Desoximetasone (CED0013113)

Record Information

Version

1.0

Creation Date

2016-05-22 05:15:52 UTC

Update Date

2026-08-21 22:47:53 UTC

Accession Number

CHEM018457

Identification

Common Name

Desoximetasone

Class

Small Molecule

Description

Desoximetasone is an organic compound with the chemical formula C22H29FO4 and an average molecular weight of 376.46 g/mol. Desoximetasone belongs to the hydroxysteroids, a subclass of steroids and steroid derivatives within the organic compounds. This substance is categorized under the superclass of lipids and lipid-like molecules. The compound is found in or released from two recorded sources: antennas within electrical and electronic equipment, and corticosteroids used in healthcare, pharmaceuticals, and veterinary products. The recorded route of exposure for this compound is topical. Desoximetasone interacts with four recorded protein targets, acting as an agonist or modulator of the glucocorticoid receptor (NR3C1), the steroid hormone receptor ERR1 (ESRRA), the steroid hormone receptor ERR2 (ESRRB), and the estrogen-related receptor gamma (ESRRG).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(11beta,16alpha)-9-Fluoro-11,21-dihydroxy-16-methylpregna-1,4-diene-3,20-dione	ChEBI
9alpha-Fluoro-16alpha-methyl-Delta(1)-corticosterone	ChEBI
Desoximetasona	ChEBI
Desoximetasonum	ChEBI
Desoxymethasone	ChEBI
Topicort	Kegg
(11b,16a)-9-Fluoro-11,21-dihydroxy-16-methylpregna-1,4-diene-3,20-dione	Generator
(11Β,16α)-9-fluoro-11,21-dihydroxy-16-methylpregna-1,4-diene-3,20-dione	Generator
9a-Fluoro-16a-methyl-delta(1)-corticosterone	Generator
9Α-fluoro-16α-methyl-δ(1)-corticosterone	Generator
9a-Fluoro-16a-methyl-δ(1)-corticosterone	HMDB
Desoxi	HMDB
Hoechst brand OF desoximetasone	HMDB
Ibaril	HMDB
Optipharma brand OF desoximetasone	HMDB
Topicorte	HMDB
Topisolon	HMDB
17-Desoxymethasone	HMDB
Abbott brand OF desoximetasone	HMDB
Medicis brand OF desoximetasone	HMDB
Stiedex	HMDB
17 Desoxymethasone	HMDB
Deoxydexamethasone	HMDB
Dermik brand OF desoximetasone	HMDB
Stiefel brand OF desoximetasone	HMDB
Aventis brand OF desoximetasone	HMDB
Bipharma brand OF desoximetasone	HMDB
Flubason	HMDB

Chemical Formula

C₂₂H₂₉FO₄

Average Molecular Mass

376.462 g/mol

Monoisotopic Mass

376.205 g/mol

CAS Registry Number

382-67-2

IUPAC Name

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

Traditional Name

desoximetasone

SMILES

[H][C@@]12C[C@@H](C)[C@H](C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C

InChI Identifier

InChI=1S/C22H29FO4/c1-12-8-16-15-5-4-13-9-14(25)6-7-21(13,3)22(15,23)18(27)10-20(16,2)19(12)17(26)11-24/h6-7,9,12,15-16,18-19,24,27H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,18+,19-,20+,21+,22+/m1/s1

InChI Key

VWVSBHGCDBMOOT-IIEHVVJPSA-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

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

11beta-hydroxy steroid (CHEBI:691037 )
glucocorticoid (CHEBI:691037 )
20-oxo steroid (CHEBI:691037 )
fluorinated steroid (CHEBI:691037 )
3-oxo-Delta(1),Delta(4)-steroid (CHEBI:691037 )
21-hydroxy steroid (CHEBI:691037 )

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	0.031 g/L	ALOGPS
logP	2.13	ALOGPS
logP	2.35	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	13.44	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	101.17 m³·mol⁻¹	ChemAxon
Polarizability	40.09 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	splash10-05o0-0912000000-a19399cef0d27c3594e6	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0a4i-2943160000-a934ab87ed20665cae69	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000i-0859000000-a10700f328db7dc715b5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-2940000000-d3344c1ae6eb70791755	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000i-0859000000-a10700f328db7dc715b5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-2940000000-d3344c1ae6eb70791755	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-007a-0943000000-d694148b80e27bf50378	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-056r-0097000000-b71d36aa7a284e10054e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-056r-0009000000-d0e87553c50e0a0145c1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a6s-0109000000-07696481bbb48e48679f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0kft-3498000000-c406362cf63dd705c638	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0009000000-518050b225f1b7caa912	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a6r-1009000000-bb5c7b442c44ba33b8cd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0pba-4149000000-be3ea39b760207659651	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0009000000-ae9873238f7091a31d62	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014j-0009000000-ac020326894ee4a95c54	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-016s-0019000000-1ae4ef032615d49ca33a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0009000000-ccab12f64a156f1a5595	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-06fr-0329000000-c25e09b1c9425ea3a7fa	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05g0-0794000000-aa7e0b33c97c418bc479	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
694.0	Log mg/kg	[390:1200]	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
506	Antennas	Electrical & Electronic Equipment	Not Available

Pathways

2 pathways

Desoximetasone Action Pathway

Desoximetasone Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	0.700643
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	0.233548
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	Progesterone receptor	P06401	Humans	Predicted (SEA)	4.67095
Click to view 3D structure	Glucocorticoid receptor	P06536	Rattus norvegicus	Predicted (SEA)	1.71268
Click to view 3D structure	Interstitial collagenase	P03956	Humans	Predicted (SEA)	26.858
Click to view 3D structure	Mineralocorticoid receptor	P08235	Humans	Predicted (SEA)	10.821
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	13.3901
Click to view 3D structure	Pyruvate carboxylase, mitochondrial	P11498	Humans	Predicted (SEA)	0.233548
Click to view 3D structure	Bile salt export pump	O95342	Humans	Predicted (SEA)	8.32987
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	39.0803
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	80.4961
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	17.1268
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	22.4206
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	116.93
Click to view 3D structure	Solute carrier family 22 member 3	O88446	Rattus norvegicus	Predicted (SEA)	10.1982
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	3354.6
Click to view 3D structure	Phospholipase A2, membrane associated	P14555	Humans	Predicted (SEA)	61.968
Click to view 3D structure	Protein kinase C eta type	P24723	Humans	Predicted (SEA)	420.619
Click to view 3D structure	Protein kinase C delta type	Q05655	Humans	Predicted (SEA)	2078.5
Click to view 3D structure	cAMP-dependent protein kinase catalytic subunit alpha	P17612	Humans	Predicted (SEA)	2585.53
Click to view 3D structure	Rho-associated protein kinase 2	O75116	Humans	Predicted (SEA)	2822.73
Click to view 3D structure	Rho-associated protein kinase 1	Q13464	Humans	Predicted (SEA)	2850.76
Click to view 3D structure	RAC-alpha serine/threonine-protein kinase	P31749	Humans	Predicted (SEA)	2716.0