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Selank

HCID 11765600
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Grundinformationen

CAS
129954-34-3
Standard-SMILES
C[C@@H](O)[C@H](N)C(=O)N[C@@H](CCCCN)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)NCC(=O)N1CCC[C@H]1C(=O)O
InChIKey
JTDTXGMXNXBGBZ-YVHUGQOKSA-N
Summenformel
C33H57N11O9
Durchschnittliche Molmasse
751,9 g/mol
Monoisotopische Masse
751,43407244

Namen und Bezeichner

Bevorzugter Name
Selank
IUPAC
(2S)-1-[2-[[(2S)-1-[(2S)-2-[[(2S)-1-[(2S)-6-amino-2-[[(2S,3R)-2-amino-3-hydroxybutanoyl]amino]hexanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoyl]pyrrolidine-2-carbonyl]amino]acetyl]pyrrolidine-2-carboxylic acid
Englischer Name
Selank peptide
Summenformel
C33H57N11O9
Molmasse
751.87

Namen und Synonyme

Selank129954-34-3SelancThr-Lys-Pro-Arg-Pro-Gly-ProTS9JR8EP1GL-Proline, L-threonyl-L-lysyl-L-prolyl-L-arginyl-L-prolylglycyl-Threonyl-lysyl-prolyl-arginyl-prolyl-glycyl-prolineDTXSID701029276L-Proline, 1-(N-(1-(N2-(1-(N2-L-threonyl-L-lysyl)-L-prolyl)-L-arginyl)-L-prolyl)glycyl)-RefChem:56002DTXCID601514541TP-7
Weitere Namen anzeigen
SLANKMONOACETATEPL14736Selank CASC33H57N11O9Selank,SK10Salbu Sulfate
L-threonyl-L-lysyl-L-prolyl-L-arginyl-L-prolylglycyl-L-ProlineTP 7UNII-TS9JR8EP1GTP-7 (diacetate)(2S)-1-[2-[[(2S)-1-[(2S)-2-[[(2S)-1-[(2S)-6-amino-2-[[(2S,3R)-2-amino-3-hydroxybutanoyl]amino]hexanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoyl]pyrrolidine-2-carbonyl]amino]acetyl]pyrrolidine-2-carboxylic acidThreonyl-lysyl-prolyl-arginyl-prolyl-glycyl-proline [WHO-DD]orb1705593SCHEMBL29364463

Datenbank-Bezeichner

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-6,1
Polarare Oberfläche (TPSA)
322 Ų
H-Brücken-Donoren
9
H-Brücken-Akzeptoren
12
Frei drehbare Bindungen
19
Schwere Atome
53
Formalladung
0
Komplexität
1.360

Physikochemische Eigenschaften

Schmelzpunkt
134 · 134-136 °C
Dichte
1.53 · 1.53±0.1 g/cm3(Predicted)
pka
3.43 · 3.43±0.20(Predicted)
InChIKey
JTDTXGMXNXBGBZ-YVHUGQOKSA-N
SMILES
C(O)(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCCN)NC(=O)[C@H]([C@H](O)C)N

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungSelank is a synthetic derivative of the tetrapeptide tuftsin that contains a proline-glycine-proline sequence at the C-terminus and has anxiolytic and anti-inflammatory activities. It increases the amplitude and discharge rate of inhibitory postsynaptic currents of neurons in the rat hippocampal CA1 region when used at a concentration of 1 μM. It decreases the level of affective responses and the number of erroneous escape attempts in rats in an acute stress situation, increases orientational-investigative responses of rats in an unfamiliar situation, and reduces the time mice spend immobile in the forced swim test. It increases locomotor activity of high-anxiety Balb/c, but not C57Bl/6, mice in the open field test. Selank (0.01 mg/kg) decreases verticalization induced by apomorphine in mice. It also decreases expression of the inflammation-related genes Il2rg and Xcr1 in mouse spleen after 90 minutes when administered at a dose of 100 μg/kg.

VerwendenSelank peptide has pronounced anxiolytic activity and acts as a stable neuropsychotropic, antidepressant, and antistress drug that relieves aggression and fear reaction in different animal species. It is often prescribed for its anxiolytic properties, immune improvement, gastric protection, and with opioid and alcohol withdrawal/ dependence. It also has a nootropic action, which positively influences the formation of memory and learning processes, and marked immunomodulatory activity.

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CAS
129954-34-3
PubChem CID
11765600
DTXSID
DTXSID701029276
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