IUPAC/Chemical Name
4,8-dihydroxy-10-(hydroxy(6-oxo-3,6-dihydro-2H-pyran-2-yl)methyl)-5-(1-hydroxyheptyl)-4,5,8,9,10,11-hexahydro-1H-cyclonona[1,2-c:5,6-c']difuran-1,3,6-trione
InChi Key
XOEFANNJIKAWGX-UHFFFAOYSA-N
InChi Code
InChI=1S/C26H32O11/c1-2-3-4-5-7-15(27)20-18-13(23(31)36-25(18)33)10-12(21(29)16-8-6-9-17(28)35-16)11-14-19(22(20)30)26(34)37-24(14)32/h6,9,12,15-16,20-23,27,29-31H,2-5,7-8,10-11H2,1H3
SMILES Code
O=C(C1=C2C(O)C(C(O)CCCCCC)C3=C(CC(C(C4CC=CC(O4)=O)O)C1)C(O)OC3=O)OC2=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
>3 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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
520.53
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: Ishida M, Takeya K, Miyazu M, Yoshida A, Takai A. Force-inhibiting effect of Ser/Thr protein phosphatase 2A inhibitors on bovine ciliary muscle. J Smooth Muscle Res. 2015;51:10-21. PubMed PMID: 26727726; PubMed Central PMCID: PMC5137268.
2: Wada S, Usami I, Umezawa Y, Inoue H, Ohba S, Someno T, Kawada M, Ikeda D. Rubratoxin A specifically and potently inhibits protein phosphatase 2A and suppresses cancer metastasis. Cancer Sci. 2010 Mar;101(3):743-50. doi: 10.1111/j.1349-7006.2009.01438.x. Epub 2009 Nov 14. PubMed PMID: 20028386.
3: Phillips TD, Hayes AW. Structural modification of polyfunctional rubratoxin B: effects on mammalian adenosine triphosphatase. J Environ Pathol Toxicol. 1979 Jan-Feb;2(3):853-60. PubMed PMID: 217944.
4: Unger PD, Hayes AW. High-pressure liquid chromatography of the mycotoxins, rubratoxins A and B, and its application to the analysis of urine and plasma for rubratoxin B. J Chromatogr. 1978 Jun 1;153(1):115-26. PubMed PMID: 580783.
5: Emeh CO, Marth EH. Bioproduction of rubratoxin in a glucose-mineral salts broth with nutritional supplements and metabolic inhibitors. Can J Microbiol. 1977 Dec;23(12):1695-9. PubMed PMID: 304372.
6: Emeh CO, Marth EH. Growth and synthesis of rubratoxin by Penicillium rubrum in a chemically defined medium fortified with organic acids and intermediates of the tricarboxylic acid cycle. Mycopathologia. 1976 Oct 22;59(3):137-42. PubMed PMID: 1036609.
