MiMeDB: Showing metabocard for Cortisone (MMDBc0000769)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:54:32 UTC

Update Date

2024-04-30 19:33:38 UTC

Metabolite ID

MMDBc0000769

Metabolite Identification

Common Name

Cortisone

Description

Cortisone is a naturally occurring glucocorticoid. It has been used in replacement therapy for adrenal insufficiency and as an anti-inflammatory agent. Cortisone itself is inactive. It is converted in the liver into the active metabolite cortisol. Cortisone is a corticosteroid hormone released by the adrenal gland in response to stress. One of cortisone's effects on the body, and a potentially harmful side effect when administered clinically, is the suppression of the immune system. This is an explanation for the apparent correlation between high stress and sickness.

Structure

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


  Mrv1652305271900062D          

 29 32  0  0  1  0            999 V2000
    0.7146   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7146    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6986    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4290   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7146    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2136    1.0800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136    1.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4992    2.3175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9282    2.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6427    1.9050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9282    1.4925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15  1  1  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  7  1  0  0  0  0
  4 19  1  0  0  0  0
 19  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7 11  1  0  0  0  0
 11 21  1  0  0  0  0
 21  8  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 13  1  0  0  0  0
 18  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  6  0  0  0
 13 14  1  6  0  0  0
 15 16  1  1  0  0  0
 18 27  1  6  0  0  0
 18 23  1  0  0  0  0
 23 25  1  0  0  0  0
 19 20  2  0  0  0  0
 21 22  2  0  0  0  0
 23 24  2  0  0  0  0
 25 26  1  0  0  0  0
  7 28  1  1  0  0  0
 17 29  1  1  0  0  0
M  END

HMDB0002802
     RDKit          3D
Cortisone
 54 57  0  0  0  0  0  0  0  0999 V2000
    2.0537   -1.2395    1.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7415   -0.1238    0.3269 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0772    1.0496    1.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3104    0.5616    1.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5981    0.5508    2.5322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1388    0.1570    0.2242 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4376   -1.0468   -0.4139 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1736   -1.5505   -1.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6428   -1.7809   -1.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145   -0.5498   -0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2211    0.0671   -1.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7475    1.2625   -0.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9623    1.5595   -0.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7283    2.0802    0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1531    1.1500    1.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5848   -0.1035    0.5343 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7517   -1.2436    1.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860   -0.5247   -0.8480 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7827   -1.4886   -1.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1705   -0.8689   -1.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0138    0.2781   -0.4015 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7438    1.4778   -1.0973 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1730    0.4521    0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5819   -0.4636    1.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8639    1.7586    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3149    2.7232   -0.2743 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7390   -1.9488    0.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1105   -1.6955    1.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5517   -0.8672    2.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6200    1.4130    1.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9155    1.8244    0.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1038    0.9619   -0.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060   -1.8771    0.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0109   -0.8554   -2.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7055   -2.5203   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7669   -2.6742   -0.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1458   -1.9556   -2.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6811   -0.2806   -2.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1967    2.9492    0.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9035    2.3799   -0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9740    0.9153    1.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3619    1.7609    1.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3716   -2.0698    1.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2958   -0.8550    2.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7813   -1.7010    1.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7109    0.4048   -1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7100   -2.4917   -1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5382   -1.4506   -2.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5753   -0.5259   -2.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7981   -1.6335   -0.8998 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9884    1.4046   -2.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9545    1.6636    0.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8203    2.0833    1.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9344    3.4975    0.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  2  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  1  0
 15 16  1  0
 16 17  1  1
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 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
  6 32  1  6
  7 33  1  1
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  6
 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


  Mrv1652305271900062D          

 29 32  0  0  1  0            999 V2000
    0.7146   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7146    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6986    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4290   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7146    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2136    1.0800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136    1.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4992    2.3175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9282    2.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6427    1.9050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9282    1.4925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15  1  1  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  7  1  0  0  0  0
  4 19  1  0  0  0  0
 19  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7 11  1  0  0  0  0
 11 21  1  0  0  0  0
 21  8  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 13  1  0  0  0  0
 18  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  6  0  0  0
 13 14  1  6  0  0  0
 15 16  1  1  0  0  0
 18 27  1  6  0  0  0
 18 23  1  0  0  0  0
 23 25  1  0  0  0  0
 19 20  2  0  0  0  0
 21 22  2  0  0  0  0
 23 24  2  0  0  0  0
 25 26  1  0  0  0  0
  7 28  1  1  0  0  0
 17 29  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000769

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[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/h9,14-15,18,22,26H,3-8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1

> <INCHI_KEY>
MFYSYFVPBJMHGN-ZPOLXVRWSA-N

> <FORMULA>
C21H28O5

> <MOLECULAR_WEIGHT>
360.444

> <EXACT_MASS>
360.193674006

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
38.95004409634094

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,17-dione

> <ALOGPS_LOGP>
1.98

> <JCHEM_LOGP>
1.6606806883333327

> <ALOGPS_LOGS>
-3.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.90448417023887

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.576200785155365

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3299891188847104

> <JCHEM_POLAR_SURFACE_AREA>
91.67

> <JCHEM_REFRACTIVITY>
96.47479999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.36e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002802
     RDKit          3D
Cortisone
 54 57  0  0  0  0  0  0  0  0999 V2000
    2.0537   -1.2395    1.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7415   -0.1238    0.3269 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0772    1.0496    1.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3104    0.5616    1.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5981    0.5508    2.5322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1388    0.1570    0.2242 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4376   -1.0468   -0.4139 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1736   -1.5505   -1.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6428   -1.7809   -1.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145   -0.5498   -0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2211    0.0671   -1.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7475    1.2625   -0.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9623    1.5595   -0.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7283    2.0802    0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1531    1.1500    1.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5848   -0.1035    0.5343 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7517   -1.2436    1.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860   -0.5247   -0.8480 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7827   -1.4886   -1.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1705   -0.8689   -1.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0138    0.2781   -0.4015 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7438    1.4778   -1.0973 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1730    0.4521    0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5819   -0.4636    1.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8639    1.7586    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3149    2.7232   -0.2743 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7390   -1.9488    0.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1105   -1.6955    1.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5517   -0.8672    2.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6200    1.4130    1.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9155    1.8244    0.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1038    0.9619   -0.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060   -1.8771    0.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0109   -0.8554   -2.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7055   -2.5203   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7669   -2.6742   -0.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1458   -1.9556   -2.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6811   -0.2806   -2.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1967    2.9492    0.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9035    2.3799   -0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9740    0.9153    1.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3619    1.7609    1.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3716   -2.0698    1.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2958   -0.8550    2.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7813   -1.7010    1.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7109    0.4048   -1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7100   -2.4917   -1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5382   -1.4506   -2.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5753   -0.5259   -2.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7981   -1.6335   -0.8998 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9884    1.4046   -2.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9545    1.6636    0.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8203    2.0833    1.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9344    3.4975    0.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  2  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  1  0
 15 16  1  0
 16 17  1  1
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 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
  6 32  1  6
  7 33  1  1
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  6
 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                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.037   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.132  -0.476   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0       0.000  -1.540   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0       2.667  -1.540   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
HETATM   17  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.132   2.016   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.132   3.556   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.799   4.326   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.466   4.326   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.800   3.556   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.466   2.786   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
CONECT    1   15    2                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3   19                                                       
CONECT    5   19    6                                                       
CONECT    6    5    7                                                       
CONECT    7    3    6   11   28                                             
CONECT    8   21   17                                                       
CONECT    9   18   10                                                       
CONECT   10    9   13                                                       
CONECT   11   15    7   21   12                                             
CONECT   12   11                                                            
CONECT   13   15   17   10   14                                             
CONECT   14   13                                                            
CONECT   15    1   11   13   16                                             
CONECT   16   15                                                            
CONECT   17    8   18   13   29                                             
CONECT   18   17    9   27   23                                             
CONECT   19    4    5   20                                                  
CONECT   20   19                                                            
CONECT   21   11    8   22                                                  
CONECT   22   21                                                            
CONECT   23   18   25   24                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25                                                            
CONECT   27   18                                                            
CONECT   28    7                                                            
CONECT   29   17                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0002802
HETATM    1  C1  UNL     1       2.054  -1.239   1.262  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.741  -0.124   0.327  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.077   1.050   1.010  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.310   0.562   1.368  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.598   0.551   2.532  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.139   0.157   0.224  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.438  -1.047  -0.414  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.174  -1.550  -1.636  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.643  -1.781  -1.344  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.215  -0.550  -0.720  1.00  0.00           C  
HETATM   11  C10 UNL     1      -4.221   0.067  -1.283  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.748   1.263  -0.644  1.00  0.00           C  
HETATM   13  O2  UNL     1      -5.962   1.560  -0.717  1.00  0.00           O  
HETATM   14  C12 UNL     1      -3.728   2.080   0.087  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.153   1.150   1.130  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.585  -0.103   0.534  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.752  -1.244   1.520  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.886  -0.525  -0.848  1.00  0.00           C  
HETATM   19  C17 UNL     1       1.783  -1.489  -1.557  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.171  -0.869  -1.377  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.014   0.278  -0.402  1.00  0.00           C  
HETATM   22  O3  UNL     1       2.744   1.478  -1.097  1.00  0.00           O  
HETATM   23  C20 UNL     1       4.173   0.452   0.470  1.00  0.00           C  
HETATM   24  O4  UNL     1       4.582  -0.464   1.146  1.00  0.00           O  
HETATM   25  C21 UNL     1       4.864   1.759   0.534  1.00  0.00           C  
HETATM   26  O5  UNL     1       4.315   2.723  -0.274  1.00  0.00           O  
HETATM   27  H1  UNL     1       2.739  -1.949   0.802  1.00  0.00           H  
HETATM   28  H2  UNL     1       1.111  -1.695   1.625  1.00  0.00           H  
HETATM   29  H3  UNL     1       2.552  -0.867   2.205  1.00  0.00           H  
HETATM   30  H4  UNL     1       1.620   1.413   1.881  1.00  0.00           H  
HETATM   31  H5  UNL     1       0.915   1.824   0.233  1.00  0.00           H  
HETATM   32  H6  UNL     1      -1.104   0.962  -0.537  1.00  0.00           H  
HETATM   33  H7  UNL     1      -0.406  -1.877   0.310  1.00  0.00           H  
HETATM   34  H8  UNL     1      -1.011  -0.855  -2.481  1.00  0.00           H  
HETATM   35  H9  UNL     1      -0.705  -2.520  -1.901  1.00  0.00           H  
HETATM   36  H10 UNL     1      -2.767  -2.674  -0.734  1.00  0.00           H  
HETATM   37  H11 UNL     1      -3.146  -1.956  -2.317  1.00  0.00           H  
HETATM   38  H12 UNL     1      -4.681  -0.281  -2.209  1.00  0.00           H  
HETATM   39  H13 UNL     1      -4.197   2.949   0.589  1.00  0.00           H  
HETATM   40  H14 UNL     1      -2.904   2.380  -0.590  1.00  0.00           H  
HETATM   41  H15 UNL     1      -3.974   0.915   1.856  1.00  0.00           H  
HETATM   42  H16 UNL     1      -2.362   1.761   1.654  1.00  0.00           H  
HETATM   43  H17 UNL     1      -3.372  -2.070   1.118  1.00  0.00           H  
HETATM   44  H18 UNL     1      -3.296  -0.855   2.401  1.00  0.00           H  
HETATM   45  H19 UNL     1      -1.781  -1.701   1.806  1.00  0.00           H  
HETATM   46  H20 UNL     1       0.711   0.405  -1.433  1.00  0.00           H  
HETATM   47  H21 UNL     1       1.710  -2.492  -1.143  1.00  0.00           H  
HETATM   48  H22 UNL     1       1.538  -1.451  -2.642  1.00  0.00           H  
HETATM   49  H23 UNL     1       3.575  -0.526  -2.353  1.00  0.00           H  
HETATM   50  H24 UNL     1       3.798  -1.634  -0.900  1.00  0.00           H  
HETATM   51  H25 UNL     1       2.988   1.405  -2.053  1.00  0.00           H  
HETATM   52  H26 UNL     1       5.954   1.664   0.273  1.00  0.00           H  
HETATM   53  H27 UNL     1       4.820   2.083   1.611  1.00  0.00           H  
HETATM   54  H28 UNL     1       3.934   3.498   0.200  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   18   21
CONECT    3    4   30   31
CONECT    4    5    5    6
CONECT    6    7   16   32
CONECT    7    8   18   33
CONECT    8    9   34   35
CONECT    9   10   36   37
CONECT   10   11   11   16
CONECT   11   12   38
CONECT   12   13   13   14
CONECT   14   15   39   40
CONECT   15   16   41   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

HMDB0002802
     RDKit          3D
Cortisone
 54 57  0  0  0  0  0  0  0  0999 V2000
    2.0537   -1.2395    1.2623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7415   -0.1238    0.3269 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0772    1.0496    1.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3104    0.5616    1.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5981    0.5508    2.5322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1388    0.1570    0.2242 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4376   -1.0468   -0.4139 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1736   -1.5505   -1.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6428   -1.7809   -1.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145   -0.5498   -0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2211    0.0671   -1.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7475    1.2625   -0.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9623    1.5595   -0.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7283    2.0802    0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1531    1.1500    1.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5848   -0.1035    0.5343 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7517   -1.2436    1.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860   -0.5247   -0.8480 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7827   -1.4886   -1.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1705   -0.8689   -1.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0138    0.2781   -0.4015 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7438    1.4778   -1.0973 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1730    0.4521    0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5819   -0.4636    1.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8639    1.7586    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3149    2.7232   -0.2743 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7390   -1.9488    0.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1105   -1.6955    1.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5517   -0.8672    2.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6200    1.4130    1.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9155    1.8244    0.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1038    0.9619   -0.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060   -1.8771    0.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0109   -0.8554   -2.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7055   -2.5203   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7669   -2.6742   -0.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1458   -1.9556   -2.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6811   -0.2806   -2.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1967    2.9492    0.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9035    2.3799   -0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9740    0.9153    1.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3619    1.7609    1.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3716   -2.0698    1.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2958   -0.8550    2.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7813   -1.7010    1.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7109    0.4048   -1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7100   -2.4917   -1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5382   -1.4506   -2.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5753   -0.5259   -2.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7981   -1.6335   -0.8998 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9884    1.4046   -2.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9545    1.6636    0.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8203    2.0833    1.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9344    3.4975    0.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  2  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  1  0
 15 16  1  0
 16 17  1  1
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 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
  6 32  1  6
  7 33  1  1
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  6
 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

Synonyms

Value	Source
11-Dehydro-17-hydroxycorticosterone	ChEBI
17-Hydroxy-11-dehydrocorticosterone	ChEBI
17alpha,21-Dihydroxy-4-pregnene-3,11,20-trione	ChEBI
4-Pregnene-17alpha,21-diol-3,11,20-trione	ChEBI
Cortison	ChEBI
Delta(4)-Pregnene-17alpha,21-diol-3,11,20-trione	ChEBI
Kendall's compound e	ChEBI
Kortison	ChEBI
Pregn-4-en-17alpha,21-diol-3,11,20-trione	ChEBI
Reichstein's substance fa	ChEBI
Wintersteiner's compound F	ChEBI
17a,21-Dihydroxy-4-pregnene-3,11,20-trione	Generator
17Α,21-dihydroxy-4-pregnene-3,11,20-trione	Generator
4-Pregnene-17a,21-diol-3,11,20-trione	Generator
4-Pregnene-17α,21-diol-3,11,20-trione	Generator
delta(4)-Pregnene-17a,21-diol-3,11,20-trione	Generator
Δ(4)-pregnene-17α,21-diol-3,11,20-trione	Generator
Pregn-4-en-17a,21-diol-3,11,20-trione	Generator
Pregn-4-en-17α,21-diol-3,11,20-trione	Generator
Δ(4)-pregnene-17a,21-diol-3,11,20-trione	HMDB
Andreson	HMDB
Anusol HC	HMDB
Balneol-HC	HMDB
beta-HC	HMDB
Colocort	HMDB
Compound e	HMDB
Corlin	HMDB
Cortadren	HMDB
Cortandren	HMDB
Cortef	HMDB
Cortef acetate	HMDB
Cortisal	HMDB
Cortisate	HMDB
Cortisone acetate	HMDB
Cortistal	HMDB
Cortivite	HMDB
Cortogen	HMDB
Cortone	HMDB
Cortril	HMDB
Dermacort	HMDB
Dricort	HMDB
Flexicort	HMDB
Florinef	HMDB
Fludrocortisone acetate	HMDB
Glycort	HMDB
Hemsol-HC	HMDB
Hi-cor	HMDB
Incortin	HMDB
Kendall'S compound	HMDB
Locoid	HMDB
Locoid lipocream	HMDB
Micort-HC	HMDB
Nogenic HC	HMDB
Orabase hca	HMDB
Pandel	HMDB
Prestwick_132	HMDB
Reichstein fa	HMDB
Scheroson	HMDB
Solu-cortef	HMDB
Stie-cort	HMDB
Texacort	HMDB
Westcort	HMDB
Adreson	HMDB
Cortone acetate	HMDB
17-Hydroxy-3,11,20-trioxopregn-4-en-21-yl acetate	HMDB

Molecular Formula

C₂₁H₂₈O₅

Average Mass

360.444

Monoisotopic Mass

360.193674006

IUPAC Name

(1S,2R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,17-dione

Traditional Name

(1S,2R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,17-dione

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[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/h9,14-15,18,22,26H,3-8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1

InChI Key

MFYSYFVPBJMHGN-ZPOLXVRWSA-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
Pregnane-skeleton
20-oxosteroid
3-oxo-delta-4-steroid
3-oxosteroid
17-hydroxysteroid
Oxosteroid
11-oxosteroid
Delta-4-steroid
Cyclohexenone
Alpha-hydroxy ketone
Cyclic alcohol
Tertiary alcohol
Cyclic ketone
Ketone
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Primary alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo steroid (CHEBI:16962 )
17alpha-hydroxy steroid (CHEBI:16962 )
glucocorticoid (CHEBI:16962 )
20-oxo steroid (CHEBI:16962 )
11-oxo steroid (CHEBI:16962 )
21-hydroxy steroid (CHEBI:16962 )
C21-steroid (CHEBI:16962 )
Pregnane and derivatives [Fig] (C00762 )
Glucocorticoids (C00762 )
C21 steroids (gluco/mineralocorticoids, progestogens) and derivatives (C00762 )
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030090 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	1.98	ALOGPS
logP	1.66	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	12.58	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.67 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	96.47 m³·mol⁻¹	ChemAxon
Polarizability	38.95 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00kf-2910000000-da435cee921dd7b9f8e6	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00kf-2910000000-da435cee921dd7b9f8e6	2018-05-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-05ai-5879000000-d8ce750671bf51b487e2	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0f79-2918800000-ab308a6a5023c34bc22f	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-03di-0009000000-5d34de066e82cc9f0a41	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-03di-0900000000-24ec04976da03c3f9c77	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0fdo-4900000000-d0880bfc6f3d80e4aa72	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-03di-3940000000-16be8720b1c49cea9b06	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-004i-0009000000-6c22c083c2dfab97a299	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-004i-0109000000-48c96b3d1471c5cd6171	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-002r-0914000000-2466a9146383b4265e42	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-000i-0900000000-214430a00501054cc774	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-059j-1900000000-0e23516e07f0baf74c79	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0abj-1900000000-ad0282ab7188d9ec3dc1	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0aba-3900000000-e36e464b157b3e6159f1	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0a4j-5900000000-fe9092d76099e1e70a4e	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0aou-6900000000-1b218b97a890ac7e8f45	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-03fr-0049000000-3bd424d473bdadd2b9b4	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-03di-0039000000-fd181dfb87e1cbb8ab6f	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-03di-0049000000-7633496a1a53bda21707	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-004i-0009000000-59db5e627634e4be3907	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-004i-0009000000-9781e204df305d722d2d	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-004i-0009000000-0b5e40226163a1a334db	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dl-0009000000-946472abc72d41b1633c	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-003u-0149000000-efb3f94efcbdfc468859	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a5j-2392000000-d014016e46f2ae8b1bd1	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0009000000-1c4a8c3698ff1bfa2bd9	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0pb9-2029000000-82b546174619108311f8	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ab9-8093000000-47f7996c84edb1324aad	2017-09-01	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, 100%_DMSO, experimental)		2012-12-05	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Endoplasmic reticulum
Extracellular
Membrane

Biospecimen Locations

Adipose Tissue
Adrenal Cortex
Adrenal Gland
Blood
Epidermis
Feces
Fibroblasts
Intestine
Kidney
Neuron
Placenta
Skeletal Muscle
Testis
Thyroid Gland
Urine

Tissue Locations

Adipose Tissue
Adrenal Cortex
Adrenal Gland
Epidermis
Fibroblasts
Intestine
Kidney
Neuron
Placenta
Skeletal Muscle
Testis
Thyroid Gland

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192197	3-oxo-5-beta-steroid 4-dehydrogenase	Enzyme	P51857	Homo sapiens
MMDBp0192355	Corticosteroid 11-beta-dehydrogenase isozyme 2	Unknown	P80365	Homo sapiens
MMDBp0192356	Corticosteroid 11-beta-dehydrogenase isozyme 1	Enzyme	P28845	Homo sapiens
MMDBp0193287	Dehydrogenase/reductase SDR family member 2	Enzyme	Q13268	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0001467	Cortisone	Cortisol	Hydroxysteroid (11-beta) dehydrogenase 1	11-Beta-Hydroxysteroid Dehydrogenase Type 1	VMH	11673786 15466942 7859916
MMDBr0001468	Cortisone	Cortisol	Hydroxysteroid (11-beta) dehydrogenase 2	11-Beta-Hydroxysteroid Dehydrogenase Type 2	VMH	11673786 15466942 7859916
MMDBr0005850	Cortisone	Cortisone	Not Available	Extracellular Transport of Cortisone	VMH	30371894
MMDBr0005851	Cortisone	Cortisone	Not Available	Intracellular Transport of Cortisone	VMH	30371894
MMDBr0009633	Cortisol	Cortisone	Hydroxysteroid (11-beta) dehydrogenase 1	11Beta-Hydroxysteroid Dehydrogenase	VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Depersonalization disorder	Slight Decrease	Association	Human Blood	HMDB	11448093
Rheumatoid arthritis	Decreased	Association	Human Urine	HMDB	15249323

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	1	Human ; Human supragingival plaque; Human saliva; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected and Quantified	0.0466	0.0071			uM	Adult (>18 years old)	Both	Depersonalization syndrome	HMDB	11448093
Human Urine	Detected and Quantified	0.0039	0.0012			umol/mmol creatinine	Adult (>18 years old)	Both	Rheumatoid arthritis	HMDB	15249323
Human Urine	Detected and Quantified	0.0070	0.0014			umol/mmol creatinine	Adult (>18 years old)	Both	Rheumatoid arthritis	HMDB	15249323
Human Urine	Detected and Quantified	0.011	0.001			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	15249323
Human Blood	Detected and Quantified	0.0380		0.0222	0.0750	uM	Adult (>18 years old)	Female	Normal	HMDB	15087250
Human Blood	Detected and Quantified	0.0411		0.0222	0.0750	uM	Adult (>18 years old)	Male	Normal	HMDB	15087250
Human Blood	Detected and Quantified	0.0624	0.009			uM	Adult (>18 years old)	Both	Normal	HMDB	11448093
Human Adipose tissue	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Adrenal cortex	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Adrenal gland	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Epidermis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Intestine	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Kidney	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Neuron	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal muscle	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Testis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Thyroid gland	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0002802

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023065

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

16962

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Pepe GJ, Albrecht ED: Regulation of the primate fetal adrenal cortex. Endocr Rev. 1990 Feb;11(1):151-76. doi: 10.1210/edrv-11-1-151. [PubMed:2180686 ]
Zuber M, Miesel R, Brandl B: A patient with a high titer of antinuclear antibody and a functioning adrenal tumour. Clin Rheumatol. 1995 Jan;14(1):100-3. doi: 10.1007/BF02208093. [PubMed:7743733 ]
Stormer FC, Reistad R, Alexander J: Glycyrrhizic acid in liquorice--evaluation of health hazard. Food Chem Toxicol. 1993 Apr;31(4):303-12. doi: 10.1016/0278-6915(93)90080-i. [PubMed:8386690 ]
Weigand A, Hinzpeter B, Schicha H: [Deterioration of endocrine ophthalmology after radioiodine therapy in Graves' disease?]. Nuklearmedizin. 1998;37(7):234-8. [PubMed:9830613 ]
Boman HG: Innate immunity and the normal microflora. Immunol Rev. 2000 Feb;173:5-16. doi: 10.1034/j.1600-065x.2000.917301.x. [PubMed:10719663 ]
Edwin B, Raeder I, Trondsen E, Kaaresen R, Buanes T: Outpatient laparoscopic adrenalectomy in patients with Conn's syndrome. Surg Endosc. 2001 Jun;15(6):589-91. doi: 10.1007/s004640090021. Epub 2001 Mar 13. [PubMed:11591947 ]
Ferrari P, Bianchetti M, Frey FJ: Juvenile hypertension, the role of genetically altered steroid metabolism. Horm Res. 2001;55(5):213-23. doi: 10.1159/000049999. [PubMed:11740142 ]
Bolt RJ, Van Weissenbruch MM, Popp-Snijders C, Sweep FG, Lafeber HN, Delemarre-van de Waal HA: Maturity of the adrenal cortex in very preterm infants is related to gestational age. Pediatr Res. 2002 Sep;52(3):405-10. doi: 10.1203/00006450-200209000-00017. [PubMed:12193676 ]
Jiang JQ, Wang DS, Senthilkumaran B, Kobayashi T, Kobayashi HK, Yamaguchi A, Ge W, Young G, Nagahama Y: Isolation, characterization and expression of 11beta-hydroxysteroid dehydrogenase type 2 cDNAs from the testes of Japanese eel (Anguilla japonica) and Nile tilapia (Oreochromis niloticus). J Mol Endocrinol. 2003 Oct;31(2):305-15. doi: 10.1677/jme.0.0310305. [PubMed:14519098 ]
AvRuskin TW, Krishnan N, Juan CS: Congenital adrenal hypoplasia and male pseudohermaphroditism due to DAX1 mutation, SF1 mutation or neither: a patient report. J Pediatr Endocrinol Metab. 2004 Aug;17(8):1125-32. doi: 10.1515/jpem.2004.17.8.1125. [PubMed:15379426 ]
Sandeep TC, Andrew R, Homer NZ, Andrews RC, Smith K, Walker BR: Increased in vivo regeneration of cortisol in adipose tissue in human obesity and effects of the 11beta-hydroxysteroid dehydrogenase type 1 inhibitor carbenoxolone. Diabetes. 2005 Mar;54(3):872-9. doi: 10.2337/diabetes.54.3.872. [PubMed:15734867 ]
Andrew R, Westerbacka J, Wahren J, Yki-Jarvinen H, Walker BR: The contribution of visceral adipose tissue to splanchnic cortisol production in healthy humans. Diabetes. 2005 May;54(5):1364-70. doi: 10.2337/diabetes.54.5.1364. [PubMed:15855321 ]
Draper N, Stewart PM: 11beta-hydroxysteroid dehydrogenase and the pre-receptor regulation of corticosteroid hormone action. J Endocrinol. 2005 Aug;186(2):251-71. doi: 10.1677/joe.1.06019. [PubMed:16079253 ]
Sharma KK, Lindqvist A, Zhou XJ, Auchus RJ, Penning TM, Andersson S: Deoxycorticosterone inactivation by AKR1C3 in human mineralocorticoid target tissues. Mol Cell Endocrinol. 2006 Mar 27;248(1-2):79-86. doi: 10.1016/j.mce.2005.10.024. Epub 2005 Dec 5. [PubMed:16337083 ]
Mark PJ, Waddell BJ: P-glycoprotein restricts access of cortisol and dexamethasone to the glucocorticoid receptor in placental BeWo cells. Endocrinology. 2006 Nov;147(11):5147-52. doi: 10.1210/en.2006-0633. Epub 2006 Jul 27. [PubMed:16873536 ]
Onyimba CU, Vijapurapu N, Curnow SJ, Khosla P, Stewart PM, Murray PI, Walker EA, Rauz S: Characterisation of the prereceptor regulation of glucocorticoids in the anterior segment of the rabbit eye. J Endocrinol. 2006 Aug;190(2):483-93. doi: 10.1677/joe.1.06840. [PubMed:16899581 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for Cortisone (MMDBc0000769)

MOL for #<Metabolite:0x00007fd1200b40e8>

3D MOL for #<Metabolite:0x00007fd1200b40e8>

3D SDF for #<Metabolite:0x00007fd1200b40e8>

3D-SDF for #<Metabolite:0x00007fd1200b40e8>

PDB for #<Metabolite:0x00007fd1200b40e8>

3D PDB for #<Metabolite:0x00007fd1200b40e8>

SMILES for #<Metabolite:0x00007fd1200b40e8>

INCHI for #<Metabolite:0x00007fd1200b40e8>

Structure for #<Metabolite:0x00007fd1200b40e8>

3D Structure for #<Metabolite:0x00007fd1200b40e8>