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Tetracycline

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Identification
Molecular formula
C22H24N2O8
CAS number
60-54-8
IUPAC name
9,11,13,16,18,20-hexahydroxy-5-(hydroxymethyl)-24-methyl-octacyclo[13.11.1.12,10.03,8.04,25.019,27.021,26.014,28]octacosa-1(26),2,4(25),5,8,10,12,14(28),15(27),16,18,20,23-tridecaene-7,22-dione
State
State

At room temperature, tetracycline is generally found as a solid in the form of a powder. It is utilized primarily in its solid powder form for medical and research purposes.

Melting point (Celsius)
172.00
Melting point (Kelvin)
445.00
Boiling point (Celsius)
760.00
Boiling point (Kelvin)
1 033.00
General information
Molecular weight
444.44g/mol
Molar mass
444.4350g/mol
Density
1.5000g/cm3
Appearence

Tetracycline typically appears as a yellow crystalline powder. It is sensitive to light and may degrade, darkening upon exposure. The crystals of tetracycline can be fine and yellowish in color.

Comment on solubility

Solubility of 9,11,13,16,18,20-hexahydroxy-5-(hydroxymethyl)-24-methyl-octacyclo[13.11.1.12,10.03,8.04,25.019,27.021,26.014,28]octacosa-1(26),2,4(25),5,8,10,12,14(28),15(27),16,18,20,23-tridecaene-7,22-dione

The solubility of a compound can be influenced by various factors, including its molecular structure and the presence of functional groups. In the case of 9,11,13,16,18,20-hexahydroxy-5-(hydroxymethyl)-24-methyl-octacyclo[13.11.1.12,10.03,8.04,25.019,27.021,26.014,28]octacosa-1(26),2,4(25),5,8,10,12,14(28),15(27),16,18,20,23-tridecaene-7,22-dione (C22H24N2O8), here are some points to consider:

  • Hydroxyl Groups: The presence of multiple hydroxyl (-OH) groups in the structure suggests a potential for increased solubility in polar solvents, such as water.
  • Hydrophobic Regions: Conversely, the substantial hydrophobic (non-polar) components from the hydrocarbon chains may limit overall solubility in aqueous solutions.
  • Solvent Interaction: The solubility is likely highly dependent on the solvent used; it might be more soluble in organic solvents compared to water.

In summary, while the numerous hydroxyl groups could favor increased solubility in polar environments, the overall complex nature of the compound also suggests challenges in achieving high solubility in any single solvent. Understanding these dynamics is crucial for practical applications of the compound.

Interesting facts

Interesting Facts about 9,11,13,16,18,20-hexahydroxy-5-(hydroxymethyl)-24-methyl-octacyclo[13.11.1.12,10.03,8.04,25.019,27.021,26.014,28]octacosa-1(26),2,4(25),5,8,10,12,14(28),15(27),16,18,20,23-tridecaene-7,22-dione

This complex compound, often referred to in the scientific community for its intricate structure, exhibits a remarkable array of features that invite further exploration. Here are some fascinating aspects:

  • Structural Complexity: With its numerous hydroxyl groups and multiple rings, this compound is a prime example of geometric and stereochemical intricacy. Its octacyclic structure is both rare and indicative of significant biological activity.
  • Biological Relevance: Compounds of this type are often investigated for their potential roles in biochemical pathways. The presence of multiple hydroxyl groups suggests potential for interaction with biological membranes, making it a candidate for studies in drug design and pharmacology.
  • Applications in Research: It may play a role in understanding natural product chemistry, as many complex organic compounds with similar frameworks have been isolated from natural sources like plants and fungi. This can lead to discoveries of new pharmaceuticals.
  • Synthetic Challenges: The synthetic routes toward such elaborate molecules can be intricate and require advanced techniques in organic synthesis. Chemists may employ methods such as stereoselective synthesis and protecting group strategies to achieve the desired product.
  • Chemical Properties: The presence of dione functionality suggests reactive properties that could be exploited in chemical reactions, such as participating in condensation reactions or functioning as ligands in coordination chemistry.

As one might say, "In chemistry, complexity often begets novelty." The study of compounds like this one not only expands our understanding of molecular architecture but also opens doors to innovative applications across various fields including medicine, agriculture, and material science.

Overall, this compound stands as a testament to the beauties of organic chemistry, illustrating how nature's complexity can inspire scientific endeavor.

Synonyms
pseudohypericin
55954-61-5
MQ0U4663ZO
HSDB 8107
MFCD00133794
9,11,13,16,18,20-hexahydroxy-5-(hydroxymethyl)-24-methyloctacyclo[13.11.1.12,10.03,8.04,25.019,27.021,26.014,28]octacosa-1(26),2,4(25),5,8,10,12,14(28),15(27),16,18,20,23-tridecaene-7,22-dione
DTXSID00204541
Phenanthro(1,10,9,8-opgra)perylene-7,14-dione, 1,3,4,6,8,13-hexahydroxy-10-(hydroxymethyl)-11-methyl-, stereoisomer
PSEUDOHYPERICIN (CONSTITUENT OF ST. JOHN'S WORT) [DSC]
C30H16O9
PHENANTHRO(1,10,9,8-OPQRA)PERYLENE-7,14-DIONE, 1,3,4,6,8,13-HEXAHYDROXY-10-(HYDROXYMETHYL)-11-METHYL-
UNII-MQ0U4663ZO
Psuedohypericin
9,11,13,16,18,20-hexahydroxy-5-(hydroxymethyl)-24-methyloctacyclo(13.11.1.12,10.03,8.04,25.019,27.021,26.014,28)octacosa-1(26),2,4(25),5,8,10,12,14(28),15(27),16,18,20,23-tridecaene-7,22-dione
BIDD:PXR0086
SCHEMBL25982
Pseudohypericin , HPLC Grade
DTXCID30127032
YXBUQQDFTYOHQI-UHFFFAOYSA-N
Pseudohypericin, >=95% (HPLC)
BCP15641
Pseudohypericin, analytical standard
BDBM50333880
HSCI1_000222
LMPK13040014
NSC624609
FP65509
NSC-624609
SMP2_000351
hexahydroxy-(hydroxymethyl)-methyl-[?]dione
NS00094601
PSEUDOHYPERICIN (CONSTITUENT OF ST. JOHN'S WORT)
1,3,4,6,8,13-hexahydroxy-10-(hydroxymethyl)-11-methylphenanthro[1,10,9,8-opqra]perylene-7,14-dione
5,9,11,18,22,24-hexahydroxy-13-(hydroxymethyl)-16-methyloctacyclo[13.11.1.1(2),(1)?.0(3),?.0?,(2)?.0(1)?,(2)?.0(2)(1),(2)?.0(1)?,(2)?]octacosa-1,3,5,8,10(28),11,13,15(27),16,18,21(26),22,24-tridecaene-7,20-dione
611-335-2