NP-MRD: Showing NP-Card for Valproic acid glucuronide (NP0086664)

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Record Information

Version

2.0

Created at

2022-05-11 16:27:31 UTC

Updated at

2022-05-11 16:27:31 UTC

NP-MRD ID

NP0086664

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Valproic acid glucuronide

Description

Valproic acid glucuronide belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond. Valproic acid glucuronide is the glucuronidation product of valproic acid. Valproic acid or 2-Propylpentanoic acid, is a chemical compound that has found clinical use as an anticonvulsant and mood-stabilizing drug, primarily in the treatment of epilepsy and bipolar disorder, but also used to treat migraine headaches and schizophrenia. In epileptics, valproic acid is used to control absence seizures, tonic-clonic seizures (grand mal), complex partial seizures, and the seizures associated with Lennox-Gastaut syndrome. Valproic acid glucuronide is an extremely weak basic (essentially neutral) compound (based on its pKa). Valproic acid glucuronide and uridine 5'-diphosphate can be biosynthesized from valproic acid and uridine diphosphate glucuronic acid through its interaction with the enzyme UDP-glucuronosyltransferase 1-3. In humans, valproic acid glucuronide is involved in valproic acid metabolism pathway. Glucuronidation is a vital phase 2 metabolic (conjugative) process by which a wide range of drugs and other xenobiotics may be rendered water-soluble, detoxified and excreted. Acyl (ester) glucuronides (AGs) of carboxylic acids are potentially reactive metabolites. In particular, AGs are important phase 2 metabolites for a wide range of carboxylic acid-containing drugs.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652305221920522D          

 28 28  0  0  1  0            999 V2000
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    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
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447    5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  5  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 11 12  1  1  0  0  0
 13  7  1  0  0  0  0
 14 10  1  0  0  0  0
  8 15  1  6  0  0  0
  9 16  1  1  0  0  0
 10 17  1  1  0  0  0
 18 12  2  0  0  0  0
 19 12  1  0  0  0  0
 20 13  2  0  0  0  0
 21 11  1  0  0  0  0
 21 14  1  0  0  0  0
 22 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23  7  1  0  0  0  0
  8 24  1  1  0  0  0
  9 25  1  6  0  0  0
 10 26  1  6  0  0  0
 11 27  1  1  0  0  0
 28 14  1  0  0  0  0
M  END

     RDKit          3D

 46 46  0  0  0  0  0  0  0  0999 V2000
   -4.0062    1.9328   -1.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7618    1.0425   -0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3866    0.4949   -0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0015   -0.3840    0.5036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5706   -0.7920    0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549   -2.0079    0.3691 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4748    0.1146    0.4431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8471   -0.3037    0.3774 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4381    0.1110    1.5310 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6849    0.6507    1.4185 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6697    2.1058    1.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7210    2.7750    1.0577 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4601    2.7732    1.1060 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5288   -0.0820    0.3784 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4783   -1.4317    0.6768 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9075    0.2279   -0.9594 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4185    1.4639   -1.4111 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4183    0.2314   -0.8827 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9511   -0.5939   -1.9348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8530   -1.6019    0.7056 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8810   -2.5318   -0.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1929   -1.3450    1.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0804    2.5344   -1.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8772    2.5749   -1.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0781    1.2540   -2.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8863    1.6355    0.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5629    0.2779   -0.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6903    1.3854   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1483    0.0533   -1.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1842    0.2459    1.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8982   -1.4295    0.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2172    0.4652    2.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2754    3.3859    0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5697    0.2549    0.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1538   -1.7175    1.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3035   -0.5325   -1.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3899    1.4815   -1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0100    1.2519   -1.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4721   -1.4434   -1.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841   -2.2030    1.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8366   -3.1265   -0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0490   -3.2338   -0.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9571   -2.0162   -1.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3668   -1.9700    2.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3356   -0.3044    1.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0427   -1.6738    0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  4 20  1  0
 20 21  1  0
 20 22  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 13  1  0
 11 12  2  0
 10 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18  8  1  0
  4 30  1  1
  3 28  1  0
  3 29  1  0
  2 26  1  0
  2 27  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 20 40  1  1
 21 41  1  0
 21 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 22 46  1  0
  8 31  1  6
 10 32  1  1
 13 33  1  0
 14 34  1  6
 15 35  1  0
 16 36  1  6
 17 37  1  0
 18 38  1  6
 19 39  1  0
M  END


  Mrv1652305221920522D          

 28 28  0  0  1  0            999 V2000
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    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
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447    5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  5  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 11 12  1  1  0  0  0
 13  7  1  0  0  0  0
 14 10  1  0  0  0  0
  8 15  1  6  0  0  0
  9 16  1  1  0  0  0
 10 17  1  1  0  0  0
 18 12  2  0  0  0  0
 19 12  1  0  0  0  0
 20 13  2  0  0  0  0
 21 11  1  0  0  0  0
 21 14  1  0  0  0  0
 22 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23  7  1  0  0  0  0
  8 24  1  1  0  0  0
  9 25  1  6  0  0  0
 10 26  1  6  0  0  0
 11 27  1  1  0  0  0
 28 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0086664

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C(CCC)(C(C)C)C(=O)OC1([H])O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C14H24O8/c1-4-5-7(6(2)3)13(20)22-14-10(17)8(15)9(16)11(21-14)12(18)19/h6-11,14-17H,4-5H2,1-3H3,(H,18,19)/t7?,8-,9-,10+,11-,14?/m0/s1

> <INCHI_KEY>
HFJIBPMXGQVSGX-HGIFLAPPSA-N

> <FORMULA>
C14H24O8

> <MOLECULAR_WEIGHT>
320.3356

> <EXACT_MASS>
320.147117744

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
32.43318867405441

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S,4S,5R)-3,4,5-trihydroxy-6-{[2-(propan-2-yl)pentanoyl]oxy}oxane-2-carboxylic acid

> <ALOGPS_LOGP>
0.06

> <JCHEM_LOGP>
0.6931079470000007

> <ALOGPS_LOGS>
-1.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.21268704483227

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5622471222391905

> <JCHEM_PKA_STRONGEST_BASIC>
-3.686898692394025

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
72.4953

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.91e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
valproic acid glucuronide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.337   9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.337  10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003   8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003  11.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003  13.090   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669   9.240   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      14.670   8.470   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      14.670  11.550   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      10.669  13.860   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      13.337  13.860   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.002  10.780   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      10.669  10.780   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   23  H   UNK     0       5.335   7.700   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      14.670  10.010   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      13.337  12.320   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      10.669   7.700   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      12.003  10.010   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       9.336  10.010   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2    6                                                            
CONECT    3    6                                                            
CONECT    4    1    5                                                       
CONECT    5    4    7                                                       
CONECT    6    2    3    7                                                  
CONECT    7    5    6   13   23                                             
CONECT    8    9   10   15   24                                             
CONECT    9    8   11   16   25                                             
CONECT   10    8   14   17   26                                             
CONECT   11    9   12   21   27                                             
CONECT   12   11   18   19                                                  
CONECT   13    7   20   22                                                  
CONECT   14   10   21   22   28                                             
CONECT   15    8                                                            
CONECT   16    9                                                            
CONECT   17   10                                                            
CONECT   18   12                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   11   14                                                       
CONECT   22   13   14                                                       
CONECT   23    7                                                            
CONECT   24    8                                                            
CONECT   25    9                                                            
CONECT   26   10                                                            
CONECT   27   11                                                            
CONECT   28   14                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

View in JSmol

Synonyms

Value	Source
Valproate glucuronide	Generator

Chemical Formula

C₁₄H₂₄O₈

Average Mass

320.3356 Da

Monoisotopic Mass

320.14712 Da

IUPAC Name

(2S,3S,4S,5R)-3,4,5-trihydroxy-6-{[2-(propan-2-yl)pentanoyl]oxy}oxane-2-carboxylic acid

Traditional Name

valproic acid glucuronide

CAS Registry Number

Not Available

SMILES

[H]C(CCC)(C(C)C)C(=O)OC1([H])O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O

InChI Identifier

InChI=1S/C14H24O8/c1-4-5-7(6(2)3)13(20)22-14-10(17)8(15)9(16)11(21-14)12(18)19/h6-11,14-17H,4-5H2,1-3H3,(H,18,19)/t7?,8-,9-,10+,11-,14?/m0/s1

InChI Key

HFJIBPMXGQVSGX-HGIFLAPPSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

1-o-glucuronide
O-glucuronide
Beta-hydroxy acid
Fatty acid ester
Dicarboxylic acid or derivatives
Hydroxy acid
Monosaccharide
Fatty acyl
Oxane
Pyran
Carboxylic acid ester
Secondary alcohol
Oxacycle
Acetal
Carboxylic acid
Polyol
Carboxylic acid derivative
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	0.06	ALOGPS
logP	0.69	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	3.56	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	72.5 m³·mol⁻¹	ChemAxon
Polarizability	32.43 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022308

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

53477719

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Valproic acid glucuronide (NP0086664)

MOL for NP0086664 (Valproic acid glucuronide)

3D MOL for NP0086664 (Valproic acid glucuronide)

3D SDF for NP0086664 (Valproic acid glucuronide)

3D-SDF for NP0086664 (Valproic acid glucuronide)

PDB for NP0086664 (Valproic acid glucuronide)

3D PDB for NP0086664 (Valproic acid glucuronide)

SMILES for NP0086664 (Valproic acid glucuronide)

INCHI for NP0086664 (Valproic acid glucuronide)

Structure for NP0086664 (Valproic acid glucuronide)

3D Structure for NP0086664 (Valproic acid glucuronide)