Desonide (CHEM019230)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:56:07 UTC
Update Date2026-03-31 19:13:30 UTC
Accession NumberCHEM019230
Identification
Common NameDesonide
ClassSmall Molecule
DescriptionTriamcinolone acetonide with hydrogen instead of the fluorine substituent at position 9. A corticosteroid anti-inflammatory, it is used topically as a cream, ointment or lotion for the treatment of various skin disorders.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
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
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot 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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-1010-3976200000-f6fe91c3f6e1365460e0Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0002-1322290000-ed65da94a16ea8d282b8Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0002-0379100000-ee5f1aa232b895cc8a74Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-014j-0019700000-4b90165d1720da2dcb13Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-00ba-0691000000-a291a5e5b48f70b21484Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-00fs-0980000000-ce0f5020a7383964602cSpectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-00fs-0980000000-d5fc2b90862fc768b7a3Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-022a-0950000000-d107ce3ea012b63f1e9dSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-00ba-0691000000-9d1cb8293555267de276Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-014j-0009700000-2ff3022b6d9757fe6d2eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-022a-0950000000-567e7222d689a6ba4f2aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kb-0009300000-381266819e0718da2c65Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0012-1239100000-2848d31b541eb54c528eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-003u-3695000000-6a5d18e6ff0bf2660ce0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-066r-1009500000-33a21037e1c48d759b5cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ap1-2009100000-dc7e51ab40c954183d93Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-6019000000-4eeec2b74341fe6b899dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0007900000-3a3d635b906401470501Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4j-0549200000-c7c28b789f234010289aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05fr-1892000000-2a236ee665b2a3ab0e0aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0000900000-9a890c6be382e03ff0e6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0009300000-b03e8f7ec259d57e6dccSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9375100000-3d5b56df2fa285f82123Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
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