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H-GLU-TRP-OH

H-GLU-TRP-OH structure

CAS No:
38101-59-6
Formula:
C16H19N3O5
Chemical Name:
H-GLU-TRP-OH
Synonyms:
alpha-glutamyltryptophan;GLU-TRP;H-GLU-TRP-OH;Ccris 8677;Glutamyl tryptophan;Glutamyltryptophan;L-alpha-Glutamyl-L-tryptophan;L-Tryptophan, N-L-alpha-glutamyl-
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

Solid

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 immunomodulator, an angiogenesis modulating agent and an antineoplastic agent. It derives from a L-glutamic acid and a L-tryptophan.|Oglufanide is a synthetic dipeptide immunomodulator in development for the treatment of chronic hepatitis C viral infection. Oglufanide was originally developed to treat severe infectious disease in Russia (where it is a registered pharmaceutical), and was extensively studied in cancer clinical trials in the United States before being acquired by Implicit Bioscience in 2005. Oglufanide works as a regulator of the body's immune response, is being given by intranasal administration to patients with chronic hepatitis C viral infection.

ChEBI: A dipeptide composed of L-glutamic acid and L-tryptophan joined by a peptide linkage.

H-GLU-TRP-OH Basic Attributes

Molecular Weight：

333.34

Exact Mass：

333.34

UNII：

4RHY598T5U

Color/Form：

White to off-white

Characteristics

PSA：

146 Å²

XLogP3：

1.56310

Density：

1.428

Melting Point：

121-122℃

Boiling Point：

738.9±60.0 °C(Predicted)

PKA：

3.09±0.10(Predicted)

Critical Temperature & Pressure：

Keep in dark place,Inert atmosphere,2-8°C

Drug Information

Drug Indication：

Investigated for use/treatment in hepatitis (viral, C).

Pharmacology：

Oglufanide 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 Entry Terms：

alpha-glutamyltryptophan

H-GLU-TRP-OH Use and Manufacturing

Treatment of Kaposi’s sarcoma and solid tumor cancers (angiogenesis inhibitor); immunomodulator.

H-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.

Computed Properties

Molecular Weight:333.34
XLogP3:-2.7
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:8
Exact Mass:333.13247072
Monoisotopic Mass:333.13247072
Topological Polar Surface Area:146
Heavy Atom Count:24
Complexity:484
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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