Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C14H22N4O9 |
| Molecular Weight | 390.3459 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(O)=O)C(=O)NCC(O)=O
InChI
InChIKey=HGHOBRRUMWJWCU-FXQIFTODSA-N
InChI=1S/C14H22N4O9/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/h6-8H,2-5,15H2,1H3,(H,16,26)(H,17,25)(H,18,27)(H,19,20)(H,21,22)(H,23,24)/t6-,7-,8-/m0/s1
| Molecular Formula | C14H22N4O9 |
| Molecular Weight | 390.3459 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: Most studies on this compound were conducted by the same institute that created the compound (St. Petersburg Institute of Bioregulation and Gerontology).
Curator's Comment: Most studies on this compound were conducted by the same institute that created the compound (St. Petersburg Institute of Bioregulation and Gerontology).
Epitalon (amino acid sequence Ala-Glu-Asp-Gly) is a synthetic peptide that has been suggested to induce the activation of ribosomal genes, decondensation of pericentromeric structural heterochromatin and the release of genes repressed due to the age-related condensation of euchromatic chromosome regions. The researchers who generated Epitalon also reported an inhibitory effect on the development of spontaneous tumors in mice, and claimed that it increases neuronal activity and can be used in the treatment of Retinitis Pigmentosa. The peptide is still under pre‐clinical and clinical development and thus has not been approved for any therapeutic and/or prophylactic use by any government health authority in the USA or Europe.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| [Effects of hypophyseal Lys-Glu-Asp-Gly and Ala-Glu-Asp-Gly synthetic peptides on immunity, hemostasis, morphology and functions of the thyroid gland in neonatally hypophysectomized chicken and one-year-old birds]. | 2010-08-25 |
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| [Effect of preparations melatonin and epitalon on the age-related dynamics of thyrotrophic activity of the hypophysis and thyroid gland function in different light regimes]. | 2009 |
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| [The use of peptide bioregulators for cancer prevention: results of 35 years of research experience and perspectives]. | 2009 |
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| Melting of DNA double strand after binding to geroprotective tetrapeptide. | 2008-11 |
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| Geroprotective effect of ala-glu-asp-gly peptide in male rats exposed to different illumination regimens. | 2008-04 |
|
| Comparative analysis of the expression of c-Fos and interleukin-2 proteins in hypothalamus cells during various treatments. | 2008-03 |
|
| Effect of tetrapeptides Lys-Glu-Asp-Gly and Ala-Glu-Asp-Gly on the structure and function of the thyroid gland in neonatally hypophysectomized chickens. | 2008-01 |
|
| [The influence of melatonin and epithalon on blood leukocyte count and leukocyte alkaline phosphatase in rats under different lighting conditions during ontogenesis]. | 2008 |
|
| [The influences of geroprotectors on age-related changes of antioxidant system in rats liver under different light condition]. | 2008 |
|
| [Effects of epithalon and cortagene on immunity and hemostasis in neonatally hypophysectomized chicken and old birds]. | 2008 |
|
| Effect of Ala-Glu-Asp-Gly peptide on life span and development of spontaneous tumors in female rats exposed to different illumination regimes. | 2007-12 |
|
| Effects of intranasal administration of epitalon on neuron activity in the rat neocortex. | 2007-11 |
|
| Effects of bioactive tetrapeptides on free-radical processes. | 2007-06 |
|
| [Parallel analysis of c-Fos protein and interleukin-2 expression in hypothalamic cells under different influence]. | 2007-02 |
|
| [Comparative study of the effects of melatonin and epitalon on the protracted memory under the shuttle labyrinth test conditions in rats in the course of aging]. | 2007-01-11 |
|
| [Circannual rhythms of bone marrow cell composition in animals during aging: the role of pineal factors]. | 2007 |
|
| [Effect of pineal gland peptides on morphofunctional structure of the pancreas in ageing]. | 2007 |
|
| [Normalizing effect of the pineal gland peptides on the daily melatonin rhythm in old monkeys and elderly people]. | 2007 |
|
| [Age-related changes of exercise capacity and some biochemical indices of rat muscles under influence of different light conditions and pineal preparations]. | 2007 |
|
| Antioxidant properties of geroprotective peptides of the pineal gland. | 2007 |
|
| [Effects of melatonin and epitalone on antioxidant system of rats depends on light conditions]. | 2006-09-28 |
|
| [Intranasal epitalon infusion modulates neuronal activity in the rat neocortex]. | 2006-08 |
|
| Effect of the synthetic pineal peptide epitalon on spontaneous carcinogenesis in female C3H/He mice. | 2006-04-26 |
|
| Interleukin-2 concentration in hypothalamic structures of rats receiving peptides during mild stress. | 2006-04 |
|
| Anti-aging peptide bioregulators induce reactivation of chromatin. | 2006-04 |
|
| [Effect of age, different light conditions, melatonin, and epitalon on lysosomal proteinase activity in the liver and kidneys of rats]. | 2006 |
|
| [Influence of light regimens, melatonin, and epitalon on amylase activity in the pancreas and small intestine in rats of different age]. | 2006 |
|
| [Rhythm of protein synthesis in cultures of hepatocytes from rats of different ages. Norm and effect of the peptide livagen]. | 2005-06-02 |
|
| Fluorescent microscopic study of epithalon binding in maternal and fetal rabbit tissues in health and under conditions of placental insufficiency. | 2005-05 |
|
| [Effect of epitalon and melatonin on life span and spontaneous carcinogenesis in senescence accelerated mice (SAM)]. | 2005 |
|
| Effect of melatonin and tetrapeptide on gene expression in mouse brain. | 2004-11 |
|
| Stressors and antistressors: how do they influence life span in HER-2/neu transgenic mice? | 2004-10 |
|
| Pineal peptides restore the age-related disturbances in hormonal functions of the pineal gland and the pancreas. | 2004-07-20 |
|
| Peptide correction of age-related hormonal dysfunction of the pancreas in monkeys. | 2004-07 |
|
| Expression of argyrophilic proteins in the nucleolar organizer regions of human thymocytes and thymic epitheliocytes under conditions of coculturing with vilon and epithalon peptides. | 2004-06 |
|
| Effects of bioactive factors of the pineal gland on thymus function and cell composition of the bone marrow and spleen in mice of different age. | 2004-05 |
|
| Peptide promotes overcoming of the division limit in human somatic cell. | 2004-05 |
|
| [The influence of substances revealing geroprotective of spontaneous carcinogenesis in mice]. | 2004 |
|
| [Effect of epitalon on the immunity and hemostasis in hypophysectomized chicken and old hens]. | 2004 |
|
| Peptide Epitalon activates chromatin at the old age. | 2003-10 |
|
| Epitalon and colon carcinogenesis in rats: proliferative activity and apoptosis in colon tumors and mucosa. | 2003-10 |
|
| Effect of regulatory peptides on gene transcription. | 2003-09 |
|
| [Effect of new peptide bioregulators livagen and epitalon on enkephalin-degrading enzymes in human serum]. | 2003-08-29 |
|
| Effects of peptides on proliferative activity of retinal and pigmented epithelial cells. | 2003-06 |
|
| Epithalon peptide induces telomerase activity and telomere elongation in human somatic cells. | 2003-06 |
|
| Retinoprotective effect of Epithalon in campbell rats of various ages. | 2003-05 |
|
| Elucidation of the effect of brain cortex tetrapeptide Cortagen on gene expression in mouse heart by microarray. | 2003-04-24 |
|
| [Peptide correction of age-related pineal disturbances in monkeys]. | 2003 |
|
| [Regulating effect of pineal gland peptides on development of T-lymphocytes in CBA aging mice: role of microenvironment of immune system organs and neuroendocrine factors]. | 2003 |
|
| Effect of Epitalon on biomarkers of aging, life span and spontaneous tumor incidence in female Swiss-derived SHR mice. | 2003 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 21:07:09 GMT 2025
by
admin
on
Mon Mar 31 21:07:09 GMT 2025
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| Record UNII |
O65P17785G
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| Record Status |
Validated (UNII)
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| Record Version |
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Common Name | English | ||
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Preferred Name | English | ||
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Systematic Name | English |
| Classification Tree | Code System | Code | ||
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FDA ORPHAN DRUG |
312010
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admin on Mon Mar 31 21:07:09 GMT 2025 , Edited by admin on Mon Mar 31 21:07:09 GMT 2025
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307297-39-8
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219042
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DTXSID80952957
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C421253
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Epitalon
Created by
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O65P17785G
Created by
admin on Mon Mar 31 21:07:09 GMT 2025 , Edited by admin on Mon Mar 31 21:07:09 GMT 2025
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| Related Record | Type | Details | ||
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TARGET->ACTIVATOR OF EXPRESSION |
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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ACTIVE MOIETY |
May play a role in anti-aging.
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