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Cyclo(L-tryptophyl-L-phosphoethanolamine)

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Identification
Molecular formula
C20H24N5O6P
CAS number
31884-77-0
IUPAC name
2-[[2-[[hydroxy-(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-phosphoryl]amino]-4-methyl-pentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid
State
State

At room temperature, this compound is in a solid state. It has low solubility in water, but it may dissolve in organic solvents such as DMSO or DMF. It should be handled in a well-ventilated laboratory setting using proper personal protective equipment.

Melting point (Celsius)
150.00
Melting point (Kelvin)
423.15
Boiling point (Celsius)
200.00
Boiling point (Kelvin)
473.15
General information
Molecular weight
448.42g/mol
Molar mass
448.4170g/mol
Density
1.3500g/cm3
Appearence

Cyclo(L-tryptophyl-L-phosphoethanolamine) typically appears as a white to off-white crystalline solid. It can also appear as a lyophilized powder depending on preparation methods. For laboratory use, the compound is typically stored away from light and moisture to prevent degradation.

Comment on solubility

Solubility of 2-[[2-[[hydroxy-(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-phosphoryl]amino]-4-methyl-pentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid

The solubility of 2-[[2-[[hydroxy-(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-phosphoryl]amino]-4-methyl-pentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid, with the chemical formula C20H24N5O6P, is influenced by several factors related to its complex structure.

Factors Affecting Solubility:

  • Polarity: The presence of multiple hydroxyl groups and a phosphate moiety suggests that the compound is likely to be polar, which can enhance solubility in polar solvents such as water.
  • Hydrogen Bonding: The hydroxyl and amine groups can engage in hydrogen bonding, potentially increasing solubility by forming favorable interactions with solvent molecules.
  • Structural Complexity: The indole and tetrahydropyran portions of the molecule can introduce hydrophobic character, complicating solubility behavior in nonpolar solvents.

In general, compounds with such intricate structures may exhibit limited solubility in organic solvents while being soluble to varying degrees in aqueous environments. Experimental data would be necessary to determine the precise solubility characteristics, but one might expect moderate to high solubility in water based on the functional groups present.

Overall, understanding the solubility of this complex compound requires a consideration of its interactive chemical features, emphasizing that "like dissolves like" is a fundamental principle that governs its solubility profile.

Interesting facts

Exploring 2-[[2-[[hydroxy-(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-phosphoryl]amino]-4-methyl-pentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid

This fascinating compound is a part of a complex class of molecules that bridges the gap between biochemistry and medicinal chemistry. Its intricate structure showcases the beauty of organic chemistry and the vast potential for therapeutic applications.

Key Features

  • Multi-functional Groups: The presence of multiple functional groups, including indoles and phosphoryl, points to the compound's versatility and potential biological activities.
  • Natural Product Inspired: Compounds with similar structural motifs often exhibit significant bioactivity, which poses interesting questions regarding their mechanism of action in biological systems.
  • Phosphorylation: The phosphoryl group is particularly noteworthy. Phosphorylation is a crucial modification in many biological processes, influencing protein function and signaling pathways.

Considering its structure, one might wonder about its implications in pharmaceutical applications:

Potential Applications

  • Antioxidant Properties: With numerous hydroxyl groups, this compound may exhibit antioxidant properties, which can protect cells from oxidative damage.
  • Amino Acid Derivative: Incorporating amino acid-like structures aligns well with peptide mimetics, enhancing target specificity in drug design.
  • Neuroscience Impact: The indole moiety suggests potential interactions with neurotransmitter receptors, indicating possible effects on mood or cognitive functions.

In summary, 2-[[2-[[hydroxy-(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-phosphoryl]amino]-4-methyl-pentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid serves as a stunning example of complexity in chemical structures. As scientists continue to dissect such compounds, the potential for innovative therapeutic agents becomes increasingly exciting.

Synonyms
CHEMBL41289
PHOPHORAMIDON
SCHEMBL14503212
DTXSID20865815
ICA-3188-V
IPO-4082-V
BDBM50474108
NCI60_033764
Z-Val-Ala-Asp(OMe)-CH2F [Z-VAD-FMK]
N-(?-Rhamnopyranosyloxyhydroxyphosphinyl)- L-Leucyl-L-Tryptophan
{Benzyloxycarbonyl-L-Valyl-L-Alanyl-[(2S)-2-Amino-3-Methoxycarbonyl)Propionyl]} Fluoromethane, Z-VAD-FMK, Z-VAD(OMe)-Fluoromethylket one
2-{[2-({Hydroxy[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]phosphoryl}amino)-4-methylpentanoyl]amino}-3-(1H-indol-3-yl)propanoic acid