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 2,4,5-trimethyl-1H-pyrrole-3-carboxylate
Molecular Weight
804.02g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
0.9125g/cm3
Synonyms
5-Methylbatrachotoxin
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 2,4,5-trimethyl-1H-pyrrole-3-carboxylate

This compound is an intriguing example of a complex organic molecule that belongs to the family of alkaloids. Alkaloids are known for their diverse range of biological activities, making them a significant area of research in medicinal chemistry.

Key Features:

  • Complex Structure: The structure includes multiple rings and functional groups, which contribute to its unique properties.
  • Natural Derivation: This compound is often derived from various natural sources, showcasing nature's ability to produce complex chemistries.
  • Pharmaceutical Potential: Its intricate structure suggests potential pharmacological applications, as compounds with such complexity often exhibit bioactivity.
  • Research Opportunities: Investigating this compound’s interactions with biological systems may yield insights into new therapeutic agents.

As a chemistry student, you might find it fascinating to explore the mechanisms of synthesis for such compounds. The various functional groups present, including the dimethyl and polycyclic structures, pose interesting challenges in both organic synthesis and reactivity studies.

Moreover, the relationship between structure and function in these types of compounds emphasizes the importance of stereochemistry. Notably, understanding the stereochemical configurations—like the (1R,5R,6S,9S,12R) designation—can provide crucial insights into their biological actions.


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 2,4,5-trimethyl-1H-pyrrole-3-carboxylate serves as a compelling subject of study in modern chemistry, bridging the gaps between natural product chemistry, pharmacology, and synthetic organic chemistry.

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