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Epothilone A

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Identification
Molecular formula
C26H39NO6
CAS number
152044-54-7
IUPAC name
[(2R,3S,6S,7R,8R)-3-[(3-formamido-2-hydroxy-benzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate
State
State

Solid at room temperature. It is usually found as a powder or crystalline form.

Melting point (Celsius)
144.50
Melting point (Kelvin)
417.65
Boiling point (Celsius)
333.16
Boiling point (Kelvin)
606.31
General information
Molecular weight
493.67g/mol
Molar mass
493.6710g/mol
Density
1.2405g/cm3
Appearence

Epothilone A is a yellow to off-white crystalline solid. It may appear as a powder or crystalline lumps.

Comment on solubility

Solubility Profile of [(2R,3S,6S,7R,8R)-3-[(3-formamido-2-hydroxy-benzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate

The solubility of a compound plays a crucial role in its applications and behaviors in various environments. For the complex compound [(2R,3S,6S,7R,8R)-3-[(3-formamido-2-hydroxy-benzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate, several factors influence its solubility:

  • Molecular Structure: The intricate structure, including multiple functional groups, may contribute to its *polarity* and *hydrophilicity*, affecting solubility in polar solvents like water.
  • Hydrophobic Characteristics: The presence of a hexyl chain suggests that part of the molecule is *hydrophobic*, which could lead to lower solubility in aqueous environments.
  • Hydrogen Bonding: Functional groups such as formamido and hydroxy may facilitate *hydrogen bonding*, potentially enhancing solubility in alcohols or other polar organic solvents.

While solubility data for this specific compound may not be readily available, it is often useful to categorize potential solubility behavior:

  1. If the compound shows strong hydrogen bonding capabilities, it may dissolve well in organic solvents with similar properties.
  2. The long hydrocarbon chain can lead to limited solubility in highly polar solvents.

In summary, the solubility of this compound is likely influenced by a balance between hydrophobic and hydrophilic interactions. Considering its complex structure, practical experiments or simulations provide more definitive insights. As with many chemical compounds, understanding solubility is essential for predicting behavior in both laboratory and environmental settings.

Interesting facts

Interesting Facts about the Compound

This compound, with a rather complex name, belongs to a class of molecules that exhibit fascinating structural characteristics and potential biological activities. Its intricate design showcases the beauty found in organic chemistry, where each atom plays a vital role in determining the molecule's functionality.

Structural Complexity

  • Stereochemistry: The presence of multiple stereocenters in the compound generates a diverse range of stereoisomers, which can significantly affect its biochemical interactions.
  • Functional Groups: The compound features a variety of functional groups, including amides and dioxanes, which contribute to its reactivity and interactions with biological systems.
  • Hybridization: Key atoms within the molecule exhibit different types of hybridization, affecting the compound's three-dimensional geometry and electron interactions.

Potential Applications

This compound has sparked interest in various fields, especially in medicinal chemistry and pharmacology. Below are some potential applications:

  • Antimicrobial Activity: The amide functional group is known for its potential in acting against microbial strains. Researchers are investigating its efficacy in developing new antimicrobial agents.
  • Anti-inflammatory Properties: Given its structural nature, the compound may possess anti-inflammatory qualities, providing a pathway for new therapeutic agents.
  • Drug Design: The complexity and versatility of this compound make it a candidate for further modifications and explorations in drug design aimed at targeting specific diseases.

Quote

"In the world of chemistry, the only constant is change; every reaction paints a new picture of possibilities." - Unknown

This compound embodies the essence of innovation in chemical synthesis and the endless quest for new therapeutic solutions, demonstrating how intricate molecular architectures can lead to groundbreaking discoveries. Researchers around the globe are excited about delving deeper into compounds like this to unearth their full potential.

Synonyms
Antimycin A
Antipiricullin
Fintrol
Virosin
1397-94-0
Caswell No. 052B
CCRIS 924
HSDB 6417
EPA Pesticide Chemical Code 006314
CHEBI:2762
(2R,3S,6S,7R,8R)-3-[(3-formamido-2-hydroxybenzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl 3-methylbutanoate
8S75R39Y6J
Antipricullin
Verosin
(2R,3S,6S,7R,8R)-3-((3-formamido-2-hydroxybenzoyl)amino)-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl 3-methylbutanoate
Butanoic acid, 2(or 3)-methyl-, 3-((3-(formylamino)-2-hydroxybenzoyl)amino)-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl ester
Caswell No 052B
ANTIMYCINS A
ANTIMYCIN A [MI]
DTXSID9032325
USEPA/OPP Pesticide Code: 006314
ANTIFUNGAL ANTIBIOTIC PRODUCED BY SEVERAL STREPTOMYCES SPP. CONTAINING MORE THAN 24 COMPONENTS (ANTIMYCINS A1 AND A3 ARE MOST ABUNDANT)
Antimycin A1b
antimycin A1
Antimycin-A
116095-18-2
75G3NMU1TS
CHEMBL211501
[(2R,3S,6S,7R,8R)-3-[(3-formamido-2-hydroxybenzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate
CHEBI:22584
[(2r,3s,6s,7r,8r)-3-[(3-Formamido-2-Oxidanyl-Phenyl)carbonylamino]-8-Hexyl-2,6-Dimethyl-4,9-Bis(Oxidanylidene)-1,5-Dioxonan-7-Yl] 3-Methylbutanoate
Butanoic acid, 3-methyl-, 3-((3-(formylamino)-2-hydroxybenzoyl)amino)-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl ester, (2R-(2R*,3S*,6S*,7R*,8R*))-
SR-05000002233
UNII-75G3NMU1TS
UNII-8S75R39Y6J
AWB
SCHEMBL218354
DTXSID3058668
UIFFUZWRFRDZJC-SBOOETFBSA-N
AIDS032154
BDBM50191588
AKOS015889205
BCP9000305
CCG-208457
FA61700
NCGC00017338-02
NCGC00017338-03
NCGC00017338-04
NCGC00017338-05
NCGC00017338-09
NCGC00142516-01
NCGC00142516-02
NCGC00142516-03
HY-107406
CS-0028420
SR-05000002233-2
SR-05000002233-3
[(2R,3S,6S,7R,8R)-3-[(3-formamido-2-hydroxy-benzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate
[3-[(3-formamido-2-hydroxybenzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate
2(or 3)-Methylbutanoic acid, (2R,3S,6S,7R,8R)-3-[[3-(formylamino)-2-hydroxybenzoyl]amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl ester
3-Methylbutanoic acid 3-[[3-(formylamino)-2-hydroxybenzoyl]amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl ester
BUTANOIC ACID, 3-METHYL-, (2R,3S,6S,7R,8R)-3-((3-(FORMYLAMINO)-2-HYDROXYBENZOYL)AMINO)-8-HEXYL-2,6-DIMETHYL-4,9-DIOXO-1,5-DIOXONAN-7-YL ESTER
isovaleric acid 8-ester with 3-formamido-N-(7-hexyl-8-hydroxy-4,9-dimethyl-2,6-dioxo-1,5-dioxonan-3-yl)salicylamide