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Aclarubicin

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Identification
Molecular formula
C42H53NO15
CAS number
57576-44-0
IUPAC name
9-acetyl-7-(4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
State
State

At room temperature, aclarubicin is in a solid state.

Melting point (Celsius)
186.00
Melting point (Kelvin)
459.15
Boiling point (Celsius)
346.00
Boiling point (Kelvin)
619.15
General information
Molecular weight
864.93g/mol
Molar mass
864.9320g/mol
Density
1.4400g/cm3
Appearence

Aclarubicin typically appears as a red-orange crystalline powder. It is sensitive to light and should be handled carefully to avoid degradation.

Comment on solubility

Solubility of 9-acetyl-7-(4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione

The solubility of the compound with the formula C42H53NO15 exhibits interesting characteristics due to its complex structure. Understanding its solubility pattern is essential for applications in various fields such as pharmaceuticals and materials science.

Factors Influencing Solubility:

  • Molecular Structure: The large and intricate molecular framework can impede solubility in some solvents.
  • Polarity: The presence of hydroxyl (–OH) and methoxy (–OCH3) groups suggests that the compound may have polar characteristics, enhancing solubility in polar solvents.
  • Hydrogen Bonding: The ability to form hydrogen bonds with solvent molecules could lead to improved solubility in water and alcohols.
  • Chain Length: The various functional groups and long hydrocarbon chains can impact solubility by creating steric hindrance.

In many cases, it is noted that:

  1. The compound may be soluble in organic solvents such as dimethyl sulfoxide (DMSO) and ethanol.
  2. It may have limited solubility in water due to the hydrophobic nature of the tetracene core.
  3. Solubility may vary significantly with temperature and pH, emphasizing the need for empirical testing.

Overall, while there is potential for solubility in polar solvents, the complex interplay of structural components necessitates careful consideration and experimentation to fully understand its solubility profile.

Interesting facts

Interesting Facts about 9-acetyl-7-(4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione

This intriguing compound, often abbreviated due to its long name, is not just a fascinating chemical entity, but a testament to the complexity and beauty of organic chemistry. Here are some highlights that make it particularly interesting:

  • Structural Complexity: The molecular structure of this compound features a combination of a tetracene backbone, which is known for its electronic properties, fused with a unique tetrahydropyran ring system. This intricate architecture is ideal for studying molecular interactions.
  • Biological Relevance: The presence of amino and hydroxy functional groups may contribute to its potential bioactivity. Compounds with similar groups are often explored for their roles in drug design and medicinal chemistry.
  • Fluorescence and Photochemistry: Aromatic systems like tetracene are well-known for their fluorescence properties. This allows for potential applications in organic light-emitting diodes (OLEDs) and solar cells, further emphasizing the relevance of this compound in modern materials science.
  • Versatility in Synthesis: The synthesis of such complex molecules challenges chemists to employ advanced techniques, including multi-step organic synthesis and strategic functional group manipulations.
  • Research Implications: This compound could serve as a precursor for designing more complex molecules tailored for specific applications in nanotechnology, pharmaceuticals, or even as biomarkers in biological studies.

As one might say, "The beauty of chemistry lies not only in the compounds themselves but in the processes and possibilities they open up." This compound exemplifies that philosophy, standing at the intersection of innovation and biological significance.

Synonyms
73610-99-8
Cerubidin
9-acetyl-7-(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
Daunorubicin semiquinone radicals
Daunorubicin mixt. with native calf thymus DNA
3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxyhexopyranoside
Rubomycin C
NSC 82151
Rubomycin
Daunorubicin semiquinone
Daunomycine
Daunomycin semiquinone radical
Daunorubicin radical ion(1-)
NSC-83142
5, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-.alpha.-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)-, mixt. with calf thymus cross-linked DNA
5, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-.alpha.-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)-, mixt. with denatured calf thymus DNA
Ondena (Salt/Mix)
Neuro_000035
Daunorubicin hydrochloride DNA
DR-1
SCHEMBL5941450
CHEMBL3560489
CHEBI:94265
DTXSID70860259
STQGQHZAVUOBTE-UHFFFAOYSA-N
HCA91824
Daunomycin hydrochloride (Salt/Mix)
NSC112758
NSC169533
NSC257453
NSC257454
NSC262198
NSC262199
NSC262200
NSC262647
NSC262648
NSC262649
NSC272705
NSC272706
NSC273442
NSC304684
NSC304685
NSC359653
Rubidomycin hydrochloride (Salt/Mix)
STK177291
AKOS005410692
NDC-0082-4155 (Salt/Mix)
NSC-112758
NSC-169533
NSC-257453
NSC-257454
NSC-262198
NSC-262199
NSC-262200
NSC-262647
NSC-262648
NSC-262649
NSC-272705
NSC-272706
NSC-273442
NSC-304684
NSC-304685
NSC-359653
SMP2_000297
NCGC00248440-01
NCGC00248440-02
NS00003308
BRD-A37630846-001-01-4
Q27166065
5, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-.alpha.-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)-, mixt. with calf thymus DNA
5, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-.alpha.-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)-, mixt. with denatured salmon sperm DNA
5, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-.alpha.-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)-, mixt. with formaldehyde cross-linked salmon sperm DNA
5, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-.alpha.-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)-, mixt. with salmon sperm DNA
5,12-Naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-.alpha.-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S,10S)-
5,12-Naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, radical ion(1-), (8S,10S)-
5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-.alpha.-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)-
8-Acetyl-10-[(3-amino-2,3,6-trideoxy-.alpha.-l-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-,(8S-cis)-5,12-Naphthacenedione
9-acetyl-7-[(4-amino-5-hydroxy-6-methyl-2-oxanyl)oxy]-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
Nucleic acid, sodium salt, compound with (8S-cis)-8-acetyl-10-[(3-amino-2,3,6-trideoxy-.alpha.-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione hydrochloride