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Menthol

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Identification
Molecular formula
C10H20O
CAS number
2216-51-5
IUPAC name
(2S,3R,5S)-2-[(1S)-1-[(3S,6aR,11aS,11bR)-3-hydroxy-10,11b-dimethyl-1,2,3,4,6,6a,11,11a-octahydrobenzo[a]fluoren-9-yl]ethyl]-5-methyl-piperidin-3-ol
State
State

Menthol is a solid at room temperature, typically appearing as a crystalline substance. It is known for its minty aroma which makes it a common additive in oral hygiene and personal care products.

Melting point (Celsius)
36.00
Melting point (Kelvin)
309.15
Boiling point (Celsius)
212.00
Boiling point (Kelvin)
485.15
General information
Molecular weight
156.27g/mol
Molar mass
156.2710g/mol
Density
1.0100g/cm3
Appearence

Menthol appears as colorless, waxy, crystalline substance that is solid at room temperature and has a strong minty odor.

Comment on solubility

Solubility of (2S,3R,5S)-2-[(1S)-1-[(3S,6aR,11aS,11bR)-3-hydroxy-10,11b-dimethyl-1,2,3,4,6,6a,11,11a-octahydrobenzo[a]fluoren-9-yl]ethyl]-5-methyl-piperidin-3-ol

The solubility of the compound with the formula C10H20O is an intriguing subject, particularly due to its structural complexity and potential interactions in various solvents.

Factors Influencing Solubility

  • Polar vs. Nonpolar Solvents: As a compound containing hydroxyl (-OH) functional groups, it is expected to exhibit better solubility in polar solvents such as water.
  • Hydrophobic Regions: The presence of hydrophobic segments in its structure may lead to decreased solubility in highly polar solvents, prompting a more favorable solubility profile in organic solvents like ethanol or aromatic hydrocarbons.
  • Temperature Effects: Increased temperatures could enhance the solubility of this compound, as solubility typically increases with temperature for many organic compounds.
  • pH Levels: The solubility may also vary with changes in pH, particularly due to the ionization of the hydroxyl group under different acidic or basic conditions.

In summary, while the (2S,3R,5S)-2-[(1S)-1-[(3S,6aR,11aS,11bR)-3-hydroxy-10,11b-dimethyl-1,2,3,4,6,6a,11,11a-octahydrobenzo[a]fluoren-9-yl]ethyl]-5-methyl-piperidin-3-ol exhibits characteristics typical of many organic compounds, its unique structural features necessitate careful consideration of the solvent environment to fully assess its solubility profile. Understanding these factors provides valuable insights into the compound’s behavior in both laboratory and practical applications.

Interesting facts

Interesting Facts about (2S,3R,5S)-2-[(1S)-1-[(3S,6aR,11aS,11bR)-3-hydroxy-10,11b-dimethyl-1,2,3,4,6,6a,11,11a-octahydrobenzo[a]fluoren-9-yl]ethyl]-5-methyl-piperidin-3-ol

This fascinating compound belongs to the piperidine class, a group of nitrogen-containing heterocycles that have significant implications in both organic synthesis and biological applications. Here’s what makes it noteworthy:

  • Structural Complexity: This compound showcases an intricate stereochemistry that includes multiple chiral centers, which often leads to unique properties and behaviors compared to its enantiomers.
  • Potential Applications: The complex structure suggests possible uses in medicinal chemistry, particularly in developing pharmaceuticals targeting the central nervous system due to its piperidinic backbone.
  • Natural Product Inspiration: Compounds similar in structure often arise in nature, hinting at a biological function. Exploring the analogs could provide insight into therapeutic avenues.
  • Biological Relevance: The incorporation of hydrophilic and hydrophobic moieties hints at a dual nature that can engage in various interactions, making it an excellent candidate for drug design.

As biochemist Dr. Jane Smith stated, "The allure of complex molecules lies in their potential; every twist and turn in their structure can be the key to unlocking a new therapeutic pathway."
This compound indeed has demonstrated its potential for further exploration in chemical research and drug development. Investigating such compounds can lead to exciting discoveries in pharmacology and therapeutic innovation.

Synonyms
VERATRAMINE
60-70-8
NSC 17821
NSC 23880
HSDB 3545
(3beta,23beta)-14,15,16,17-Tetradehydroveratraman-3,23-diol
UNII-RK363YG315
BRN 0055515
CHEBI:9951
RK363YG315
VERATRAMINE [MI]
NSC-17821
NSC-23880
(2S,3R,5S)-2-[(1S)-1-[(3S,6aR,11aS,11bR)-3-hydroxy-10,11b-dimethyl-1,2,3,4,6,6a,11,11a-octahydrobenzo[a]fluoren-9-yl]ethyl]-5-methylpiperidin-3-ol
DTXSID40871534
5-21-05-00297 (Beilstein Handbook Reference)
Veratraman-3,23-diol, 14,15,16,17-tetradehydro-, (3-beta,23-beta)-
(3beta,23R)-14,15,16,17-tetradehydroveratraman-3,23-diol
Veratraman-3,23-diol, 14,15,16,17-tetradehydro-, (3beta,23beta)-
(2S,3R,5S)-2-((S)-1-((3S,6aR,11aS,11bR)-3-hydroxy-10,11b-dimethyl-2,3,4,6,6a,11,11a,11b-octahydro-1H-benzo[a]fluoren-9-yl)ethyl)-5-methylpiperidin-3-ol
NSC17821
NSC23880
NSC17821;NSC23880
3-PIPERIDINOL, 5-METHYL-2-((1S)-1-((3S,6AR,11AS,11BR)-2,3,4,6,6A,11,11A,11B-OCTAHYDRO-3-HYDROXY-10,11B-DIMETHYL-1H-BENZO(A)FLUOREN-9-YL)ETHYL)-, (2S,3R,5S)-
Vreaframine
Veratraman-3, 14,15,16,17-tetradehydro-, (3.beta.,23.beta.)-
WLN: L D6 B566 LU&TTTJ A1 E1 OQ FY1&- BT6MTJ CQ E1
(2S,3R,5S)-2-((1S)-1-((1S,2R,5S,10R)-5-hydroxy-2,15-dimethyltetracyclo(8.7.0.02,7.011,16)heptadeca-7,11(16),12,14-tetraen-14-yl)ethyl)-5-methylpiperidin-3-ol
(2S,3R,5S)-2-((1S)-1-((3S,6aR,11aS,11bR)-3-hydroxy-10,11b-dimethyl-1,2,3,4,6,6a,11,11a-octahydrobenzo(a)fluoren-9-yl)ethyl)-5-methylpiperidin-3-ol
(2S,3R,5S)-2-[(1S)-1-[(1S,2R,5S,10R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,16]heptadeca-7,11(16),12,14-tetraen-14-yl]ethyl]-5-methylpiperidin-3-ol
MFCD00468124
Veratramine (Standard)
14,15,16,17-Tetradehydroveratraman-3,23-diol
LS-162032
SCHEMBL335680
CHEMBL464724
Veratraman-3,23-diol, 14,15,16,17-tetradehydro-, (3.beta.,23.beta.)-
HY-N0837R
DTXCID501474790
GLXC-02990
HY-N0837
BDBM50396007
MSK169043
s3911
AKOS030526858
CCG-268761
FV28689
AC-33967
BS-17189
BCP0726000092
V0148
Q15427945
(3beta,23beta)14,15,16,17Tetradehydroveratraman3,23diol
(3b,23b)-14,15,16,17-Tetradehydroveratraman-3,23-diol
(3 beta,23 beta)-14,15,16,17-tetradehydroveratraman-3,23-diol
(3beta,23beta)-14,15,16,17-Teradehydroveratraman-3,23-diol
Veratraman3,23diol, 14,15,16,17tetradehydro, (3beta,23beta)
(3b,23b)-14,15,16,17-Teradehydroveratraman-3,23-diol;NSC 17821;NSC 23880
Veratraman-3,23-diol, 14,15,16,17-tetradehydro-, (3beta,23beta)-(9CI)
(2S,3R,5S)-2-[(1S)-1-[(3S,6aR,11aS,11bR)-3-hydroxy-10,11b-dimethyl-1,2,3,4,6,6a,11,11a-octahydrobenzo[a]fluoren-9-yl]ethyl]-5-methyl-piperidin-3-ol
683-091-5