Synonym
Oosponol; Lenzitin;
IUPAC/Chemical Name
8-hydroxy-4-(2-hydroxyacetyl)-1H-isochromen-1-one
InChi Key
WRIZJEREXIDJCC-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H8O5/c12-4-9(14)7-5-16-11(15)10-6(7)2-1-3-8(10)13/h1-3,5,12-13H,4H2
SMILES Code
O=C1C2=C(O)C=CC=C2C(C(CO)=O)=CO1
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
220.18
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: Dietrich J, Sonnenbichler J, Kovács T, Zetl I. Chemical reactivity of the toxin oosponol from Gloeophyllum abietinum with nucleophilic agents. Biol Chem Hoppe Seyler. 1994 Sep;375(9):629-33. PubMed PMID: 7840906.
2: Sonnenbichler J, Kovács T. Influence of the Gloeophyllum metabolite oosponol and some synthetic analogues on protein and RNA synthesis in target cells. Eur J Biochem. 1997 May 15;246(1):45-9. PubMed PMID: 9210464.
3: Nozawa K, Yamada M, Tsuda Y, Kawai K, Nakajima S. Antifungal activity of oosponol, oospolactone, phyllodulcin, hydrangenol, and some other related compounds. Chem Pharm Bull (Tokyo). 1981 Sep;29(9):2689-91. PubMed PMID: 7349286.
4: Umezawa H, Iinuma H, Ito M, Matsuzaki M, Takeuchi T. Dopamine -hydroxylase inhibitor produced by Gloeophyllum striatum and its identity with oosponol. J Antibiot (Tokyo). 1972 Apr;25(4):239-42. PubMed PMID: 5051000.
5: Kimura M, Waki I, Kokubo M. Inhibition of compound 48/80-mediated histamine release from isolated rat mast cells by oosponol-related compounds (4-acyl-isocoumarins). Jpn J Pharmacol. 1978 Oct;28(5):693-7. PubMed PMID: 82631.
6: Sonnenbichler J, Peipp H, Dietrich J. Secondary fungal metabolites and their biological activities, III. Further metabolites from dual cultures of the antagonistic basidiomycetes Heterobasidion annosum and Gloeophyllum abietinum. Biol Chem Hoppe Seyler. 1993 Jul;374(7):467-73. PubMed PMID: 8216897.
7: Nitta K, Yamamoto Y, Inoue T, Hyodo T. Studies on the metabolic products of Oospora astringenes. VII. Biogenesis of oospolactone and oosponol. Chem Pharm Bull (Tokyo). 1966 Apr;14(4):363-9. PubMed PMID: 5939312.