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Calicheamicin γ1I

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Identification
Molecular formula
C55H74INO18
CAS number
108212-75-5
IUPAC name
methyl 23-(dimethylamino)-4,8,12,22,24-pentahydroxy-1,12-dimethyl-6,17-dioxo-10-(3,4,5-trimethoxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-20,25-dioxahexacyclo[19.3.1.02,19.05,18.07,16.09,14]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate
State
State

At room temperature, Calicheamicin γ1I is typically a crystalline solid. It is known for its potent biological activity, existing as a highly sensitive compound that requires careful handling due to its light-sensitive and somewhat unstable nature.

Melting point (Celsius)
172.00
Melting point (Kelvin)
445.15
Boiling point (Celsius)
221.00
Boiling point (Kelvin)
494.15
General information
Molecular weight
1269.38g/mol
Molar mass
1 269.3790g/mol
Density
1.4100g/cm3
Appearence

Calicheamicin γ1I is a light-sensitive compound that typically appears as an off-white to pale yellow solid. Its detailed crystalline structure can be observed under a microscope, revealing the complex architecture of its macrolide and oligosaccharide chains.

Comment on solubility

Solubility of Methyl 23-(dimethylamino)-4,8,12,22,24-pentahydroxy-1,12-dimethyl-6,17-dioxo-10-(3,4,5-trimethoxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-20,25-dioxahexacyclo[19.3.1.02,19.05,18.07,16.09,14]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate

The solubility of a compound can greatly affect its applications, interactions, and behavior in various environments. For C55H74INO18, the complex structure suggests a multifaceted solubility profile:

  • Polarity: Given the presence of multiple hydroxy and ether groups, the compound may exhibit polar characteristics, potentially enhancing its solubility in polar solvents like water and alcohols.
  • Hydrophobic Regions: The long hydrocarbon chains and cyclic structures may contribute to hydrophobic interactions, making the compound less soluble in non-polar solvents despite its polar sites.
  • Effect of Functional Groups: The diverse functional groups, especially the dimethylamino and dioxo groups, can create a balance between hydrophilic and hydrophobic domains, influencing how the compound interacts with solvents.
  • Temperature and pH: The solubility can vary with changes in temperature and pH, which can affect the ionization of the amino group and, consequently, its interaction with solvents.

Thus, predicting the exact solubility of this compound in various solvents requires consideration of its intricate structural features and environmental factors.

Interesting facts

Interesting Facts about Methyl 23-(Dimethylamino)-4,8,12,22,24-pentahydroxy-1,12-dimethyl-6,17-dioxo-10-(3,4,5-trimethoxy-4,6-dimethyl-tetrahydropyran-2-yl)oxy-20,25-dioxahexacyclo[19.3.1.02,19.05,18.07,16.09,14]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate

This complex organic compound is a member of a unique class of molecules known for their diverse biological activities. Here are some intriguing facts:

  • Structural Complexity: The compound features a sophisticated polycyclic structure, which is indicative of its potential pharmacological activities. The presence of multiple functional groups, including hydroxyl and keto groups, adds to its reactivity and versatility.
  • Biological Significance: Compounds within this family are often studied for their medicinal applications, particularly in the fields of oncology and neurology. Their intricate structure may play a crucial role in their interactions with biological targets.
  • Natural Products: Many similar structures are derived from natural sources, showcasing the innovation of nature in producing molecules with high bioactivity. Understanding these compounds can lead to the development of new therapeutic agents.
  • Research Potential: Due to its unique features, this compound may serve as a lead compound in drug discovery, offering insights into new drug designs that combat various diseases.
  • Analytical Methods: The analysis of such complex molecules typically employs advanced techniques, including NMR spectroscopy and mass spectrometry, allowing scientists to elucidate their detailed structures and confirm their purity.

In conclusion, the multifaceted nature of this compound not only highlights the vast potential for future research but also reinforces the importance of structural diversity in developing new therapeutic strategies. Understanding molecules like this one can pave the way to breakthroughs in medicinal chemistry and pharmacology.

Synonyms
Antibiotic 205t3
methyl 23-(dimethylamino)-4,8,12,22,24-pentahydroxy-1,12-dimethyl-6,17-dioxo-10-(3,4,5-trimethoxy-4,6-dimethyloxan-2-yl)oxy-20,25-dioxahexacyclo[19.3.1.02,19.05,18.07,16.09,14]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate
NSC 70845
Antibiotic from Streptomyces nogalater
methyl 11-[(6-deoxy-3-c-methyl-2,3,4-tri-o-methylhexopyranosyl)oxy]-4-(dimethylamino)-3,5,8,10,13-pentahydroxy-6,13-dimethyl-9,16-dioxo-3,4,5,6,9,11,12,13,14,16-decahydro-2h-2,6-epoxytetraceno[1,2-b]oxocine-14-carboxylate
DTXSID10862656
KGTDRFCXGRULNK-UHFFFAOYSA-N
HSCI1_000252
SMP2_000305
DB-042516
Nogalamycin, >=95%, from Streptomyces nogalater
2,6-Epoxy-2H-naphthaceno(1,2-b)oxocin-14-carboxylic acid, 11-((6-deoxy-3-C-methyl-2,3,4-tri-O-methyl-.alpha.-L-mannopyranosyl)oxy)-4-(dimethylamino)-3,4,5,6,9,11,12,13,14,16-decahydro-3,5,8,10,13-pentahydroxy-6,13-dimethyl-9,16-dioxo-, methyl ester, (2.alpha.,3.beta.,4.alpha.,5.beta.,6.alpha.,11.beta.,13.alpha.,14.alpha.)-(+)-
2,6-Epoxy-2H-naphthaceno(1,2-b)oxocin-14-carboxylic acid, 11-((6-deoxy-3-C-methyl-2,3,4-tri-O-methyl-.alpha.-L-mannopyranosyl)oxy)-4-(dimethylamino)-3,4,5,6,9,11,12,13,14,16-decahydro-3,5,8,10,13-pentahydroxy-6,13-dimethyl-9,16-dioxo-, methyl ester, (2R-(2.alpha.,3.beta.,4.alpha.,5.beta.,6.alpha.,11.beta.,13.alpha.,14.alpha.))