Homoharringtonine
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Homoharringtonine
structure -
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CAS No:
26833-87-4
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Formula:
C29H39NO9
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Chemical Name:
Homoharringtonine
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Synonyms:
Cephalotaxine,3-[4-methyl (2R)-2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate];Homoharringtonine;Cephalotaxine,4-methyl (2R)-2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate (ester);NSC 141633;Ceflatonin;Myelostat;Omacetaxine mepesuccinate;CGX 635;Synribo;(-)-Homoharringtonine
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CAS No:
Description
Homoharringtonine (Omacetaxine mepesuccinate;HHT) is a cytotoxic alkaloid with antitumor properties which acts by inhibiting translation elongation.
Omacetaxine is a semisynthetic cephataxine that acts as a protein translation inhibitor and is used to treated chronic myeloid leukemia that is resistant to tyrosine kinase receptor antagonists. Omacetaxine is associated with a low rate of serum enzyme elevation during therapy, but has not been linked to cases of clinically apparent liver injury with jaundice.
Characteristics
134.99000
2.70
white to beige
1.3±0.1 g/cm3
144-146 C
713.1±60.0 °C at 760 mmHg
385.1±32.9 °C
1.605
DMSO: soluble20mg/mL, clear
2-8°C
2.41E-21mmHg at 25°C
Safety Information
II
6.1(a)
UN 1544 6.1/PG 2
3
26/27/28-36/37/38-28
36/37/39-45-27-26-36/37-28
FK0260000
T+,Xi
P264-P301 + P310
H300
|Danger|H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]|P264, P270, P301+P310, P321, P330, P405, and P501|Aggregated GHS information provided by 40 companies from 3 notifications to the ECHA C&L Inventory.
Toxicity
In controlled trials, serum aminotransferase elevations occurred in 2% to 6% patients treated with omacetaxine, but most elevations were mild and transient with only rare patients requiring dose modification or discontinuation for liver test abnormalities. Clinically apparent liver injury with jaundice was not reported in the preregistration trials of omacetaxine and is not mentioned in the product label. Since the approval and more wide scale use of omacetaxine, there have been no publications or descriptions of the hepatotoxicity with jaundice associated with its use. Thus, clinically apparent liver injury due to omacetaxine must be rare, if it occurs at all.
Drug Information
Omacetaxine is a semisynthetic cephataxine that acts as a protein translation inhibitor and is used to treated chronic myeloid leukemia that is resistant to tyrosine kinase receptor antagonists. Omacetaxine is associated with a low rate of serum enzyme elevation during therapy, but has not been linked to cases of clinically apparent liver injury with jaundice.
Antineoplastic Agents
Homoharringtonine Use and Manufacturing
Homoharringtonine (HHT) combined with some botanical drugs could induce cancer cells to resemble normal cells. HHT was prepared by a semi-synthetic method from Cephalotaxine, a major alkaloid of Cepahlotaxus species through the formation of a-ketoes
Computed Properties
Molecular Weight:545.6
XLogP3:0.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:11
Exact Mass:545.26248182
Monoisotopic Mass:545.26248182
Topological Polar Surface Area:124
Heavy Atom Count:39
Complexity:968
Undefined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
It can inhibit the synthesis of eukaryotic cell proteins, disaggregate polyribosomes, and interfere with the function of protein ribosomes. It also has an inhibitory effect on the synthesis of intracellular DNA. It has the strongest killing effect on G1 and G2 phase cells, but has a smaller effect on S phase cells. It has no cross-resistance with cytarabine, mercaptopurine, etc.
Registered Holders
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MINSHENG GROUP SHAOXING PHARMACEUTICAL CO LTD
Active
United States
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Minsheng Group Shaoxing Pharmaceutical Co., Ltd.
Active
China
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Beijing Xiehe Pharmaceutical Co., Ltd.
Active
China
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