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Harringtonine

Harringtonine

Product ID H0169
Cas No. 26833-85-2
Purity ≥98%
Product Unit SizeCostQuantityStock
5 mg $182.50 In stock
10 mg $313.50 In stock
25 mg $610.60 In stock
Bulk Quote

Quicklinks

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

Description

Harringtonine is a cephalotaxine alkaloid originally found in Cephalotaxus hainanensis Li; it exhibits antiviral and anticancer activities. Harringtonine immobilizes initiated ribosomes, inhibiting protein translation by binding the A site of the 60 S ribosomal subunit and preventing aminoacyl-tRNA binding. Harringtonine inhibits chikungunya virus infection, suppressing replication, RNA production, and viral protein expression. Alone, harringtonine downregulates production of Mcl-1, increases cleavage of PARP, and inhibits cell growth in acute promyelocytic leukemia (APL) cells. Additionally, this compound improves the efficacy of co-administered chemotherapeutic compounds, further inhibiting proliferation and inducing apoptosis in leukemia cells.

Product Info

Cas No.

26833-85-2

Purity

≥98%

Formula

C28H37NO9

Formula Wt.

531.59

IUPAC Name

1-O-[(2S,3S,6R)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl] 4-O-methyl (2R)-2-hydroxy-2-(3-hydroxy-3-methylbutyl)butanedioate

Synonym

Cephalotaxine, 4-methyl (2R)-2-hydroxy-2-(3-hydroxy-3- methylbutyl)butanedioate (ester) (9CI)

Melting Point

73-75°C

Solubility

Does not mix well with water. Soluble in DMSO to 100 mM and in ethanol to 50 mM.

Appearance

White to off white powder

Shipping and Storage

Store Temp

-20°C

Ship Temp

Ambient

Downloads

MSDS

H0169 MSDS PDF

Info Sheet

H0169 Info Sheet PDF

Brochures

Natural Products Booklet

References

Wu C, Shen H, Xia D. Harringtonine induces apoptosis in NB4 cells through down-regulation of Mcl-1. Zhejiang Da Xue Xue Bao Yi Xue Ban. 2013 Jul;42(4):431-6. PMID: 24022932.

Kaur P, Thiruchelvan M, Lee RC, et al. Inhibition of chikungunya virus replication by harringtonine, a novel antiviral that suppresses viral protein expression. Antimicrob Agents Chemother. 2013 Jan;57(1):155-67. PMID: 23275491.

Ingolia NT, Brar GA, Rouskin S, et al. The ribosome profiling strategy for monitoring translation in vivo by deep sequencing of ribosome-protected mRNA fragments. Nat Protoc. 2012 Jul 26;7(8):1534-50. PMID: 22836135.

Zhang C, Li Y, Ma H, et al. Simultaneous multi-parameter observation of Harringtonine-treating HL-60 cells with both two-photon and confocal laser scanning microscopy. Sci China C Life Sci. 2001 Aug;44(4):383-91. PMID: 18726419.

Fresno M, Jiménez A, Vázquez D. Inhibition of translation in eukaryotic systems by harringtonine. Eur J Biochem. 1977 Jan;72(2):323-30. PMID: 319998.

Custom Order

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