BETAMETHASONE VALERATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H37FO6
Molecular Weight	476.5775
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12C[C@H](C)[C@](OC(=O)CCCC)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]3(F)[C@@]2([H])CCC4=CC(=O)C=C[C@]34C

InChI

InChIKey=SNHRLVCMMWUAJD-SUYDQAKGSA-N

InChI=1S/C27H37FO6/c1-5-6-7-23(33)34-27(22(32)15-29)16(2)12-20-19-9-8-17-13-18(30)10-11-24(17,3)26(19,28)21(31)14-25(20,27)4/h10-11,13,16,19-21,29,31H,5-9,12,14-15H2,1-4H3/t16-,19-,20-,21-,24-,25-,26-,27-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C27H37FO6
Molecular Weight	476.5775
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 172 Target ID: CHEMBL2034 Sources: https://www.drugbank.ca/drugs/DB00443 \| https://www.ncbi.nlm.nih.gov/pubmed/12188035	Agonist 2662		1.3 nM [EC50]

Conditions

Condition	Modality	Highest Phase	Product
Asthma 237 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/014602s059lbl.pdf	Primary	Approved 8360	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 -2.74838405E11
Allergic rhinitis 100 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/014602s059lbl.pdf	Primary	Approved 8360	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 -2.74838405E11
Congenital adrenal hyperplasia 41 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/014602s059lbl.pdf	Primary	Approved 8360	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 -2.74838405E11
Ulcerative colitis 122 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/014602s059lbl.pdf	Primary	Approved 8360	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 -2.74838405E11
Lymphomas 16 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/014602s059lbl.pdf	Palliative	Approved 8360	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 -2.74838405E11
Acute exacerbations of multiple sclerosis 13 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/014602s059lbl.pdf	Primary	Approved 8360	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 -2.74838405E11

C_max

Value	Dose	Analyte	Population
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
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

AUC

Value	Dose	Analyte	Population
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
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

T_1/2

Value	Dose	Analyte	Population
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
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

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 1709 inhibitor 1579 inducer 768	inhibitor 1752 inducer 383	inhibitor 1837	inhibitor 1599

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP1A2 1509 CYP2A6 704 CYP2C19 1463 CYP2E1 876 OATP1B1 781 OATP1B3 700 BSEP 401 MRP2 367 MRP3 157 MRP4 203	CYP19A1 23 P-gp 1527	CYP3A5 76 CYP2A6 79 CYP1B1 52 CYP2B6 538 CYP2C8 168 CYP2C19 290 CYP3A7 15

Drug as perpetrator

Target	Modality	Activity
CYP1A2 1673	inhibitor 3240 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzMzU2IiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDYzMiJ9fQ%3D%3D	no [IC50 >10 uM]
CYP2A6 736	inhibitor 3240 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkw1MjgyIiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDYzMiJ9fQ%3D%3D	no [IC50 >10 uM]
CYP2C19 1537	inhibitor 3240 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzNjIyIiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDYzMiJ9fQ%3D%3D	no [IC50 >10 uM]
CYP2C9 1803	inhibitor 3240 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzMzk3IiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDYzMiJ9fQ%3D%3D	no [IC50 >10 uM]
CYP2D6 1875	inhibitor 3240 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwyODkiLCJ1c2VfY3VzdG9tX3F1ZXJ5Ijp0cnVlLCJzZWFyY2hfdGVybSI6IiIsInRleHRfZmlsdGVyIjoiQ0hFTUJMNjMyIn19	no [IC50 >10 uM]
CYP2E1 964	inhibitor 3240 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkw1MjgxIiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDYzMiJ9fQ%3D%3D	no [IC50 >10 uM]
CYP3A4 1909	inhibitor 3240 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzNDAiLCJ1c2VfY3VzdG9tX3F1ZXJ5Ijp0cnVlLCJzZWFyY2hfdGVybSI6IiIsInRleHRfZmlsdGVyIjoiQ0hFTUJMNjMyIn19	no [IC50 >10 uM]
BSEP 402	inhibitor 3240 Sources: https://pubmed.ncbi.nlm.nih.gov/23956101/	no [IC50 >133 uM]
MRP2 459	inhibitor 3240 Sources: https://pubmed.ncbi.nlm.nih.gov/23956101/	no [IC50 >133 uM]
MRP3 208	inhibitor 3240 Sources: https://pubmed.ncbi.nlm.nih.gov/23956101/	no [IC50 >133 uM]
MRP4 237	inhibitor 3240 Sources: https://pubmed.ncbi.nlm.nih.gov/23956101/	no [IC50 >133 uM]
CYP2B6 985	inducer 1542 Sources: https://go.drugbank.com/drugs/DB00443\| https://pubmed.ncbi.nlm.nih.gov/17101742/	no
CYP1B1 68	inducer 1542 Sources: https://go.drugbank.com/drugs/DB00443 \| https://pubmed.ncbi.nlm.nih.gov/24451000/	yes
CYP2A6 736	inducer 1542 Sources: https://go.drugbank.com/drugs/DB00443 \| https://pubmed.ncbi.nlm.nih.gov/24451000/	yes
CYP2C19 1537	inducer 1542 Sources: https://go.drugbank.com/drugs/DB00443 \| https://pubmed.ncbi.nlm.nih.gov/24451000/	yes
CYP2C8 955	inducer 1542 Sources: https://go.drugbank.com/drugs/DB00443 \| https://pubmed.ncbi.nlm.nih.gov/24451000/	yes
CYP2C9 1803	inducer 1542 Sources: https://go.drugbank.com/drugs/DB00443 \| https://pubmed.ncbi.nlm.nih.gov/24451000/	yes
CYP3A4 1909	inducer 1542 Sources: https://go.drugbank.com/drugs/DB00443\| https://pubmed.ncbi.nlm.nih.gov/22673009/	yes
CYP3A5 130	inducer 1542 Sources: https://go.drugbank.com/drugs/DB00443\| https://pubmed.ncbi.nlm.nih.gov/22673009/	yes
CYP3A7 22	inducer 1542 Sources: https://pubmed.ncbi.nlm.nih.gov/22673009/	yes
OATP1B1 796	inhibitor 3240 Sources: https://pubmed.ncbi.nlm.nih.gov/23571415/	yes
OATP1B3 709	inhibitor 3240 Sources: https://pubmed.ncbi.nlm.nih.gov/23571415/	yes

Drug as victim

Target	Modality	Activity	Clinical evidence
CYP19A1 23	substrate 3326 Sources: https://go.drugbank.com/drugs/DB00443\| https://go.drugbank.com/articles/A182870	yes
P-gp 1527	substrate 3326 Sources: https://go.drugbank.com/drugs/DB00443\| https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkw0MzAyIiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDYzMiJ9fQ%3D%3D	yes
CYP3A4 1709	substrate 3326 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 1632	inhibitor 1613 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
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
eMolecules	31224942	https://www.emolecules.com/cgi-bin/more?vid=31224942
eMolecules	535310	https://www.emolecules.com/cgi-bin/more?vid=535310

PubMed

Title	Date	PubMed
Treatment of psoriasis with a new combination of calcipotriol and betamethasone dipropionate: a flow cytometric study.	2001	11586014
Simultaneous determination of betamethasone and dexamethasone residues in bovine liver by liquid chromatography/tandem mass spectrometry.	2001	11382932
Repeated ultrasound guided fetal injections of corticosteroid alter nervous system maturation in the ovine fetus.	2001	11344669
Clinical experience with topical calcitriol (1,25-dihydroxyvitamin D3) in psoriasis.	2001 Apr	11501509
Efficacy and tolerance of topical calcitriol 3 microg g(-1) in psoriasis treatment: a review of our experience in Poland.	2001 Apr	11501507
[Analysis of selected parameters of maternal and fetal status during stimulation of fetal lung maturation].	2001 Apr	11444174
Infantile periocular haemangioma treated with two days in a week betamethasone oral mini pulse therapy.	2001 Apr	11370446
Chromatographic analysis of phenethylamine-antihistamine combinations using C8, C18 or cyano columns and micellar sodium dodecyl sulfate-pentanol mixtures.	2001 Apr	11340978
Effects of gestation and antenatal steroid on airway and tissue mechanics in newborn lambs.	2001 Apr	11316653
Antenatal betamethasone administration decreases the lung hyaluronan concentration in preterm rabbit pups.	2001 Apr	11264442
Action of glucocorticoids to antagonise cisplatin-induced acute and delayed emesis in the ferret.	2001 Apr 13	11334855
A topical steroid without an antibiotic cures external otitis efficiently: a study in an animal model.	2001 Aug	11583468
The delivery of topical nasal sprays and drops to the middle meatus: a semiquantitative analysis.	2001 Aug	11559340
Single versus repeated-course antenatal corticosteroids: outcomes in singleton and multiple-gestation pregnancies.	2001 Aug	11552179
Most patients overdose on topical nasal corticosteroid drops: an accurate delivery device is required.	2001 Aug	11535143
Infantile acute hemorrhagic edema of the skin.	2001 Aug	11534914
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 Aug	11499541
Lichen planus-like eruption following autologous bone marrow transplantation for chronic myeloid leukaemia.	2001 Aug	11488713
Differentiation between dexamethasone and betamethasone in a mixture using multiple mass spectrometry.	2001 Aug 10	11554421
Human epidermal Langerhans' cells are targets for the immunosuppressive macrolide tacrolimus (FK506).	2001 Feb	11174203
Effect of antenatal betamethasone treatment on microtubule-associated proteins MAP1B and MAP2 in fetal sheep.	2001 Feb 1	11158279
Comparative effects of calcipotriol and betamethasone 17-valerate solution in the treatment of seborrhoeic dermatitis of the scalp.	2001 Jan	11451340
Acute paronychia: comparative treatment with topical antibiotic alone or in combination with corticosteroid.	2001 Jan	11451337
Topical therapy with fluorinated and non-fluorinated corticosteroids in patients with atopic dermatitis.	2001 Jan	11451336
Systemic ketoconazole for yeast allergic patients with atopic dermatitis.	2001 Jan	11451319
Two cases of severe bronchopneumonia due to influenza A (H3N2) virus: detection of influenza virus gene using reverse transcription polymerase chain reaction.	2001 Jan	11201374
Severe vulvovaginitis associated with intravaginal nystatin therapy.	2001 Jul	11483943
The interactive effects of endotoxin with prenatal glucocorticoids on short-term lung function in sheep.	2001 Jul	11483927
An evidence-based assessment of occlusal adjustment as a treatment for temporomandibular disorders.	2001 Jul	11458263
The effect of betamethasone versus dexamethasone on fetal biophysical parameters.	2001 Jul	11435009
Nonoperative treatment of an interosseous ganglion cyst.	2001 Jul	11421523
Repeated prenatal corticosteroid administration delays myelination of the corpus callosum in fetal sheep.	2001 Jul	11378301
Inflammatory pathological changes in a 2-year-old boy with Charcot-Marie-Tooth disease.	2001 Jul	11377008
Correlation between different gene expression assays designed to measure trans-activation potencies of systemic glucocorticoids.	2001 Jul	11322967
Valsalva retinopathy-like hemorrhage associated with combined trabeculotomy-trabeculectomy in a patient with developmental glaucoma.	2001 Jul-Aug	11475401
Tocolytic magnesium sulfate toxicity and unexpected neonatal death.	2001 Jun	11533846
Deleterious effects of local corticosteroid injections on the Achilles tendon of rats.	2001 Jun	11482466
Treatment of de Quervain's disease:role of conservative management.	2001 Jun	11386780
Indomethacin tocolysis and intraventricular hemorrhage.	2001 Jun	11384697
Dose dependent increased mortality risk in COPD patients treated with oral glucocorticoids.	2001 Mar	11405508
Therapeutic zygapophyseal joint injections for headaches emanating from the C2-3 joint.	2001 Mar	11237272
Femoral head osteonecrosis after topical corticosteroid therapy.	2001 Mar-Apr	11326500
Investigation of some commercially available spacer devices for the delivery of glucocorticoid steroids from a pMDI.	2001 May	11448047
Lung morphometry after repetitive antenatal glucocorticoid treatment in preterm sheep.	2001 May	11371415
Antenatal corticosteroids-too much of a good thing?	2001 Oct 3	11585487
Single vs weekly courses of antenatal corticosteroids for women at risk of preterm delivery: A randomized controlled trial.	2001 Oct 3	11585480
Growth and development of children to 4 years of age after repeated antenatal steroid administration.	2001 Sep	11585078
Repeated antenatal corticosteroid treatments. Do they reduce neonatal morbidity?	2001 Sep	11584477
Manipulation under anesthesia for frozen shoulder with and without steroid injection.	2001 Sep	11552189
Multiple courses of antenatal steroids: risks and benefits.	2001 Sep	11530136

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 `Wed Jul 05 22:32:19 UTC 2023` Edited by `admin` on `Wed Jul 05 22:32:19 UTC 2023`
Record UNII	9IFA5XM7R2
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BETAMETHASONE VALERATE

Official Name

English

LUXIQ

Brand Name

English

BETAMETHASONE VALERATE [MART.]

Common Name

English

NSC-755912

Code

English

BETAMETHASONE VALERATE [JAN]

Common Name

English

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

Systematic Name

English

BETAMETHASONE VALERATE [EP MONOGRAPH]

Common Name

English

9-Fluoro-11β,17,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione 17-valerate

Systematic Name

English

BETAMETHASONI VALERAS [WHO-IP LATIN]

Common Name

English

STANOVAL

Common Name

English

DERMABET

Brand Name

English

BETA-VAL

Brand Name

English

BETAMETHASONE VALERATE [ORANGE BOOK]

Common Name

English

BETAMETHASONE VALERATE [VANDF]

Common Name

English

BETATREX

Brand Name

English

Betamethasone valerate [WHO-DD]

Common Name

English

RINDERON V

Common Name

English

BETAMETHASONE 17-VALERATE

Common Name

English

BETAMETHASONE (AS VALERATE)

Common Name

English

TOKUDERM

Common Name

English

BETAMETHASONE VALERATE [USP-RS]

Common Name

English

BETAMETHASONE VALERATE [USP MONOGRAPH]

Common Name

English

VALNAC

Brand Name

English

BETAMETHASONE VALERATE [WHO-IP]

Common Name

English

BETAMETHASONE VALERATE [USAN]

Common Name

English

BETAMETHASONE 17-VALERATE [MI]

Common Name

English

BETAMETHASONE VALERATE [GREEN BOOK]

Common Name

English

VALISONE

Brand Name

English

BETADERM

Brand Name

English

Classification Tree Code System Code

NCI_THESAURUS

C521