Tacrolimus

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Identification

Molecular formula
C44H69NO12
CAS Number
104987-11-3
IUPAC Name
1-[(1R,5R,6S,9S,12R)-9,12-dihydroxy-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.15,9.01,14.02,11.06,11]tricosa-2,21-dien-22-yl]ethyl 2-ethyl-4-methyl-1H-pyrrole-3-carboxylate
Molecular Weight
804.02g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.1000g/cm3
Synonyms
DTXSID40946195
Interesting facts

Interesting Facts About 1-[(1R,5R,6S,9S,12R)-9,12-dihydroxy-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.15,9.01,14.02,11.06,11]tricosa-2,21-dien-22-yl]ethyl 2-ethyl-4-methyl-1H-pyrrole-3-carboxylate

This complex compound, often referred to by its systematic name, belongs to a class of compounds known for their multifunctionality and structural intricacies. Here are some fascinating aspects of this molecule:

  • Structural Complexity: The compound features a hexacyclic arrangement, showcasing a remarkable variety of functional groups and chiral centers. This structural diversity contributes to its unique properties and potential biological activities.
  • Chirality: The specific stereochemistry (R and S configurations) indicates that this compound can exist in multiple stereoisomeric forms. Chirality is essential in medicinal chemistry since different enantiomers can exhibit vastly different biological activities.
  • Potential Biological Applications: Due to the presence of hydroxyl groups and complex ring structures, this compound may interact with various biological targets, making it of interest for drug discovery and development.
  • Natural Product Inspiration: The intricate structure is reminiscent of natural products, hinting at potential roles in pharmaceuticals. Many compounds with similar frameworks derived from nature have shown potent anti-inflammatory, antimicrobial, and anticancer properties.
  • Synthesis Challenges: The construction of such a complex compound is not trivial. Synthetic chemists might need to utilize advanced techniques, including asymmetric synthesis and protecting group strategies, to achieve the desired structure.

In conclusion, 1-[(1R,5R,6S,9S,12R)-9,12-dihydroxy-6,16-dimethyl-10,19-dioxa-16-azahexacyclo[12.5.3.15,9.01,14.02,11.06,11]tricosa-2,21-dien-22-yl]ethyl 2-ethyl-4-methyl-1H-pyrrole-3-carboxylate serves as an excellent example of how chemical complexity can lead to expansive research possibilities. As chemists delve into its characteristics, they unlock new avenues for innovation in medicinal applications.

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