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BioViotica
Helvolic acid
80
CHF
CHF 80.00
In stock
BVT-0435-M0011 mgCHF 80.00
BVT-0435-M0055 mgCHF 250.00
Product Details | |
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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 | |
MSDS | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
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
- 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)