Oglufanide - Moligand™, ≥98% , CAS No.38101-59-6

CAS: 38101-59-6 Cat. No.: O648995 Formula: C₁₆H₁₉N₃O₅ Peso molecolare: 333.34 PubChem CID: 100094

QUALITÀ & PUREZZA Moligand™, ≥98%

Synonyms

CHEBI:73512 | AKOS026751470 | (4S)-4-AMINO-5-{[(1S)-1-CARBOXY-2-(1H-INDOL-3-YL)ETHYL]AMINO}-5-OXOPENTANOIC ACID | I10346 | (S)-4-amino-5-((S)-1-carboxy-2-(1H-indol-3-yl)ethylamino)-5-oxopentanoic acid | Thymogen(Oglufanide) | MFCD00037953 | Oglufanide dis

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Panoramica

Oglufanide (H-Glu-Trp-OH) is a dipeptide immunomodulator isolated from calf thymus. Oglufanide inhibits vascular endothelial growth factor (VEGF) . Oglufanide can stimulate the immune response to hepatitic C virus (HCV) and intracellular bacterial infections. Oglufanide shows antitumor and anti-angiogenesis activities

In Vitro

Oglufanide (IM862) (1-1000 μg/mL) exhibits dose dependent inhibition of angiogenesis in the chorioallantoic membrane assay with complete inhibition of β-FGF and VEGF-induced angiogenesis. ?\nOglufanide (L-glu-L-trp) (0-1000 μg/mL; 5 days) has no effect on the viability of either the tumor cell lines or HUVECs . MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Oglufanide (L-glu-L-trp) (1-100 mg/kg/day; s.c.; 10 days) has antitumor activity in immunocompetent and immunodeficient mice. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: C57BL/6 immune competent mice, Lewis lung carcinoma (LLC) xenograft; Balb/C athymic mice, M21 human melanoma xenograftDosage: 1, 10, 50 and 100 mg/kg/day Administration: Subcutaneous injection, 10 days Result: Resulted in a dose-dependent inhibition of LLC tumor growth in syngeneic immune competent mice and showed a dose-dependent decrease in tumor volumes of xenografts in Balb/C athymic mice implanted with M21 human melanoma cells.

Form:Solid

IC50& Target:VEGFR|HCV|Human Endogenous Metabolite

Specifiche

Sinonimi

CHEBI:73512 | AKOS026751470 | (4S)-4-AMINO-5-{[(1S)-1-CARBOXY-2-(1H-INDOL-3-YL)ETHYL]AMINO}-5-OXOPENTANOIC ACID | I10346 | (S)-4-amino-5-((S)-1-carboxy-2-(1H-indol-3-yl)ethylamino)-5-oxopentanoic acid | Thymogen(Oglufanide) | MFCD00037953 | Oglufanide dis

Specifiche e purezza

Moligand™, ≥98%

Meccanismi biochimici e fisiologici

Oglufanide (H-Glu-Trp-OH) is a dipeptide immunomodulator isolated from calf thymus. Oglufanide inhibits vascular endothelial growth factor (VEGF) . Oglufanide can stimulate the immune response to hepatitic C virus (HCV) and intracellular bacterial infecti

Condizioni di conservazione di stoccaggio

Protected from light,Store at -20°C,Argon charged

Spedito in

Ice chest + Ice pads

Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.

Grado

Moligand™

Tipo di azione

INHIBITOR

Purezza

≥98%

Nomi e identificatori

Sorrisi canonici

C1=CC=C2C(=C1)C(=CN2)CC(C(=O)O)NC(=O)C(CCC(=O)O)N

IUPAC Name

(4S)-4-amino-5-[[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]amino]-5-oxopentanoic acid

InChIKey

LLEUXCDZPQOJMY-AAEUAGOBSA-N

INCHI

1S/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-/m0/s1

Isomeri SMILES

C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)O)NC(=O)[C@H](CCC(=O)O)N

CAS alternativo

38101-59-6,122933-59-9

PubChem CID

100094

Termini MeSH

alpha-glutamyltryptophan;Glu-Trp;L-alpha-glutamyl-L-tryptophan

Peso molecolare

333.34

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Classe Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Classe: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Not available
• Direct Parent: Peptides
• Alternative Parents: N-acyl-alpha amino acids Gamma amino acids and derivatives 3-alkylindoles Amino fatty acids Substituted pyrroles Dicarboxylic acids and derivatives Benzenoids Heteroaromatic compounds Amino acids Carboxylic acids Carboximidic acids Azacyclic compounds Propargyl-type 1,3-dipolar organic compounds Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha peptide - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Gamma amino acid or derivatives - Alpha-amino acid or derivatives - 3-alkylindole - Indole - Indole or derivatives - Amino fatty acid - Dicarboxylic acid or derivatives - Substituted pyrrole - Fatty acyl - Benzenoid - Pyrrole - Heteroaromatic compound - Amino acid or derivatives - Amino acid - Organoheterocyclic compound - Organic 1,3-dipolar compound - Azacycle - Propargyl-type 1,3-dipolar organic compound - Carboximidic acid - Carboximidic acid derivative - Carboxylic acid - Amine - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Primary aliphatic amine - Hydrocarbon derivative - Organonitrogen compound - Carbonyl group - Organic oxygen compound - Organooxygen compound - Primary amine - Aromatic heteropolycyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.
• External Descriptors: dipeptide

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Proprietà chimiche e fisiche

• Solubilità: DMSO : 15.5 mg/mL (46.50 mM; Need ultrasonic and warming)
• Sensibilità: Light sensitive；Moisture sensitive
• Peso molecolare: 333.340 g/mol
• XLogP3: -2.700
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 333.132 Da
• Monoisotopic Mass: 333.132 Da
• Topological Polar Surface Area: 146.000 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 484.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1