Art. -Nr.: HY-114489A

Haemanthamine

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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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Reinheit: 95.10%
CAS. Nr.: 466-75-1
Formel: C₁₇H₁₉NO₄
Molecular Weight:301.34

Speicherung:

Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month

Haemanthamine Chemical Structure

CAS. Nr.: 466-75-1

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Biologische Aktivität
- Beschreibung
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

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Cellular Effect

Cell Line	Type	Value	Description	References
A2780	IC₅₀	0.3 μM Compound: Haemanthamine	Cytotoxicity against human A2780 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay Cytotoxicity against human A2780 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay	[PMID: 34536668]
A549	IC₅₀	0.3 μM Compound: Haemanthamine	Cytotoxicity against human A549 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay Cytotoxicity against human A549 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay	[PMID: 34536668]
A549	IC₅₀	2.5 μM Compound: 2	Cytotoxicity against human A549 cells after 48 hrs by MTT assay Cytotoxicity against human A549 cells after 48 hrs by MTT assay	[PMID: 23190013]
A549	IC₅₀	3 μM Compound: 14	Cytotoxicity against human A549 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay Cytotoxicity against human A549 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay	[PMID: 31513408]
A549	IC₅₀	4.5 μM Compound: 14	Cytotoxicity against human A549 cells after 72 hrs by MTT colorimetric assay Cytotoxicity against human A549 cells after 72 hrs by MTT colorimetric assay	[PMID: 20550100]
AGS	IC₅₀	0.3 μM Compound: Haemanthamine	Cytotoxicity against human AGS cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay Cytotoxicity against human AGS cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay	[PMID: 34536668]
B16-F10	IC₅₀	6.8 μM Compound: 14	Cytotoxicity against mouse B16F10 cells after 72 hrs by MTT colorimetric assay Cytotoxicity against mouse B16F10 cells after 72 hrs by MTT colorimetric assay	[PMID: 20550100]
BEAS-2B	IC₅₀	5 μM Compound: 2	Cytotoxicity against human BEAS2B cells after 48 hrs by MTT assay Cytotoxicity against human BEAS2B cells after 48 hrs by MTT assay	[PMID: 23190013]
BJ	IC₅₀	2.7 μM Compound: 6	Cytotoxicity against human BJ cells after 72 hrs by Calcein AM assay Cytotoxicity against human BJ cells after 72 hrs by Calcein AM assay	[PMID: 22921081]
BT-549	IC₅₀	0.3 μM Compound: Haemanthamine	Cytotoxicity against human BT-549 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay Cytotoxicity against human BT-549 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay	[PMID: 34536668]
CCRF-CEM	IC₅₀	2.1 μM Compound: 6	Cytotoxicity against human CEM cells after 72 hrs by Calcein AM assay Cytotoxicity against human CEM cells after 72 hrs by Calcein AM assay	[PMID: 22921081]
COLO 201	IC₅₀	0.3 μM Compound: Haemanthamine	Cytotoxicity against human COLO201 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay Cytotoxicity against human COLO201 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay	[PMID: 34536668]
G-361	IC₅₀	3.7 μM Compound: 6	Cytotoxicity against human G361 cells after 72 hrs by Calcein AM assay Cytotoxicity against human G361 cells after 72 hrs by Calcein AM assay	[PMID: 22921081]
HeLa	IC₅₀	1.3 μM Compound: 14	Cytotoxicity against human HeLa cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay Cytotoxicity against human HeLa cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay	[PMID: 31513408]
HeLa	IC₅₀	7 μM Compound: 6	Cytotoxicity against human HeLa cells after 72 hrs by Calcein AM assay Cytotoxicity against human HeLa cells after 72 hrs by Calcein AM assay	[PMID: 22921081]
HepG2	IC₅₀	4.8 μM Compound: 2	Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay	[PMID: 23190013]
HL-60	IC₅₀	0.3 μM Compound: Haemanthamine	Cytotoxicity against human HL-60 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay Cytotoxicity against human HL-60 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay	[PMID: 34536668]
HL-60	IC₅₀	1.4 μM Compound: 2	Cytotoxicity against human HL60 cells after 48 hrs by MTT assay Cytotoxicity against human HL60 cells after 48 hrs by MTT assay	[PMID: 23190013]
Hs 683	IC₅₀	7 μM Compound: 14	Cytotoxicity against human Hs683 cells after 72 hrs by MTT colorimetric assay Cytotoxicity against human Hs683 cells after 72 hrs by MTT colorimetric assay	[PMID: 20550100]
HT-29	IC₅₀	0.3 μM Compound: Haemanthamine	Cytotoxicity against human HT-29 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay Cytotoxicity against human HT-29 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay	[PMID: 34536668]
HT-29	IC₅₀	2.1 μM Compound: 2	Cytotoxicity against human HT-29 cells after 48 hrs by MTT assay Cytotoxicity against human HT-29 cells after 48 hrs by MTT assay	[PMID: 23190013]
Jurkat	IC₅₀	0.3 μM Compound: Haemanthamine	Cytotoxicity against human Jurkat cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay Cytotoxicity against human Jurkat cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay	[PMID: 34536668]
K562	IC₅₀	2.5 μM Compound: 2	Cytotoxicity against human K562 cells after 48 hrs by MTT assay Cytotoxicity against human K562 cells after 48 hrs by MTT assay	[PMID: 23190013]
K562	IC₅₀	3.4 μM Compound: 6	Cytotoxicity against human K562 cells after 72 hrs by Calcein AM assay Cytotoxicity against human K562 cells after 72 hrs by Calcein AM assay	[PMID: 22921081]
MCF7	IC₅₀	0.3 μM Compound: Haemanthamine	Cytotoxicity against human MCF7 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay Cytotoxicity against human MCF7 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay	[PMID: 34536668]
MCF7	IC₅₀	8.1 μM Compound: 6	Cytotoxicity against human MCF7 cells after 72 hrs by Calcein AM assay Cytotoxicity against human MCF7 cells after 72 hrs by Calcein AM assay	[PMID: 22921081]
MDA-MB-231	IC₅₀	0.3 μM Compound: Haemanthamine	Cytotoxicity against human MDA-MB-231 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay Cytotoxicity against human MDA-MB-231 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay	[PMID: 34536668]
MOLT-4	IC₅₀	0.3 μM Compound: Haemanthamine	Cytotoxicity against human MOLT-4 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay Cytotoxicity against human MOLT-4 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay	[PMID: 34536668]
NCI-H1299	IC₅₀	0.3 μM Compound: Haemanthamine	Cytotoxicity against human NCI-H1299 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay Cytotoxicity against human NCI-H1299 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay	[PMID: 34536668]
NHDF	IC₅₀	0.3 μM Compound: Haemanthamine	Cytotoxicity against human NHDF cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay Cytotoxicity against human NHDF cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay	[PMID: 34536668]
PANC-1	IC₅₀	0.3 μM Compound: Haemanthamine	Cytotoxicity against human PANC-1 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay Cytotoxicity against human PANC-1 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay	[PMID: 34536668]
SAOS-2	IC₅₀	0.3 μM Compound: Haemanthamine	Cytotoxicity against human SAOS-2 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay Cytotoxicity against human SAOS-2 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay	[PMID: 34536668]
SK-BR-3	IC₅₀	0.3 μM Compound: Haemanthamine	Cytotoxicity against human SK-BR-3 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay Cytotoxicity against human SK-BR-3 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay	[PMID: 34536668]
SK-MEL	IC₅₀	8.5 μM Compound: 14	Cytotoxicity against human SK-MEL cells after 72 hrs by MTT colorimetric assay Cytotoxicity against human SK-MEL cells after 72 hrs by MTT colorimetric assay	[PMID: 20550100]
SK-OV-3	IC₅₀	3.7 μM Compound: 14	Cytotoxicity against human SKOV3 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay Cytotoxicity against human SKOV3 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay	[PMID: 31513408]
SW480	IC₅₀	0.3 μM Compound: Haemanthamine	Cytotoxicity against human SW480 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay Cytotoxicity against human SW480 cells assessed as cell growth inhibition incubated for 48 hrs by WST-1 assay	[PMID: 34536668]
U-373MG ATCC	IC₅₀	7.7 μM Compound: 14	Cytotoxicity against human U373 cells after 72 hrs by MTT colorimetric assay Cytotoxicity against human U373 cells after 72 hrs by MTT colorimetric assay	[PMID: 20550100]

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.

Chemical Information

CAS. Nr. 466-75-1
Appearance Solid
Molecular Weight 301.34
Formel C₁₇H₁₉NO₄
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
- Alkaloids
- Isoquinoline Alkaloids
Initial Source
Versand

Room temperature in continental US; may vary elsewhere.

Speicherung

Powder	-20°C	3 years
In solvent	-80°C	6 months
	-20°C	1 month

Lösungsmittel & Löslichkeit

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)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

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

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.

Molaritätsrechner

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

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline

Solubility: ≥ 0.83 mg/mL (2.75 mM); Clear solution

This protocol yields a clear solution of ≥ 0.83 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (8.3 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)

Solubility: ≥ 0.83 mg/mL (2.75 mM); Clear solution

This protocol yields a clear solution of ≥ 0.83 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (8.3 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 0.83 mg/mL (2.75 mM); Clear solution

This protocol yields a clear solution of ≥ 0.83 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (8.3 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (278 KB)
SDS (251 KB)
- English - EN (251 KB)
- Français - FR (251 KB)
- Deutsch - DE (251 KB)
- Norwegian - NO (251 KB)
- Español - ES (251 KB)
- Swedish - SV (251 KB)
- Italian - IT (251 KB)
- Korean - KR (251 KB)
- Portuguese - PT (251 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[1]. Pellegrino S, et al. The Amaryllidaceae Alkaloid Haemanthamine Binds the Eukaryotic Ribosome to Repress Cancer Cell Growth. Structure. 2018 Mar 6;26(3):416-425.e4. [Content Brief]

[2]. Seifrtová M, et al. Haemanthamine alters sodium butyrate-induced histone acetylation, p21WAF1/Cip1 expression, Chk1 and Chk2 activation and leads to increased growth inhibition and death in A2780 ovarian cancer cells. Phytomedicine. 2017 Nov 15;35:1-10. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

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

Alle Parasite Isoform-spezifische Produkte anzeigen

Biologische Aktivität

Chemical Information

Lösungsmittel & Löslichkeit

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Haemanthamine Related Classifications

HY-114489A Related Classifications