Pyrenophorol
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MedKoo CAT#: 574006

CAS#: 22248-41-5

Description: Pyrenophorol is a fungal metabolite that has been found in Alternaria and has diverse biological activities. It inhibits human topoisomerase II α when used at concentrations of 75 and 100 μM. It is active against S. cerevisiae (MIC = 4 μM) and M. violaceum. Pyrenophorol induces leaf necrosis and chlorophyll retention in wild oats when used at a concentration of 64 μM.


Chemical Structure

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Pyrenophorol
CAS# 22248-41-5

Theoretical Analysis

MedKoo Cat#: 574006
Name: Pyrenophorol
CAS#: 22248-41-5
Chemical Formula: C16H24O6
Exact Mass: 312.16
Molecular Weight: 312.360
Elemental Analysis: C, 61.52; H, 7.74; O, 30.73

Price and Availability

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1mg USD 400
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Synonym: Pyrenophorol

IUPAC/Chemical Name: (3E,5S,8R,11E,13S,16R)-5,13-dihydroxy-8,16-dimethyl-1,9-dioxacyclohexadeca-3,11-diene-2,10-dione

InChi Key: RBQNDQOKFICJGL-UTBFYLPBSA-N

InChi Code: InChI=1S/C16H24O6/c1-11-3-5-13(17)8-10-16(20)22-12(2)4-6-14(18)7-9-15(19)21-11/h7-14,17-18H,3-6H2,1-2H3/b9-7+,10-8+/t11-,12-,13+,14+/m1/s1

SMILES Code: O=C(O[C@H](C)CC[C@H](O)/C=C/1)/C=C/[C@@H](O)CC[C@@H](C)OC1=O

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 312.36 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1. Jarolim, K., Del Favero, G., Ellmer, D., et al. Dual effectiveness of Alternaria but not Fusarium mycotoxins against human topoisomerase II and bacterial gyrase. Arch. Toxicol. 91(4), 2007-2016 (2016).

2. Sumarah, M.W., Kesting, J.R., Sørensen, D., et al. Antifungal metabolites from fungal endophytes of Pinus strobus. Phytochemistry 72(14-15), 1833-1837 (2011).

3. Kastanias, M.A., and Chrysayi-Tokousbalides, M. Comparative phytotoxicity of pyrenophorin and pyrenophorol isolated from a Drechslera avenae pathotype. 1999 Brighton crop protection conference: Weeds 2, 581-582 (1999).