Versicolorin A | CAS#6807-96-1

MedKoo Cat#: 341017 | Name: Versicolorin A

Description:

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

Versicolorin A is a Potential Indicator of Aflatoxin Contamination in the Granary-Stored Corn.

Chemical Structure

Versicolorin A

CAS#6807-96-1

Theoretical Analysis

MedKoo Cat#: 341017

Name: Versicolorin A

CAS#: 6807-96-1

Chemical Formula: C18H10O7

Exact Mass: 338.0427

Molecular Weight: 338.27

Elemental Analysis: C, 63.91; H, 2.98; O, 33.11

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

Versicolorin A; Versicolorin.

IUPAC/Chemical Name

Anthra(2,3-b)furo(3,2-d)furan-5,10-dione, 3a,12a-dihydro-4,6,8-trihydroxy-, Z-(-)-

InChi Key

SJNDYXPJRUTLNW-ULCDLSAGSA-N

InChi Code

InChI=1S/C18H10O7/c19-6-3-8-12(10(20)4-6)16(22)14-9(15(8)21)5-11-13(17(14)23)7-1-2-24-18(7)25-11/h1-5,7,18-20,23H/t7-,18+/m0/s1

SMILES Code

Oc1cc(O)c2C(=O)c3c(O)c4[C@@H]5C=CO[C@@H]5Oc4cc3C(=O)c2c1

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

>2 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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 338.27 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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Geometric dependence of the B3LYP-predicted magnetic shieldings and chemical shifts. J Phys Chem A. 2007 Sep 27;111(38):9431-7. Epub 2007 Aug 14. PubMed PMID: 17696331. 8: Cary JW, OBrian GR, Nielsen DM, Nierman W, Harris-Coward P, Yu J, Bhatnagar D, Cleveland TE, Payne GA, Calvo AM. Elucidation of veA-dependent genes associated with aflatoxin and sclerotial production in Aspergillus flavus by functional genomics. Appl Microbiol Biotechnol. 2007 Oct;76(5):1107-18. Epub 2007 Jul 24. PubMed PMID: 17646985. 9: Cary JW, Ehrlich KC, Bland JM, Montalbano BG. The aflatoxin biosynthesis cluster gene, aflX, encodes an oxidoreductase involved in conversion of versicolorin A to demethylsterigmatocystin. Appl Environ Microbiol. 2006 Feb;72(2):1096-101. PubMed PMID: 16461654; PubMed Central PMCID: PMC1392920. 10: Ehrlich KC, Montalbano B, Boué SM, Bhatnagar D. An aflatoxin biosynthesis cluster gene encodes a novel oxidase required for conversion of versicolorin a to sterigmatocystin. Appl Environ Microbiol. 2005 Dec;71(12):8963-5. PubMed PMID: 16332900; PubMed Central PMCID: PMC1317430. 11: Shier WT, Lao Y, Steele TW, Abbas HK. Yellow pigments used in rapid identification of aflatoxin-producing Aspergillus strains are anthraquinones associated with the aflatoxin biosynthetic pathway. Bioorg Chem. 2005 Dec;33(6):426-38. Epub 2005 Nov 2. PubMed PMID: 16260026. 12: Henry KM, Townsend CA. Ordering the reductive and cytochrome P450 oxidative steps in demethylsterigmatocystin formation yields general insights into the biosynthesis of aflatoxin and related fungal metabolites. J Am Chem Soc. 2005 Mar 23;127(11):3724-33. PubMed PMID: 15771506. 13: Henry KM, Townsend CA. Synthesis and fate of o-carboxybenzophenones in the biosynthesis of aflatoxin. J Am Chem Soc. 2005 Mar 16;127(10):3300-9. PubMed PMID: 15755146. 14: Wilkinson HH, Ramaswamy A, Sim SC, Keller NP. Increased conidiation associated with progression along the sterigmatocystin biosynthetic pathway. 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Nonfunctionality of Aspergillus sojae aflR in a strain of Aspergillus parasiticus with a disrupted aflR gene. Appl Environ Microbiol. 2002 Aug;68(8):3737-43. PubMed PMID: 12147467; PubMed Central PMCID: PMC124037. 19: Bradshaw RE, Bhatnagar D, Ganley RJ, Gillman CJ, Monahan BJ, Seconi JM. Dothistroma pini, a forest pathogen, contains homologs of aflatoxin biosynthetic pathway genes. Appl Environ Microbiol. 2002 Jun;68(6):2885-92. PubMed PMID: 12039746; PubMed Central PMCID: PMC123981. 20: Chen RS, Tsay JG, Huang YF, Chiou RY. Polymerase chain reaction-mediated characterization of molds belonging to the Aspergillus flavus group and detection of Aspergillus parasiticus in peanut kernels by a multiplex polymerase chain reaction. J Food Prot. 2002 May;65(5):840-4. PubMed PMID: 12030297.