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Thymogen

HCID 100094
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Grundinformationen

CAS
122933-59-9
Standard-SMILES
N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O
InChIKey
LLEUXCDZPQOJMY-AAEUAGOBSA-N
Summenformel
C16H19N3O5
Durchschnittliche Molmasse
333,34 g/mol
Monoisotopische Masse
333,13247072

Überblick

Glu-Trp is a dipeptide composed of L-glutamic acid and L-tryptophan joined by a peptide linkage. It has a role as a metabolite, an antineoplastic agent, an immunomodulator and an angiogenesis modulating agent. It is functionally related to a L-glutamic acid and a L-tryptophan.

Namen und Bezeichner

Bevorzugter Name
Thymogen
IUPAC
(4S)-4-amino-5-[[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]amino]-5-oxopentanoic acid
Englischer Name
thymogen
Summenformel
C16H19N3O5
Molmasse
333.33916

Namen und Synonyme

Oglufanide38101-59-6ThymogenGlutamyltryptophanalpha-Glu-TrpL-Tryptophan, L-alpha-glutamyl-L-alpha-Glu-L-Trpoglufanida4RHY598T5UNSC-334073DTXSID10924324NSC334073
Weitere Namen anzeigen
GenowhiteAids095357Aids-095357Anti-spot peptide DipeptideAnti-spot peptide Dipeptide powder(4S)-4-[N-((1S)-1-Carboxy-2-indol-3-ylethyl)carbamoyl]-4-aminobutanoic acid
oglufanidumRefChem:167983DTXCID401353167H-Glu-Trp-OHGlu-trpL-glutamyl-L-tryptophanOglufanide [INN]Timogen

Datenbank-Bezeichner

CAS
122933-59-9、38101-59-6
PubChem CID
100094
DTXSID
DTXSID10924324
ChEMBL
CHEMBL2111029
ChEBI
CHEBI:73512
UNII
4RHY598T5U
Nikkaji
J895.715K

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-2,7
Polarare Oberfläche (TPSA)
146 Ų
H-Brücken-Donoren
5
H-Brücken-Akzeptoren
6
Frei drehbare Bindungen
8
Schwere Atome
24
Formalladung
0
Komplexität
484

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15
LogP-2.24
Physical DescriptionSolid

Physikochemische Eigenschaften

InChI
InChI=1/C16H19N3O5/c17-11(5-6-14(20)21)15(22)19-13(16(23)24)7-9-8-18-12-4-2-1-3-10(9)12/h1-4,8,11,13,18H,5-7,17H2,(H,19,22)(H,20,21)(H,23,24)/t11-,13-/s3
InChIKey
LLEUXCDZPQOJMY-PZILLZCRNA-N
SMILES
C(O)(=O)CC[C@H](N)C(N[C@H](C(O)=O)CC1C2=C(NC=1)C=CC=C2)=O |&1:5,9,r|

Chemie und Industrie

Pharmakologische Informationen

PharmacodynamicsOglufanide regulates the body's innate immune response to defeat invading germs and cancer cells. It may control or reverse the suppression of the immune system which the hepatitis virus uses to defeat our normally healthy defenses.
MeSH Pharmacological Classification · 4 Einträge

Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity.

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.

Agents counteracting or neutralizing the action of POISONS.

Agents and endogenous substances that antagonize or inhibit the development of new blood vessels.

Anwendungen · 1 Eintrag

VerwendenH-Glu-Trp-OH, has show to have potential antiangiogenic and immunomodulating activities. It inhibits vascular endothelial growth factor (VEGF), which may inhibit angiogenesis. This agent has also been reported to stimulate the immune response to hepatitic C virus and intracellular bacterial infections.

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