beta-Artemether

Details

• Internal ID: 91fba35a-fee0-4891-ac39-c312cc8e01c0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Artemisinins
• IUPAC Name: (4S,5R,8S,9R,10S,12R,13R)-10-methoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane
• SMILES (Canonical): CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)OC)C
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@H]([C@H](O[C@H]3[C@@]24[C@H]1CCC(O3)(OO4)C)OC)C
• InChI: InChI=1S/C16H26O5/c1-9-5-6-12-10(2)13(17-4)18-14-16(12)11(9)7-8-15(3,19-14)20-21-16/h9-14H,5-8H2,1-4H3/t9-,10-,11+,12+,13+,14-,15?,16-/m1/s1
• InChI Key: SXYIRMFQILZOAM-GXTLMGRASA-N
• Popularity: 1,065 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₅
• Molecular Weight: 298.37 g/mol
• Exact Mass: 298.17802393 g/mol
• Topological Polar Surface Area (TPSA): 46.20 Ų
• XlogP: 3.10

Synonyms

• Artemether [INN]
• Artemether (SM-224)
• Larither
• Arteannuin ether
• .beta.-Artemether
• C7D6T3H22J
• ss-Artemether
• C16-H26-O5
• NSC-665970
• NSC-759820
• BRN 5948416
• ARTEMETHER [MI]
• ARTEMETHER [JAN]
• ARTEMETHER [HSDB]
• ARTEMETHER [USAN]
• (+)-ARTEMETHER
• ARTEMETHER [VANDF]
• ARTEMETHER [MART.]
• ARTEMETHER [USP-RS]
• ARTEMETHER [WHO-DD]
• ARTEMETHER [WHO-IP]
• Dihydroqinghaosu methyl ether;Dihydroartemisinin methyl ether;SM224
• ARTEMETHER [ORANGE BOOK]
• SCHEMBL19967613
• COARTEM COMPONENT ARTEMETHER
• (1R,4S,5R,8S,9R,10S,12R,13R)-10-methoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane
• (3R,5aS,6R,8aS,9R,10S,12R,12aR)-Decahydro-10-methoxy-3,6,9-trimethyl-3,12-epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin
• (3R,5aS,6R,8aS,9R,10S,12R,12aR)-Decahydro-10-methoxy-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin
• 3,12-Epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin, decahydro-10-methoxy-3,6,9-trimethyl-, (3R,5aS,6R,8aS,9R,10S,12R,12aR)-
• 3,12-Epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin, decahydro-10-methoxy-3,6,9-trimethyl-, (3R-(3-alpha,5a-beta,6-beta,8a-alpha,9-alpha,10-beta,12-beta,12aR*))-
• ARTEMETHERUM [WHO-IP LATIN]
• MFCD00866205
• .beta.-Dihydroartemisinin methyl ether
• AKOS016339568
• ARTEMETHER COMPONENT OF COARTEM
• KS-5314
• Artemether 100 microg/mL in Acetonitrile
• AS-11606
• (3R,5aS,6R,8aS,9R,10S,12R,12aR)-10-Methoxy-3,6,9-trimethyldecahydro-3,12-epoxypyrano[4,3-j]-1,2-benzodioxepine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	562.3 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.28%	97.25%
CHEMBL240	Q12809	HERG	89.12%	89.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.60%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.31%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.87%	97.14%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.53%	97.31%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.26%	97.53%
CHEMBL1871	P10275	Androgen Receptor	86.03%	96.43%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.80%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.77%	94.45%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	83.80%	98.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.06%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.75%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.18%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.17%	94.80%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.87%	91.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.01%	96.38%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.96%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	80.07%	92.50%

Plants that contains it

• Artemisia annua
• Artemisia carvifolia

Cross-Links

• PubChem: 456408
• NPASS: NPC116135