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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H32O6
Molecular Weight 416.5073
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHYLPREDNISOLONE ACETATE

SMILES

C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(=O)COC(C)=O)[C@@]3(C)C[C@H](O)[C@@H]2[C@@]4(C)C=CC(=O)C=C14

InChI

InChIKey=PLBHSZGDDKCEHR-LFYFAGGJSA-N
InChI=1S/C24H32O6/c1-13-9-16-17-6-8-24(29,20(28)12-30-14(2)25)23(17,4)11-19(27)21(16)22(3)7-5-15(26)10-18(13)22/h5,7,10,13,16-17,19,21,27,29H,6,8-9,11-12H2,1-4H3/t13-,16-,17-,19-,21+,22-,23-,24-/m0/s1

HIDE SMILES / InChI

Molecular Formula C24H32O6
Molecular Weight 416.5073
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including https://www.drugs.com/pro/medrol.html

Methylprednisolone is a prednisolone derivative with similar anti-inflammatory and immunosuppressive action. It is adjunctive therapy for short-term administration in rheumatoid arthritis. It is indicated in the following conditions: endocrine disorders, rheumatic disorders, collagen diseases, allergic states etc. Methylprednisolone is marketed in the USA and Canada under the brand names Medrol and Solu-Medrol. Methylprednisolone is a GR receptor agonist.

Originator

Curator's Comment: # Pfizer

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
2.4 nM [EC50]
1.07 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
MEDROL

Approved Use

INDICATIONS AND USAGE MEDROL Tablets are indicated in the following conditions: 1. Endocrine Disorders Primary or secondary adrenocortical insufficiency (hydrocortisone or cortisone is the first choice; synthetic analogs may be used in conjunction with mineralocorticoids where applicable; in infancy mineralocorticoid supplementation is of particular importance). Congenital adrenal hyperplasia Nonsuppurative thyroiditis Hypercalcemia associated with cancer 2. Rheumatic Disorders As adjunctive therapy for short-term administration (to tide the patient over an acute episode or exacerbation) in: Rheumatoid arthritis, including juvenile rheumatoid arthritis (selected cases may require low-dose maintenance therapy) Ankylosing spondylitis Acute and subacute bursitis Synovitis of osteoarthritis Acute nonspecific tenosynovitis Post-traumatic osteoarthritis Psoriatic arthritis Epicondylitis Acute gouty arthritis 3. Collagen Diseases During an exacerbation or as maintenance therapy in selected cases of: Systemic lupus erythematosus Systemic dermatomyositis (polymyositis) Acute rheumatic carditis 4. Dermatologic Diseases Bullous dermatitis herpetiformis Severe erythema multiforme (Stevens-Johnson syndrome) Severe seborrheic dermatitis Exfoliative dermatitis Mycosis fungoides Pemphigus Severe psoriasis 5. Allergic States Control of severe or incapacitating allergic conditions intractable to adequate trials of conventional treatment: Seasonal or perennial allergic rhinitis Drug hypersensitivity reactions Serum sickness Contact dermatitis Bronchial asthma Atopic dermatitis 6. Ophthalmic Diseases Severe acute and chronic allergic and inflammatory processes involving the eye and its adnexa such as: Allergic corneal marginal ulcers Herpes zoster ophthalmicus Anterior segment inflammation Diffuse posterior uveitis and choroiditis Sympathetic ophthalmia Keratitis Optic neuritis Allergic conjunctivitis Chorioretinitis Iritis and iridocyclitis 7. Respiratory Diseases Symptomatic sarcoidosis Berylliosis Loeffler's syndrome not manageable by other means Fulminating or disseminated pulmonary tuberculosis when used concurrently with appropriate antituberculous chemotherapy Aspiration pneumonitis 8. Hematologic Disorders Idiopathic thrombocytopenic purpura in adults Secondary thrombocytopenia in adults Acquired (autoimmune) hemolytic anemia Erythroblastopenia (RBC anemia) Congenital (erythroid) hypoplastic anemia 9. Neoplastic Diseases For palliative management of: Leukemias and lymphomas in adults Acute leukemia of childhood 10. Edematous States To induce a diuresis or remission of proteinuria in the nephrotic syndrome, without uremia, of the idiopathic type or that due to lupus erythematosus. 11. Gastrointestinal Diseases To tide the patient over a critical period of the disease in: Ulcerative colitis Regional enteritis 12. Nervous System Acute exacerbations of multiple sclerosis 13. Miscellaneous Tuberculous meningitis with subarachnoid block or impending block when used concurrently with appropriate antituberculous chemotherapy. Trichinosis with neurologic or myocardial involvement.

Launch Date

1957
Primary
MEDROL

Approved Use

INDICATIONS AND USAGE MEDROL Tablets are indicated in the following conditions: 1. Endocrine Disorders Primary or secondary adrenocortical insufficiency (hydrocortisone or cortisone is the first choice; synthetic analogs may be used in conjunction with mineralocorticoids where applicable; in infancy mineralocorticoid supplementation is of particular importance). Congenital adrenal hyperplasia Nonsuppurative thyroiditis Hypercalcemia associated with cancer 2. Rheumatic Disorders As adjunctive therapy for short-term administration (to tide the patient over an acute episode or exacerbation) in: Rheumatoid arthritis, including juvenile rheumatoid arthritis (selected cases may require low-dose maintenance therapy) Ankylosing spondylitis Acute and subacute bursitis Synovitis of osteoarthritis Acute nonspecific tenosynovitis Post-traumatic osteoarthritis Psoriatic arthritis Epicondylitis Acute gouty arthritis 3. Collagen Diseases During an exacerbation or as maintenance therapy in selected cases of: Systemic lupus erythematosus Systemic dermatomyositis (polymyositis) Acute rheumatic carditis 4. Dermatologic Diseases Bullous dermatitis herpetiformis Severe erythema multiforme (Stevens-Johnson syndrome) Severe seborrheic dermatitis Exfoliative dermatitis Mycosis fungoides Pemphigus Severe psoriasis 5. Allergic States Control of severe or incapacitating allergic conditions intractable to adequate trials of conventional treatment: Seasonal or perennial allergic rhinitis Drug hypersensitivity reactions Serum sickness Contact dermatitis Bronchial asthma Atopic dermatitis 6. Ophthalmic Diseases Severe acute and chronic allergic and inflammatory processes involving the eye and its adnexa such as: Allergic corneal marginal ulcers Herpes zoster ophthalmicus Anterior segment inflammation Diffuse posterior uveitis and choroiditis Sympathetic ophthalmia Keratitis Optic neuritis Allergic conjunctivitis Chorioretinitis Iritis and iridocyclitis 7. Respiratory Diseases Symptomatic sarcoidosis Berylliosis Loeffler's syndrome not manageable by other means Fulminating or disseminated pulmonary tuberculosis when used concurrently with appropriate antituberculous chemotherapy Aspiration pneumonitis 8. Hematologic Disorders Idiopathic thrombocytopenic purpura in adults Secondary thrombocytopenia in adults Acquired (autoimmune) hemolytic anemia Erythroblastopenia (RBC anemia) Congenital (erythroid) hypoplastic anemia 9. Neoplastic Diseases For palliative management of: Leukemias and lymphomas in adults Acute leukemia of childhood 10. Edematous States To induce a diuresis or remission of proteinuria in the nephrotic syndrome, without uremia, of the idiopathic type or that due to lupus erythematosus. 11. Gastrointestinal Diseases To tide the patient over a critical period of the disease in: Ulcerative colitis Regional enteritis 12. Nervous System Acute exacerbations of multiple sclerosis 13. Miscellaneous Tuberculous meningitis with subarachnoid block or impending block when used concurrently with appropriate antituberculous chemotherapy. Trichinosis with neurologic or myocardial involvement.

Launch Date

1957
Primary
MEDROL

Approved Use

INDICATIONS AND USAGE MEDROL Tablets are indicated in the following conditions: 1. Endocrine Disorders Primary or secondary adrenocortical insufficiency (hydrocortisone or cortisone is the first choice; synthetic analogs may be used in conjunction with mineralocorticoids where applicable; in infancy mineralocorticoid supplementation is of particular importance). Congenital adrenal hyperplasia Nonsuppurative thyroiditis Hypercalcemia associated with cancer 2. Rheumatic Disorders As adjunctive therapy for short-term administration (to tide the patient over an acute episode or exacerbation) in: Rheumatoid arthritis, including juvenile rheumatoid arthritis (selected cases may require low-dose maintenance therapy) Ankylosing spondylitis Acute and subacute bursitis Synovitis of osteoarthritis Acute nonspecific tenosynovitis Post-traumatic osteoarthritis Psoriatic arthritis Epicondylitis Acute gouty arthritis 3. Collagen Diseases During an exacerbation or as maintenance therapy in selected cases of: Systemic lupus erythematosus Systemic dermatomyositis (polymyositis) Acute rheumatic carditis 4. Dermatologic Diseases Bullous dermatitis herpetiformis Severe erythema multiforme (Stevens-Johnson syndrome) Severe seborrheic dermatitis Exfoliative dermatitis Mycosis fungoides Pemphigus Severe psoriasis 5. Allergic States Control of severe or incapacitating allergic conditions intractable to adequate trials of conventional treatment: Seasonal or perennial allergic rhinitis Drug hypersensitivity reactions Serum sickness Contact dermatitis Bronchial asthma Atopic dermatitis 6. Ophthalmic Diseases Severe acute and chronic allergic and inflammatory processes involving the eye and its adnexa such as: Allergic corneal marginal ulcers Herpes zoster ophthalmicus Anterior segment inflammation Diffuse posterior uveitis and choroiditis Sympathetic ophthalmia Keratitis Optic neuritis Allergic conjunctivitis Chorioretinitis Iritis and iridocyclitis 7. Respiratory Diseases Symptomatic sarcoidosis Berylliosis Loeffler's syndrome not manageable by other means Fulminating or disseminated pulmonary tuberculosis when used concurrently with appropriate antituberculous chemotherapy Aspiration pneumonitis 8. Hematologic Disorders Idiopathic thrombocytopenic purpura in adults Secondary thrombocytopenia in adults Acquired (autoimmune) hemolytic anemia Erythroblastopenia (RBC anemia) Congenital (erythroid) hypoplastic anemia 9. Neoplastic Diseases For palliative management of: Leukemias and lymphomas in adults Acute leukemia of childhood 10. Edematous States To induce a diuresis or remission of proteinuria in the nephrotic syndrome, without uremia, of the idiopathic type or that due to lupus erythematosus. 11. Gastrointestinal Diseases To tide the patient over a critical period of the disease in: Ulcerative colitis Regional enteritis 12. Nervous System Acute exacerbations of multiple sclerosis 13. Miscellaneous Tuberculous meningitis with subarachnoid block or impending block when used concurrently with appropriate antituberculous chemotherapy. Trichinosis with neurologic or myocardial involvement.

Launch Date

1957
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
213 ng/mL
32 mg single, intravenous
dose: 32 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
METHYLPREDNISOLONE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
931 ng × h/mL
32 mg single, intravenous
dose: 32 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
METHYLPREDNISOLONE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
2.3 h
32 mg single, intravenous
dose: 32 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
METHYLPREDNISOLONE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
23%
METHYLPREDNISOLONE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
1000 mg/kg single, intravenous
Highest studied dose
Dose: 1000 mg/kg
Route: intravenous
Route: single
Dose: 1000 mg/kg
Sources:
unhealthy, 0-15 years
Health Status: unhealthy
Age Group: 0-15 years
Sex: M+F
Sources:
1250 mg 1 times / day multiple, oral
Highest studied dose
Dose: 1250 mg, 1 times / day
Route: oral
Route: multiple
Dose: 1250 mg, 1 times / day
Sources:
unhealthy, 18–59 years
Health Status: unhealthy
Age Group: 18–59 years
Sex: M+F
Sources:
120 mg 1 times / week multiple, intramuscular
Highest studied dose
Dose: 120 mg, 1 times / week
Route: intramuscular
Route: multiple
Dose: 120 mg, 1 times / week
Sources:
unhealthy, adult
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG


OverviewOther

Other InhibitorOther SubstrateOther Inducer





Drug as perpetrator​Drug as victim
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Hypotension, bradycardia, and asystole after high-dose intravenous methylprednisolone in a monitored patient.
1998 Jul
Therapeutic dilemma: crescentic mesangiocapillary glomerulonephritis type 1 in a patient on antituberculous therapy with rifampicin.
1999 Jan
Pulse methylprednisolone therapy for arthritis causing muscle weakness.
1999 Sep
Use of epidural steroids after discectomy may predispose to infection.
2000 Feb 15
[Lactic acidosis: a complication of spinal cord injury in multiple trauma].
2000 Jun
A case of normotensive scleroderma renal crisis after high-dose methylprednisolone treatment.
2000 Jun
[A senile case of acute necrotizing myopathy presenting prolonged severe muscle paralysis due to high dose glucocorticoid and muscle relaxant].
2000 Mar
Selective involvement of the choroid plexus on cerebral magnetic resonance images: a new radiological sign in patients with systemic lupus erythematosus with neurological symptoms.
2001 Feb
[Contact allergy caused by poison ivy (Toxicodendron spp].
2001 Feb
Lupus nephritis in children: prognostic significance of clinicopathological findings.
2001 Feb
[Psychological and behavioral disorders with good outcome in neurosarcoidosis].
2001 Feb
[Value of abdominal-pelvic computed tomography in adult rheumatoid purpura].
2001 Feb
Multiple corticosteroid allergies.
2001 Feb
Contact allergy to miripirium chloride in Depo-Medrol.
2001 Feb
[Is it useful to perform a (67)gallium scintigraphy in the follow-up of patients with gastric lymphoma?].
2001 Feb
Childhood bullous pemphigoid developed after the first vaccination.
2001 Feb
Idiopathic IgA nephropathy with segmental necrotizing lesions of the capillary wall.
2001 Feb
Graft failure in a patient with systemic lupus erythematosus (SLE) treated with high-dose immunosuppression and autologous stem cell rescue.
2001 Jan
A three or more drug combination as effective therapy for moderate or severe chronic graft-versus-host disease.
2001 Jan
Two cases of severe bronchopneumonia due to influenza A (H3N2) virus: detection of influenza virus gene using reverse transcription polymerase chain reaction.
2001 Jan
Preventive effects of lecithinized superoxide dismutase and methylprednisolone on spinal cord injury in rats: transcriptional regulation of inflammatory and neurotrophic genes.
2001 Jan
High-dose methylprednisolone therapy in multiple sclerosis induces apoptosis in peripheral blood leukocytes.
2001 Jan
Severe arthralgia and myalgia due to high-dose methylprednisolone pulse therapy cured by potassium infusion in a patient with diffuse proliferative lupus nephritis.
2001 Jan
Complete recovery from juvenile pemphigus vulgaris.
2001 Jan-Feb
Management of cutaneous hemangiomas: a retrospective analysis of 1109 cases and comparison of conventional dose prednisolone with high-dose methylprednisolone therapy.
2001 Jan-Feb
Recurrent orbital inflammation from metastatic orbital carcinoid tumor.
2001 Mar
[Intramural hematoma of the large intestine caused by cytomegalovirus vasculitis in a patient with SLE].
2001 Mar
[Value of methylprednisolone perfusions in the corticodependent forms of Horton's disease].
2001 Mar
Use of daclizumab as initial immunosuppression in liver transplant recipients with impaired renal function.
2001 Mar
Chronic eosinophilic pneumonia presenting with recurrent massive bilateral pleural effusion : case report.
2001 Mar
Systemic glucocorticoids in severe exacerbations of COPD.
2001 Mar
Steroids for acute exacerbations of COPD : how long is enough?
2001 Mar
Methylprednisolone does not benefit patients undergoing coronary artery bypass grafting and early tracheal extubation.
2001 Mar
Effects of preoperative steroid administration on surgical stress in hepatic resection: prospective randomized trial.
2001 Mar
Intrathecal methylprednisolone for postherpetic neuralgia.
2001 Mar 29
Intrathecal methylprednisolone for postherpetic neuralgia.
2001 Mar 29
Patents

Sample Use Guides

In Vivo Use Guide
Each Medrol Tablet (methylprednisolone) for oral administration contains 2 mg, 4 mg, 8 mg, 16 mg or 32 mg of methylprednisolone. The initial dosage of Medrol Tablets may vary from 4 mg to 48 mg of methylprednisolone per day depending on the specific disease entity being treated.
Route of Administration: Other
Treatment with methylprednisolone concentrations above 50 uM could ignificantly reduce the proliferation activity of human CLL cell line MEC-1 by 23.34%, 30.73%, 30.57% after 24 h, and 28.48%, 42.35%, 44.56% after 48 h respectively
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:47:17 GMT 2025
Edited
by admin
on Mon Mar 31 17:47:17 GMT 2025
Record UNII
43502P7F0P
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METHYLPREDNISOLONE ACETATE
EP   GREEN BOOK   JAN   MART.   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD  
Common Name English
METHYLPREDNISOLONE 21-ACETATE
MI  
Preferred Name English
METHYLPREDNISOLONE ACETATE [USP MONOGRAPH]
Common Name English
M-PREDROL
Brand Name English
METHYLPREDNISOLONE ACETATE [EP MONOGRAPH]
Common Name English
DEPO-MEDROL
Brand Name English
METHYLPREDNISOLONE ACETATE [VANDF]
Common Name English
METHYLPREDNISOLONE ACETATE [ORANGE BOOK]
Common Name English
METHYLPREDNISOLONE HYDROGEN SUCCINATE IMPURITY C [EP IMPURITY]
Common Name English
METHYLPREDNISOLONE ACETATE [USP-RS]
Common Name English
NSC-48985
Code English
METHYLPREDNISOLONE ACETATE [MART.]
Common Name English
METHYLPREDNISOLONE ACETATE [GREEN BOOK]
Common Name English
NEO-MEDROL ACETATE COMPONENT METHYLPREDNISOLONE ACETATE
Common Name English
METHYLPREDNISOLONE ACETATE [USP IMPURITY]
Common Name English
MEDROL ACETATE
Brand Name English
PREGNA-1,4-DIENE-3,20-DIONE, 21-(ACETYLOXY)-11,17-DIHYDROXY-6-METHYL-, (6.ALPHA.,11.BETA.)-
Systematic Name English
Methylprednisolone acetate [WHO-DD]
Common Name English
11?,17,21-Trihydroxy-6?-methylpregna-1,4-diene-3,20-dione 21-acetate
Systematic Name English
METHYLPREDNISOLONE IMPURITY J [EP IMPURITY]
Common Name English
METHYLPREDNISOLONE ACETATE [JAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C521
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
Code System Code Type Description
EPA CompTox
DTXSID7023302
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY
PUBCHEM
5877
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY
RXCUI
155323
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY RxNorm
CAS
53-36-1
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-171-3
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY
EVMPD
SUB03255MIG
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY
DRUG CENTRAL
1770
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY
WIKIPEDIA
Methylprednisolone acetate
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY
NSC
48985
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY
DRUG BANK
DBSALT001157
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY
RS_ITEM_NUM
1436006
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY
CHEBI
6889
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY
NCI_THESAURUS
C48003
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY
DAILYMED
43502P7F0P
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY
MESH
C000873
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY
MERCK INDEX
m7454
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY Merck Index
SMS_ID
100000091568
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY
FDA UNII
43502P7F0P
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY
ChEMBL
CHEMBL650
Created by admin on Mon Mar 31 17:47:17 GMT 2025 , Edited by admin on Mon Mar 31 17:47:17 GMT 2025
PRIMARY
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