149457-83-0

Basic information

• Product Name: Hypocrellin C
• Synonyms: 3-Acetyl-5,12-dihydroxy-4,8,9,13-tetramethoxy-2-methyl-1H-cyclohepta[ghi]perylene-6,11-dione
• CAS NO: 149457-83-0
• Molecular Formula: C₃₀H₂₄O₉
• Molecular Weight: 530.52204
• Mol File: 149457-83-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 232-234℃
• Boiling Point: 920.2±65.0 °C(Predicted)
• Appearance: /
• Density: 1.52±0.1 g/cm3(Predicted)
• PKA: 7.01±0.20(Predicted)
• CAS DataBase Reference: Hypocrellin C(CAS DataBase Reference)
• NIST Chemistry Reference: Hypocrellin C(149457-83-0)
• EPA Substance Registry System: Hypocrellin C(149457-83-0)

Safety Data

• Hazardous Substances Data: 149457-83-0(Hazardous Substances Data)

Downstream Products

• 1364083-80-6 C₃₅H₃₅NO₁₁S 

Relevant articles and documents

Hypocrellin B-based activatable photosensitizers for specific photodynamic effects against high H2O2-expressing cancer cells

A novel tumor-related biomarker, a H2O2-activatable photosensitizer4based on the 1,3-dicarbonyl enol moieties of hypocrellin B (3), was designed and synthesized. The photosensitizer4showed a blue-shifted absorption band compared with3, and showed negligible photosensitizing ability without H2O2. However, the release of3from4by the reaction with H2O2regenerated the photosensitizing ability. Furthermore,4exhibited selective and effective photo-cytotoxicity against high H2O2-expressing cancer cells upon photo-irradiation with 660 nm light, which is inside the phototherapeutic window.

Quantitative and site-directed chemical modification of hypocrellins toward direct drug delivery and effective photodynamic activity

For photodynamic therapy (PDT) treatment of microvascular diseases, drugs are delivered via blood circulation and the targets are vasculature endothelial cells, for which the contradictory requirements of hydrophilicity and lipophilicity of the drugs have been achieved by liposome preparations. Herein, it is demonstrated that the drug delivery and target affinity are achieved by a single chemical compound, hypocrellin B (HB) derivative 6 selected from three novel aminoalkanesulfonic acid HB derivatives, 5-7. 6 exhibits a much higher PDT activity (IC50 = 22 nM) on human gastric carcinoma BGC823 cells than HB, while it has no cellular toxicity in the dark. On the basis of estimation of the clinically required concentration according to relative PDT activity and clinical criteria, it can be predicted that 6 is directly deliverable to and PDT effective on target cells. The enhanced red absorption and superhigh photoactivity suggest that 6 is more powerful for PDT of tumors than HB.