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1mg |
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Haemanthamine is a naturally occuring crinine-type alkaloid extracted from the Amaryllidaceae plants with highly potent anticancer activity. Haemanthamine HCl targets ribosomal that inhibits protein biosynthesis during the elongation stage of translation. Haemanthamine HCl has pro-apoptotic, antioxidant, antiviral, antimalarial and anticonvulsant activities.
ln Vitro |
The treatment of A2780 cells with hememanthamine (1-100 µM) for 24 to 48 hours results in a time- and dose-dependent reduction in cell viability [2]. Treatment of A2780 cells with hememanthamine (10 µM) for 24–72 hours can greatly reduce their ability to proliferate [2]. Haemanthamine forms a special molecular interaction with 25S rRNA by binding to the A-site cleft in the middle of the peptidyl transferase on the big ribosomal subunit. Haemanthamine activates the p53-dependent nucleolar stress anti-tumor surveillance mechanism by selectively inhibiting the processing of rRNA precursors [1].
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ln Vivo |
Haemanthamine's half-life is 70.4 minutes, its rapid distribution period is 30 minutes, and the kidneys are primarily responsible for its elimination, according to pharmacokinetic studies conducted on rats. After a single dose of 10 mg/kg, its plasma concentration stays above 1 μM for at least an hour, indicating high intracellular permeability as indicated by the high distribution volume of 13.7 L/kg [1].
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Cell Assay |
Cell Viability Assay[2]
Cell Types: A2780 Ovarian Cancer Cell Tested Concentrations: 1 µM, 10 µM, 50 µM, 100 µM Incubation Duration: 24 hrs (hours), 48 hrs (hours) Experimental Results: demonstrated a time- and dose-dependent decrease in cell viability. Cell proliferation assay [2] Cell Types: A2780 ovarian cancer cells Tested Concentrations: 10 µM Incubation Duration: 24 hrs (hours), 48 hrs (hours), 72 hrs (hours) Experimental Results: Significant inhibitory effect on A2780 cell proliferation. |
References |
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Additional Infomation |
Haemanthamine is an alkaloid.
Hemanthamine has been reported in Hippeastrum puniceum, Hymenocallis littoralis, and other organisms with data available. |
Molecular Formula |
C17H19NO4
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Molecular Weight |
301.33700
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Exact Mass |
301.131
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CAS # |
466-75-1
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Related CAS # |
Haemanthamine hydrochloride
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PubChem CID |
441593
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Appearance |
White to off-white solid powder
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Density |
1.42g/cm3
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Boiling Point |
467.5ºC at 760 mmHg
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Flash Point |
236.5ºC
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Vapour Pressure |
1.53E-09mmHg at 25°C
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Index of Refraction |
1.679
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LogP |
1.124
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Hydrogen Bond Donor Count |
1
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Hydrogen Bond Acceptor Count |
5
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Rotatable Bond Count |
1
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Heavy Atom Count |
22
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Complexity |
497
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Defined Atom Stereocenter Count |
4
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SMILES |
CO[C@H]1C[C@H]2[C@@]3(C=C1)[C@H](CN2CC4=CC5=C(C=C34)OCO5)O
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InChi Key |
YGPRSGKVLATIHT-HSHDSVGOSA-N
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InChi Code |
InChI=1S/C17H19NO4/c1-20-11-2-3-17-12-6-14-13(21-9-22-14)4-10(12)7-18(8-16(17)19)15(17)5-11/h2-4,6,11,15-16,19H,5,7-9H2,1H3/t11-,15+,16+,17+/m1/s1
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Chemical Name |
(1S,13S,15S,18R)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-ol
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HS Tariff Code |
2934.99.9001
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
DMSO : ~100 mg/mL (~331.85 mM)
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Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 3.3185 mL | 16.5926 mL | 33.1851 mL | |
5 mM | 0.6637 mL | 3.3185 mL | 6.6370 mL | |
10 mM | 0.3319 mL | 1.6593 mL | 3.3185 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.