Physodic acid | CAS#84-24-2 | Wnt signaling inhibitor

MedKoo Cat#: 465843 | Name: Physodic acid

Description:

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

Physodic acid is a natural inhibitor of Wnt signaling, modulating β-catenin-dependent transcription.

Chemical Structure

Physodic acid

CAS#84-24-2

Theoretical Analysis

MedKoo Cat#: 465843

Name: Physodic acid

CAS#: 84-24-2

Chemical Formula: C26H30O8

Exact Mass: 470.1941

Molecular Weight: 470.52

Elemental Analysis: C, 66.37; H, 6.43; O, 27.20

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

Physodic acid; Physodalin; NSC-685589; NSC685589; NSC 685589;

IUPAC/Chemical Name

3,8-dihydroxy-11-oxo-1-(2-oxoheptyl)-6-pentyl-11H-dibenzo[b,e][1,4]dioxepine-7-carboxylic acid

InChi Key

KVTYWHGIZSCFLG-UHFFFAOYSA-N

InChi Code

InChI=1S/C26H30O8/c1-3-5-7-9-16(27)11-15-12-17(28)13-20-22(15)26(32)34-21-14-19(29)23(25(30)31)18(24(21)33-20)10-8-6-4-2/h12-14,28-29H,3-11H2,1-2H3,(H,30,31)

SMILES Code

CCCCCC1=C(C(O)=O)C(O)=CC(O2)=C1OC3=CC(O)=CC(CC(CCCCC)=O)=C3C2=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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 470.52 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

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PMID: 34680078; PMCID: PMC8533459. 4: Papierska K, Krajka-Kuźniak V, Paluszczak J, Kleszcz R, Skalski M, Studzińska-Sroka E, Baer-Dubowska W. Lichen-Derived Depsides and Depsidones Modulate the Nrf2, NF-κB and STAT3 Signaling Pathways in Colorectal Cancer Cells. Molecules. 2021 Aug 7;26(16):4787. doi: 10.3390/molecules26164787. PMID: 34443375; PMCID: PMC8400444. 5: Ureña-Vacas I, González-Burgos E, Divakar PK, Gómez-Serranillos MP. Lichen Depsidones with Biological Interest. Planta Med. 2021 May 25. doi: 10.1055/a-1482-6381. Epub ahead of print. PMID: 34034351. 6: Studzińska-Sroka E, Majchrzak-Celińska A, Zalewski P, Szwajgier D, Baranowska-Wójcik E, Żarowski M, Plech T, Cielecka-Piontek J. Permeability of Hypogymnia physodes Extract Component-Physodic Acid through the Blood- Brain Barrier as an Important Argument for Its Anticancer and Neuroprotective Activity within the Central Nervous System. Cancers (Basel). 2021 Apr 5;13(7):1717. doi: 10.3390/cancers13071717. 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PMID: 31243559. 13: Sieteiglesias V, González-Burgos E, Bermejo-Bescós P, Divakar PK, Gómez- Serranillos MP. Lichens of Parmelioid Clade as Promising Multitarget Neuroprotective Agents. Chem Res Toxicol. 2019 Jun 17;32(6):1165-1177. doi: 10.1021/acs.chemrestox.9b00010. Epub 2019 Jun 7. PMID: 31125207. 14: Emsen B, Togar B, Turkez H, Aslan A. Effects of two lichen acids isolated from Pseudevernia furfuracea (L.) Zopf in cultured human lymphocytes. Z Naturforsch C J Biosci. 2018 Jul 26;73(7-8):303-312. doi: 10.1515/znc-2017-0209. PMID: 29573381. 15: Stojanović G, Zlatanović I, Zrnzević I, Stanković M, Stankov Jovanović V, Zlatković B. Hypogymnia tubulosa extracts: chemical profile and biological activities. Nat Prod Res. 2018 Nov;32(22):2735-2739. doi: 10.1080/14786419.2017.1375926. Epub 2017 Sep 13. PMID: 28901170. 16: Paluszczak J, Kleszcz R, Studzińska-Sroka E, Krajka-Kuźniak V. Lichen- derived caperatic acid and physodic acid inhibit Wnt signaling in colorectal cancer cells. Mol Cell Biochem. 2018 Apr;441(1-2):109-124. doi: 10.1007/s11010-017-3178-7. Epub 2017 Sep 8. PMID: 28887754; PMCID: PMC5843697. 17: Cardile V, Graziano ACE, Avola R, Piovano M, Russo A. Potential anticancer activity of lichen secondary metabolite physodic acid. Chem Biol Interact. 2017 Feb 1;263:36-45. doi: 10.1016/j.cbi.2016.12.007. Epub 2016 Dec 21. PMID: 28012710. 18: Reddy RG, Veeraval L, Maitra S, Chollet-Krugler M, Tomasi S, Dévéhat FL, Boustie J, Chakravarty S. Lichen-derived compounds show potential for central nervous system therapeutics. Phytomedicine. 2016 Nov 15;23(12):1527-1534. doi: 10.1016/j.phymed.2016.08.010. Epub 2016 Aug 31. PMID: 27765373. 19: Talapatra SK, Rath O, Clayton E, Tomasi S, Kozielski F. Depsidones from Lichens as Natural Product Inhibitors of M-Phase Phosphoprotein 1, a Human Kinesin Required for Cytokinesis. J Nat Prod. 2016 Jun 24;79(6):1576-85. doi: 10.1021/acs.jnatprod.5b00962. Epub 2016 Jun 14. 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