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Thiamine

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Identification
Molecular formula
C12H17N4OS+
CAS number
59-43-8
IUPAC name
N-[2-hydroxy-1-(3,4,5-trihydroxy-6-methylsulfanyl-tetrahydropyran-2-yl)propyl]-1-methyl-4-propyl-pyrrolidine-2-carboxamide
State
State

At room temperature, thiamine is typically found in its solid form as a white crystalline powder. It is often stored in airtight containers to prevent deterioration from humidity.

Melting point (Celsius)
248.00
Melting point (Kelvin)
521.00
Boiling point (Celsius)
200.00
Boiling point (Kelvin)
473.00
General information
Molecular weight
265.36g/mol
Molar mass
265.3550g/mol
Density
1.3000g/cm3
Appearence

Thiamine typically appears as a white crystal or crystalline powder. It is hygroscopic and has a slight, characteristic odor. When exposed to light or air, it might change colors slightly, taking on yellow hues.

Comment on solubility

Solubility of N-[2-hydroxy-1-(3,4,5-trihydroxy-6-methylsulfanyl-tetrahydropyran-2-yl)propyl]-1-methyl-4-propyl-pyrrolidine-2-carboxamide

The solubility characteristics of the compound N-[2-hydroxy-1-(3,4,5-trihydroxy-6-methylsulfanyl-tetrahydropyran-2-yl)propyl]-1-methyl-4-propyl-pyrrolidine-2-carboxamide (C12H17N4OS+) are influenced by its complex molecular structure. Key factors affecting its solubility include:

  • Polarity: The presence of multiple hydroxyl groups contributes to an increase in polarity, which generally favors solubility in polar solvents such as water.
  • Hydrogen Bonding: The ability to form hydrogen bonds with solvents enhances solvation, particularly in aqueous environments.
  • Hydrophobic Regions: The alkyl chains in the molecule introduce hydrophobic characteristics, which may limit solubility in highly polar solvents.
  • Ionization: As a cationic compound, its solubility may also vary with pH, as the ionized form could improve solubility in aqueous solutions.

In conclusion, while this compound is likely to exhibit significant solubility in polar solvents due to its hydrophilic groups, the overall solubility will depend on the medium's polarity and the pH level, leading to diverse behaviors based on environmental conditions. The interplay between hydrophilic and hydrophobic components makes this compound's solubility a topic worth exploring in detail.

Interesting facts

N-[2-hydroxy-1-(3,4,5-trihydroxy-6-methylsulfanyl-tetrahydropyran-2-yl)propyl]-1-methyl-4-propyl-pyrrolidine-2-carboxamide

This compound is a striking example of how complex organic molecules can exhibit intriguing chemical properties and biological activities. It belongs to a class of compounds that may have applications in pharmaceuticals, particularly in drug design and development.

Interesting Facts

  • Biological Potential: Its structural motifs suggest possibilities for antioxidant and antimicrobial properties, making it a potential candidate for research in therapeutic applications.
  • Structural Complexity: The presence of the 3,4,5-trihydroxy group and a sulfur-containing moiety indicates that this compound can interact with biological targets in unique ways.
  • Versatile Functional Groups: With a hydroxyl group and a carboxamide, it may participate in hydrogen bonding, enhancing its solubility and reactivity in biological systems.
  • Synthesis Challenges: The synthesis of this compound could pose challenges due to its multiple stereocenters and functional groups; thus, it may require advanced synthetic techniques to produce effectively.
  • Potential Influence on Metabolism: Given its structural resemblance to existing bioactive compounds, this molecule might influence metabolic pathways, paving the way for novel metabolic modulators.

This compound encapsulates the rich interplay between structure and function in organic chemistry. Its intricate design not only beckons for further study but also emphasizes the importance of such compounds in advancing modern medicinal chemistry.

Synonyms
Lincomycine
Lincomycin A
Lincocin
methyl 6,8-dideoxy-6-[(1-methyl-4-propylprolyl)amino]-1-thiooctopyranoside
Lincolcina
Lincomyocin
1397321-28-6
N-[2-hydroxy-1-(3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl)propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide
N-{2-hydroxy-1-[3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl}-1-methyl-4-propylpyrrolidine-2-carboxamide
Lincomycin-d3
D-erythro-.alpha.-D-galacto-Octopyranoside, methyl 6,8-dideoxy-6-[[(1-methyl-4-propyl-2-pyrrolidinyl)carbonyl]amino]-1-thio-, (2S-trans)-
Lincocine
U10149A
(2S-trans)-Methyl 6,8-Dideoxy-6-[[(1-methyl-d3-4-propyl-2-pyrrolidinyl)carbonyl]amino]-1-thio-D-erythro-a-D-galacto-octopyranoside; Lincocin-d3; Lincogap-d3; NSC 70731-d3; U 10149a-d3;
Albiotic (Salt/Mix)
CBMicro_021584
MLS006011912
SCHEMBL12672814
BDBM92333
DTXSID50859303
OJMMVQQUTAEWLP-UHFFFAOYSA-N
(2S,4R)-N-[(1R,2S)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide
12768-69-3
Methyl 6,8-dideoxy-6-trans-(1-methyl-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-D-erythro-.alpha.-D-galacto-octopyranoside
BBL013213
CCG-14357
STK177245
AKOS005410726
NCGC00018147-03
methyl 6,8-dideoxy-6-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}-1-thio-D-glycero-alpha-D-galacto-octopyranoside
SMR004703514
BIM-0021730.P001
DB-064025
EN300-296179
AB01332674-02
SR-01000229016
SR-01000229016-1
D-erythro-D-galacto-Octopyranoside, methyl 6,8-dideoxy-6-(1-methyl-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-, trans- .alpha.-
Methyl 6,8-dideoxy-6-([(1-methyl-4-propyl-2-pyrrolidinyl)carbonyl]amino)-1-thio-D-erythro-D-galacto-octopyranoside, (.alpha.-form) #