Desonide (CED0010142)

Record Information
Version1.0
Creation Date2016-05-22 05:56:07 UTC
Update Date2026-05-14 16:59:11 UTC
Accession NumberCHEM019230
Identification
Common NameDesonide
ClassSmall Molecule
Description
Desonide is an organic compound with the chemical formula C24H32O6 and an average molecular weight of 416.51 g/mol. Desonide belongs to the hydroxysteroids, a subclass of steroids and steroid derivatives within the organic compounds. This compound is found in or released from six recorded sources. These include healthcare, pharmaceuticals, and veterinary products, specifically as antiinflammatory agents, corticosteroids, and corticosteroids in combinations with antiseptics. It is also associated with household cleaning and consumer products, such as other smoking requisites and non electric simulated smoking devices, as well as building and construction materials, specifically floors. The recorded route of exposure for this substance is topical. At the molecular level, desonide interacts with four recorded protein targets. It acts as an agonist or modulator of the glucocorticoid receptor (NR3C1). Additionally, it targets several steroid hormone receptors, including the estrogen-related receptor gamma (ESRRG), steroid hormone receptor ERR1 (ESRRA), and steroid hormone receptor ERR2 (ESRRB).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
11beta,21-Dihydroxy-16alpha,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dioneChEBI
11beta,21-Dihydroxy-16alpha,17-isopropylidenedioxypregna-1,4-diene-3,20-dioneChEBI
11beta,21-Dihydroxy-16alpha,17alpha-isopropylidenedioxypregna-1,4-diene-3,20-dioneChEBI
16alpha,17alpha-IsopropylidenedioxyprednisoloneChEBI
16alpha-Hydroxyprednisole-16,17-acetonideChEBI
16alpha-Hydroxyprednisolone-16alpha,17-acetonideChEBI
Desfluorotriamcinolone acetonideChEBI
DesonidaChEBI
DesonidumChEBI
DesowenKegg
VerdesoKegg
11b,21-Dihydroxy-16a,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dioneGenerator
11Β,21-dihydroxy-16α,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dioneGenerator
11b,21-Dihydroxy-16a,17-isopropylidenedioxypregna-1,4-diene-3,20-dioneGenerator
11Β,21-dihydroxy-16α,17-isopropylidenedioxypregna-1,4-diene-3,20-dioneGenerator
11b,21-Dihydroxy-16a,17a-isopropylidenedioxypregna-1,4-diene-3,20-dioneGenerator
11Β,21-dihydroxy-16α,17α-isopropylidenedioxypregna-1,4-diene-3,20-dioneGenerator
16a,17a-IsopropylidenedioxyprednisoloneGenerator
16Α,17α-isopropylidenedioxyprednisoloneGenerator
16a-Hydroxyprednisole-16,17-acetonideGenerator
16Α-hydroxyprednisole-16,17-acetonideGenerator
16a-Hydroxyprednisolone-16a,17-acetonideGenerator
16Α-hydroxyprednisolone-16α,17-acetonideGenerator
CS Brand OF desonideHMDB
Clay park brand OF desonideHMDB
Clay-park brand OF desonideHMDB
DesoneHMDB
Owen brand OF desonideHMDB
Pierre fabre brand OF desonideHMDB
PrednacinoloneHMDB
LocapredHMDB
Bayer brand OF desonideHMDB
DesocortHMDB
Galderma brand OF desonideHMDB
TridesilonHMDB
Alcon brand OF desonideHMDB
LocatopHMDB
TridésonitHMDB
Chemical FormulaC24H32O6
Average Molecular Mass416.507 g/mol
Monoisotopic Mass416.220 g/mol
CAS Registry Number638-94-8
IUPAC Name(1S,2S,4R,8S,9S,11S,12S,13R)-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosa-14,17-dien-16-one
Traditional Namedesonide
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(OC(C)(C)O2)C(=O)CO
InChI IdentifierInChI=1S/C24H32O6/c1-21(2)29-19-10-16-15-6-5-13-9-14(26)7-8-22(13,3)20(15)17(27)11-23(16,4)24(19,30-21)18(28)12-25/h7-9,15-17,19-20,25,27H,5-6,10-12H2,1-4H3/t15-,16-,17-,19+,20+,22-,23-,24+/m0/s1
InChI KeyWBGKWQHBNHJJPZ-LECWWXJVSA-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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassHydroxysteroids
Direct Parent21-hydroxysteroids
Alternative Parents
Substituents
  • Progestogin-skeleton
  • 21-hydroxysteroid
  • 20-oxosteroid
  • Pregnane-skeleton
  • 3-oxosteroid
  • 3-oxo-delta-1,4-steroid
  • 11-hydroxysteroid
  • 11-beta-hydroxysteroid
  • Oxosteroid
  • Delta-1,4-steroid
  • Ketal
  • Alpha-hydroxy ketone
  • Cyclic alcohol
  • Meta-dioxolane
  • Ketone
  • Cyclic ketone
  • Secondary alcohol
  • Organoheterocyclic compound
  • Acetal
  • Oxacycle
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Alcohol
  • Primary alcohol
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.059 g/LALOGPS
logP2.31ALOGPS
logP1.9ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)13.74ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area93.06 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity112.06 m³·mol⁻¹ChemAxon
Polarizability44.77 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-1010-3976200000-f6fe91c3f6e1365460e0Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0002-1322290000-ed65da94a16ea8d282b8Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0379100000-ee5f1aa232b895cc8a74Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014j-0019700000-4b90165d1720da2dcb13Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00ba-0691000000-a291a5e5b48f70b21484Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00fs-0980000000-ce0f5020a7383964602cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00fs-0980000000-d5fc2b90862fc768b7a3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-022a-0950000000-d107ce3ea012b63f1e9dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00ba-0691000000-9d1cb8293555267de276Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014j-0009700000-2ff3022b6d9757fe6d2eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-022a-0950000000-567e7222d689a6ba4f2aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00kb-0009300000-381266819e0718da2c65Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0012-1239100000-2848d31b541eb54c528eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-003u-3695000000-6a5d18e6ff0bf2660ce0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-066r-1009500000-33a21037e1c48d759b5cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ap1-2009100000-dc7e51ab40c954183d93Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-6019000000-4eeec2b74341fe6b899dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0007900000-3a3d635b906401470501Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4j-0549200000-c7c28b789f234010289aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05fr-1892000000-2a236ee665b2a3ab0e0aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0000900000-9a890c6be382e03ff0e6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0009300000-b03e8f7ec259d57e6dccNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-052f-9375100000-3d5b56df2fa285f82123Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
238.0Log mg/kg[130:420]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
309CorticosteroidsHealthcare, pharmaceuticals & veterinary productsNot Available
310Corticosteroids, combinations with antisepticsHealthcare, pharmaceuticals & veterinary productsNot Available
396Antiinflammatory agentsHealthcare, pharmaceuticals & veterinary productsNot Available
497FloorsBuilding & ConstructionNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
616Face Mask CosmeticsPersonal care & cosmeticsNot Available
Pathways
2 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Cytochrome P450 3A4 structureClick to view 3D structureCytochrome P450 3A4P08684HumansPredicted (SEA)5418.77
Click to view 3D structureFatty acid-binding protein, liverP02692Rattus norvegicusPredicted (SEA)16.504
Glucocorticoid receptor structureClick to view 3D structureGlucocorticoid receptorP04150HumansPredicted (SEA)3.34752
Mineralocorticoid receptor structureClick to view 3D structureMineralocorticoid receptorP08235HumansPredicted (SEA)2.02408
Click to view 3D structureGlucocorticoid receptorP06536Rattus norvegicusPredicted (SEA)0.778492
Progesterone receptor structureClick to view 3D structureProgesterone receptorP06401HumansPredicted (SEA)4.67095
Click to view 3D structureProgesterone receptorQ690N0Bos taurusPredicted (SEA)1.63483
Estrogen receptor structureClick to view 3D structureEstrogen receptorP03372HumansPredicted (SEA)13.3122
Click to view 3D structureAndrogen receptorP15207Rattus norvegicusPredicted (SEA)9.57545
Corticosteroid-binding globulin structureClick to view 3D structureCorticosteroid-binding globulinP08185HumansPredicted (SEA)5.99439
Estrogen receptor beta structureClick to view 3D structureEstrogen receptor betaQ92731HumansPredicted (SEA)12.3002
Androgen receptor structureClick to view 3D structureAndrogen receptorP10275HumansPredicted (SEA)33.7866
Click to view 3D structureGlucocorticoid receptorP06537Mus musculusPredicted (SEA)2.56902
Sex hormone-binding globulin structureClick to view 3D structureSex hormone-binding globulinP04278HumansPredicted (SEA)15.1806
Click to view 3D structureTyrosine aminotransferaseP04694Rattus norvegicusPredicted (SEA)1.08989
Click to view 3D structureNuclear receptor subfamily 1 group I member 2Q9R1A7Rattus norvegicusPredicted (SEA)0.700643
Interstitial collagenase structureClick to view 3D structureInterstitial collagenaseP03956HumansPredicted (SEA)244.68
Bile salt export pump structureClick to view 3D structureBile salt export pumpO95342HumansPredicted (SEA)40.0924
G-protein coupled bile acid receptor 1 structureClick to view 3D structureG-protein coupled bile acid receptor 1Q8TDU6HumansPredicted (SEA)49.4343
Click to view 3D structureSolute carrier family 22 member 3O88446Rattus norvegicusPredicted (SEA)11.366
Pyruvate carboxylase, mitochondrial structureClick to view 3D structurePyruvate carboxylase, mitochondrialP11498HumansPredicted (SEA)1.40129
Matrix metalloproteinase-9 structureClick to view 3D structureMatrix metalloproteinase-9P14780HumansPredicted (SEA)1022.94
Disintegrin and metalloproteinase domain-containing protein 17 structureClick to view 3D structureDisintegrin and metalloproteinase domain-containing protein 17P78536HumansPredicted (SEA)819.674
Click to view 3D structure11-beta-hydroxysteroid dehydrogenase type 2P80365HumansPredicted (SEA)23.0434
Click to view 3D structureSolute carrier organic anion transporter family member 1A1P46720Rattus norvegicusPredicted (SEA)17.049
Concentrations
Not Available
External Links
DrugBank IDDB01260
HMDB IDHMDB0015389
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkDesonide
Chemspider ID4470603
ChEBI ID204734
PubChem Compound ID5311066
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=3783574
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=6827553
3. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
4. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10.
5. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20.
6. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
7. The lipid handbook with CD-ROM