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Merck
CN

S8826

Semax

≥98% (HPLC)

Synonym(s):

ACTH (4-7), Pro-Gly-Pro trifluoroacetate salt, L-Methionyl-L-a-glutamyl-L-histidyl-L-phenylalanyl-L-prolylglycyl-L-proline trifluoroacetate salt, Met-Glu-His-Phe-Pro-Gly-Pro

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About This Item

Empirical Formula (Hill Notation):
C37H51N9O10S · xC2HF3O2
CAS Number:
80714-61-0
Molecular Weight:
813.92 (free base basis)
NACRES:
NA.32
PubChem Substance ID:
329824612
UNSPSC Code:
51111800
MDL number:
MFCD04113563

Key Documents

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InChI key

UAXRUQRHZBYPHF-IGCYJKAMSA-N

SMILES string

OC(=O)C(F)(F)F.CSCC[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](Cc2ccccc2)C(=O)N3CCC[C@H]3C(=O)NCC(=O)N4CCC[C@H]4C(O)=O

InChI

1S/C37H51N9O10S.C2HF3O2/c1-57-16-13-24(38)32(50)42-25(11-12-31(48)49)33(51)43-26(18-23-19-39-21-41-23)34(52)44-27(17-22-7-3-2-4-8-22)36(54)46-15-5-9-28(46)35(53)40-20-30(47)45-14-6-10-29(45)37(55)56;3-2(4,5)1(6)7/h2-4,7-8,19,21,24-29H,5-6,9-18,20,38H2,1H3,(H,39,41)(H,40,53)(H,42,50)(H,43,51)(H,44,52)(H,48,49)(H,55,56);(H,6,7)/t24-,25-,26-,27-,28-,29-;/m0./s1

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

H2O: >2 mg/mL

shipped in

wet ice

storage temp.

−20°C

Quality Level

100

General description

Semax regulates the expression and the activation of the hippocampal (brain-derived neurotrophic factor) BDNF/(tropomyosin receptor kinase B) trkB system. It enhances selective attention at the time of information reception, increases memory consolidation and stimulates learning abilities. Semax is an active element of SEMAX drugs, which is used for the treatment of brain hypoxia and ischemia. It stimulates the activity of choline acetyltransferase. Semax exhibits properties of the melanocortin (MC) receptor antagonist.

Biochem/physiol Actions

Semax (Met-Glu-His-Phe-Pro-Gly-Pro) is an analog of the adrenocorticotropin fragment (4-10). It activates the transcription of neurotrophins and has neuroprotective and nootropic activity.
Semax is a neuroprotective ACTH (4-10) analog.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000453778
0000453778
0000177129
0000160000
0000160000

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G A Romanova et al.
Patologicheskaia fiziologiia i eksperimental'naia terapiia, (3)(3), 62-67 (2012-10-18)
It was stated, that with bilateral photochemically induced thrombosis of the prefrontal cortex peptide semax and the AB-Glu by intranasal injection provoke pronounced neuroprotective and antiamnestic action. Intranasal injection semax (250 mkg/kg/daily during six postoperative days) and AB-Glu (250 mkg/kg
D M Manchenko et al.
Rossiiskii fiziologicheskii zhurnal imeni I.M. Sechenova, 96(10), 1014-1023 (2011-01-29)
Heptapeptide Semax (MEHFPGP) is the fragment of ACTH(4-10) analogue with prolonged neurotropic activity. The aim of the present work was to study the Semax effects on learning capability and pain sensitivity in white rats following intraperitoneal and intranasal administration in
Semax, an ACTH (4-10) analogue with nootropic properties, activates dopaminergic and serotoninergic brain systems in rodents
Eremin KO et al.
Neurochemical Research, 30(12), 1493-1500 (2005)
V V Stavchanskiĭ et al.
Molekuliarnaia biologiia, 45(6), 1026-1035 (2012-02-03)
Neurotrophins regulate key function of nervous tissue cells. Analysis of neurotrophins mRNA expression is an appropriate tool to assess therapeutic efficiency of the anti-stroke drugs. We have analyzed the effect of synthetic peptide semax and its C-terminal Pro-Gly-Pro tripeptide upon
Vasily V Stavchansky et al.
Journal of molecular neuroscience : MN, 45(2), 177-185 (2010-07-10)
The neuropeptide preparation Semax (Met-Glu-His-Phe-Pro-Gly-Pro) has been employed successfully in clinical practice for treating patients with severe brain blood circulation disorders. In spite of numerous studies, many aspects of the therapeutic effects of this preparation remain unknown. In this context
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