NP-MRD: Showing NP-Card for Cortisone (NP0000243)

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Record Information

Version

1.0

Created at

2006-05-22 15:12:11 UTC

Updated at

2021-10-07 20:40:52 UTC

NP-MRD ID

NP0000243

Secondary Accession Numbers

None

Natural Product 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>
NP0000243

> <DATABASE_NAME>
NP-MRD

> <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

View in JSmol View NMR Assignments

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

Chemical Formula

C₂₁H₂₈O₅

Average Mass

360.4440 Da

Monoisotopic Mass

360.19367 Da

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

53-06-5

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

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Homo sapiens	LOTUS Database	35616633
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Mus musculus	LOTUS Database	35616633
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 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 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	222 °C	Not Available
Boiling Point	567.80 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.28 mg/mL at 25 °C	Not Available
LogP	1.47	Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).

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

External Links

HMDB ID

HMDB0002802

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

rw1231751

References

General References

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. [PubMed:12193676 ]
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. [PubMed:15379426 ]
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. [PubMed:7743733 ]
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. Epub 2001 Mar 13. [PubMed:11591947 ]
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. [PubMed:16899581 ]
Weigand A, Hinzpeter B, Schicha H: [Deterioration of endocrine ophthalmology after radioiodine therapy in Graves' disease?]. Nuklearmedizin. 1998;37(7):234-8. [PubMed:9830613 ]
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. Epub 2006 Jul 27. [PubMed:16873536 ]
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. [PubMed:15734867 ]
Pepe GJ, Albrecht ED: Regulation of the primate fetal adrenal cortex. Endocr Rev. 1990 Feb;11(1):151-76. [PubMed:2180686 ]
Boman HG: Innate immunity and the normal microflora. Immunol Rev. 2000 Feb;173:5-16. [PubMed:10719663 ]
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. [PubMed:15855321 ]
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. Epub 2005 Dec 5. [PubMed:16337083 ]
Draper N, Stewart PM: 11beta-hydroxysteroid dehydrogenase and the pre-receptor regulation of corticosteroid hormone action. J Endocrinol. 2005 Aug;186(2):251-71. [PubMed:16079253 ]
Ferrari P, Bianchetti M, Frey FJ: Juvenile hypertension, the role of genetically altered steroid metabolism. Horm Res. 2001;55(5):213-23. [PubMed:11740142 ]
Stormer FC, Reistad R, Alexander J: Glycyrrhizic acid in liquorice--evaluation of health hazard. Food Chem Toxicol. 1993 Apr;31(4):303-12. [PubMed:8386690 ]
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. [PubMed:14519098 ]

Showing NP-Card for Cortisone (NP0000243)

MOL for NP0000243 (Cortisone)

3D MOL for NP0000243 (Cortisone)

3D SDF for NP0000243 (Cortisone)

3D-SDF for NP0000243 (Cortisone)

PDB for NP0000243 (Cortisone)

3D PDB for NP0000243 (Cortisone)

SMILES for NP0000243 (Cortisone)

INCHI for NP0000243 (Cortisone)

Structure for NP0000243 (Cortisone)

3D Structure for NP0000243 (Cortisone)