Helvolic acid

Name: Helvolic acid
SKU: H174466
Availability: InStock

Product ID H174466

Cas No. 29400-42-8

Purity ≥98%

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Description

Helvolic acid is a well-known fungal metabolite that inhibits protein synthesis through elongation factor G on the bacterial ribosome. It has shown in vitro antitrypanosomal activity against Trypanosoma brucei brucei GUTat3.1 with IC50 value of 5.08 µg/mL. Helvolic acid has also been found to be weakly cytotoxic against normal human diploid fibroblasts with IC50 value of >100 µg/mL. Furthermore, Helvolic acid has shown to exhibit strong antibacterial activities against two gram-positive bacteria: B. subtilis and methicillin-resistant Staphylococcus aureus.

Product Info

Cas No.	29400-42-8
Purity	≥98%
Formula	C₃₃H₄₄O₈
Formula Wt.	568.71
Chemical Name	(2Z)-2-[(4S,5S,6S,8S,9S,10R,13R,14S,16S)-6,16-diacetyloxy-4,8,10,14-tetramethyl-3,7-dioxo-5,6,9,11,12,13,15,16-octahydro-4H-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoic acid
IUPAC Name	(4α,5α,6β,8α,9β,13α,14β,16β,17E)-6,16-Diacetoxy-4,8,14-trimethyl-3,7-dioxo-18-norcholesta-1,17,24-trien-21-oic acid
Synonym	Fumigacin, NSC 319943, BRN 3230584
Solubility	Soluble in DMSO, acetone or chloroform. Insoluble in water.
Appearance	White to Off-White powder

Shipping and Storage

Store Temp	-20°C
Ship Temp	Ambient

Downloads

MSDS	H174466 MSDS PDF
Info Sheet	H174466 Info Sheet PDF

References

Ganaha M, Yoshii K, Otsuki Y, et al. In vitro antitrypanosomal activity of the secondary metabolites from the mutant strain IU-3 of the insect pathogenic fungus Ophiocordyceps coccidiicola NBRC 100683. Chem Pharm Bull (Tokyo). 2016;64(7):988-990. PMID: 27373660.

Jayanetti DR, Yue Q, Bills GF, et al. Hypocoprins A-C: new sesquiterpenoids from the coprophilous fungus Hypocopra rostrata. J Nat Prod. 2015 Mar 27;78(3):396-401. PMID: 25549014.

Ratnaweera PB, Williams DE, de Silva ED, et al. Helvolic acid, an antibacterial nortriterpenoid fmor the fungal endophyte, Xylaria sp. of orchid Anoectochilus setaceus endemic to Sri Lanka. Mycology. 2014 Mar;5(1):23-28. PMID: 24772371.

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Helvolic acid

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