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Penicillin G

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Identification
Molecular formula
C16H18N2O4S
CAS number
61-33-6
IUPAC name
2-[13-(2,3-dihydroxy-1-methyl-propyl)-8,22-dihydroxy-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, Penicillin G is in a solid state, typically as a crystalline powder.

Melting point (Celsius)
422.00
Melting point (Kelvin)
695.15
Boiling point (Celsius)
245.00
Boiling point (Kelvin)
518.15
General information
Molecular weight
334.39g/mol
Molar mass
334.3890g/mol
Density
1.4100g/cm3
Appearence

Penicillin G appears as a white to off-white crystalline powder. It is typically odorless or possesses a faint characteristic odor. The compound is soluble in water and forms a clear solution.

Comment on solubility

Solubility of 2-[13-(2,3-dihydroxy-1-methyl-propyl)-8,22-dihydroxy-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 complex compounds like this is often influenced by multiple factors, including molecular structure and the presence of functional groups. In the case of C16H18N2O4S, it exhibits a unique blend of characteristics:

  • Hydroxyl Groups: The presence of multiple hydroxyl groups (–OH) typically enhances solubility in polar solvents, making it more soluble in water.
  • Hydrophobic Regions: The nonpolar sections of the molecule, such as the long carbon chains and bulky groups, can hinder solubility in water while favoring solubility in organic solvents.
  • pH Sensitivity: The acidic nature of the acetic acid moiety can play a role in solubility as pH changes might lead to ionization, increasing solubility in aqueous solutions.

As such, one could summarize the solubility of this compound as being notably conditional, depending on solvent choice and environmental factors:

  • In polar solvents (like water): Likely moderate-to-high solubility due to hydrogen bonding from hydroxyl groups.
  • In non-polar solvents: Solubility may be significantly reduced due to hydrophobic sections.

Consequently, the solubility profile of this compound showcases the delicate balance between its polar and nonpolar characteristics, leading to complex behavior in various solvents.

Interesting facts

Interesting Facts about 2-[13-(2,3-dihydroxy-1-methyl-propyl)-8,22-dihydroxy-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 compound, often abbreviated for convenience due to its complex structure, exhibits *remarkable properties* that make it a topic of interest in the field of medicinal chemistry.
Here are some fascinating aspects about it:

  • Complexity: The name itself reveals its intricate structure, featuring multiple functional groups, including hydroxyl groups and a thia-center, signifying its potential biological activity.
  • Potential Applications: Compounds similar to this one have been researched as pharmaceutical agents, particularly in areas of cancer treatment and anti-inflammatory properties.
  • Structural Diversity: The pentacyclic structure suggests that this compound may exhibit unique bonding and spatial arrangements, possibly affecting its interaction with biological systems.
  • Synthetic Pathways: Its synthesis involves sophisticated chemical reactions, showcasing the ingenuity of organic chemists in creating large, complex molecules.
  • Research Opportunities: This compound opens avenues for further studies, including exploring its mechanism of action, pharmacokinetics, and therapeutic efficacy.

As a fascinating example of modern organic chemistry, compounds like this emphasize the *rich tapestry of molecular architecture* that exists in nature, offering both challenges and opportunities for scientists. It's a reminder of how the complexity of a structure can lead to potential marvels in drug discovery and design.

Synonyms
BETA-AMANITIN
21150-22-1
2-[34-butan-2-yl-13-(3,4-dihydroxybutan-2-yl)-8,22-dihydroxy-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
b-Amanitin
beta -Amanitin
SCHEMBL3505949
CHEMBL1978871
IEQCUEXVAPAFMQ-UHFFFAOYSA-N
NSC627727
FA57612
NSC-627727
DA-51059
NCI60_008881
NS00122190
G91473
beta-Amanitin from Amanita phalloides, ~90% (HPLC)