diflucortolone (CED0015077)

Record Information

Version

1.0

Creation Date

2016-06-03 10:52:12 UTC

Update Date

2026-05-14 19:02:29 UTC

Accession Number

CHEM043388

Identification

Common Name

diflucortolone

Class

Small Molecule

Description

Diflucortolone is an organic compound with the formula C22H28F2O4 and an average molecular weight of 394.46 g/mol. It belongs to the hydroxysteroids, a subclass of steroids and steroid derivatives within the organic compounds. This compound is found in or released from two recorded sources: healthcare, pharmaceuticals & veterinary products, specifically corticosteroids and corticosteroids combined with antiseptics. The recorded route of exposure for diflucortolone is topical. Regarding its biological activity, two protein targets have been recorded: the glucocorticoid receptor (NR3C1) and the binder/inducer of Annexin A3 (ANXA3).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₂H₂₈F₂O₄

Average Molecular Mass

394.459 g/mol

Monoisotopic Mass

394.196 g/mol

CAS Registry Number

2607-06-9

IUPAC Name

(1R,8S,13R)-1,8-difluoro-17-hydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-5-one

Traditional Name

(1R,8S,13R)-1,8-difluoro-17-hydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-5-one

SMILES

[H][C@@]1(C)CC2([H])C3([H])C[C@]([H])(F)C4=CC(=O)C=CC4(C)[C@@]3(F)C([H])(O)CC2(C)C1([H])C(=O)CO

InChI Identifier

InChI=1S/C22H28F2O4/c1-11-6-13-14-8-16(23)15-7-12(26)4-5-21(15,3)22(14,24)18(28)9-20(13,2)19(11)17(27)10-25/h4-5,7,11,13-14,16,18-19,25,28H,6,8-10H2,1-3H3/t11-,13?,14?,16+,18?,19?,20?,21?,22+/m1/s1

InChI Key

OGPWIDANBSLJPC-KSXGCUBKSA-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
11-hydroxysteroid
Oxosteroid
9-halo-steroid
6-halo-steroid
Halo-steroid
Delta-1,4-steroid
Alpha-hydroxy ketone
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Fluorohydrin
Halohydrin
Ketone
Primary alcohol
Alcohol
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Alkyl halide
Organooxygen compound
Organofluoride
Organohalogen compound
Alkyl fluoride
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	0.045 g/L	ALOGPS
logP	2.22	ALOGPS
logP	2.01	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	13.39	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	100.99 m³·mol⁻¹	ChemAxon
Polarizability	40.04 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 LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-002b-0009000000-3c64e627d0d24a27cbce	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0691-0109000000-747340246a3b13249aa5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-066r-1119000000-dafedac2f1e2a1084742	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0009000000-5edb33d2e9dfffbbc15b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-06vm-1009000000-1181a22b927ea11d3a03	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0aor-3309000000-69259f3328809282b1a5	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
274.0	Log mg/kg	[150:490]	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
310	Corticosteroids, combinations with antiseptics	Healthcare, pharmaceuticals & veterinary products	Not Available

Pathways

1 pathway

Difluocortolone Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	4.51525
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	0.856341
Click to view 3D structure	Progesterone receptor	P06401	Humans	Predicted (SEA)	12.6116
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	Tyrosine aminotransferase	P04694	Rattus norvegicus	Predicted (SEA)	0.544945
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	17.5161
Click to view 3D structure	Mineralocorticoid receptor	P08235	Humans	Predicted (SEA)	22.2649
Click to view 3D structure	Glucocorticoid receptor	P06536	Rattus norvegicus	Predicted (SEA)	7.47353
Click to view 3D structure	Interstitial collagenase	P03956	Humans	Predicted (SEA)	145.344
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	68.4295
Click to view 3D structure	Pyruvate carboxylase, mitochondrial	P11498	Humans	Predicted (SEA)	0.778492
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	235.65
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	222.026
Click to view 3D structure	Bile salt export pump	O95342	Humans	Predicted (SEA)	177.263
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	27.6365
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	38.5354
Click to view 3D structure	Solute carrier family 22 member 3	O88446	Rattus norvegicus	Predicted (SEA)	20.4743
Click to view 3D structure	Protein kinase C eta type	P24723	Humans	Predicted (SEA)	2659.72
Click to view 3D structure	Nuclear receptor subfamily 1 group I member 2	O75469	Humans	Predicted (SEA)	2234.12
Click to view 3D structure	Phospholipase A2, membrane associated	P14555	Humans	Predicted (SEA)	844.742
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	7291.75
Click to view 3D structure	Solute carrier organic anion transporter family member 1B1	Q9Y6L6	Humans	Predicted (SEA)	1267.23
Click to view 3D structure	G-protein coupled bile acid receptor 1	Q8TDU6	Humans	Predicted (SEA)	960.114
Click to view 3D structure	Protein kinase C delta type	Q05655	Humans	Predicted (SEA)	6179.2
Click to view 3D structure	Inhibitor of nuclear factor kappa-B kinase subunit beta	O14920	Humans	Predicted (SEA)	5744.42