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Spirolide B

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Identification
Molecular formula
C42H65NO14
CAS number
165931-54-4
IUPAC name
2-[2-[4,5-dihydroxy-2-(hydroxymethyl)-6-(5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-yl)oxy-tetrahydropyran-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxytetrahydropyran-2-yl)oxy-tetrahydropyran-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
State
State

At room temperature, Spirolide B is a solid, usually found in a crystalline form when isolated. It does not change its state easily as its melting point is quite high.

Melting point (Celsius)
200.00
Melting point (Kelvin)
473.15
Boiling point (Celsius)
400.00
Boiling point (Kelvin)
673.15
General information
Molecular weight
855.97g/mol
Molar mass
856.0000g/mol
Density
1.2700g/cm3
Appearence

Spirolide B is a naturally occurring toxin. It is a marine biotoxin belonging to the cyclic imine group of compounds. In its pure form, it typically appears as a colorless crystalline solid.

Comment on solubility

Solubility of 2-[2-[4,5-dihydroxy-2-(hydroxymethyl)-6-(5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-yl)oxy-tetrahydropyran-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxytetrahydropyran-2-yl)oxy-tetrahydropyran-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

The solubility of the compound C42H65NO14 can be described as follows:

  • Polar Characteristics: This compound contains multiple hydroxyl (-OH) groups, which generally enhance solubility in polar solvents such as water.
  • Cyclic Structures: The presence of tetrahydropyran and other cyclic frameworks may influence its overall solubility profile significantly.
  • Hydrogen Bonding: The multiple hydroxyl groups can participate in hydrogen bonding, increasing possible interactions with solvent molecules.
  • Hydrophobic Elements: Despite the compound's polar characteristics, the presence of hydrophobic spiro and alkyl sections could create challenges for solubility in purely polar environments.

In summary, the solubility of this compound can be expected to be relatively high in polar solvents, but may face limitations depending on the solvent's specific properties and the compound's cyclic and hydrophobic features.

Interesting facts

Exploring the Intricacies of 2-[2-[4,5-dihydroxy-2-(hydroxymethyl)-6-(5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-yl)oxy-tetrahydropyran-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxytetrahydropyran-2-yl)oxy-tetrahydropyran-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

This compound, an intricate organic molecule, represents a fascinating area of study in the field of synthetic chemistry and biochemistry. Characterized by its large and complex structural framework, it highlights the beauty and diversity found in organic compounds. Some interesting facts about this compound include:

  • High Degree of Functionalization: The presence of multiple hydroxyl groups and ether linkages enhances its reactivity and potential biological activity, making it a subject of interest for pharmaceuticals and natural products.
  • Tetramethylspiro Structure: The unique spirocyclic arrangement contributes to its molecular complexity and impacts the compound's spatial configuration and stereochemistry, which are critical for its interactions in biological systems.
  • Potential Applications: Compounds of this structure may have implications in drug development, especially in the design of anti-cancer agents or other therapeutic modalities due to their ability to modulate biological pathways.
  • Natural Occurrence: Many compounds related to this structure can be derived from natural sources, which signifies their role in traditional medicine and the potential for discovering new drug leads.
  • Analytical Challenges: Due to its complexity, characterizing this compound using techniques like NMR, MS, and chromatography can be particularly challenging but also rewarding, leading to insightful findings about molecular behavior.

In summary, this compound not only showcases the intricate artistry of molecular design in chemistry but also opens the door to a myriad of scientific possibilities in material science and pharmacology. As one delves deeper into its chemical properties and potential applications, the significance of its complex structure becomes ever more apparent.

Synonyms
17406-45-0
Tomatine [for Cholesterol assay]
a-tomatine
.alpha.-Tomatine
beta-D-Galactopyranoside, (3beta,5alpha,22beta,25S)-spirosolan-3-yl O-beta-D-glucopyranosyl-(1-->2)-O-[beta-D-xylopyranosyl-(1-->3)]-O-beta-D-glucopyranosyl-(1-->4)-
NSC9223
alpha -tomatine
.beta.-D-Galactopyranoside,5.alpha.,22.beta.,25S)-spirosolan-3-yl O-.beta.-D-glucopyranosyl-(1.fwdarw.2)-O-[.beta.-D-xylopyranosyl-(1.fwdarw.3)]-O-.beta.-D-glucopyranosyl-(1.fwdarw.4)-
SCHEMBL23567817
2-[2-[4,5-dihydroxy-2-(hydroxymethyl)-6-(5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-yl)oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
NSC234440
DB-050122
Solasodine base + 2H, O-Hex-Hex-Hex-Pen
2-[(2-{[4,5-DIHYDROXY-2-(HYDROXYMETHYL)-6-{5',7,9,13-TETRAMETHYL-5-OXASPIRO[PENTACYCLO[10.8.0.0(2),?.0?,?.0(1)(3),(1)?]ICOSANE-6,2'-PIPERIDINE]OXY}OXAN-3-YL]OXY}-5-HYDROXY-6-(HYDROXYMETHYL)-4-[(3,4,5-TRIHYDROXYOXAN-2-YL)OXY]OXAN-3-YL)OXY]-6-(HYDROXYMETHYL)OXANE-3,4,5-TRIOL