IUPAC/Chemical Name
Naphth(1,2-b)oxiren-2(1aH)-one, 4,5,6,7,7a,7b-hexahydro-6-hydroxy-1a-((2R)-2-(hydroxymethyl)oxiranyl)-7,7a-dimethyl-, (1aS,6R,7R,7aR,7bR)-
InChi Key
DDKJQSAECJSUNP-OCZRQZLOSA-N
InChi Code
InChI=1S/C15H20O5/c1-8-10(17)4-3-9-5-11(18)15(14(6-16)7-19-14)12(20-15)13(8,9)2/h5,8,10,12,16-17H,3-4,6-7H2,1-2H3/t8-,10+,12+,13+,14+,15-/m0/s1
SMILES Code
O=C1C=C2CC[C@@H](O)[C@H](C)[C@@]2(C)[C@@]3([H])O[C@]31[C@]4(CO)OC4
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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
280.32
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: Roy R, Bhattacharya G, Siddiqui KA, Bhadra R. A new antileishmanial compound, phaseolinone. Biochem Biophys Res Commun. 1990 Apr 16;168(1):43-50. Erratum in: Biochem Biophys Res Commun 1990 Nov 30;173(1):480. PubMed PMID: 2328012.
2: Sett S, Mishra SK, Siddiqui KA. Avirulent mutants of Macrophomina phaseolina and Aspergillus fumigatus initiate infection in Phaseolus mungo in the presence of phaseolinone; levamisole gives protection. J Biosci. 2000 Mar;25(1):73-80. PubMed PMID: 10824201.
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5: Bhattacharya G, Dhar TK, Bhattacharyya FK, Siddiqui KA. Mutagenic action of phaseolinone, a mycotoxin isolated from Macrophomina phaseolina. Aust J Biol Sci. 1987;40(4):349-53. PubMed PMID: 3330928.
6: Isaka M, Jaturapat A, Kladwang W, Punya J, Lertwerawat Y, Tanticharoen M, Thebtaranonth Y. Antiplasmodial compounds from the wood-decayed fungus Xylaria sp. BCC 1067. Planta Med. 2000 Jun;66(5):473-5. PubMed PMID: 10909272.
7: Bhattacharya G, Roy AK, Siddiqui KA, Bhadra R. Phaseolinone, a new mycotoxin, inhibits RNA polymerase(s) other than RNA polymerase II. Biochem Biophys Res Commun. 1990 Apr 16;168(1):51-7. PubMed PMID: 2328013.
8: Weerapreeyakul N, Anorach R, Khuansawad T, Yenjai C, Isaka M. Synthesis of bioreductive esters from fungal compounds. Chem Pharm Bull (Tokyo). 2007 Jun;55(6):930-5. PubMed PMID: 17541198.
