Identification
- Summary
-
Artemisininis a medication indicated in the treatment of malaria.
- Generic Name
- Artemisinin
- DrugBank Accession Number
- DB13132
- Background
-
Artemisinin has been used in trials studying the treatment of Schizophrenia, Malaria, Falciparum, and Plasmodium Falciparum.
- Type
- Small Molecule
- Groups
- Investigational
- Structure
-
- Weight
-
Average: 282.336
Monoisotopic: 282.146723808 - Chemical Formula
- C15H22O5
- Synonyms
-
- Artemisinin
- artemisinina
- External IDs
-
- NSC-369397
Pharmacology
- Indication
-
Not Available
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- Contraindications & Blackbox Warnings
-
Avoid life-threatening adverse drug eventsImprove clinical decision support with information oncontraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.
- 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
- Adverse Effects
-
Improve decision support & research outcomesWith structured adverse effects data, including:blackbox warnings, adverse reactions, warning & precautions, & incidence rates.Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
-
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRsBrowse all" title="" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug InteractionsLearn More" title="" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
-
这些信息不应该被解释the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your softwareAbametapir The serum concentration of Artemisinin can be increased when it is combined with Abametapir. Abatacept The metabolism of Artemisinin can be increased when combined with Abatacept. Acetophenazine The risk or severity of QTc prolongation can be increased when Artemisinin is combined with Acetophenazine. Adalimumab The metabolism of Artemisinin can be increased when combined with Adalimumab. Alimemazine The risk or severity of QTc prolongation can be increased when Artemisinin is combined with Alimemazine. Alpelisib The metabolism of Artemisinin can be increased when combined with Alpelisib. Amitriptyline The metabolism of Artemisinin can be decreased when combined with Amitriptyline. Amprenavir The metabolism of Artemisinin can be decreased when combined with Amprenavir. Anakinra The metabolism of Artemisinin can be increased when combined with Anakinra. Antipyrine The metabolism of Artemisinin can be decreased when combined with Antipyrine. Identify potential medication risksEasily compare up to 40 drugs with our drug interaction checker.Get severity rating, description, and management advice.Learn more - Food Interactions
- Not Available
Products
-
Drug product information from 10+ global regionsOur datasets provide approved product information including:
dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.
Categories
- ATC Codes
-
P01BF08 — Artemisinin and naphthoquine
- P01BF — Artemisinin and derivatives, combinations
- P01B — ANTIMALARIALS
- P01——ANTIPROTOZOALS
- P — ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
- P01BF — Artemisinin and derivatives, combinations
- P01B — ANTIMALARIALS
- P01——ANTIPROTOZOALS
- P — ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
- Drug Categories
-
- Anti-Infective Agents
- Antimalarials
- Antiparasitic Products, Insecticides and Repellents
- Antiprotozoals
- Artemisia
- Artemisinin and derivatives
- 细胞色素P-450 CYP2B6 Inducers
- 细胞色素P-450 CYP2B6 Inducers (strength unknown)
- 细胞色素P-450 CYP2B6 Substrates
- 细胞色素P-450 Enzyme Inducers
- 细胞色素P-450 Substrates
- Free Radicals
- Peroxides
- Sesquiterpenes
- 萜烯
- Chemical TaxonomyProvided byClassyfire
-
- 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
- 1,2,4-trioxane/Acetal/Aliphatic heteropolycyclic compound/Artemisinin skeleton/Carbonyl group/Carboxylic acid derivative/Carboxylic acid ester/Delta valerolactone/Delta_valerolactone/Dialkyl peroxide show 12 more
- Molecular Framework
- Aliphatic heteropolycyclic compounds
- External Descriptors
- organic peroxide, sesquiterpene lactone (CHEBI:223316)/Eudesmane sesquiterpenoids, Sesquiterpenoids (C15) (C09538)/Eudesmane sesquiterpenoids (LMPR0103190003)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 9RMU91N5K2
- CAS number
- 63968-64-9
- 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
-
[H][C@@]1(C)CC[C@@]2([H])[C@@]([H])(C)C(=O)O[C@]3([H])O[C@@]4(C)CC[C@]1([H])[C@@]23OO4
References
- General References
- Not Available
- External Links
-
- KEGG Compound
- C09538
- PubChem Compound
- 68827
- PubChem Substance
- 347829251
- ChemSpider
- 62060
- BindingDB
- 50088447
- 2367409
- ChEBI
- 223316
- ChEMBL
- CHEMBL269671
- ZINC
- ZINC000008143788
- PharmGKB
- PA165111696
- Wikipedia
- Artemisinin
Clinical Trials
- Clinical TrialsLearn More" title="" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Pharmacoeconomics
- Manufacturers
-
Not Available
- Packagers
-
Not Available
- Dosage Forms
-
Form Route Strength Tablet, film coated Oral - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
-
Property 价值 Source Water Solubility 1.27 mg/mL ALOGPS logP 2.52 ALOGPS logP 3.11 ChemAxon 日志 -2.4 ALOGPS pKa (Strongest Basic) -4.4 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 4 ChemAxon Hydrogen Donor Count 0 ChemAxon Polar Surface Area 53.99 Å2 ChemAxon Rotatable Bond Count 0 ChemAxon Refractivity 68.68 m3·mol-1 ChemAxon Polarizability 29.43 Å3 ChemAxon Number of Rings 4 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule No ChemAxon MDDR-like Rule No ChemAxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Enzymes
1. Details细胞色素P450 2B6
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
-
No
- Actions
-
SubstrateInducer
- General Function
- Steroid hydroxylase activity
- Specific Function
- Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally un...
- Gene Name
- CYP2B6
- Uniprot ID
- P20813
- Uniprot Name
- 细胞色素P450 2B6
- 分子量
- 56277.81 Da
References
- Hedrich WD, Hassan HE, Wang H: Insights into CYP2B6-mediated drug-drug interactions. Acta Pharm Sin B. 2016 Sep;6(5):413-425. doi: 10.1016/j.apsb.2016.07.016. Epub 2016 Aug 9. [Article]
- Xing J, Kirby BJ, Whittington D, Wan Y, Goodlett DR: Evaluation of P450 inhibition and induction by artemisinin antimalarials in human liver microsomes and primary human hepatocytes. Drug Metab Dispos. 2012 Sep;40(9):1757-64. doi: 10.1124/dmd.112.045765. Epub 2012 Jun 7. [Article]
- Flockhart Table of Drug Interactions [Link]
Drug created at October 21, 2016 03:33 / Updated at June 12, 2021 10:55