Description
Harringtonine, isolated from Cephalotaxus harringtonia, inhibits protein synthesis at low micromolar concentrations and immobilizes ribosomes immediately after the initiation of translation.
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 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
Flash Point
364.7±31.5 °C
Solubility
Soluble in DMSO
Appearance
White crystalline powder
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).
Color
Off-White to Pale Orange
pKa
11.62±0.29(Predicted)
Uses
Specific anti-leukemia drug.
Vapor Pressure
0.0±2.2 mmHg at 25°C