ContaminantDB: Desonide

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

Record Information

Version

1.0

Creation Date

2016-05-22 05:56:07 UTC

Update Date

2016-11-09 01:15:57 UTC

Accession Number

CHEM019230

Identification

Common Name

Desonide

Class

Small Molecule

Description

Triamcinolone 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 Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
11beta,21-Dihydroxy-16alpha,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dione	ChEBI
11beta,21-Dihydroxy-16alpha,17-isopropylidenedioxypregna-1,4-diene-3,20-dione	ChEBI
11beta,21-Dihydroxy-16alpha,17alpha-isopropylidenedioxypregna-1,4-diene-3,20-dione	ChEBI
16alpha,17alpha-Isopropylidenedioxyprednisolone	ChEBI
16alpha-Hydroxyprednisole-16,17-acetonide	ChEBI
16alpha-Hydroxyprednisolone-16alpha,17-acetonide	ChEBI
Desfluorotriamcinolone acetonide	ChEBI
Desonida	ChEBI
Desonidum	ChEBI
Desowen	Kegg
Verdeso	Kegg
11b,21-Dihydroxy-16a,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dione	Generator
11Β,21-dihydroxy-16α,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dione	Generator
11b,21-Dihydroxy-16a,17-isopropylidenedioxypregna-1,4-diene-3,20-dione	Generator
11Β,21-dihydroxy-16α,17-isopropylidenedioxypregna-1,4-diene-3,20-dione	Generator
11b,21-Dihydroxy-16a,17a-isopropylidenedioxypregna-1,4-diene-3,20-dione	Generator
11Β,21-dihydroxy-16α,17α-isopropylidenedioxypregna-1,4-diene-3,20-dione	Generator
16a,17a-Isopropylidenedioxyprednisolone	Generator
16Α,17α-isopropylidenedioxyprednisolone	Generator
16a-Hydroxyprednisole-16,17-acetonide	Generator
16Α-hydroxyprednisole-16,17-acetonide	Generator
16a-Hydroxyprednisolone-16a,17-acetonide	Generator
16Α-hydroxyprednisolone-16α,17-acetonide	Generator
CS Brand OF desonide	HMDB
Clay park brand OF desonide	HMDB
Clay-park brand OF desonide	HMDB
Desone	HMDB
Owen brand OF desonide	HMDB
Pierre fabre brand OF desonide	HMDB
Prednacinolone	HMDB
Locapred	HMDB
Bayer brand OF desonide	HMDB
Desocort	HMDB
Galderma brand OF desonide	HMDB
Tridesilon	HMDB
Alcon brand OF desonide	HMDB
Locatop	HMDB
Tridésonit	HMDB

Chemical Formula

C₂₄H₃₂O₆

Average Molecular Mass

416.507 g/mol

Monoisotopic Mass

416.220 g/mol

CAS Registry Number

638-94-8

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 Name

desonide

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 Identifier

InChI=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 Key

WBGKWQHBNHJJPZ-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.

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
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 Framework

Aliphatic heteropolycyclic compounds

External Descriptors

11beta-hydroxy steroid (CHEBI:204734 )
cyclic ketal (CHEBI:204734 )
20-oxo steroid (CHEBI:204734 )
3-oxo-Delta(1),Delta(4)-steroid (CHEBI:204734 )
corticosteroid (CHEBI:204734 )
21-hydroxy steroid (CHEBI:204734 )

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	0.059 g/L	ALOGPS
logP	2.31	ALOGPS
logP	1.9	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	13.74	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	112.06 m³·mol⁻¹	ChemAxon
Polarizability	44.77 Å³	ChemAxon
Number of Rings	5	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	splash10-1010-3976200000-f6fe91c3f6e1365460e0	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0002-1322290000-ed65da94a16ea8d282b8	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0379100000-ee5f1aa232b895cc8a74	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-014j-0019700000-4b90165d1720da2dcb13	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00ba-0691000000-a291a5e5b48f70b21484	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-00fs-0980000000-ce0f5020a7383964602c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-00fs-0980000000-d5fc2b90862fc768b7a3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-022a-0950000000-d107ce3ea012b63f1e9d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00ba-0691000000-9d1cb8293555267de276	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-014j-0009700000-2ff3022b6d9757fe6d2e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-022a-0950000000-567e7222d689a6ba4f2a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00kb-0009300000-381266819e0718da2c65	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0012-1239100000-2848d31b541eb54c528e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-003u-3695000000-6a5d18e6ff0bf2660ce0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-066r-1009500000-33a21037e1c48d759b5c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0ap1-2009100000-dc7e51ab40c954183d93	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-6019000000-4eeec2b74341fe6b899d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0007900000-3a3d635b906401470501	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4j-0549200000-c7c28b789f234010289a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05fr-1892000000-2a236ee665b2a3ab0e0a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0000900000-9a890c6be382e03ff0e6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0009300000-b03e8f7ec259d57e6dcc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9375100000-3d5b56df2fa285f82123	Spectrum