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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

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CAS Number: 101020-89-7Picture of molecule3D/inchi
FDA UNII: Search
XlogP3-AA:2.70 (est)
Molecular Weight:280.32040000
Formula:C15 H20 O5
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Artemisitene (Methyl Artemisinin) > 95%
Odor: characteristic
Use: A derivative of Artemether. Artemether is an antimalarial for the treatment of multiple drug-resistant strains of Plasmodium falciparum malaria.
Carbosynth
For experimental / research use only.
Artemisitene
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for artemisitene usage levels up to:
 not for fragrance use.
 
Recommendation for artemisitene flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :127742
National Institute of Allergy and Infectious Diseases:Data
Chemidplus:0101020897
 
References:
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):127742
Pubchem (sid):135082673
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
HMDB (The Human Metabolome Database):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 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
 

Articles:

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.
 
Notes:
None found
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