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enzymes (2)transporters (2) Show 4 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2021-09-14 15:40:02 UTC

HMDB ID

HMDB0014998

Secondary Accession Numbers

HMDB14998

Metabolite Identification

Common Name

Prednisolone

Description

Prednisolone is only found in individuals that have used or taken this drug. It is a glucocorticoid with the general properties of the corticosteroids. It is the drug of choice for all conditions in which routine systemic corticosteroid therapy is indicated, except adrenal deficiency states. [PubChem]Glucocorticoids such as Prednisolone can inhibit leukocyte infiltration at the site of inflammation, interfere with mediators of inflammatory response, and suppress humoral immune responses. The antiinflammatory actions of glucocorticoids are thought to involve phospholipase A2 inhibitory proteins, lipocortins, which control the biosynthesis of potent mediators of inflammation such as prostaglandins and leukotrienes. Prednisolone reduces inflammatory reaction by limiting the capillary dilatation and permeability of the vascular structures. These compounds restrict the accumulation of polymorphonuclear leukocytes and macrophages and reduce the release of vasoactive kinins. Recent research suggests that corticosteroids may inhibit the release of arachidonic acid from phospholipids, thereby reducing the formation of prostaglandins. Prednisolone is a glucocorticoid receptor agonist. On binding, the corticoreceptor-ligand complex translocates itself into the cell nucleus, where it binds to many glucocorticoid response elements (GRE) in the promoter region of the target genes. The DNA bound receptor then interacts with basic transcription factors, causing an increase or decrease in expression of specific target genes, including suppression of IL2 (interleukin 2) expression.

Structure

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

860
  Mrv0541 02231215032D          

 29 32  0  0  1  0            999 V2000
    6.6263    1.5366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9559    0.9126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4634    2.0559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9696    1.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.0181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993    0.5001    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0993   -0.3249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3849   -0.7374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6703   -0.3249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8799    0.7515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3849    0.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8799   -0.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703    0.5001    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9196   -0.7431    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3614    0.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981   -1.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993    1.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6572   -2.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9130   -1.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5482    1.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9259    0.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1550   -0.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413   -2.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3013    0.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3729   -0.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3660   -1.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1691   -0.9812    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589   -1.0630    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2420    0.0051    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  1  6  0  0  0
 13  2  1  1  0  0  0
  3 20  2  0  0  0  0
  4 24  1  0  0  0  0
  5 26  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 17  1  1  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  7 27  1  6  0  0  0
  8  9  1  0  0  0  0
  8 16  1  0  0  0  0
  8 28  1  1  0  0  0
  9 13  1  0  0  0  0
  9 14  1  0  0  0  0
  9 29  1  6  0  0  0
 10 15  1  0  0  0  0
 10 20  1  0  0  0  0
 11 13  1  0  0  0  0
 12 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 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 23  2  0  0  0  0
 20 24  1  0  0  0  0
 22 25  2  0  0  0  0
 23 26  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

HMDB0014998
     RDKit          3D
Prednisolone
 54 57  0  0  0  0  0  0  0  0999 V2000
    1.5385   -0.5776   -1.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212   -0.2112   -0.0205 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0168   -1.1680    0.9272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3962   -1.4955    0.5407 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5091   -2.1892   -0.6441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2144   -0.2645    0.5897 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6420    0.9165   -0.1209 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3449    2.1541    0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8491    2.0647    0.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3648    0.7289    0.6210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4604    0.5811    1.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9998   -0.7435    1.6121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0543   -0.8589    2.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2979   -1.9092    1.0973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2112   -1.7443    0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6413   -0.4440    0.0832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6843   -0.2856   -1.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8135    1.0947    0.1367 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5544    1.9788   -0.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0148    1.5981   -0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9415    0.3586    0.3931 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7797    0.8621    1.6794 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0962   -0.4955    0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7375   -0.6468    1.3587 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6234   -1.2230   -0.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7519   -1.9332   -0.5389 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4693   -0.1917   -1.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7070   -0.1372   -2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5228   -1.6616   -1.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9666   -0.6790    1.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5716   -2.1078    1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7842   -2.1897    1.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3615   -3.1599   -0.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211    0.0281    1.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8373    0.9063   -1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683    2.2749    1.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9751    3.0749   -0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3056    2.7804    1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1881    2.4096   -0.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0091    1.4487    1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7076   -2.9068    1.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7045   -2.6325    0.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8289   -0.7121   -1.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7941    0.7699   -1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5869   -0.8461   -1.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9595    1.4191    1.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3971    3.0617   -0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3082    1.8051   -1.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5875    1.4211   -1.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629    2.4451    0.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4971    1.4741    1.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8168   -0.6150   -1.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390   -1.9797   -1.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5471   -1.6477   -1.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  6
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 18  2  1  0
 21  2  1  0
 16  6  1  0
 16 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  1
  5 33  1  0
  6 34  1  1
  7 35  1  6
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 14 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  1
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 22 51  1  0
 25 52  1  0
 25 53  1  0
 26 54  1  0
M  END

860
  Mrv0541 02231215032D          

 29 32  0  0  1  0            999 V2000
    6.6263    1.5366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9559    0.9126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4634    2.0559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9696    1.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.0181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993    0.5001    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0993   -0.3249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3849   -0.7374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6703   -0.3249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8799    0.7515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3849    0.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8799   -0.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703    0.5001    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9196   -0.7431    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3614    0.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981   -1.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993    1.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6572   -2.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9130   -1.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5482    1.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9259    0.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1550   -0.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413   -2.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3013    0.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3729   -0.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3660   -1.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1691   -0.9812    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589   -1.0630    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2420    0.0051    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  1  6  0  0  0
 13  2  1  1  0  0  0
  3 20  2  0  0  0  0
  4 24  1  0  0  0  0
  5 26  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 17  1  1  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  7 27  1  6  0  0  0
  8  9  1  0  0  0  0
  8 16  1  0  0  0  0
  8 28  1  1  0  0  0
  9 13  1  0  0  0  0
  9 14  1  0  0  0  0
  9 29  1  6  0  0  0
 10 15  1  0  0  0  0
 10 20  1  0  0  0  0
 11 13  1  0  0  0  0
 12 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 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 23  2  0  0  0  0
 20 24  1  0  0  0  0
 22 25  2  0  0  0  0
 23 26  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014998

> <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])CCC2=CC(=O)C=C[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h5,7,9,14-16,18,22,24,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1

> <INCHI_KEY>
OIGNJSKKLXVSLS-VWUMJDOOSA-N

> <FORMULA>
C21H28O5

> <MOLECULAR_WEIGHT>
360.444

> <EXACT_MASS>
360.193674006

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
38.78247065430982

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.66

> <JCHEM_LOGP>
1.2729899243333325

> <ALOGPS_LOGS>
-3.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.864332776193464

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.584675177342387

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8513437450546606

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
98.49329999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.39e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prednisolone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014998
     RDKit          3D
Prednisolone
 54 57  0  0  0  0  0  0  0  0999 V2000
    1.5385   -0.5776   -1.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212   -0.2112   -0.0205 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0168   -1.1680    0.9272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3962   -1.4955    0.5407 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5091   -2.1892   -0.6441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2144   -0.2645    0.5897 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6420    0.9165   -0.1209 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3449    2.1541    0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8491    2.0647    0.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3648    0.7289    0.6210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4604    0.5811    1.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9998   -0.7435    1.6121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0543   -0.8589    2.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2979   -1.9092    1.0973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2112   -1.7443    0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6413   -0.4440    0.0832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6843   -0.2856   -1.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8135    1.0947    0.1367 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5544    1.9788   -0.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0148    1.5981   -0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9415    0.3586    0.3931 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7797    0.8621    1.6794 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0962   -0.4955    0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7375   -0.6468    1.3587 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6234   -1.2230   -0.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7519   -1.9332   -0.5389 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4693   -0.1917   -1.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7070   -0.1372   -2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5228   -1.6616   -1.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9666   -0.6790    1.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5716   -2.1078    1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7842   -2.1897    1.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3615   -3.1599   -0.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211    0.0281    1.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8373    0.9063   -1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683    2.2749    1.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9751    3.0749   -0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3056    2.7804    1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1881    2.4096   -0.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0091    1.4487    1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7076   -2.9068    1.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7045   -2.6325    0.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8289   -0.7121   -1.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7941    0.7699   -1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5869   -0.8461   -1.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9595    1.4191    1.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3971    3.0617   -0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3082    1.8051   -1.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5875    1.4211   -1.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629    2.4451    0.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4971    1.4741    1.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8168   -0.6150   -1.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390   -1.9797   -1.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5471   -1.6477   -1.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  6
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 18  2  1  0
 21  2  1  0
 16  6  1  0
 16 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  1
  5 33  1  0
  6 34  1  1
  7 35  1  6
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 14 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  1
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 22 51  1  0
 25 52  1  0
 25 53  1  0
 26 54  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 860                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      12.369   2.868   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       7.384   1.704   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      13.932   3.838   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      16.743   2.580   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.080  -3.767   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      11.385   0.934   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.385  -0.606   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.052  -1.376   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.718  -0.606   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.842   1.403   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.052   1.704   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.842  -1.076   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.718   0.934   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.317  -1.387   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.741   0.164   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.076  -2.980   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.385   2.474   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.693  -3.793   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.304  -2.991   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.090   2.306   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.328   0.153   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.889  -0.518   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.864  -3.838   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.496   1.677   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.429  -1.331   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.417  -3.002   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0      11.516  -1.832   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      11.123  -1.984   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       9.785   0.010   0.000  0.00  0.00           H+0
CONECT    1   10                                                            
CONECT    2   13                                                            
CONECT    3   20                                                            
CONECT    4   24                                                            
CONECT    5   26                                                            
CONECT    6    7   10   11   17                                             
CONECT    7    6    8   12   27                                             
CONECT    8    7    9   16   28                                             
CONECT    9    8   13   14   29                                             
CONECT   10    1    6   15   20                                             
CONECT   11    6   13                                                       
CONECT   12    7   15                                                       
CONECT   13    2    9   11                                                  
CONECT   14    9   19   21   22                                             
CONECT   15   10   12                                                       
CONECT   16    8   18                                                       
CONECT   17    6                                                            
CONECT   18   16   19                                                       
CONECT   19   14   18   23                                                  
CONECT   20    3   10   24                                                  
CONECT   21   14                                                            
CONECT   22   14   25                                                       
CONECT   23   19   26                                                       
CONECT   24    4   20                                                       
CONECT   25   22   26                                                       
CONECT   26    5   23   25                                                  
CONECT   27    7                                                            
CONECT   28    8                                                            
CONECT   29    9                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0014998
HETATM    1  C1  UNL     1       1.538  -0.578  -1.458  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.621  -0.211  -0.021  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.017  -1.168   0.927  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.396  -1.496   0.541  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.509  -2.189  -0.644  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.214  -0.264   0.590  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.642   0.916  -0.121  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.345   2.154   0.389  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.849   2.065   0.356  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.365   0.729   0.621  1.00  0.00           C  
HETATM   11  C10 UNL     1      -4.460   0.581   1.327  1.00  0.00           C  
HETATM   12  C11 UNL     1      -5.000  -0.743   1.612  1.00  0.00           C  
HETATM   13  O2  UNL     1      -6.054  -0.859   2.293  1.00  0.00           O  
HETATM   14  C12 UNL     1      -4.298  -1.909   1.097  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.211  -1.744   0.396  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.641  -0.444   0.083  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.684  -0.286  -1.434  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.813   1.095   0.137  1.00  0.00           C  
HETATM   19  C17 UNL     1       1.554   1.979  -0.796  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.015   1.598  -0.512  1.00  0.00           C  
HETATM   21  C19 UNL     1       2.942   0.359   0.393  1.00  0.00           C  
HETATM   22  O3  UNL     1       2.780   0.862   1.679  1.00  0.00           O  
HETATM   23  C20 UNL     1       4.096  -0.496   0.317  1.00  0.00           C  
HETATM   24  O4  UNL     1       4.738  -0.647   1.359  1.00  0.00           O  
HETATM   25  C21 UNL     1       4.623  -1.223  -0.850  1.00  0.00           C  
HETATM   26  O5  UNL     1       5.752  -1.933  -0.539  1.00  0.00           O  
HETATM   27  H1  UNL     1       2.469  -0.192  -1.968  1.00  0.00           H  
HETATM   28  H2  UNL     1       0.707  -0.137  -2.023  1.00  0.00           H  
HETATM   29  H3  UNL     1       1.523  -1.662  -1.666  1.00  0.00           H  
HETATM   30  H4  UNL     1       0.967  -0.679   1.934  1.00  0.00           H  
HETATM   31  H5  UNL     1       1.572  -2.108   1.079  1.00  0.00           H  
HETATM   32  H6  UNL     1      -0.784  -2.190   1.345  1.00  0.00           H  
HETATM   33  H7  UNL     1      -0.361  -3.160  -0.521  1.00  0.00           H  
HETATM   34  H8  UNL     1      -1.321   0.028   1.676  1.00  0.00           H  
HETATM   35  H9  UNL     1      -0.837   0.906  -1.224  1.00  0.00           H  
HETATM   36  H10 UNL     1      -1.068   2.275   1.478  1.00  0.00           H  
HETATM   37  H11 UNL     1      -0.975   3.075  -0.105  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.306   2.780   1.085  1.00  0.00           H  
HETATM   39  H13 UNL     1      -3.188   2.410  -0.637  1.00  0.00           H  
HETATM   40  H14 UNL     1      -5.009   1.449   1.728  1.00  0.00           H  
HETATM   41  H15 UNL     1      -4.708  -2.907   1.317  1.00  0.00           H  
HETATM   42  H16 UNL     1      -2.705  -2.632   0.024  1.00  0.00           H  
HETATM   43  H17 UNL     1      -1.829  -0.712  -1.949  1.00  0.00           H  
HETATM   44  H18 UNL     1      -2.794   0.770  -1.738  1.00  0.00           H  
HETATM   45  H19 UNL     1      -3.587  -0.846  -1.803  1.00  0.00           H  
HETATM   46  H20 UNL     1       0.960   1.419   1.168  1.00  0.00           H  
HETATM   47  H21 UNL     1       1.397   3.062  -0.614  1.00  0.00           H  
HETATM   48  H22 UNL     1       1.308   1.805  -1.860  1.00  0.00           H  
HETATM   49  H23 UNL     1       3.588   1.421  -1.421  1.00  0.00           H  
HETATM   50  H24 UNL     1       3.463   2.445   0.046  1.00  0.00           H  
HETATM   51  H25 UNL     1       3.497   1.474   1.956  1.00  0.00           H  
HETATM   52  H26 UNL     1       4.817  -0.615  -1.730  1.00  0.00           H  
HETATM   53  H27 UNL     1       3.839  -1.980  -1.148  1.00  0.00           H  
HETATM   54  H28 UNL     1       6.547  -1.648  -1.071  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   18   21
CONECT    3    4   30   31
CONECT    4    5    6   32
CONECT    5   33
CONECT    6    7   16   34
CONECT    7    8   18   35
CONECT    8    9   36   37
CONECT    9   10   38   39
CONECT   10   11   11   16
CONECT   11   12   40
CONECT   12   13   13   14
CONECT   14   15   15   41
CONECT   15   16   42
CONECT   16   17
CONECT   17   43   44   45
CONECT   18   19   46
CONECT   19   20   47   48
CONECT   20   21   49   50
CONECT   21   22   23
CONECT   22   51
CONECT   23   24   24   25
CONECT   25   26   52   53
CONECT   26   54
END

HMDB0014998
     RDKit          3D
Prednisolone
 54 57  0  0  0  0  0  0  0  0999 V2000
    1.5385   -0.5776   -1.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212   -0.2112   -0.0205 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0168   -1.1680    0.9272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3962   -1.4955    0.5407 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5091   -2.1892   -0.6441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2144   -0.2645    0.5897 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6420    0.9165   -0.1209 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3449    2.1541    0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8491    2.0647    0.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3648    0.7289    0.6210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4604    0.5811    1.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9998   -0.7435    1.6121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0543   -0.8589    2.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2979   -1.9092    1.0973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2112   -1.7443    0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6413   -0.4440    0.0832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6843   -0.2856   -1.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8135    1.0947    0.1367 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5544    1.9788   -0.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0148    1.5981   -0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9415    0.3586    0.3931 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7797    0.8621    1.6794 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0962   -0.4955    0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7375   -0.6468    1.3587 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6234   -1.2230   -0.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7519   -1.9332   -0.5389 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4693   -0.1917   -1.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7070   -0.1372   -2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5228   -1.6616   -1.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9666   -0.6790    1.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5716   -2.1078    1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7842   -2.1897    1.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3615   -3.1599   -0.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211    0.0281    1.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8373    0.9063   -1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683    2.2749    1.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9751    3.0749   -0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3056    2.7804    1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1881    2.4096   -0.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0091    1.4487    1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7076   -2.9068    1.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7045   -2.6325    0.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8289   -0.7121   -1.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7941    0.7699   -1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5869   -0.8461   -1.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9595    1.4191    1.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3971    3.0617   -0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3082    1.8051   -1.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5875    1.4211   -1.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629    2.4451    0.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4971    1.4741    1.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8168   -0.6150   -1.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390   -1.9797   -1.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5471   -1.6477   -1.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  6
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 18  2  1  0
 21  2  1  0
 16  6  1  0
 16 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  1
  5 33  1  0
  6 34  1  1
  7 35  1  6
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 14 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  1
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 22 51  1  0
 25 52  1  0
 25 53  1  0
 26 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(11beta)-11,17,21-Trihydroxypregna-1,4-diene-3,20-dione	ChEBI
1,4-Pregnadiene-11beta,17alpha,21-triol-3,20-dione	ChEBI
1,4-Pregnadiene-3,20-dione-11beta,17alpha,21-triol	ChEBI
3,20-Dioxo-11beta,17alpha,21-trihydroxy-1,4-pregnadiene	ChEBI
Delta(1)-Dehydrocortisol	ChEBI
Delta(1)-Dehydrohydrocortisone	ChEBI
Delta(1)-Hydrocortisone	ChEBI
Hydroretrocortine	ChEBI
Metacortandralone	ChEBI
Prednisolona	ChEBI
Prednisolonum	ChEBI
Delta-Cortef	Kegg
(11b)-11,17,21-Trihydroxypregna-1,4-diene-3,20-dione	Generator
(11Β)-11,17,21-trihydroxypregna-1,4-diene-3,20-dione	Generator
1,4-Pregnadiene-11b,17a,21-triol-3,20-dione	Generator
1,4-Pregnadiene-11β,17α,21-triol-3,20-dione	Generator
1,4-Pregnadiene-3,20-dione-11b,17a,21-triol	Generator
1,4-Pregnadiene-3,20-dione-11β,17α,21-triol	Generator
3,20-Dioxo-11b,17a,21-trihydroxy-1,4-pregnadiene	Generator
3,20-Dioxo-11β,17α,21-trihydroxy-1,4-pregnadiene	Generator
Δ(1)-dehydrocortisol	Generator
Δ(1)-dehydrohydrocortisone	Generator
Δ(1)-hydrocortisone	Generator
Δ-cortef	Generator
Deltahydrocortisone	HMDB
Methylprednisolone acetate	HMDB
PRDL	HMDB
Predisolone sodium phosphate	HMDB
Prednisolone acetate	HMDB
Prednisolone sodium phosphate	HMDB
Prednisolone tebutate	HMDB
Di-adreson-F	HMDB
DiAdresonF	HMDB
Predate	HMDB
Predonine	HMDB
Di adreson F	HMDB

Chemical Formula

C₂₁H₂₈O₅

Average Molecular Weight

360.444

Monoisotopic Molecular Weight

360.193674006

IUPAC Name

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

Traditional Name

prednisolone

CAS Registry Number

50-24-8

SMILES

[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C

InChI Identifier

InChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h5,7,9,14-16,18,22,24,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1

InChI Key

OIGNJSKKLXVSLS-VWUMJDOOSA-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

11beta-hydroxy steroid (CHEBI:8378 )
17alpha-hydroxy steroid (CHEBI:8378 )
glucocorticoid (CHEBI:8378 )
20-oxo steroid (CHEBI:8378 )
3-oxo-Delta(1),Delta(4)-steroid (CHEBI:8378 )
21-hydroxy steroid (CHEBI:8378 )
Pregnane and derivatives [Fig] (C07369 )
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030179 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Organ

Liver (HMDB: HMDB0014998)
Kidney (HMDB: HMDB0014998)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0014998)

Endogenous

Endogenous (HMDB: HMDB0014998)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Prednisone Action Pathway (PathBank: SMP0000440)
Prednisolone Action Pathway (PathBank: SMP0000441)

Metabolic pathway

Prednisone Metabolism Pathway (PathBank: SMP0000631)
Prednisolone Metabolism Pathway (PathBank: SMP0000632)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	235 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.24 g/L	Not Available
LogP	1	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.24 g/L	ALOGPS
logP	1.66	ALOGPS
logP	1.27	ChemAxon
logS	-3.2	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	98.49 m³·mol⁻¹	ChemAxon
Polarizability	38.78 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]+	186.352	31661259
DarkChem	[M-H]-	180.647	31661259
DeepCCS	[M-2H]-	219.771	30932474
DeepCCS	[M+Na]+	194.861	30932474
AllCCS	[M+H]+	188.1	32859911
AllCCS	[M+H-H2O]+	185.3	32859911
AllCCS	[M+NH4]+	190.6	32859911
AllCCS	[M+Na]+	191.3	32859911
AllCCS	[M-H]-	191.5	32859911
AllCCS	[M+Na-2H]-	191.8	32859911
AllCCS	[M+HCOO]-	192.4	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.	4.49 minutes	32390414
Predicted by Siyang on May 30, 2022	12.0753 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.3 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2392.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	204.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	161.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	142.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	491.4 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	514.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	122.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	981.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	418.8 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	1355.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	311.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	396.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	312.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	221.2 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	31.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prednisolone	[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C	3589.3	Standard polar	33892256
Prednisolone	[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C	2874.0	Standard non polar	33892256
Prednisolone	[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C	3383.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prednisolone,1TMS,isomer #1	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O[Si](C)(C)C)C(=O)CO	3398.9	Semi standard non polar	33892256
Prednisolone,1TMS,isomer #2	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O)C(=O)CO[Si](C)(C)C	3387.2	Semi standard non polar	33892256
Prednisolone,1TMS,isomer #3	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O)C(=O)CO	3333.2	Semi standard non polar	33892256
Prednisolone,1TMS,isomer #4	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O)C(=CO)O[Si](C)(C)C	3307.3	Semi standard non polar	33892256
Prednisolone,2TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O[Si](C)(C)C)C(=O)CO	3310.8	Semi standard non polar	33892256
Prednisolone,2TMS,isomer #2	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O[Si](C)(C)C)C(=O)CO[Si](C)(C)C	3451.7	Semi standard non polar	33892256
Prednisolone,2TMS,isomer #3	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O[Si](C)(C)C)C(=CO)O[Si](C)(C)C	3300.5	Semi standard non polar	33892256
Prednisolone,2TMS,isomer #4	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O)C(=O)CO[Si](C)(C)C	3307.5	Semi standard non polar	33892256
Prednisolone,2TMS,isomer #5	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3318.4	Semi standard non polar	33892256
Prednisolone,2TMS,isomer #6	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O)C(=CO)O[Si](C)(C)C	3214.1	Semi standard non polar	33892256
Prednisolone,3TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O[Si](C)(C)C)C(=O)CO[Si](C)(C)C	3336.1	Semi standard non polar	33892256
Prednisolone,3TMS,isomer #2	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O[Si](C)(C)C)C(=CO)O[Si](C)(C)C	3182.7	Semi standard non polar	33892256
Prednisolone,3TMS,isomer #3	C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3322.0	Semi standard non polar	33892256
Prednisolone,3TMS,isomer #4	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3177.4	Semi standard non polar	33892256
Prednisolone,4TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3194.3	Semi standard non polar	33892256
Prednisolone,4TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3149.7	Standard non polar	33892256
Prednisolone,4TMS,isomer #1	C[C@]12C[C@H](O[Si](C)(C)C)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C	3534.4	Standard polar	33892256
Prednisolone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@]1(C(=O)CO)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3640.6	Semi standard non polar	33892256
Prednisolone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3664.6	Semi standard non polar	33892256
Prednisolone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1C[C@@]2(C)[C@@H](CC[C@]2(O)C(=O)CO)[C@@H]2CCC3=CC(=O)C=C[C@]3(C)[C@@H]12	3572.2	Semi standard non polar	33892256
Prednisolone,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=CO)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3555.6	Semi standard non polar	33892256
Prednisolone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3952.0	Semi standard non polar	33892256
Prednisolone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1C[C@@]2(C)[C@@H](CC[C@]2(O[Si](C)(C)C(C)(C)C)C(=O)CO)[C@@H]2CCC3=CC(=O)C=C[C@]3(C)[C@@H]12	3780.2	Semi standard non polar	33892256
Prednisolone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=CO)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3804.7	Semi standard non polar	33892256
Prednisolone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3812.5	Semi standard non polar	33892256
Prednisolone,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	3803.8	Semi standard non polar	33892256
Prednisolone,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=CO)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3681.7	Semi standard non polar	33892256
Prednisolone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	4044.3	Semi standard non polar	33892256
Prednisolone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C	4039.9	Semi standard non polar	33892256
Prednisolone,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=CO)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3908.4	Semi standard non polar	33892256
Prednisolone,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3875.8	Semi standard non polar	33892256
Prednisolone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	4081.8	Semi standard non polar	33892256
Prednisolone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3936.8	Standard non polar	33892256
Prednisolone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3782.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Prednisolone EI-B (Non-derivatized)	splash10-00di-1910000000-2f59b266e7257ff0e7ad	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Prednisolone EI-B (Non-derivatized)	splash10-00di-1910000000-2f59b266e7257ff0e7ad	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prednisolone GC-MS (Non-derivatized) - 70eV, Positive	splash10-05o0-3964000000-7408cfd59ce591915386	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prednisolone GC-MS (3 TMS) - 70eV, Positive	splash10-03k9-3822090000-573ac847d9fc2b08e1af	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prednisolone 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 - Prednisolone LC-ESI-qTof , Positive-QTOF	splash10-006x-1986000000-d088900fa4c56b9ff51d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-0006-0019000000-34782b355045c38d0504	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-002f-0009000000-4a00ac3c2f4930e108cc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-0005-0689000000-b0eaba9949ae34d0e571	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-00dj-0900000000-0a92fbafb31c0170151c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-00dj-0900000000-856481c7f4d3a6d1ac63	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-00dj-0900000000-813955b7791f046a3a67	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-00di-0900000000-c70a1009bba6e4f3a2c8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-0006-0009000000-e4bce0d078573494d8cd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-006w-0905000000-94eb00e6ffa4c56ac51b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-00dj-0900000000-7797dc6be351391cf57a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-00dj-0900000000-d156992d517e46c9575d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-00r2-0910000000-598b90f7f0f7ba4e13eb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-00di-0900000000-eed30fed077e1dfffd3b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-002f-0009000000-0af4f657def15fe9274e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-03di-1920000000-5811b59a6f57222762d7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-06xw-2910000000-84fec77617e1b7a1648b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-03dl-0596000000-e0abadaf09054d046b08	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prednisolone LC-ESI-ITFT , positive-QTOF	splash10-03xu-0595000000-4f8d30df506ea649fc04	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prednisolone 10V, Positive-QTOF	splash10-01ox-0019000000-4974974009760ef75987	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prednisolone 20V, Positive-QTOF	splash10-01rx-0259000000-5b07070949b16579f476	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prednisolone 40V, Positive-QTOF	splash10-053r-1591000000-4fcbdf0ce4987d4b4476	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prednisolone 10V, Negative-QTOF	splash10-0a4i-0009000000-7d69b7b870667dd65379	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prednisolone 20V, Negative-QTOF	splash10-0a4l-2049000000-1837238eea04a4acd7d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prednisolone 40V, Negative-QTOF	splash10-0a4i-7094000000-77977df8a1fba2ffc617	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Prednisone Action Pathway		Not Available
Prednisolone Action Pathway		Not Available
Prednisolone Metabolism Pathway		Not Available
Prednisone Metabolism 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 DB00860	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00860	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00860

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5552

KEGG Compound ID

C07369

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Prednisolone

METLIN ID

Not Available

PubChem Compound

5755

PDB ID

Not Available

ChEBI ID

8378

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

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 ]

Enzyme Details

2. Cytochrome P450 2A6

General function:: Involved in monooxygenase activity
Specific function:: Exhibits a high coumarin 7-hydroxylase activity. Can act in the hydroxylation of the anti-cancer drugs cyclophosphamide and ifosphamide. Competent in the metabolic activation of aflatoxin B1. Constitutes the major nicotine C-oxidase. Acts as a 1,4-cineole 2-exo-monooxygenase. Possesses low phenacetin O-deethylation activity.
Gene Name:: CYP2A6
Uniprot ID:: P11509
Molecular weight:: 56517.005

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

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 ]

Enzyme Details

2. Solute carrier organic anion transporter family member 1A2

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as sulfobromophthalein (BSP) and conjugated (taurocholate) and unconjugated (cholate) bile acids
Gene Name:: SLCO1A2
Uniprot ID:: P46721
Molecular weight:: 74144.1

References

Bossuyt X, Muller M, Hagenbuch B, Meier PJ: Polyspecific drug and steroid clearance by an organic anion transporter of mammalian liver. J Pharmacol Exp Ther. 1996 Mar;276(3):891-6. [PubMed:8786566 ]

Showing metabocard for Prednisolone (HMDB0014998)

MOL for HMDB0014998 (Prednisolone)

3D MOL for HMDB0014998 (Prednisolone)

3D SDF for HMDB0014998 (Prednisolone)

3D-SDF for HMDB0014998 (Prednisolone)

PDB for HMDB0014998 (Prednisolone)

3D PDB for HMDB0014998 (Prednisolone)

SMILES for HMDB0014998 (Prednisolone)

INCHI for HMDB0014998 (Prednisolone)

Structure for HMDB0014998 (Prednisolone)

3D Structure for HMDB0014998 (Prednisolone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

Transporters

References

References