Synonym
DVD-111; GVS-111; SGS-111; DVD111; GVS111; SGS111; DVD 111; GVS 111; SGS 111; Omberacetam
IUPAC/Chemical Name
ethyl (2-phenylacetyl)-L-prolylglycinate
InChi Key
PJNSMUBMSNAEEN-AWEZNQCLSA-N
InChi Code
InChI=1S/C17H22N2O4/c1-2-23-16(21)12-18-17(22)14-9-6-10-19(14)15(20)11-13-7-4-3-5-8-13/h3-5,7-8,14H,2,6,9-12H2,1H3,(H,18,22)/t14-/m0/s1
SMILES Code
O=C(OCC)CNC([C@H]1N(C(CC2=CC=CC=C2)=O)CCC1)=O
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
>2 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
Biological target:
Omberacetam (GVS-111) is a medication promoted and prescribed in Russia and neighbouring countries as a nootropic.
In vitro activity:
GVS-111 significantly increased neuronal survival after H(2)O(2)-treatment displaying a dose-dependent neuroprotective activity from 10nM to 100 microM, and an IC(50) value of 1.21+/-0.07 microM. GVS-111 inhibited the accumulation of intracellular free radicals and lipid peroxidation damage in neurons treated with H(2)O(2) or FeSO(4), suggesting an antioxidant mechanism of action. GVS-111 exhibited significantly higher neuroprotection compared to the standard cognition enhancer Piracetam, or to the antioxidants Vitamin E, propyl gallate and N-tert-butyl-2-sulpho-phenylnitrone (s-PBN).
Reference: Int J Dev Neurosci. 2003 May;21(3):117-24. https://pubmed.ncbi.nlm.nih.gov/12711349/
In vivo activity:
It is established that single intravenous (0.5 and 5 mg/kg, p.o.) or single peroral (10, 50, 100 mg/kg) and prolonged peroral (5 mg/kg, over 10 days) administration of noopept produces a dose-dependent inhibition of the model inflammatory response to concanavaline A in CBA mice. Intravenously injected (5 mg/kg) noopept suppressed the acute nonimmune carrageenan-induced foot inflammation in rats by 62.2% within 3 h.
Reference: Eksp Klin Farmakol. 2002 Mar-Apr;65(2):53-5. https://pubmed.ncbi.nlm.nih.gov/12109295/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMF |
25.0 |
78.52 |
| DMSO |
62.5 |
196.31 |
| Ethanol |
20.0 |
62.82 |
| PBS (pH 7.2) |
1.0 |
3.14 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
318.37
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 |
Formulation protocol:
1. Kondratenko RV, Povarov IS, Kolbaev SN, Derevyagin VI, Ostrovskaya RU, Gudasheva TA, Sharonova IN, Skrebitsky VG. Effect of nootropic dipeptide noopept on CA1 pyramidal neurons involves α7AChRs on interneurons in hippocampal slices from rat. Neurosci Lett. 2022 Nov 1;790:136898. doi: 10.1016/j.neulet.2022.136898. Epub 2022 Oct 3. PMID: 36195298.
2. Pelsman A, Hoyo-Vadillo C, Gudasheva TA, Seredenin SB, Ostrovskaya RU, Busciglio J. GVS-111 prevents oxidative damage and apoptosis in normal and Down's syndrome human cortical neurons. Int J Dev Neurosci. 2003 May;21(3):117-24. doi: 10.1016/s0736-5748(03)00031-5. PMID: 12711349.
3. Kovalenko LP, Miramedova MG, Alekseeva SV, Gudasheva TA, Ostrovskaia RU, Seredenin SB. Protivovospalitel'nye svoĭstva noopepta (dipeptidnogo nootropa GVS-111) [Anti-inflammatory properties of noopept (dipeptide nootropic agent GVS-111)]. Eksp Klin Farmakol. 2002 Mar-Apr;65(2):53-5. Russian. PMID: 12109295.
4. Kovalenko LP, Smol'nikova NM, Alekseeva SV, Nemova EP, Sorokina AV, Miramedova MG, Kurapova SP, Sidorina EI, Kulakova AV, Daugel'-Dauge NO. Doklinicheskoe izuchenie toksichnisti noopepta [Preclinical study of noopept toxicity]. Eksp Klin Farmakol. 2002 Jan-Feb;65(1):62-4. Russian. PMID: 12025790.
In vitro protocol:
1. Kondratenko RV, Povarov IS, Kolbaev SN, Derevyagin VI, Ostrovskaya RU, Gudasheva TA, Sharonova IN, Skrebitsky VG. Effect of nootropic dipeptide noopept on CA1 pyramidal neurons involves α7AChRs on interneurons in hippocampal slices from rat. Neurosci Lett. 2022 Nov 1;790:136898. doi: 10.1016/j.neulet.2022.136898. Epub 2022 Oct 3. PMID: 36195298.
2. Pelsman A, Hoyo-Vadillo C, Gudasheva TA, Seredenin SB, Ostrovskaya RU, Busciglio J. GVS-111 prevents oxidative damage and apoptosis in normal and Down's syndrome human cortical neurons. Int J Dev Neurosci. 2003 May;21(3):117-24. doi: 10.1016/s0736-5748(03)00031-5. PMID: 12711349.
In vivo protocol:
1. Kovalenko LP, Miramedova MG, Alekseeva SV, Gudasheva TA, Ostrovskaia RU, Seredenin SB. Protivovospalitel'nye svoĭstva noopepta (dipeptidnogo nootropa GVS-111) [Anti-inflammatory properties of noopept (dipeptide nootropic agent GVS-111)]. Eksp Klin Farmakol. 2002 Mar-Apr;65(2):53-5. Russian. PMID: 12109295.
2. Kovalenko LP, Smol'nikova NM, Alekseeva SV, Nemova EP, Sorokina AV, Miramedova MG, Kurapova SP, Sidorina EI, Kulakova AV, Daugel'-Dauge NO. Doklinicheskoe izuchenie toksichnisti noopepta [Preclinical study of noopept toxicity]. Eksp Klin Farmakol. 2002 Jan-Feb;65(1):62-4. Russian. PMID: 12025790.
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