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Haemanthamine is a crinine-type alkaloid isolated from the Amaryllidaceae plants with potent anticancer activity. Haemanthamine targets ribosomal that inhibits protein biosynthesis during the elongation stage of translation. Haemanthamine has pro-apoptotic, antioxidant, antiviral, antimalarial and anticonvulsant activities.

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Haemanthamine Chemical Structure

Haemanthamine Chemical Structure

CAS No. : 466-75-1

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Based on 1 publication(s) in Google Scholar

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Description

Haemanthamine is a crinine-type alkaloid isolated from the Amaryllidaceae plants with potent anticancer activity. Haemanthamine targets ribosomal that inhibits protein biosynthesis during the elongation stage of translation. Haemanthamine has pro-apoptotic, antioxidant, antiviral, antimalarial and anticonvulsant activities[1][2].

In Vitro

Haemanthamine (1-100 µM; 24-48 hours; A2780 cells) treatment shows a time- and dose-dependent decrease in cell viability[2].
Haemanthamine (10 µM; 24-72 hours; A2780 cells) treatment leads to a significant inhibition of A2780 cell proliferation[2].
Haemanthamine binds at the A-site cleft of the peptidyl transferase center on the large ribosomal subunit, creating unique molecular interactions with the 25S rRNA. Haemanthamine has a highly specific inhibitory effect on pre-rRNA processing, leading to the activation of a p53-dependent antitumoral surveillance pathway known as nucleolar stress[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Viability Assay[2]

Cell Line: A2780 ovarian cancer cells
Concentration: 1 µM, 10 µM, 50 µM, 100 µM
Incubation Time: 24 hours, 48 hours
Result: Showed a time- and dose-dependent decrease in cell viability.

Cell Proliferation Assay[2]

Cell Line: A2780 ovarian cancer cells
Concentration: 10 µM
Incubation Time: 24 hours, 48 hours, 72 hours
Result: Led to a significant inhibition of A2780 cell proliferation.
In Vivo

A pharmacokinetic study of Haemanthamine in rats shows a rapid distribution phase of 30 min, a half-life of 70.4 min, and a major clearance through renal elimination. The high distribution volume of 13.7 L/kg suggests a high intracellular penetration, and its plasmatic concentration remains higher than 1 μM for at least 1 hr after a single 10-mg/kg administration[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

301.34

Formula

C17H19NO4

CAS No.
Appearance

Solid

Color

White to off-white

SMILES

O[C@@H](C1)[C@@]2(C=C3)C4=CC(OCO5)=C5C=C4C[N@@]1[C@@]2([H])C[C@@H]3OC

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Powder -20°C 3 years
In solvent -80°C 6 months
-20°C 1 month
Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (331.85 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 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
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

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Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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In Vivo Dissolution Calculator
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Working solution concentration: mg/mL
Purity & Documentation
References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 3.3185 mL 16.5926 mL 33.1851 mL 82.9628 mL
5 mM 0.6637 mL 3.3185 mL 6.6370 mL 16.5926 mL
10 mM 0.3319 mL 1.6593 mL 3.3185 mL 8.2963 mL
15 mM 0.2212 mL 1.1062 mL 2.2123 mL 5.5309 mL
20 mM 0.1659 mL 0.8296 mL 1.6593 mL 4.1481 mL
25 mM 0.1327 mL 0.6637 mL 1.3274 mL 3.3185 mL
30 mM 0.1106 mL 0.5531 mL 1.1062 mL 2.7654 mL
40 mM 0.0830 mL 0.4148 mL 0.8296 mL 2.0741 mL
50 mM 0.0664 mL 0.3319 mL 0.6637 mL 1.6593 mL
60 mM 0.0553 mL 0.2765 mL 0.5531 mL 1.3827 mL
80 mM 0.0415 mL 0.2074 mL 0.4148 mL 1.0370 mL
100 mM 0.0332 mL 0.1659 mL 0.3319 mL 0.8296 mL
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Haemanthamine Related Classifications

Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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Haemanthamine
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HY-114489A
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