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Vitamin K3

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Identification
Molecular formula
C11H8O3
CAS number
58-27-5
IUPAC name
5-hydroxy-2-methyl-naphthalene-1,4-dione
State
State

5-Hydroxy-2-methyl-naphthalene-1,4-dione is typically a solid at room temperature.

Melting point (Celsius)
161.00
Melting point (Kelvin)
434.20
Boiling point (Celsius)
310.20
Boiling point (Kelvin)
583.40
General information
Molecular weight
172.17g/mol
Molar mass
172.1670g/mol
Density
1.4720g/cm3
Appearence

5-Hydroxy-2-methyl-naphthalene-1,4-dione appears as yellow to orange crystalline powder or solid. It may also crystallize in the form of yellow needles, depending on the purity and preparation method.

Comment on solubility

Solubility of 5-hydroxy-2-methyl-naphthalene-1,4-dione

The solubility of 5-hydroxy-2-methyl-naphthalene-1,4-dione can be influenced by various factors, which can be summarized as follows:

  • Polarity: The presence of hydroxyl groups (-OH) in the compound enhances its polarity, which contributes to its ability to dissolve in polar solvents.
  • Solvent Interaction: This compound is more soluble in polar solvents such as water and ethanol but may show limited solubility in non-polar solvents like hexane.
  • Temperature Dependence: Solubility often increases with temperature; therefore, heating a solution can improve the dissolution of 5-hydroxy-2-methyl-naphthalene-1,4-dione.
  • pH Sensitivity: The pH of the solution can impact the ionization of the hydroxyl groups, further affecting solubility dynamics.

In summary, while 5-hydroxy-2-methyl-naphthalene-1,4-dione shows reasonable solubility in polar solvents, its behavior is complex and depends on multiple factors that should be carefully considered when preparing solutions of this compound. Understanding these solubility characteristics is crucial for various applications in chemical processes.

Interesting facts

Interesting Facts about 5-hydroxy-2-methyl-naphthalene-1,4-dione

5-hydroxy-2-methyl-naphthalene-1,4-dione, also known as menadione, is a fascinating compound that plays an essential role in biochemistry. Here are some notable aspects:

  • Vitamin K Activity: Menadione is a synthetic form of vitamin K, which is vital for blood coagulation. It aids in the synthesis of certain proteins that are necessary for blood clotting and calcium metabolism.
  • Biochemical Importance: This compound is crucial in various biochemical pathways including, but not limited to, the regulation of osteocalcin, a protein essential for bone health.
  • Oxidative Stress Role: Menadione participates in redox reactions and has been studied for its potential role in modulating oxidative stress in cells, which can have implications in various diseases.
  • Applications in Research: The compound's functionality as a cofactor in various enzymatic reactions makes it a valuable tool in research. Scientists often study its effects on cellular processes to understand disease mechanisms.
  • Toxicity Concerns: While menadione is beneficial in small amounts, high doses can lead to toxicity. Researchers must carefully regulate dosages in studies and potential clinical applications.

In summary, 5-hydroxy-2-methyl-naphthalene-1,4-dione is more than just a compound; it is a critical player in the intricate dance of biological processes. As Friedrich August Kekulé once said, “Chemistry thrives on the exploration of compounds and their interactions.” Menadione exemplifies this ideal, bridging the gap between simple chemical structures and complex biological functions.

Synonyms
Plumbagin
481-42-5
5-hydroxy-2-methylnaphthalene-1,4-dione
5-Hydroxy-2-methyl-1,4-naphthoquinone
Plumbagine
2-Methyljuglone
Plumbaein
Plumbagone
5-Hydroxy-2-methyl-1,4-naphthalenedione
2-Methyl-5-hydroxy-1,4-naphthoquinone
CCRIS 6671
NSC 236613
NSC 688284
YAS4TBQ4OQ
5-hydroxy-2-methyl-1,4-dihydronaphthalene-1,4-dione
EINECS 207-569-6
NSC-236613
NSC-688284
BRN 1870475
CHEBI:8273
PCUR-101
AI3-38055
PLUMBAGIN [MI]
1,4-NAPHTHOQUINONE, 5-HYDROXY-2-METHYL-
4-08-00-02376 (Beilstein Handbook Reference)
PCUR101
PCUR 101
Synthetic Plumbagin PCUR-101
5-HYDROXY,2-METHYL-1,4-NAPHTOQUINONE
207-569-6
inchi=1/c11h8o3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-5,12h,1h
1,4-Naphthalenedione, 5-hydroxy-2-methyl-
5-Hydroxy-2-methyl-[1,4]naphthoquinone
MFCD00001682
CHEMBL295316
NSC236613
NSC688284
5-Hydroxy-2-methyl-naphthalene-1,4-dione
SR-05000002263
UNII-YAS4TBQ4OQ
Pumbagin
5-Hydroxy-2-methylnaphthoquinone
Plumbagin (Standard)
Plumbagin [WHO-DD]
ST069355
RTK1
1, 5-hydroxy-2-methyl-
SCHEMBL34186
BSPBio_002546
Plumbagin from Plumbago indica
SPECTRUM1505129
GTPL7003
DTXSID8075413
ACon1_001611
HY-N1497R
HMS3870L13
WLN: L66 BV EVJ C1 GQ
HY-N1497
BDBM50012070
MSK177647
s4777
STL564479
AKOS015969699
CCG-208032
CCG-208410
FP13778
NCGC00094567-01
NCGC00094567-02
NCGC00094567-03
NCGC00094567-04
NCGC00094567-05
NCGC00094567-06
BP-25404
NCI60_001904
PS-11338
DB-051524
CS-0017042
NS00031768
P1139
5- HYDROXY,2-METHYL-1,4-NAPHTOQUINONE
AP-782/41885488
A1-00788
Q2550553
SR-05000002263-2
SR-05000002263-3
BRD-K36137799-001-02-4
BRD-K36137799-001-03-2
Plumbagin2-Methyljuglone; 5-hydroxy-2-methylnaphthalene-1,4-dione; 5-Hydroxy-2-methyl-1,4-naphthoquinone