MedKoo Cat#: 574187 | Name: Deoxyfusapyrone

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Deoxyfusapyrone is an α-pyrone fungal metabolite that has antifungal activity. It is active against C. neoformans, A. fumigatus, A. niger, and A. flavus human mycoses. Deoxyfusapyrone is also active against a variety of filamentous fungi, but not yeast or the bacterium B. megaterium.

Chemical Structure

Deoxyfusapyrone
Deoxyfusapyrone
CAS#156856-32-5

Theoretical Analysis

MedKoo Cat#: 574187

Name: Deoxyfusapyrone

CAS#: 156856-32-5

Chemical Formula: C34H54O8

Exact Mass: 590.3819

Molecular Weight: 590.80

Elemental Analysis: C, 69.12; H, 9.21; O, 21.66

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Synonym
Deoxyfusapyrone
IUPAC/Chemical Name
3-((2S,3R,4S,6S)-3,4-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-2-hydroxy-6-((4E,6E,9Z)-3-hydroxy-2,6,8,10,12-pentamethyloctadeca-4,6,9-trien-2-yl)-4H-pyran-4-one
InChi Key
WWYZFKLSUWWIEN-PWVYRXAXSA-N
InChi Code
InChI=1S/C34H54O8/c1-8-9-10-11-12-21(2)15-23(4)17-24(5)16-22(3)13-14-28(38)34(6,7)29-19-26(36)30(33(40)42-29)32-31(39)27(37)18-25(20-35)41-32/h13-14,16-17,19,21,24-25,27-28,31-32,35,37-40H,8-12,15,18,20H2,1-7H3/b14-13+,22-16+,23-17-/t21?,24?,25-,27-,28?,31+,32-/m0/s1
SMILES Code
O[C@H]1C[C@@H](CO)O[C@@H](C2=C(O)OC(C(C)(C)C(O)/C=C/C(C)=C/C(C)/C=C(C)\CC(C)CCCCCC)=CC2=O)[C@@H]1O
Appearance
Solid powder
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 590.80 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.

Recalculate based on batch purity %
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. Altomare, C., Perrone, G., Zonno, M.C., et al. Biological characterization of fusapyrone and deoxyfusapyrone, two bioactive secondary metabolites of Fusarium semitectum. J. Nat. Prod. 63(8), 1131-1135 (2000).