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Haemanthamine - 96%, high purity , CAS No.466-75-1

  • ≥96%
Item Number
H649336
Grouped product items
SKUSizeAvailabilityPrice Qty
H649336-1mg
1mg
Available within 8-12 weeks(?)
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$410.90

Alkaloids Isoquinoline Alkaloids

Basic Description

SynonymsHaemanthamine|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
Specifications & Purity≥96%
Biochemical and Physiological MechanismsHaemanthamine 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 TempStore at -20°C
Shipped InIce 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

Associated Targets

ACHE Tclin Acetylcholinesterase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

BCHE Tclin Cholinesterase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

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
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

Certificates

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Chemical and Physical Properties

SolubilityDMSO : 100 mg/mL (331.85 mM; Need ultrasonic)

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Solution Calculators