An anthracycline bacterial metabolite
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.

Steffimycin B

Item No. 28087

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,3S,4R)-4-[(6-deoxy-2,4-di-O-methyl-α-L-mannopyranosyl)oxy]-3,4-dihydro-2,5,7-trihydroxy-3,9-dimethoxy-2-methyl-1,6,11(2H)-naphthacenetrione
CAS Number
54526-94-2
Synonyms
  • NSC 204855
  • U 40615
Molecular Formula
C29H32O13
Formula Weight
588.6
Purity
≥99%
Formulation (Request formulation change)
A lyophilisate
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
OC1=CC(OC)=CC2=C1C(C(C(O)=C([C@@H](O[C@]3([H])O[C@@H](C)[C@H](OC)[C@@H](O)[C@H]3OC)[C@H](OC)[C@](C)(O)C4=O)C4=C5)=C5C2=O)=O
InChi Code
InChI=1S/C29H32O13/c1-10-23(38-4)22(34)25(39-5)28(41-10)42-24-18-14(26(35)29(2,36)27(24)40-6)9-13-17(21(18)33)20(32)16-12(19(13)31)7-11(37-3)8-15(16)30/h7-10,22-25,27-28,30,33-34,36H,1-6H3/t10-,22+,23-,24+,25+,27-,28-,29+/m0/s1
InChi Key
VHJWDTPKSIFZBV-IDORXPLKSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature 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

    1 mg

    $334

    Add

    5 mg

    $1,082

    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

    Steffimycin B is an anthracycline bacterial metabolite originally isolated from Streptomyces.1 It binds to DNA, preferentially intercalating at sites containing cytosine and guanine.2 Steffimycin B is cytotoxic to MCF-7, KB, NCI-H187, and Vero cells (IC50s = 3.5, 6.75, 3.28, and 10.5 μM, respectively).3 It is active against M. tuberculosis (MIC = 5.2 nM), B. cereus (MIC = 1.56 μg/ml), and P. falciparum (IC50 = 2.19 μM).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Trenado-Uribe, M., Silva-Miranda, M., Rivero-Cruz, J.F., et al. Antimycobacterial activity of an anthracycline produced by an endophyte isolated from Amphipterygium adstringens. Mol. Biol. Rep. 45(6), 2563-2570 (2018).

    2. Jones, M.B., Holistein, U., and Allen, F.S. Site specificity of binding of antitumor antibiotics to DNA. Biopolymers 26(1), 121-135 (1987).

    3. Intaraudom, C., Bunbamrung, N., Dramae, A., et al. Antimalarial and antimycobacterial agents from Streptomyces sp. BCC27095. Tetrahedron Lett. 56(49), 6875-6877 (2015).