2,3,6,7,10,11-Hexahydroxytriphenylene

• CAS: 4877-80-9
• Catalog Number: ACM4877809-4
• Category: Main Products
• Molecular Weight: 324.28
• Molecular Formula: C18H12O6
• Synonyms: HHTP; H6THO
• Melting Point: >350°C
• Appearance: Dark red solid

Case Study

Effects of 2,3,6,7,10,11-Hexahydroxytriphenylene on Cell Viability of Human Cancer Cell Lines

Naidek, Karine P., et al. Biochemistry and Cell Biology 94.2 (2016): 205-211.

This study characterized 2,3,6,7,10,11-hexahydroxytriphenylene (HHTP) using electrochemical, spectroelectrochemical, and electron paramagnetic resonance techniques, while also assessing its cytotoxicity against human cancer cell lines.
Key Findings
· The redox behavior of HHTP resembles that of catechols and is strengthened by its fused aromatic ring structure enabling it to reach higher oxidation states.
· Free HHTP in solution reached a tris-semiquinone monoradical state based on UV-vis spectroelectrochemistry evidence. Chemically oxidized or aged HHTP samples produced a characteristic radical EPR signal which indicates that the radical form could play a role in its pronounced cytotoxicity.
· HHTP treatment caused tumor cell lines including glioma and lung cells to lose viability and showed increased hypodiploid and Annexin V/PI-positive cell percentages.
· Research shows free HHTP has inherent cytotoxic properties against human tumor cells. Although the exact mechanisms for HHTP's cytotoxic effects remain unclear and further research is needed, current results point towards apoptosis as the pathway for cell death induction.

Conductive Metal-Organic Frameworks of 2,3,6,7,10,11-Hexahydroxytriphenylene for Batteries-Supercapacitors

Shaheen, Misbah, et al. Materials Today Sustainability 23 (2023): 100415.

In this study, two conductive copper-based metal-organic frameworks (c-MOFs) were synthesized using different linkers, namely 2,3,6,7,10,11-hexahydroxytriphenylene (HHTP) and hexahydroxybenzene (HHB), designated as Cu3(HHTP)2 and Cu3(HHB)2. Researchers constructed battery-supercapacitors from both c-MOFs combined with activated carbon and assessed their energy storage capabilities.
Structural Characteristics
The Cu-HHTP MOF features a single structure type where all Cu2+ ions are coordinated to semiquinone units in a square planar arrangement. In contrast, there exist mixed valence states of Cu+ and Cu2+ ions that act as oxidants for the linker. Similarly, the Cu-HHB MOF also contains mixed charge states of Cu, indicating the presence of both +1 and -1 charges. Notably, Cu3(HHB)2 has a denser framework, resulting in smaller interlayer distances, while Cu3(HHTP)2 has comparatively larger interlayers.
Key Findings
The variations in the electrochemical properties of honeycomb-structured c-MOFs driven by the linker substitution. Cu3(HHTP)2 proved to be a more favorable material for energy storage applications, exhibiting outstanding specific capacity (138 C/g), energy density (33 Wh/kg), and power density (3582 W/kg), along with 95% capacity retention after 1000 cycles.

Custom Q&A

What is the molecular formula of 2,3,6,7,10,11-Hexahydroxytriphenylene?

The molecular formula is C18H12O6.

What are the synonyms for 2,3,6,7,10,11-Hexahydroxytriphenylene?

The synonyms are Triphenylene-2,3,6,7,10,11-hexaol and Triphenylene-2,3,6,7,10,11-hexol.

What is the molecular weight of 2,3,6,7,10,11-Hexahydroxytriphenylene?

The molecular weight is 324.3 g/mol.

When was 2,3,6,7,10,11-Hexahydroxytriphenylene created?

It was created on October 26, 2006.

When was 2,3,6,7,10,11-Hexahydroxytriphenylene last modified?

It was last modified on October 21, 2023.

What is the IUPAC name of 2,3,6,7,10,11-Hexahydroxytriphenylene?

The IUPAC name is triphenylene-2,3,6,7,10,11-hexol.

What is the InChI of 2,3,6,7,10,11-Hexahydroxytriphenylene?

The InChI is InChI=1S/C18H12O6/c19-13-1-7-8(2-14(13)20)10-4-17(23)18(24)6-12(10)11-5-16(22)15(21)3-9(7)11/h1-6,19-24H.

What is the InChIKey of 2,3,6,7,10,11-Hexahydroxytriphenylene?

The InChIKey is QMLILIIMKSKLES-UHFFFAOYSA-N.

What is the Canonical SMILES of 2,3,6,7,10,11-Hexahydroxytriphenylene?

The Canonical SMILES is C1=C2C3=CC(=C(C=C3C4=CC(=C(C=C4C2=CC(=C1O)O)O)O)O)O.

What is the CAS number of 2,3,6,7,10,11-Hexahydroxytriphenylene?

The CAS number is 4877-80-9.