479-91-4

Basic information

• Product Name: CASTICIN
• Synonyms: CASTICIN;5,3'-DIHYDROXY-3,6,7,4'-TETRAMETHOXYFLAVONE;3',5-DIHYDROXY-3,4',6,7-TETRAMETHOXY FLAVONE;VITEXICARPIN;VITEXICARPIM;Casticin (Vitexicarpin);CASTICIN(P);CASTICIN WITH HPLC
• CAS NO: 479-91-4
• Molecular Formula: C₁₉H₁₈O₈
• Molecular Weight: 374.34
• Product Categories: Hexa-substituted Flavones;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 479-91-4.mol
• Article Data: 1

Chemical Properties

• Melting Point: 186-187 °C
• Boiling Point: 617.7 °C at 760 mmHg
• Flash Point: 223.4 °C
• Appearance: /
• Density: 1.44 g/cm³
• Vapor Pressure: 7.47E-16mmHg at 25°C
• Refractive Index: 1.639
• Storage Temp.: 2-8°C
• Solubility: ethanol: soluble1mg/mL, clear, colorless to light yellow
• PKA: 6.13±0.40(Predicted)
• BRN: 1300392
• CAS DataBase Reference: CASTICIN(CAS DataBase Reference)
• NIST Chemistry Reference: CASTICIN(479-91-4)
• EPA Substance Registry System: CASTICIN(479-91-4)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 479-91-4(Hazardous Substances Data)

Usage

Description

CASTICIN is a tetramethoxyflavone compound, consisting of quercetagetin with hydroxy groups at positions 3, 6, 7, and 4' replaced by methoxy groups. It has been isolated from Eremophila mitchellii and is recognized for its biological properties, particularly in inducing human glioma cell death through an apoptotic mechanism and disruption of the mitotic cycle.

Uses

Used in Pharmaceutical Applications:
CASTICIN is used as an anticancer agent, specifically targeting human glioma cells. It is effective in inducing cell death through an apoptotic mechanism, which is crucial in the treatment and management of glioma, a type of brain cancer.
Used in Drug Development:
CASTICIN is used as a key compound in the development of novel drugs and therapies for cancer treatment. Its ability to disrupt the mitotic cycle and induce apoptosis in cancer cells makes it a promising candidate for further research and potential incorporation into cancer treatment regimens.
Used in Research:
CASTICIN is utilized in various research studies to better understand the mechanisms of cancer cell death and the potential of natural compounds in cancer therapy. Its unique properties and effects on glioma cells make it an important subject for scientific investigation and the development of new cancer treatment strategies.

InChI:InChI=1/C19H18O8/c1-23-11-6-5-9(7-10(11)20)17-19(26-4)16(22)14-12(27-17)8-13(24-2)18(25-3)15(14)21/h5-8,20-21H,1-4H3

Upstream product

• 1221398-17-9 6,8-dibromo-3,7-O-dimethyltamarixetin 
• 124-41-4 sodium methylate 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 1251-84-9 3,5,6,7,3',4'-Hexamethoxyflavon 
• 76215-22-0 casticin diacetate 

Relevant articles and documents

Semisynthesis of natural flavones inhibiting tubulin polymerization, from hesperidin

Semisynthesis of 5,3'-dihydroxy-3,6,7,8,4'-pentamethoxyflavone (1), a natural flavone that binds with high affinity to tubulin, was performed from hesperidin, the very abundant Citrus flavanone, by a five-step sequence. The last step of the synthesis also gave rise to 5,3'-dihydroxy-3,6,7,4'- tetramethoxyflavone (= casticin or vitexicarpin) (10), 5,3'-dihydroxy-3,7,8,4'- tetramethoxyflavone (= gossypetin 3,7,8,4'-tetramethyl ether) (11), and, unexpectedly, 5,7,3'-trihydroxy-3,6,8,4'-tetramethoxyflavone (12) and 5,3'-dihydroxy-8-dimethylamino-3,6,7,4'-tetramethoxyflavone (= 8-dimethylaminocasticin) (13). Cytotoxicity and antitubulin activity of these five flavones, as well as 5,3'-dihydroxy-3,7,4'-trimethoxyflavone (= ayanin) (14) and intermediate 6,8-dibromo-ayanin (8), were evaluated. Comparison of the responses confirmed and clarified the influence of the A-ring substitution pattern on the biological activity.