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Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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Synonyms | Haemanthamine|Haemanthamin|3-Epicrinamine|466-75-1|(+)-Haemanthamine|Hemanthamine|Hemeanthamin|Natalensin|NSC403140|Natalensine|CHEBI:5600|CHEMBL401114|NSC-403140|3H,6H-5,11b-Ethano[1,3]dioxolo[4,5-j]phenanthridin-12-ol, 4,4a-dihydro-3-methoxy-, (3S,4aS,5 |
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Specifications & Purity | ≥96% |
Biochemical and Physiological Mechanisms | 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- apoptot |
Storage Temp | Store at -20°C |
Shipped In | Ice chest + Ice pads |
Product 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. In Vitro Haemanthamine (1-100 µM; 24-48 hours; A2780 cells) treatment shows a time- and dose-dependent decrease in cell viability. Haemanthamine (10 µM; 24-72 hours; A2780 cells) treatment leads to a significant inhibition of A2780 cell proliferation. 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. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Viability AssayCell 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 AssayCell 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 . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Form:Solid |
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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IUPAC 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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INCHI | 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 |
InChi Key | YGPRSGKVLATIHT-HSHDSVGOSA-N |
Canonical SMILES | COC1CC2C3(C=C1)C(CN2CC4=CC5=C(C=C34)OCO5)O |
Isomeric SMILES | CO[C@H]1C[C@H]2[C@@]3(C=C1)[C@H](CN2CC4=CC5=C(C=C34)OCO5)O |
Alternate CAS | 466-75-1 |
PubChem CID | 441593 |
NSC Number | 403140 |
MeSH Entry Terms | haemanthamine;hemanthamine |
Molecular Weight | 301.34 |
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Solubility | DMSO : 100 mg/mL (331.85 mM; Need ultrasonic) |
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