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Vancomycin

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Identification
Molecular formula
C66H75Cl2N9O24
CAS number
1404-90-6
IUPAC name
1-[7-(2-amino-2-oxo-ethyl)-10-(3-amino-3-oxo-propyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]-N-[1-[(2-amino-2-oxo-ethyl)carbamoyl]-4-guanidino-butyl]pyrrolidine-2-carboxamide
State
State

Vancomycin is a solid at room temperature. It is usually used as a hydrochloride salt due to its increased solubility in water, vital for its role in medical applications.

Melting point (Celsius)
220.00
Melting point (Kelvin)
493.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
1449.26g/mol
Molar mass
0.0000g/mol
Density
1.5561g/cm3
Appearence

Vancomycin is typically encountered as a white to off-white, hygroscopic powder. It is crystalline and often supplied as a hydrochloride salt for improved water solubility. The compound may appear slightly amorphous and is generally not odorous.

Comment on solubility

Solubility Characteristics

The solubility of the compound 1-[7-(2-amino-2-oxo-ethyl)-10-(3-amino-3-oxo-propyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]-N-[1-[(2-amino-2-oxo-ethyl)carbamoyl]-4-guanidino-butyl]pyrrolidine-2-carboxamide can be described as follows:


  • Polarity: This compound contains multiple polar functional groups, including amino and hydroxyl groups, suggesting good solubility in polar solvents such as water.
  • Hydrogen Bonding: The presence of several hydroxyl (-OH) and amino (-NH2) groups facilitates extensive hydrogen bonding, which enhances its solubility in hydrophilic environments.
  • Alkyl Chains: The various hydrocarbon-like chains may reduce solubility in purely polar solvents but can enhance compatibility with non-polar solvents.
  • pH Dependency: Solubility may vary with pH, as the amino groups can become protonated or deprotonated, potentially changing the overall charge and solubility characteristics.

In conclusion, the solubility of this compound is influenced by its intricate structure, which combines both polar and hydrophobic elements. As a general trend, one can expect it to be relatively more soluble in aqueous solutions, particularly at specific pH levels that favor its charged states.

Interesting facts

Interesting Facts about 1-[7-(2-amino-2-oxo-ethyl)-10-(3-amino-3-oxo-propyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]-N-[1-[(2-amino-2-oxo-ethyl)carbamoyl]-4-guanidino-butyl]pyrrolidine-2-carboxamide

This compound represents a fascinating example of complex molecular architecture, showcasing an intricate interplay between various functional groups that contribute to its unique properties. Here are some exciting aspects of this compound:

  • Multi-functional Moieties: The structure contains a variety of functional groups, including amides, guanidines, and hydroxy phenyl groups, each contributing to the chemical reactivity and biological functionality.
  • Pentaoxo Feature: The presence of five distinct carbonyl (C=O) groups may play a critical role in its interactions with biological molecules, potentially influencing binding affinity and specificity.
  • Potential Therapeutic Applications: With its complex structure, this compound could serve as a lead in drug design, particularly in areas such as cancer therapy, where targeting specific pathways is crucial.
  • Polycyclic Framework: The inclusion of the pentazacycloicosane moiety provides a stable framework that can be explored for molecular recognition, catalysis, or as a scaffold in medicinal chemistry.
  • Synthetic Challenges: The synthesis of such a multi-faceted compound requires innovative approaches in organic synthesis, which could further advance techniques in asymmetric synthesis or combinatorial chemistry.

In conclusion, the detailed structural features and potential applications of this compound reflect the beauty and complexity of chemical compounds in the field of chemistry. As researchers continue to investigate such intricate molecules, they pave the way for new discoveries that could lead to significant advancements in science and medicine.

Synonyms
DDAVP
Desmopressin (INN)
113-81-5
deamino-vasopressin
dAVP
[deamino1]AVP
[deamino-Cys1]AVP
desnopressin
1-deamino,D-AVP
CHEMBL264448
GTPL2181
GTPL2182
SCHEMBL13575732
SCHEMBL27510206
SCHEMBL29387302
BDBM85094
[deamino-Cys1,D-Arg8]vasopressin
AAA11381
BCP12604
HY-17370A
NSC_64759
CS-1199
NCGC00379053-02
CAS_62357-86-2
NS00004536
C06944
D00291
L001026
BRD-A49399758-015-01-8
(Deamino-cys(1),arg?)-vasopressin trifluoroacetate salt
6917-99-3