All Photos(1)

Key Documents

COO/COA

View All Documentation

SML0726

Panepoxydone

Name: Panepoxydone
Brand: SIGMA

from Lentinus conatus, ≥95% (HPLC)

Synonym(s):

(1S,5R,6S)-5-Hydroxy-3-[(1S)-1-hydroxy-3-methyl-2-buten-1-yl]-7-oxabicyclo[4.1.0]hept-3-en-2-one

Sign Into View Organizational & Contract Pricing

All Photos(1)

About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₄O₄

CAS Number:

31298-54-1

Molecular Weight:

210.23

UNSPSC Code:

12352200

NACRES:

NA.77

This product is discontinued. Contact Technical Servicefor assistance.

biological source

Lentinus conatus

assay

≥95% (HPLC)

form

powder

storage condition

protect from light

solubility

DMSO: soluble 10 mg/mL

storage temp.

−20°C

InChI

1S/C11H14O4/c1-5(2)3-7(12)6-4-8(13)10-11(15-10)9(6)14/h3-4,7-8,10-13H,1-2H3/t7?,8-,10+,11-/m1/s1

InChI key

MBXKEYXHJAZKBP-VQZXEUHYSA-N

Biochem/physiol Actions

Panepoxydone is a fungal metabolite that inhibits NF-κB transcription factor by preventing IκB phosphorylation, thus inhibiting the release of NF-κB from the IκB : NF-κB complex and its translocation into the nucleus. Panepoxydone also has antimalarial, cytotoxic activities and anti-parasitic activity against Trypanosoma cruzi.

Reconstitution

Soluble in ethyl acetate, ethanol, and DMSO (10mg/ml). The product is soluble, but not stable in water and methanol.

Other Notes

Store the product sealed at -20 °C, protect from light. Under these conditions, the product is stable for at least 2 years.

pictograms

GHS06

signalword

Danger

hcodes

H301

pcodes

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

In vitro activity of hypnophilin from Lentinus strigosus: a potential prototype for Chagas disease and leishmaniasis chemotherapy.

E M Souza-Fagundes et al.

Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas, 43(11), 1054-1061 (2010-11-23)

Hypnophilin and panepoxydone, terpenoids isolated from Lentinus strigosus, have significant inhibitory activity on Trypanosoma cruzi trypanothione reductase (TR). Although they have similar TR inhibitory activity at 10 μg/mL (40.3 μM and 47.6 μM for hypnophilin and panepoxydone, respectively; ~100%), hypnophilin

Inhibitors of NF-kappaB signaling: design and synthesis of a biotinylated isopanepoxydone affinity reagent.

J Brad Shotwell et al.

Bioorganic & medicinal chemistry letters, 12(23), 3463-3466 (2002-11-07)

A number of inhibitors of NF-kappaB signaling arising from our recent syntheses of isopanepoxydone and panepoxydone have been identified. Structure-activity data have been correlated to allow the design and synthesis of an affinity reagent for the isolation and identification of

Tumor necrosis factor (TNF)-α upregulates progesterone receptor-A by activating the NF-κB signaling pathway in human decidua after labor onset.

Z Y Jiang et al.

Placenta, 33(1), 1-7 (2011-11-04)

To date, the relationship between inflammatory cytokines and progesterone receptors (PRs) has been little studied, although both mediate the mechanism of parturition in human deciduas. Thus, the aim of study was to investigate the role of an inflammatory cytokine, tumor

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service