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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:
Molecular Weight:
813.92 (free base basis)
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
51111800
MDL number:
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Quality Level

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

H2O: >2 mg/mL

shipped in

wet ice

storage temp.

−20°C

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

InChI key

UAXRUQRHZBYPHF-IGCYJKAMSA-N

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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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
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
M E Grigorjeva et al.
Bulletin of experimental biology and medicine, 149(1), 44-46 (2010-11-30)
The effects of semax on anticoagulant, fibrinolytic, and platelet components of the anticoagulation system were studied on albino rats under conditions of acute and chronic immobilization stress. Semax exhibited a protective antistress effect after repeated intranasal administration under conditions of
The influence of oligopeptides on spontaneous carcinogenesis in mice.
V K Meshavkin et al.
Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections, 449, 79-81 (2013-05-09)
Semax increases erythrocyte deformability in the shearing blood stream in intact rats and rats with cerebral ischemia.
O E Fadyukova et al.
Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections, 439, 208-211 (2011-09-29)

Global Trade Item Number

SKUGTIN
S8826-1MG04061826285121

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