CICLESONIDE

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Trade Names:
Synonyms:
Status: Approved (2006)
Entry Type: Small molecule
Molecule Category: UNKNOWN Prodrug
ATC: R01AD13
UNII: S59502J185

Structure
InChI Key LUKZNWIVRBCLON-GXOBDPJESA-N
Smile CC(C)C(=O)OCC(=O)[C@@]12O[C@H](C3CCCCC3)O[C@@H]1C[C@H]1[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]12C
InChI
InChI=1S/C32H44O7/c1-18(2)28(36)37-17-25(35)32-26(38-29(39-32)19-8-6-5-7-9-19)15-23-22-11-10-20-14-21(33)12-13-30(20,3)27(22)24(34)16-31(23,32)4/h12-14,18-19,22-24,26-27,29,34H,5-11,15-17H2,1-4H3/t22-,23-,24-,26+,27+,29+,30-,31-,32+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C32H44O7
Molecular Weight 540.7
AlogP 4.7
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 5.0
Polar Surface Area 99.13
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 39.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Glucocorticoid receptor agonist PubMed DailyMed
Primary Target
Glucocorticoid receptor

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Hypersensitivity 3 D006967 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Chronic Disease 3 D002908 ClinicalTrials
Pulmonary Disease, Chronic Obstructive 2 D029424 ClinicalTrials

Related Entries

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Respiratory, thoracic and mediastinal disorders Epistaxis 11.4
Nervous system disorders Headache 11.0
Infections and infestations Nasopharyngitis 10.5
Nervous system disorders Headache 8.7
Infections and infestations Nasopharyngitis 8.7
Respiratory, thoracic and mediastinal disorders Epistaxis 8.4
Infections and infestations Nasopharyngitis
Nervous system disorders Headache
Infections and infestations Nasopharyngitis 7.0
Nervous system disorders Headache 6.6
Infections and infestations Nasopharyngitis 6.6
Respiratory, thoracic and mediastinal disorders Epistaxis
Nervous system disorders Headache 6.0
Nervous system disorders Headache
Respiratory, thoracic and mediastinal disorders Nasal discomfort 5.7
Respiratory, thoracic and mediastinal disorders Nasal congestion 5.5
Infections and infestations Sinusitis 5.5
Infections and infestations Nasopharyngitis
Infections and infestations Sinusitis 5.2
Respiratory, thoracic and mediastinal disorders Epistaxis 4.9
Nervous system disorders Headache 4.9
Respiratory, thoracic and mediastinal disorders Laryngeal pain 4.7
Nervous system disorders Headache
Respiratory, thoracic and mediastinal disorders Laryngeal pain
Respiratory, thoracic and mediastinal disorders Laryngeal pain 4.3
Respiratory, thoracic and mediastinal disorders Nasal discomfort 4.3
Infections and infestations Nasopharyngitis 3.7
Respiratory, thoracic and mediastinal disorders Nasal discomfort
Musculoskeletal and connective tissue disorders Arthralgia 3.5
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.5
Respiratory, thoracic and mediastinal disorders Laryngeal pain 3.4
Respiratory, thoracic and mediastinal disorders Laryngeal pain
Infections and infestations Nasopharyngitis
Respiratory, thoracic and mediastinal disorders Nasal discomfort 3.17
Musculoskeletal and connective tissue disorders Back pain 3.1
Musculoskeletal and connective tissue disorders Pain in extremity 3.1
Infections and infestations Sinusitis 3.1
Nervous system disorders Headache 3.05
Infections and infestations Sinusitis
Respiratory, thoracic and mediastinal disorders Epistaxis 2.94
Respiratory, thoracic and mediastinal disorders Epistaxis
Respiratory, thoracic and mediastinal disorders Nasal congestion 2.9
Respiratory, thoracic and mediastinal disorders Epistaxis 2.7
Respiratory, thoracic and mediastinal disorders Epistaxis
Musculoskeletal and connective tissue disorders Arthralgia 2.4
Respiratory, thoracic and mediastinal disorders Laryngeal pain 2.4
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 2.4
Respiratory, thoracic and mediastinal disorders Nasal discomfort 2.4
Musculoskeletal and connective tissue disorders Pain in extremity 2.3
Ear and labyrinth disorders Ear pain 2.2
Respiratory, thoracic and mediastinal disorders Nasal discomfort
Respiratory, thoracic and mediastinal disorders Epistaxis
Musculoskeletal and connective tissue disorders Back pain
Respiratory, thoracic and mediastinal disorders Bronchospasm paradoxical
Respiratory, thoracic and mediastinal disorders Bronchospasm paradoxical 1.8
Respiratory, thoracic and mediastinal disorders Nasal congestion 1.8
Respiratory, thoracic and mediastinal disorders Nasal discomfort
Respiratory, thoracic and mediastinal disorders Bronchospasm paradoxical 1.6
Nervous system disorders Headache 1.6
Respiratory, thoracic and mediastinal disorders Nasal congestion
Nervous system disorders Headache 1.3
Nervous system disorders Headache
Musculoskeletal and connective tissue disorders Back pain 1.2
Musculoskeletal and connective tissue disorders Arthralgia
Nervous system disorders Dysphonia 1.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Pain in extremity
Musculoskeletal and connective tissue disorders Arthralgia 0.9
Nervous system disorders Dysphonia 0.9
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 0.9
Nervous system disorders Headache
Musculoskeletal and connective tissue disorders Back pain 0.6
Infections and infestations Candida infection 0.6
Ear and labyrinth disorders Ear pain
Gastrointestinal disorders Oral candidiasis 0.6
Infections and infestations Candida infection 0.5
Nervous system disorders Headache
Gastrointestinal disorders Oral candidiasis 0.5
Infections and infestations Candida infection
Gastrointestinal disorders Dysgeusia 0.4
Nervous system disorders Dysphonia
Nervous system disorders Headache 0.4
Respiratory, thoracic and mediastinal disorders Laryngeal pain 0.4
Respiratory, thoracic and mediastinal disorders Nasal dryness 0.4
Gastrointestinal disorders Oral candidiasis
Gastrointestinal disorders Dysgeusia 0.3
Musculoskeletal and connective tissue disorders Pain in extremity 0.3
Gastrointestinal disorders Throat irritation 0.3
Investigations White blood cell count increased 0.3
Infections and infestations Candida infection 0.2
Gastrointestinal disorders Dry mouth 0.2
Gastrointestinal disorders Dry throat 0.2
Gastrointestinal disorders Dysgeusia 0.2
Gastrointestinal disorders Dyspepsia 0.2
Respiratory, thoracic and mediastinal disorders Nasal septum disorder 0.2
Gastrointestinal disorders Nausea 0.2
Infections and infestations Rhinitis 0.2
Investigations Alanine aminotransferase increased 0.1
Infections and infestations Candida infection 0.1
Eye disorders Cataract subcapsular 0.1
Injury, poisoning and procedural complications Contusion 0.1
Skin and subcutaneous tissue disorders Dermatitis 0.1
Cardiac disorders Dizziness 0.1
Gastrointestinal disorders Dry mouth 0.1
Gastrointestinal disorders Dry throat 0.1
Gastrointestinal disorders Dysgeusia
Gastrointestinal disorders Dyspepsia 0.1
Investigations Gamma-glutamyltransferase increased 0.1
Gastrointestinal disorders Oral fungal infection 0.1
Cardiac disorders Palpitations 0.1
Gastrointestinal disorders Pharyngitis 0.1
Skin and subcutaneous tissue disorders Rash 0.1
Gastrointestinal disorders Throat irritation 0.1
Investigations Weight increased 0.1

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Respiratory, thoracic and mediastinal disorders
19.49
General disorders and administration site conditions
11.26
Cardiac disorders
8.52
Nervous system disorders
7.72
Psychiatric disorders
6.37
Immune system disorders
5.95
Gastrointestinal disorders
5.82
Injury, poisoning and procedural complications
5.69
Vascular disorders
4.81
Infections and infestations
4.43
Skin and subcutaneous tissue disorders
3.54
Musculoskeletal and connective tissue disorders
3.37
Investigations
2.61
Metabolism and nutrition disorders
2.61

Cross References

Resources Reference
CAS NUMBER 126544-47-6
ChEBI 31397
ChEMBL CHEMBL2040682
DrugBank DB01410
DrugCentral 633
EPA CompTox DTXSID9046659
FDA SRS S59502J185
Guide to Pharmacology 7469
PubChem 6918155
SureChEMBL SCHEMBL3688
ZINC ZINC000003915154
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