An alkaloid with diverse actions
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Tryptanthrin

Item No. 17913

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
indolo[2,1-b]quinazoline-6,12-dione
CAS Number
13220-57-0
Synonyms
  • NSC 349447
Molecular Formula
C15H8N2O2
Formula Weight
248.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/ml
λmax
225, 252, 279, 311, 394 nm
SMILES
O=C1N2C(C(C3=C2C=CC=C3)=O)=NC4=C1C=CC=C4
InChi Code
InChI=1S/C15H8N2O2/c18-13-10-6-2-4-8-12(10)17-14(13)16-11-7-3-1-5-9(11)15(17)19/h1-8H
InChi Key
VQQVWGVXDIPORV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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

    $36

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    5 mg

    $70

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    10 mg

    $120

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    25 mg

    $253

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    Product Description

    Tryptanthrin is an alkaloid tryptophan derivative originally isolated from various plants and found to have antimicrobial actions. Among its many actions in cells, it inhibits both 5-lipoxygenase and cyclooxygenase-2 (IC50s = 600 and 64 nM, respectively).1,2 Tryptanthrin suppresses angiogenesis in vivo and blocks signaling through VEGFR2 at the level of ERK1/2 signaling in vitro.3 It also prevents ERK signaling through Nrf2, reducing oxidative stress-induced hepatocytotoxicity.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pergola, C., Jazzar, B., Rossi, A., et al. On the inhibition of 5-lipoxygenase product formation by tryptanthrin: Mechanistic studies and efficacy in vivo. Br. J. Pharmacol. 165(3), 765-776 (2012).

    2. Danz, H., Stoyanova, S., Wippich, P., et al. Identification and isolation of the cyclooxygenase-2 inhibitory principle in Isatis tinctoria. Planta Med. 67(5), 411-416 (2001).

    3. Liao, X., Zhou, X., Mak, N.K., et al. Tryptanthrin inhibits angiogenesis by targeting the VEGFR2-mediated ERK1/2 signalling pathway. PLoS One 8(12), (2013).

    4. Moon, S.Y., Lee, J.H., Choi, H.Y., et al. Tryptanthrin protects hepatocytes against oxidative stress via activation of the extracellular signal-regulated kinase/NF-E2-related factor 2 pathway. Biol. Pharm. Bull. 37(10), 1633-1640 (2014).