Homoharringtonine An inhibitor of diphenylalanine formation & acetylphenylalanyl-puromycin

Homoharringtonine (CAS 26833-87-4)

Homoharringtonine | CAS 26833-87-4 is rated 5.0 out of 5 by 1.
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Synonym: Omacetaxine mepesuccinate; Cephalotaxine 4-methyl (2R)-2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate
Application: An inhibitor of diphenylalanine formation & acetylphenylalanyl-puromycin
CAS Number: 26833-87-4
Purity: ≥98%
Molecular Weight: 545.62
Molecular Formula: C29H39NO9
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Homoharringtonine is a cephalotaxine alkaloid which inhibits the formation of diphenylalanine and acetylphenylalanyl-puromycin in liver ribosomes. Homoharringtonine has promising activity in hematologic malignancies and functions as an antileukemic. Homoharringtonine blocks the elongation phase of translation by binding to the 60-S ribosome subunit. Additionally, homoharringtonine has been shown to lower telomerase levels, inhibit protein synthesis, and induce apoptosis.


References

1. Feldman, E., et al., 1992. Homoharringtonine is safe and effective for patients with acute myelogenous leukemia. Leukemia. 6(11): 1185-8. PMID: 1434802
2. Tujebajeva, R M., et al., 1992. Selective inhibition of the polypeptide chain elongation in eukaryotic cells. Biochimica et biophysica acta. 1129(2): 177-82. PMID: 1730056
3. Warrington, R C., et al., . Different effects of L-histidinol and homoharringtonine on 5-fluorouracil and bis-chloroethylnitrosourea activity in a murine model. Anticancer research. 11(5): 1879-83. PMID: 1768059
4. Kantarjian, H M., et al., 2001. Homoharringtonine: history, current research, and future direction. Cancer. 92(6): 1591-605. PMID: 11745238
5. Luo, Chang Ying., et al., 2004. Homoharringtonine: a new treatment option for myeloid leukemia. Hematology (Amsterdam, Netherlands). 9(4): 259-70. PMID: 15621733
6. Xie, Wan-Zhuo., et al., 2006. Homoharringtonine-induced apoptosis of human leukemia HL-60 cells is associated with down-regulation of telomerase. The American journal of Chinese medicine. 34(2): 233-44. PMID: 16552835

Appearance :
Powder
Physical State :
Solid
Derived From :
Cephalotaxus hainanensis
Solubility :
Soluble in DMSO (100 mM), ethanol (50 mM), water (partly), chloroform, and methanol.
Storage :
Store at 4° C
Melting Point :
143-145° C
Boiling Point :
~713.1° C at 760 mmHg (Predicted)
Density :
~1.3 g/cm3 (Predicted)
Refractive Index :
n20D 1.61 (Predicted)
Optical Activity :
α20/D -125°, c = 0.25 in chloroform
IC50 :
KB: IC50 = 4 nM (human); A549: IC50 = 30 nM (human); P388: IC50 = 31.16 nM (mouse); Cytotoxicity against drug-resistant human KB-VIN cells: IC50 = 0.51 µM
pK Values :
pKa: 11.6 (Predicted), pKb: 6.38 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
FK0260000
PubChem CID :
285033
Merck Index :
14: 10435
MDL Number :
MFCD03410264
Beilstein Registry :
5687925
SMILES :
CC(C)(CCC[C@](CC(=O)OC)(C(=O)O[C@H]1[C@H]2C3=CC4=C(C=C3CCN5[C@@]2(CCC5)C=C1OC)OCO4)O)O

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Homoharringtonine  Product Citations

See how others have used Homoharringtonine. Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 26762417  Chen, WL. et al. 2016. BMC Cancer. 16: 17.

Citations 1 to 1 of 1 total
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Rated 5 out of 5 by from Xie et al Xie et al. (PubMed ID 16552835) found that homoharringtonine decreased telomerase activity in human leukemia HL-60 (HL-60) cells and induced apoptosis. -SCBT Publication Review
Date published: 2015-06-10
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