An antibiotic with antitumor properties
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.

Chrysomycin A

Item No. 14188

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-(6-deoxy-3-C-methyl-β-gulopyranosyl)-8-ethenyl-1-hydroxy-10,12-dimethoxy-6H-benzo[d]naphtho[1,2-b]pyran-6-one
CAS Number
82196-88-1
Synonyms
  • Albacarcin V
  • NSC 613946
  • Virenomycin V
Molecular Formula
C28H28O9
Formula Weight
508.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: slightly solubleMethanol: slightly soluble
SMILES
O=C(O1)C2=C(C(OC)=CC(C=C)=C2)C3=C1C4=C(C5O[C@@H](C)[C@@H](O)[C@](C)(O)[C@@H]5O)C=CC(O)=C4C(OC)=C3
InChi Code
InChI=1S/C28H28O9/c1-6-13-9-16-20(18(10-13)34-4)15-11-19(35-5)22-17(29)8-7-14(21(22)23(15)37-27(16)32)24-26(31)28(3,33)25(30)12(2)36-24/h6-12,24-26,29-31,33H,1H2,2-5H3/t12-,24?,25+,26+,28-/m0/s1
InChi Key
OMDANBMKOUVKAG-YROGDRKISA-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

    250 µg

    $152

    Add

    1 mg

    $395

    Add
    Cayman Chemical
    Visit Our Cancer Resource Center
    Find Tools & Resources to Study the Hallmarks of Cancer
    • Cancer cell signaling & regulation
    • Cancer metabolism
    • Tumor microenvironment
    EXPLORE NOW
    Product Description

    Chrysomycin A is an antibiotic isolated from a strain of Streptomyces.1 It is structurally very similar to gilvocarcin V, an inhibitor of topoisomerase II which promotes DNA cross-linking with histone 3 and GRP78 when photoactivated by near-UV light.2,3,4 Chrysomycin A inhibits DNA synthesis in bacteria and suppresses the growth of transplantable tumors in mice.5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Strelitz, F., Flon, H., and Asheshov, I.N. Chrysomycin: A new antibiotic substance for bacterial viruses. J. Bacteriol. 69(3), 280-283 (1955).

    2. Weiss, U., Yoshihira, K., Highet, R.J., et al. The chemistry of the antibiotics chrysomycin A and B. Antitumor activity of chrysomycin A. J. Antibiot. (Tokyo) 35(9), 1194-1201 (1982).

    3. Lorico, A., and Long, B.H. Biochemical characterisation of elsamicin and other coumarin-related antitumour agents as potent inhibitors of human topoisomerase II. Eur. J. Cancer 29A(14), 1985-1991 (1993).

    4. Matsumoto, A., and Hanawalt, P.C. Histone H3 and heat shock protein GRP78 are selectively cross-linked to DNA by photoactivated gilvocarcin V in human fibroblasts. Cancer Res. 60(14), 3921-3926 (2000).

    5. Wei, T.T., Byrne, K.M., Warnick-Pickle, D., et al. Studies on the mechanism of action of gilvocarcin V and chrysomycin A. J. Antibiot. (Tokyo) 35(4), 545-548 (1982).

    6. Matson, J.A., Rose, W.C., Bush, J.A., et al. Antitumor activity of chrysomycins M and V. J. Antibiot. (Tokyo) 42(9), 1446-1448 (1989).