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Plumbagin

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Identification
Molecular formula
C11H8O3
CAS number
481-42-5
IUPAC name
4-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione
State
State

At room temperature, plumbagin is a solid. It is crystalline and maintains stability under standard conditions of temperature and pressure.

Melting point (Celsius)
76.00
Melting point (Kelvin)
349.15
Boiling point (Celsius)
352.00
Boiling point (Kelvin)
625.15
General information
Molecular weight
188.18g/mol
Molar mass
188.2020g/mol
Density
1.3567g/cm3
Appearence

Plumbagin appears as a bright yellow, crystalline solid. It is known for its vibrant hue and brittle, crystalline structure.

Comment on solubility

Solubility of 4-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione (C11H8O3)

The solubility of 4-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione, commonly known as an anthraquinone derivative, is influenced by its unique molecular structure. Understanding its solubility properties is important for various applications in chemical processes and formulations. Here are some key points to consider:

  • Polarity: The presence of hydroxyl groups tends to increase the polarity of the molecule, which can contribute to its solubility in polar solvents such as water.
  • Solvent Compatibility: This compound is generally more soluble in organic solvents like ethanol, acetone, and chloroform compared to less polar solvents.
  • Temperature Influence: As with many organic compounds, solubility can increase with temperature; hence, performing experiments at elevated temperatures may yield better dissolving outcomes.
  • pH Effect: The solubility may also vary significantly with pH; the ionization of hydroxyl groups can lead to differences in solubility under acidic or basic conditions.
  • Hydrophobic Interactions: The hydrophobic naphthalene rings may impede complete solubility in very polar solvents while promoting solubility in non-polar solvents.

In summary, the solubility of 4-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione is a complex interplay of structural features and solvent characteristics. Understanding these factors is crucial for its potential utilization in various chemical applications.

Interesting facts

Interesting Facts about 4-Hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione

4-Hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione, often referred to in the scientific community for its complex structure and unique properties, is a fascinating compound that warrants exploration. Here are some captivating insights:

  • Natural Occurrence: This compound is a derivative of naphthoquinone, which is often found in various natural sources, including plants and fungi. Naphthoquinones are known for their roles in biological systems and their function in natural pigments.
  • Bioactive Properties: The structure of this compound positions it as a potential candidate for various bioactive applications. Compounds in its class have been studied for their antimicrobial, anticancer, and antioxidant properties. This makes them of great interest in pharmaceutical research.
  • Structure-Activity Relationship: The specific arrangement of hydroxyl groups and the alkyl substituent play critical roles in determining the reactivity and interaction of this compound with biological targets. Scientists frequently examine these relationships to tailor compounds for specific therapeutic effects.
  • Synthesis Applications: The synthesis of this compound may involve various organic reactions, including electrophilic substitutions and nucleophilic additions. Its intricate structure provides a rich platform for the development of new synthetic pathways and methodologies.
  • Quote Worthy: As noted by researchers: “Understanding the nuanced chemistry of naphthoquinones reveals not only their potential applications but also their intricate role in the natural world.”

This compound serves as a reminder of the intersection between natural products and synthetic chemistry, showcasing how the complexities of small molecules can lead to significant biological implications. The ongoing study of compounds like 4-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione illustrates the dynamic nature of chemical research and its potential to contribute to various fields, including medicine, agriculture, and materials science.

Synonyms
lapachol
84-79-7
Greenhartin
Bethabarra wood
Taiguic acid
Lapachol wood
Taigu wood
C.I. Natural Yellow 16
Lapachic acid
IPE-tobacco wood
Greenharten
Surinam greenheart wood
NSC-11905
C.I. 75490
Zlut prirodni 16
4-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione
NSC 11905
2-Hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthoquinone
1,4-Naphthalenedione, 2-hydroxy-3-(3-methyl-2-butenyl)-
NSC 629756
NSC11905
NSC629756
2-Hydroxy-3-(3-methylbut-2-enyl)-1,4-naphthoquinone
2-Hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthalenedione
1,4-Naphthoquinone, 2-hydroxy-3-(3-methyl-2-butenyl)-
CHEBI:6377
2-hydroxy-3-(3-methylbut-2-en-1-yl)naphthalene-1,4-dione
DTXSID6049430
B221938VB6
NSC-629756
2-Hydroxy-3-(3-methyl-2-buten-1-yl)-1,4-naphthalenedione
Tecomin (VAN)
Zlut prirodni 16 [Czech]
CCRIS 745
EINECS 201-563-7
BRN 2051889
UNII-B221938VB6
Lapachol (Standard)
MFCD00001679
Lapachol, 98%
Natural Yellow-?16
LAPACHOL [MI]
Spectrum2_001451
Spectrum3_000768
Spectrum5_001873
bmse000989
NCIMech_000076
Oprea1_717083
BSPBio_002416
4-08-00-02487 (Beilstein Handbook Reference)
CHEMBL15193
DivK1c_000594
SCHEMBL157255
SCHEMBL157256
SPECTRUM1501204
SPBio_001341
DTXCID5029390
HMS501N16
HY-N6961R
KBio1_000594
KBio3_001636
CWPGNVFCJOPXFB-UHFFFAOYSA-N
NINDS_000594
HMS1921B06
HMS3869D03
BCP24022
HY-N6961
Tox21_202948
CCG-35464
s5684
AKOS015951424
AKOS032948320
AC-8971
CS-W020951
SDCCGMLS-0066666.P001
CAS-84-79-7
IDI1_000594
NCGC00094931-01
NCGC00094931-02
NCGC00094931-03
NCGC00094931-04
NCGC00094931-06
NCGC00260494-01
WLN: L66 BV EVJ CQ D2UY1&1
AS-35308
CI 75490
NCI60_000457
NCI60_000587
PD087478
1, 2-hydroxy-3-(3-methyl-2-butenyl)-
NS00021374
Cancer Chemother Rep (part 2) 4: 11 (1974)
Q739601
SR-05000002489
2-Hydroxy-3-(3-methyl-2-butenyl)naphthoquinone #
SR-05000002489-1
NSC-11905; NSC 11905; NSC11905
2-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,4-dione
4-hydroxy-3-(3-methylbut-2-en-1-yl)-1,2-dihydronaphthalene-1,2-dione