Diflorasone (CED0016303)

Record Information

Version

1.0

Creation Date

2016-05-25 18:19:08 UTC

Update Date

2026-05-14 16:24:46 UTC

Accession Number

CHEM022072

Identification

Common Name

Diflorasone

Class

Small Molecule

Description

Diflorasone is an organic compound with the formula C22H28F2O5 and an average molecular weight of 410.45 g/mol. Diflorasone belongs to the hydroxysteroids, a subclass of steroids and steroid derivatives within the organic compounds. It is identified as a lipid and lipid-like molecule. This compound is found in or released from two recorded sources: corticosteroids used in healthcare, pharmaceuticals, and veterinary products, as well as other smoking requisites within household cleaning and consumer products. The recorded route of exposure for diflorasone is topical. In terms of biological activity, the compound acts on two recorded protein targets, serving as an agonist or inhibitor of the glucocorticoid receptor (NR3C1) and phospholipase A2 (PLA2G1B).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(6alpha,11beta,16beta)-6,9-Difluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione	ChEBI
Diflorasona	ChEBI
Diflorasonum	ChEBI
Murode	Kegg
(6a,11b,16b)-6,9-Difluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione	Generator
(6Α,11β,16β)-6,9-difluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione	Generator
Diflorasone diacetate	HMDB
Maxiflor	HMDB
Dermik brand 3 OF diflorasone diacetate	HMDB
Psorcon	HMDB
Rhône-poulenc rorer brand OF diflorasone diacetate	HMDB
Florone	HMDB
Allergan brand OF diflorasone diacetate	HMDB
Dermik brand 1 OF diflorasone diacetate	HMDB
Dermik brand 2 OF diflorasone diacetate	HMDB
Flutone	HMDB
Galderma brand OF diflorasone diacetate	HMDB
Psorcon e	HMDB

Chemical Formula

C₂₂H₂₈F₂O₅

Average Molecular Mass

410.452 g/mol

Monoisotopic Mass

410.190 g/mol

CAS Registry Number

2557-49-5

IUPAC Name

(1R,2S,8S,10S,11S,13S,14R,15S,17S)-1,8-difluoro-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-5-one

Traditional Name

apexicon e

SMILES

[H][C@@]12C[C@H](C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C

InChI Identifier

InChI=1S/C22H28F2O5/c1-11-6-13-14-8-16(23)15-7-12(26)4-5-19(15,2)21(14,24)17(27)9-20(13,3)22(11,29)18(28)10-25/h4-5,7,11,13-14,16-17,25,27,29H,6,8-10H2,1-3H3/t11-,13-,14-,16-,17-,19-,20-,21-,22-/m0/s1

InChI Key

WXURHACBFYSXBI-XHIJKXOTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

21-hydroxysteroids

Alternative Parents

Substituents

Progestogin-skeleton
21-hydroxysteroid
Pregnane-skeleton
20-oxosteroid
3-oxo-delta-1,4-steroid
3-oxosteroid
17-hydroxysteroid
11-hydroxysteroid
11-beta-hydroxysteroid
9-halo-steroid
6-halo-steroid
Halo-steroid
Oxosteroid
Delta-1,4-steroid
Alpha-hydroxy ketone
Cyclic alcohol
Tertiary alcohol
Ketone
Halohydrin
Fluorohydrin
Secondary alcohol
Cyclic ketone
Organofluoride
Alcohol
Primary alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Alkyl halide
Alkyl fluoride
Organooxygen compound
Organohalogen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

11beta-hydroxy steroid (CHEBI:59750 )
17alpha-hydroxy steroid (CHEBI:59750 )
glucocorticoid (CHEBI:59750 )
20-oxo steroid (CHEBI:59750 )
fluorinated steroid (CHEBI:59750 )
3-oxo-Delta(1),Delta(4)-steroid (CHEBI:59750 )
21-hydroxy steroid (CHEBI:59750 )

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	0.085 g/L	ALOGPS
logP	1.91	ALOGPS
logP	1.34	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	12.42	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	102.32 m³·mol⁻¹	ChemAxon
Polarizability	40.95 Å³	ChemAxon
Number of Rings	4	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 GC-MS	Predicted GC-MS Spectrum	splash10-0k9f-3926000000-1a2cb2004e40294cb240	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-08fr-1514119000-aca74385cb652618e456	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03dl-0009300000-4e0a2d6cec87cc743396	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-06u6-0119100000-cfc104618dde59580836	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05r9-1097000000-8284008adc103411e662	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0008900000-ed0c57fd99db708ddf46	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-1009100000-24d8d15a9bf87abb6d2b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-7309000000-cc7e650f71665578d80c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03dl-0009500000-e4befd047caf26d3e115	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0gx0-0019200000-793f99ee4feebfcdf6cf	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-4491000000-e88ecf80172a243dddc9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fai-0009000000-fd320de676975e28774e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ufs-0009000000-0adeb57f63538bd83d50	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0feb-1009000000-31967f9aa8f7c52a287f	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
534.0	Log mg/kg	[300:950]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
233	Brushes	Personal care & cosmetics	Not Available
309	Corticosteroids	Healthcare, pharmaceuticals & veterinary products	Not Available
560	Other Smoking Requisites	Household cleaning & consumer products	Not Available

Pathways

2 pathways

Diflorasone Action Pathway

Diflorasone Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	1.40129
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	0.467095
Click to view 3D structure	Progesterone receptor	P06401	Humans	Predicted (SEA)	2.33548
Click to view 3D structure	Tyrosine aminotransferase	P04694	Rattus norvegicus	Predicted (SEA)	0.155698
Click to view 3D structure	Nuclear receptor subfamily 1 group I member 2	Q9R1A7	Rattus norvegicus	Predicted (SEA)	0.0778492
Click to view 3D structure	Glucocorticoid receptor	P06536	Rattus norvegicus	Predicted (SEA)	2.64687
Click to view 3D structure	Mineralocorticoid receptor	P08235	Humans	Predicted (SEA)	7.23998
Click to view 3D structure	Interstitial collagenase	P03956	Humans	Predicted (SEA)	38.3797
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	8.71911
Click to view 3D structure	Pyruvate carboxylase, mitochondrial	P11498	Humans	Predicted (SEA)	0.155698
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	33.4752
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	45.1525
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	83.2987
Click to view 3D structure	Bile salt export pump	O95342	Humans	Predicted (SEA)	40.4816
Click to view 3D structure	Protein kinase C delta type	Q05655	Humans	Predicted (SEA)	1332.86
Click to view 3D structure	Protein kinase C eta type	P24723	Humans	Predicted (SEA)	278.0
Click to view 3D structure	Phospholipase A2, membrane associated	P14555	Humans	Predicted (SEA)	39.3917
Click to view 3D structure	Protein kinase C epsilon type	Q02156	Humans	Predicted (SEA)	452.382
Click to view 3D structure	Protein kinase C alpha type	P17252	Humans	Predicted (SEA)	480.408
Click to view 3D structure	Inhibitor of nuclear factor kappa-B kinase subunit beta	O14920	Humans	Predicted (SEA)	1279.3
Click to view 3D structure	RAC-alpha serine/threonine-protein kinase	P31749	Humans	Predicted (SEA)	2275.61
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	26.2352
Click to view 3D structure	cAMP-dependent protein kinase catalytic subunit alpha	P17612	Humans	Predicted (SEA)	2343.65
Click to view 3D structure	Rho-associated protein kinase 2	O75116	Humans	Predicted (SEA)	2567.7
Click to view 3D structure	Rho-associated protein kinase 1	Q13464	Humans	Predicted (SEA)	2602.27