HARRINGTONINE

Category	Influenza Virus
CAS	26833-85-2
Description	Harringtonine, isolated from Cephalotaxus harringtonia, inhibits protein synthesis at low micromolar concentrations and immobilizes ribosomes immediately after the initiation of translation.

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Product Information

Synonyms	2'R-Harringtonine; Alkaloid C from cephalotaxus; Harringtonin; NSC 124147; Cephalotaxine, 4-methyl (2R)-2-hydroxy-2-(3-hydroxy-3-methylbutyl)butanedioate (ester)
Molecular Weight	531.59
Molecular Formula	C28H37NO9
Canonical SMILES	CC(C)(CCC(CC(=O)OC)(C(=O)OC1C2C3=CC4=C(C=C3CCN5C2(CCC5)C=C1OC)OCO4)O)O
InChI	1S/C28H37NO9/c1-26(2,32)8-9-28(33,15-22(30)35-4)25(31)38-24-21(34-3)14-27-7-5-10-29(27)11-6-17-12-19-20(37-16-36-19)13-18(17)23(24)27/h12-14,23-24,32-33H,5-11,15-16H2,1-4H3/t23?,24-,27+,28?/m0/s1
InChIKey	HAVJATCHLFRDHY-VZBLPSLPSA-N
Boiling Point	679.4±55.0 °C \| Condition: Press: 760 Torr
Melting Point	73-75°C
Flash Point	364.7±31.5 °C
Purity	>98%
Density	1.35±0.1 g/cm3
Solubility	Soluble in DMSO
Appearance	White crystalline powder
Shelf Life	2 years
Storage	Store in a cool and dry place and at 0 - 4°C for short term (days to weeks) or -144°C for long term (months to years).
Complexity	953
Exact Mass	531.24683176
Index Of Refraction	1.610
In Vitro	Harringtonine inhibits the elongation phase of translation by preventing substrate binding to the acceptor site on the 60-S ribosome subunit and therefore block aminoacyl-tRNA binding and peptide bond formation. Harringtonine displays potent inhibition of Chikungunya virus infection with an EC50 of 0.24 μM. Harringtonine could inhibit other alphaviruses. Harringtonine inhibits the growth of human myeloid leukemia cells in vitro at low concentrations. The mechanism of the antitumor action of harringtonine is considered to be an effect on protein synthesis and is characterized by breakdown of polysomes to monosomes.
PSA	123.99000
Target	Influenza Virus
Vapor Pressure	0.0±2.2 mmHg at 25°C
XLogP3-AA	0.5