ContaminantDB: Desoximetasone

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 05:15:52 UTC

Update Date

2026-04-13 20:33:13 UTC

Accession Number

CHEM018457

Identification

Common Name

Desoximetasone

Class

Small Molecule

Description

Dexamethasone in which the hydroxy group at the 17alpha position is substituted by hydrogen. A synthetic corticosteroid with glucocorticoid activity, it is used as an anti-inflammatory and anti-pruritic in the treatment of various skin disorders, including skin allergies and psoriasis.

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

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

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

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	1	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	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-05o0-0912000000-a19399cef0d27c3594e6	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0a4i-2943160000-a934ab87ed20665cae69	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-000i-0859000000-a10700f328db7dc715b5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-00di-2940000000-d3344c1ae6eb70791755	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-000i-0859000000-a10700f328db7dc715b5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-00di-2940000000-d3344c1ae6eb70791755	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-007a-0943000000-d694148b80e27bf50378	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-056r-0097000000-b71d36aa7a284e10054e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-056r-0009000000-d0e87553c50e0a0145c1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6s-0109000000-07696481bbb48e48679f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0kft-3498000000-c406362cf63dd705c638	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0009000000-518050b225f1b7caa912	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a6r-1009000000-bb5c7b442c44ba33b8cd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0pba-4149000000-be3ea39b760207659651	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0009000000-ae9873238f7091a31d62	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014j-0009000000-ac020326894ee4a95c54	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-016s-0019000000-1ae4ef032615d49ca33a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0009000000-ccab12f64a156f1a5595	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-06fr-0329000000-c25e09b1c9425ea3a7fa	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05g0-0794000000-aa7e0b33c97c418bc479	Spectrum