumor development and metastasis in aged female mice. Epitalon also stimulates melatonin synthesis and normalizes the circadian rhythm.

Chemical Structure

Epitalon acetate

CAS#307297-40-1 (acetate)

Theoretical Analysis

MedKoo Cat#: 573974

Name: Epitalon acetate

CAS#: 307297-40-1 (acetate)

Chemical Formula: C16H26N4O11

Exact Mass: 0.0000

Molecular Weight: 450.40

Elemental Analysis: C, 42.67; H, 5.82; N, 12.44; O, 39.07

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Related CAS #

307297-39-8 (free base) 307297-40-1 (acetate)

Synonym

Epitalon (acetate), Epitalon acetate, Epithalone

IUPAC/Chemical Name

acetic acid;(4S)-4-[[(2S)-2-aminopropanoyl]amino]-5-[[(2S)-3-carboxy-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid

InChi Key

JZJOFRXDMYAPDF-WQYNNSOESA-N

InChi Code

InChI=1S/C14H22N4O9.C2H4O2/c1-6(15)12(25)17-7(2-3-9(19)20)14(27)18-8(4-10(21)22)13(26)16-5-11(23)24;1-2(3)4/h6-8H,2-5,15H2,1H3,(H,16,26)(H,17,25)(H,18,27)(H,19,20)(H,21,22)(H,23,24);1H3,(H,3,4)/t6-,7-,8-;/m0./s1

SMILES Code

OC(CC[C@H](NC([C@H](C)N)=O)C(N[C@H](C(NCC(O)=O)=O)CC(O)=O)=O)=O.OC(C)=O

Appearance

Solid powder

Purity

>95% (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 450.40 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: Yue X, Liu SL, Guo JN, Meng TG, Zhang XR, Li HX, Song CY, Wang ZB, Schatten H, Sun QY, Guo XP. Epitalon protects against post-ovulatory aging-related damage of mouse oocytes in vitro. Aging (Albany NY). 2022 Apr 12;14(7):3191-3202. doi: 10.18632/aging.204007. Epub 2022 Apr 12. PMID: 35413689; PMCID: PMC9037278. 2: Kossoy G, Zandbank J, Tendler E, Anisimov V, Khavinson V, Popovich I, Zabezhinski M, Zusman I, Ben-Hur H. Epitalon and colon carcinogenesis in rats: proliferative activity and apoptosis in colon tumors and mucosa. Int J Mol Med. 2003 Oct;12(4):473-7. PMID: 12964022. 3: Khavinson VK, Izmaylov DM, Obukhova LK, Malinin VV. Effect of epitalon on the lifespan increase in Drosophila melanogaster. Mech Ageing Dev. 2000 Dec 1;120(1-3):141-9. doi: 10.1016/s0047-6374(00)00217-7. PMID: 11087911. 4: Sibarov DA, Kovalenko RI, Malinin VV, Khavinson VKh. Epitalon influences pineal secretion in stress-exposed rats in the daytime. Neuro Endocrinol Lett. 2002 Oct-Dec;23(5-6):452-4. PMID: 12500171. 5: Khavinson V, Diomede F, Mironova E, Linkova N, Trofimova S, Trubiani O, Caputi S, Sinjari B. AEDG Peptide (Epitalon) Stimulates Gene Expression and Protein Synthesis during Neurogenesis: Possible Epigenetic Mechanism. Molecules. 2020 Jan 30;25(3):609. doi: 10.3390/molecules25030609. PMID: 32019204; PMCID: PMC7037223. 6: Anisimov VN, Khavinson VKh, Popovich IG, Zabezhinski MA. Inhibitory effect of peptide Epitalon on colon carcinogenesis induced by 1,2-dimethylhydrazine in rats. Cancer Lett. 2002 Sep 8;183(1):1-8. doi: 10.1016/s0304-3835(02)00090-3. PMID: 12049808. 7: Sibarov DA, Vol'nova AB, Frolov DS, Nozdrachev AD. Effects of intranasal administration of epitalon on neuron activity in the rat neocortex. Neurosci Behav Physiol. 2007 Nov;37(9):889-93. doi: 10.1007/s11055-007-0095-3. PMID: 17955380. 8: Khavinson VKh. Peptides and Ageing. Neuro Endocrinol Lett. 2002;23 Suppl 3:11-144. PMID: 12374906. 9: Kossoy G, Anisimov VN, Ben-Hur H, Kossoy N, Zusman I. Effect of the synthetic pineal peptide epitalon on spontaneous carcinogenesis in female C3H/He mice. In Vivo. 2006 Mar-Apr;20(2):253-7. PMID: 16634527. 10: Khavinson V, Goncharova N, Lapin B. Synthetic tetrapeptide epitalon restores disturbed neuroendocrine regulation in senescent monkeys. Neuro Endocrinol Lett. 2001 Aug;22(4):251-4. PMID: 11524632. 11: Khavinson V, Razumovsky M, Trofimova S, Grigorian R, Razumovskaya A. Pineal- regulating tetrapeptide epitalon improves eye retina condition in retinitis pigmentosa. Neuro Endocrinol Lett. 2002 Aug;23(4):365-8. PMID: 12195242. 12: Anisimov VN, Khavinson VK, Provinciali M, Alimova IN, Baturin DA, Popovich IG, Zabezhinski MA, Imyanitov EN, Mancini R, Franceschi C. Inhibitory effect of the peptide epitalon on the development of spontaneous mammary tumors in HER-2/neu transgenic mice. Int J Cancer. 2002 Sep 1;101(1):7-10. doi: 10.1002/ijc.10570. PMID: 12209581. 13: Anisimov VN, Khavinson VKh, Popovich IG, Zabezhinski MA, Alimova IN, Rosenfeld SV, Zavarzina NY, Semenchenko AV, Yashin AI. Effect of Epitalon on biomarkers of aging, life span and spontaneous tumor incidence in female Swiss- derived SHR mice. Biogerontology. 2003;4(4):193-202. doi: 10.1023/a:1025114230714. PMID: 14501183. 14: Khavinson VKh, Korneva EA, Malinin VV, Rybakina EG, Pivanovich IY, Shanin SN. Effect of epitalon on interleukin-1beta signal transduction and the reaction of thymocyte blast transformation under stress. Neuro Endocrinol Lett. 2002 Oct- Dec;23(5-6):411-6. PMID: 12500162. 15: Khavinson VKh, Lezhava TA, Monaselidze JR, Jokhadze TA, Dvalishvili NA, Bablishvili NK, Trofimova SV. Peptide Epitalon activates chromatin at the old age. Neuro Endocrinol Lett. 2003 Oct;24(5):329-33. PMID: 14647006. 16: Alimova IN, Bashurin DA, Popovich IG, Zabezhinskiĭ MA, Volkov MA, Provinciali M, Franceschi C, Khavincon BKh, Anisimov VN. Vliianie épitalona i vilona na prodolzhitel'nost' zhizni i razvitie opukholeĭ molochnoĭ zhelezy u samok transgennykh misheĭ erB-2/neu [Effect of Epitalon and Vilon treatment on mammary carcinogenesis in transgenic erbB-2/NEU mice]. Vopr Onkol. 2002;48(1):57-60. Russian. PMID: 12101568. 17: Anisimov VN, Popovich IG, Zabezhinskiĭ MA, Rozenfel'd SV, Khavinson VKh, Semenchenko AV, Iashin AI. [Effect of epitalon and melatonin on life span and spontaneous carcinogenesis in senescence accelerated mice (SAM)]. Vopr Onkol. 2005;51(1):93-8. Russian. PMID: 15909815. 18: Sibarov DA, Vol'nova AB, Frolov DS, Nosdrachev AD. [Intranasal epitalon infusion modulates neuronal activity in the rat neocortex]. Ross Fiziol Zh Im I M Sechenova. 2006 Aug;92(8):949-56. Russian. PMID: 17217245. 19: Vanhee C, Moens G, Van Hoeck E, Deconinck E, De Beer JO. Identification of the small research tetra peptide Epitalon, assumed to be a potential treatment for cancer, old age and Retinitis Pigmentosa in two illegal pharmaceutical preparations. Drug Test Anal. 2015 Mar;7(3):259-64. doi: 10.1002/dta.1771. Epub 2014 Dec 22. PMID: 25535022. 20: Kost NV, Sokolov OIu, Gabaeva MV, Zolotarev IuA, Malinin VV, Khavinson VKh. Vliianie novykh peptidnykh bioreguliatorov livagena i épitalona na énkefalindegradiruiushchie fermenty syvorotki krovi cheloveka [Effect of new peptide bioregulators livagen and epitalon on enkephalin-degrading enzymes in human serum]. Izv Akad Nauk Ser Biol. 2003 Jul-Aug;(4):427-9. Russian. PMID: 12942748.