MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 461932 | Name: Monoacetoxyscirpenol

Description:

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

Monoacetoxyscirpenol is a mycotoxin produced by Fusarium roseum Gibbosum.

Chemical Structure

Monoacetoxyscirpenol
Monoacetoxyscirpenol
CAS#2531-11-5

Theoretical Analysis

MedKoo Cat#: 461932

Name: Monoacetoxyscirpenol

CAS#: 2531-11-5

Chemical Formula: C17H24O6

Exact Mass: 324.1573

Molecular Weight: 324.37

Elemental Analysis: C, 62.95; H, 7.46; O, 29.59

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
Monoacetoxyscirpenol; 4-Acetoxyscirpenol;
IUPAC/Chemical Name
(2S,2'R,3'R,4'S,5'S,5a'R,9a'R)-3'-hydroxy-5a'-(hydroxymethyl)-5',8'-dimethyl-2',3',4',5',5a',6',7',9a'-octahydrospiro[oxirane-2,10'-[2,5]methanobenzo[b]oxepin]-4'-yl acetate
InChi Key
YIFMFXZUYBFVFL-OINWIYPRSA-N
InChi Code
InChI=1S/C17H24O6/c1-9-4-5-16(7-18)11(6-9)23-14-12(20)13(22-10(2)19)15(16,3)17(14)8-21-17/h6,11-14,18,20H,4-5,7-8H2,1-3H3/t11-,12-,13-,14-,15-,16-,17+/m1/s1
SMILES Code
C[C@@]12[C@H](OC(C)=O)[C@@H](O)[C@H]([C@@]23CO3)O[C@]4([H])C=C(C)CC[C@]14CO
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 324.37 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: Swanson SP, Rood HD Jr, Behrens JC, Sanders PE. Preparation and characterization of the deepoxy trichothecenes: deepoxy HT-2, deepoxy T-2 triol, deepoxy T-2 tetraol, deepoxy 15-monoacetoxyscirpenol, and deepoxy scirpentriol. Appl Environ Microbiol. 1987 Dec;53(12):2821-6. PubMed PMID: 3435145; PubMed Central PMCID: PMC204205. 2: Pathre SV, Mirocha CJ, Christensen CM, Behrens J. Monoacetoxyscirpenol. A new mycotoxin produced by Fusarium roseum Gibbosum. J Agric Food Chem. 1976 Jan-Feb;24(1):97-103. PubMed PMID: 946065. 3: Asam S, Rychlik M. Synthesis of four carbon-13-labeled type a trichothecene mycotoxins and their application as internal standards in stable isotope dilution assays. J Agric Food Chem. 2006 Sep 6;54(18):6535-46. PubMed PMID: 16939307. 4: Schollenberger M, Müller HM, Ernst K, Sondermann S, Liebscher M, Schlecker C, Wischer G, Drochner W, Hartung K, Piepho HP. Occurrence and distribution of 13 trichothecene toxins in naturally contaminated maize plants in Germany. Toxins (Basel). 2012 Oct;4(10):778-87. doi: 10.3390/toxins4100778. Epub 2012 Sep 28. PubMed PMID: 23162697; PubMed Central PMCID: PMC3496988. 5: Christ DS, Gödecke R, von Tiedemann A, Varrelmann M. Pathogenicity, symptom development, and mycotoxin formation in wheat by Fusarium species frequently isolated from sugar beet. Phytopathology. 2011 Nov;101(11):1338-45. doi: 10.1094/PHYTO-01-11-0003. PubMed PMID: 21635142. 6: Pauly JU, Bitter-Suermann D, Dose K. Production and characterization of a monoclonal antibody to the trichothecene mycotoxin diacetoxyscirpenol. Biol Chem Hoppe Seyler. 1988 Jun;369(6):487-92. PubMed PMID: 3202955. 7: Schollenberger M, Drochner W, Müller HM. Fusarium toxins of the scirpentriol subgroup: a review. Mycopathologia. 2007 Sep;164(3):101-18. Epub 2007 Jul 3. Review. PubMed PMID: 17610049. 8: Swanson SP, Helaszek C, Buck WB, Rood HD Jr, Haschek WM. The role of intestinal microflora in the metabolism of trichothecene mycotoxins. Food Chem Toxicol. 1988 Oct;26(10):823-9. PubMed PMID: 3220324. 9: Mirocha CJ, Abbas HK, Vesonder RF. Absence of trichothecenes in toxigenic isolates of Fusarium moniliforme. Appl Environ Microbiol. 1990 Feb;56(2):520-5. PubMed PMID: 2306091; PubMed Central PMCID: PMC183371. 10: Chu FS, Zhang GS, Williams MD, Jarvis BB. Production and characterization of antibody against deoxyverrucarol. Appl Environ Microbiol. 1984 Oct;48(4):781-4. PubMed PMID: 6508287; PubMed Central PMCID: PMC241613. 11: Schollenberger M, Müller HM, Liebscher M, Schlecker C, Berger M, Hermann W. Accumulation kinetics of three scirpentriol-based toxins in oats inoculated in Vitro with isolates of Fusarium sporotrichioides and Fusarium poae. Toxins (Basel). 2011 May;3(5):442-52. doi: 10.3390/toxins3050442. Epub 2011 May 9. PubMed PMID: 22069718; PubMed Central PMCID: PMC3202831. 12: Schollenberger M, Müller HM, Drochner W. Fusarium toxin contents of maize and maize products purchased in the years 2000 and 2001 in Germany. Mycotoxin Res. 2005 Mar;21(1):26-8. doi: 10.1007/BF02954810. PubMed PMID: 23605202. 13: Young JC, Zhou T, Yu H, Zhu H, Gong J. Degradation of trichothecene mycotoxins by chicken intestinal microbes. Food Chem Toxicol. 2007 Jan;45(1):136-43. Epub 2006 Aug 30. PubMed PMID: 17011105. 14: Wu Q, Dohnal V, Huang L, Kuca K, Yuan Z. Metabolic pathways of trichothecenes. Drug Metab Rev. 2010 May;42(2):250-67. doi: 10.1080/03602530903125807. Review. PubMed PMID: 19678805. 15: Ademoyero AA, Hamilton PB. Mouth lesions in broiler chickens caused by scirpenol mycotoxins. Poult Sci. 1991 Oct;70(10):2082-9. PubMed PMID: 1956853. 16: Coppock RW, Swanson SP, Gelberg HB, Koritz GD, Buck WB, Hoffmann WE. Pharmacokinetics of diacetoxyscirpenol in cattle and swine: effects of halothane. Am J Vet Res. 1987 Apr;48(4):691-5. PubMed PMID: 3592368. 17: Bauer J. [The metabolism of trichothecenes in swine]. Dtsch Tierarztl Wochenschr. 1995 Jan;102(1):50-2. German. PubMed PMID: 7781540. 18: Chen D, Cao X, Tao Y, Wu Q, Pan Y, Peng D, Liu Z, Huang L, Wang Y, Wang X, Yuan Z. Development of a liquid chromatography-tandem mass spectrometry with ultrasound-assisted extraction and auto solid-phase clean-up method for the determination of Fusarium toxins in animal derived foods. J Chromatogr A. 2013 Oct 11;1311:21-9. doi: 10.1016/j.chroma.2013.08.062. Epub 2013 Aug 21. PubMed PMID: 24011505. 19: Nakagawa H, Sakamoto S, Sago Y, Nagashima H. Detection of type A trichothecene di-glucosides produced in corn by high-resolution liquid chromatography-Orbitrap mass spectrometry. Toxins (Basel). 2013 Mar 22;5(3):590-604. doi: 10.3390/toxins5030590. PubMed PMID: 23524332; PubMed Central PMCID: PMC3705280. 20: Gareis M, Bauer J, Gedek B. [Fusarium toxins in feed. Detection and occurrence of trichothecenes]. Tierarztl Prax Suppl. 1985;1:8-19. German. PubMed PMID: 4012784.

View History

Dexanabinol

Dexanabinol

Featured