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 |
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.