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enzymes (1)transporters (1) Show 2 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:51 UTC

HMDB ID

HMDB0015094

Secondary Accession Numbers

HMDB15094

Metabolite Identification

Common Name

Methylprednisolone

Description

Methylprednisolone is only found in individuals that have used or taken this drug. It is a prednisolone derivative with similar anti-inflammatory action. [PubChem]Unbound glucocorticoids cross cell membranes and bind with high affinity to specific cytoplasmic receptors, modifying transcription and protein synthesis. By this mechanism, glucocorticoids can inhibit leukocyte infiltration at the site of inflammation, interfere with mediators of inflammatory response, and suppress humoral immune responses. The antiinflammatory actions of corticosteroids are thought to involve phospholipase A2 inhibitory proteins, lipocortins, which control the biosynthesis of potent mediators of inflammation such as prostaglandins and leukotrienes.

Structure

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

959
  Mrv0541 02231215082D          

 30 33  0  0  1  0            999 V2000
    6.6263    1.9371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9559    1.3132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4634    2.4564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9696    1.7827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.6175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993    0.9007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0993    0.0757    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3849   -0.3368    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6703    0.0757    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8799    1.1521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3849    1.3132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703    0.9007    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8799   -0.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9196   -0.3425    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3614    0.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981   -1.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6572   -1.6314    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0993    1.7257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9130   -1.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5482    1.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9259    0.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1550    0.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6603   -2.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413   -1.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3013    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3729   -0.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3660   -1.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1691   -0.5806    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589   -0.6624    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2420    0.4057    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  1  6  0  0  0
 12  2  1  1  0  0  0
  3 20  2  0  0  0  0
  4 25  1  0  0  0  0
  5 27  2  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 18  1  1  0  0  0
  7  8  1  0  0  0  0
  7 13  1  0  0  0  0
  7 28  1  6  0  0  0
  8  9  1  0  0  0  0
  8 16  1  0  0  0  0
  8 29  1  1  0  0  0
  9 12  1  0  0  0  0
  9 14  1  0  0  0  0
  9 30  1  6  0  0  0
 10 15  1  0  0  0  0
 10 20  1  0  0  0  0
 11 12  1  0  0  0  0
 13 15  1  0  0  0  0
 14 19  1  0  0  0  0
 14 21  1  1  0  0  0
 14 22  1  0  0  0  0
 16 17  1  0  0  0  0
 17 19  1  0  0  0  0
 17 23  1  6  0  0  0
 19 24  2  0  0  0  0
 20 25  1  0  0  0  0
 22 26  2  0  0  0  0
 24 27  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

HMDB0015094
     RDKit          3D
Methylprednisolone
 57 60  0  0  0  0  0  0  0  0999 V2000
    3.2529    2.9760   -0.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059    1.8874    0.4370 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1289    1.9584    0.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556    0.7217    0.5930 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9500    0.8066   -0.1275 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9057    1.8411    0.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2297    1.3642   -0.2593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9229    0.0392   -0.9063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3155    0.3809   -2.1494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0281   -0.8710   -1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2598   -1.1689   -2.3000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9123   -1.4910   -0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8938   -2.2446   -0.8097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8003   -0.4478   -0.0121 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3377   -0.6348    1.3685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0453   -1.5886   -0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2596   -1.7516    0.1549 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1275   -2.1634    1.4569 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0651   -0.4871    0.0564 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4812   -0.6173    0.5509 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6019   -0.5628    2.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0677   -1.8827    0.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1204   -1.9440   -0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7718   -0.7490   -1.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7920   -0.7838   -1.8815 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2485    0.5389   -0.7581 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1872    0.5835    0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1717    2.7752   -1.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6203    3.8960   -0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916    3.1941   -0.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8180    2.1253    1.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454    2.8680    0.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9707    2.0785   -0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2232    0.7179    1.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7514    0.9624   -1.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249    2.8164   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9675    1.9338    1.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5814    2.1101   -1.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9668    1.3565    0.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6148    1.2596   -2.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4574   -0.7106    0.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4102   -2.1797    0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3611   -2.8641   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7461   -0.0570    2.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3744   -0.2836    1.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3274   -1.7193    1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6427   -2.5238   -0.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8195   -1.3905   -1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8290   -2.5224   -0.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2379   -1.3840    2.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1678   -0.2934   -1.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5729   -1.5779    2.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6677   -0.2262    2.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9814    0.1846    2.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6360   -2.8110    0.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5536   -2.9176   -0.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6933    1.4734   -1.0921 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  6
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
  8 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27  2  1  0
 19  4  1  0
 27 20  1  0
 14  5  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  1
  3 32  1  0
  3 33  1  0
  4 34  1  1
  5 35  1  6
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  9 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  6
 18 50  1  0
 19 51  1  6
 21 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 23 56  1  0
 26 57  1  0
M  END

959
  Mrv0541 02231215082D          

 30 33  0  0  1  0            999 V2000
    6.6263    1.9371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9559    1.3132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4634    2.4564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9696    1.7827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.6175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993    0.9007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0993    0.0757    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3849   -0.3368    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6703    0.0757    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8799    1.1521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3849    1.3132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703    0.9007    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8799   -0.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9196   -0.3425    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3614    0.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981   -1.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6572   -1.6314    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0993    1.7257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9130   -1.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5482    1.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9259    0.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1550    0.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6603   -2.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413   -1.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3013    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3729   -0.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3660   -1.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1691   -0.5806    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589   -0.6624    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2420    0.4057    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  1  6  0  0  0
 12  2  1  1  0  0  0
  3 20  2  0  0  0  0
  4 25  1  0  0  0  0
  5 27  2  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 18  1  1  0  0  0
  7  8  1  0  0  0  0
  7 13  1  0  0  0  0
  7 28  1  6  0  0  0
  8  9  1  0  0  0  0
  8 16  1  0  0  0  0
  8 29  1  1  0  0  0
  9 12  1  0  0  0  0
  9 14  1  0  0  0  0
  9 30  1  6  0  0  0
 10 15  1  0  0  0  0
 10 20  1  0  0  0  0
 11 12  1  0  0  0  0
 13 15  1  0  0  0  0
 14 19  1  0  0  0  0
 14 21  1  1  0  0  0
 14 22  1  0  0  0  0
 16 17  1  0  0  0  0
 17 19  1  0  0  0  0
 17 23  1  6  0  0  0
 19 24  2  0  0  0  0
 20 25  1  0  0  0  0
 22 26  2  0  0  0  0
 24 27  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015094

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])C[C@H](C)C2=CC(=O)C=C[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C22H30O5/c1-12-8-14-15-5-7-22(27,18(26)11-23)21(15,3)10-17(25)19(14)20(2)6-4-13(24)9-16(12)20/h4,6,9,12,14-15,17,19,23,25,27H,5,7-8,10-11H2,1-3H3/t12-,14-,15-,17-,19+,20-,21-,22-/m0/s1

> <INCHI_KEY>
VHRSUDSXCMQTMA-PJHHCJLFSA-N

> <FORMULA>
C22H30O5

> <MOLECULAR_WEIGHT>
374.4706

> <EXACT_MASS>
374.20932407

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.840025421626194

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,8S,10S,11S,14R,15S,17S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,8,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-5-one

> <ALOGPS_LOGP>
2.06

> <JCHEM_LOGP>
1.5600090206666664

> <ALOGPS_LOGS>
-3.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.864333590415907

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.584675034147896

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8513561321432883

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
103.04189999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methylprednisolone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015094
     RDKit          3D
Methylprednisolone
 57 60  0  0  0  0  0  0  0  0999 V2000
    3.2529    2.9760   -0.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059    1.8874    0.4370 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1289    1.9584    0.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556    0.7217    0.5930 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9500    0.8066   -0.1275 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9057    1.8411    0.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2297    1.3642   -0.2593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9229    0.0392   -0.9063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3155    0.3809   -2.1494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0281   -0.8710   -1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2598   -1.1689   -2.3000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9123   -1.4910   -0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8938   -2.2446   -0.8097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8003   -0.4478   -0.0121 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3377   -0.6348    1.3685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0453   -1.5886   -0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2596   -1.7516    0.1549 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1275   -2.1634    1.4569 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0651   -0.4871    0.0564 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4812   -0.6173    0.5509 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6019   -0.5628    2.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0677   -1.8827    0.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1204   -1.9440   -0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7718   -0.7490   -1.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7920   -0.7838   -1.8815 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2485    0.5389   -0.7581 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1872    0.5835    0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1717    2.7752   -1.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6203    3.8960   -0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916    3.1941   -0.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8180    2.1253    1.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454    2.8680    0.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9707    2.0785   -0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2232    0.7179    1.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7514    0.9624   -1.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249    2.8164   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9675    1.9338    1.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5814    2.1101   -1.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9668    1.3565    0.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6148    1.2596   -2.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4574   -0.7106    0.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4102   -2.1797    0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3611   -2.8641   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7461   -0.0570    2.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3744   -0.2836    1.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3274   -1.7193    1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6427   -2.5238   -0.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8195   -1.3905   -1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8290   -2.5224   -0.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2379   -1.3840    2.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1678   -0.2934   -1.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5729   -1.5779    2.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6677   -0.2262    2.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9814    0.1846    2.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6360   -2.8110    0.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5536   -2.9176   -0.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6933    1.4734   -1.0921 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  6
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
  8 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27  2  1  0
 19  4  1  0
 27 20  1  0
 14  5  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  1
  3 32  1  0
  3 33  1  0
  4 34  1  1
  5 35  1  6
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  9 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  6
 18 50  1  0
 19 51  1  6
 21 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 23 56  1  0
 26 57  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 959                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      12.369   3.616   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       7.384   2.451   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      13.932   4.585   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      16.743   3.328   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.080  -3.019   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      11.385   1.681   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.385   0.141   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.052  -0.629   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.718   0.141   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.842   2.151   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.052   2.451   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.718   1.681   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.842  -0.328   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.317  -0.639   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.741   0.911   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.076  -2.233   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.693  -3.045   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.385   3.221   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.304  -2.243   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.090   3.053   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.328   0.901   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.889   0.229   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.699  -4.585   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.864  -3.090   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.496   2.425   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.429  -0.584   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.417  -2.255   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0      11.516  -1.084   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      11.123  -1.236   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       9.785   0.757   0.000  0.00  0.00           H+0
CONECT    1   10                                                            
CONECT    2   12                                                            
CONECT    3   20                                                            
CONECT    4   25                                                            
CONECT    5   27                                                            
CONECT    6    7   10   11   18                                             
CONECT    7    6    8   13   28                                             
CONECT    8    7    9   16   29                                             
CONECT    9    8   12   14   30                                             
CONECT   10    1    6   15   20                                             
CONECT   11    6   12                                                       
CONECT   12    2    9   11                                                  
CONECT   13    7   15                                                       
CONECT   14    9   19   21   22                                             
CONECT   15   10   13                                                       
CONECT   16    8   17                                                       
CONECT   17   16   19   23                                                  
CONECT   18    6                                                            
CONECT   19   14   17   24                                                  
CONECT   20    3   10   25                                                  
CONECT   21   14                                                            
CONECT   22   14   26                                                       
CONECT   23   17                                                            
CONECT   24   19   27                                                       
CONECT   25    4   20                                                       
CONECT   26   22   27                                                       
CONECT   27    5   24   26                                                  
CONECT   28    7                                                            
CONECT   29    8                                                            
CONECT   30    9                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0015094
HETATM    1  C1  UNL     1       3.253   2.976  -0.395  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.606   1.887   0.437  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.129   1.958   0.192  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.356   0.722   0.593  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.950   0.807  -0.127  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.906   1.841   0.345  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.230   1.364  -0.259  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.923   0.039  -0.906  1.00  0.00           C  
HETATM    9  O1  UNL     1      -2.316   0.381  -2.149  1.00  0.00           O  
HETATM   10  C9  UNL     1      -4.028  -0.871  -1.108  1.00  0.00           C  
HETATM   11  O2  UNL     1      -4.260  -1.169  -2.300  1.00  0.00           O  
HETATM   12  C10 UNL     1      -4.912  -1.491  -0.121  1.00  0.00           C  
HETATM   13  O3  UNL     1      -5.894  -2.245  -0.810  1.00  0.00           O  
HETATM   14  C11 UNL     1      -1.800  -0.448  -0.012  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.338  -0.635   1.369  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.045  -1.589  -0.564  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.260  -1.752   0.155  1.00  0.00           C  
HETATM   18  O4  UNL     1       0.127  -2.163   1.457  1.00  0.00           O  
HETATM   19  C15 UNL     1       1.065  -0.487   0.056  1.00  0.00           C  
HETATM   20  C16 UNL     1       2.481  -0.617   0.551  1.00  0.00           C  
HETATM   21  C17 UNL     1       2.602  -0.563   2.059  1.00  0.00           C  
HETATM   22  C18 UNL     1       3.068  -1.883   0.128  1.00  0.00           C  
HETATM   23  C19 UNL     1       4.120  -1.944  -0.645  1.00  0.00           C  
HETATM   24  C20 UNL     1       4.772  -0.749  -1.132  1.00  0.00           C  
HETATM   25  O5  UNL     1       5.792  -0.784  -1.882  1.00  0.00           O  
HETATM   26  C21 UNL     1       4.248   0.539  -0.758  1.00  0.00           C  
HETATM   27  C22 UNL     1       3.187   0.584   0.021  1.00  0.00           C  
HETATM   28  H1  UNL     1       3.172   2.775  -1.486  1.00  0.00           H  
HETATM   29  H2  UNL     1       2.620   3.896  -0.229  1.00  0.00           H  
HETATM   30  H3  UNL     1       4.292   3.194  -0.073  1.00  0.00           H  
HETATM   31  H4  UNL     1       2.818   2.125   1.499  1.00  0.00           H  
HETATM   32  H5  UNL     1       0.745   2.868   0.677  1.00  0.00           H  
HETATM   33  H6  UNL     1       0.971   2.079  -0.916  1.00  0.00           H  
HETATM   34  H7  UNL     1       0.223   0.718   1.692  1.00  0.00           H  
HETATM   35  H8  UNL     1      -0.751   0.962  -1.205  1.00  0.00           H  
HETATM   36  H9  UNL     1      -1.625   2.816  -0.118  1.00  0.00           H  
HETATM   37  H10 UNL     1      -1.967   1.934   1.440  1.00  0.00           H  
HETATM   38  H11 UNL     1      -3.581   2.110  -1.027  1.00  0.00           H  
HETATM   39  H12 UNL     1      -3.967   1.357   0.530  1.00  0.00           H  
HETATM   40  H13 UNL     1      -2.615   1.260  -2.461  1.00  0.00           H  
HETATM   41  H14 UNL     1      -5.457  -0.711   0.441  1.00  0.00           H  
HETATM   42  H15 UNL     1      -4.410  -2.180   0.589  1.00  0.00           H  
HETATM   43  H16 UNL     1      -6.361  -2.864  -0.175  1.00  0.00           H  
HETATM   44  H17 UNL     1      -1.746  -0.057   2.136  1.00  0.00           H  
HETATM   45  H18 UNL     1      -3.374  -0.284   1.529  1.00  0.00           H  
HETATM   46  H19 UNL     1      -2.327  -1.719   1.640  1.00  0.00           H  
HETATM   47  H20 UNL     1      -1.643  -2.524  -0.532  1.00  0.00           H  
HETATM   48  H21 UNL     1      -0.820  -1.391  -1.627  1.00  0.00           H  
HETATM   49  H22 UNL     1       0.829  -2.522  -0.434  1.00  0.00           H  
HETATM   50  H23 UNL     1       0.238  -1.384   2.050  1.00  0.00           H  
HETATM   51  H24 UNL     1       1.168  -0.293  -1.057  1.00  0.00           H  
HETATM   52  H25 UNL     1       2.573  -1.578   2.527  1.00  0.00           H  
HETATM   53  H26 UNL     1       3.668  -0.226   2.246  1.00  0.00           H  
HETATM   54  H27 UNL     1       1.981   0.185   2.545  1.00  0.00           H  
HETATM   55  H28 UNL     1       2.636  -2.811   0.454  1.00  0.00           H  
HETATM   56  H29 UNL     1       4.554  -2.918  -0.956  1.00  0.00           H  
HETATM   57  H30 UNL     1       4.693   1.473  -1.092  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   27   31
CONECT    3    4   32   33
CONECT    4    5   19   34
CONECT    5    6   14   35
CONECT    6    7   36   37
CONECT    7    8   38   39
CONECT    8    9   10   14
CONECT    9   40
CONECT   10   11   11   12
CONECT   12   13   41   42
CONECT   13   43
CONECT   14   15   16
CONECT   15   44   45   46
CONECT   16   17   47   48
CONECT   17   18   19   49
CONECT   18   50
CONECT   19   20   51
CONECT   20   21   22   27
CONECT   21   52   53   54
CONECT   22   23   23   55
CONECT   23   24   56
CONECT   24   25   25   26
CONECT   26   27   27   57
END

HMDB0015094
     RDKit          3D
Methylprednisolone
 57 60  0  0  0  0  0  0  0  0999 V2000
    3.2529    2.9760   -0.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059    1.8874    0.4370 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1289    1.9584    0.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556    0.7217    0.5930 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9500    0.8066   -0.1275 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9057    1.8411    0.3446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2297    1.3642   -0.2593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9229    0.0392   -0.9063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3155    0.3809   -2.1494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0281   -0.8710   -1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2598   -1.1689   -2.3000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9123   -1.4910   -0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8938   -2.2446   -0.8097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8003   -0.4478   -0.0121 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3377   -0.6348    1.3685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0453   -1.5886   -0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2596   -1.7516    0.1549 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1275   -2.1634    1.4569 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0651   -0.4871    0.0564 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4812   -0.6173    0.5509 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6019   -0.5628    2.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0677   -1.8827    0.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1204   -1.9440   -0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7718   -0.7490   -1.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7920   -0.7838   -1.8815 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2485    0.5389   -0.7581 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1872    0.5835    0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1717    2.7752   -1.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6203    3.8960   -0.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916    3.1941   -0.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8180    2.1253    1.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454    2.8680    0.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9707    2.0785   -0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2232    0.7179    1.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7514    0.9624   -1.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249    2.8164   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9675    1.9338    1.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5814    2.1101   -1.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9668    1.3565    0.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6148    1.2596   -2.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4574   -0.7106    0.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4102   -2.1797    0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3611   -2.8641   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7461   -0.0570    2.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3744   -0.2836    1.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3274   -1.7193    1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6427   -2.5238   -0.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8195   -1.3905   -1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8290   -2.5224   -0.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2379   -1.3840    2.0498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1678   -0.2934   -1.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5729   -1.5779    2.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6677   -0.2262    2.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9814    0.1846    2.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6360   -2.8110    0.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5536   -2.9176   -0.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6933    1.4734   -1.0921 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  6
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
  8 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27  2  1  0
 19  4  1  0
 27 20  1  0
 14  5  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  1
  3 32  1  0
  3 33  1  0
  4 34  1  1
  5 35  1  6
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  9 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  6
 18 50  1  0
 19 51  1  6
 21 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 23 56  1  0
 26 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(6alpha,11beta)-11,17,21-Trihydroxy-6-methylpregna-1,4-diene-3,20-dione	ChEBI
1-Dehydro-6alpha-methylhydrocortisone	ChEBI
6alpha-Methyl-11beta,17alpha,21-triol-1,4-pregnadiene-3,20-dione	ChEBI
Delta(1)-6alpha-Methylhydrocortisone	ChEBI
Medrate	ChEBI
Medrol	ChEBI
Medrone	ChEBI
Methylprednisolon	ChEBI
Methylprednisolonum	ChEBI
Metilprednisolona	ChEBI
Solomet	ChEBI
Urbason	ChEBI
(6a,11b)-11,17,21-Trihydroxy-6-methylpregna-1,4-diene-3,20-dione	Generator
(6Α,11β)-11,17,21-trihydroxy-6-methylpregna-1,4-diene-3,20-dione	Generator
1-Dehydro-6a-methylhydrocortisone	Generator
1-Dehydro-6α-methylhydrocortisone	Generator
6a-Methyl-11b,17a,21-triol-1,4-pregnadiene-3,20-dione	Generator
6Α-methyl-11β,17α,21-triol-1,4-pregnadiene-3,20-dione	Generator
delta(1)-6a-Methylhydrocortisone	Generator
Δ(1)-6α-methylhydrocortisone	Generator
Medric acid	Generator
Δ(1)-6a-methylhydrocortisone	HMDB
6alpha-Methylprednisolone	HMDB
Methyleneprednisolone	HMDB
Metilprednisolone	HMDB
6 Methylprednisolone	HMDB
6-Methylprednisolone	HMDB
Metipred	HMDB
Methylprednisolone	ChEBI
6a-Methylprednisolone	Generator
6Α-methylprednisolone	Generator

Chemical Formula

C₂₂H₃₀O₅

Average Molecular Weight

374.4706

Monoisotopic Molecular Weight

374.20932407

IUPAC Name

(1S,2R,8S,10S,11S,14R,15S,17S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,8,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-5-one

Traditional Name

methylprednisolone

CAS Registry Number

83-43-2

SMILES

[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])C[C@H](C)C2=CC(=O)C=C[C@]12C

InChI Identifier

InChI=1S/C22H30O5/c1-12-8-14-15-5-7-22(27,18(26)11-23)21(15,3)10-17(25)19(14)20(2)6-4-13(24)9-16(12)20/h4,6,9,12,14-15,17,19,23,25,27H,5,7-8,10-11H2,1-3H3/t12-,14-,15-,17-,19+,20-,21-,22-/m0/s1

InChI Key

VHRSUDSXCMQTMA-PJHHCJLFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

21-hydroxysteroids

Alternative Parents

Substituents

Progestogin-skeleton
21-hydroxysteroid
20-oxosteroid
Pregnane-skeleton
3-oxo-delta-1,4-steroid
3-oxosteroid
Oxosteroid
11-beta-hydroxysteroid
11-hydroxysteroid
17-hydroxysteroid
Delta-1,4-steroid
Cyclic alcohol
Tertiary alcohol
Alpha-hydroxy ketone
Ketone
Secondary alcohol
Cyclic ketone
Primary alcohol
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

6-methylprednisolone (CHEBI:6888 )
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030178 )

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: HMDB0015094)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	232.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.11 g/L	Not Available
LogP	1.5	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	187.656	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001168

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	2.06	ALOGPS
logP	1.56	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	12.58	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	103.04 m³·mol⁻¹	ChemAxon
Polarizability	40.84 Å³	ChemAxon
Number of Rings	4	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]+	189.936	31661259
DarkChem	[M-H]-	182.158	31661259
DeepCCS	[M-2H]-	226.201	30932474
DeepCCS	[M+Na]+	200.841	30932474
AllCCS	[M+H]+	190.7	32859911
AllCCS	[M+H-H2O]+	188.1	32859911
AllCCS	[M+NH4]+	193.0	32859911
AllCCS	[M+Na]+	193.7	32859911
AllCCS	[M-H]-	194.9	32859911
AllCCS	[M+Na-2H]-	195.4	32859911
AllCCS	[M+HCOO]-	196.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.77 minutes	32390414
Predicted by Siyang on May 30, 2022	12.3374 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.39 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2454.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	201.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	166.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	136.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	513.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	522.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	105.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	983.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	436.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1428.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	318.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	403.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	266.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	210.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	30.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methylprednisolone	[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])C[C@H](C)C2=CC(=O)C=C[C@]12C	3643.6	Standard polar	33892256
Methylprednisolone	[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])C[C@H](C)C2=CC(=O)C=C[C@]12C	2914.0	Standard non polar	33892256
Methylprednisolone	[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])C[C@H](C)C2=CC(=O)C=C[C@]12C	3401.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methylprednisolone,1TMS,isomer #1	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C)(C(=O)CO)[C@@]3(C)C[C@H](O)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3363.2	Semi standard non polar	33892256
Methylprednisolone,1TMS,isomer #2	C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(=O)CO[Si](C)(C)C)[C@@]3(C)C[C@H](O)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3348.5	Semi standard non polar	33892256
Methylprednisolone,1TMS,isomer #3	C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(=O)CO)[C@@]3(C)C[C@H](O[Si](C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3246.4	Semi standard non polar	33892256
Methylprednisolone,1TMS,isomer #4	C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(=CO)O[Si](C)(C)C)[C@@]3(C)C[C@H](O)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3298.0	Semi standard non polar	33892256
Methylprednisolone,2TMS,isomer #1	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C)(C(=O)CO[Si](C)(C)C)[C@@]3(C)C[C@H](O)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3368.8	Semi standard non polar	33892256
Methylprednisolone,2TMS,isomer #2	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C)(C(=O)CO)[C@@]3(C)C[C@H](O[Si](C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3213.5	Semi standard non polar	33892256
Methylprednisolone,2TMS,isomer #3	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C)(C(=CO)O[Si](C)(C)C)[C@@]3(C)C[C@H](O)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3262.4	Semi standard non polar	33892256
Methylprednisolone,2TMS,isomer #4	C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(=O)CO[Si](C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3198.3	Semi standard non polar	33892256
Methylprednisolone,2TMS,isomer #5	C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(=CO[Si](C)(C)C)O[Si](C)(C)C)[C@@]3(C)C[C@H](O)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3254.4	Semi standard non polar	33892256
Methylprednisolone,2TMS,isomer #6	C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(=CO)O[Si](C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3165.4	Semi standard non polar	33892256
Methylprednisolone,3TMS,isomer #1	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C)(C(=O)CO[Si](C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3220.2	Semi standard non polar	33892256
Methylprednisolone,3TMS,isomer #2	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C)(C(=CO[Si](C)(C)C)O[Si](C)(C)C)[C@@]3(C)C[C@H](O)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3251.3	Semi standard non polar	33892256
Methylprednisolone,3TMS,isomer #3	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C)(C(=CO)O[Si](C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3130.4	Semi standard non polar	33892256
Methylprednisolone,3TMS,isomer #4	C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(=CO[Si](C)(C)C)O[Si](C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3102.3	Semi standard non polar	33892256
Methylprednisolone,4TMS,isomer #1	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C)(C(=CO[Si](C)(C)C)O[Si](C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3108.7	Semi standard non polar	33892256
Methylprednisolone,4TMS,isomer #1	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C)(C(=CO[Si](C)(C)C)O[Si](C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3197.8	Standard non polar	33892256
Methylprednisolone,4TMS,isomer #1	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C)(C(=CO[Si](C)(C)C)O[Si](C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3532.9	Standard polar	33892256
Methylprednisolone,1TBDMS,isomer #1	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C(C)(C)C)(C(=O)CO)[C@@]3(C)C[C@H](O)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3595.3	Semi standard non polar	33892256
Methylprednisolone,1TBDMS,isomer #2	C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(=O)CO[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3630.4	Semi standard non polar	33892256
Methylprednisolone,1TBDMS,isomer #3	C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(=O)CO)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3486.2	Semi standard non polar	33892256
Methylprednisolone,1TBDMS,isomer #4	C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(=CO)O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3527.1	Semi standard non polar	33892256
Methylprednisolone,2TBDMS,isomer #1	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C(C)(C)C)(C(=O)CO[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3859.1	Semi standard non polar	33892256
Methylprednisolone,2TBDMS,isomer #2	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C(C)(C)C)(C(=O)CO)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3672.6	Semi standard non polar	33892256
Methylprednisolone,2TBDMS,isomer #3	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C(C)(C)C)(C(=CO)O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3735.6	Semi standard non polar	33892256
Methylprednisolone,2TBDMS,isomer #4	C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(=O)CO[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3708.3	Semi standard non polar	33892256
Methylprednisolone,2TBDMS,isomer #5	C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3722.8	Semi standard non polar	33892256
Methylprednisolone,2TBDMS,isomer #6	C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(=CO)O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3610.6	Semi standard non polar	33892256
Methylprednisolone,3TBDMS,isomer #1	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C(C)(C)C)(C(=O)CO[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3913.1	Semi standard non polar	33892256
Methylprednisolone,3TBDMS,isomer #2	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C(C)(C)C)(C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3931.9	Semi standard non polar	33892256
Methylprednisolone,3TBDMS,isomer #3	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C(C)(C)C)(C(=CO)O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3824.1	Semi standard non polar	33892256
Methylprednisolone,3TBDMS,isomer #4	C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3762.1	Semi standard non polar	33892256
Methylprednisolone,4TBDMS,isomer #1	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C(C)(C)C)(C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3969.4	Semi standard non polar	33892256
Methylprednisolone,4TBDMS,isomer #1	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C(C)(C)C)(C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	4003.6	Standard non polar	33892256
Methylprednisolone,4TBDMS,isomer #1	C[C@H]1C[C@H]2[C@@H]3CC[C@](O[Si](C)(C)C(C)(C)C)(C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@]3(C)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]2[C@@]2(C)C=CC(=O)C=C12	3781.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Methylprednisolone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a5c-4897000000-e8a5119b3469a050dd85	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methylprednisolone GC-MS (3 TMS) - 70eV, Positive	splash10-004i-1325090000-5d0a8d05c100c594a651	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methylprednisolone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-qTof , Positive-QTOF	splash10-0bti-0896000000-86854a3fa2cb3c3bde0b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-qTof , Positive-QTOF	splash10-0a4r-0796000000-b0070da713077c3f7975	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-qTof , Positive-QTOF	splash10-01p9-3950000000-b938f656c358e1e42bb5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-QTOF , positive-QTOF	splash10-0a6r-0019000000-3a4955cf7cc34e1e8d0f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-QTOF , positive-QTOF	splash10-0k9i-0696000000-003c4527b983cf71aefd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-QTOF , positive-QTOF	splash10-01p9-0980000000-e5097669b38e84057a0f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-QTOF , positive-QTOF	splash10-01p9-0960000000-ef914702163187cc80af	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-QTOF , positive-QTOF	splash10-06y9-0940000000-54b01b6c04c68be3f1b3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-ITFT , positive-QTOF	splash10-0a4i-0009000000-3fe2869617af3697e2ed	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-ITFT , positive-QTOF	splash10-0a4i-0009000000-8ad4f169606968256614	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-ITFT , positive-QTOF	splash10-0f79-0895000000-29d1cbf49bb2b32c5a98	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-ITFT , positive-QTOF	splash10-01p9-0940000000-baa402ac94c228229ea2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-ITFT , positive-QTOF	splash10-01p9-0910000000-5cf9fb219d798a9316f4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-ITFT , positive-QTOF	splash10-0a4r-0910000000-a2d2af7f573229dc3147	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-ITFT , positive-QTOF	splash10-0006-2900000000-a01d5bfe926dc48e6e4c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-ITFT , positive-QTOF	splash10-0a4i-0019000000-11519ee9583104c00505	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-ITFT , positive-QTOF	splash10-0gw0-0974000000-af5d4ebce055ce6efb23	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-ITFT , positive-QTOF	splash10-01p9-0960000000-22e2342fcec2bf1cd833	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methylprednisolone LC-ESI-ITFT , positive-QTOF	splash10-01p9-0920000000-63759535c53af1efb13f	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylprednisolone 10V, Positive-QTOF	splash10-0a6r-0019000000-0cb8333360b09d8df53e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylprednisolone 20V, Positive-QTOF	splash10-0a4r-0249000000-56520a54507e1870e5a6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylprednisolone 40V, Positive-QTOF	splash10-01c1-1793000000-d51395bd0972f5b8c5ef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylprednisolone 10V, Negative-QTOF	splash10-00di-0009000000-d97cc17b3e3a9c57c8ff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylprednisolone 20V, Negative-QTOF	splash10-0a4i-2029000000-2b2ea4b2dc572fa1808b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylprednisolone 40V, Negative-QTOF	splash10-0a4i-8096000000-fe46a5f1c12f4f84faf3	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00959	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00959	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00959

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

6485

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Methylprednisolone

METLIN ID

Not Available

PubChem Compound

6741

PDB ID

Not Available

ChEBI ID

6888

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)

Download (PDF)

General References

Sloka JS, Stefanelli M: The mechanism of action of methylprednisolone in the treatment of multiple sclerosis. Mult Scler. 2005 Aug;11(4):425-32. [PubMed:16042225 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

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

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Oka A, Oda M, Saitoh H, Nakayama A, Takada M, Aungst BJ: Secretory transport of methylprednisolone possibly mediated by P-glycoprotein in Caco-2 cells. Biol Pharm Bull. 2002 Mar;25(3):393-6. [PubMed:11913542 ]
Troutman MD, Thakker DR: Novel experimental parameters to quantify the modulation of absorptive and secretory transport of compounds by P-glycoprotein in cell culture models of intestinal epithelium. Pharm Res. 2003 Aug;20(8):1210-24. [PubMed:12948019 ]
Yates CR, Chang C, Kearbey JD, Yasuda K, Schuetz EG, Miller DD, Dalton JT, Swaan PW: Structural determinants of P-glycoprotein-mediated transport of glucocorticoids. Pharm Res. 2003 Nov;20(11):1794-803. [PubMed:14661924 ]

Showing metabocard for Methylprednisolone (HMDB0015094)

MOL for HMDB0015094 (Methylprednisolone)

3D MOL for HMDB0015094 (Methylprednisolone)

3D SDF for HMDB0015094 (Methylprednisolone)

3D-SDF for HMDB0015094 (Methylprednisolone)

PDB for HMDB0015094 (Methylprednisolone)

3D PDB for HMDB0015094 (Methylprednisolone)

SMILES for HMDB0015094 (Methylprednisolone)

INCHI for HMDB0015094 (Methylprednisolone)

Structure for HMDB0015094 (Methylprednisolone)

3D Structure for HMDB0015094 (Methylprednisolone)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

Transporters

References