Betamethasone phosphate

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C22H30FO8P
Molecular Weight	472.441
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)COP(O)(O)=O

InChI

InChIKey=VQODGRNSFPNSQE-DVTGEIKXSA-N

InChI=1S/C22H30FO8P/c1-12-8-16-15-5-4-13-9-14(24)6-7-19(13,2)21(15,23)17(25)10-20(16,3)22(12,27)18(26)11-31-32(28,29)30/h6-7,9,12,15-17,25,27H,4-5,8,10-11H2,1-3H3,(H2,28,29,30)/t12-,15-,16-,17-,19-,20-,21-,22-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C22H30FO8P
Molecular Weight	472.441
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 8
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.drugbank.ca/drugs/DB00443

Betamethasone and its derivatives, betamethasone sodium phosphate and betamethasone acetate, are synthetic glucocorticoids. Used for its antiinflammatory or immunosuppressive properties, betamethasone is combined with a mineralocorticoid to manage adrenal insufficiency and is used in the form of betamethasone benzoate, betamethasone dipropionate, or betamethasone valerate for the treatment of inflammation due to corticosteroid-responsive dermatoses. Betamethasone and clotrimazole are used together to treat cutaneous tinea infections. Betamethasone is a glucocorticoid receptor agonist. This leads to changes in genetic expression once this complex binds to the GRE. The antiinflammatory actions of corticosteroids are thought to involve lipocortins, phospholipase A2 inhibitory proteins which, through inhibition arachidonic acid, control the biosynthesis of prostaglandins and leukotrienes. The immune system is suppressed by corticosteroids due to a decrease in the function of the lymphatic system, a reduction in immunoglobulin and complement concentrations, the precipitation of lymphocytopenia, and interference with antigen-antibody binding. Betamethasone binds to plasma transcortin, and it becomes active when it is not bound to transcortin.Betamethasone is used for: treating certain conditions associated with decreased adrenal gland function. It is used to treat severe inflammation caused by certain conditions, including severe asthma, severe allergies, rheumatoid arthritis, ulcerative colitis, certain blood disorders, lupus, multiple sclerosis, and certain eye and skin conditions.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Glucocorticoid receptor 173 Target ID: CHEMBL2034 Sources: https://www.drugbank.ca/drugs/DB00443 \| https://www.ncbi.nlm.nih.gov/pubmed/12188035	Agonist 2752		1.3 nM [EC50]

Conditions

Condition	Modality	Highest Phase	Product
Asthma 244 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/014602s059lbl.pdf	Primary	Approved 8583	CELESTONE SOLUSPAN Approved Use When oral therapy is not feasible, the intramuscular use of CELESTONE SOLUSPAN Injectable Suspension is indicated as follows: Allergic States Control of severe or incapacitating allergic conditions intractable to adequate trials of conventional treatment in asthma, atopic dermatitis, contact dermatitis, drug hypersensitivity reactions, perennial or seasonal allergic rhinitis, serum sickness, transfusion reactions. Dermatologic Diseases Bullous dermatitis herpetiformis, exfoliative erythroderma, mycosis fungoides, pemphigus, severe erythema multiforme (Stevens-Johnson syndrome). Endocrine Disorders Congenital adrenal hyperplasia, hypercalcemia associated with cancer, nonsuppurative thyroiditis. Gastrointestinal Diseases To tide the patient over a critical period of the disease in regional enteritis and ulcerative colitis. Hematologic Disorders Acquired (autoimmune) hemolytic anemia, Diamond-Blackfan anemia, pure red cell aplasia, selected cases of secondary thrombocytopenia. Miscellaneous Trichinosis with neurologic or myocardial involvement, tuberculous meningitis with subarachnoid block or impending block when used with appropriate antituberculous chemotherapy. Neoplastic Diseases For palliative management of leukemias and lymphomas. Nervous System Acute exacerbations of multiple sclerosis; cerebral edema associated with primary or metastatic brain tumor or craniotomy. Ophthalmic Diseases Sympathetic ophthalmia, temporal arteritis, uveitis and ocular inflammatory conditions unresponsive to topical corticosteroids. Renal Diseases To induce diuresis or remission of proteinuria in idiopathic nephrotic syndrome or that due to lupus erythematosus. Respiratory Diseases Berylliosis, fulminating or disseminated pulmonary tuberculosis when used concurrently with appropriate antituberculous chemotherapy, idiopathic eosinophilic pneumonias, symptomatic sarcoidosis. Rheumatic Disorders As adjunctive therapy for short-term administration (to tide the patient over an acute episode or exacerbation) in acute gouty arthritis; acute rheumatic carditis; ankylosing spondylitis; psoriatic arthritis; rheumatoid arthritis, including juvenile rheumatoid arthritis (selected cases may require low-dose maintenance therapy). For the treatment of dermatomyositis, polymyositis, and systemic lupus erythematosus. Launch Date 1961
Allergic rhinitis 104 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/014602s059lbl.pdf	Primary	Approved 8583	CELESTONE SOLUSPAN Approved Use When oral therapy is not feasible, the intramuscular use of CELESTONE SOLUSPAN Injectable Suspension is indicated as follows: Allergic States Control of severe or incapacitating allergic conditions intractable to adequate trials of conventional treatment in asthma, atopic dermatitis, contact dermatitis, drug hypersensitivity reactions, perennial or seasonal allergic rhinitis, serum sickness, transfusion reactions. Dermatologic Diseases Bullous dermatitis herpetiformis, exfoliative erythroderma, mycosis fungoides, pemphigus, severe erythema multiforme (Stevens-Johnson syndrome). Endocrine Disorders Congenital adrenal hyperplasia, hypercalcemia associated with cancer, nonsuppurative thyroiditis. Gastrointestinal Diseases To tide the patient over a critical period of the disease in regional enteritis and ulcerative colitis. Hematologic Disorders Acquired (autoimmune) hemolytic anemia, Diamond-Blackfan anemia, pure red cell aplasia, selected cases of secondary thrombocytopenia. Miscellaneous Trichinosis with neurologic or myocardial involvement, tuberculous meningitis with subarachnoid block or impending block when used with appropriate antituberculous chemotherapy. Neoplastic Diseases For palliative management of leukemias and lymphomas. Nervous System Acute exacerbations of multiple sclerosis; cerebral edema associated with primary or metastatic brain tumor or craniotomy. Ophthalmic Diseases Sympathetic ophthalmia, temporal arteritis, uveitis and ocular inflammatory conditions unresponsive to topical corticosteroids. Renal Diseases To induce diuresis or remission of proteinuria in idiopathic nephrotic syndrome or that due to lupus erythematosus. Respiratory Diseases Berylliosis, fulminating or disseminated pulmonary tuberculosis when used concurrently with appropriate antituberculous chemotherapy, idiopathic eosinophilic pneumonias, symptomatic sarcoidosis. Rheumatic Disorders As adjunctive therapy for short-term administration (to tide the patient over an acute episode or exacerbation) in acute gouty arthritis; acute rheumatic carditis; ankylosing spondylitis; psoriatic arthritis; rheumatoid arthritis, including juvenile rheumatoid arthritis (selected cases may require low-dose maintenance therapy). For the treatment of dermatomyositis, polymyositis, and systemic lupus erythematosus. Launch Date 1961
Congenital adrenal hyperplasia 62 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/014602s059lbl.pdf	Primary	Approved 8583	CELESTONE SOLUSPAN Approved Use When oral therapy is not feasible, the intramuscular use of CELESTONE SOLUSPAN Injectable Suspension is indicated as follows: Allergic States Control of severe or incapacitating allergic conditions intractable to adequate trials of conventional treatment in asthma, atopic dermatitis, contact dermatitis, drug hypersensitivity reactions, perennial or seasonal allergic rhinitis, serum sickness, transfusion reactions. Dermatologic Diseases Bullous dermatitis herpetiformis, exfoliative erythroderma, mycosis fungoides, pemphigus, severe erythema multiforme (Stevens-Johnson syndrome). Endocrine Disorders Congenital adrenal hyperplasia, hypercalcemia associated with cancer, nonsuppurative thyroiditis. Gastrointestinal Diseases To tide the patient over a critical period of the disease in regional enteritis and ulcerative colitis. Hematologic Disorders Acquired (autoimmune) hemolytic anemia, Diamond-Blackfan anemia, pure red cell aplasia, selected cases of secondary thrombocytopenia. Miscellaneous Trichinosis with neurologic or myocardial involvement, tuberculous meningitis with subarachnoid block or impending block when used with appropriate antituberculous chemotherapy. Neoplastic Diseases For palliative management of leukemias and lymphomas. Nervous System Acute exacerbations of multiple sclerosis; cerebral edema associated with primary or metastatic brain tumor or craniotomy. Ophthalmic Diseases Sympathetic ophthalmia, temporal arteritis, uveitis and ocular inflammatory conditions unresponsive to topical corticosteroids. Renal Diseases To induce diuresis or remission of proteinuria in idiopathic nephrotic syndrome or that due to lupus erythematosus. Respiratory Diseases Berylliosis, fulminating or disseminated pulmonary tuberculosis when used concurrently with appropriate antituberculous chemotherapy, idiopathic eosinophilic pneumonias, symptomatic sarcoidosis. Rheumatic Disorders As adjunctive therapy for short-term administration (to tide the patient over an acute episode or exacerbation) in acute gouty arthritis; acute rheumatic carditis; ankylosing spondylitis; psoriatic arthritis; rheumatoid arthritis, including juvenile rheumatoid arthritis (selected cases may require low-dose maintenance therapy). For the treatment of dermatomyositis, polymyositis, and systemic lupus erythematosus. Launch Date 1961
Ulcerative colitis 125 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/014602s059lbl.pdf	Primary	Approved 8583	CELESTONE SOLUSPAN Approved Use When oral therapy is not feasible, the intramuscular use of CELESTONE SOLUSPAN Injectable Suspension is indicated as follows: Allergic States Control of severe or incapacitating allergic conditions intractable to adequate trials of conventional treatment in asthma, atopic dermatitis, contact dermatitis, drug hypersensitivity reactions, perennial or seasonal allergic rhinitis, serum sickness, transfusion reactions. Dermatologic Diseases Bullous dermatitis herpetiformis, exfoliative erythroderma, mycosis fungoides, pemphigus, severe erythema multiforme (Stevens-Johnson syndrome). Endocrine Disorders Congenital adrenal hyperplasia, hypercalcemia associated with cancer, nonsuppurative thyroiditis. Gastrointestinal Diseases To tide the patient over a critical period of the disease in regional enteritis and ulcerative colitis. Hematologic Disorders Acquired (autoimmune) hemolytic anemia, Diamond-Blackfan anemia, pure red cell aplasia, selected cases of secondary thrombocytopenia. Miscellaneous Trichinosis with neurologic or myocardial involvement, tuberculous meningitis with subarachnoid block or impending block when used with appropriate antituberculous chemotherapy. Neoplastic Diseases For palliative management of leukemias and lymphomas. Nervous System Acute exacerbations of multiple sclerosis; cerebral edema associated with primary or metastatic brain tumor or craniotomy. Ophthalmic Diseases Sympathetic ophthalmia, temporal arteritis, uveitis and ocular inflammatory conditions unresponsive to topical corticosteroids. Renal Diseases To induce diuresis or remission of proteinuria in idiopathic nephrotic syndrome or that due to lupus erythematosus. Respiratory Diseases Berylliosis, fulminating or disseminated pulmonary tuberculosis when used concurrently with appropriate antituberculous chemotherapy, idiopathic eosinophilic pneumonias, symptomatic sarcoidosis. Rheumatic Disorders As adjunctive therapy for short-term administration (to tide the patient over an acute episode or exacerbation) in acute gouty arthritis; acute rheumatic carditis; ankylosing spondylitis; psoriatic arthritis; rheumatoid arthritis, including juvenile rheumatoid arthritis (selected cases may require low-dose maintenance therapy). For the treatment of dermatomyositis, polymyositis, and systemic lupus erythematosus. Launch Date 1961
Lymphomas 16 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/014602s059lbl.pdf	Palliative	Approved 8583	CELESTONE SOLUSPAN Approved Use When oral therapy is not feasible, the intramuscular use of CELESTONE SOLUSPAN Injectable Suspension is indicated as follows: Allergic States Control of severe or incapacitating allergic conditions intractable to adequate trials of conventional treatment in asthma, atopic dermatitis, contact dermatitis, drug hypersensitivity reactions, perennial or seasonal allergic rhinitis, serum sickness, transfusion reactions. Dermatologic Diseases Bullous dermatitis herpetiformis, exfoliative erythroderma, mycosis fungoides, pemphigus, severe erythema multiforme (Stevens-Johnson syndrome). Endocrine Disorders Congenital adrenal hyperplasia, hypercalcemia associated with cancer, nonsuppurative thyroiditis. Gastrointestinal Diseases To tide the patient over a critical period of the disease in regional enteritis and ulcerative colitis. Hematologic Disorders Acquired (autoimmune) hemolytic anemia, Diamond-Blackfan anemia, pure red cell aplasia, selected cases of secondary thrombocytopenia. Miscellaneous Trichinosis with neurologic or myocardial involvement, tuberculous meningitis with subarachnoid block or impending block when used with appropriate antituberculous chemotherapy. Neoplastic Diseases For palliative management of leukemias and lymphomas. Nervous System Acute exacerbations of multiple sclerosis; cerebral edema associated with primary or metastatic brain tumor or craniotomy. Ophthalmic Diseases Sympathetic ophthalmia, temporal arteritis, uveitis and ocular inflammatory conditions unresponsive to topical corticosteroids. Renal Diseases To induce diuresis or remission of proteinuria in idiopathic nephrotic syndrome or that due to lupus erythematosus. Respiratory Diseases Berylliosis, fulminating or disseminated pulmonary tuberculosis when used concurrently with appropriate antituberculous chemotherapy, idiopathic eosinophilic pneumonias, symptomatic sarcoidosis. Rheumatic Disorders As adjunctive therapy for short-term administration (to tide the patient over an acute episode or exacerbation) in acute gouty arthritis; acute rheumatic carditis; ankylosing spondylitis; psoriatic arthritis; rheumatoid arthritis, including juvenile rheumatoid arthritis (selected cases may require low-dose maintenance therapy). For the treatment of dermatomyositis, polymyositis, and systemic lupus erythematosus. Launch Date 1961
Acute exacerbations of multiple sclerosis 13 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/014602s059lbl.pdf	Primary	Approved 8583	CELESTONE SOLUSPAN Approved Use When oral therapy is not feasible, the intramuscular use of CELESTONE SOLUSPAN Injectable Suspension is indicated as follows: Allergic States Control of severe or incapacitating allergic conditions intractable to adequate trials of conventional treatment in asthma, atopic dermatitis, contact dermatitis, drug hypersensitivity reactions, perennial or seasonal allergic rhinitis, serum sickness, transfusion reactions. Dermatologic Diseases Bullous dermatitis herpetiformis, exfoliative erythroderma, mycosis fungoides, pemphigus, severe erythema multiforme (Stevens-Johnson syndrome). Endocrine Disorders Congenital adrenal hyperplasia, hypercalcemia associated with cancer, nonsuppurative thyroiditis. Gastrointestinal Diseases To tide the patient over a critical period of the disease in regional enteritis and ulcerative colitis. Hematologic Disorders Acquired (autoimmune) hemolytic anemia, Diamond-Blackfan anemia, pure red cell aplasia, selected cases of secondary thrombocytopenia. Miscellaneous Trichinosis with neurologic or myocardial involvement, tuberculous meningitis with subarachnoid block or impending block when used with appropriate antituberculous chemotherapy. Neoplastic Diseases For palliative management of leukemias and lymphomas. Nervous System Acute exacerbations of multiple sclerosis; cerebral edema associated with primary or metastatic brain tumor or craniotomy. Ophthalmic Diseases Sympathetic ophthalmia, temporal arteritis, uveitis and ocular inflammatory conditions unresponsive to topical corticosteroids. Renal Diseases To induce diuresis or remission of proteinuria in idiopathic nephrotic syndrome or that due to lupus erythematosus. Respiratory Diseases Berylliosis, fulminating or disseminated pulmonary tuberculosis when used concurrently with appropriate antituberculous chemotherapy, idiopathic eosinophilic pneumonias, symptomatic sarcoidosis. Rheumatic Disorders As adjunctive therapy for short-term administration (to tide the patient over an acute episode or exacerbation) in acute gouty arthritis; acute rheumatic carditis; ankylosing spondylitis; psoriatic arthritis; rheumatoid arthritis, including juvenile rheumatoid arthritis (selected cases may require low-dose maintenance therapy). For the treatment of dermatomyositis, polymyositis, and systemic lupus erythematosus. Launch Date 1961

C_max

Value	Dose	Analyte	Population
0.24 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8148226/	4 mg single, topical dose: 4 mg route of administration: Topical experiment type: SINGLE co-administered:	BETAMETHASONE VALERATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
101 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6662164/	8 mg single, intravenous dose: 8 mg route of administration: Intravenous experiment type: SINGLE co-administered:	BETAMETHASONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
76.8 ng/mL EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/31808984	6 mg single, oral dose: 6 mg route of administration: Oral experiment type: SINGLE co-administered:	BETAMETHASONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: FASTED
67.6 ng/mL EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/31808984	6 mg single, intramuscular dose: 6 mg route of administration: Intramuscular experiment type: SINGLE co-administered:	BETAMETHASONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: FASTED

AUC

Value	Dose	Analyte	Population
7.74 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8148226/	4 mg single, topical dose: 4 mg route of administration: Topical experiment type: SINGLE co-administered:	BETAMETHASONE VALERATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
46.3 μg × min/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6662164/	8 mg single, intravenous dose: 8 mg route of administration: Intravenous experiment type: SINGLE co-administered:	BETAMETHASONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
796 ng × h/mL EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/31808984	6 mg single, oral dose: 6 mg route of administration: Oral experiment type: SINGLE co-administered:	BETAMETHASONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: FASTED
811 ng × h/mL EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/31808984	6 mg single, intramuscular dose: 6 mg route of administration: Intramuscular experiment type: SINGLE co-administered:	BETAMETHASONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: FASTED

T_1/2

Value	Dose	Analyte	Population
16.6 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/8148226/	4 mg single, topical dose: 4 mg route of administration: Topical experiment type: SINGLE co-administered:	BETAMETHASONE VALERATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
335 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6662164/	8 mg single, intravenous dose: 8 mg route of administration: Intravenous experiment type: SINGLE co-administered:	BETAMETHASONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
13.9 h EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/31808984	6 mg single, oral dose: 6 mg route of administration: Oral experiment type: SINGLE co-administered:	BETAMETHASONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: FASTED
10.2 h EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/31808984	6 mg single, intramuscular dose: 6 mg route of administration: Intramuscular experiment type: SINGLE co-administered:	BETAMETHASONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status: FASTED

F_unbound

Value	Dose	Co-administered	Analyte	Population
36% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6662164/	8 mg single, intravenous dose: 8 mg route of administration: Intravenous experiment type: SINGLE co-administered:		BETAMETHASONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

Doses

Dose	Population	Adverse events
7.2 mg 1 times / day multiple, oral Highest studied dose Dose: 7.2 mg, 1 times / day Route: oral Route: multiple Dose: 7.2 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2006/014215s009s015lbl.pdf	unhealthy, adult Health Status: unhealthy Age Group: adult Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2006/014215s009s015lbl.pdf	Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2006/014215s009s015lbl.pdf

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
substrate 1946 inhibitor 2252 inducer 1087	inhibitor 2438 inducer 440	inhibitor 2507	inhibitor 2217

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP1A2 2153 CYP2A6 879 CYP2C19 2057 CYP2E1 1060 OATP1B1 1079 OATP1B3 961 BSEP 550 MRP2 499 MRP3 246 MRP4 290	CYP19A1 26 P-gp 2052	CYP3A5 92 CYP2A6 86 CYP1B1 71 CYP2B6 669 CYP2C8 198 CYP2C19 329 CYP3A7 15

Drug as perpetrator

Target	Modality	Activity
CYP1A2 2333	inhibitor 4027 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzMzU2IiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDYzMiJ9fQ%3D%3D	no [IC50 >10 uM]
CYP2A6 911	inhibitor 4027 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkw1MjgyIiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDYzMiJ9fQ%3D%3D	no [IC50 >10 uM]
CYP2C19 2141	inhibitor 4027 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzNjIyIiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDYzMiJ9fQ%3D%3D	no [IC50 >10 uM]
CYP2C9 2497	inhibitor 4027 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzMzk3IiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDYzMiJ9fQ%3D%3D	no [IC50 >10 uM]
CYP2D6 2546	inhibitor 4027 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwyODkiLCJ1c2VfY3VzdG9tX3F1ZXJ5Ijp0cnVlLCJzZWFyY2hfdGVybSI6IiIsInRleHRfZmlsdGVyIjoiQ0hFTUJMNjMyIn19	no [IC50 >10 uM]
CYP2E1 1146	inhibitor 4027 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkw1MjgxIiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDYzMiJ9fQ%3D%3D	no [IC50 >10 uM]
CYP3A4 2633	inhibitor 4027 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzNDAiLCJ1c2VfY3VzdG9tX3F1ZXJ5Ijp0cnVlLCJzZWFyY2hfdGVybSI6IiIsInRleHRfZmlsdGVyIjoiQ0hFTUJMNjMyIn19	no [IC50 >10 uM]
BSEP 554	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/23956101/	no [IC50 >133 uM]
MRP2 625	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/23956101/	no [IC50 >133 uM]
MRP3 326	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/23956101/	no [IC50 >133 uM]
MRP4 345	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/23956101/	no [IC50 >133 uM]
CYP2B6 1160	inducer 1966 Sources: https://go.drugbank.com/drugs/DB00443\| https://pubmed.ncbi.nlm.nih.gov/17101742/	no
CYP1B1 93	inducer 1966 Sources: https://go.drugbank.com/drugs/DB00443 \| https://pubmed.ncbi.nlm.nih.gov/24451000/	yes
CYP2A6 911	inducer 1966 Sources: https://go.drugbank.com/drugs/DB00443 \| https://pubmed.ncbi.nlm.nih.gov/24451000/	yes
CYP2C19 2141	inducer 1966 Sources: https://go.drugbank.com/drugs/DB00443 \| https://pubmed.ncbi.nlm.nih.gov/24451000/	yes
CYP2C8 1117	inducer 1966 Sources: https://go.drugbank.com/drugs/DB00443 \| https://pubmed.ncbi.nlm.nih.gov/24451000/	yes
CYP2C9 2497	inducer 1966 Sources: https://go.drugbank.com/drugs/DB00443 \| https://pubmed.ncbi.nlm.nih.gov/24451000/	yes
CYP3A4 2633	inducer 1966 Sources: https://go.drugbank.com/drugs/DB00443\| https://pubmed.ncbi.nlm.nih.gov/22673009/	yes
CYP3A5 201	inducer 1966 Sources: https://go.drugbank.com/drugs/DB00443\| https://pubmed.ncbi.nlm.nih.gov/22673009/	yes
CYP3A7 22	inducer 1966 Sources: https://pubmed.ncbi.nlm.nih.gov/22673009/	yes
OATP1B1 1095	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/23571415/	yes
OATP1B3 970	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/23571415/	yes

Drug as victim

Target	Modality	Activity	Clinical evidence
CYP19A1 26	substrate 4014 Sources: https://go.drugbank.com/drugs/DB00443\| https://go.drugbank.com/articles/A182870	yes
P-gp 2052	substrate 4014 Sources: https://go.drugbank.com/drugs/DB00443\| https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkw0MzAyIiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDYzMiJ9fQ%3D%3D	yes
CYP3A4 1946	substrate 4014 Sources: https://go.drugbank.com/drugs/DB00443\| https://ncit-stage.nci.nih.gov/ncitbrowser/pages/concept_details.jsf?dictionary=NCI_Thesaurus&version=21.04d&code=C303&ns=ncit&type=relationship&key=1874461855&b=1&n=0&vse=null \| https://s3-us-west-2.amazonaws.com/drugbank/cite_this/attachments/files/000/000/762/original/1.pdf?1532386869	yes	yes (co-administration study) Comment: Ketoconazole has been reported to decrease the metabolism of certain corticosteroids by up to 60%, leading to an increased risk of corticosteroid side effects. Sources: https://go.drugbank.com/drugs/DB00443\| https://ncit-stage.nci.nih.gov/ncitbrowser/pages/concept_details.jsf?dictionary=NCI_Thesaurus&version=21.04d&code=C303&ns=ncit&type=relationship&key=1874461855&b=1&n=0&vse=null \| https://s3-us-west-2.amazonaws.com/drugbank/cite_this/attachments/files/000/000/762/original/1.pdf?1532386869

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 2263	inhibitor 2237 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwyNDAiLCJ1c2VfY3VzdG9tX3F1ZXJ5Ijp0cnVlLCJzZWFyY2hfdGVybSI6IiIsInRleHRfZmlsdGVyIjoiQ0hFTUJMNjMyIn19

Sourcing

Vendor/Aggregator	ID	URL
ChEBI	CHEBI:3077	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:3077
ChemicalBook	CB7392335	https://www.chemicalbook.com/ChemicalProductProperty_EN_CB7392335
eMolecules	31224942	https://www.emolecules.com/cgi-bin/more?vid=31224942
eMolecules	535310	https://www.emolecules.com/cgi-bin/more?vid=535310
MolPort	MolPort-003-845-025	https://www.molport.com/shop/molecule-link/MolPort-003-845-025
Selleck Chemicals	Betamethasone-(Celestone)	http://www.selleckchem.com/products/Betamethasone-(Celestone).html
ZINC	ZINC000003876136	http://zinc15.docking.org/substances/ZINC000003876136

PubMed

Title	Date	PubMed
Antenatal corticosteroids-too much of a good thing?	2001-10-03	11585487
Single vs weekly courses of antenatal corticosteroids for women at risk of preterm delivery: A randomized controlled trial.	2001-10-03	11585480
Lumbar facet joint synovial cyst: percutaneous treatment with steroid injections and distention--clinical and imaging follow-up in 12 patients.	2001-10	11568337
Use of antenatal steroids to counteract the negative effects of tracheal occlusion in the fetal lamb model.	2001-10	11568293
Growth and development of children to 4 years of age after repeated antenatal steroid administration.	2001-09	11585078
Repeated antenatal corticosteroid treatments. Do they reduce neonatal morbidity?	2001-09	11584477
Effects of antiinflammatory drugs on migration of the rabbit corneal epithelium.	2001-09	11566537
Manipulation under anesthesia for frozen shoulder with and without steroid injection.	2001-09	11552189
Multiple courses of antenatal steroids: risks and benefits.	2001-09	11530136
Fetal monkey surfactants after intra-amniotic or maternal administration of betamethasone and thyroid hormone.	2001-09	11530131
Treatment of childhood phimosis with a moderately potent topical steroid.	2001-09	11527265
Programming effects in sheep of prenatal growth restriction and glucocorticoid exposure.	2001-09	11507014
Differentiation between dexamethasone and betamethasone in a mixture using multiple mass spectrometry.	2001-08-10	11554421
A topical steroid without an antibiotic cures external otitis efficiently: a study in an animal model.	2001-08	11583468
Severe oral manifestations of chronic graft-vs.-host disease.	2001-08	11575020
The delivery of topical nasal sprays and drops to the middle meatus: a semiquantitative analysis.	2001-08	11559340
Single versus repeated-course antenatal corticosteroids: outcomes in singleton and multiple-gestation pregnancies.	2001-08	11552179
Most patients overdose on topical nasal corticosteroid drops: an accurate delivery device is required.	2001-08	11535143
Infantile acute hemorrhagic edema of the skin.	2001-08	11534914
Multiple courses of antenatal betamethasone and cognitive development of mice offspring.	2001-08	11531154
Painless thyroiditis induced by the cessation of betamethasone.	2001-08	11518115
Evaluation of the inhibitory activity of topical indomethacin, betamethasone valerate and emollients on UVL-induced inflammation by means of non-invasive measurements of the skin elasticity.	2001-08	11499541
Lichen planus-like eruption following autologous bone marrow transplantation for chronic myeloid leukaemia.	2001-08	11488713
Repeated prenatal corticosteroid administration delays astrocyte and capillary tight junction maturation in fetal sheep.	2001-08	11470378
Valsalva retinopathy-like hemorrhage associated with combined trabeculotomy-trabeculectomy in a patient with developmental glaucoma.	2001-07-28	11475401
Dermatitis during radiation for vulvar carcinoma: prevention and treatment with granulocyte-macrophage colony-stimulating factor impregnated gauze.	2001-07-27	11472614
Severe vulvovaginitis associated with intravaginal nystatin therapy.	2001-07	11483943
The interactive effects of endotoxin with prenatal glucocorticoids on short-term lung function in sheep.	2001-07	11483927
An evidence-based assessment of occlusal adjustment as a treatment for temporomandibular disorders.	2001-07	11458263
The effect of betamethasone versus dexamethasone on fetal biophysical parameters.	2001-07	11435009
Nonoperative treatment of an interosseous ganglion cyst.	2001-07	11421523
Comparison of intramuscular betamethasone and oral prednisone in the prevention of relapse of acute asthma.	2001-06-23	11420590
Tocolytic magnesium sulfate toxicity and unexpected neonatal death.	2001-06	11533846
Deleterious effects of local corticosteroid injections on the Achilles tendon of rats.	2001-06	11482466
Preliminary results of a pilot study investigating the potential of salivary cortisol measurements to detect occult adrenal suppression secondary to steroid nose drops.	2001-06	11437848
Inhibitory effects of anti-inflammatory drugs on interleukin-6 bioactivity.	2001-06	11411563
A prospective, randomized trial comparing the efficacy of dexamethasone and betamethasone for the treatment of antepartum HELLP (hemolysis, elevated liver enzymes, and low platelet count) syndrome.	2001-06	11408849
Tacrolimus suppressed the production of cytokines involved in atopic dermatitis by direct stimulation of human PBMC system. (Comparison with steroids).	2001-06	11407316
Investigation of some commercially available spacer devices for the delivery of glucocorticoid steroids from a pMDI.	2001-05	11448047
[Pemphigoid gestationis: treatment by topical class I corticosteroid].	2001-05	11427799
Clinical experience with topical calcitriol (1,25-dihydroxyvitamin D3) in psoriasis.	2001-04	11501509
Efficacy and tolerance of topical calcitriol 3 microg g(-1) in psoriasis treatment: a review of our experience in Poland.	2001-04	11501507
[Analysis of selected parameters of maternal and fetal status during stimulation of fetal lung maturation].	2001-04	11444174
Comparative effects of calcipotriol and betamethasone 17-valerate solution in the treatment of seborrhoeic dermatitis of the scalp.	2001-01	11451340
Acute paronychia: comparative treatment with topical antibiotic alone or in combination with corticosteroid.	2001-01	11451337
Topical therapy with fluorinated and non-fluorinated corticosteroids in patients with atopic dermatitis.	2001-01	11451336
Systemic ketoconazole for yeast allergic patients with atopic dermatitis.	2001-01	11451319
Treatment of psoriasis with a new combination of calcipotriol and betamethasone dipropionate: a flow cytometric study.	2001	11586014
Clinical evaluation of human placental extract (placentrex) in radiation-induced oral mucositis.	2001	11517852
[Rupture of the Achilles tendon after local steroid injection. Case reports and consequences for treatment].	2001	11515194

Patents

Sample Use Guides

In Vivo Use Guide

The initial dosage of parenterally administered Betamethasone Sodium Phosphate and Betamethasone Acetate Injectable Suspension may vary from 0.25 to 9 mg per day depending on the specific disease entity being treated. However, in certain overwhelming, acute, life-threatening situations, administrations in dosages exceeding the usual dosages may be justified and may be in multiples of the oral dosages. In the treatment of acute exacerbations of multiple sclerosis, daily doses of 30 mg of betamethasone for a week followed by 12 mg every other day for 1 month are recommended.In pediatric patients, the initial dose of betamethasone may vary depending on the specific disease entity being treated. The range of initial doses is 0.02 to 0.3 mg/kg/day in three or four divided doses (0.6 to 9 mg/m2bsa/day).

Route of Administration: Parenteral

In Vitro Use Guide

Betamethasone (10(-6)M) significantly reduced both pH 6-induced bronchial response and CGRP-like immunoreactivity overflow in guinea-pig isolated perfused lung.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:59:41 GMT 2025` Edited by `admin` on `Mon Mar 31 17:59:41 GMT 2025`
Record UNII	YJO1F9W10R
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Betamethasone phosphate

Common Name

English

9-FLUORO-11.BETA.,17,21-TRIHYDROXY-16.BETA.-METHYLPREGNA-1,4-DIENE-3,20-DIONE 21-(PHOSPHATE)

Preferred Name

English

BETAMETHASONE 21-(DIHYDROGEN PHOSPHATE)

Common Name

English

BETAMETHASONE PHOSPHATE [WHO-IP]

Common Name

English

DEXAMETHASONE SODIUM PHOSPHATE IMPURITY B [EP IMPURITY]

Common Name

English

BETAMETHASONE DIHYDROGEN PHOSPHATE

Common Name

English

BETAMETHASONE 21-PHOSPHATE

Common Name

English

PREGNA-1,4-DIENE-3,20-DIONE, 9-FLUORO-11,17-DIHYDROXY-16-METHYL-21-(PHOSPHONOOXY)-, (11.BETA.,16.BETA.)-

Systematic Name

English

Betamethasone phosphate [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C521