A cytotoxic indole alkaloid
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.

(−)-Voacangarine

Item No. 25468

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
20S-hydroxy-12-methoxy-ibogamine-18-carboxylic acid, methyl ester
CAS Number
545-84-6
Synonyms
  • NSC 306219
  • (−)-Voacristine
Molecular Formula
C22H28N2O4
Formula Weight
384.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMSO: 16 mg/mlDMSO:PBS(pH 7.2) (1:3): 0.33 mg/ml
λmax
219, 280 nm
SMILES
[H][C@]12[C@]([C@@H](O)C)([H])C[C@]3([H])C[C@@]1(C(OC)=O)C4=C(C(C=C(OC)C=C5)=C5N4)CC[N@]2C3
InChi Code
InChI=1S/C22H28N2O4/c1-12(25)16-8-13-10-22(21(26)28-3)19-15(6-7-24(11-13)20(16)22)17-9-14(27-2)4-5-18(17)23-19/h4-5,9,12-13,16,20,23,25H,6-8,10-11H2,1-3H3/t12-,13+,16+,20-,22+/m0/s1
InChi Key
OYMQKBZMKFJPMH-VJMPXSKLSA-N
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

    1 mg

    $90

    Add

    5 mg

    $392

    Add

    10 mg

    $696

    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

    (–)-Voacangarine is an indole alkaloid originally isolated from V. africana that is cytotoxic to HepG2, A375, MDA-MB-231, SH-SY5Y, and CT26 cells (IC50s = 20 µg/ml).1,2 It is cytostatic to wild-type S. cerevisiae and cytotoxic to Δrad3-e5 and Δrad6-1 mutant S. cerevisiae, which are defective in DNA strand break repair and the mutagenic repair pathway, respectively.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stauffacher, D., and Seebeck, E. Voacangarine, a new alkaloid from Voacanga africana. Helv. Chim. Acta 41(1), 169-180 (1958).

    2. Chen, H.-M., Yang, Y.-T., Li, H.-X., et al. Cytotoxic monoterpenoid indole alkaloids isolated from the barks of Voacanga africana Staph. Nat. Prod. Res. 30(10), 1144-1149 (2016).

    3. Melo, A.A., Querol, C.B., Henriques, A.T., et al. Cytostatic, cytotoxic and mutagenic effects of voacristine, an indole alkaloid in wild-type and repair-deficient yeasts. Mutat. Res. 171(1), 17-24 (1986).