NP-MRD: Showing NP-Card for 18-Hydroxycortisol (NP0086581)

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Record Information

Version

2.0

Created at

2022-05-11 16:25:06 UTC

Updated at

2022-05-11 16:25:06 UTC

NP-MRD ID

NP0086581

Secondary Accession Numbers

None

Natural Product Identification

Common Name

18-Hydroxycortisol

Description

18-Hydroxycortisol 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. Thus, 18-hydroxycortisol is considered to be a steroid lipid molecule. 18-Hydroxycortisol was first documented in 1985 (PMID: 3002670). 18-Hydroxycortisol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 1567095) (PMID: 3995762) (PMID: 8001289) (PMID: 15356073) (PMID: 1879399).

Structure

MOL 3D MOL SDF PDB SMILES InChI

18-Hydroxycortisol.mol
  Mrv0541 02231218312D          

 30 33  0  0  0  0            999 V2000
   -2.5958   -1.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3102   -2.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5958   -0.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813   -0.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813   -2.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1668   -1.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4523   -2.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2621   -1.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2621   -0.8908    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9766   -0.4783    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7612   -0.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2461   -0.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7612    0.6017    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7704    1.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0289    2.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4727    2.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3102    1.5098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5089    0.9503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9766    0.3467    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8054    1.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2621    0.7592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4523    0.3467    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1668    0.7592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4523   -0.4783    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1668   -0.8908    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1668   -0.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0662    1.6705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4523   -1.3033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2621   -0.0658    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9766   -1.3033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
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  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 18  1  1  0  0  0
 13 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  1  0  0  0  0
  4 25  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  1  0  0  0
 20 27  1  0  0  0  0
 24 28  1  6  0  0  0
  9 29  1  1  0  0  0
 10 30  1  6  0  0  0
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
   -2.8050    1.0961   -0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3991   -0.0855    0.0485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2089   -1.2648   -0.3938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6475   -1.1840    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7066   -1.0367    1.4811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091   -1.6513    2.1003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7103   -0.1862    2.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6474    0.2624    1.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7050    1.1094    2.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5978    1.6854    1.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2199    1.0202    0.1365 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2447    0.6557    0.1713 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2131    1.7165    0.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5246    1.1346   -0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2224   -0.1719   -0.7189 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8862   -0.2255   -1.9835 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5638   -1.3809   -0.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8731   -2.3875   -0.6823 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914   -1.5587    1.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5399   -0.4051    2.1980 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7113   -0.0295   -1.0497 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7115    0.8125   -2.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5226    1.3297   -2.6946 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0187   -1.3319   -1.1761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -1.1335   -1.1747 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9884   -0.7424   -2.4091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9137   -0.3236   -0.0240 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8924    1.1344   -0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3664    1.0481   -1.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003    2.0598   -0.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8100   -2.2249   -0.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1918   -1.2572   -1.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2007   -0.3300   -0.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1616   -2.1014   -0.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3179    1.9419    2.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2963    0.4990    3.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8114    2.7896    1.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5236    1.6724   -0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3048    1.1442    0.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9127    1.8692   -0.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6990   -1.1443   -2.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4721   -2.1942    1.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7145   -2.1781    1.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2108   -0.5078    2.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1135    0.1360   -3.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4507    1.6378   -2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6705    2.1365   -3.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3591   -1.9250   -2.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2485   -1.9144   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9012   -2.1640   -1.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5265   -1.2787   -3.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6322   -0.9014    0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
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 17 18  2  0
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 10  9  1  0
  9  8  1  0
  8  7  2  0
  7  5  1  0
  5  6  2  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  6
 21 12  1  0
  2 27  1  0
 11 12  1  0
  2  8  1  0
 12 41  1  1
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 16 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  1
 26 56  1  0
 27 57  1  1
 11 40  1  6
 10 38  1  0
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  9 36  1  0
  9 37  1  0
  7 35  1  0
  4 33  1  0
  4 34  1  0
  3 31  1  0
  3 32  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
M  END

18-Hydroxycortisol.mol
  Mrv0541 02231218312D          

 30 33  0  0  0  0            999 V2000
   -2.5958   -1.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3102   -2.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5958   -0.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813   -0.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813   -2.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1668   -1.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4523   -2.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2621   -1.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2621   -0.8908    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9766   -0.4783    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7612   -0.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2461   -0.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7612    0.6017    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7704    1.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0289    2.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4727    2.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3102    1.5098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5089    0.9503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9766    0.3467    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8054    1.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2621    0.7592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4523    0.3467    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1668    0.7592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4523   -0.4783    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1668   -0.8908    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1668   -0.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0662    1.6705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4523   -1.3033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2621   -0.0658    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9766   -1.3033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
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 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  1  0  0  0  0
  4 25  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  1  0  0  0
 20 27  1  0  0  0  0
 24 28  1  6  0  0  0
  9 29  1  1  0  0  0
 10 30  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0086581

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O6/c1-19-6-4-13(24)8-12(19)2-3-14-15-5-7-21(27,17(26)10-22)20(15,11-23)9-16(25)18(14)19/h8,14-16,18,22-23,25,27H,2-7,9-11H2,1H3/t14-,15-,16-,18+,19-,20+,21+/m0/s1

> <INCHI_KEY>
HESFZGWRDUVOMS-FJNAKSJRSA-N

> <FORMULA>
C21H30O6

> <MOLECULAR_WEIGHT>
378.4593

> <EXACT_MASS>
378.204238692

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
40.12249478863866

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,10S,11S,14S,15S,17S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

> <ALOGPS_LOGP>
0.65

> <JCHEM_LOGP>
-0.005604722000000263

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.820640048346302

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.506342030933428

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8021393024986025

> <JCHEM_POLAR_SURFACE_AREA>
115.06000000000002

> <JCHEM_REFRACTIVITY>
99.1747

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.34e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
18-hydroxycortisol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 18-Hydroxycortisol.mol                            
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.845  -3.203   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.179  -3.973   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.845  -1.663   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.512  -0.893   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.512  -3.973   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.178  -3.203   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.844  -3.973   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.489  -3.203   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.489  -1.663   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.823  -0.893   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.288  -1.369   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.193  -0.123   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.288   1.123   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.305   2.942   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.921   3.973   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.616   3.893   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.179   2.818   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.683   1.774   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.823   0.647   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.503   2.373   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.489   1.417   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.844   0.647   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.178   1.417   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.844  -0.893   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.178  -1.663   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.178  -0.123   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.124   3.118   0.000  0.00  0.00           O+0
HETATM   28  H   UNK     0      -0.844  -2.433   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.489  -0.123   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.823  -2.433   0.000  0.00  0.00           H+0
CONECT    1    2    3    5                                                  
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3   25                                                       
CONECT    5    1    6                                                       
CONECT    6    5    7   25                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   24   29                                             
CONECT   10    9   11   19   30                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18   19                                             
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16                                                            
CONECT   18   13                                                            
CONECT   19   13   10   20   21                                             
CONECT   20   19   27                                                       
CONECT   21   19   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22    9   25   28                                             
CONECT   25   24    4    6   26                                             
CONECT   26   25                                                            
CONECT   27   20                                                            
CONECT   28   24                                                            
CONECT   29    9                                                            
CONECT   30   10                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Value	Source
11,17,18,21-Tetrahydroxy-pregn-4-ene-3,20-dione	HMDB

Chemical Formula

C₂₁H₃₀O₆

Average Mass

378.4593 Da

Monoisotopic Mass

378.20424 Da

IUPAC Name

(1S,2R,10S,11S,14S,15S,17S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-15-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

Traditional Name

18-hydroxycortisol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C21H30O6/c1-19-6-4-13(24)8-12(19)2-3-14-15-5-7-21(27,17(26)10-22)20(15,11-23)9-16(25)18(14)19/h8,14-16,18,22-23,25,27H,2-7,9-11H2,1H3/t14-,15-,16-,18+,19-,20+,21+/m0/s1

InChI Key

HESFZGWRDUVOMS-FJNAKSJRSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
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, 100 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	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, 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	¹³C NMR Spectrum (1D, 226 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

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
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
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
20-oxosteroid
Pregnane-skeleton
18-hydroxysteroid
3-oxo-delta-4-steroid
3-oxosteroid
Oxosteroid
11-beta-hydroxysteroid
11-hydroxysteroid
17-hydroxysteroid
Delta-4-steroid
Cyclohexenone
Cyclic alcohol
Tertiary alcohol
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Cyclic ketone
Primary alcohol
Alcohol
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030193 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.65	ALOGPS
logP	-0.0056	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	12.51	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	115.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	99.17 m³·mol⁻¹	ChemAxon
Polarizability	40.12 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

HMDB0000418

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022033

KNApSAcK ID

Not Available

Chemspider ID

24840620

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5407

PubChem Compound

44263343

PDB ID

Not Available

ChEBI ID

89455

Good Scents ID

Not Available

References

General References

Corrie JE, Edwards CR, Jones DB, Padfield PL, Budd PS: Factors affecting the secretion of 18-hydroxycortisol, a novel steroid of relevance to Conn's syndrome. Clin Endocrinol (Oxf). 1985 Nov;23(5):579-86. doi: 10.1111/j.1365-2265.1985.tb01118.x. [PubMed:3002670 ]
Rich GM, Ulick S, Cook S, Wang JZ, Lifton RP, Dluhy RG: Glucocorticoid-remediable aldosteronism in a large kindred: clinical spectrum and diagnosis using a characteristic biochemical phenotype. Ann Intern Med. 1992 May 15;116(10):813-20. doi: 10.7326/0003-4819-116-10-813. [PubMed:1567095 ]
Corrie JE, Edwards CR, Budd PS: A radioimmunoassay for 18-hydroxycortisol in plasma and urine. Clin Chem. 1985 Jun;31(6):849-52. [PubMed:3995762 ]
Kohno H, Sato S, Chiba H, Kobayashi K, Ikegawa S, Kurosawa T, Tohma M: Monoclonal antibodies specific for 18-hydroxycortisol and their use in an enzyme immunoassay for human urinary 18-hydroxycortisol for diagnosis of primary aldosteronism. Clin Biochem. 1994 Aug;27(4):277-82. doi: 10.1016/0009-9120(94)90030-2. [PubMed:8001289 ]
Freel EM, Shakerdi LA, Friel EC, Wallace AM, Davies E, Fraser R, Connell JM: Studies on the origin of circulating 18-hydroxycortisol and 18-oxocortisol in normal human subjects. J Clin Endocrinol Metab. 2004 Sep;89(9):4628-33. doi: 10.1210/jc.2004-0379. [PubMed:15356073 ]
Ulick S: Two uncommon causes of mineralocorticoid excess. Syndrome of apparent mineralocorticoid excess and glucocorticoid-remediable aldosteronism. Endocrinol Metab Clin North Am. 1991 Jun;20(2):269-76. [PubMed:1879399 ]

Showing NP-Card for 18-Hydroxycortisol (NP0086581)

MOL for NP0086581 (18-Hydroxycortisol)

3D MOL for NP0086581 (18-Hydroxycortisol)

3D SDF for NP0086581 (18-Hydroxycortisol)

3D-SDF for NP0086581 (18-Hydroxycortisol)

PDB for NP0086581 (18-Hydroxycortisol)

3D PDB for NP0086581 (18-Hydroxycortisol)

SMILES for NP0086581 (18-Hydroxycortisol)

INCHI for NP0086581 (18-Hydroxycortisol)

Structure for NP0086581 (18-Hydroxycortisol)

3D Structure for NP0086581 (18-Hydroxycortisol)