Verrucarol | CAS#2198-92-7 | biochemical

MedKoo Cat#: 146100 | Name: Verrucarol

Description:

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

Verrucarol is a naturally occurring compound isolated from various fungal species, particularly from the Fusarium genus, and is known for its antifungal and anticancer properties. It has shown potential in the treatment of skin infections caused by fungi and as a therapeutic agent in cancer research due to its ability to inhibit tumor growth. The mechanism of action of verrucarol involves the disruption of cell membrane integrity in fungal cells and the inhibition of cancer cell proliferation by inducing apoptosis through the modulation of apoptotic pathways.

Chemical Structure

Verrucarol

CAS#2198-92-7

Theoretical Analysis

MedKoo Cat#: 146100

Name: Verrucarol

CAS#: 2198-92-7

Chemical Formula: C15H22O4

Exact Mass: 266.1518

Molecular Weight: 266.34

Elemental Analysis: C, 67.65; H, 8.33; O, 24.03

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Verrucarol;

IUPAC/Chemical Name

(2S,2'R,4'R,5'S,5a'R,9a'R)-5a'-(hydroxymethyl)-5',8'-dimethyl-2',3',4',5',5a',6',7',9a'-octahydrospiro[oxirane-2,10'-[2,5]methanobenzo[b]oxepin]-4'-ol

InChi Key

ZSRVBNXAPSQDFY-OJVARPOJSA-N

InChi Code

1S/C15H22O4/c1-9-3-4-14(7-16)11(5-9)19-12-6-10(17)13(14,2)15(12)8-18-15/h5,10-12,16-17H,3-4,6-8H2,1-2H3/t10-,11-,12-,13-,14-,15+/m1/s1

SMILES Code

[H][C@@]12C[C@@H](O)[C@@](C)([C@]13CO3)[C@@]4(CO)CCC(C)=C[C@@]4([H])O2

Appearance

To be determined

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 266.34 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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Der oxydative Abbau von Roridin A, ein weiterer Beweis für die Art der Verknüpfung der Roridinsäure mit Verrucarol [The oxidative decomposition of roridin A, an additional argument in the nature of the linkage of roridin acid with verrucarol]. Helv Chim Acta. 1968 Oct 31;51(7):1712-23. German. doi: 10.1002/hlca.19680510728. PMID: 5688040. 10: Saito R, Park JH, LeBouf R, Green BJ, Park Y. Measurement of macrocyclic trichothecene in floor dust of water-damaged buildings using gas chromatography/tandem mass spectrometry-dust matrix effects. J Occup Environ Hyg. 2016;13(6):442-50. doi: 10.1080/15459624.2016.1143951. PMID: 26853932; PMCID: PMC5497306. 11: Tangni EK, Motte JC, Callebaut A, Pussemier L. Cross-reactivity of antibodies in some commercial deoxynivalenol test kits against some fusariotoxins. J Agric Food Chem. 2010 Dec 22;58(24):12625-33. doi: 10.1021/jf103025e. Epub 2010 Nov 18. PMID: 21087038. 12: Norbäck D, Hashim JH, Cai GH, Hashim Z, Ali F, Bloom E, Larsson L. Rhinitis, Ocular, Throat and Dermal Symptoms, Headache and Tiredness among Students in Schools from Johor Bahru, Malaysia: Associations with Fungal DNA and Mycotoxins in Classroom Dust. PLoS One. 2016 Feb 1;11(2):e0147996. doi: 10.1371/journal.pone.0147996. PMID: 26829324; PMCID: PMC4734676. 13: Müller B, Achini R, Tamm C. Biosynthese der Verrucarine und Roridine. Teil 3. Der Einbau von (3R)-(5-14C)-, (2-14C)- und an C(2) stereospezifisch tritiiertem Mevalonat in Verrucarol [Biosynthesis of verrucarins and roridins. 3. Incorporation of 3R)-(5-14C)-and at C(2)stereospecific tritiated mevalonate into verrucarol]. Helv Chim Acta. 1975 Mar 12;58(2):471-81. German. doi: 10.1002/hlca.19750580216. PMID: 1158725. 14: Delmulle B, De Saeger S, Adams A, De Kimpe N, Van Peteghem C. Development of a liquid chromatography/tandem mass spectrometry method for the simultaneous determination of 16 mycotoxins on cellulose filters and in fungal cultures. Rapid Commun Mass Spectrom. 2006;20(5):771-6. doi: 10.1002/rcm.2373. PMID: 16470672. 15: Schothorst RC, van Egmond HP. Report from SCOOP task 3.2.10 "collection of occurrence data of Fusarium toxins in food and assessment of dietary intake by the population of EU member states". Subtask: trichothecenes. Toxicol Lett. 2004 Oct 10;153(1):133-43. doi: 10.1016/j.toxlet.2004.04.045. PMID: 15342090. 16: Thompson WL, Wannemacher RW Jr. Structure-function relationships of 12,13-epoxytrichothecene mycotoxins in cell culture: comparison to whole animal lethality. Toxicon. 1986;24(10):985-94. doi: 10.1016/0041-0101(86)90004-8. PMID: 3824405. 17: Ivanova L, Fæste CK, Solhaug A. Role of P-glycoprotein in deoxynivalenol- mediated in vitro toxicity. Toxicol Lett. 2018 Mar 1;284:21-28. doi: 10.1016/j.toxlet.2017.11.021. Epub 2017 Nov 23. PMID: 29174985. 18: Young JC, Zhou T, Yu H, Zhu H, Gong J. Degradation of trichothecene mycotoxins by chicken intestinal microbes. 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