HYDROCORTISONE

Search structure
Trade Names:
Synonyms:
Status: Approved (1952)
Entry Type: Small molecule
Molecule Category: Parent
ATC: A01AC03
UNII: WI4X0X7BPJ

Structure
InChI Key JYGXADMDTFJGBT-VWUMJDOOSA-N
Smile C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@]2(O)C(=O)CO
InChI
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H30O5
Molecular Weight 362.47
AlogP 1.78
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 2.0
Polar Surface Area 94.83
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 26.0

Experimental and Estimated Properties

Property Name Value Unit Method
log P (octanol-water) 1.61 - EXP
Henry's Law Constant 5.77E-08 atm-m3/mole EST
Atmospheric OH Rate Constant 1.14E-10 cm3/molecule-sec EST
Melting Point 220 deg C EXP
Water Solubility 320 mg/L EXP
Vapor Pressure 1.35E-13 mm Hg EST

Pharmacology

Action Mechanism of Action Reference
AGONIST Glucocorticoid receptor agonist PubMed PubMed PubMed PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Oxidoreductase
- - - - 10
Secreted protein
- - 631 13 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 3 Nuclear hormone receptor subfamily 3 group C Nuclear hormone receptor subfamily 3 group C member 1
- - 43 - -23-69
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 3 Nuclear hormone receptor subfamily 3 group C Nuclear hormone receptor subfamily 3 group C member 2
- - 1 - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 114
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- - - - 0

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Hemorrhoids 4 D006484 ClinicalTrials
Prostatic Neoplasms 3 D011471 ClinicalTrials
Leukemia, Biphenotypic, Acute 3 D015456 ClinicalTrials
Shock, Septic 3 D012772 ClinicalTrials
Alopecia Areata 3 D000506 ClinicalTrials
Bronchopulmonary Dysplasia 3 D001997 ClinicalTrials
Liver Cirrhosis 3 D008103 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Alcoholism 3 D000437 ClinicalTrials
Adrenal Hyperplasia, Congenital 3 D000312 ClinicalTrials
Myelodysplastic Syndromes 3 D009190 ClinicalTrials
Leukemia, Myeloid, Acute 3 D015470 ClinicalTrials
Leukemia 3 D007938 ClinicalTrials
Lymphoma 3 D008223 ClinicalTrials
Myeloproliferative Disorders 3 D009196 ClinicalTrials
Hypotension 3 D007022 ClinicalTrials
Oral Submucous Fibrosis 3 D009914 ClinicalTrials
Eczema 3 D004485 ClinicalTrials
Sepsis 3 D018805 ClinicalTrials
Adrenal Hyperplasia, Congenital 3 D000312 ClinicalTrials
Heart Arrest 3 D006323 ClinicalTrials
Psoriasis 3 D011565 ClinicalTrials
Leukemia, Biphenotypic, Acute 3 D015456 ClinicalTrials
Leukemia, Erythroblastic, Acute 3 D004915 ClinicalTrials
Leukemia, Monocytic, Acute 3 D007948 ClinicalTrials
Leukemia, Myelomonocytic, Acute 3 D015479 ClinicalTrials
Leukemia, Megakaryoblastic, Acute 3 D007947 ClinicalTrials
Leukemia, Myeloid, Acute 3 D015470 ClinicalTrials
Anemia, Refractory 3 D000753 ClinicalTrials
Anemia, Refractory, with Excess of Blasts 3 D000754 ClinicalTrials
Influenza, Human 3 D007251 ClinicalTrials
Pneumonia, Viral 3 D011024 ClinicalTrials
Hypoxia 3 D000860 ClinicalTrials
Leukemia, Myelomonocytic, Chronic 3 D015477 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Dermatitis 3 D003872 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 3 D064129 ClinicalTrials
Leukemia, Biphenotypic, Acute 3 D015456 ClinicalTrials
Adrenal Insufficiency 3 D000309 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Adrenal Cortex Neoplasms 2 D000306 ClinicalTrials
Opioid-Related Disorders 2 D009293 ClinicalTrials
Addison Disease 2 D000224 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Myocardial Infarction 2 D009203 ClinicalTrials
Atrial Fibrillation 2 D001281 ClinicalTrials
Conjunctivitis, Allergic 2 D003233 ClinicalTrials
Lymphoma, Large B-Cell, Diffuse 2 D016403 ClinicalTrials
Memory Disorders 2 D008569 ClinicalTrials
Lymphohistiocytosis, Hemophagocytic 2 D051359 ClinicalTrials
Multiple Myeloma 2 D009101 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Heart Failure 2 D006333 ClinicalTrials
Opioid-Related Disorders 2 D009293 ClinicalTrials
Leukemia, Mast-Cell 2 D007946 ClinicalTrials
Addison Disease 2 D000224 ClinicalTrials
Phobic Disorders 2 D010698 ClinicalTrials
Aging 2 D000375 ClinicalTrials
Wounds and Injuries 2 D014947 ClinicalTrials
Borderline Personality Disorder 2 D001883 ClinicalTrials
Central Nervous System Neoplasms 2 D016543 ClinicalTrials
Infections 1 D007239 ClinicalTrials
Obesity 1 D009765 ClinicalTrials
Diabetes Mellitus, Type 1 1 D003922 ClinicalTrials
Lymphoma, Large-Cell, Anaplastic 1 D017728 ClinicalTrials
Tobacco Use Disorder 1 D014029 ClinicalTrials
Fibromyalgia 0 D005356 ClinicalTrials
Insulin Resistance 0 D007333 ClinicalTrials
HIV Infections 0 D015658 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt
Salt
Salt
Salt
UNKNOWN
Salt
Salt
Mixture
Mixture
Mixture
Mixture
Mixture
Mixture
Mixture
Mixture
Mixture
Mixture

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
14.98
Nervous system disorders
8.48
Gastrointestinal disorders
7.53
Infections and infestations
7.15
Psychiatric disorders
5.75
Vascular disorders
5.67
Metabolism and nutrition disorders
5.66
Injury, poisoning and procedural complications
5.59
Skin and subcutaneous tissue disorders
5.37
Investigations
4.42
Musculoskeletal and connective tissue disorders
4.21
Respiratory, thoracic and mediastinal disorders
4.18
Immune system disorders
4.04
Endocrine disorders
3.97
Cardiac disorders
3.22

Cross References

Resources Reference
CAS NUMBER 50-23-7
ChEBI 17650
ChEMBL CHEMBL389621
DrugBank DB00741
DrugCentral 1388
EPA CompTox DTXSID7020714
FDA SRS WI4X0X7BPJ
Human Metabolome Database HMDB0000063
Guide to Pharmacology 2868
KEGG C08176
PDB HCY
PharmGKB PA449905
PubChem 5754
SureChEMBL SCHEMBL4148
ZINC ZINC000013540519
CONTENTS