DEFLAZACORT

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Search structure


Trade Names	EMFLAZA
Synonyms	Calcort Deflazacort Emflaza MDL 458 MDL-458 MDL458 Zamene
Status
Molecule Category	UNKNOWN
ATC	H02AB13
UNII	KR5YZ6AE4B
EPA CompTox	DTXSID9020378


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	FBHSPRKOSMHSIF-GRMWVWQJSA-N
Smiles	CC(=O)OCC(=O)[C@@]12N=C(C)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/C25H31NO6/c1-13-26-25(20(30)12-31-14(2)27)21(32-13)10-18-17-6-5-15-9-16(28)7-8-23(15,3)22(17)19(29)11-24(18,25)4/h7-9,17-19,21-22,29H,5-6,10-12H2,1-4H3/t17-,18-,19-,21+,22+,23-,24-,25+/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C25H31NO6
Molecular Weight	441.52
AlogP	2.56
Hydrogen Bond Acceptor	7.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	3.0
Polar Surface Area	102.26
Molecular species	NEUTRAL
Aromatic Rings	0.0
Heavy Atoms	32.0

Bioactivity

Mechanism of Action	Action	Reference
Glucocorticoid receptor agonist	AGONIST	FDA


Protein: Glucocorticoid receptor Description: Glucocorticoid receptor Organism : Homo sapiens P04150 ENSG00000113580

Assay Description	Organism	Bioactivity	Reference
Antiinflammatory activity against carrageenan-induced paw edema in Swiss mouse at 3 mg/kg, ip measured at 15 to 90 mins administered 30 mins prior to carrageenan-challenge by plethysmometric analysis	Mus musculus	29.2 %
Antiinflammatory activity against bradykinin-induced paw edema in Swiss mouse at 100 mg/kg, ip measured at 15 to 90 mins administered 30 mins prior to bradikynin-challenge by plethysmometric analysis	Mus musculus	30.1 %
Antiinflammatory activity against substance-P-induced paw edema in Swiss mouse at 3 mg/kg, ip measured at 15 to 90 mins administered 30 mins prior to substance p-challenge by plethysmometric analysis	Mus musculus	32.8 %
Antiinflammatory activity in substance p-induced Swiss mouse peritonitis model assessed as decrease in total number of cells in pertonial cavity at 3 mg/kg, ip administered for 30 mins prior to substance-P challenge	Mus musculus	53.3 %
Antiinflammatory activity in bradykinin-induced peritonitis Swiss mouse model assessed as decrease in total number of cells in pertonial cavity at 3 mg/kg, ip administered for 30 mins prior to bradykinin challenge	Mus musculus	46.2 %

Cross References

Resources	Reference
ChEBI	135720
ChEMBL	CHEMBL1201891
DrugBank	DB11921
DrugCentral	793
FDA SRS	KR5YZ6AE4B
Guide to Pharmacology	9477
PubChem	189821
SureChEMBL	SCHEMBL4018
ZINC	ZINC000004212809

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).