NP-MRD: Showing NP-Card for hydrocortisone (NP0217387)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 17:43:20 UTC

Updated at

2022-09-05 17:43:20 UTC

NP-MRD ID

NP0217387

Secondary Accession Numbers

None

Natural Product Identification

Common Name

hydrocortisone

Description

Cortisol, also known as HC or hydrocortisone, 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, cortisol is considered to be a steroid lipid molecule. It is usually referred to as the "stress hormone" as it is involved in response to stress and anxiety, controlled by corticotropin-releasing hormone (CRH). Cortisol is a corticosteroid hormone or glucocorticoid produced by zona fasciculata of the adrenal cortex, which is a part of the adrenal gland. A 17alpha-hydroxy-C21-steroid that is pregn-4-ene substituted by oxo groups at positions 3 and 20 and hydroxy groups at positions 11, 17 and 21. Cortisol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. hydrocortisone is found in Homo sapiens, Phlomoides rotata and Mus musculus. hydrocortisone was first documented in 1990 (PMID: 2268561). Cortisol exists in all living organisms, ranging from bacteria to humans.

Structure

MOL 3D MOL SDF PDB SMILES InChI

            
  Mrv1652303182019232D          

 29 32  0  0  0  0            999 V2000
10001.078110001.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.938710000.8430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.940610000.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7988 9997.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6533 9998.7729    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.366610000.0077    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.0781 9998.7729    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2275 9999.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5130 9999.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5130 9998.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2275 9997.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9395 9999.1793    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.9395 9998.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6540 9997.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3685 9998.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.366410000.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.651910000.4261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6519 9999.6010    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3664 9999.1886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.080910000.4259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0809 9999.6011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.8655 9999.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.350410000.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.865510000.6810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.865510001.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.579210001.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.149910001.9185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.579210001.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.578710002.7434    0.0000 O   0  0  0  0  0  0  0  0  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10  4  2  0  0  0  0
  8 12  1  0  0  0  0
 11 13  2  0  0  0  0
 12  3  1  1  0  0  0
 17  2  1  1  0  0  0
 18 12  1  0  0  0  0
 15 19  1  0  0  0  0
 18  5  1  6  0  0  0
 19  6  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 24 28  1  6  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 24 20  1  0  0  0  0
 24 23  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21  7  1  6  0  0  0
 20  1  1  1  0  0  0
 26 29  1  0  0  0  0
M  END

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
   -2.3015   -1.3763    0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8403   -0.0985    0.1350 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2887   -0.1786   -1.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067   -0.7940   -1.2736 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0204   -2.1092   -0.9705 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0204    0.0048   -0.3747 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4483   -0.0784    1.0119 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3760    0.3796    2.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5722   -0.5625    2.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2225   -0.3601    0.7288 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5326   -0.2494    0.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2576   -0.0449   -0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4543   -0.3865   -0.7426 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5418    0.5827   -1.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1292    0.8386   -1.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4607   -0.2750   -0.5425 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7734   -1.5547   -1.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8427    0.6491    0.9852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5693    0.9030    2.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9671    1.2861    1.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9801    0.9000    0.2443 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6724    1.9956   -0.5642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3106    0.3356   -0.0747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7408   -0.5932    0.5841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1731    0.8354   -1.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3448    0.0933   -1.1964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5061   -2.1204    0.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7985   -1.1915    1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9432   -1.8850   -0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9438   -0.8319   -1.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795    0.8426   -1.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4570   -0.6240   -2.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5284   -2.4855   -0.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8381    1.0780   -0.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2375   -1.1503    1.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750    0.1788    3.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6504    1.4270    2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2306   -0.4234    2.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1724   -1.5957    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0988   -0.3089    1.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6976    0.0842   -2.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0378    1.5903   -1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0917    1.8060   -0.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4623    1.0232   -2.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8961   -2.4270   -0.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7381   -1.4910   -1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0333   -1.8589   -2.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6656    1.6286    0.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1096    1.7915    2.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6137    0.1068    2.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0600    2.3887    1.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7463    0.7592    2.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9851    1.8224   -1.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4545    1.8975   -1.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6529    0.6602   -2.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2299   -0.8338   -0.8715 H   0  0  0  0  0  0  0  0  0  0  0  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
 21  2  1  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
  2 18  1  0
 16  6  1  0
  7 18  1  0
 16 10  1  0
 18 48  1  6
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 22 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  6
  5 33  1  0
  6 34  1  6
  7 35  1  1
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
M  END

            
  Mrv1652303182019232D          

 29 32  0  0  0  0            999 V2000
10001.078110001.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.938710000.8430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.940610000.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7988 9997.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6533 9998.7729    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.366610000.0077    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.0781 9998.7729    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2275 9999.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5130 9999.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5130 9998.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2275 9997.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9395 9999.1793    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.9395 9998.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6540 9997.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3685 9998.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.366410000.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.651910000.4261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6519 9999.6010    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3664 9999.1886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.080910000.4259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0809 9999.6011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.8655 9999.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.350410000.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.865510000.6810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.865510001.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.579210001.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.149910001.9185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.579210001.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.578710002.7434    0.0000 O   0  0  0  0  0  0  0  0  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10  4  2  0  0  0  0
  8 12  1  0  0  0  0
 11 13  2  0  0  0  0
 12  3  1  1  0  0  0
 17  2  1  1  0  0  0
 18 12  1  0  0  0  0
 15 19  1  0  0  0  0
 18  5  1  6  0  0  0
 19  6  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 24 28  1  6  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 24 20  1  0  0  0  0
 24 23  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21  7  1  6  0  0  0
 20  1  1  1  0  0  0
 26 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0217387

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O5/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/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1

> <INCHI_KEY>
JYGXADMDTFJGBT-VWUMJDOOSA-N

> <FORMULA>
C21H30O5

> <MOLECULAR_WEIGHT>
362.4599

> <EXACT_MASS>
362.20932407

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
39.44944821309214

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.79

> <JCHEM_LOGP>
1.2751664346666671

> <ALOGPS_LOGS>
-3.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.86524229374907

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.58472695897974

> <JCHEM_PKA_STRONGEST_BASIC>
-2.846864231895191

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
97.39999999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.99e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-MAR-20         0                                  
HETATM    1  C   UNK     0    8668.6798669.014   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8664.6868668.240   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8664.6898666.681   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8660.6918662.820   0.000  0.00  0.00           O+0
HETATM    5  H   UNK     0    8666.0198664.376   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8667.3518666.681   0.000  0.00  0.00           H+0
HETATM    7  H   UNK     0    8668.6798664.376   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0    8663.3588665.905   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8662.0248665.135   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8662.0248663.595   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8663.3588662.825   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8664.6878665.135   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8664.6878663.595   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8666.0218662.825   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8667.3558663.595   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8667.3518668.232   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8666.0178667.462   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8666.0178665.922   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8667.3518665.152   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8668.6848667.462   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8668.6848665.922   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8670.1498665.446   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8671.0548666.692   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8670.1498667.938   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8670.1498669.478   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8671.4818670.248   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0    8668.8138670.248   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0    8671.4818668.708   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0    8671.4808671.788   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   17                                                            
CONECT    3   12                                                            
CONECT    4   10                                                            
CONECT    5   18                                                            
CONECT    6   19                                                            
CONECT    7   21                                                            
CONECT    8    9   12                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11    4                                                  
CONECT   11   10   13                                                       
CONECT   12   13    8    3   18                                             
CONECT   13   12   14   11                                                  
CONECT   14   13   15                                                       
CONECT   15   14   19                                                       
CONECT   16   17   20                                                       
CONECT   17   16   18    2                                                  
CONECT   18   17   19   12    5                                             
CONECT   19   18   15    6   21                                             
CONECT   20   21   24   16    1                                             
CONECT   21   20   22   19    7                                             
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   25   28   20   23                                             
CONECT   25   24   26   27                                                  
CONECT   26   25   29                                                       
CONECT   27   25                                                            
CONECT   28   24                                                            
CONECT   29   26                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Value	Source
(11beta)-11,17,21-Trihydroxypregn-4-ene-3,20-dione	ChEBI
11beta,17alpha,21-Trihydroxy-4-pregnene-3,20-dione	ChEBI
11beta-Hydrocortisone	ChEBI
17-Hydroxycorticosterone	ChEBI
4-Pregnen-11beta,17alpha,21-triol-3,20-dione	ChEBI
Hidrocortisona	ChEBI
Hydrocortisone	ChEBI
Hydrocortisonum	ChEBI
Kendall's compound F	ChEBI
Reichstein's substance m	ChEBI
HC	Kegg
Acticort	Kegg
Anusol HC	Kegg
Colocort	Kegg
Cortef	Kegg
Hytone	Kegg
Plenadren	Kegg
(11b)-11,17,21-Trihydroxypregn-4-ene-3,20-dione	Generator
(11Β)-11,17,21-trihydroxypregn-4-ene-3,20-dione	Generator
11b,17a,21-Trihydroxy-4-pregnene-3,20-dione	Generator
11Β,17α,21-trihydroxy-4-pregnene-3,20-dione	Generator
11b-Hydrocortisone	Generator
11Β-hydrocortisone	Generator
4-Pregnen-11b,17a,21-triol-3,20-dione	Generator
4-Pregnen-11β,17α,21-triol-3,20-dione	Generator
11beta-Hydroxycortisone	HMDB
17alpha-Hydroxycorticosterone	HMDB
Anti-inflammatory hormone	HMDB
Dihydrocostisone	HMDB
Hydrocorticosterone	HMDB
Hydrocortisone acetate	HMDB
Hydrocortisone alcohol	HMDB
Hydrocortisone base	HMDB
Hydrocortisone butyrate	HMDB
Hydrocortisone free alcohol	HMDB
Hydrocortisone sodium phosphate	HMDB
Hydrocortisone valerate	HMDB
Hydroxycortisone	HMDB
Idrocortisone	HMDB
Balneol-HC	ChEMBL, HMDB
CORTRIL	ChEMBL, HMDB, MeSH
Cetacort	ChEMBL, HMDB
Cort-dome	ChEMBL, HMDB
Flexicort	ChEMBL, HMDB
Hi-cor	ChEMBL, HMDB
Hydrocortisone in absorbase	ChEMBL, HMDB
Nogenic HC	ChEMBL, HMDB
Aeroseb-HC	ChEMBL, HMDB
Ala-cort	ChEMBL, HMDB
Ala-scalp	ChEMBL, HMDB
Penecort	ChEMBL, HMDB
Texacort	ChEMBL, HMDB
H-Cort	ChEMBL, HMDB
HYDROCORTONE	ChEMBL, HMDB
Ophthocort	ChEMBL, HMDB
Terra-cortril	ChEMBL, HMDB
Cor-oticin	ChEMBL, HMDB
Nutracort	ChEMBL, HMDB
Cortifoam	ChEMBL, HMDB
Glycort	ChEMBL, HMDB
HC #1	ChEMBL, HMDB
HC #4	ChEMBL, HMDB
Proctocort	ChEMBL, HMDB
Anucort-HC	ChEMBL, HMDB
Cortenema	ChEMBL, HMDB
Dermacort	ChEMBL, HMDB
Micort-HC	ChEMBL, HMDB
Synacort	ChEMBL, HMDB
U-cort	ChEMBL, HMDB
Eldecort	ChEMBL, HMDB
Epicort	ChEMBL, HMDB
neo-Cortef	ChEMBL, HMDB
Stie-cort	ChEMBL, HMDB
Anusol-HC	ChEMBL, HMDB
Beta-HC	ChEMBL, HMDB
hydro-RX	ChEMBL, HMDB
Locoid	ChEMBL, HMDB
b-HC	Generator, HMDB
β-HC	Generator, HMDB
11-beta-Hydrocortisone	HMDB
11-beta-Hydroxycortisone	HMDB
11-Hydrocortisone	HMDB
11a-Hydroxycorticosterone	HMDB
11alpha-Hydroxycorticosterone	HMDB
11b,17,21-Trihydroxyprogesterone	HMDB
11b-Hydroxycortisone	HMDB
11beta,17,21-Trihydroxyprogesterone	HMDB
17a-Hydroxycorticosterone	HMDB
4-Pregnene-11alpha,21-triol 3,20-dione	HMDB
4-Pregnene-11b,17a,21-triol-3,20-dione	HMDB
Aeroseb HC	HMDB
Alacort	HMDB
Algicirtis	HMDB
Alphaderm	HMDB
Amberin	HMDB
Anflam	HMDB
Aquacort	HMDB
Aquanil HC	HMDB
Barseb HC	HMDB
Basan-corti	HMDB
CaldeCORT spray	HMDB
Chronocort	HMDB
Clear aid	HMDB
Cleiton	HMDB
Cobadex	HMDB
Compound F	HMDB
Cor-tar-quin	HMDB
Cort-quin	HMDB
Cortanal	HMDB
Cortesal	HMDB
Corticreme	HMDB
Cortifan	HMDB
Cortiment	HMDB
Cortisol alcohol	HMDB
Cortisolonum	HMDB
Cortisporin	HMDB
Cortisporin otico	HMDB
Cortispray	HMDB
Cortizol	HMDB
Cortolotion	HMDB
Cortonema	HMDB
Cortoxide	HMDB
Cremesone	HMDB
Cremicort-H	HMDB
Cutisol	HMDB
Delacort	HMDB
Derm-aid	HMDB
Dermil	HMDB
Dermolate	HMDB
Dioderm	HMDB
Dome-cort	HMDB
Domolene-HC	HMDB
Drotic	HMDB
Ef corlin	HMDB
Efcorbin	HMDB
Efcortelan	HMDB
Efcortelin	HMDB
Eldercort	HMDB
Epiderm H	HMDB
Esiderm H	HMDB
Evacort	HMDB
Ficortril	HMDB
Fiocortril	HMDB
Foille insetti	HMDB
Genacort	HMDB
gyno-Cortisone	HMDB
Heb cort	HMDB
Heb-cort	HMDB
Hidalone	HMDB
hidro-Colisona	HMDB
Hycort	HMDB
Hycortol	HMDB
Hycortole	HMDB
Hydracort	HMDB
Hydrasson	HMDB
hydro-Adreson	HMDB
hydro-Colisona	HMDB
Hydrocort	HMDB
Hydrocortal	HMDB
Hydrocortistab	HMDB
Hydrocortisyl	HMDB
Hydroskin	HMDB
Hysone	HMDB
Hytisone	HMDB
Hytone lotion	HMDB
Incortin-H	HMDB
Incortin-hydrogen	HMDB
Komed HC	HMDB
Kyypakkaus	HMDB
Lacticare HC	HMDB
Lacticare-HC	HMDB
Lactisona	HMDB
Lubricort	HMDB
Maintasone	HMDB
Medicort	HMDB
Meusicort	HMDB
Mildison	HMDB
Milliderm	HMDB
neo-Cort-dome	HMDB
Neosporin-H ear	HMDB
Nystaform-HC	HMDB
Optef	HMDB
Otalgine	HMDB
Otic-neo-cort-dome	HMDB
Otobiotic	HMDB
Otocort	HMDB
Otosone-F	HMDB
Pediotic suspension	HMDB
Permicort	HMDB
Polcort H	HMDB
Preparation H hydrocortisone cream	HMDB
Prepcort	HMDB
Prestwick_265	HMDB
Prevex HC	HMDB
Proctofoam	HMDB
Protocort	HMDB
Racet	HMDB
Rectoid	HMDB
Remederm HC	HMDB
Sanatison	HMDB
Scalpicin capilar	HMDB
Schericur	HMDB
Scheroson F	HMDB
Sigmacort	HMDB
Signef	HMDB
Stiefcorcil	HMDB
Systral hydrocort	HMDB
Tarcortin	HMDB
Timocort	HMDB
Topicort	HMDB
Transderma H	HMDB
Traumaide	HMDB
Uniderm	HMDB
Vioform-hydrocortisone	HMDB
VoSol HC	HMDB
Vytone	HMDB
Zenoxone	HMDB
11-Epicortisol	MeSH, HMDB
Hydrocortisone, (11 alpha)-isomer	MeSH, HMDB
Hydrocortisone, (9 beta,10 alpha,11 alpha)-isomer	MeSH, HMDB
11 Epicortisol	MeSH, HMDB
Cortifair	MeSH, HMDB
Epicortisol	MeSH, HMDB

Chemical Formula

C₂₁H₃₀O₅

Average Mass

362.4599 Da

Monoisotopic Mass

362.20932 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C21H30O5/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/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1

InChI Key

JYGXADMDTFJGBT-VWUMJDOOSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Homo sapiens	LOTUS Database	35616633
Lamiophlomis rotata	LOTUS Database	35616633
Mus musculus	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

21-hydroxysteroids

Alternative Parents

Substituents

Progestogin-skeleton
21-hydroxysteroid
20-oxosteroid
Pregnane-skeleton
3-oxo-delta-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

3-oxo steroid (CHEBI:17650 )
11beta-hydroxy steroid (CHEBI:17650 )
17alpha-hydroxy steroid (CHEBI:17650 )
glucocorticoid (CHEBI:17650 )
20-oxo steroid (CHEBI:17650 )
21-hydroxy steroid (CHEBI:17650 )
C21-steroid (CHEBI:17650 )
Pregnane and derivatives [Fig] (C00735 )
Glucocorticoids (C00735 )
C21 steroids (gluco/mineralocorticoids, progestogens) and derivatives (C00735 )
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030001 )

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	1.79	ALOGPS
logP	1.28	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	12.58	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	97.4 m³·mol⁻¹	ChemAxon
Polarizability	39.45 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

HMDB0014879

DrugBank ID

DB00741

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C00735

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Hydrocortisone

METLIN ID

Not Available

PubChem Compound

5754

PDB ID

Not Available

ChEBI ID

17650

Good Scents ID

Not Available

References

General References

Touitou Y, Auzeby A, Bogdan A: Cortisol and cortisone production in rat and mouse adrenal incubations. J Steroid Biochem Mol Biol. 1990 Oct;37(2):279-84. doi: 10.1016/0960-0760(90)90339-m. [PubMed:2268561 ]
LOTUS database [Link]

Showing NP-Card for hydrocortisone (NP0217387)

MOL for NP0217387 (hydrocortisone)

3D MOL for NP0217387 (hydrocortisone)

3D SDF for NP0217387 (hydrocortisone)

3D-SDF for NP0217387 (hydrocortisone)

PDB for NP0217387 (hydrocortisone)

3D PDB for NP0217387 (hydrocortisone)

SMILES for NP0217387 (hydrocortisone)

INCHI for NP0217387 (hydrocortisone)

Structure for NP0217387 (hydrocortisone)

3D Structure for NP0217387 (hydrocortisone)