artemisitene

(3R-(3alpha,5abeta,6beta,8abeta,12beta,12aR*))-octahydro-3,6-dimethyl-9-methylene-3,12-epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin-10(3H)-one

CAS: 101020-89-7 C15 H20 O5 MW: 280.32040000

Identification

Nameartemisitene
CAS Number101020-89-7
FDA UNIISearch
Molecular FormulaC15 H20 O5
Molecular Weight280.32040000

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 417.51 °C. @ 760.00 mm Hg (est)
Flash Point 367.00 °F. TCC ( 185.90 °C. ) (est)
logP (o/w) 0.733 (est)
Soluble in water, 59.65 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for artemisitene usage levels up tonot for fragrance use.
Recommendation for artemisitene flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

(3R-(3alpha,5abeta,6beta,8abeta,12beta,12aR*))- octahydro-3,6-dimethyl-9-methylene-3,12-epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin-10(3H)-one PubMed: Anti-plasmodial polyvalent interactions in Artemisia annua L. aqueous extract--possible synergistic and resistance mechanisms. PubMed: A rapid method for the determination of artemisinin and its biosynthetic precursors in Artemisia annua L. crude extracts. PubMed: Cytotoxic activity of secondary metabolites derived from Artemisia annua L. towards cancer cells in comparison to its designated active constituent artemisinin. PubMed: Production of Artemisinin and Related Sesquiterpenes in Japanese Artemisia annua During a Vegetation Period. PubMed: From artemisinin to new artemisinin antimalarials: biosynthesis, extraction, old and new derivatives, stereochemistry and medicinal chemistry requirements. PubMed: Quantitation of artemisinin and its biosynthetic precursors in Artemisia annua L. by high performance liquid chromatography-electrospray quadrupole time-of-flight tandem mass spectrometry. PubMed: Oxidative stress response of tumor cells: microarray-based comparison between artemisinins and anthracyclines. PubMed: Recent advances in artemisinin and its derivatives as antimalarial and antitumor agents. PubMed: Structure-activity relationships of the antimalarial agent artemisinin. 8. design, synthesis, and CoMFA studies toward the development of artemisinin-based drugs against leishmaniasis and malaria. PubMed: Structure-activity relationships of the antimalarial agent artemisinin. 7. Direct modification of (+)-artemisinin and in vivo antimalarial screening of new, potential preclinical antimalarial candidates. PubMed: C-16 artemisinin derivatives and their antimalarial and cytotoxic activities: syntheses of artemisinin monomers, dimers, trimers, and tetramers by nucleophilic additions to artemisitene. PubMed: Acid catalyzed Michael additions to artemisitene. PubMed: Microbial metabolism of artemisitene. PubMed: Stereochemistry-dependent cytotoxicity of some artemisinin derivatives. PubMed: Correlation of antimalarial activity of artemisinin derivatives with binding affinity with ferroprotoporphyrin IX. PubMed: Immunoquantitative analysis of artemisinin from Artemisia annua using polyclonal antibodies. PubMed: Artemisinin, Related Sesquiterpenes, and Essential Oil in Artemisia annua During a Vegetation Period in Vietnam. PubMed: Synthesis and antimalarial activity of some 9-substituted artemisinin derivatives. PubMed: Cytotoxicity of artemisinin-related endoperoxides to Ehrlich ascites tumor cells. PubMed: In vitro chloroquine resistant Plasmodium falciparum in Calcutta and its sensitivity to qinghaosu (artemisitene). PubMed: Conversion of artemisinin (qinghaosu) to iso-artemisitene and to 9-epi-artemisinin1. PubMed: Artemisitene, a New Sesquiterpene Lactone Endoperoxide from Artemisia annua.