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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:08:14 UTC

Update Date

2019-07-23 07:15:25 UTC

HMDB ID

HMDB0060935

Secondary Accession Numbers

HMDB60935

Metabolite Identification

Common Name

4-trans-Hydroxyglipizide

Description

4-trans-Hydroxyglipizide is a metabolite of glipizide. Glipizide is an oral rapid- and short-acting anti-diabetic drug from the sulfonylurea class. It is classified as a second generation sulfonylurea, which means that it undergoes enterohepatic circulation. Second-generation sulfonylureas are both more potent and have shorter half-lives than the first-generation sulfonylureas. Mechanism of action is produced by blocking potassium channels in the beta cells of the islets of Langerhans. (Wikipedia)

Structure

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


  Mrv0541 07091309082D          

 32 34  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    9.4875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   10.3125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  2  0  0  0  0
 11 10  1  0  0  0  0
 14  1  1  0  0  0  0
 14 12  2  0  0  0  0
 15  2  2  0  0  0  0
 15  3  1  0  0  0  0
 15 10  1  0  0  0  0
 16  4  1  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  2  0  0  0  0
 18  9  1  0  0  0  0
 19 13  1  0  0  0  0
 20 19  1  0  0  0  0
 22 11  1  4  0  0  0
 22 20  2  0  0  0  0
 23 13  2  0  0  0  0
 23 14  1  0  0  0  0
 24 12  1  0  0  0  0
 24 19  2  0  0  0  0
 16 25  1  6  0  0  0
 25 21  2  0  0  0  0
 26 21  1  0  0  0  0
 17 27  1  1  0  0  0
 28 20  1  0  0  0  0
 21 29  1  4  0  0  0
 32 18  1  0  0  0  0
 32 26  1  0  0  0  0
 32 30  2  0  0  0  0
 32 31  2  0  0  0  0
M  END

HMDB0060935
     RDKit          3D
4-trans-Hydroxyglipizide
 59 61  0  0  0  0  0  0  0  0999 V2000
   -6.6108    1.9459    3.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2368    1.5271    2.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2129    0.9995    1.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8721    0.6186   -0.0604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6117    0.7498   -0.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2550    0.3295   -1.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2424   -0.1933   -2.6369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0298    0.4688   -2.2037 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5585    0.0879   -3.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0941   -1.3516   -3.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9954   -1.5220   -2.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -1.3941   -2.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3674   -1.5488   -1.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1004   -1.8385   -0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608   -2.0196    0.4582 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.6380   -2.4816   -0.3594 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1584   -2.9862    1.5660 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8312   -0.4635    1.0988 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2247    0.6196    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1854    1.4320   -0.1998 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4014    0.9511   -0.0317 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6228    0.3076    0.3304 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8439    1.1121   -0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4303    1.7216    1.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0390    0.6203    2.0647 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1814    0.0930    1.4660 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0449   -0.5112    2.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6578   -0.1157    1.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2109   -1.9709   -0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320   -1.8122   -1.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6465    1.2805    0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9616    1.6661    1.5994 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9268    2.7673    3.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5060    1.1078    4.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6576    2.3186    3.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2259    0.9128    1.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2358   -1.1167   -3.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7848    0.7679   -3.8781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4246    0.1833   -4.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9074   -2.0280   -3.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7643   -1.6271   -4.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4657   -1.1681   -3.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084   -1.4420   -2.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563   -0.3312    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9731    1.4433   -1.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6793   -0.6450   -0.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5721    1.9269   -0.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6139    0.4843   -0.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5744    2.1391    1.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1986    2.4710    1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3161    1.0530    3.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5873    0.7120    0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0211   -0.7752    3.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3921   -1.4355    1.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0310   -1.0383    1.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3067    0.6808    2.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3948   -2.1983    0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2476   -1.9223   -0.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314    1.3615   -0.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  3
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 14 29  1  0
 29 30  2  0
  5 31  1  0
 31 32  2  0
 32  2  1  0
 30 11  1  0
 28 22  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  7 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 12 42  1  0
 13 43  1  0
 18 44  1  0
 20 45  1  0
 22 46  1  6
 23 47  1  0
 23 48  1  0
 24 49  1  0
 24 50  1  0
 25 51  1  1
 26 52  1  0
 27 53  1  0
 27 54  1  0
 28 55  1  0
 28 56  1  0
 29 57  1  0
 30 58  1  0
 31 59  1  0
M  END


  Mrv0541 07091309082D          

 32 34  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    9.4875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   10.3125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  2  0  0  0  0
 11 10  1  0  0  0  0
 14  1  1  0  0  0  0
 14 12  2  0  0  0  0
 15  2  2  0  0  0  0
 15  3  1  0  0  0  0
 15 10  1  0  0  0  0
 16  4  1  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  2  0  0  0  0
 18  9  1  0  0  0  0
 19 13  1  0  0  0  0
 20 19  1  0  0  0  0
 22 11  1  4  0  0  0
 22 20  2  0  0  0  0
 23 13  2  0  0  0  0
 23 14  1  0  0  0  0
 24 12  1  0  0  0  0
 24 19  2  0  0  0  0
 16 25  1  6  0  0  0
 25 21  2  0  0  0  0
 26 21  1  0  0  0  0
 17 27  1  1  0  0  0
 28 20  1  0  0  0  0
 21 29  1  4  0  0  0
 32 18  1  0  0  0  0
 32 26  1  0  0  0  0
 32 30  2  0  0  0  0
 32 31  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060935

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CN=C(C=N1)C(O)=NCCC1=CC=C(C=C1)S(=O)(=O)NC(O)=N[C@H]1CC[C@H](O)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C21H27N5O5S/c1-14-12-24-19(13-23-14)20(28)22-11-10-15-2-8-18(9-3-15)32(30,31)26-21(29)25-16-4-6-17(27)7-5-16/h2-3,8-9,12-13,16-17,27H,4-7,10-11H2,1H3,(H,22,28)(H2,25,26,29)/t16-,17-

> <INCHI_KEY>
WPQWQJBFAJEUHS-QAQDUYKDSA-N

> <FORMULA>
C21H27N5O5S

> <MOLECULAR_WEIGHT>
461.535

> <EXACT_MASS>
461.173289689

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
47.83052797511253

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-methyl-N-(2-{4-[({[(1r,4r)-4-hydroxycyclohexyl]-C-hydroxycarbonimidoyl}amino)sulfonyl]phenyl}ethyl)pyrazine-2-carboximidic acid

> <ALOGPS_LOGP>
1.29

> <JCHEM_LOGP>
1.6791020050000007

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
6.06421477508535

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.440966136140064

> <JCHEM_PKA_STRONGEST_BASIC>
2.3865878691938

> <JCHEM_POLAR_SURFACE_AREA>
157.36

> <JCHEM_REFRACTIVITY>
118.33069999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.76e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-methyl-N-{2-[4-({[(1r,4r)-4-hydroxycyclohexyl]-C-hydroxycarbonimidoyl}aminosulfonyl)phenyl]ethyl}pyrazine-2-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060935
     RDKit          3D
4-trans-Hydroxyglipizide
 59 61  0  0  0  0  0  0  0  0999 V2000
   -6.6108    1.9459    3.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2368    1.5271    2.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2129    0.9995    1.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8721    0.6186   -0.0604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6117    0.7498   -0.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2550    0.3295   -1.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2424   -0.1933   -2.6369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0298    0.4688   -2.2037 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5585    0.0879   -3.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0941   -1.3516   -3.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9954   -1.5220   -2.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -1.3941   -2.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3674   -1.5488   -1.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1004   -1.8385   -0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608   -2.0196    0.4582 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.6380   -2.4816   -0.3594 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1584   -2.9862    1.5660 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8312   -0.4635    1.0988 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2247    0.6196    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1854    1.4320   -0.1998 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4014    0.9511   -0.0317 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6228    0.3076    0.3304 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8439    1.1121   -0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4303    1.7216    1.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0390    0.6203    2.0647 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1814    0.0930    1.4660 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0449   -0.5112    2.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6578   -0.1157    1.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2109   -1.9709   -0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320   -1.8122   -1.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6465    1.2805    0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9616    1.6661    1.5994 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9268    2.7673    3.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5060    1.1078    4.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6576    2.3186    3.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2259    0.9128    1.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2358   -1.1167   -3.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7848    0.7679   -3.8781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4246    0.1833   -4.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9074   -2.0280   -3.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7643   -1.6271   -4.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4657   -1.1681   -3.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084   -1.4420   -2.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563   -0.3312    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9731    1.4433   -1.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6793   -0.6450   -0.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5721    1.9269   -0.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6139    0.4843   -0.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5744    2.1391    1.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1986    2.4710    1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3161    1.0530    3.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5873    0.7120    0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0211   -0.7752    3.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3921   -1.4355    1.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0310   -1.0383    1.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3067    0.6808    2.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3948   -2.1983    0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2476   -1.9223   -0.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314    1.3615   -0.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  3
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 14 29  1  0
 29 30  2  0
  5 31  1  0
 31 32  2  0
 32  2  1  0
 30 11  1  0
 28 22  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  7 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 12 42  1  0
 13 43  1  0
 18 44  1  0
 20 45  1  0
 22 46  1  6
 23 47  1  0
 23 48  1  0
 24 49  1  0
 24 50  1  0
 25 51  1  1
 26 52  1  0
 27 53  1  0
 27 54  1  0
 28 55  1  0
 28 56  1  0
 29 57  1  0
 30 58  1  0
 31 59  1  0
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  19.250   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  16.940   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  20.020   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  17.710   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  17.710   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334  19.250   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667  15.400   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       2.667   4.620   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0       2.667  16.940   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       4.001  14.630   0.000  0.00  0.00           N+0
HETATM   27  O   UNK     0      -2.667  20.020   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.334  14.630   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.541  13.090   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.461  13.090   0.000  0.00  0.00           O+0
HETATM   32  S   UNK     0       4.001  13.090   0.000  0.00  0.00           S+0
CONECT    1   14                                                            
CONECT    2    8   15                                                       
CONECT    3    9   15                                                       
CONECT    4    6   16                                                       
CONECT    5    7   16                                                       
CONECT    6    4   17                                                       
CONECT    7    5   17                                                       
CONECT    8    2   18                                                       
CONECT    9    3   18                                                       
CONECT   10   11   15                                                       
CONECT   11   10   22                                                       
CONECT   12   14   24                                                       
CONECT   13   19   23                                                       
CONECT   14    1   12   23                                                  
CONECT   15    2    3   10                                                  
CONECT   16    4    5   25                                                  
CONECT   17    6    7   27                                                  
CONECT   18    8    9   32                                                  
CONECT   19   13   20   24                                                  
CONECT   20   19   22   28                                                  
CONECT   21   25   26   29                                                  
CONECT   22   11   20                                                       
CONECT   23   13   14                                                       
CONECT   24   12   19                                                       
CONECT   25   16   21                                                       
CONECT   26   21   32                                                       
CONECT   27   17                                                            
CONECT   28   20                                                            
CONECT   29   21                                                            
CONECT   30   32                                                            
CONECT   31   32                                                            
CONECT   32   18   26   30   31                                             
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0060935
HETATM    1  C1  UNL     1      -6.611   1.946   3.364  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.237   1.527   2.004  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.213   0.999   1.177  1.00  0.00           C  
HETATM    4  N1  UNL     1      -6.872   0.619  -0.060  1.00  0.00           N  
HETATM    5  C4  UNL     1      -5.612   0.750  -0.477  1.00  0.00           C  
HETATM    6  C5  UNL     1      -5.255   0.330  -1.830  1.00  0.00           C  
HETATM    7  O1  UNL     1      -6.242  -0.193  -2.637  1.00  0.00           O  
HETATM    8  N2  UNL     1      -4.030   0.469  -2.204  1.00  0.00           N  
HETATM    9  C6  UNL     1      -3.559   0.088  -3.520  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.094  -1.352  -3.445  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.995  -1.522  -2.464  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.675  -1.394  -2.847  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.367  -1.549  -1.944  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.100  -1.838  -0.624  1.00  0.00           C  
HETATM   15  S1  UNL     1       1.461  -2.020   0.458  1.00  0.00           S  
HETATM   16  O2  UNL     1       2.638  -2.482  -0.359  1.00  0.00           O  
HETATM   17  O3  UNL     1       1.158  -2.986   1.566  1.00  0.00           O  
HETATM   18  N3  UNL     1       1.831  -0.464   1.099  1.00  0.00           N  
HETATM   19  C12 UNL     1       2.225   0.620   0.297  1.00  0.00           C  
HETATM   20  O4  UNL     1       1.185   1.432  -0.200  1.00  0.00           O  
HETATM   21  N4  UNL     1       3.401   0.951  -0.032  1.00  0.00           N  
HETATM   22  C13 UNL     1       4.623   0.308   0.330  1.00  0.00           C  
HETATM   23  C14 UNL     1       5.844   1.112  -0.053  1.00  0.00           C  
HETATM   24  C15 UNL     1       6.430   1.722   1.224  1.00  0.00           C  
HETATM   25  C16 UNL     1       7.039   0.620   2.065  1.00  0.00           C  
HETATM   26  O5  UNL     1       8.181   0.093   1.466  1.00  0.00           O  
HETATM   27  C17 UNL     1       6.045  -0.511   2.195  1.00  0.00           C  
HETATM   28  C18 UNL     1       4.658  -0.116   1.777  1.00  0.00           C  
HETATM   29  C19 UNL     1      -1.211  -1.971  -0.218  1.00  0.00           C  
HETATM   30  C20 UNL     1      -2.232  -1.812  -1.136  1.00  0.00           C  
HETATM   31  C21 UNL     1      -4.646   1.280   0.365  1.00  0.00           C  
HETATM   32  N5  UNL     1      -4.962   1.666   1.599  1.00  0.00           N  
HETATM   33  H1  UNL     1      -5.927   2.767   3.671  1.00  0.00           H  
HETATM   34  H2  UNL     1      -6.506   1.108   4.091  1.00  0.00           H  
HETATM   35  H3  UNL     1      -7.658   2.319   3.376  1.00  0.00           H  
HETATM   36  H4  UNL     1      -8.226   0.913   1.562  1.00  0.00           H  
HETATM   37  H5  UNL     1      -6.236  -1.117  -3.027  1.00  0.00           H  
HETATM   38  H6  UNL     1      -2.785   0.768  -3.878  1.00  0.00           H  
HETATM   39  H7  UNL     1      -4.425   0.183  -4.205  1.00  0.00           H  
HETATM   40  H8  UNL     1      -3.907  -2.028  -3.176  1.00  0.00           H  
HETATM   41  H9  UNL     1      -2.764  -1.627  -4.477  1.00  0.00           H  
HETATM   42  H10 UNL     1      -0.466  -1.168  -3.877  1.00  0.00           H  
HETATM   43  H11 UNL     1       1.408  -1.442  -2.274  1.00  0.00           H  
HETATM   44  H12 UNL     1       1.756  -0.331   2.128  1.00  0.00           H  
HETATM   45  H13 UNL     1       0.973   1.443  -1.195  1.00  0.00           H  
HETATM   46  H14 UNL     1       4.679  -0.645  -0.273  1.00  0.00           H  
HETATM   47  H15 UNL     1       5.572   1.927  -0.754  1.00  0.00           H  
HETATM   48  H16 UNL     1       6.614   0.484  -0.517  1.00  0.00           H  
HETATM   49  H17 UNL     1       5.574   2.139   1.792  1.00  0.00           H  
HETATM   50  H18 UNL     1       7.199   2.471   1.002  1.00  0.00           H  
HETATM   51  H19 UNL     1       7.316   1.053   3.032  1.00  0.00           H  
HETATM   52  H20 UNL     1       8.587   0.712   0.800  1.00  0.00           H  
HETATM   53  H21 UNL     1       6.021  -0.775   3.285  1.00  0.00           H  
HETATM   54  H22 UNL     1       6.392  -1.436   1.683  1.00  0.00           H  
HETATM   55  H23 UNL     1       4.031  -1.038   1.850  1.00  0.00           H  
HETATM   56  H24 UNL     1       4.307   0.681   2.448  1.00  0.00           H  
HETATM   57  H25 UNL     1      -1.395  -2.198   0.822  1.00  0.00           H  
HETATM   58  H26 UNL     1      -3.248  -1.922  -0.786  1.00  0.00           H  
HETATM   59  H27 UNL     1      -3.631   1.361  -0.038  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    3   32
CONECT    3    4   36
CONECT    4    5    5
CONECT    5    6   31
CONECT    6    7    8    8
CONECT    7   37
CONECT    8    9
CONECT    9   10   38   39
CONECT   10   11   40   41
CONECT   11   12   12   30
CONECT   12   13   42
CONECT   13   14   14   43
CONECT   14   15   29
CONECT   15   16   16   17   17
CONECT   15   18
CONECT   18   19   44
CONECT   19   20   21   21
CONECT   20   45
CONECT   21   22
CONECT   22   23   28   46
CONECT   23   24   47   48
CONECT   24   25   49   50
CONECT   25   26   27   51
CONECT   26   52
CONECT   27   28   53   54
CONECT   28   55   56
CONECT   29   30   30   57
CONECT   30   58
CONECT   31   32   32   59
END

HMDB0060935
     RDKit          3D
4-trans-Hydroxyglipizide
 59 61  0  0  0  0  0  0  0  0999 V2000
   -6.6108    1.9459    3.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2368    1.5271    2.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2129    0.9995    1.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8721    0.6186   -0.0604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6117    0.7498   -0.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2550    0.3295   -1.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2424   -0.1933   -2.6369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0298    0.4688   -2.2037 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5585    0.0879   -3.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0941   -1.3516   -3.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9954   -1.5220   -2.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -1.3941   -2.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3674   -1.5488   -1.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1004   -1.8385   -0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608   -2.0196    0.4582 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.6380   -2.4816   -0.3594 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1584   -2.9862    1.5660 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8312   -0.4635    1.0988 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2247    0.6196    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1854    1.4320   -0.1998 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4014    0.9511   -0.0317 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6228    0.3076    0.3304 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8439    1.1121   -0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4303    1.7216    1.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0390    0.6203    2.0647 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1814    0.0930    1.4660 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0449   -0.5112    2.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6578   -0.1157    1.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2109   -1.9709   -0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320   -1.8122   -1.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6465    1.2805    0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9616    1.6661    1.5994 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9268    2.7673    3.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5060    1.1078    4.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6576    2.3186    3.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2259    0.9128    1.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2358   -1.1167   -3.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7848    0.7679   -3.8781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4246    0.1833   -4.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9074   -2.0280   -3.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7643   -1.6271   -4.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4657   -1.1681   -3.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084   -1.4420   -2.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563   -0.3312    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9731    1.4433   -1.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6793   -0.6450   -0.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5721    1.9269   -0.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6139    0.4843   -0.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5744    2.1391    1.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1986    2.4710    1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3161    1.0530    3.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5873    0.7120    0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0211   -0.7752    3.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3921   -1.4355    1.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0310   -1.0383    1.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3067    0.6808    2.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3948   -2.1983    0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2476   -1.9223   -0.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314    1.3615   -0.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  3
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 14 29  1  0
 29 30  2  0
  5 31  1  0
 31 32  2  0
 32  2  1  0
 30 11  1  0
 28 22  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  7 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 12 42  1  0
 13 43  1  0
 18 44  1  0
 20 45  1  0
 22 46  1  6
 23 47  1  0
 23 48  1  0
 24 49  1  0
 24 50  1  0
 25 51  1  1
 26 52  1  0
 27 53  1  0
 27 54  1  0
 28 55  1  0
 28 56  1  0
 29 57  1  0
 30 58  1  0
 31 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₂₇N₅O₅S

Average Molecular Weight

461.535

Monoisotopic Molecular Weight

461.173289689

IUPAC Name

5-methyl-N-(2-{4-[({[(1r,4r)-4-hydroxycyclohexyl]-C-hydroxycarbonimidoyl}amino)sulfonyl]phenyl}ethyl)pyrazine-2-carboximidic acid

Traditional Name

5-methyl-N-{2-[4-({[(1r,4r)-4-hydroxycyclohexyl]-C-hydroxycarbonimidoyl}aminosulfonyl)phenyl]ethyl}pyrazine-2-carboximidic acid

CAS Registry Number

Not Available

SMILES

CC1=CN=C(C=N1)C(O)=NCCC1=CC=C(C=C1)S(=O)(=O)NC(O)=N[C@H]1CC[C@H](O)CC1

InChI Identifier

InChI=1S/C21H27N5O5S/c1-14-12-24-19(13-23-14)20(28)22-11-10-15-2-8-18(9-3-15)32(30,31)26-21(29)25-16-4-6-17(27)7-5-16/h2-3,8-9,12-13,16-17,27H,4-7,10-11H2,1H3,(H,22,28)(H2,25,26,29)/t16-,17-

InChI Key

WPQWQJBFAJEUHS-QAQDUYKDSA-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
Cyclohexanol
Sulfonylurea
Pyrazine
Cyclic alcohol
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Heteroaromatic compound
Secondary alcohol
Carboximidic acid derivative
Azacycle
Carboximidic acid
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Organic oxide
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0060935)
Liver (HMDB: HMDB0060935)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060935)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060935)

Cellular substructure

Cytoplasm (HMDB: HMDB0060935)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.048 g/L	ALOGPS
logP	1.29	ALOGPS
logP	1.68	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	5.44	ChemAxon
pKa (Strongest Basic)	2.39	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	157.36 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	118.33 m³·mol⁻¹	ChemAxon
Polarizability	47.83 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	206.016	31661259
DarkChem	[M-H]-	194.631	31661259
DeepCCS	[M+H]+	200.148	30932474
DeepCCS	[M-H]-	197.753	30932474
DeepCCS	[M-2H]-	230.635	30932474
DeepCCS	[M+Na]+	206.264	30932474
AllCCS	[M+H]+	206.6	32859911
AllCCS	[M+H-H2O]+	204.7	32859911
AllCCS	[M+NH4]+	208.4	32859911
AllCCS	[M+Na]+	208.9	32859911
AllCCS	[M-H]-	197.9	32859911
AllCCS	[M+Na-2H]-	199.0	32859911
AllCCS	[M+HCOO]-	200.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-trans-Hydroxyglipizide	CC1=CN=C(C=N1)C(O)=NCCC1=CC=C(C=C1)S(=O)(=O)NC(O)=N[C@H]1CC[C@H](O)CC1	5139.2	Standard polar	33892256
4-trans-Hydroxyglipizide	CC1=CN=C(C=N1)C(O)=NCCC1=CC=C(C=C1)S(=O)(=O)NC(O)=N[C@H]1CC[C@H](O)CC1	3334.0	Standard non polar	33892256
4-trans-Hydroxyglipizide	CC1=CN=C(C=N1)C(O)=NCCC1=CC=C(C=C1)S(=O)(=O)NC(O)=N[C@H]1CC[C@H](O)CC1	4140.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-trans-Hydroxyglipizide,1TMS,isomer #1	CC1=CN=C(C(=NCCC2=CC=C(S(=O)(=O)NC(O)=N[C@H]3CC[C@H](O)CC3)C=C2)O[Si](C)(C)C)C=N1	4183.1	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,1TMS,isomer #2	CC1=CN=C(C(O)=NCCC2=CC=C(S(=O)(=O)NC(=N[C@H]3CC[C@H](O)CC3)O[Si](C)(C)C)C=C2)C=N1	4230.9	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,1TMS,isomer #3	CC1=CN=C(C(O)=NCCC2=CC=C(S(=O)(=O)NC(O)=N[C@H]3CC[C@H](O[Si](C)(C)C)CC3)C=C2)C=N1	4263.4	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,1TMS,isomer #4	CC1=CN=C(C(O)=NCCC2=CC=C(S(=O)(=O)N(C(O)=N[C@H]3CC[C@H](O)CC3)[Si](C)(C)C)C=C2)C=N1	4237.2	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,2TMS,isomer #1	CC1=CN=C(C(=NCCC2=CC=C(S(=O)(=O)NC(=N[C@H]3CC[C@H](O)CC3)O[Si](C)(C)C)C=C2)O[Si](C)(C)C)C=N1	4065.0	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,2TMS,isomer #2	CC1=CN=C(C(=NCCC2=CC=C(S(=O)(=O)NC(O)=N[C@H]3CC[C@H](O[Si](C)(C)C)CC3)C=C2)O[Si](C)(C)C)C=N1	4050.2	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,2TMS,isomer #3	CC1=CN=C(C(=NCCC2=CC=C(S(=O)(=O)N(C(O)=N[C@H]3CC[C@H](O)CC3)[Si](C)(C)C)C=C2)O[Si](C)(C)C)C=N1	4033.9	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,2TMS,isomer #4	CC1=CN=C(C(O)=NCCC2=CC=C(S(=O)(=O)NC(=N[C@H]3CC[C@H](O[Si](C)(C)C)CC3)O[Si](C)(C)C)C=C2)C=N1	4080.5	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,2TMS,isomer #5	CC1=CN=C(C(O)=NCCC2=CC=C(S(=O)(=O)N(C(=N[C@H]3CC[C@H](O)CC3)O[Si](C)(C)C)[Si](C)(C)C)C=C2)C=N1	4063.3	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,2TMS,isomer #6	CC1=CN=C(C(O)=NCCC2=CC=C(S(=O)(=O)N(C(O)=N[C@H]3CC[C@H](O[Si](C)(C)C)CC3)[Si](C)(C)C)C=C2)C=N1	4063.2	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,3TMS,isomer #1	CC1=CN=C(C(=NCCC2=CC=C(S(=O)(=O)NC(=N[C@H]3CC[C@H](O[Si](C)(C)C)CC3)O[Si](C)(C)C)C=C2)O[Si](C)(C)C)C=N1	3909.9	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,3TMS,isomer #2	CC1=CN=C(C(=NCCC2=CC=C(S(=O)(=O)N(C(=N[C@H]3CC[C@H](O)CC3)O[Si](C)(C)C)[Si](C)(C)C)C=C2)O[Si](C)(C)C)C=N1	3924.3	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,3TMS,isomer #3	CC1=CN=C(C(=NCCC2=CC=C(S(=O)(=O)N(C(O)=N[C@H]3CC[C@H](O[Si](C)(C)C)CC3)[Si](C)(C)C)C=C2)O[Si](C)(C)C)C=N1	3918.9	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,3TMS,isomer #4	CC1=CN=C(C(O)=NCCC2=CC=C(S(=O)(=O)N(C(=N[C@H]3CC[C@H](O[Si](C)(C)C)CC3)O[Si](C)(C)C)[Si](C)(C)C)C=C2)C=N1	3942.1	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,4TMS,isomer #1	CC1=CN=C(C(=NCCC2=CC=C(S(=O)(=O)N(C(=N[C@H]3CC[C@H](O[Si](C)(C)C)CC3)O[Si](C)(C)C)[Si](C)(C)C)C=C2)O[Si](C)(C)C)C=N1	3835.2	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,4TMS,isomer #1	CC1=CN=C(C(=NCCC2=CC=C(S(=O)(=O)N(C(=N[C@H]3CC[C@H](O[Si](C)(C)C)CC3)O[Si](C)(C)C)[Si](C)(C)C)C=C2)O[Si](C)(C)C)C=N1	3536.8	Standard non polar	33892256
4-trans-Hydroxyglipizide,4TMS,isomer #1	CC1=CN=C(C(=NCCC2=CC=C(S(=O)(=O)N(C(=N[C@H]3CC[C@H](O[Si](C)(C)C)CC3)O[Si](C)(C)C)[Si](C)(C)C)C=C2)O[Si](C)(C)C)C=N1	5393.4	Standard polar	33892256
4-trans-Hydroxyglipizide,1TBDMS,isomer #1	CC1=CN=C(C(=NCCC2=CC=C(S(=O)(=O)NC(O)=N[C@H]3CC[C@H](O)CC3)C=C2)O[Si](C)(C)C(C)(C)C)C=N1	4394.9	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,1TBDMS,isomer #2	CC1=CN=C(C(O)=NCCC2=CC=C(S(=O)(=O)NC(=N[C@H]3CC[C@H](O)CC3)O[Si](C)(C)C(C)(C)C)C=C2)C=N1	4443.6	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,1TBDMS,isomer #3	CC1=CN=C(C(O)=NCCC2=CC=C(S(=O)(=O)NC(O)=N[C@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)CC3)C=C2)C=N1	4464.3	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,1TBDMS,isomer #4	CC1=CN=C(C(O)=NCCC2=CC=C(S(=O)(=O)N(C(O)=N[C@H]3CC[C@H](O)CC3)[Si](C)(C)C(C)(C)C)C=C2)C=N1	4478.4	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,2TBDMS,isomer #1	CC1=CN=C(C(=NCCC2=CC=C(S(=O)(=O)NC(=N[C@H]3CC[C@H](O)CC3)O[Si](C)(C)C(C)(C)C)C=C2)O[Si](C)(C)C(C)(C)C)C=N1	4442.2	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,2TBDMS,isomer #2	CC1=CN=C(C(=NCCC2=CC=C(S(=O)(=O)NC(O)=N[C@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)CC3)C=C2)O[Si](C)(C)C(C)(C)C)C=N1	4447.7	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,2TBDMS,isomer #3	CC1=CN=C(C(=NCCC2=CC=C(S(=O)(=O)N(C(O)=N[C@H]3CC[C@H](O)CC3)[Si](C)(C)C(C)(C)C)C=C2)O[Si](C)(C)C(C)(C)C)C=N1	4476.2	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,2TBDMS,isomer #4	CC1=CN=C(C(O)=NCCC2=CC=C(S(=O)(=O)NC(=N[C@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)CC3)O[Si](C)(C)C(C)(C)C)C=C2)C=N1	4486.4	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,2TBDMS,isomer #5	CC1=CN=C(C(O)=NCCC2=CC=C(S(=O)(=O)N(C(=N[C@H]3CC[C@H](O)CC3)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=N1	4490.2	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,2TBDMS,isomer #6	CC1=CN=C(C(O)=NCCC2=CC=C(S(=O)(=O)N(C(O)=N[C@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)CC3)[Si](C)(C)C(C)(C)C)C=C2)C=N1	4518.3	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,3TBDMS,isomer #1	CC1=CN=C(C(=NCCC2=CC=C(S(=O)(=O)NC(=N[C@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)CC3)O[Si](C)(C)C(C)(C)C)C=C2)O[Si](C)(C)C(C)(C)C)C=N1	4484.8	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,3TBDMS,isomer #2	CC1=CN=C(C(=NCCC2=CC=C(S(=O)(=O)N(C(=N[C@H]3CC[C@H](O)CC3)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)O[Si](C)(C)C(C)(C)C)C=N1	4534.3	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,3TBDMS,isomer #3	CC1=CN=C(C(=NCCC2=CC=C(S(=O)(=O)N(C(O)=N[C@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)CC3)[Si](C)(C)C(C)(C)C)C=C2)O[Si](C)(C)C(C)(C)C)C=N1	4535.2	Semi standard non polar	33892256
4-trans-Hydroxyglipizide,3TBDMS,isomer #4	CC1=CN=C(C(O)=NCCC2=CC=C(S(=O)(=O)N(C(=N[C@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)CC3)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=N1	4561.1	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 - 4-trans-Hydroxyglipizide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0w93-8926500000-b1f77e53010b280710f4	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-trans-Hydroxyglipizide GC-MS (3 TMS) - 70eV, Positive	splash10-03k9-4523429000-e0ccdaeb3933e5beef25	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-trans-Hydroxyglipizide 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-trans-Hydroxyglipizide 10V, Positive-QTOF	splash10-0006-2209600000-5aad21e860dae640443c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-trans-Hydroxyglipizide 20V, Positive-QTOF	splash10-01oy-6904000000-afb161cdc06418ce541d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-trans-Hydroxyglipizide 40V, Positive-QTOF	splash10-01ox-8901000000-4c0c19b86495d3dbc461	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-trans-Hydroxyglipizide 10V, Negative-QTOF	splash10-03di-1407900000-992c1bfeea2fffc14ebd	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-trans-Hydroxyglipizide 20V, Negative-QTOF	splash10-014j-2519000000-308dc505af787a161469	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-trans-Hydroxyglipizide 40V, Negative-QTOF	splash10-0006-9811000000-3e4f38aa86f3824ab46e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-trans-Hydroxyglipizide 10V, Positive-QTOF	splash10-03kc-0107900000-534290476e68fa276b79	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-trans-Hydroxyglipizide 20V, Positive-QTOF	splash10-0fka-2029100000-bf98f87b992ea0f4ba24	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-trans-Hydroxyglipizide 40V, Positive-QTOF	splash10-0uy0-3942400000-4da75943aeed88982766	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-trans-Hydroxyglipizide 10V, Negative-QTOF	splash10-03di-0001900000-c8058b5ba03368bd726b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-trans-Hydroxyglipizide 20V, Negative-QTOF	splash10-0gbc-3109200000-b70eb8ff8b96d3ab6db0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-trans-Hydroxyglipizide 40V, Negative-QTOF	splash10-0006-9122100000-61c5cc91de063377e3c0	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

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	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

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

Showing metabocard for 4-trans-Hydroxyglipizide (HMDB0060935)

MOL for HMDB0060935 (4-trans-Hydroxyglipizide)

3D MOL for HMDB0060935 (4-trans-Hydroxyglipizide)

3D SDF for HMDB0060935 (4-trans-Hydroxyglipizide)

3D-SDF for HMDB0060935 (4-trans-Hydroxyglipizide)

PDB for HMDB0060935 (4-trans-Hydroxyglipizide)

3D PDB for HMDB0060935 (4-trans-Hydroxyglipizide)

SMILES for HMDB0060935 (4-trans-Hydroxyglipizide)

INCHI for HMDB0060935 (4-trans-Hydroxyglipizide)

Structure for HMDB0060935 (4-trans-Hydroxyglipizide)

3D Structure for HMDB0060935 (4-trans-Hydroxyglipizide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra