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Epothilone B

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Identification
Molecular formula
C27H41NO6S
CAS number
152044-53-6
IUPAC name
2-[8,22-dihydroxy-13-(2-hydroxy-1-methyl-propyl)-2,5,11,14,27,30,33,36,39-nonaoxo-34-sec-butyl-27lambda4-thia-3,6,12,15,25,29,32,35,38-nonazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19(24),20,22-tetraen-4-yl]acetic acid
State
State

At room temperature, Epothilone B generally exists as a solid. It's essential to handle this compound in controlled conditions due to its chemical properties and potential biological activity.

Melting point (Celsius)
180.00
Melting point (Kelvin)
453.15
Boiling point (Celsius)
522.15
Boiling point (Kelvin)
795.30
General information
Molecular weight
494.64g/mol
Molar mass
494.6390g/mol
Density
1.3000g/cm3
Appearence

Epothilone B typically appears as a pale yellow to brown crystalline powder. It is slightly soluble in water and more soluble in organic solvents. Due to its complex structure, detailed appearance notes might vary slightly depending on its form or purity.

Comment on solubility

Solubility of 2-[8,22-dihydroxy-13-(2-hydroxy-1-methyl-propyl)-2,5,11,14,27,30,33,36,39-nonaoxo-34-sec-butyl-27lambda4-thia-3,6,12,15,25,29,32,35,38-nonazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19(24),20,22-tetraen-4-yl]acetic acid

The solubility of this complex compound is a topic of great interest due to its multifaceted structure. Here are some key points regarding its solubility characteristics:

  • Polar vs. Non-Polar: Given the presence of multiple hydroxyl groups in the structure, the compound is likely to exhibit a degree of hydrophilicity, which could enhance its solubility in polar solvents such as water.
  • Hydrogen Bonding: The hydroxyl groups facilitate the formation of hydrogen bonds, potentially increasing interactions with solvent molecules.
  • Solvent Compatibility: It may also be soluble in other solvents, particularly those capable of donating or accepting hydrogen bonds, such as alcohols and dimethyl sulfoxide (DMSO).
  • Concentration Factors: The solubility can be influenced by factors such as temperature, pH, and the presence of other solutes, which can alter its solubility dynamics.

However, due to the intricate nature of this compound, its solubility is likely to vary and may require thorough experimental investigation to fully elucidate its behavior in different solvents. As is often the case with such elaborate molecular architectures, the interplay between polar and non-polar elements within the compound will ultimately dictate its solubility profile.

Interesting facts

Interesting Facts about 2-[8,22-dihydroxy-13-(2-hydroxy-1-methyl-propyl)-2,5,11,14,27,30,33,36,39-nonaoxo-34-sec-butyl-27lambda4-thia-3,6,12,15,25,29,32,35,38-nonazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19(24),20,22-tetraen-4-yl]acetic acid

This remarkable compound presents a fascinating case study in organic chemistry due to its complex molecular structure and unique properties. Here are some intriguing facts about it:

  • Structural Complexity: The compound consists of a highly intricate framework, featuring multiple functional groups and a series of fused ring systems. This complexity underscores the creativity involved in modern synthetic organic chemistry.
  • Therapeutic Potential: Compounds of this nature often exhibit significant biological activity. Researchers are particularly interested in exploring their potential applications in pharmaceuticals, especially in areas such as anti-cancer drugs or anti-inflammatory agents.
  • Hydroxy Groups: The presence of several hydroxy groups enhances the compound's potential for forming hydrogen bonds, which can greatly influence its solubility and interaction with biological systems.
  • Synthetic Challenges: The synthesis of such a compound poses considerable challenges, often requiring numerous reaction steps, specialized reagents, and conditions tailored to induce the desired transformations.
  • Environmental Impact: Understanding the environmental footprint of the synthesis and degradation products derived from this compound is crucial. Chemists aim to develop greener synthetic routes that minimize waste and energy consumption.

In summary, 2-[8,22-dihydroxy-13-(2-hydroxy-1-methyl-propyl)-...acetic acid serves as a profound reminder of the intricate interplay of structure and function in chemistry, inviting students and scientists alike to delve deeper into the realms of chemical research and discovery. Its potential applications could pave the way for future advancements in medicinal chemistry.

Synonyms
epsilon-Amanitin
21705-02-2
2-[34-butan-2-yl-8,22-dihydroxy-13-(3-hydroxybutan-2-yl)-2,5,11,14,27,30,33,36,39-nonaoxo-27lambda4-thia-3,6,12,15,25,29,32,35,38-nonazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19(24),20,22-tetraen-4-yl]acetic acid
alpha-Amanitin, 1-L-aspartic acid-3-((S)-4-hydroxy-L-isoleucine)-
alpha-Amanitin, 1-L-aspartic acid-3-(4-hydroxy-L-isoleucine)-, (S)-
9,18-(Iminoethaniminoethaniminoethaniminomethano)pyrrolo(1',2':8,9)(1,5,8,11,14)thiatetraazacyclooctadecino(18,17-b)indole-6-acetic acid, 1,2,3,5,6,7,8,9,10,12,17,18,19,20,21,22,23,23a-octadecahydro-29-sec-butyl-2,14-dihydroxy-21-(2-hydroxy-1-methylpropyl)-5,8,20,23,24,27,30,33-octaoxo-, 11-oxide
Cyclo(L-alpha-aspartyl-4-hydroxy-L-prolyl-(S)-4-hydroxy-L-isoleucyl-6-hydroxy-2-mercapto-L-tryptophylglycyl-L-isoleucylglycyl-L-cysteinyl), cyclic (4-8)-sulfide, (R)-8-oxide
e-Amantin
2-((1R,4S,8R,10S,13S,16S,34S)-34-((2S)-butan-2-yl)-2,8,11,14,22,30,33,36,39-nonahydroxy-13-((2R,3S)-3-hydroxybutan-2-yl)-5,27-dioxo-27lambda4-thia-3,6,12,15,25,29,32,35,38-nonaazapentacyclo(14.12.11.06,10.018,26.019,24)nonatriaconta-2,11,14,18(26),19(24),20,22,29,32,35,38-undecaen-4-yl)acetic acid
2-(34-butan-2-yl-8,22-dihydroxy-13-(3-hydroxybutan-2-yl)-2,5,11,14,27,30,33,36,39-nonaoxo-27lambda4-thia-3,6,12,15,25,29,32,35,38-nonazapentacyclo(14.12.11.06,10.018,26.019,24)nonatriaconta-18(26),19(24),20,22-tetraen-4-yl)acetic acid
2-[(1R,4S,8R,10S,13S,16S,34S)-34-[(2S)-butan-2-yl]-2,8,11,14,22,30,33,36,39-nonahydroxy-13-[(2R,3S)-3-hydroxybutan-2-yl]-5,27-dioxo-27lambda4-thia-3,6,12,15,25,29,32,35,38-nonaazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-2,11,14,18(26),19(24),20,22,29,32,35,38-undecaen-4-yl]acetic acid
RefChem:137411
orb1691158
SCHEMBL29365556
DTXSID201028142
AKOS040757381
DA-59377
NS00124014
2-[34-butan-2-yl-8,22-dihydroxy-13-(3-hydroxybutan-2-yl)-2,5,11,14,27,30,33,36,39-nonaoxo-27|E4-thia-3,6,12,15,25,29,32,35,38-nonazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19(24),20,22-tetraen-4-yl]acetic acid