A macrolide antibiotic
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Virustomycin A

Item No. 27736

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[(2-hydroxy-5-oxo-1-cyclopenten-1-yl)amino]-4-oxo-2-butenoic acid, (2R,4R,5S,6R)-2-[(1S,2R,3S)-3-[(2R,3S,4E,6E,9R,10S,11S,12R,13R,14E,16Z)-11-ethyl-10,12-dihydroxy-3,17-dimethoxy-7,9,13,15-tetramethyl-18-oxooxacyclooctadeca-4,6,14,16-tetraen-2-yl]-2-hydroxy-1-methylbutyl]tetrahydro-2-hydroxy-5-methyl-6-(1E)-1-propen-1-yl-2H-pyran-4-yl ester
CAS Number
84777-85-5
Synonyms
  • AM 2604A
Molecular Formula
C48H71NO14
Formula Weight
886.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: solubleEthanol: solubleMethanol: soluble
SMILES
O=C1O[C@H]([C@@H](C)[C@@H](O)[C@H](C)[C@@]2(O)C[C@@H](OC(/C=C/C(NC3=C(O)CCC3=O)=O)=O)[C@H](C)[C@@H](/C=C\C)O2)[C@@H](OC)/C=C/C=C(C)/C[C@@H](C)[C@H](O)[C@H](CC)[C@H](O)[C@H](C)/C=C(C)\C=C1\OC
InChi Code
InChI=1S/C48H71NO14/c1-12-15-36-30(7)39(61-41(53)21-20-40(52)49-42-34(50)18-19-35(42)51)25-48(58,63-36)32(9)45(56)31(8)46-37(59-10)17-14-16-26(3)22-28(5)43(54)33(13-2)44(55)29(6)23-27(4)24-38(60-11)47(57)62-46/h12,14-17,20-21,23-24,28-33,36-37,39,43-46,50,54-56,58H,13,18-19,22,25H2,1-11H3,(H,49,52)/b15-12-,17-14+,21-20+,26-16+,27-23-,38-24+/t28-,29-,30-,31+,32+,33+,36-,37+,39-,43+,44-,45-,46-,48-/m1/s1
InChi Key
YIKWIQAIKGWYCF-HKFOAFLBSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    500 µg

    $72

    Add

    1 mg

    $108

    Add

    5 mg

    $429

    Add
    Cayman Chemical
    Neutrophil Biology Wall Poster

    Explore how neutrophils shape the immune response in health and disease. This poster highlights neutrophil pathogen defense mechanisms, including phagocytosis, degranulation, and NETosis, as well as neutrophil roles in inflammation and NET-associated pathologies.

    DOWNLOAD NOW
    Product Description

    Virustomycin A is a macrolide antibiotic originally isolated from Streptomyces.1,2 It is active against infectious and plant pathogenic fungi, including T. vaginalis and P. oryzae (MICs = 6.25 and 12.5 µg/ml, respectively), as well as the parasite T. foetus (MIC = 25 µg/ml).1 It also decreases plaque formation by RNA and DNA viruses (ED50 = 0.0003 µg/ml for all). Virustomycin A is active against the GUTat 3.1 strain of T. brucei brucei, but not the STIB900 strain of T. brucei rhodesiense (IC50s = 0.45 and 480 ng/ml, respectively), and induces cytotoxicity in human MRC-5 cells with an IC50 value of 80 ng/ml.3 It inhibits RNA, DNA, and protein synthesis in T. foetus.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Omura, S., Shimizu, H., Iwai, Y., et al. AM-2604 A, a new antiviral antibiotic produced by a strain of Streptomyces. J. Antibiot. (Tokyo) 35(12), 1632-1637 (1982).

    2. Omura, S., Otogguro, K., and Tanaka, H. The mode of action of a novel 18-membered macrolide, virustomycin A (AM-2604 A), on Trichomonas foetus. J. Antibiot. (Tokyo) 36(12), 1755-1761 (1983).

    3. Otoguro, K., Ishiyama, A., Namatame, M., et al. Selective and potent in vitro antitrypanosomal activities of ten microbial metabolites. J. Antibiot. (Tokyo) 61(6), 372-378 (2008).