BioViotica

Helvolic acid

Name: Helvolic acid
Brand: BioViotica
SKU: BVT-0435
Price: 80.00 CHF
Availability: InStock

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BVT-0435-M0011 mgCHF 80.00

BVT-0435-M0055 mgCHF 250.00

Specifications / Handling

More Information
Product Details
Synonyms	Fumigacin; NSC 319943; BRN 3230584
Product Type	Chemical
Properties
Formula	C₃₃H₄₄O₈
MW	568.7
CAS	29400-42-8
RTECS	RC1370000
Source/Host Chemicals	Isolated from Aspergillus fumigatus (Strain WDMH-35).
Purity Chemicals	≥96% (HPLC, NMR)
Appearance	Off-white solid.
Solubility	Soluble in DMSO, acetone or chloroform.
Identity	Determined by ¹H-NMR.
Declaration	Manufactured by BioViotica.
InChi Key	MDFZYGLOIJNNRM-ADZJIBGLSA-N
Smiles	[H]C12CCC3[C@@]4(C)C=CC(=O)C(C)C4([H])[C@H](OC(C)=O)C(=O)C3(C)[C@@]1(C)C[C@H](OC(C)=O)\C2=C(\CCC=C(C)C)C(O)=O
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.
Documents
Safety Data Sheet	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Scientific Background Information

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-specific References

The nature of the antibiotic substances produced by Aspergillus fumigatus: S.A. Waksman, et al.; J. Bacteriol. 47, 391 (1944)
Activity of helvolic acid against Mycobacterium tuberculosis: M.A. Jennings; Nature 156, 633 (1945)
Mold metabolites VIII. Contribution to the eluciation of the structure of helvolic acid: D.J. Cram, et al.; JACS 20, 5275 (1956)
Revised structure of helvolic acid: S. Iwasaki, et al.; Chem. Commun. 1970, 1119 (1970)
Inhibition of oxidized low-density lipoprotein metabolism in macrophage J774 by helvolic acid: K.H. Shinohara, & A. Endo; Biochim. Biophys. Acta 1167, 303 (1993)
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)
Fusidic and helvolic acid inhibition of elongation factor 2 from the archaeon Sulfolobus solfataricus: E. De Vendittis, et al.; 41, 14879 (2002)
Cytotoxic alkaloids and antibiotic nordammarane triterpenoids from the marine derived fungus Aspergillus sydowi: M. Zhang, et. al.; J. Nat. Prod. 71, 985 (2008)
Protostadienol biosynthesis and metabolism in the pathogenic fungus Aspergillus fumigatus: S. Lodeiro, et al.; Org. Lett. 11, 1241 (2009)
In vitro synergistic antibacterial activities of helvolic acid on multi-drug resistant Staphylococcus aureus: L. Qin, et al.; Nat. Prod. Res. 23, 309 (2009)
Antimicrobial metabolites from the endophytic fungus Pichia guilliermondii isolated from Paris polyphylla var. yunnanensis: J. Zhao, et al.; Molecules 15, 7961 (2010)
Culture condition-dependent metabolite profiling of Aspergillus fumigatus with antifungal activity: D. Kang, et al.; Fungal Biol. 117, 211 (2013)
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)
Antituberculosis compounds from a deep-sea-derived fungus Aspergillus sp. SCSIO Ind09F01: X. Lou, et al.; Nat. Prod. Res. 31, 1958 (2017)

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