Molecular structure of Averantin
Averantin (CAS 5803-62-3)
Alternate Names:
BRN 2309929; 2-(1-Hydroxyhexyl)-1,3,6,8-tetrahydroxyanthraquinone
Application:
Averantin is a mycotoxic intermediate in the pathway to aflatoxin B1
CAS Number:
5803-62-3
Molecular Weight:
372.4
Molecular Formula:
C20H20O7
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Averantin is a natural compound renowned for its polyphenolic nature, specifically as a member of the flavonoid family. Comprised of both a flavone and a flavonol moiety, Averantin exerts its effects through multiple mechanisms. Notably, it exhibits inhibitory activity against enzymes such as cyclooxygenase-2 (COX-2) and inducible nitric oxide synthase (iNOS). Moreover, Averantin has been observed to suppress the production of pro-inflammatory cytokines, including TNF-α and IL-6. Furthermore, its influence extends to the modulation of reactive oxygen species (ROS) levels and the induction of apoptosis in cancer cells.
Averantin (CAS 5803-62-3) References
- Enzymatic function of the nor-1 protein in aflatoxin biosynthesis in Aspergillus parasiticus. | Zhou, R. and Linz, JE. 1999. Appl Environ Microbiol. 65: 5639-41. PMID: 10584035
- Requirement of monooxygenase-mediated steps for sterigmatocystin biosynthesis by Aspergillus nidulans. | Keller, NP., et al. 2000. Appl Environ Microbiol. 66: 359-62. PMID: 10618248
- Promoter elements involved in the expression of the Aspergillus parasiticus aflatoxin biosynthesis pathway gene avnA. | Cary, JW., et al. 2000. Biochim Biophys Acta. 1491: 7-12. PMID: 10760564
- Aspergillus parasiticus cyclase catalyzes two dehydration steps in aflatoxin biosynthesis. | Sakuno, E., et al. 2005. Appl Environ Microbiol. 71: 2999-3006. PMID: 15932995
- Yellow pigments used in rapid identification of aflatoxin-producing Aspergillus strains are anthraquinones associated with the aflatoxin biosynthetic pathway. | Shier, WT., et al. 2005. Bioorg Chem. 33: 426-38. PMID: 16260026
- Function and regulation of aflJ in the accumulation of aflatoxin early pathway intermediate in Aspergillus flavus. | Du, W., et al. 2007. Food Addit Contam. 24: 1043-50. PMID: 17886176
- Enzymatic conversion of norsolorinic acid to averufin in aflatoxin biosynthesis. | Yabe, K., et al. 1991. Appl Environ Microbiol. 57: 1340-5. PMID: 1854196
- Halogenated anthraquinones from the marine-derived fungus Aspergillus sp. SCSIO F063. | Huang, H., et al. 2012. J Nat Prod. 75: 1346-52. PMID: 22703109
- Quinofuracins A-E, produced by the fungus Staphylotrichum boninense PF1444, show p53-dependent growth suppression. | Tatsuda, D., et al. 2015. J Nat Prod. 78: 188-95. PMID: 25611347
- Averufanin is an aflatoxin B1 precursor between averantin and averufin in the biosynthetic pathway. | McCormick, SP., et al. 1987. Appl Environ Microbiol. 53: 14-6. PMID: 3103529
- Effect on aflatoxin production of competition between wild-type and mutant strains of Aspergillus parasiticus. | Ehrlich, K. 1987. Mycopathologia. 97: 93-6. PMID: 3574436
- Identification of averantin as an aflatoxin B1 precursor: placement in the biosynthetic pathway. | Bennett, JW., et al. 1980. Appl Environ Microbiol. 39: 835-9. PMID: 7377778
- The Aspergillus parasiticus polyketide synthase gene pksA, a homolog of Aspergillus nidulans wA, is required for aflatoxin B1 biosynthesis. | Chang, PK., et al. 1995. Mol Gen Genet. 248: 270-7. PMID: 7565588
- Stereochemistry during aflatoxin biosynthesis: conversion of norsolorinic acid to averufin. | Yabe, K., et al. 1993. Appl Environ Microbiol. 59: 2486-92. PMID: 8368836
- avnA, a gene encoding a cytochrome P-450 monooxygenase, is involved in the conversion of averantin to averufin in aflatoxin biosynthesis in Aspergillus parasiticus. | Yu, J., et al. 1997. Appl Environ Microbiol. 63: 1349-56. PMID: 9097431
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Averantin, 1 mg | sc-396573 | 1 mg | $108.00 |