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Artemisone - ≥98.0%, high purity , CAS No.255730-18-8

    Grade & Purity:
  • ≥98%
In stock
Item Number
A650926
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Availability
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A650926-1mg
1mg
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Production requires sourcing of materials. We appreciate your patience and understanding.
$166.90
A650926-5mg
5mg
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Production requires sourcing of materials. We appreciate your patience and understanding.
$350.90
A650926-10mg
10mg
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Production requires sourcing of materials. We appreciate your patience and understanding.
$550.90
A650926-50mg
50mg
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$1,650.90
A650926-100mg
100mg
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$2,650.90

Basic Description

Synonyms artemisone | 4-((3R,5aS,6R,8aS,9R,10R,12R,12aR)-3,6,9-Trimethyldecahydro-12H-3,12-epoxypyrano(4,3-j)(1,2)benzodioxepin-10-yl)thiomorpholine-1,1-dione | BAY 44-9585 | 4-[(1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,
Specifications & Purity ≥98%
Biochemical and Physiological Mechanisms Artemisone (Artemifone) is a potent and semi-synthetic antimalarial , inhibits P. falciparum strains, with a mean IC 50 of 0.83 nM. Artemisone is also a potent inhibitor of human CMV.
Storage Temp Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

Artemisone (Artemifone) is a potent and semi-synthetic antimalarial , inhibits P. falciparum strains, with a mean IC 50 of 0.83 nM Artemisone is also a potent inhibitor of human CMV .

In Vitro

Artemisone inhibits 3D7 and K1 P. falciparum , with IC 50 s of 0.88±0.59 and 1.23±0.64 nM, respectively. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Artemisone is effectve at inhibiting the parasitaemia in the P. berghei NY susceptible strain, with an ED 50 of 9.62 mg/kg via subcutaneous route and 11.67 mg/kg via oral administration . Artemisone (3, 1, 0.3 and 0.1 mg/kg, s.c.) in combination with ohter antimalarials has enhanced effect against the chloroquine-resistant line P. yoelii NS MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:Plasmodium

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Prenol lipids
Subclass Sesquiterpenoids
Intermediate Tree Nodes Not available
Direct Parent Artemisinins
Alternative Parents Oxepanes  Trioxanes  Thiomorpholines  Oxanes  Sulfones  Hemiaminals  Dialkyl peroxides  Oxacyclic compounds  Azacyclic compounds  Acetals  Organopnictogen compounds  Hydrocarbon derivatives  
Molecular Framework Aliphatic heteropolycyclic compounds
Substituents Artemisinin skeleton - Oxepane - Oxane - 1,2,4-trioxane - 1,4-thiazinane - Sulfone - Hemiaminal - Dialkyl peroxide - Acetal - Oxacycle - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Aliphatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as artemisinins. These are sesquiterpenoids originally isolated from the herb Artemisia annua. Their structure is based on artemisinin, a tetracyclic compound that contains a 1,2-dioxepane fused to an octahydrobenzopyran moiety. The internal peroxide bridge is believed to be a key to the mode of action of artemisinins.
External Descriptors Not available

Associated Targets(Human)

Homo sapiens (32628 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HFF (3142 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Leishmania donovani (89745 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Trypanosoma cruzi (99888 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Toxoplasma gondii (4585 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Plasmodium berghei (192651 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Trypanosoma brucei rhodesiense (7991 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name 4-[(1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]-1,4-thiazinane 1,1-dioxide
INCHI InChI=1S/C19H31NO6S/c1-12-4-5-15-13(2)16(20-8-10-27(21,22)11-9-20)23-17-19(15)14(12)6-7-18(3,24-17)25-26-19/h12-17H,4-11H2,1-3H3/t12-,13-,14+,15+,16-,17-,18-,19-/m1/s1
InChIKey FDMUNKXWYMSZIR-NQWKWHCYSA-N
Smiles CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)N5CCS(=O)(=O)CC5)C
Isomeric SMILES C[C@@H]1CC[C@H]2[C@H]([C@@H](O[C@H]3[C@@]24[C@H]1CC[C@](O3)(OO4)C)N5CCS(=O)(=O)CC5)C
Alternate CAS 255730-18-8
PubChem CID 11531457
MeSH Entry Terms artemisone;BAY 44-9585
Molecular Weight 401.52

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Solubility DMSO : 130 mg/mL (323.77 mM; Need ultrasonic)
Molecular Weight 401.500 g/mol
XLogP3 2.400
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 7
Rotatable Bond Count 1
Exact Mass 401.187 Da
Monoisotopic Mass 401.187 Da
Topological Polar Surface Area 82.700 Ų
Heavy Atom Count 27
Formal Charge 0
Complexity 695.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 8
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Solution Calculators

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