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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (6) Show 6 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:03 UTC

HMDB ID

HMDB0015643

Secondary Accession Numbers

HMDB15643

Metabolite Identification

Common Name

Artemether

Description

Artemether is an antimalarial agent used to treat acute uncomplicated malaria. It is administered in combination with lumefantrine for improved efficacy. This combination therapy exerts its effects against the erythrocytic stages of Plasmodium spp. and may be used to treat infections caused by P. falciparum and unidentified Plasmodium species, including infections acquired in chloroquine-resistant areas.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0015643
     RDKit          3D
Artemether
 47 50  0  0  0  0  0  0  0  0999 V2000
    4.3982    1.6367   -0.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6505    0.5867   -0.5938 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3272    0.6093   -0.1596 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4921    0.5796   -1.2327 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1623    0.4974   -0.9927 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4385    1.7131   -1.3395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0499    2.3319   -0.2774 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1184    3.8274   -0.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4831    1.8953   -0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6007    0.4464   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6564   -0.4347    0.3982 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8629   -1.8338   -0.0836 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3025   -2.2088    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9598   -2.7966    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4622   -2.3792    0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7083   -1.0425    0.8232 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1425   -0.6728    0.6330 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9228   -1.7434   -0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364    0.0334    0.3702 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1289    1.0526    1.3360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3889    2.2219    0.9112 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4440    1.6429    1.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0675    2.6216   -0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4393    1.4898   -0.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2289    1.4935    0.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2694   -0.2510   -1.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613    3.9810   -1.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0434    4.2729   -0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2507    4.3698   -0.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1028    2.4534   -0.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7850    2.1290    0.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261    0.2241   -1.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6430    0.1269   -0.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -0.4122    1.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6146   -1.8595   -1.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9186   -1.7655   -0.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3699   -3.3176   -0.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7312   -2.0151    1.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1661   -3.8408    0.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0180   -2.5654    1.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1437   -3.1047    0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4726   -2.3850   -0.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5465   -1.1554    1.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6853   -0.5191    1.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251   -2.6235    0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4681   -2.0072   -1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9208   -1.3028   -0.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  1
 20 21  1  0
 17  3  1  0
 19  5  1  0
 21  7  1  0
 19 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  1
  5 26  1  6
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  1
 12 35  1  6
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  1
 17 44  1  1
 18 45  1  0
 18 46  1  0
 18 47  1  0
M  END


  Mrv0541 04191212182D          

 24 27  0  0  1  0            999 V2000
   16.4957  -10.5233    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.7811  -10.9341    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.2171  -10.9410    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.4992   -9.7017    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.5532  -10.4473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0078  -10.6303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7846  -11.7695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2171  -11.7695    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.9282  -10.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2171   -9.2874    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0573   -9.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5567   -9.6223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7627   -9.8397    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.4992  -12.1837    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.9317  -12.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9282   -9.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2171   -8.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2288   -9.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9446   -9.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5026  -13.0087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0596  -11.3414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.9248  -11.3518    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4957   -8.8766    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7806  -13.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  6  0  0  0
  2  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  1  0  0  0  0
  4 10  1  0  0  0  0
  4 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  1  0  0  0  0
  8 15  1  1  0  0  0
  9 16  1  0  0  0  0
 10 17  1  6  0  0  0
 11 18  1  0  0  0  0
 13 19  1  0  0  0  0
 14 20  1  1  0  0  0
  8 14  1  0  0  0  0
 10 16  1  0  0  0  0
 13 12  1  6  0  0  0
 13 18  1  0  0  0  0
  2 21  1  1  0  0  0
  3 22  1  6  0  0  0
  4 23  1  6  0  0  0
 20 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015643

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@@H](C)[C@]3([H])CC[C@@]4(C)OO[C@@]13[C@]([H])(O[C@H](OC)[C@@H]2C)O4

> <INCHI_IDENTIFIER>
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-HVNFFKDJSA-N

> <FORMULA>
C16H26O5

> <MOLECULAR_WEIGHT>
298.3746

> <EXACT_MASS>
298.178023942

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
32.1172589393334

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(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

> <ALOGPS_LOGP>
3.02

> <JCHEM_LOGP>
3.481392020333333

> <ALOGPS_LOGS>
-2.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9321047193755327

> <JCHEM_POLAR_SURFACE_AREA>
46.150000000000006

> <JCHEM_REFRACTIVITY>
74.66050000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.57e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
artemether

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015643
     RDKit          3D
Artemether
 47 50  0  0  0  0  0  0  0  0999 V2000
    4.3982    1.6367   -0.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6505    0.5867   -0.5938 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3272    0.6093   -0.1596 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4921    0.5796   -1.2327 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1623    0.4974   -0.9927 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4385    1.7131   -1.3395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0499    2.3319   -0.2774 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1184    3.8274   -0.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4831    1.8953   -0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6007    0.4464   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6564   -0.4347    0.3982 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8629   -1.8338   -0.0836 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3025   -2.2088    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9598   -2.7966    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4622   -2.3792    0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7083   -1.0425    0.8232 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1425   -0.6728    0.6330 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9228   -1.7434   -0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364    0.0334    0.3702 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1289    1.0526    1.3360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3889    2.2219    0.9112 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4440    1.6429    1.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0675    2.6216   -0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4393    1.4898   -0.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2289    1.4935    0.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2694   -0.2510   -1.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613    3.9810   -1.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0434    4.2729   -0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2507    4.3698   -0.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1028    2.4534   -0.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7850    2.1290    0.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261    0.2241   -1.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6430    0.1269   -0.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -0.4122    1.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6146   -1.8595   -1.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9186   -1.7655   -0.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3699   -3.3176   -0.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7312   -2.0151    1.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1661   -3.8408    0.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0180   -2.5654    1.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1437   -3.1047    0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4726   -2.3850   -0.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5465   -1.1554    1.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6853   -0.5191    1.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251   -2.6235    0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4681   -2.0072   -1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9208   -1.3028   -0.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  1
 20 21  1  0
 17  3  1  0
 19  5  1  0
 21  7  1  0
 19 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  1
  5 26  1  6
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  1
 12 35  1  6
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  1
 17 44  1  1
 18 45  1  0
 18 46  1  0
 18 47  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0      30.792 -19.643   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      29.458 -20.410   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      32.139 -20.423   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      30.799 -18.110   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      29.033 -19.502   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      28.015 -19.843   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      29.465 -21.970   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      32.139 -21.970   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      33.466 -19.650   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      32.139 -17.336   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      29.974 -16.976   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      29.039 -17.962   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      27.557 -18.367   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.799 -22.743   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      33.473 -22.737   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      33.466 -18.110   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      32.139 -15.797   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.427 -16.944   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      26.030 -18.367   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      30.805 -24.283   0.000  0.00  0.00           O+0
HETATM   21  H   UNK     0      28.111 -21.171   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0      33.460 -21.190   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0      30.792 -16.570   0.000  0.00  0.00           H+0
HETATM   24  C   UNK     0      29.457 -25.068   0.000  0.00  0.00           C+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6    7   21                                             
CONECT    3    1    8    9   22                                             
CONECT    4    1   10   11   23                                             
CONECT    5    1   12                                                       
CONECT    6    2   13                                                       
CONECT    7    2   14                                                       
CONECT    8    3   15   14                                                  
CONECT    9    3   16                                                       
CONECT   10    4   17   16                                                  
CONECT   11    4   18                                                       
CONECT   12    5   13                                                       
CONECT   13    6   19   12   18                                             
CONECT   14    7   20    8                                                  
CONECT   15    8                                                            
CONECT   16    9   10                                                       
CONECT   17   10                                                            
CONECT   18   11   13                                                       
CONECT   19   13                                                            
CONECT   20   14   24                                                       
CONECT   21    2                                                            
CONECT   22    3                                                            
CONECT   23    4                                                            
CONECT   24   20                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0015643
HETATM    1  C1  UNL     1       4.398   1.637  -0.085  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.650   0.587  -0.594  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.327   0.609  -0.160  1.00  0.00           C  
HETATM    4  O2  UNL     1       1.492   0.580  -1.233  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.162   0.497  -0.993  1.00  0.00           C  
HETATM    6  O3  UNL     1      -0.438   1.713  -1.339  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.050   2.332  -0.277  1.00  0.00           C  
HETATM    8  C5  UNL     1      -1.118   3.827  -0.617  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.483   1.895  -0.065  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.601   0.446  -0.359  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.656  -0.435   0.398  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.863  -1.834  -0.084  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.303  -2.209   0.061  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.960  -2.797   0.615  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.462  -2.379   0.213  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.708  -1.042   0.823  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.143  -0.673   0.633  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.923  -1.743  -0.113  1.00  0.00           C  
HETATM   19  C16 UNL     1      -0.236   0.033   0.370  1.00  0.00           C  
HETATM   20  O4  UNL     1      -0.129   1.053   1.336  1.00  0.00           O  
HETATM   21  O5  UNL     1      -0.389   2.222   0.911  1.00  0.00           O  
HETATM   22  H1  UNL     1       4.444   1.643   1.024  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.068   2.622  -0.495  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.439   1.490  -0.442  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.229   1.494   0.499  1.00  0.00           H  
HETATM   26  H5  UNL     1      -0.269  -0.251  -1.723  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.161   3.981  -1.714  1.00  0.00           H  
HETATM   28  H7  UNL     1      -2.043   4.273  -0.189  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.251   4.370  -0.190  1.00  0.00           H  
HETATM   30  H9  UNL     1      -3.103   2.453  -0.789  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.785   2.129   0.962  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.526   0.224  -1.433  1.00  0.00           H  
HETATM   33  H12 UNL     1      -3.643   0.127  -0.061  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.982  -0.412   1.479  1.00  0.00           H  
HETATM   35  H14 UNL     1      -1.615  -1.859  -1.164  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.919  -1.765  -0.771  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.370  -3.318  -0.110  1.00  0.00           H  
HETATM   38  H17 UNL     1      -3.731  -2.015   1.043  1.00  0.00           H  
HETATM   39  H18 UNL     1      -1.166  -3.841   0.391  1.00  0.00           H  
HETATM   40  H19 UNL     1      -1.018  -2.565   1.712  1.00  0.00           H  
HETATM   41  H20 UNL     1       1.144  -3.105   0.659  1.00  0.00           H  
HETATM   42  H21 UNL     1       0.473  -2.385  -0.885  1.00  0.00           H  
HETATM   43  H22 UNL     1       0.546  -1.155   1.934  1.00  0.00           H  
HETATM   44  H23 UNL     1       2.685  -0.519   1.595  1.00  0.00           H  
HETATM   45  H24 UNL     1       3.125  -2.624   0.530  1.00  0.00           H  
HETATM   46  H25 UNL     1       2.468  -2.007  -1.079  1.00  0.00           H  
HETATM   47  H26 UNL     1       3.921  -1.303  -0.343  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4   17   25
CONECT    4    5
CONECT    5    6   19   26
CONECT    6    7
CONECT    7    8    9   21
CONECT    8   27   28   29
CONECT    9   10   30   31
CONECT   10   11   32   33
CONECT   11   12   19   34
CONECT   12   13   14   35
CONECT   13   36   37   38
CONECT   14   15   39   40
CONECT   15   16   41   42
CONECT   16   17   19   43
CONECT   17   18   44
CONECT   18   45   46   47
CONECT   19   20
CONECT   20   21
END

HMDB0015643
     RDKit          3D
Artemether
 47 50  0  0  0  0  0  0  0  0999 V2000
    4.3982    1.6367   -0.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6505    0.5867   -0.5938 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3272    0.6093   -0.1596 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4921    0.5796   -1.2327 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1623    0.4974   -0.9927 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4385    1.7131   -1.3395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0499    2.3319   -0.2774 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1184    3.8274   -0.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4831    1.8953   -0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6007    0.4464   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6564   -0.4347    0.3982 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8629   -1.8338   -0.0836 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3025   -2.2088    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9598   -2.7966    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4622   -2.3792    0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7083   -1.0425    0.8232 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1425   -0.6728    0.6330 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9228   -1.7434   -0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364    0.0334    0.3702 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1289    1.0526    1.3360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3889    2.2219    0.9112 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4440    1.6429    1.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0675    2.6216   -0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4393    1.4898   -0.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2289    1.4935    0.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2694   -0.2510   -1.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613    3.9810   -1.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0434    4.2729   -0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2507    4.3698   -0.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1028    2.4534   -0.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7850    2.1290    0.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261    0.2241   -1.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6430    0.1269   -0.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9816   -0.4122    1.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6146   -1.8595   -1.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9186   -1.7655   -0.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3699   -3.3176   -0.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7312   -2.0151    1.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1661   -3.8408    0.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0180   -2.5654    1.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1437   -3.1047    0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4726   -2.3850   -0.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5465   -1.1554    1.9342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6853   -0.5191    1.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251   -2.6235    0.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4681   -2.0072   -1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9208   -1.3028   -0.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  1
 20 21  1  0
 17  3  1  0
 19  5  1  0
 21  7  1  0
 19 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  1
  5 26  1  6
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  1
 12 35  1  6
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  1
 17 44  1  1
 18 45  1  0
 18 46  1  0
 18 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(1R,4S,5R,8S,9R,10S,12R,13R)-10-Methoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecane	ChEBI
10-Methoxy-1,5,9-trimethyl-(1R,4S,5R,8S,9R,10S,12R,13R)-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane	ChEBI
Artemetero	ChEBI
Artemetherum	ChEBI
Artemisininelactol methyl ether	ChEBI
beta-Artemether	ChEBI
beta-Dihydroartemisinin methyl ether	ChEBI
Dihydroartemisinin methyl ether	ChEBI
Methyl-dihydroartemisinine	ChEBI
b-Artemether	Generator
Β-artemether	Generator
b-Dihydroartemisinin methyl ether	Generator
Β-dihydroartemisinin methyl ether	Generator
Artemether, (3R-(3alpha,5abeta,6alpha,8abeta,9alpha,10beta,12beta,12ar*))-isomer	MeSH
Artemether, (3R-(3alpha,5abeta,6beta,8aalpha,9alpha,10beta,12beta,12ar*))-isomer	MeSH
Artemether, (3R-(3alpha,5abeta,6beta,8abeta,9alpha,10alpha,12beta,12ar*))-isomer	MeSH
Artenam	MeSH
beta-Arthemeter	MeSH
O-Methyldihydroartemisinine	MeSH
O Methyldihydroartemisinine	MeSH
alpha-Artemether	MeSH
beta Arthemeter	MeSH
alpha Artemether	MeSH

Chemical Formula

C₁₆H₂₆O₅

Average Molecular Weight

298.3746

Monoisotopic Molecular Weight

298.178023942

IUPAC Name

(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

Traditional Name

artemether

CAS Registry Number

71963-77-4

SMILES

[H][C@@]12CC[C@@H](C)[C@]3([H])CC[C@@]4(C)OO[C@@]13[C@]([H])(O[C@H](OC)[C@@H]2C)O4

InChI Identifier

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-HVNFFKDJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as artemisinins. These are sesquiterpenoids originally isolated from the herb Artemisia annua. Their structure is based on artemisinin, a tetracyclic compound that contains a 1,2-dioxepane fused to an octahydrobenzopyran moiety. The internal peroxide bridge is believed to be a key to the mode of action of artemisinins.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Artemisinins

Alternative Parents

Substituents

Artemisinin skeleton
Oxepane
1,2,4-trioxane
Oxane
Dialkyl peroxide
Oxacycle
Organoheterocyclic compound
Acetal
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

semisynthetic derivative (CHEBI:195280 )
sesquiterpenoid (CHEBI:195280 )
artemisinin derivative (CHEBI:195280 )
cyclic acetal (CHEBI:195280 )
organic peroxide (CHEBI:195280 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015643)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Artemether Metabolism Pathway (PathBank: SMP0000651)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	86 - 90 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.46 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.46 g/L	ALOGPS
logP	3.02	ALOGPS
logP	3.48	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	46.15 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	74.66 m³·mol⁻¹	ChemAxon
Polarizability	32.12 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	169.847	31661259
DarkChem	[M-H]-	167.713	31661259
DeepCCS	[M-2H]-	203.707	30932474
DeepCCS	[M+Na]+	179.04	30932474
AllCCS	[M+H]+	169.9	32859911
AllCCS	[M+H-H2O]+	166.6	32859911
AllCCS	[M+NH4]+	173.0	32859911
AllCCS	[M+Na]+	173.9	32859911
AllCCS	[M-H]-	178.4	32859911
AllCCS	[M+Na-2H]-	178.4	32859911
AllCCS	[M+HCOO]-	178.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Artemether	[H][C@@]12CC[C@@H](C)[C@]3([H])CC[C@@]4(C)OO[C@@]13[C@]([H])(O[C@H](OC)[C@@H]2C)O4	2950.4	Standard polar	33892256
Artemether	[H][C@@]12CC[C@@H](C)[C@]3([H])CC[C@@]4(C)OO[C@@]13[C@]([H])(O[C@H](OC)[C@@H]2C)O4	1934.9	Standard non polar	33892256
Artemether	[H][C@@]12CC[C@@H](C)[C@]3([H])CC[C@@]4(C)OO[C@@]13[C@]([H])(O[C@H](OC)[C@@H]2C)O4	1950.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Artemether GC-MS (Non-derivatized) - 70eV, Positive	splash10-057i-5090000000-fc5433b9f75609086e86	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Artemether GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Artemether , positive-QTOF	splash10-03di-0950000000-2ae4d4c9200a42ec883d	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemether 10V, Positive-QTOF	splash10-0002-0090000000-c0ec8fcbcc43909770a9	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemether 20V, Positive-QTOF	splash10-0002-1090000000-91fcb170d91ec8805f9e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemether 40V, Positive-QTOF	splash10-0006-9010000000-7ba196bcd596e404b4b9	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemether 10V, Negative-QTOF	splash10-0002-0090000000-1741b261e3a7a78d3c84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemether 20V, Negative-QTOF	splash10-000b-2090000000-e64eeb3b03db07c60244	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemether 40V, Negative-QTOF	splash10-0a4i-9260000000-801546a9d834f6774969	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemether 10V, Positive-QTOF	splash10-0002-0090000000-bf3f63bd98901493b94c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemether 20V, Positive-QTOF	splash10-0002-0090000000-529b8f9b9477c2586e60	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemether 40V, Positive-QTOF	splash10-01r6-3090000000-4179518b1b8be25d1b9d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemether 10V, Negative-QTOF	splash10-0002-0090000000-fe868e873190173a7c92	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemether 20V, Negative-QTOF	splash10-0002-0090000000-f6a590f26f9c6239431f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artemether 40V, Negative-QTOF	splash10-0002-0090000000-b3bab713ac1bba977b5c	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Artemether Metabolism Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB06697	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB06697	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB06697

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

62138

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Artemether

METLIN ID

Not Available

PubChem Compound

68911

PDB ID

Not Available

ChEBI ID

195280

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Haynes RK, Vonwiller SC: Extraction of artemisinin and artemisinic acid: preparation of artemether and new analogues. Trans R Soc Trop Med Hyg. 1994 Jun;88 Suppl 1:S23-6. [PubMed:8053018 ]
Makanga M, Krudsood S: The clinical efficacy of artemether/lumefantrine (Coartem). Malar J. 2009 Oct 12;8 Suppl 1:S5. doi: 10.1186/1475-2875-8-S1-S5. [PubMed:19818172 ]
Mutabingwa TK, Adam I: Use of artemether-lumefantrine to treat malaria during pregnancy: what do we know and need to know? Expert Rev Anti Infect Ther. 2013 Feb;11(2):125-35. doi: 10.1586/eri.12.169. [PubMed:23409819 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Artemether and Lumefantrine (2010). AHFS Drug Information [Electronic versionb]. Retrieved October 24, 2010.. .
(). Artemether/Lumefantrine (2010). DrugPointsÃ‚Â® System [Electronic version]. Retrieved October 24, 2010.. .
(). Novartis. Coartem (artemether/lumefantrine) tablets prescribing information. East Hanover, NJ; 2010 Feb.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase 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 performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 2C9

General function:: Involved in monooxygenase 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 unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

Enzyme Details

3. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Elsherbiny DA, Asimus SA, Karlsson MO, Ashton M, Simonsson US: A model based assessment of the CYP2B6 and CYP2C19 inductive properties by artemisinin antimalarials: implications for combination regimens. J Pharmacokinet Pharmacodyn. 2008 Apr;35(2):203-17. doi: 10.1007/s10928-008-9084-6. Epub 2008 Mar 19. [PubMed:18350255 ]

Enzyme Details

4. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

5. Cytochrome P450 2B6

General function:: Involved in monooxygenase 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 unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:: CYP2B6
Uniprot ID:: P20813
Molecular weight:: 56277.81

References

Elsherbiny DA, Asimus SA, Karlsson MO, Ashton M, Simonsson US: A model based assessment of the CYP2B6 and CYP2C19 inductive properties by artemisinin antimalarials: implications for combination regimens. J Pharmacokinet Pharmacodyn. 2008 Apr;35(2):203-17. doi: 10.1007/s10928-008-9084-6. Epub 2008 Mar 19. [PubMed:18350255 ]

Enzyme Details

6. Cytochrome P450 3A5

General function:: Involved in monooxygenase 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 unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

Showing metabocard for Artemether (HMDB0015643)

MOL for HMDB0015643 (Artemether)

3D MOL for HMDB0015643 (Artemether)

3D SDF for HMDB0015643 (Artemether)

3D-SDF for HMDB0015643 (Artemether)

PDB for HMDB0015643 (Artemether)

3D PDB for HMDB0015643 (Artemether)

SMILES for HMDB0015643 (Artemether)

INCHI for HMDB0015643 (Artemether)

Structure for HMDB0015643 (Artemether)

3D Structure for HMDB0015643 (Artemether)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References