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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2021-09-14 15:15:54 UTC

HMDB ID

HMDB0015323

Secondary Accession Numbers

HMDB15323

Metabolite Identification

Common Name

Oxymorphone

Description

Oxymorphone, also known as numorphan or opana, belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. Oxymorphone is a drug which is used for the treatment of moderate-to-severe pain. The amount of transfer of oxymorphone into the breast milk is not known and women are cautioned to weigh the risks and benefits before breastfeeding while on this medication. Oxymorphone is a very strong basic compound (based on its pKa). In humans, oxymorphone is involved in oxymorphone action pathway. Oxymorphone is a potentially toxic compound.

Structure

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

HMDB0015323
     RDKit          3D
Oxymorphone
 41 45  0  0  0  0  0  0  0  0999 V2000
    2.7155    2.5869    0.6278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3698    2.0847    0.4273 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6930    1.9129    1.6467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3690    0.8980    1.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2356   -0.2725    0.7950 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1313   -0.0648   -0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8103    0.6045   -1.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7969    0.7003   -2.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0519    0.1221   -2.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3131   -0.5480   -1.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5501   -1.1291   -0.8158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3302   -0.6544   -0.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2182   -1.2268    1.1940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8107   -1.4824    1.4254 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4343   -2.6690    0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1880   -3.6285    0.6744 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7451   -2.7804   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4651   -1.5389   -0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1596   -0.3556    0.2982 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0179   -0.3622    1.4004 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300    0.9443   -0.4407 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5317    1.1720   -1.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7234    3.7010    0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1470    2.2118    1.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4024    2.2402   -0.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4603    1.7213    2.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2474    2.9087    1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3959    0.4810    2.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3776    1.3498    1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5574    1.2324   -3.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8058    0.2105   -3.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7386   -1.6184    0.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5995   -1.5833    2.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4275   -3.3077   -1.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4428   -3.5231    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2843   -1.2532   -1.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5787   -1.7253   -0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9742   -1.2512    1.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4702    0.8214   -0.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9958    0.8005   -2.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4328    2.2704   -1.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  4  1  1
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 21  2  1  0
 14  5  1  0
 19  5  1  0
 12  6  1  0
 22  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  8 30  1  0
  9 31  1  0
 11 32  1  0
 14 33  1  1
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  1  6
 22 40  1  0
 22 41  1  0
M  END

1192
  Mrv0541 02231215182D          

 24 28  0  0  1  0            999 V2000
    1.9356   -0.2231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4727   -1.7584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349   -2.3527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349    1.8149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440   -1.0939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -0.6814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9151   -1.0939    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6296   -0.6814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4861   -1.0939    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6773   -0.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006    0.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151   -1.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6296    0.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8506   -0.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    0.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -2.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -1.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    0.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9350   -1.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    1.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    1.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006    1.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675   -1.3334    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8196   -1.2870    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 18  1  0  0  0  0
  7  2  1  1  0  0  0
  3 17  2  0  0  0  0
  4 21  1  0  0  0  0
  5  8  1  0  0  0  0
  5 14  1  0  0  0  0
  5 19  1  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  1  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  8 23  1  6  0  0  0
  9 17  1  0  0  0  0
  9 24  1  1  0  0  0
 10 14  1  0  0  0  0
 11 15  2  0  0  0  0
 11 18  1  0  0  0  0
 12 16  1  0  0  0  0
 13 15  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 18 21  2  0  0  0  0
 20 22  2  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015323

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1(O)CCC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H19NO4/c1-18-7-6-16-13-9-2-3-10(19)14(13)22-15(16)11(20)4-5-17(16,21)12(18)8-9/h2-3,12,15,19,21H,4-8H2,1H3/t12-,15+,16+,17-/m1/s1

> <INCHI_KEY>
UQCNKQCJZOAFTQ-ISWURRPUSA-N

> <FORMULA>
C17H19NO4

> <MOLECULAR_WEIGHT>
301.3371

> <EXACT_MASS>
301.131408101

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
30.767036735680236

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5R,13R,17S)-10,17-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-14-one

> <ALOGPS_LOGP>
1.26

> <JCHEM_LOGP>
0.7848732608112208

> <ALOGPS_LOGS>
-1.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.580881390532582

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.342804332393116

> <JCHEM_PKA_STRONGEST_BASIC>
10.926218660242345

> <JCHEM_POLAR_SURFACE_AREA>
70

> <JCHEM_REFRACTIVITY>
79.55950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.56e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oxymorphone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015323
     RDKit          3D
Oxymorphone
 41 45  0  0  0  0  0  0  0  0999 V2000
    2.7155    2.5869    0.6278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3698    2.0847    0.4273 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6930    1.9129    1.6467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3690    0.8980    1.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2356   -0.2725    0.7950 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1313   -0.0648   -0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8103    0.6045   -1.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7969    0.7003   -2.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0519    0.1221   -2.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3131   -0.5480   -1.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5501   -1.1291   -0.8158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3302   -0.6544   -0.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2182   -1.2268    1.1940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8107   -1.4824    1.4254 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4343   -2.6690    0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1880   -3.6285    0.6744 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7451   -2.7804   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4651   -1.5389   -0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1596   -0.3556    0.2982 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0179   -0.3622    1.4004 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300    0.9443   -0.4407 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5317    1.1720   -1.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7234    3.7010    0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1470    2.2118    1.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4024    2.2402   -0.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4603    1.7213    2.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2474    2.9087    1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3959    0.4810    2.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3776    1.3498    1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5574    1.2324   -3.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8058    0.2105   -3.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7386   -1.6184    0.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5995   -1.5833    2.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4275   -3.3077   -1.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4428   -3.5231    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2843   -1.2532   -1.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5787   -1.7253   -0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9742   -1.2512    1.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4702    0.8214   -0.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9958    0.8005   -2.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4328    2.2704   -1.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  4  1  1
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 21  2  1  0
 14  5  1  0
 19  5  1  0
 12  6  1  0
 22  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  8 30  1  0
  9 31  1  0
 11 32  1  0
 14 33  1  1
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  1  6
 22 40  1  0
 22 41  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1192                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       3.613  -0.416   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       8.349  -3.282   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.238  -4.392   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.238   3.388   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       9.975  -2.042   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.974  -1.272   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.308  -2.042   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.642  -1.272   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.641  -2.042   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.864  -0.143   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.974   0.268   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.308  -3.582   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.642   0.268   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.054  -0.143   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.308   1.038   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.974  -4.352   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.641  -3.582   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.641   1.038   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.079  -3.227   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.308   2.578   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.641   2.578   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.974   3.348   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0       9.086  -2.489   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.397  -2.402   0.000  0.00  0.00           H+0
CONECT    1    9   18                                                       
CONECT    2    7                                                            
CONECT    3   17                                                            
CONECT    4   21                                                            
CONECT    5    8   14   19                                                  
CONECT    6    7    9   10   11                                             
CONECT    7    2    6    8   12                                             
CONECT    8    5    7   13   23                                             
CONECT    9    1    6   17   24                                             
CONECT   10    6   14                                                       
CONECT   11    6   15   18                                                  
CONECT   12    7   16                                                       
CONECT   13    8   15                                                       
CONECT   14    5   10                                                       
CONECT   15   11   13   20                                                  
CONECT   16   12   17                                                       
CONECT   17    3    9   16                                                  
CONECT   18    1   11   21                                                  
CONECT   19    5                                                            
CONECT   20   15   22                                                       
CONECT   21    4   18   22                                                  
CONECT   22   20   21                                                       
CONECT   23    8                                                            
CONECT   24    9                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

COMPND    HMDB0015323
HETATM    1  C1  UNL     1       2.715   2.587   0.628  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.370   2.085   0.427  1.00  0.00           N  
HETATM    3  C2  UNL     1       0.693   1.913   1.647  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.369   0.898   1.722  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.236  -0.272   0.795  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.131  -0.065  -0.354  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.810   0.605  -1.486  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.797   0.700  -2.451  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.052   0.122  -2.233  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.313  -0.548  -1.053  1.00  0.00           C  
HETATM   11  O1  UNL     1      -4.550  -1.129  -0.816  1.00  0.00           O  
HETATM   12  C10 UNL     1      -2.330  -0.654  -0.071  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.218  -1.227   1.194  1.00  0.00           O  
HETATM   14  C11 UNL     1      -0.811  -1.482   1.425  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.434  -2.669   0.615  1.00  0.00           C  
HETATM   16  O3  UNL     1      -1.188  -3.628   0.674  1.00  0.00           O  
HETATM   17  C13 UNL     1       0.745  -2.780  -0.235  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.465  -1.539  -0.547  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.160  -0.356   0.298  1.00  0.00           C  
HETATM   20  O4  UNL     1       2.018  -0.362   1.400  1.00  0.00           O  
HETATM   21  C16 UNL     1       1.430   0.944  -0.441  1.00  0.00           C  
HETATM   22  C17 UNL     1       0.532   1.172  -1.624  1.00  0.00           C  
HETATM   23  H1  UNL     1       2.723   3.701   0.595  1.00  0.00           H  
HETATM   24  H2  UNL     1       3.147   2.212   1.593  1.00  0.00           H  
HETATM   25  H3  UNL     1       3.402   2.240  -0.172  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.460   1.721   2.453  1.00  0.00           H  
HETATM   27  H5  UNL     1       0.247   2.909   1.945  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.396   0.481   2.767  1.00  0.00           H  
HETATM   29  H7  UNL     1      -1.378   1.350   1.576  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.557   1.232  -3.363  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.806   0.210  -3.001  1.00  0.00           H  
HETATM   32  H10 UNL     1      -4.739  -1.618   0.047  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.600  -1.583   2.490  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.428  -3.308  -1.183  1.00  0.00           H  
HETATM   35  H13 UNL     1       1.443  -3.523   0.253  1.00  0.00           H  
HETATM   36  H14 UNL     1       1.284  -1.253  -1.617  1.00  0.00           H  
HETATM   37  H15 UNL     1       2.579  -1.725  -0.496  1.00  0.00           H  
HETATM   38  H16 UNL     1       1.974  -1.251   1.807  1.00  0.00           H  
HETATM   39  H17 UNL     1       2.470   0.821  -0.866  1.00  0.00           H  
HETATM   40  H18 UNL     1       0.996   0.800  -2.578  1.00  0.00           H  
HETATM   41  H19 UNL     1       0.433   2.270  -1.764  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   21
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   14   19
CONECT    6    7    7   12
CONECT    7    8   22
CONECT    8    9    9   30
CONECT    9   10   31
CONECT   10   11   12   12
CONECT   11   32
CONECT   12   13
CONECT   13   14
CONECT   14   15   33
CONECT   15   16   16   17
CONECT   17   18   34   35
CONECT   18   19   36   37
CONECT   19   20   21
CONECT   20   38
CONECT   21   22   39
CONECT   22   40   41
END

HMDB0015323
     RDKit          3D
Oxymorphone
 41 45  0  0  0  0  0  0  0  0999 V2000
    2.7155    2.5869    0.6278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3698    2.0847    0.4273 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6930    1.9129    1.6467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3690    0.8980    1.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2356   -0.2725    0.7950 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1313   -0.0648   -0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8103    0.6045   -1.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7969    0.7003   -2.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0519    0.1221   -2.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3131   -0.5480   -1.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5501   -1.1291   -0.8158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3302   -0.6544   -0.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2182   -1.2268    1.1940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8107   -1.4824    1.4254 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4343   -2.6690    0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1880   -3.6285    0.6744 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7451   -2.7804   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4651   -1.5389   -0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1596   -0.3556    0.2982 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0179   -0.3622    1.4004 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300    0.9443   -0.4407 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5317    1.1720   -1.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7234    3.7010    0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1470    2.2118    1.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4024    2.2402   -0.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4603    1.7213    2.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2474    2.9087    1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3959    0.4810    2.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3776    1.3498    1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5574    1.2324   -3.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8058    0.2105   -3.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7386   -1.6184    0.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5995   -1.5833    2.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4275   -3.3077   -1.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4428   -3.5231    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2843   -1.2532   -1.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5787   -1.7253   -0.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9742   -1.2512    1.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4702    0.8214   -0.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9958    0.8005   -2.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4328    2.2704   -1.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  4  1  1
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 21  2  1  0
 14  5  1  0
 19  5  1  0
 12  6  1  0
 22  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  8 30  1  0
  9 31  1  0
 11 32  1  0
 14 33  1  1
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  1  6
 22 40  1  0
 22 41  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Numorphan	HMDB
Opana	HMDB
14-Hydroxydihydromorphinone	HMDB
Dihydrohydroxymorphinone	HMDB
Dihydroxymorphinone	HMDB
EN3202	HMDB
Oximorphonum	HMDB
Oxymorphine	HMDB
Bristol-myers squibb brand OF oxymorphone hydrochloride	HMDB
Oxymorphone HCL	HMDB
endo Brand OF oxymorphone hydrochloride	HMDB
Oxymorphone hydrochloride	HMDB
endo Brand OF oxymorphine HCL	HMDB

Chemical Formula

C₁₇H₁₉NO₄

Average Molecular Weight

301.3371

Monoisotopic Molecular Weight

301.131408101

IUPAC Name

(1S,5R,13R,17S)-10,17-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-14-one

Traditional Name

oxymorphone

CAS Registry Number

76-41-5

SMILES

[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1(O)CCC2=O

InChI Identifier

InChI=1S/C17H19NO4/c1-18-7-6-16-13-9-2-3-10(19)14(13)22-15(16)11(20)4-5-17(16,21)12(18)8-9/h2-3,12,15,19,21H,4-8H2,1H3/t12-,15+,16+,17-/m1/s1

InChI Key

UQCNKQCJZOAFTQ-ISWURRPUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Phenanthrene
Isoquinolone
Tetralin
Coumaran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Aralkylamine
Piperidine
Cyclic alcohol
Tertiary alcohol
1,2-aminoalcohol
Ketone
Tertiary aliphatic amine
Tertiary amine
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organooxygen compound
Alcohol
Organic oxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

morphinane alkaloid (CHEBI:7865 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0015323)

Endogenous

Endogenous (HMDB: HMDB0015323)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Oxymorphone Action Pathway (PathBank: SMP0000412)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	248 - 249 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	25.6 g/L	Not Available
LogP	0	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	164.6	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	25.6 g/L	ALOGPS
logP	1.26	ALOGPS
logP	0.78	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	7.34	ChemAxon
pKa (Strongest Basic)	10.93	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	79.56 m³·mol⁻¹	ChemAxon
Polarizability	30.77 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	169.771	31661259
DarkChem	[M-H]-	163.331	31661259
DeepCCS	[M-2H]-	210.282	30932474
DeepCCS	[M+Na]+	186.227	30932474
AllCCS	[M+H]+	171.2	32859911
AllCCS	[M+H-H2O]+	167.9	32859911
AllCCS	[M+NH4]+	174.2	32859911
AllCCS	[M+Na]+	175.1	32859911
AllCCS	[M-H]-	176.0	32859911
AllCCS	[M+Na-2H]-	175.4	32859911
AllCCS	[M+HCOO]-	174.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Oxymorphone	[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1(O)CCC2=O	3878.8	Standard polar	33892256
Oxymorphone	[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1(O)CCC2=O	2467.8	Standard non polar	33892256
Oxymorphone	[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1(O)CCC2=O	2654.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Oxymorphone,1TMS,isomer #1	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2C(=O)CC[C@@]3(O)[C@H]1C5	2620.5	Semi standard non polar	33892256
Oxymorphone,1TMS,isomer #2	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2C(=O)CC[C@@]3(O[Si](C)(C)C)[C@H]1C5	2560.0	Semi standard non polar	33892256
Oxymorphone,1TMS,isomer #3	CN1CC[C@]23C4=C(O[Si](C)(C)C)CC[C@@]2(O)[C@H]1CC1=CC=C(O)C(=C13)O4	2617.8	Semi standard non polar	33892256
Oxymorphone,1TMS,isomer #4	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2C(O[Si](C)(C)C)=CC[C@@]3(O)[C@H]1C5	2579.7	Semi standard non polar	33892256
Oxymorphone,2TMS,isomer #1	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2C(=O)CC[C@@]3(O[Si](C)(C)C)[C@H]1C5	2587.8	Semi standard non polar	33892256
Oxymorphone,2TMS,isomer #2	CN1CC[C@]23C4=C(O[Si](C)(C)C)CC[C@@]2(O)[C@H]1CC1=CC=C(O[Si](C)(C)C)C(=C13)O4	2622.5	Semi standard non polar	33892256
Oxymorphone,2TMS,isomer #3	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2C(O[Si](C)(C)C)=CC[C@@]3(O)[C@H]1C5	2582.9	Semi standard non polar	33892256
Oxymorphone,2TMS,isomer #4	CN1CC[C@]23C4=C(O[Si](C)(C)C)CC[C@@]2(O[Si](C)(C)C)[C@H]1CC1=CC=C(O)C(=C13)O4	2540.8	Semi standard non polar	33892256
Oxymorphone,2TMS,isomer #5	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2C(O[Si](C)(C)C)=CC[C@@]3(O[Si](C)(C)C)[C@H]1C5	2534.8	Semi standard non polar	33892256
Oxymorphone,3TMS,isomer #1	CN1CC[C@]23C4=C(O[Si](C)(C)C)CC[C@@]2(O[Si](C)(C)C)[C@H]1CC1=CC=C(O[Si](C)(C)C)C(=C13)O4	2605.1	Semi standard non polar	33892256
Oxymorphone,3TMS,isomer #1	CN1CC[C@]23C4=C(O[Si](C)(C)C)CC[C@@]2(O[Si](C)(C)C)[C@H]1CC1=CC=C(O[Si](C)(C)C)C(=C13)O4	2692.6	Standard non polar	33892256
Oxymorphone,3TMS,isomer #1	CN1CC[C@]23C4=C(O[Si](C)(C)C)CC[C@@]2(O[Si](C)(C)C)[C@H]1CC1=CC=C(O[Si](C)(C)C)C(=C13)O4	3082.5	Standard polar	33892256
Oxymorphone,3TMS,isomer #2	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2C(O[Si](C)(C)C)=CC[C@@]3(O[Si](C)(C)C)[C@H]1C5	2620.8	Semi standard non polar	33892256
Oxymorphone,3TMS,isomer #2	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2C(O[Si](C)(C)C)=CC[C@@]3(O[Si](C)(C)C)[C@H]1C5	2650.3	Standard non polar	33892256
Oxymorphone,3TMS,isomer #2	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2C(O[Si](C)(C)C)=CC[C@@]3(O[Si](C)(C)C)[C@H]1C5	3047.9	Standard polar	33892256
Oxymorphone,1TBDMS,isomer #1	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2C(=O)CC[C@@]3(O)[C@H]1C5	2902.4	Semi standard non polar	33892256
Oxymorphone,1TBDMS,isomer #2	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2C(=O)CC[C@@]3(O[Si](C)(C)C(C)(C)C)[C@H]1C5	2822.0	Semi standard non polar	33892256
Oxymorphone,1TBDMS,isomer #3	CN1CC[C@]23C4=C(O[Si](C)(C)C(C)(C)C)CC[C@@]2(O)[C@H]1CC1=CC=C(O)C(=C13)O4	2871.6	Semi standard non polar	33892256
Oxymorphone,1TBDMS,isomer #4	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2C(O[Si](C)(C)C(C)(C)C)=CC[C@@]3(O)[C@H]1C5	2836.7	Semi standard non polar	33892256
Oxymorphone,2TBDMS,isomer #1	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2C(=O)CC[C@@]3(O[Si](C)(C)C(C)(C)C)[C@H]1C5	3058.2	Semi standard non polar	33892256
Oxymorphone,2TBDMS,isomer #2	CN1CC[C@]23C4=C(O[Si](C)(C)C(C)(C)C)CC[C@@]2(O)[C@H]1CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(=C13)O4	3125.2	Semi standard non polar	33892256
Oxymorphone,2TBDMS,isomer #3	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2C(O[Si](C)(C)C(C)(C)C)=CC[C@@]3(O)[C@H]1C5	3084.7	Semi standard non polar	33892256
Oxymorphone,2TBDMS,isomer #4	CN1CC[C@]23C4=C(O[Si](C)(C)C(C)(C)C)CC[C@@]2(O[Si](C)(C)C(C)(C)C)[C@H]1CC1=CC=C(O)C(=C13)O4	3040.3	Semi standard non polar	33892256
Oxymorphone,2TBDMS,isomer #5	CN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2C(O[Si](C)(C)C(C)(C)C)=CC[C@@]3(O[Si](C)(C)C(C)(C)C)[C@H]1C5	3025.2	Semi standard non polar	33892256
Oxymorphone,3TBDMS,isomer #1	CN1CC[C@]23C4=C(O[Si](C)(C)C(C)(C)C)CC[C@@]2(O[Si](C)(C)C(C)(C)C)[C@H]1CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(=C13)O4	3284.4	Semi standard non polar	33892256
Oxymorphone,3TBDMS,isomer #1	CN1CC[C@]23C4=C(O[Si](C)(C)C(C)(C)C)CC[C@@]2(O[Si](C)(C)C(C)(C)C)[C@H]1CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(=C13)O4	3345.8	Standard non polar	33892256
Oxymorphone,3TBDMS,isomer #1	CN1CC[C@]23C4=C(O[Si](C)(C)C(C)(C)C)CC[C@@]2(O[Si](C)(C)C(C)(C)C)[C@H]1CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(=C13)O4	3378.7	Standard polar	33892256
Oxymorphone,3TBDMS,isomer #2	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2C(O[Si](C)(C)C(C)(C)C)=CC[C@@]3(O[Si](C)(C)C(C)(C)C)[C@H]1C5	3299.9	Semi standard non polar	33892256
Oxymorphone,3TBDMS,isomer #2	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2C(O[Si](C)(C)C(C)(C)C)=CC[C@@]3(O[Si](C)(C)C(C)(C)C)[C@H]1C5	3226.9	Standard non polar	33892256
Oxymorphone,3TBDMS,isomer #2	CN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2C(O[Si](C)(C)C(C)(C)C)=CC[C@@]3(O[Si](C)(C)C(C)(C)C)[C@H]1C5	3323.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Oxymorphone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-9050000000-d955cbd739d3bad18756	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxymorphone GC-MS (2 TMS) - 70eV, Positive	splash10-00c0-6907600000-2e98fd21eb80cd8204b3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxymorphone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxymorphone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0udl-7932000000-89141254d526ca629dac	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxymorphone 35V, Positive-QTOF	splash10-0f89-0093000000-d20c48538ad6696fd83b	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxymorphone 10V, Positive-QTOF	splash10-0f89-0095000000-3fa32e9f5773ea0cc992	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxymorphone 20V, Positive-QTOF	splash10-001i-0091000000-4c5b42673e83312d1305	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxymorphone 40V, Positive-QTOF	splash10-069u-3090000000-b1a88d98c02d968d1332	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxymorphone 10V, Negative-QTOF	splash10-0udi-0029000000-0f9dac6d2c5bb246b565	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxymorphone 20V, Negative-QTOF	splash10-0ue9-0097000000-2bab2cfd5aabe92e0abe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxymorphone 40V, Negative-QTOF	splash10-000x-2090000000-7d02b1358307dc0ce4d2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxymorphone 10V, Positive-QTOF	splash10-0udi-0009000000-ab6f6c1d45a17ba966cd	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxymorphone 20V, Positive-QTOF	splash10-0ue9-0049000000-68376f76c73135dac7e3	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxymorphone 40V, Positive-QTOF	splash10-0uk9-0093000000-3e6504da4a5c1b25ff70	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxymorphone 10V, Negative-QTOF	splash10-0udi-0009000000-867b26b8e9b8bd5f9273	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxymorphone 20V, Negative-QTOF	splash10-0udi-0009000000-867b26b8e9b8bd5f9273	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxymorphone 40V, Negative-QTOF	splash10-0udi-0097000000-9087b236d7dbdab76ba5	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Oxymorphone Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01192	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01192	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01192

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4447650

KEGG Compound ID

C08019

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Oxymorphone

METLIN ID

Not Available

PubChem Compound

5284604

PDB ID

Not Available

ChEBI ID

194484

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Gronlund J, Saari TI, Hagelberg NM, Neuvonen PJ, Olkkola KT, Laine K: Exposure to oral oxycodone is increased by concomitant inhibition of CYP2D6 and 3A4 pathways, but not by inhibition of CYP2D6 alone. Br J Clin Pharmacol. 2010 Jul;70(1):78-87. doi: 10.1111/j.1365-2125.2010.03653.x. [PubMed:20642550 ]
Samer CF, Daali Y, Wagner M, Hopfgartner G, Eap CB, Rebsamen MC, Rossier MF, Hochstrasser D, Dayer P, Desmeules JA: The effects of CYP2D6 and CYP3A activities on the pharmacokinetics of immediate release oxycodone. Br J Pharmacol. 2010 Jun;160(4):907-18. doi: 10.1111/j.1476-5381.2010.00673.x. [PubMed:20590587 ]
Lalovic B, Kharasch E, Hoffer C, Risler L, Liu-Chen LY, Shen DD: Pharmacokinetics and pharmacodynamics of oral oxycodone in healthy human subjects: role of circulating active metabolites. Clin Pharmacol Ther. 2006 May;79(5):461-79. [PubMed:16678548 ]
Adams M, Pieniaszek HJ Jr, Gammaitoni AR, Ahdieh H: Oxymorphone extended release does not affect CYP2C9 or CYP3A4 metabolic pathways. J Clin Pharmacol. 2005 Mar;45(3):337-45. [PubMed:15703368 ]

Enzyme Details

2. Cytochrome P450 2D6

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

References

Gronlund J, Saari TI, Hagelberg NM, Neuvonen PJ, Olkkola KT, Laine K: Exposure to oral oxycodone is increased by concomitant inhibition of CYP2D6 and 3A4 pathways, but not by inhibition of CYP2D6 alone. Br J Clin Pharmacol. 2010 Jul;70(1):78-87. doi: 10.1111/j.1365-2125.2010.03653.x. [PubMed:20642550 ]
Samer CF, Daali Y, Wagner M, Hopfgartner G, Eap CB, Rebsamen MC, Rossier MF, Hochstrasser D, Dayer P, Desmeules JA: The effects of CYP2D6 and CYP3A activities on the pharmacokinetics of immediate release oxycodone. Br J Pharmacol. 2010 Jun;160(4):907-18. doi: 10.1111/j.1476-5381.2010.00673.x. [PubMed:20590587 ]
Lalovic B, Kharasch E, Hoffer C, Risler L, Liu-Chen LY, Shen DD: Pharmacokinetics and pharmacodynamics of oral oxycodone in healthy human subjects: role of circulating active metabolites. Clin Pharmacol Ther. 2006 May;79(5):461-79. [PubMed:16678548 ]

Enzyme Details

3. Delta-type opioid receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Inhibits neurotransmitter release by reducing calcium ion currents and increasing potassium ion conductance. Highly stereoselective. receptor for enkephalins
Gene Name:: OPRD1
Uniprot ID:: P41143
Molecular weight:: 40412.3

References

Chamberlin KW, Cottle M, Neville R, Tan J: Oral oxymorphone for pain management. Ann Pharmacother. 2007 Jul;41(7):1144-52. Epub 2007 Jun 26. [PubMed:17595308 ]
Ananthan S, Khare NK, Saini SK, Seitz LE, Bartlett JL, Davis P, Dersch CM, Porreca F, Rothman RB, Bilsky EJ: Identification of opioid ligands possessing mixed micro agonist/delta antagonist activity among pyridomorphinans derived from naloxone, oxymorphone, and hydromorphone [correction of hydropmorphone]. J Med Chem. 2004 Mar 11;47(6):1400-12. [PubMed:14998329 ]

Enzyme Details

4. Mu-type opioid receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Inhibits neurotransmitter release by reducing calcium ion currents and increasing potassium ion conductance. Receptor for beta-endorphin
Gene Name:: OPRM1
Uniprot ID:: P35372
Molecular weight:: 44778.9

References

Spetea M, Nevin ST, Hosztafi S, Ronai AZ, Toth G, Borsodi A: Affinity profiles of novel delta-receptor selective benzofuran derivatives of non-peptide opioids. Neurochem Res. 1998 Sep;23(9):1211-6. [PubMed:9712193 ]
Lemberg KK, Kontinen VK, Siiskonen AO, Viljakka KM, Yli-Kauhaluoma JT, Korpi ER, Kalso EA: Antinociception by spinal and systemic oxycodone: why does the route make a difference? In vitro and in vivo studies in rats. Anesthesiology. 2006 Oct;105(4):801-12. [PubMed:17006080 ]
Chamberlin KW, Cottle M, Neville R, Tan J: Oral oxymorphone for pain management. Ann Pharmacother. 2007 Jul;41(7):1144-52. Epub 2007 Jun 26. [PubMed:17595308 ]
Halimi G, Devaux C, Clot-Faybesse O, Sampol J, Legof L, Rochat H, Guieu R: Modulation of adenosine concentration by opioid receptor agonists in rat striatum. Eur J Pharmacol. 2000 Jun 16;398(2):217-24. [PubMed:10854833 ]
Gardell LR, King T, Ossipov MH, Rice KC, Lai J, Vanderah TW, Porreca F: Opioid receptor-mediated hyperalgesia and antinociceptive tolerance induced by sustained opiate delivery. Neurosci Lett. 2006 Mar 20;396(1):44-9. Epub 2005 Dec 15. [PubMed:16343768 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Oxymorphone (HMDB0015323)

MOL for HMDB0015323 (Oxymorphone)

3D MOL for HMDB0015323 (Oxymorphone)

3D SDF for HMDB0015323 (Oxymorphone)

3D-SDF for HMDB0015323 (Oxymorphone)

PDB for HMDB0015323 (Oxymorphone)

3D PDB for HMDB0015323 (Oxymorphone)

SMILES for HMDB0015323 (Oxymorphone)

INCHI for HMDB0015323 (Oxymorphone)

Structure for HMDB0015323 (Oxymorphone)

3D Structure for HMDB0015323 (Oxymorphone)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References

References

References