Deflazacort (CED0005969)

Record Information

Version

1.0

Creation Date

2016-05-22 03:25:39 UTC

Update Date

2026-08-22 05:20:29 UTC

Accession Number

CHEM016276

Identification

Common Name

Deflazacort

Class

Small Molecule

Description

Deflazacort is an organic compound with the formula C25H31NO6 and an average molecular weight of 441.52 g/mol. Deflazacort belongs to the pregnane steroids, a subclass of steroids and steroid derivatives within the organic compounds. It is recorded as being found in or released from two sources: amplifiers (Electrical & Electronic Equipment) and corticosteroids (Healthcare, pharmaceuticals & veterinary products). The compound is administered via the oral exposure route. Regarding its pharmacological activity, deflazacort acts as an agonist of the glucocorticoid receptor (NR3C1), which is its sole recorded protein target.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Emflaza	Kegg
Zamene	MeSH
Calcort	MeSH
Dezacor	MeSH

Chemical Formula

C₂₅H₃₁NO₆

Average Molecular Mass

441.524 g/mol

Monoisotopic Mass

441.215 g/mol

CAS Registry Number

14484-47-0

IUPAC Name

2-[(1S,2S,4R,8S,9S,11S,12S,13R)-11-hydroxy-6,9,13-trimethyl-16-oxo-5-oxa-7-azapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosa-6,14,17-trien-8-yl]-2-oxoethyl acetate

Traditional Name

deflazacort

SMILES

[H][C@@]12C[C@@]3([H])[C@]4([H])CCC5=CC(=O)C=C[C@]5(C)[C@@]4([H])[C@@]([H])(O)C[C@]3(C)[C@@]1(N=C(C)O2)C(=O)COC(C)=O

InChI Identifier

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

InChI Key

FBHSPRKOSMHSIF-GRMWVWQJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Gluco/mineralocorticoids, progestogins and derivatives

Alternative Parents

Substituents

Progestogin-skeleton
20-oxosteroid
3-oxo-delta-1,4-steroid
3-oxosteroid
Hydroxysteroid
Oxosteroid
11-beta-hydroxysteroid
11-hydroxysteroid
Delta-1,4-steroid
Alpha-acyloxy ketone
Cyclic alcohol
Oxazoline
Carboxylic acid ester
Imido ester
Ketone
Cyclic ketone
Secondary alcohol
Organoheterocyclic compound
Azacycle
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organooxygen compound
Organopnictogen compound
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organonitrogen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.018 g/L	ALOGPS
logP	2.56	ALOGPS
logP	1.8	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	14.74	ChemAxon
pKa (Strongest Basic)	0.48	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	102.26 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	117.12 m³·mol⁻¹	ChemAxon
Polarizability	46.79 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00dl-1005900000-3269cff374a2954e2555	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0233-0319200000-52137916f68f8bce34dd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01po-9654100000-439b1a927404a63289df	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052f-9003600000-e9ed79081d33a5206eb6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-9003100000-656f0ff27bebb8fe21c0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-9001000000-99a65a6afd03d33e9457	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
656.0	Log mg/kg	[370:1200]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
309	Corticosteroids	Healthcare, pharmaceuticals & veterinary products	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available

Pathways

2 pathways

Deflazacort Action Pathway

Deflazacort Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	14.6357
Click to view 3D structure	Mineralocorticoid receptor	P08235	Humans	Predicted (SEA)	9.34191
Click to view 3D structure	Glucocorticoid receptor	P06536	Rattus norvegicus	Predicted (SEA)	3.73676
Click to view 3D structure	Progesterone receptor	P06401	Humans	Predicted (SEA)	16.6597
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	47.7994
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	11.2103
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	12.6894
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	39.7031
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	22.0313
Click to view 3D structure	Glucocorticoid receptor	P06537	Mus musculus	Predicted (SEA)	3.89246
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	63.525
Click to view 3D structure	Tyrosine aminotransferase	P04694	Rattus norvegicus	Predicted (SEA)	1.71268
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	23.8219
Click to view 3D structure	Nuclear receptor subfamily 1 group I member 2	Q9R1A7	Rattus norvegicus	Predicted (SEA)	2.17978
Click to view 3D structure	Interstitial collagenase	P03956	Humans	Predicted (SEA)	601.852
Click to view 3D structure	G-protein coupled bile acid receptor 1	Q8TDU6	Humans	Predicted (SEA)	77.2264
Click to view 3D structure	Bile salt export pump	O95342	Humans	Predicted (SEA)	159.28
Click to view 3D structure	ATP-dependent clpX-like chaperone, mitochondrial	O76031	Humans	Predicted (SEA)	3.26967
Click to view 3D structure	Protein kinase C delta type	Q05655	Humans	Predicted (SEA)	2465.95
Click to view 3D structure	Rho-associated protein kinase 2	O75116	Humans	Predicted (SEA)	3057.84
Click to view 3D structure	RAC-alpha serine/threonine-protein kinase	P31749	Humans	Predicted (SEA)	2989.18
Click to view 3D structure	cAMP-dependent protein kinase catalytic subunit alpha	P17612	Humans	Predicted (SEA)	2859.56
Click to view 3D structure	11-beta-hydroxysteroid dehydrogenase type 2	P80365	Humans	Predicted (SEA)	22.4984
Click to view 3D structure	Protein kinase C eta type	P24723	Humans	Predicted (SEA)	710.53
Click to view 3D structure	Protein kinase C alpha type	P17252	Humans	Predicted (SEA)	1041.16