Venturicidin A

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 571281

CAS#: 33538-71-5

Description: Venturicidin A is an antifungal antibiotic.

Chemical Structure

Venturicidin A
CAS# 33538-71-5

Theoretical Analysis

MedKoo Cat#: 571281
Name: Venturicidin A
CAS#: 33538-71-5
Chemical Formula: C41H67NO11
Exact Mass: 749.4714
Molecular Weight: 749.98
Elemental Analysis: C, 65.66; H, 9.01; N, 1.87; O, 23.47

Price and Availability

Size Price Availability Quantity
1.0mg USD 350.0 2 Weeks
5.0g USD 850.0 2 Weeks
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Synonym: Venturicidin A; A-130; A130; A 130; AA 0368; AA-0368; AA0368

IUPAC/Chemical Name: (2R,3R,4R,6R)-3-hydroxy-6-(((1R,5S,6R,8R,9E,11R,15Z,17R)-1-hydroxy-5-((2R,4R,5S,6S)-5-hydroxy-4,6-dimethyl-7-oxononan-2-yl)-6,8,16,18-tetramethyl-3-oxo-4,21-dioxabicyclo[15.3.1]henicosa-9,15,18-trien-11-yl)oxy)-2-methyltetrahydro-2H-pyran-4-yl carbamate


InChi Code: InChI=1S/C41H67NO11/c1-10-32(43)29(8)36(45)26(5)20-28(7)38-27(6)19-23(2)15-16-31(50-35-21-33(51-40(42)47)37(46)30(9)49-35)14-12-11-13-24(3)39-25(4)17-18-41(48,53-39)22-34(44)52-38/h13,15-17,23,26-31,33,35-39,45-46,48H,10-12,14,18-22H2,1-9H3,(H2,42,47)/b16-15+,24-13-/t23-,26+,27+,28+,29+,30+,31+,33+,35-,36-,37+,38-,39+,41+/m0/s1

SMILES Code: CCC([C@H]([C@H]([C@@H](C[C@H]([C@H]1OC(C[C@]2(CC=C([C@@H](/C(C)=C\CCC[C@H](/C=C/[C@@H](C[C@H]1C)C)O[C@H]3C[C@H]([C@@H]([C@H](O3)C)O)OC(N)=O)O2)C)O)=O)C)C)O)C)=O

Appearance: Solid powder

Purity: >95% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 749.98 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Brufani M, Cellai L, Musu C, Keller-Schierlein W. [229. Metabolic products of microorganisms. 102. The structure of venturicidin A and B]. Helv Chim Acta. 1972;55(7):2329-46. German. PubMed PMID: 4637271.

2: RHODES A, FANTES KH, BOOTHROYD B, McGONAGLEMP, CROSSE R. Venturicidin: a new antifungal antibiotic of potential use in agriculture. Nature. 1961 Dec 9;192:952-4. PubMed PMID: 14491780.

3: Akita H, Yamada H, Oishi T, Yamaguchi I. Identity of aabomycin A with venturicidins. Agric Biol Chem. 1990 Sep;54(9):2465-6. PubMed PMID: 1368582.

4: Akita H. [The use of microbial and enzymatic function in organic synthesis. Total synthesis of the aglycone of venturicidins A and B]. Yakugaku Zasshi. 1990 Nov;110(11):789-806. Review. Japanese. PubMed PMID: 2082010.

5: Otoguro K, Ishiyama A, Namatame M, Nishihara A, Furusawa T, Masuma R, Shiomi K, Takahashi Y, Yamada H, Omura S. Selective and potent in vitro antitrypanosomal activities of ten microbial metabolites. J Antibiot (Tokyo). 2008 Jun;61(6):372-8. doi: 10.1038/ja.2008.52. PubMed PMID: 18667785.

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7: Fourati-Ben Fguira L, Smaoui S, Karray-Rebai I, Bejar S, Mellouli L. The antifungal activity of the terrestrial Streptomyces US80 strain is induced by heat-killed fungi. Biotechnol J. 2008 Aug;3(8):1058-66. doi: 10.1002/biot.200700155. PubMed PMID: 18481262.

8: Evron Y, Pick U. Modification of Sulfhydryl Groups in the [gamma]-Subunit of Chloroplast-Coupling Factor 1 Affects the Proton Slip through the ATP Synthase. Plant Physiol. 1997 Dec;115(4):1549-1555. PubMed PMID: 12223880; PubMed Central PMCID: PMC158621.

9: Galmiche JM, Pezennec S, Zhao R, Girault G, Baeuerlein E. The prokaryotic thermophilic TF1-ATPase is functionally compatible with the eukaryotic CFo-part of the chloroplast ATP-synthase. FEBS Lett. 1994 Jan 31;338(2):152-6. PubMed PMID: 8307173.

10: Ooi BG, Novitski CE, Nagley P. DNA sequence analysis of the oli1 gene reveals amino acid changes in mitochondrial ATPase subunit 9 from oligomycin-resistant mutants of Saccharomyces cerevisiae. Eur J Biochem. 1985 Nov 4;152(3):709-14. PubMed PMID: 2932333.

11: Fourati-Ben Fguira L, Fotso S, Ben Ameur-Mehdi R, Mellouli L, Laatsch H. Purification and structure elucidation of antifungal and antibacterial activities of newly isolated Streptomyces sp. strain US80. Res Microbiol. 2005 Apr;156(3):341-7. Epub 2004 Dec 15. PubMed PMID: 15808937.