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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:18:10 UTC

Update Date

2019-07-23 07:15:46 UTC

HMDB ID

HMDB0061099

Secondary Accession Numbers

HMDB61099

Metabolite Identification

Common Name

5-hydroxy saxagliptin

Description

5-hydroxy saxagliptin is a metabolite of saxagliptin. Saxagliptin, previously identified as BMS-477118, is a new oral hypoglycemic of the new dipeptidyl peptidase-4 (DPP-4) inhibitor class of drugs. Early development was solely by Bristol-Myers Squibb; in 2007 AstraZeneca joined with Bristol-Myers Squibb to co-develop the final compound and collaborate on the marketing of the drug. A New Drug Application for saxagliptin in the treatment of type 2 diabetes was submitted to the FDA in June 2008. (Wikipedia)

Structure

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


  Mrv0541 07091309182D          

 25 29  0  0  0  0            999 V2000
   -0.2751   -4.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3569   -4.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -0.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -0.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0368   -0.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147   -3.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1163   -2.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5873   -2.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3012   -1.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3012   -0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5499   -4.9906    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5301   -4.2060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8048   -4.2059    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8517   -2.4835    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1373   -2.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -1.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -1.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0368   -1.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0993   -3.6962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5662   -2.8960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1373   -3.7210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5772   -2.4836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2319   -1.0310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344   -1.4529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3012    0.7042    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  6  0  0  0
 12  1  1  0  0  0  0
 12  6  1  6  0  0  0
 13  2  1  6  0  0  0
 13 11  1  0  0  0  0
 15 14  1  0  0  0  0
 18  9  1  0  0  0  0
 16  7  1  0  0  0  0
 16  8  1  0  0  0  0
 16 14  1  0  0  0  0
 18  8  1  0  0  0  0
 17  7  1  0  0  0  0
 17  9  1  0  0  0  0
 18  5  1  0  0  0  0
 17  4  1  0  0  0  0
 16  3  1  0  0  0  0
 19  6  3  0  0  0  0
 14 20  1  6  0  0  0
 21 12  1  0  0  0  0
 21 13  1  0  0  0  0
 21 15  1  0  0  0  0
 22 15  2  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25 10  1  0  0  0  0
M  END

HMDB0061099
     RDKit          3D
5-hydroxy saxagliptin
 49 53  0  0  0  0  0  0  0  0999 V2000
    2.0977    0.5985    3.1863 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6452    0.3247    2.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3432   -0.0272    1.0209 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4418   -1.5462    0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472   -1.5224   -0.5747 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3863   -1.4732   -1.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7451   -0.1610   -1.1981 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7615    0.3783   -0.2180 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6388    1.1018   -0.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    1.3543   -1.9107 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5452    1.6475    0.1859 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0787    2.8930   -0.5019 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6913    0.7578    0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060   -0.5993    0.7089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6703   -1.4515    0.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1218   -1.6153   -0.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4576   -0.2365   -1.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8407   -0.3961   -2.5731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5342    0.4577   -0.4594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0413    0.6173    0.9693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0092    1.2089    1.7428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7748   -0.7878    1.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7512    1.3863    1.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358    0.6640   -1.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4266    0.3017    1.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4344   -1.9923    0.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0698   -1.9915    1.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2235   -1.7505   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3129   -1.7871   -1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9445   -1.7217   -2.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5288    0.4898   -1.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8167    1.9734    1.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6355    3.6910   -0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2067    2.7568   -1.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0227   -0.5671    1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152   -1.1217    0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4047   -2.3981    1.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3140   -2.0144   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0339   -2.2253   -0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3635   -1.1849   -2.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6223    1.4841   -0.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4901   -0.0789   -0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8104    1.0645    2.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5985   -0.7939    2.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7066   -1.3649    1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3999    1.3261    2.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8987    2.4675    0.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5515    1.6625   -1.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5276    0.2014   -1.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 17 24  1  0
  8  3  1  0
 23 13  1  0
  7  5  1  0
 24 13  1  0
 22 15  1  0
  3 25  1  1
  4 26  1  0
  4 27  1  0
  5 28  1  6
  6 29  1  0
  6 30  1  0
  7 31  1  6
 11 32  1  1
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  1  0
M  END


  Mrv0541 07091309182D          

 25 29  0  0  0  0            999 V2000
   -0.2751   -4.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3569   -4.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -0.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -0.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0368   -0.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147   -3.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1163   -2.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5873   -2.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3012   -1.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3012   -0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5499   -4.9906    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5301   -4.2060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8048   -4.2059    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8517   -2.4835    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1373   -2.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -1.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -1.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0368   -1.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0993   -3.6962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5662   -2.8960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1373   -3.7210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5772   -2.4836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2319   -1.0310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344   -1.4529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3012    0.7042    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  6  0  0  0
 12  1  1  0  0  0  0
 12  6  1  6  0  0  0
 13  2  1  6  0  0  0
 13 11  1  0  0  0  0
 15 14  1  0  0  0  0
 18  9  1  0  0  0  0
 16  7  1  0  0  0  0
 16  8  1  0  0  0  0
 16 14  1  0  0  0  0
 18  8  1  0  0  0  0
 17  7  1  0  0  0  0
 17  9  1  0  0  0  0
 18  5  1  0  0  0  0
 17  4  1  0  0  0  0
 16  3  1  0  0  0  0
 19  6  3  0  0  0  0
 14 20  1  6  0  0  0
 21 12  1  0  0  0  0
 21 13  1  0  0  0  0
 21 15  1  0  0  0  0
 22 15  2  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061099

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]C12CC3(O)CC(O)(C1)CC(C2)(C3)[C@H](N)C(=O)N1[C@@H]2C[C@@H]2C[C@@H]1C#N

> <INCHI_IDENTIFIER>
InChI=1S/C18H25N3O3/c19-6-12-1-11-2-13(11)21(12)15(22)14(20)16-3-10-4-17(23,7-16)9-18(24,5-10)8-16/h10-14,23-24H,1-5,7-9,20H2/t10?,11-,12+,13+,14+,16?,17?,18?/m0/s1

> <INCHI_KEY>
GAWUJFVQGSLSSZ-HREDRMPBSA-N

> <FORMULA>
C18H25N3O3

> <MOLECULAR_WEIGHT>
331.4094

> <EXACT_MASS>
331.189591681

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
34.61828987175605

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3R,5R)-2-[(2S)-2-amino-2-(3,5-dihydroxyadamantan-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile

> <ALOGPS_LOGP>
-0.23

> <JCHEM_LOGP>
-1.4675356629999998

> <ALOGPS_LOGS>
-1.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.06124200979102

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.357703361772398

> <JCHEM_PKA_STRONGEST_BASIC>
7.5952577665013585

> <JCHEM_POLAR_SURFACE_AREA>
110.58000000000001

> <JCHEM_REFRACTIVITY>
85.62979999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3R,5R)-2-[(2S)-2-amino-2-(3,5-dihydroxyadamantan-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061099
     RDKit          3D
5-hydroxy saxagliptin
 49 53  0  0  0  0  0  0  0  0999 V2000
    2.0977    0.5985    3.1863 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6452    0.3247    2.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3432   -0.0272    1.0209 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4418   -1.5462    0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472   -1.5224   -0.5747 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3863   -1.4732   -1.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7451   -0.1610   -1.1981 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7615    0.3783   -0.2180 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6388    1.1018   -0.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    1.3543   -1.9107 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5452    1.6475    0.1859 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0787    2.8930   -0.5019 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6913    0.7578    0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060   -0.5993    0.7089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6703   -1.4515    0.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1218   -1.6153   -0.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4576   -0.2365   -1.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8407   -0.3961   -2.5731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5342    0.4577   -0.4594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0413    0.6173    0.9693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0092    1.2089    1.7428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7748   -0.7878    1.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7512    1.3863    1.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358    0.6640   -1.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4266    0.3017    1.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4344   -1.9923    0.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0698   -1.9915    1.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2235   -1.7505   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3129   -1.7871   -1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9445   -1.7217   -2.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5288    0.4898   -1.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8167    1.9734    1.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6355    3.6910   -0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2067    2.7568   -1.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0227   -0.5671    1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152   -1.1217    0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4047   -2.3981    1.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3140   -2.0144   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0339   -2.2253   -0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3635   -1.1849   -2.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6223    1.4841   -0.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4901   -0.0789   -0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8104    1.0645    2.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5985   -0.7939    2.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7066   -1.3649    1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3999    1.3261    2.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8987    2.4675    0.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5515    1.6625   -1.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5276    0.2014   -1.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 17 24  1  0
  8  3  1  0
 23 13  1  0
  7  5  1  0
 24 13  1  0
 22 15  1  0
  3 25  1  1
  4 26  1  0
  4 27  1  0
  5 28  1  6
  6 29  1  0
  6 30  1  0
  7 31  1  6
 11 32  1  1
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  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      -0.514  -9.316   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.533  -8.995   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.590  -1.701   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.056  -0.923   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.802  -0.923   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.454  -7.375   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.217  -3.793   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.963  -3.793   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.429  -3.016   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.429  -0.225   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.026  -9.316   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.990  -7.851   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.502  -7.851   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.590  -4.636   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.256  -5.406   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.590  -3.096   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.056  -2.318   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.802  -2.318   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -3.919  -6.900   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       2.924  -5.406   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       0.256  -6.946   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0      -1.077  -4.636   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -0.433  -1.925   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.291  -2.712   0.000  0.00  0.00           O+0
HETATM   25  H   UNK     0       2.429   1.315   0.000  0.00  0.00           H+0
CONECT    1   11   12                                                       
CONECT    2   11   13                                                       
CONECT    3   10   16                                                       
CONECT    4   10   17                                                       
CONECT    5   10   18                                                       
CONECT    6   12   19                                                       
CONECT    7   16   17                                                       
CONECT    8   16   18                                                       
CONECT    9   18   17                                                       
CONECT   10    3    4    5   25                                             
CONECT   11    1    2   13                                                  
CONECT   12    1    6   21                                                  
CONECT   13    2   11   21                                                  
CONECT   14   15   16   20                                                  
CONECT   15   14   21   22                                                  
CONECT   16    7    8   14    3                                             
CONECT   17    7    9    4   23                                             
CONECT   18    9    8    5   24                                             
CONECT   19    6                                                            
CONECT   20   14                                                            
CONECT   21   12   13   15                                                  
CONECT   22   15                                                            
CONECT   23   17                                                            
CONECT   24   18                                                            
CONECT   25   10                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

COMPND    HMDB0061099
HETATM    1  N1  UNL     1       2.098   0.598   3.186  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.645   0.325   2.208  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.343  -0.027   1.021  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.442  -1.546   0.780  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.147  -1.522  -0.575  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.386  -1.473  -1.828  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.745  -0.161  -1.198  1.00  0.00           C  
HETATM    8  N2  UNL     1       2.762   0.378  -0.218  1.00  0.00           N  
HETATM    9  C7  UNL     1       1.639   1.102  -0.647  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.488   1.354  -1.911  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.545   1.647   0.186  1.00  0.00           C  
HETATM   12  N3  UNL     1       0.079   2.893  -0.502  1.00  0.00           N  
HETATM   13  C9  UNL     1      -0.691   0.758   0.187  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.406  -0.599   0.709  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.670  -1.452   0.723  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.122  -1.615  -0.706  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.458  -0.237  -1.231  1.00  0.00           C  
HETATM   18  O2  UNL     1      -2.841  -0.396  -2.573  1.00  0.00           O  
HETATM   19  C14 UNL     1      -3.534   0.458  -0.459  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.041   0.617   0.969  1.00  0.00           C  
HETATM   21  O3  UNL     1      -4.009   1.209   1.743  1.00  0.00           O  
HETATM   22  C16 UNL     1      -2.775  -0.788   1.496  1.00  0.00           C  
HETATM   23  C17 UNL     1      -1.751   1.386   1.046  1.00  0.00           C  
HETATM   24  C18 UNL     1      -1.236   0.664  -1.225  1.00  0.00           C  
HETATM   25  H1  UNL     1       4.427   0.302   1.044  1.00  0.00           H  
HETATM   26  H2  UNL     1       2.434  -1.992   0.719  1.00  0.00           H  
HETATM   27  H3  UNL     1       4.070  -1.991   1.567  1.00  0.00           H  
HETATM   28  H4  UNL     1       5.223  -1.751  -0.533  1.00  0.00           H  
HETATM   29  H5  UNL     1       2.313  -1.787  -1.827  1.00  0.00           H  
HETATM   30  H6  UNL     1       3.944  -1.722  -2.745  1.00  0.00           H  
HETATM   31  H7  UNL     1       4.529   0.490  -1.573  1.00  0.00           H  
HETATM   32  H8  UNL     1       0.817   1.973   1.183  1.00  0.00           H  
HETATM   33  H9  UNL     1       0.636   3.691  -0.142  1.00  0.00           H  
HETATM   34  H10 UNL     1       0.207   2.757  -1.540  1.00  0.00           H  
HETATM   35  H11 UNL     1       0.023  -0.567   1.734  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.315  -1.122   0.052  1.00  0.00           H  
HETATM   37  H13 UNL     1      -1.405  -2.398   1.204  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.314  -2.014  -1.344  1.00  0.00           H  
HETATM   39  H15 UNL     1      -3.034  -2.225  -0.764  1.00  0.00           H  
HETATM   40  H16 UNL     1      -2.363  -1.185  -2.941  1.00  0.00           H  
HETATM   41  H17 UNL     1      -3.622   1.484  -0.870  1.00  0.00           H  
HETATM   42  H18 UNL     1      -4.490  -0.079  -0.427  1.00  0.00           H  
HETATM   43  H19 UNL     1      -3.810   1.064   2.708  1.00  0.00           H  
HETATM   44  H20 UNL     1      -2.599  -0.794   2.588  1.00  0.00           H  
HETATM   45  H21 UNL     1      -3.707  -1.365   1.289  1.00  0.00           H  
HETATM   46  H22 UNL     1      -1.400   1.326   2.096  1.00  0.00           H  
HETATM   47  H23 UNL     1      -1.899   2.467   0.835  1.00  0.00           H  
HETATM   48  H24 UNL     1      -1.551   1.662  -1.557  1.00  0.00           H  
HETATM   49  H25 UNL     1      -0.528   0.201  -1.936  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4    8   25
CONECT    4    5   26   27
CONECT    5    6    7   28
CONECT    6    7   29   30
CONECT    7    8   31
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   13   32
CONECT   12   33   34
CONECT   13   14   23   24
CONECT   14   15   35   36
CONECT   15   16   22   37
CONECT   16   17   38   39
CONECT   17   18   19   24
CONECT   18   40
CONECT   19   20   41   42
CONECT   20   21   22   23
CONECT   21   43
CONECT   22   44   45
CONECT   23   46   47
CONECT   24   48   49
END

HMDB0061099
     RDKit          3D
5-hydroxy saxagliptin
 49 53  0  0  0  0  0  0  0  0999 V2000
    2.0977    0.5985    3.1863 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6452    0.3247    2.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3432   -0.0272    1.0209 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4418   -1.5462    0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472   -1.5224   -0.5747 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3863   -1.4732   -1.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7451   -0.1610   -1.1981 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7615    0.3783   -0.2180 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6388    1.1018   -0.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    1.3543   -1.9107 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5452    1.6475    0.1859 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0787    2.8930   -0.5019 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6913    0.7578    0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060   -0.5993    0.7089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6703   -1.4515    0.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1218   -1.6153   -0.7060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4576   -0.2365   -1.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8407   -0.3961   -2.5731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5342    0.4577   -0.4594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0413    0.6173    0.9693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0092    1.2089    1.7428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7748   -0.7878    1.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7512    1.3863    1.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358    0.6640   -1.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4266    0.3017    1.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4344   -1.9923    0.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0698   -1.9915    1.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2235   -1.7505   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3129   -1.7871   -1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9445   -1.7217   -2.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5288    0.4898   -1.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8167    1.9734    1.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6355    3.6910   -0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2067    2.7568   -1.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0227   -0.5671    1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152   -1.1217    0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4047   -2.3981    1.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3140   -2.0144   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0339   -2.2253   -0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3635   -1.1849   -2.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6223    1.4841   -0.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4901   -0.0789   -0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8104    1.0645    2.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5985   -0.7939    2.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7066   -1.3649    1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3999    1.3261    2.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8987    2.4675    0.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5515    1.6625   -1.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5276    0.2014   -1.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 17 24  1  0
  8  3  1  0
 23 13  1  0
  7  5  1  0
 24 13  1  0
 22 15  1  0
  3 25  1  1
  4 26  1  0
  4 27  1  0
  5 28  1  6
  6 29  1  0
  6 30  1  0
  7 31  1  6
 11 32  1  1
 12 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5-Hydroxysaxagliptin	MeSH

Chemical Formula

C₁₈H₂₅N₃O₃

Average Molecular Weight

331.4094

Monoisotopic Molecular Weight

331.189591681

IUPAC Name

(1R,3R,5R)-2-[(2S)-2-amino-2-(3,5-dihydroxyadamantan-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile

Traditional Name

(1R,3R,5R)-2-[(2S)-2-amino-2-(3,5-dihydroxyadamantan-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile

CAS Registry Number

Not Available

SMILES

[H]C12CC3(O)CC(O)(C1)CC(C2)(C3)[C@H](N)C(=O)N1[C@@H]2C[C@@H]2C[C@@H]1C#N

InChI Identifier

InChI=1S/C18H25N3O3/c19-6-12-1-11-2-13(11)21(12)15(22)14(20)16-3-10-4-17(23,7-16)9-18(24,5-10)8-16/h10-14,23-24H,1-5,7-9,20H2/t10?,11-,12+,13+,14+,16?,17?,18?/m0/s1

InChI Key

GAWUJFVQGSLSSZ-HREDRMPBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid amides

Alternative Parents

Substituents

Alpha-amino acid amide
N-acyl-piperidine
N-acylpyrrolidine
Piperidine
Cyclic alcohol
Pyrrolidine
Tertiary carboxylic acid amide
Tertiary alcohol
Carboxamide group
Carbonitrile
Nitrile
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Primary aliphatic amine
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organic nitrogen compound
Primary amine
Amine
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0061099)
Liver (HMDB: HMDB0061099)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061099)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061099)

Cellular substructure

Cytoplasm (HMDB: HMDB0061099)

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	11.4 g/L	ALOGPS
logP	-0.23	ALOGPS
logP	-1.5	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	14.36	ChemAxon
pKa (Strongest Basic)	7.6	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	110.58 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	85.63 m³·mol⁻¹	ChemAxon
Polarizability	34.62 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	174.714	31661259
DarkChem	[M-H]-	173.727	31661259
DeepCCS	[M-2H]-	212.6	30932474
DeepCCS	[M+Na]+	188.664	30932474
AllCCS	[M+H]+	177.8	32859911
AllCCS	[M+H-H2O]+	175.2	32859911
AllCCS	[M+NH4]+	180.1	32859911
AllCCS	[M+Na]+	180.8	32859911
AllCCS	[M-H]-	181.3	32859911
AllCCS	[M+Na-2H]-	180.8	32859911
AllCCS	[M+HCOO]-	180.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-hydroxy saxagliptin	[H]C12CC3(O)CC(O)(C1)CC(C2)(C3)[C@H](N)C(=O)N1[C@@H]2C[C@@H]2C[C@@H]1C#N	2716.9	Standard polar	33892256
5-hydroxy saxagliptin	[H]C12CC3(O)CC(O)(C1)CC(C2)(C3)[C@H](N)C(=O)N1[C@@H]2C[C@@H]2C[C@@H]1C#N	2985.4	Standard non polar	33892256
5-hydroxy saxagliptin	[H]C12CC3(O)CC(O)(C1)CC(C2)(C3)[C@H](N)C(=O)N1[C@@H]2C[C@@H]2C[C@@H]1C#N	3107.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-hydroxy saxagliptin,1TMS,isomer #1	C[Si](C)(C)OC12CC3CC(O)(C1)CC([C@H](N)C(=O)N1[C@@H](C#N)C[C@H]4C[C@H]41)(C3)C2	2727.8	Semi standard non polar	33892256
5-hydroxy saxagliptin,1TMS,isomer #2	C[Si](C)(C)N[C@H](C(=O)N1[C@@H](C#N)C[C@H]2C[C@H]21)C12CC3CC(O)(CC(O)(C3)C1)C2	2839.9	Semi standard non polar	33892256
5-hydroxy saxagliptin,2TMS,isomer #1	C[Si](C)(C)OC12CC3CC(O[Si](C)(C)C)(C1)CC([C@H](N)C(=O)N1[C@@H](C#N)C[C@H]4C[C@H]41)(C3)C2	2701.1	Semi standard non polar	33892256
5-hydroxy saxagliptin,2TMS,isomer #2	C[Si](C)(C)N[C@H](C(=O)N1[C@@H](C#N)C[C@H]2C[C@H]21)C12CC3CC(O)(CC(O[Si](C)(C)C)(C3)C1)C2	2716.4	Semi standard non polar	33892256
5-hydroxy saxagliptin,2TMS,isomer #3	C[Si](C)(C)N([C@H](C(=O)N1[C@@H](C#N)C[C@H]2C[C@H]21)C12CC3CC(O)(CC(O)(C3)C1)C2)[Si](C)(C)C	2962.6	Semi standard non polar	33892256
5-hydroxy saxagliptin,3TMS,isomer #1	C[Si](C)(C)N[C@H](C(=O)N1[C@@H](C#N)C[C@H]2C[C@H]21)C12CC3CC(O[Si](C)(C)C)(CC(O[Si](C)(C)C)(C3)C1)C2	2700.6	Semi standard non polar	33892256
5-hydroxy saxagliptin,3TMS,isomer #1	C[Si](C)(C)N[C@H](C(=O)N1[C@@H](C#N)C[C@H]2C[C@H]21)C12CC3CC(O[Si](C)(C)C)(CC(O[Si](C)(C)C)(C3)C1)C2	2905.2	Standard non polar	33892256
5-hydroxy saxagliptin,3TMS,isomer #1	C[Si](C)(C)N[C@H](C(=O)N1[C@@H](C#N)C[C@H]2C[C@H]21)C12CC3CC(O[Si](C)(C)C)(CC(O[Si](C)(C)C)(C3)C1)C2	3899.4	Standard polar	33892256
5-hydroxy saxagliptin,3TMS,isomer #2	C[Si](C)(C)OC12CC3CC(O)(C1)CC([C@@H](C(=O)N1[C@@H](C#N)C[C@H]4C[C@H]41)N([Si](C)(C)C)[Si](C)(C)C)(C3)C2	2867.6	Semi standard non polar	33892256
5-hydroxy saxagliptin,3TMS,isomer #2	C[Si](C)(C)OC12CC3CC(O)(C1)CC([C@@H](C(=O)N1[C@@H](C#N)C[C@H]4C[C@H]41)N([Si](C)(C)C)[Si](C)(C)C)(C3)C2	3024.5	Standard non polar	33892256
5-hydroxy saxagliptin,3TMS,isomer #2	C[Si](C)(C)OC12CC3CC(O)(C1)CC([C@@H](C(=O)N1[C@@H](C#N)C[C@H]4C[C@H]41)N([Si](C)(C)C)[Si](C)(C)C)(C3)C2	3898.0	Standard polar	33892256
5-hydroxy saxagliptin,4TMS,isomer #1	C[Si](C)(C)OC12CC3CC(O[Si](C)(C)C)(C1)CC([C@@H](C(=O)N1[C@@H](C#N)C[C@H]4C[C@H]41)N([Si](C)(C)C)[Si](C)(C)C)(C3)C2	2868.6	Semi standard non polar	33892256
5-hydroxy saxagliptin,4TMS,isomer #1	C[Si](C)(C)OC12CC3CC(O[Si](C)(C)C)(C1)CC([C@@H](C(=O)N1[C@@H](C#N)C[C@H]4C[C@H]41)N([Si](C)(C)C)[Si](C)(C)C)(C3)C2	2978.1	Standard non polar	33892256
5-hydroxy saxagliptin,4TMS,isomer #1	C[Si](C)(C)OC12CC3CC(O[Si](C)(C)C)(C1)CC([C@@H](C(=O)N1[C@@H](C#N)C[C@H]4C[C@H]41)N([Si](C)(C)C)[Si](C)(C)C)(C3)C2	3714.6	Standard polar	33892256
5-hydroxy saxagliptin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC12CC3CC(O)(C1)CC([C@H](N)C(=O)N1[C@@H](C#N)C[C@H]4C[C@H]41)(C3)C2	2963.3	Semi standard non polar	33892256
5-hydroxy saxagliptin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@H](C(=O)N1[C@@H](C#N)C[C@H]2C[C@H]21)C12CC3CC(O)(CC(O)(C3)C1)C2	3074.7	Semi standard non polar	33892256
5-hydroxy saxagliptin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC12CC3CC(O[Si](C)(C)C(C)(C)C)(C1)CC([C@H](N)C(=O)N1[C@@H](C#N)C[C@H]4C[C@H]41)(C3)C2	3171.0	Semi standard non polar	33892256
5-hydroxy saxagliptin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@H](C(=O)N1[C@@H](C#N)C[C@H]2C[C@H]21)C12CC3CC(O)(CC(O[Si](C)(C)C(C)(C)C)(C3)C1)C2	3181.7	Semi standard non polar	33892256
5-hydroxy saxagliptin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N([C@H](C(=O)N1[C@@H](C#N)C[C@H]2C[C@H]21)C12CC3CC(O)(CC(O)(C3)C1)C2)[Si](C)(C)C(C)(C)C	3385.4	Semi standard non polar	33892256
5-hydroxy saxagliptin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@H](C(=O)N1[C@@H](C#N)C[C@H]2C[C@H]21)C12CC3CC(O[Si](C)(C)C(C)(C)C)(CC(O[Si](C)(C)C(C)(C)C)(C3)C1)C2	3381.9	Semi standard non polar	33892256
5-hydroxy saxagliptin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@H](C(=O)N1[C@@H](C#N)C[C@H]2C[C@H]21)C12CC3CC(O[Si](C)(C)C(C)(C)C)(CC(O[Si](C)(C)C(C)(C)C)(C3)C1)C2	3469.6	Standard non polar	33892256
5-hydroxy saxagliptin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@H](C(=O)N1[C@@H](C#N)C[C@H]2C[C@H]21)C12CC3CC(O[Si](C)(C)C(C)(C)C)(CC(O[Si](C)(C)C(C)(C)C)(C3)C1)C2	3983.4	Standard polar	33892256
5-hydroxy saxagliptin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC12CC3CC(O)(C1)CC([C@@H](C(=O)N1[C@@H](C#N)C[C@H]4C[C@H]41)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)(C3)C2	3541.0	Semi standard non polar	33892256
5-hydroxy saxagliptin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC12CC3CC(O)(C1)CC([C@@H](C(=O)N1[C@@H](C#N)C[C@H]4C[C@H]41)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)(C3)C2	3591.0	Standard non polar	33892256
5-hydroxy saxagliptin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC12CC3CC(O)(C1)CC([C@@H](C(=O)N1[C@@H](C#N)C[C@H]4C[C@H]41)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)(C3)C2	4023.8	Standard polar	33892256
5-hydroxy saxagliptin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC12CC3CC(O[Si](C)(C)C(C)(C)C)(C1)CC([C@@H](C(=O)N1[C@@H](C#N)C[C@H]4C[C@H]41)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)(C3)C2	3787.9	Semi standard non polar	33892256
5-hydroxy saxagliptin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC12CC3CC(O[Si](C)(C)C(C)(C)C)(C1)CC([C@@H](C(=O)N1[C@@H](C#N)C[C@H]4C[C@H]41)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)(C3)C2	3652.0	Standard non polar	33892256
5-hydroxy saxagliptin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC12CC3CC(O[Si](C)(C)C(C)(C)C)(C1)CC([C@@H](C(=O)N1[C@@H](C#N)C[C@H]4C[C@H]41)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)(C3)C2	3825.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-hydroxy saxagliptin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0faa-6900000000-fa9bd810e62ae76bfc89	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-hydroxy saxagliptin GC-MS (2 TMS) - 70eV, Positive	splash10-0f7c-9404000000-71aeb1ba2e89719be3af	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-hydroxy saxagliptin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-hydroxy saxagliptin 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 - 5-hydroxy saxagliptin 10V, Positive-QTOF	splash10-01qa-0229000000-687ba63be8245c7dfe7a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroxy saxagliptin 20V, Positive-QTOF	splash10-004j-1912000000-cab6d4388d5d533a9957	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroxy saxagliptin 40V, Positive-QTOF	splash10-004i-2900000000-2d4121387d4254ed68a9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroxy saxagliptin 10V, Negative-QTOF	splash10-001i-0009000000-e0048abf0d034075981f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroxy saxagliptin 20V, Negative-QTOF	splash10-0bu0-0916000000-4a3299d49b29b83d3acf	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroxy saxagliptin 40V, Negative-QTOF	splash10-0aou-7900000000-4b6960eb8f8304978ff0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroxy saxagliptin 10V, Negative-QTOF	splash10-001i-0009000000-0c64c0293ac2bef0dff4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroxy saxagliptin 20V, Negative-QTOF	splash10-0bu0-0918000000-dbfbde2e7052b6c5c3d9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroxy saxagliptin 40V, Negative-QTOF	splash10-0a4i-5954000000-870163506c4ad3fee304	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroxy saxagliptin 10V, Positive-QTOF	splash10-001i-0309000000-bd3a7173d2981ce30c73	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroxy saxagliptin 20V, Positive-QTOF	splash10-0fsi-0913000000-65c1e3bc92f468af0cc9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroxy saxagliptin 40V, Positive-QTOF	splash10-0a5c-4900000000-9dbd3cbb79fa4af418b0	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

131770027

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 5-hydroxy saxagliptin (HMDB0061099)

MOL for HMDB0061099 (5-hydroxy saxagliptin)

3D MOL for HMDB0061099 (5-hydroxy saxagliptin)

3D SDF for HMDB0061099 (5-hydroxy saxagliptin)

3D-SDF for HMDB0061099 (5-hydroxy saxagliptin)

PDB for HMDB0061099 (5-hydroxy saxagliptin)

3D PDB for HMDB0061099 (5-hydroxy saxagliptin)

SMILES for HMDB0061099 (5-hydroxy saxagliptin)

INCHI for HMDB0061099 (5-hydroxy saxagliptin)

Structure for HMDB0061099 (5-hydroxy saxagliptin)

3D Structure for HMDB0061099 (5-hydroxy saxagliptin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra