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Compound Detail

CHEMBL389621

HYDROCORTISONE
💊 Approved Drug
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💊 Approved Drug
C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)C(=O)CO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL389621
Name HYDROCORTISONE
Phase Approved
Structure Type MOL
InChI Key JYGXADMDTFJGBT-VWUMJDOOSA-N
Therapeutic ✓ Yes

Known Names

Acetasol hc Acticort Aeroseb-hc Ala-cort Ala-scalp Alkindi Alkindi sprinkle Alphaderm Anflam Anucort-hc Anugesic hc Anusol hc +18 more
11
Targets
43
Activities
4
Assay Types
6
PK Parameters
20
Publications
30
Known Names
20
Indications
1
Mechanisms

Molecular Properties

362.5
MW (Da)
1.78
ALogP
5
HBA
3
HBD
94.8
PSA (Ų)
0.70
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1952
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral Parenteral Topical

Flags

Natural Product
USAN Stem -cort-

Extended Properties

Molecular Formula C21H30O5
MW 362.47
Aromatic Rings 0
Heavy Atoms 26
NP-Likeness 2.41

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Glucocorticoid receptor agonist AGONIST Glucocorticoid receptor ✓ ✓

Indications

Adrenal Hyperplasia, Congenital Adrenal Hyperplasia, Congenital Adrenal Hyperplasia, Congenital Adrenal Insufficiency Arthritis, Juvenile Arthritis, Psoriatic Arthritis, Rheumatoid Asthma Bursitis Colitis, Ulcerative Conjunctivitis, Allergic Crohn Disease Dermatitis Dermatitis, Atopic Dermatitis, Seborrheic Endocrine System Diseases Exanthema Eye Diseases Hemorrhoids Herpes Labialis

ATC Classification

A01AC03
hydrocortisone
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: STOMATOLOGICAL PREPARATIONS
A07EA02
hydrocortisone
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
C05AA01
hydrocortisone
Level 1: CARDIOVASCULAR SYSTEM
Level 2: VASOPROTECTIVES
D07AA02
hydrocortisone
Level 1: DERMATOLOGICALS
Level 2: CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
D07XA01
hydrocortisone
Level 1: DERMATOLOGICALS
Level 2: CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
H02AB09
hydrocortisone
Level 1: SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
Level 2: CORTICOSTEROIDS FOR SYSTEMIC USE
R01AD60
hydrocortisone, combinations
Level 1: RESPIRATORY SYSTEM
Level 2: NASAL PREPARATIONS
S01BA02
hydrocortisone
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS
S01CB03
hydrocortisone
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS
S02BA01
hydrocortisone
Level 1: SENSORY ORGANS
Level 2: OTOLOGICALS

Activity Summary

IC50 34 meas. best 8.0
EC50 4 meas. best 8.54
Kd 3 meas. best 9.3
Ki 2 meas. best 7.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mineralocorticoid receptor
CHEMBL1994
 Kd 9.3 9.3 0.5 1
Mineralocorticoid receptor
CHEMBL1994
 EC50 8.54 8.54 2.9 1
Mus musculus
CHEMBL375
 IC50 8.0 7.964 10.0 5
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 8.0 6.115 10.0 2
Glucocorticoid receptor
CHEMBL2034
 Ki 7.92 7.92 12.0 1
Corticosteroid-binding globulin
CHEMBL2421
 Ki 7.88 7.88 13.2 1
Glucocorticoid receptor
CHEMBL3368
 IC50 7.6 7.05 25.1 2
Glucocorticoid receptor
CHEMBL2034
 IC50 7.58 7.58 26.0 1
Unchecked
CHEMBL612545
 EC50 7.38 7.38 41.6 1
Glucocorticoid receptor
CHEMBL3144
 Kd 7.37 7.37 43.0 1
RAW264.7
CHEMBL612557
 IC50 7.21 4.5671 61.0 21
Glucocorticoid receptor
CHEMBL3368
 EC50 7.0 6.3 100.0 2
Sex hormone-binding globulin
CHEMBL3305
 Kd 6.2 6.2 631.0 1
Plasmodium falciparum
CHEMBL364
 IC50 5.0 5.0 10000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 5.7 mL.min-1.kg-1 Homo sapiens
Fu 0.09 - Homo sapiens
Fu 0.2 - Homo sapiens
MRT 1.9 hr Homo sapiens
T1/2 1.6 hr Homo sapiens
T1/2 1.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mineralocorticoid receptor Kd = 0.5 nM 9.3 Binding affinity to MR (unknown origin) 28051871
Mineralocorticoid receptor EC50 = 2.9 nM 8.54 Mineralocorticoid Receptor Transactivation Potencies for Cortisol and 17-ester D... -
Mus musculus IC50 = 10.0 nM 8.0 Inhibitory activity against nitric oxide production induced by interferon-gamma ... 12383005
Mus musculus IC50 = 10.0 nM 8.0 50 percent inhibitory concentration of compound to inhibit nitric oxide producti... 10794703
Mus musculus IC50 = 10.0 nM 8.0 Inhibitory activity against production of nitric oxide induced by interferon-gam... 10617085
Mus musculus IC50 = 10.0 nM 8.0 Inhibition of nitric oxide (NO) production induced by interferon-gamma (IFN-gamm... 11063620
NON-PROTEIN TARGET IC50 = 10.0 nM 8.0 Antiinflammatory activity in CD-1 mouse Macrophage assessed as inhibition of IFN... 21361338
Glucocorticoid receptor Ki = 12.0 nM 7.92 DRUGMATRIX: Glucocorticoid radioligand binding (ligand: [3H] Dexamethasone) -
Corticosteroid-binding globulin Ki = 13.18 nM 7.88 Binding affinity to human CBG receptor (corticosteroid-binding globulins) 15139751
Mus musculus IC50 = 15.0 nM 7.82 Compound was measured for its inhibitory activity on IFN-gamma-induced nitric ox... -
Glucocorticoid receptor IC50 = 25.12 nM 7.6 Agonist activity at glucocorticoid receptor in rat INS-1 832/13 cells transfecte... 34676039
Glucocorticoid receptor IC50 = 26.0 nM 7.58 DRUGMATRIX: Glucocorticoid radioligand binding (ligand: [3H] Dexamethasone) -
Unchecked EC50 = 41.6 nM 7.38 Glucocorticoid Receptor Transactivation Potencies for Cortisol and 17-ester Deri... -
Glucocorticoid receptor Kd = 43.0 nM 7.37 Displacement of 1 x 10'-8 M of [1,2,3-3H]-triamcinolone acetonide from glucocort... 926113
RAW264.7 IC50 = 61.0 nM 7.21 Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of IFN-... 21361338
Glucocorticoid receptor EC50 = 100.0 nM 7.0 Agonist activity at glucocorticoid receptor in rat INS-1 832/13 cells transfecte... 36105346
Glucocorticoid receptor IC50 = 316.23 nM 6.5 Agonist activity at glucocorticoid receptor in rat INS-1 832/13 cells transfecte... 36105346
Sex hormone-binding globulin Kd = 630.96 nM 6.2 Displacement of [3H]5alpha dihydrotestosterone from human sex hormone binding gl... 18330978
Glucocorticoid receptor EC50 = 2511.89 nM 5.6 Agonist activity at glucocorticoid receptor in rat INS-1 832/13 cells transfecte... 34676039
RAW264.7 IC50 = 3260.0 nM 5.49 Anti-inflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS... 32485533

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 434
- 10.1101/2024.03.28.586928 ADMET 100
11327606 10.1016/s0960-894x(01)00111-1 Mus musculus 16
27612544 10.1016/j.bmcl.2016.08.091 Glucocorticoid receptor 14
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
21800856 10.1021/np200343t Mus musculus 11
12699389 10.1021/jm021012t ATP-dependent translocase ABCB1 10
26695732 10.1016/j.ejmech.2015.11.033 NON-PROTEIN TARGET 9
26695732 10.1016/j.ejmech.2015.11.033 B16-F10 9
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
16789751 10.1021/jm060230+ ADMET 8
28218838 10.1021/acs.jmedchem.6b01868 Mus musculus 8
36105346 10.1021/acsmedchemlett.2c00299 Glucocorticoid receptor 8
2897467 10.1021/jm00401a015 Glucocorticoid receptor 7
17129724 10.1016/j.bmcl.2006.11.018 Osteoblast 7
26695732 10.1016/j.ejmech.2015.11.033 ADMET 6
7913134 10.1021/jm00039a010 Rattus norvegicus 6
34676039 10.1021/acsmedchemlett.1c00379 Glucocorticoid receptor 6
17129724 10.1016/j.bmcl.2006.11.018 Rattus norvegicus 6

Data from ChEMBL 36 via Core Engine