A fungal 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.

Streptazolin

Item No. 27266

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-ethylidene-2aS,3S,4Z,6,7,7bS-hexahydro-3-hydroxy-1H-2-oxa-7a-azacyclopent[cd]inden-1-one
CAS Number
80152-07-4
Synonyms
  • (+)-Streptazolin
Molecular Formula
C11H13NO3
Formula Weight
207.2
Purity
≥70%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Dichloromethane: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O=C1O[C@]([C@]2([H])C/3=CCCN21)([H])[C@@H](O)C3=C/C
InChi Code
InChI=1S/C11H13NO3/c1-2-6-7-4-3-5-12-8(7)10(9(6)13)15-11(12)14/h2,4,8-10,13H,3,5H2,1H3/b6-2-/t8-,9-,10-/m0/s1
InChi Key
OJIUACOQFBQCDF-IKXJTIOISA-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

    $72

    Add

    5 mg

    $319

    Add
    Product Description

    Streptazolin is a fungal metabolite originally isolated from S. viridochromogenes.1 It increases NF-κB activity when used at concentrations ranging from 60 to 130 µg/ml, at least in part, via PI3K signaling.2 Streptazolin enhances TNF-α secretion induced by LPS and enhances IL-8 secretion when used alone or in combination with LPS in THP-1 Blue cells.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Drautz, H., Zaehner, H., Kupfer, E., et al. Metabolic products of microorganisms. 205. Isolation and structure of streptazolin. Helv. Chim. Acta. 64(6), 1752-1765 (1981).

    2. Perry, J.A., Koteva, K., Verschoor, C.P., et al. A macrophage-stimulating compound from a screen of microbial natural products. J. Antibiot. (Tokyo) 68(1), 40-46 (2015).