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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:35 UTC

HMDB ID

HMDB0014367

Secondary Accession Numbers

HMDB14367

Metabolite Identification

Common Name

Glimepiride

Description

Glimepiride is only found in individuals that have used or taken this drug. It is the first III generation sulphonyl urea it is a very potent sulphonyl urea with long duration of action.The mechanism of action of glimepiride in lowering blood glucose appears to be dependent on stimulating the release of insulin from functioning pancreatic beta cells, and increasing sensitivity of peripheral tissues to insulin. Glimepiride likely binds to ATP-sensitive potassium channel receptors on the pancreatic cell surface, reducing potassium conductance and causing depolarization of the membrane. Membrane depolarization stimulates calcium ion influx through voltage-sensitive calcium channels. This increase in intracellular calcium ion concentration induces the secretion of insulin.

Structure

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

222
  Mrv0541 02231214312D          

 34 36  0  0  0  0            999 V2000
    4.5311    2.3766    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.9601    3.2016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7061    2.3766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3561    2.3766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.6285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3876   -2.1610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2455    4.4392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5311    3.2016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022   -3.3985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166   -2.1610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3890    5.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9601    4.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3890    4.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6746    6.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6746    4.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9601    5.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1036    6.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2455    3.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7696   -3.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5147   -4.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5311    1.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4347   -3.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2047   -5.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5311   -0.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5311   -0.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022   -2.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166   -1.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166    1.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2455    1.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9996   -5.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166    0.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2455    0.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5402   -6.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
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  1  8  1  0  0  0  0
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 11 14  1  0  0  0  0
 11 17  1  0  0  0  0
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 26 32  2  0  0  0  0
 26 33  1  0  0  0  0
 29 32  1  0  0  0  0
 30 33  2  0  0  0  0
M  END

HMDB0014367
     RDKit          3D
Glimepiride
 68 70  0  0  0  0  0  0  0  0999 V2000
  -10.2043   -2.6090    0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5071   -1.1423    0.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2794   -0.3851   -0.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -10.1237    0.7216   -2.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.0921    0.4111    0.1477 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9561    1.5432   -0.1600 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6122    1.8861    0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8535    1.5871   -0.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2337    1.6001    1.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9037    1.9984    1.4782 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.4428    2.8932    0.3778 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8504    2.7573    2.7770 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8547    0.5731    1.6043 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1516    0.5102    1.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5971    1.5241    0.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9455   -0.6511    1.1348 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2469   -0.7017    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3395   -0.8264    1.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6907   -0.9990    0.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5924   -0.8253   -0.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9760   -1.1949   -1.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6001   -1.6973   -1.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3368   -1.8253   -0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3790    1.3113    2.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353    0.9920    1.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0611   -0.4416    0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8306   -1.0952    1.8240 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7080   -3.0780   -0.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.2977   -0.8843   -0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.1373    0.8376   -1.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3709    1.9911   -1.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1654    2.6389   -0.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5734    2.3449    1.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7853    0.2682   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1430   -0.1246    0.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5680    1.8219   -1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5665   -1.4768    1.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3338   -0.1839    1.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1706   -1.9511    1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
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   11.3061   -2.0743   -0.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
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  8 10  1  0
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 27 29  1  0
 29 30  1  0
 16 31  1  0
 31 32  2  0
  7 33  1  0
 33 34  2  0
 33  3  1  0
 32 13  1  0
 30 24  1  0
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 32 68  1  0
M  END

222
  Mrv0541 02231214312D          

 34 36  0  0  0  0            999 V2000
    4.5311    2.3766    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.9601    3.2016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7061    2.3766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3561    2.3766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.6285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3876   -2.1610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5311    3.2016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8166   -2.1610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9601    4.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6746    6.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6746    4.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9601    5.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1036    6.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2455    3.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7696   -3.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5147   -4.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6896   -4.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5311    1.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4347   -3.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2047   -5.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5311   -0.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5311   -0.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022   -2.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166   -1.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2455    1.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9996   -5.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166    0.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2455    0.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5402   -6.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
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  1  8  1  0  0  0  0
  1 22  1  0  0  0  0
  2 18  2  0  0  0  0
  5 23  2  0  0  0  0
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 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
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 12 16  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 31  1  0  0  0  0
 21 23  1  0  0  0  0
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 22 29  2  0  0  0  0
 22 30  1  0  0  0  0
 24 34  1  0  0  0  0
 25 26  1  0  0  0  0
 25 28  1  0  0  0  0
 26 32  2  0  0  0  0
 26 33  1  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0014367

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1=C(C)CN(C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC2CCC(C)CC2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H34N4O5S/c1-4-21-17(3)15-28(22(21)29)24(31)25-14-13-18-7-11-20(12-8-18)34(32,33)27-23(30)26-19-9-5-16(2)6-10-19/h7-8,11-12,16,19H,4-6,9-10,13-15H2,1-3H3,(H,25,31)(H2,26,27,30)

> <INCHI_KEY>
WIGIZIANZCJQQY-UHFFFAOYSA-N

> <FORMULA>
C24H34N4O5S

> <MOLECULAR_WEIGHT>
490.616

> <EXACT_MASS>
490.224990908

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
53.85790816140801

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-ethyl-4-methyl-N-{2-[4-({[(4-methylcyclohexyl)carbamoyl]amino}sulfonyl)phenyl]ethyl}-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamide

> <ALOGPS_LOGP>
2.82

> <JCHEM_LOGP>
3.120534472666667

> <ALOGPS_LOGS>
-4.11

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.122872301188423

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.3201777526248035

> <JCHEM_PKA_STRONGEST_BASIC>
-3.676713049169597

> <JCHEM_POLAR_SURFACE_AREA>
124.67999999999999

> <JCHEM_REFRACTIVITY>
129.8042

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.84e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glimepiride

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014367
     RDKit          3D
Glimepiride
 68 70  0  0  0  0  0  0  0  0999 V2000
  -10.2043   -2.6090    0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5071   -1.1423    0.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2794   -0.3851   -0.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0878    0.4316   -1.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1237    0.7216   -2.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7228    0.9817   -1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0921    0.4111    0.1477 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7502    0.6648    0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2934    0.1189    1.6252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9561    1.5432   -0.1600 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6122    1.8861    0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7610    0.6331    0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3635    0.9662    0.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4771    1.2607   -0.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8535    1.5871   -0.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2337    1.6001    1.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9037    1.9984    1.4782 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.4428    2.8932    0.3778 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8504    2.7573    2.7770 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8547    0.5731    1.6043 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1516    0.5102    1.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5971    1.5241    0.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9455   -0.6511    1.1348 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2469   -0.7017    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3395   -0.8264    1.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6907   -0.9990    0.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5924   -0.8253   -0.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9760   -1.1949   -1.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6001   -1.6973   -1.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3368   -1.8253   -0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3790    1.3113    2.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353    0.9920    1.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0611   -0.4416    0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8306   -1.0952    1.8240 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7080   -3.0780   -0.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1182   -2.8290    0.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5743   -3.0610    1.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8136   -0.8316    1.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2977   -0.8843   -0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1347   -0.1672   -2.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1373    0.8376   -1.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8727    1.6455   -2.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7685    2.0974   -0.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1669    0.6584   -1.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3709    1.9911   -1.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1654    2.6389   -0.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5734    2.3449    1.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7853    0.2682   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1430   -0.1246    0.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7722    1.2513   -1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5680    1.8219   -1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4903   -0.2620    2.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5665   -1.4768    1.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4640    0.2516    0.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3216    0.0102    2.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1324   -1.7569    2.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3338   -0.1839    1.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1706   -1.9511    1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4088    0.2269   -0.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3061   -2.0743   -0.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6596   -0.3294   -0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8262   -1.5089   -2.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0151   -2.7400   -1.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3726   -1.2877   -2.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2943   -2.8250    0.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4190   -1.7422   -1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7337    1.3375    3.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6171    0.7608    2.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  2  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 16 31  1  0
 31 32  2  0
  7 33  1  0
 33 34  2  0
 33  3  1  0
 32 13  1  0
 30 24  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  5 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 14 50  1  0
 15 51  1  0
 20 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
 28 60  1  0
 28 61  1  0
 28 62  1  0
 29 63  1  0
 29 64  1  0
 30 65  1  0
 30 66  1  0
 31 67  1  0
 32 68  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 222                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       8.458   4.436   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      11.126   5.976   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       6.918   4.436   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.998   4.436   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.080  -6.773   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       4.457  -4.034   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       9.792   8.287   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       8.458   5.976   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       5.791  -6.344   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       7.124  -4.034   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      13.793  10.597   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.126   9.057   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.793   9.057   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.459  11.367   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.459   8.287   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.126  10.597   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.127  11.367   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.792   6.747   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.037  -7.249   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.561  -8.714   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.021  -8.714   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.458   2.896   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.545  -7.249   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.115  -9.960   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.458  -1.724   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.458  -0.184   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.791  -4.804   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.124  -2.494   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.124   2.126   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.792   2.126   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.466  -9.960   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.124   0.586   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.792   0.586   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.742 -11.367   0.000  0.00  0.00           C+0
CONECT    1    3    4    8   22                                             
CONECT    2   18                                                            
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5   23                                                            
CONECT    6   27                                                            
CONECT    7   12   18                                                       
CONECT    8    1   18                                                       
CONECT    9   19   23   27                                                  
CONECT   10   27   28                                                       
CONECT   11   13   14   17                                                  
CONECT   12    7   15   16                                                  
CONECT   13   11   15                                                       
CONECT   14   11   16                                                       
CONECT   15   12   13                                                       
CONECT   16   12   14                                                       
CONECT   17   11                                                            
CONECT   18    2    7    8                                                  
CONECT   19    9   20                                                       
CONECT   20   19   21   31                                                  
CONECT   21   20   23   24                                                  
CONECT   22    1   29   30                                                  
CONECT   23    5    9   21                                                  
CONECT   24   21   34                                                       
CONECT   25   26   28                                                       
CONECT   26   25   32   33                                                  
CONECT   27    6    9   10                                                  
CONECT   28   10   25                                                       
CONECT   29   22   32                                                       
CONECT   30   22   33                                                       
CONECT   31   20                                                            
CONECT   32   26   29                                                       
CONECT   33   26   30                                                       
CONECT   34   24                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

COMPND    HMDB0014367
HETATM    1  C1  UNL     1     -10.204  -2.609   0.316  1.00  0.00           C  
HETATM    2  C2  UNL     1     -10.507  -1.142   0.310  1.00  0.00           C  
HETATM    3  C3  UNL     1      -9.279  -0.385  -0.027  1.00  0.00           C  
HETATM    4  C4  UNL     1      -9.088   0.432  -1.059  1.00  0.00           C  
HETATM    5  C5  UNL     1     -10.124   0.722  -2.081  1.00  0.00           C  
HETATM    6  C6  UNL     1      -7.723   0.982  -1.025  1.00  0.00           C  
HETATM    7  N1  UNL     1      -7.092   0.411   0.148  1.00  0.00           N  
HETATM    8  C7  UNL     1      -5.750   0.665   0.591  1.00  0.00           C  
HETATM    9  O1  UNL     1      -5.293   0.119   1.625  1.00  0.00           O  
HETATM   10  N2  UNL     1      -4.956   1.543  -0.160  1.00  0.00           N  
HETATM   11  C8  UNL     1      -3.612   1.886   0.160  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.761   0.633   0.147  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.364   0.966   0.469  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.477   1.261  -0.532  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.854   1.587  -0.255  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.234   1.600   1.058  1.00  0.00           C  
HETATM   17  S1  UNL     1       2.904   1.998   1.478  1.00  0.00           S  
HETATM   18  O2  UNL     1       3.443   2.893   0.378  1.00  0.00           O  
HETATM   19  O3  UNL     1       2.850   2.757   2.777  1.00  0.00           O  
HETATM   20  N3  UNL     1       3.855   0.573   1.604  1.00  0.00           N  
HETATM   21  C14 UNL     1       5.152   0.510   1.036  1.00  0.00           C  
HETATM   22  O4  UNL     1       5.597   1.524   0.430  1.00  0.00           O  
HETATM   23  N4  UNL     1       5.945  -0.651   1.135  1.00  0.00           N  
HETATM   24  C15 UNL     1       7.247  -0.702   0.561  1.00  0.00           C  
HETATM   25  C16 UNL     1       8.340  -0.826   1.616  1.00  0.00           C  
HETATM   26  C17 UNL     1       9.691  -0.999   0.953  1.00  0.00           C  
HETATM   27  C18 UNL     1       9.592  -0.825  -0.546  1.00  0.00           C  
HETATM   28  C19 UNL     1      10.976  -1.195  -1.098  1.00  0.00           C  
HETATM   29  C20 UNL     1       8.600  -1.697  -1.218  1.00  0.00           C  
HETATM   30  C21 UNL     1       7.337  -1.825  -0.424  1.00  0.00           C  
HETATM   31  C22 UNL     1       0.379   1.311   2.098  1.00  0.00           C  
HETATM   32  C23 UNL     1      -0.935   0.992   1.773  1.00  0.00           C  
HETATM   33  C24 UNL     1      -8.061  -0.442   0.771  1.00  0.00           C  
HETATM   34  O5  UNL     1      -7.831  -1.095   1.824  1.00  0.00           O  
HETATM   35  H1  UNL     1     -10.708  -3.078  -0.576  1.00  0.00           H  
HETATM   36  H2  UNL     1      -9.118  -2.829   0.224  1.00  0.00           H  
HETATM   37  H3  UNL     1     -10.574  -3.061   1.263  1.00  0.00           H  
HETATM   38  H4  UNL     1     -10.814  -0.832   1.334  1.00  0.00           H  
HETATM   39  H5  UNL     1     -11.298  -0.884  -0.438  1.00  0.00           H  
HETATM   40  H6  UNL     1     -10.135  -0.167  -2.777  1.00  0.00           H  
HETATM   41  H7  UNL     1     -11.137   0.838  -1.603  1.00  0.00           H  
HETATM   42  H8  UNL     1      -9.873   1.646  -2.621  1.00  0.00           H  
HETATM   43  H9  UNL     1      -7.769   2.097  -0.955  1.00  0.00           H  
HETATM   44  H10 UNL     1      -7.167   0.658  -1.955  1.00  0.00           H  
HETATM   45  H11 UNL     1      -5.371   1.991  -1.030  1.00  0.00           H  
HETATM   46  H12 UNL     1      -3.165   2.639  -0.504  1.00  0.00           H  
HETATM   47  H13 UNL     1      -3.573   2.345   1.194  1.00  0.00           H  
HETATM   48  H14 UNL     1      -2.785   0.268  -0.906  1.00  0.00           H  
HETATM   49  H15 UNL     1      -3.143  -0.125   0.850  1.00  0.00           H  
HETATM   50  H16 UNL     1      -0.772   1.251  -1.570  1.00  0.00           H  
HETATM   51  H17 UNL     1       1.568   1.822  -1.022  1.00  0.00           H  
HETATM   52  H18 UNL     1       3.490  -0.262   2.099  1.00  0.00           H  
HETATM   53  H19 UNL     1       5.567  -1.477   1.635  1.00  0.00           H  
HETATM   54  H20 UNL     1       7.464   0.252   0.034  1.00  0.00           H  
HETATM   55  H21 UNL     1       8.322   0.010   2.338  1.00  0.00           H  
HETATM   56  H22 UNL     1       8.132  -1.757   2.180  1.00  0.00           H  
HETATM   57  H23 UNL     1      10.334  -0.184   1.345  1.00  0.00           H  
HETATM   58  H24 UNL     1      10.171  -1.951   1.235  1.00  0.00           H  
HETATM   59  H25 UNL     1       9.409   0.227  -0.832  1.00  0.00           H  
HETATM   60  H26 UNL     1      11.306  -2.074  -0.503  1.00  0.00           H  
HETATM   61  H27 UNL     1      11.660  -0.329  -0.998  1.00  0.00           H  
HETATM   62  H28 UNL     1      10.826  -1.509  -2.138  1.00  0.00           H  
HETATM   63  H29 UNL     1       9.015  -2.740  -1.367  1.00  0.00           H  
HETATM   64  H30 UNL     1       8.373  -1.288  -2.229  1.00  0.00           H  
HETATM   65  H31 UNL     1       7.294  -2.825   0.081  1.00  0.00           H  
HETATM   66  H32 UNL     1       6.419  -1.742  -1.075  1.00  0.00           H  
HETATM   67  H33 UNL     1       0.734   1.338   3.119  1.00  0.00           H  
HETATM   68  H34 UNL     1      -1.617   0.761   2.594  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3   38   39
CONECT    3    4    4   33
CONECT    4    5    6
CONECT    5   40   41   42
CONECT    6    7   43   44
CONECT    7    8   33
CONECT    8    9    9   10
CONECT   10   11   45
CONECT   11   12   46   47
CONECT   12   13   48   49
CONECT   13   14   14   32
CONECT   14   15   50
CONECT   15   16   16   51
CONECT   16   17   31
CONECT   17   18   18   19   19
CONECT   17   20
CONECT   20   21   52
CONECT   21   22   22   23
CONECT   23   24   53
CONECT   24   25   30   54
CONECT   25   26   55   56
CONECT   26   27   57   58
CONECT   27   28   29   59
CONECT   28   60   61   62
CONECT   29   30   63   64
CONECT   30   65   66
CONECT   31   32   32   67
CONECT   32   68
CONECT   33   34   34
END

HMDB0014367
     RDKit          3D
Glimepiride
 68 70  0  0  0  0  0  0  0  0999 V2000
  -10.2043   -2.6090    0.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5071   -1.1423    0.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2794   -0.3851   -0.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0878    0.4316   -1.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1237    0.7216   -2.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7228    0.9817   -1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0921    0.4111    0.1477 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7502    0.6648    0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2934    0.1189    1.6252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9561    1.5432   -0.1600 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6122    1.8861    0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7610    0.6331    0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3635    0.9662    0.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4771    1.2607   -0.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8535    1.5871   -0.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2337    1.6001    1.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9037    1.9984    1.4782 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.4428    2.8932    0.3778 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8504    2.7573    2.7770 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8547    0.5731    1.6043 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1516    0.5102    1.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5971    1.5241    0.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9455   -0.6511    1.1348 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2469   -0.7017    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3395   -0.8264    1.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6907   -0.9990    0.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5924   -0.8253   -0.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9760   -1.1949   -1.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6001   -1.6973   -1.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3368   -1.8253   -0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3790    1.3113    2.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353    0.9920    1.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0611   -0.4416    0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8306   -1.0952    1.8240 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7080   -3.0780   -0.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1182   -2.8290    0.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5743   -3.0610    1.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8136   -0.8316    1.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2977   -0.8843   -0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1347   -0.1672   -2.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1373    0.8376   -1.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8727    1.6455   -2.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7685    2.0974   -0.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1669    0.6584   -1.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3709    1.9911   -1.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1654    2.6389   -0.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5734    2.3449    1.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7853    0.2682   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1430   -0.1246    0.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7722    1.2513   -1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5680    1.8219   -1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4903   -0.2620    2.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5665   -1.4768    1.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4640    0.2516    0.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3216    0.0102    2.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1324   -1.7569    2.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3338   -0.1839    1.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1706   -1.9511    1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4088    0.2269   -0.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3061   -2.0743   -0.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6596   -0.3294   -0.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8262   -1.5089   -2.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0151   -2.7400   -1.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3726   -1.2877   -2.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2943   -2.8250    0.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4190   -1.7422   -1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7337    1.3375    3.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6171    0.7608    2.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  2  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 16 31  1  0
 31 32  2  0
  7 33  1  0
 33 34  2  0
 33  3  1  0
 32 13  1  0
 30 24  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  5 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 14 50  1  0
 15 51  1  0
 20 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
 28 60  1  0
 28 61  1  0
 28 62  1  0
 29 63  1  0
 29 64  1  0
 30 65  1  0
 30 66  1  0
 31 67  1  0
 32 68  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Amaryl	Kegg
Glimepirid	HMDB
Glimepirida	HMDB
Glimepiridum	HMDB
Glimepride	HMDB
1-(4-(2-(3-Ethyl-4-methyl-2-oxo-3-pyrrolinecarboxamido)ethyl)phenylsulfonyl)-3-(4-methylcyclohexyl)urea	HMDB
Aventis pharma brand OF glimepiride	HMDB
Hoechst brand OF glimepiride	HMDB
Aventis behring brand OF glimepiride	HMDB
Roname	HMDB
Amarel	HMDB
Aventis brand OF glimepiride	HMDB
Glymepiride	HMDB
HOE 490	HMDB
HOE-490	HMDB
Lacer brand OF glimepiride	HMDB
3-Ethyl-4-methyl-N-{2-[4-({[(4-methylcyclohexyl)-C-hydroxycarbonimidoyl]amino}sulfonyl)phenyl]ethyl}-2-oxo-2,5-dihydro-1H-pyrrole-1-carboximidate	Generator
3-Ethyl-4-methyl-N-{2-[4-({[(4-methylcyclohexyl)-C-hydroxycarbonimidoyl]amino}sulphonyl)phenyl]ethyl}-2-oxo-2,5-dihydro-1H-pyrrole-1-carboximidate	Generator
3-Ethyl-4-methyl-N-{2-[4-({[(4-methylcyclohexyl)-C-hydroxycarbonimidoyl]amino}sulphonyl)phenyl]ethyl}-2-oxo-2,5-dihydro-1H-pyrrole-1-carboximidic acid	Generator

Chemical Formula

C₂₄H₃₄N₄O₅S

Average Molecular Weight

490.616

Monoisotopic Molecular Weight

490.224990908

IUPAC Name

3-ethyl-4-methyl-N-{2-[4-({[(4-methylcyclohexyl)carbamoyl]amino}sulfonyl)phenyl]ethyl}-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamide

Traditional Name

glimepiride

CAS Registry Number

93479-97-1

SMILES

CCC1=C(C)CN(C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC2CCC(C)CC2)C1=O

InChI Identifier

InChI=1S/C24H34N4O5S/c1-4-21-17(3)15-28(22(21)29)24(31)25-14-13-18-7-11-20(12-8-18)34(32,33)27-23(30)26-19-9-5-16(2)6-10-19/h7-8,11-12,16,19H,4-6,9-10,13-15H2,1-3H3,(H,25,31)(H2,26,27,30)

InChI Key

WIGIZIANZCJQQY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonamides

Direct Parent

Benzenesulfonamides

Alternative Parents

Substituents

Benzenesulfonamide
Benzenesulfonyl group
N-acyl urea
Sulfonylurea
Ureide
Pyrroline
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Isourea
Carboximidic acid derivative
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014367)

Source

Exogenous

Exogenous (HMDB: HMDB0014367)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	207 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.038 g/L	Not Available
LogP	3.5	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	216.6	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.038 g/L	ALOGPS
logP	2.82	ALOGPS
logP	3.12	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	4.32	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	124.68 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	129.8 m³·mol⁻¹	ChemAxon
Polarizability	53.86 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	214.275	31661259
DarkChem	[M-H]-	207.21	31661259
DeepCCS	[M+H]+	215.396	30932474
DeepCCS	[M-H]-	213.001	30932474
DeepCCS	[M-2H]-	246.041	30932474
DeepCCS	[M+Na]+	221.309	30932474
AllCCS	[M+H]+	216.3	32859911
AllCCS	[M+H-H2O]+	214.6	32859911
AllCCS	[M+NH4]+	217.8	32859911
AllCCS	[M+Na]+	218.2	32859911
AllCCS	[M-H]-	203.2	32859911
AllCCS	[M+Na-2H]-	204.9	32859911
AllCCS	[M+HCOO]-	206.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.43 minutes	32390414
Predicted by Siyang on May 30, 2022	14.3264 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.41 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2452.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	199.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	205.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	140.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	555.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	580.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	128.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1158.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	570.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1737.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	336.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	371.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	264.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	160.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	17.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glimepiride	CCC1=C(C)CN(C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC2CCC(C)CC2)C1=O	5535.1	Standard polar	33892256
Glimepiride	CCC1=C(C)CN(C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC2CCC(C)CC2)C1=O	3582.2	Standard non polar	33892256
Glimepiride	CCC1=C(C)CN(C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC2CCC(C)CC2)C1=O	4115.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glimepiride,1TMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)NC3CCC(C)CC3)C=C2)[Si](C)(C)C)C1=O	4008.4	Semi standard non polar	33892256
Glimepiride,1TMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)NC3CCC(C)CC3)C=C2)[Si](C)(C)C)C1=O	3670.4	Standard non polar	33892256
Glimepiride,1TMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)NC3CCC(C)CC3)C=C2)[Si](C)(C)C)C1=O	5406.2	Standard polar	33892256
Glimepiride,1TMS,isomer #2	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCC(C)CC3)[Si](C)(C)C)C=C2)C1=O	4039.5	Semi standard non polar	33892256
Glimepiride,1TMS,isomer #2	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCC(C)CC3)[Si](C)(C)C)C=C2)C1=O	3675.5	Standard non polar	33892256
Glimepiride,1TMS,isomer #2	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCC(C)CC3)[Si](C)(C)C)C=C2)C1=O	5425.6	Standard polar	33892256
Glimepiride,1TMS,isomer #3	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCC(C)CC3)[Si](C)(C)C)C=C2)C1=O	4049.8	Semi standard non polar	33892256
Glimepiride,1TMS,isomer #3	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCC(C)CC3)[Si](C)(C)C)C=C2)C1=O	3739.5	Standard non polar	33892256
Glimepiride,1TMS,isomer #3	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCC(C)CC3)[Si](C)(C)C)C=C2)C1=O	5371.3	Standard polar	33892256
Glimepiride,2TMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCC(C)CC3)[Si](C)(C)C)C=C2)[Si](C)(C)C)C1=O	3848.4	Semi standard non polar	33892256
Glimepiride,2TMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCC(C)CC3)[Si](C)(C)C)C=C2)[Si](C)(C)C)C1=O	3816.1	Standard non polar	33892256
Glimepiride,2TMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCC(C)CC3)[Si](C)(C)C)C=C2)[Si](C)(C)C)C1=O	5266.0	Standard polar	33892256
Glimepiride,2TMS,isomer #2	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCC(C)CC3)[Si](C)(C)C)C=C2)[Si](C)(C)C)C1=O	3867.6	Semi standard non polar	33892256
Glimepiride,2TMS,isomer #2	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCC(C)CC3)[Si](C)(C)C)C=C2)[Si](C)(C)C)C1=O	3873.4	Standard non polar	33892256
Glimepiride,2TMS,isomer #2	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCC(C)CC3)[Si](C)(C)C)C=C2)[Si](C)(C)C)C1=O	5143.7	Standard polar	33892256
Glimepiride,2TMS,isomer #3	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCC(C)CC3)[Si](C)(C)C)[Si](C)(C)C)C=C2)C1=O	3880.8	Semi standard non polar	33892256
Glimepiride,2TMS,isomer #3	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCC(C)CC3)[Si](C)(C)C)[Si](C)(C)C)C=C2)C1=O	3922.3	Standard non polar	33892256
Glimepiride,2TMS,isomer #3	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCC(C)CC3)[Si](C)(C)C)[Si](C)(C)C)C=C2)C1=O	5136.9	Standard polar	33892256
Glimepiride,3TMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCC(C)CC3)[Si](C)(C)C)[Si](C)(C)C)C=C2)[Si](C)(C)C)C1=O	3769.9	Semi standard non polar	33892256
Glimepiride,3TMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCC(C)CC3)[Si](C)(C)C)[Si](C)(C)C)C=C2)[Si](C)(C)C)C1=O	4065.8	Standard non polar	33892256
Glimepiride,3TMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCC(C)CC3)[Si](C)(C)C)[Si](C)(C)C)C=C2)[Si](C)(C)C)C1=O	4913.8	Standard polar	33892256
Glimepiride,1TBDMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)NC3CCC(C)CC3)C=C2)[Si](C)(C)C(C)(C)C)C1=O	4216.9	Semi standard non polar	33892256
Glimepiride,1TBDMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)NC3CCC(C)CC3)C=C2)[Si](C)(C)C(C)(C)C)C1=O	3869.0	Standard non polar	33892256
Glimepiride,1TBDMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)NC3CCC(C)CC3)C=C2)[Si](C)(C)C(C)(C)C)C1=O	5448.3	Standard polar	33892256
Glimepiride,1TBDMS,isomer #2	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCC(C)CC3)[Si](C)(C)C(C)(C)C)C=C2)C1=O	4262.6	Semi standard non polar	33892256
Glimepiride,1TBDMS,isomer #2	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCC(C)CC3)[Si](C)(C)C(C)(C)C)C=C2)C1=O	3877.2	Standard non polar	33892256
Glimepiride,1TBDMS,isomer #2	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCC(C)CC3)[Si](C)(C)C(C)(C)C)C=C2)C1=O	5447.2	Standard polar	33892256
Glimepiride,1TBDMS,isomer #3	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCC(C)CC3)[Si](C)(C)C(C)(C)C)C=C2)C1=O	4292.4	Semi standard non polar	33892256
Glimepiride,1TBDMS,isomer #3	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCC(C)CC3)[Si](C)(C)C(C)(C)C)C=C2)C1=O	3973.6	Standard non polar	33892256
Glimepiride,1TBDMS,isomer #3	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCC(C)CC3)[Si](C)(C)C(C)(C)C)C=C2)C1=O	5377.1	Standard polar	33892256
Glimepiride,2TBDMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCC(C)CC3)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C1=O	4286.7	Semi standard non polar	33892256
Glimepiride,2TBDMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCC(C)CC3)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C1=O	4217.5	Standard non polar	33892256
Glimepiride,2TBDMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCC(C)CC3)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C1=O	5268.1	Standard polar	33892256
Glimepiride,2TBDMS,isomer #2	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCC(C)CC3)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C1=O	4295.2	Semi standard non polar	33892256
Glimepiride,2TBDMS,isomer #2	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCC(C)CC3)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C1=O	4291.9	Standard non polar	33892256
Glimepiride,2TBDMS,isomer #2	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCC(C)CC3)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C1=O	5140.8	Standard polar	33892256
Glimepiride,2TBDMS,isomer #3	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCC(C)CC3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C1=O	4360.3	Semi standard non polar	33892256
Glimepiride,2TBDMS,isomer #3	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCC(C)CC3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C1=O	4369.7	Standard non polar	33892256
Glimepiride,2TBDMS,isomer #3	CCC1=C(C)CN(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCC(C)CC3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C1=O	5132.8	Standard polar	33892256
Glimepiride,3TBDMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCC(C)CC3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C1=O	4435.9	Semi standard non polar	33892256
Glimepiride,3TBDMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCC(C)CC3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C1=O	4703.2	Standard non polar	33892256
Glimepiride,3TBDMS,isomer #1	CCC1=C(C)CN(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCC(C)CC3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C1=O	4945.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Glimepiride GC-MS (Non-derivatized) - 70eV, Positive	splash10-057r-8927300000-4b19465ae6452def91b6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glimepiride GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glimepiride 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 - Glimepiride LC-ESI-QFT , negative-QTOF	splash10-004i-0092300000-285644d8691c9bbbb3c1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glimepiride LC-ESI-QFT , positive-QTOF	splash10-0fb9-0904000000-d6963d3854c74729a002	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glimepiride 20V, Positive-QTOF	splash10-0h09-0049400000-e3bb982b8c808c02a995	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glimepiride 20V, Negative-QTOF	splash10-0h09-0049400000-0631be1ca44633419649	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glimepiride 30V, Negative-QTOF	splash10-004i-0093000000-b095deddf26c757a56db	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glimepiride 40V, Negative-QTOF	splash10-004i-0090000000-2f31dbba814d4fc74d4b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glimepiride 20V, Positive-QTOF	splash10-0udi-0109000000-caa2d4614781791278a3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glimepiride 30V, Positive-QTOF	splash10-004i-0905000000-ccc3ed478df3f4bc06b2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glimepiride 10V, Positive-QTOF	splash10-0udi-0009400000-c2399edbd79ea939be91	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glimepiride 35V, Positive-QTOF	splash10-0fb9-0906000000-286016fc46bf76e1fa89	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glimepiride 40V, Positive-QTOF	splash10-004i-0900000000-54dca52a9e8453ef5a7e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glimepiride 50V, Positive-QTOF	splash10-004i-0900000000-7b7087bc285c4563d742	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glimepiride 10V, Negative-QTOF	splash10-000i-0000900000-ae14eaf56e7ba207ec2a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glimepiride 35V, Negative-QTOF	splash10-01ri-0059800000-900738971106854d7983	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glimepiride 10V, Positive-QTOF	splash10-0udl-0907600000-4ad0adf1f2779efb32e4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glimepiride 20V, Positive-QTOF	splash10-0fb9-1901000000-2e64d2b8b6f32b2f8ca6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glimepiride 40V, Positive-QTOF	splash10-0690-8900000000-3dc90b58624dcd446c15	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glimepiride 10V, Negative-QTOF	splash10-000i-2606900000-d7aa8b2150735c01ffb8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glimepiride 20V, Negative-QTOF	splash10-0fmi-1927000000-f832ef63dab58a660832	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glimepiride 40V, Negative-QTOF	splash10-0229-5900000000-9d6f732c03d4d2775b4c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glimepiride 10V, Negative-QTOF	splash10-000i-0001900000-0084efa26b4193acc57d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glimepiride 20V, Negative-QTOF	splash10-00di-4900000000-fa88a92f3e9f63b6d794	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glimepiride 40V, Negative-QTOF	splash10-006w-9610000000-626a1442a6941d8e3bc1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glimepiride 10V, Positive-QTOF	splash10-0udi-0309200000-ca1536f76ae138ba2297	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glimepiride 20V, Positive-QTOF	splash10-0ufr-1934100000-e5415d3e1f6b86b7f26c	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

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 DB00222	21059682	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00222	21059682	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3357

KEGG Compound ID

C07669

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Glimepiride

METLIN ID

Not Available

PubChem Compound

3476

PDB ID

Not Available

ChEBI ID

5383

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

Not Available

Enzymes

Enzyme Details

1. 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

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
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. ATP-sensitive inward rectifier potassium channel 1

General function:: Involved in inward rectifier potassium channel activity
Specific function:: In the kidney, probably plays a major role in potassium homeostasis. Inward rectifier potassium channels are characterized by a greater tendency to allow potassium to flow into the cell rather than out of it. Their voltage dependence is regulated by the concentration of extracellular potassium; as external potassium is raised, the voltage range of the channel opening shifts to more positive voltages. The inward rectification is mainly due to the blockage of outward current by internal magnesium. This channel is activated by internal ATP and can be blocked by external barium
Gene Name:: KCNJ1
Uniprot ID:: P48048
Molecular weight:: 44794.6

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Proks P, Reimann F, Green N, Gribble F, Ashcroft F: Sulfonylurea stimulation of insulin secretion. Diabetes. 2002 Dec;51 Suppl 3:S368-76. [PubMed:12475777 ]
Bataille D: [Molecular mechanisms of insulin secretion]. Diabetes Metab. 2002 Dec;28(6 Suppl):4S7-13. [PubMed:12703060 ]

Enzyme Details

3. ATP-sensitive inward rectifier potassium channel 11

General function:: Involved in inward rectifier potassium channel activity
Specific function:: This receptor is controlled by G proteins. Inward rectifier potassium channels are characterized by a greater tendency to allow potassium to flow into the cell rather than out of it. Their voltage dependence is regulated by the concentration of extracellular potassium; as external potassium is raised, the voltage range of the channel opening shifts to more positive voltages. The inward rectification is mainly due to the blockage of outward current by internal magnesium. Can be blocked by extracellular barium
Gene Name:: KCNJ11
Uniprot ID:: Q14654
Molecular weight:: 43540.4

References

Song DK, Ashcroft FM: Glimepiride block of cloned beta-cell, cardiac and smooth muscle K(ATP) channels. Br J Pharmacol. 2001 May;133(1):193-9. [PubMed:11325810 ]
Lawrence CL, Rainbow RD, Davies NW, Standen NB: Effect of metabolic inhibition on glimepiride block of native and cloned cardiac sarcolemmal K(ATP) channels. Br J Pharmacol. 2002 Jul;136(5):746-52. [PubMed:12086984 ]
Bataille D: [Molecular mechanisms of insulin secretion]. Diabetes Metab. 2002 Dec;28(6 Suppl):4S7-13. [PubMed:12703060 ]

Enzyme Details

4. ATP-binding cassette sub-family C member 8

General function:: Involved in ATP binding
Specific function:: Putative subunit of the beta-cell ATP-sensitive potassium channel (KATP). Regulator of ATP-sensitive K(+) channels and insulin release
Gene Name:: ABCC8
Uniprot ID:: Q09428
Molecular weight:: 177006.4

References

Muller G, Hartz D, Punter J, Okonomopulos R, Kramer W: Differential interaction of glimepiride and glibenclamide with the beta-cell sulfonylurea receptor. I. Binding characteristics. Biochim Biophys Acta. 1994 May 11;1191(2):267-77. [PubMed:8172912 ]
Kramer W, Muller G, Geisen K: Characterization of the molecular mode of action of the sulfonylurea, glimepiride, at beta-cells. Horm Metab Res. 1996 Sep;28(9):464-8. [PubMed:8911984 ]
Kramer W, Muller G, Girbig F, Gutjahr U, Kowalewski S, Hartz D, Summ HD: The molecular interaction of sulfonylureas with beta-cell ATP-sensitive K(+)-channels. Diabetes Res Clin Pract. 1995 Aug;28 Suppl:S67-80. [PubMed:8529521 ]

Showing metabocard for Glimepiride (HMDB0014367)

MOL for HMDB0014367 (Glimepiride)

3D MOL for HMDB0014367 (Glimepiride)

3D SDF for HMDB0014367 (Glimepiride)

3D-SDF for HMDB0014367 (Glimepiride)

PDB for HMDB0014367 (Glimepiride)

3D PDB for HMDB0014367 (Glimepiride)

SMILES for HMDB0014367 (Glimepiride)

INCHI for HMDB0014367 (Glimepiride)

Structure for HMDB0014367 (Glimepiride)

3D Structure for HMDB0014367 (Glimepiride)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References