Synonym
                                        Cynodontin; NSC114343; NSC-114343; NSC 114343
                                     
                                    
                                        IUPAC/Chemical Name
                                        9,10-Anthracenedione, 1,4,5,8-tetrahydroxy-2-methyl- (9CI)
                                     
                                    
                                        InChi Key
                                        NFQXCHAJWVRYND-UHFFFAOYSA-N
                                     
                                    
                                        InChi Code
                                        InChI=1S/C15H10O6/c1-5-4-8(18)11-12(13(5)19)15(21)10-7(17)3-2-6(16)9(10)14(11)20/h2-4,16-19H,1H3
                                     
                                    
                                        SMILES Code
                                        O=C1C2=C(C(O)=CC=C2O)C(C3=C(O)C=C(C)C(O)=C13)=O
                                     
                                    
                                    
                                        Purity
                                        >98% (or refer to the Certificate of Analysis)
                                     
                                    
                                        Shipping Condition
                                        Shipped under ambient temperature as non-hazardous chemical.  This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
                                     
                                    
                                        Storage Condition
                                        Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
                                     
                                    
                                        Solubility
                                        Soluble in DMSO
                                     
                                    
                                        Shelf Life
                                        >2 years if stored properly
                                     
                                    
                                        Drug Formulation
                                        This drug may be formulated in DMSO
                                     
                                    
                                        Stock Solution Storage
                                        0 - 4 C for short term (days to weeks), or -20 C for long term (months).
                                     
                                    
                                        HS Tariff Code
                                        2934.99.9001
                                     
                                    
                                 
                             
                            
                                                        
                                                                    
                                        
                                            
                                                
                                                     | 
                                                    Solvent | 
                                                    mg/mL | 
                                                    mM | 
                                                    comments | 
                                                
                                            
                                            
                                            
                                                | Solubility | 
                                            
                                                                                            
                                                    | Soluble in DMSO | 
                                                    0.0 | 
                                                    100.00 | 
                                                     | 
                                                
                                                                                        
                                        
                                        
                                            Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
                                        
                                     
                                                                
                                    Preparing Stock Solutions
                                    
                                        The following data is based on the
                                        product
                                        molecular weight
                                        286.24
                                        Batch specific molecular weights may vary
                                        from batch to batch
                                        due to the degree of hydration, which will
                                        affect the solvent
                                        volumes required to prepare stock solutions.
                                    
                                    
                                    
                                        
                                            
                                            
                                                | Concentration / Solvent Volume / Mass | 
                                                1 mg | 
                                                5 mg | 
                                                10 mg | 
                                            
                                            
                                            
                                            
                                                | 1 mM | 
                                                1.15 mL | 
                                                5.76 mL | 
                                                11.51 mL | 
                                            
                                            
                                                | 5 mM | 
                                                0.23 mL | 
                                                1.15 mL | 
                                                2.3 mL | 
                                            
                                            
                                                | 10 mM | 
                                                0.12 mL | 
                                                0.58 mL | 
                                                1.15 mL | 
                                            
                                            
                                                | 50 mM | 
                                                0.02 mL | 
                                                0.12 mL | 
                                                0.23 mL | 
                                            
                                            
                                        
                                     
                                 
                                                             
                            
                            
                                
                                    1: Chrysayi-Tokousbalides M, Kastanias MA. Cynodontin: a fungal metabolite with antifungal properties. J Agric Food Chem. 2003 Aug 13;51(17):4920-3. doi: 10.1021/jf034359t. PMID: 12903946.
2: Raistrick H, Robinson R, Todd AR. Studies in the biochemistry of micro- organisms: Cynodontin (1:4:5:8-tetrahydroxy-2-methylanthraquinone), a metabolic product of Helminthosporium cynodontis Marignoni and Helminthosporium euchlaenae Zimmermann. Biochem J. 1933;27(4):1170-5. doi: 10.1042/bj0271170. PMID: 16745207; PMCID: PMC1253005.
3: PRINGLE RB. The isolation of cynodontin (1,4,5,8-tetrahydroxy-2-methylanthraquinone) from a saltant of Helminthosporium victoriae. Biochim Biophys Acta. 1958 Apr;28(1):198. doi: 10.1016/0006-3002(58)90447-5. PMID: 13535697.
4: Kurobane I, Vining LC, McInnes AG. Biosynthetic relationships among the secalonic acids. Isolation of emodin, endocrocin and secalonic acids from Pyrenochaeta terrestris and Aspergillus aculeatus. J Antibiot (Tokyo). 1979 Dec;32(12):1256-66. doi: 10.7164/antibiotics.32.1256. PMID: 541252.
5: White JP, Johnson GT. Zinc effects on growth and cynodontin production of helminthosporium cynodontis. Mycologia. 1971 May-Jun;63(3):548-61. PMID: 5105615.
6: Anslow WK, Raistrick H. Studies in the biochemistry of micro-organisms: Synthesis of cynodontin (1:4:5:8-tetrahydroxy-2-methylanthraquinone), a metabolic product of species of Helminthosporium. Biochem J. 1940 Dec;34(12):1546-8. doi: 10.1042/bj0341546. PMID: 16747288; PMCID: PMC1265448.
7: Tikkanen L, Matsushima T, Natori S. Mutagenicity of anthraquinones in the Salmonella preincubation test. Mutat Res. 1983 Mar;116(3-4):297-304. doi: 10.1016/0165-1218(83)90067-8. PMID: 6339896.
8: Rajendran M, Ramasamy S, Rajamanickam C, Gandhidasan R, Murugesan R. Photodynamic effects of two hydroxyanthraquinones. Biochim Biophys Acta. 2003 Jul 23;1622(2):65-72. doi: 10.1016/s0304-4165(03)00100-4. PMID: 12880943.