Artemisinin

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Artemisinin
Accession Number
DB13132
Type
Small Molecule
Groups
Investigational
Description

Artemisinin has been used in trials studying the treatment of Schizophrenia, Malaria, Falciparum, and Plasmodium Falciparum.

Structure
Thumb
Synonyms
Not Available
External IDs
NSC-369397
Categories
UNII
9RMU91N5K2
CAS number
63968-64-9
Weight
Average: 282.336
Monoisotopic: 282.146723808
Chemical Formula
C15H22O5
InChI Key
BLUAFEHZUWYNDE-NNWCWBAJSA-N
InChI
InChI=1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14-,15-/m1/s1
IUPAC Name
(1R,4S,5R,8S,9R,12S,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0⁴,¹³.0⁸,¹³]hexadecan-10-one
SMILES

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteractionDrug group
AcepromazineThe serum concentration of Acepromazine can be increased when it is combined with Artemisinin.Approved, Vet Approved
AceprometazineThe serum concentration of Aceprometazine can be increased when it is combined with Artemisinin.Approved
AlimemazineThe serum concentration of Alimemazine can be increased when it is combined with Artemisinin.Approved, Vet Approved
ArtemetherThe risk or severity of adverse effects can be increased when Artemether is combined with Artemisinin.Approved
BL-1020The serum concentration of BL-1020 can be increased when it is combined with Artemisinin.Investigational
ChlorproethazineThe serum concentration of Chlorproethazine can be increased when it is combined with Artemisinin.Experimental
ChlorpromazineThe serum concentration of Chlorpromazine can be increased when it is combined with Artemisinin.Approved, Vet Approved
DapsoneThe risk or severity of adverse effects can be increased when Artemisinin is combined with Dapsone.Approved, Investigational
FluphenazineThe serum concentration of Fluphenazine can be increased when it is combined with Artemisinin.Approved
LumefantrineThe risk or severity of adverse effects can be increased when Artemisinin is combined with Lumefantrine.Approved
MesoridazineThe serum concentration of Mesoridazine can be increased when it is combined with Artemisinin.Approved, Investigational
MethotrimeprazineThe serum concentration of Methotrimeprazine can be increased when it is combined with Artemisinin.Approved
Methylene blueThe serum concentration of Methylene blue can be increased when it is combined with Artemisinin.Approved, Investigational
MoricizineThe serum concentration of Moricizine can be increased when it is combined with Artemisinin.Approved, Investigational, Withdrawn
PerazineThe serum concentration of Perazine can be increased when it is combined with Artemisinin.Investigational
PerphenazineThe serum concentration of Perphenazine can be increased when it is combined with Artemisinin.Approved
ProchlorperazineThe serum concentration of Prochlorperazine can be increased when it is combined with Artemisinin.Approved, Vet Approved
PromazineThe serum concentration of Promazine can be increased when it is combined with Artemisinin.Approved, Vet Approved
PromethazineThe serum concentration of Promethazine can be increased when it is combined with Artemisinin.Approved
PropericiazineThe serum concentration of Propericiazine can be increased when it is combined with Artemisinin.Approved
PropiopromazineThe serum concentration of Propiopromazine can be increased when it is combined with Artemisinin.Vet Approved
ThiazinamThe serum concentration of Thiazinam can be increased when it is combined with Artemisinin.Experimental
ThiethylperazineThe serum concentration of Thiethylperazine can be increased when it is combined with Artemisinin.Withdrawn
ThioproperazineThe serum concentration of Thioproperazine can be increased when it is combined with Artemisinin.Approved
ThioridazineThe serum concentration of Thioridazine can be increased when it is combined with Artemisinin.Approved, Withdrawn
TrifluoperazineThe serum concentration of Trifluoperazine can be increased when it is combined with Artemisinin.Approved
TriflupromazineThe serum concentration of Triflupromazine can be increased when it is combined with Artemisinin.Approved, Vet Approved
VemurafenibThe risk or severity of QTc prolongation can be increased when Vemurafenib is combined with Artemisinin.Approved
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C09538
PubChem Compound
68827
PubChem Substance
347829251
ChemSpider
62060
ChEBI
223316
ChEMBL
CHEMBL269671
PharmGKB
PA165111696
ATC Codes
P01BE01 — Artemisinin

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1Not Yet RecruitingTreatmentAIN2/3 / Alternative Treatment / Anal Intraepithelial Neoplasia (AIN) / Artesunate / HPV-Related Anal Intraepithelial Neoplasia / Human Papilloma Virus (HPV) / Precancerous Conditions1
3CompletedTreatmentSchizophrenic Disorders1
4Unknown StatusTreatmentMalaria caused by Plasmodium falciparum / Plasmodium Falciparum1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility1.27 mg/mLALOGPS
logP2.52ALOGPS
logP3.11ChemAxon
logS-2.4ALOGPS
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area53.99 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity68.68 m3·mol-1ChemAxon
Polarizability29.43 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-014i-0190000000-3391c971e951545100ee
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0ldj-0960000000-ff3a9e18db5c8c53bcb4
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-01wb-0910000000-42c2b516c8462b3dd492
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-01x1-0900000000-5c3e44b5d52be3adbba2
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0a7l-0900000000-01583256dc6d13c1315f
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0a59-0900000000-189290ae52e9283563ba

Taxonomy

Description
This compound belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Prenol lipids
Sub Class
Terpene lactones
Direct Parent
Terpene lactones
Alternative Parents
Artemisinins / Oxepanes / Delta valerolactones / Trioxanes / Oxanes / Dialkyl peroxides / Carboxylic acid esters / Oxacyclic compounds / Monocarboxylic acids and derivatives / Acetals
show 2 more
Substituents
Artemisinin skeleton / Terpene lactone / Sesquiterpenoid / Delta valerolactone / Delta_valerolactone / Oxepane / Oxane / 1,2,4-trioxane / Carboxylic acid ester / Lactone
show 12 more
Molecular Framework
Aliphatic heteropolycyclic compounds
External Descriptors
organic peroxide, sesquiterpene lactone (CHEBI:223316) / Eudesmane sesquiterpenoids, Sesquiterpenoids (C15) (C09538) / Eudesmane sesquiterpenoids (LMPR0103190003)

Drug created on October 20, 2016 21:33 / Updated on December 01, 2017 16:37