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Securinine

Securinine

Product ID S1609
Cas No. 5610-40-2
Purity ≥98%
Product Unit SizeCostQuantityStock
10 mg $105.30 In stock
25 mg $225.40 In stock
100 mg $450.80 In stock
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Securinine is an alkaloid found in Securinega leaves and roots that exhibits anticancer, antifungal, neuromodulatory, cognition enhancing, and neuroprotective activities. Securinine induces G1 phase cell cycle arrest, upregulates expression of p53 and Bax, and downregulates expression of Bcl-2, PI3K, mTOR, and p70s6k in breast cancer cells and promyelocytic leukemia cells. Securinine activates p38 MAPK, enhancing monocyte antibacterial activity in vitro as well. This compound also exhibits antimicrobial activity against Alternaria, Curvularia, and Helminthosporum. Additionally, securinine inhibits GABA-A receptors, decreases AChE activity, and suppresses amyloid-β (Aβ)-induced glial inflammatory responses in animal models of Alzheimer’s disease, improving cognitive deficits.

Product Info

Cas No.

5610-40-2

Purity

≥98%

Formula

C13H15NO2

Formula Wt.

217.26

Chemical Name

Securinan-11-one

IUPAC Name

(1S,2R,8S)-14-oxa-7-azatetracyclo[6.6.1.01,11.02,7]pentadeca-9,11-dien-13-one

Melting Point

142-143°C

Solubility

Soluble in ethanol 16 mg/mL, DMSO 50 mg/mL. Insoluble in water.

Appearance

Yellow crystal

Shipping and Storage

Store Temp

-20°C

Ship Temp

Ambient

Downloads

MSDS

S1609 MSDS PDF

Info Sheet

S1609 Info Sheet PDF

References

Han S, Zhang G, Li M, et al. L-securinine induces apoptosis in the human promyelocytic leukemia cell line HL-60 and influences the expression of genes involved in the PI3K/AKT/mTOR signaling pathway. Oncol Rep. 2014 May;31(5):2245-51. PMID: 24676995.

Li M, Han S, Zhang G, et al. Antiproliferative activity and apoptosis-inducing mechanism of L-securinine on human breast cancer MCF-7 cells. Pharmazie. 2014 Mar;69(3):217-23. PMID: 24716413.

Shipman M, Lubick K, Fouchard D, et al. Proteomic and systems biology analysis of monocytes exposed to securinine, a GABA(A) receptor antagonist and immune adjuvant. PLoS One. 2012;7(9):e41278. PMID: 23028424.

Singh AK, Pandey MB, Singh S, et al. Antifungal Activity of Securinine against Some Plant Pathogenic Fungi. Mycobiology. 2008 Jun;36(2):99-101. PMID: 23990741.

Lin X, Jun-Tian Z. Neuroprotection by D-securinine against neurotoxicity induced by beta-amyloid (25-35). Neurol Res. 2004 Oct;26(7):792-6. PMID: 15494124.

Rana S, Gupta K, Gomez J, et al. Securinine induces p73-dependent apoptosis preferentially in p53-deficient colon cancer cells. FASEB. 2010 Jun;24(6):2126-2134. PMID: 20133503.

Custom Order

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