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Helvolic acid

BVT-0435-M001 1 mg $65.00
BVT-0435-M005 5 mg $190.00
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Additional Information

Product Data
Synonyms Fumigacin; NSC 319943; BRN 3230584
Properties
Formula C33H44O8
MW 568.7
CAS 29400-42-8
RTECS RC1370000
Source/Host Chemicals Isolated from Aspergillus fumigatus (Strain WDMH-35).
Purity ≥96% (HPLC, NMR)
Appearance Off-white solid.
Solubility Soluble in DMSO, acetone or chloroform.
Identity Determined by 1H-NMR.
Origin Manufactured by BioViotica.
InChi Key MDFZYGLOIJNNRM-ADZJIBGLSA-N
Product Type Chemical
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Use/Stability Stable for at least 2 years after receipt when stored at -20°C. Store solutions at -20°C in the dark.
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Product Description

  • Steroidal triterpene.
  • Antibiotic.
  • Antibacterial. Shows broad activity against Gram positive and negative bacteria.
  • Mycotoxin.
  • Antifungal.
  • Antitumor agent. Cytotoxic against different human cancer cells.
  • Antituberculosis agent.
  • Oxidized LDL uptake inhibitor.
  • Phytotoxin.
  • Inhibitor of the protein biosynthesis through archeal elongation factor 2 (EF-2).

Product References

  1. The nature of the antibiotic substances produced by Aspergillus fumigatus: S.A. Waksman, et al.; J. Bacteriol. 47, 391 (1944)
  2. Activity of helvolic acid against Mycobacterium tuberculosis: M.A. Jennings; Nature 156, 633 (1945)
  3. Mold metabolites VIII. Contribution to the eluciation of the structure of helvolic acid: D.J. Cram, et al.; JACS 20, 5275 (1956)
  4. Revised structure of helvolic acid: S. Iwasaki, et al.; Chem. Commun. 1970, 1119 (1970)
  5. Inhibition of oxidized low-density lipoprotein metabolism in macrophage J774 by helvolic acid: K.H. Shinohara, & A. Endo; Biochim. Biophys. Acta 1167, 303 (1993)
  6. Isolation and phytotoxic effects of helvolic acid from plant pathogenic fungus Sarocladium oryzae: J.S.M. Tschen, et al.; Bot. Bull. Acad. Sin. 38, 251 (1997)
  7. Fusidic and helvolic acid inhibition of elongation factor 2 from the archaeon Sulfolobus solfataricus: E. De Vendittis, et al.; 41, 14879 (2002)
  8. Cytotoxic alkaloids and antibiotic nordammarane triterpenoids from the marine derived fungus Aspergillus sydowi: M. Zhang, et. al.; J. Nat. Prod. 71, 985 (2008)
  9. Protostadienol biosynthesis and metabolism in the pathogenic fungus Aspergillus fumigatus: S. Lodeiro, et al.; Org. Lett. 11, 1241 (2009)
  10. In vitro synergistic antibacterial activities of helvolic acid on multi-drug resistant Staphylococcus aureus: L. Qin, et al.; Nat. Prod. Res. 23, 309 (2009)
  11. Antimicrobial metabolites from the endophytic fungus Pichia guilliermondii isolated from Paris polyphylla var. yunnanensis: J. Zhao, et al.; Molecules 15, 7961 (2010)
  12. Culture condition-dependent metabolite profiling of Aspergillus fumigatus with antifungal activity: D. Kang, et al.; Fungal Biol. 117, 211 (2013)
  13. Synergistic antitumor efficacy of antibacterial helvolic acid from Cordyceps taii and cyclophosphamide in a tumor mouse model: J.H. Xiao, et al.; Exp. Biol. Med. 242, 214 (2017)
  14. Antituberculosis compounds from a deep-sea-derived fungus Aspergillus sp. SCSIO Ind09F01: X. Lou, et al.; Nat. Prod. Res. (Epub ahead of print) (2017)
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