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

Uses

Casticin is a biological compound known to induce human glioma cell death through an apoptotic mechanism and disruption of the mitotic cycle.

Definition

ChEBI: A tetramethoxyflavone that consists of quercetagetin in which the hydroxy groups at positions 3, 6, 7 and 4' have been replaced by methoxy groups. It has been isolated from Eremophila mitchellii.

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.