CAS 638-94-8|Desocort|Desilux|desonide|Tridesilon|(1S,2S,4R,8S,9S,11S,12S,13R)-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosa-14,17-di...

General Information

Structure

Molecular Formula

C₂₄H₃₂O₆

Molecular Mass

416.50728

Exact Mass

416.21988874

Charge

InChI

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

InChIKey

WBGKWQHBNHJJPZ-LECWWXJVSA-N

Canonic Smiles

OCC(=O)[C@@]12OC(O[C@@H]1C[C@@H]1[C@]2(C)C[C@H](O)[C@H]2[C@H]1CCC1=CC(=O)C=C[C@]21C)(C)C

Isomeric Smiles

O1[C@]2([C@@]3([C@H]([C@H]4[C@H]([C@@H](O)C3)[C@@]3(C(=CC(=O)C=C3)CC4)C)C[C@H]2OC1(C)C)C)C(=O)CO

Calculated Properties

JChem

LogD (pH = 7.4)

1.90

LogD (pH = 5.5)

1.90

Log P

1.90

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

13.75

Polar Surface Area

93.06

Polarizability

44.62

Molar Refractivity

112.06

LOG S

-4.48

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

Brand Name

DesiluxDesocortTridesilonDesowen

IUPAC Traditional name

desonide (1S,2S,4R,8S,9S,11S,12S,13R)-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosa-14,17-dien-16-one

IUPAC name

(1S,2S,4R,8S,9S,11S,12S,13R)-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosa-14,17-dien-16-one (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 (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

Synonyms

DesonideTopifugLocapredTridesilon(11β,16α)-11,21-Dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dione16α-Hydroxyprednisolone Acetonidedesonide11beta,21-dihydroxy-16alpha,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dione16alpha-hydroxyprednisole-16,17-acetonidedesfluorotriamcinolone acetonide16alpha-hydroxyprednisolone-16alpha,17-acetonide11beta,21-dihydroxy-16alpha,17alpha-isopropylidenedioxypregna-1,4-diene-3,20-dione16alpha,17alpha-isopropylidenedioxyprednisolone11beta,21-dihydroxy-16alpha,17-isopropylidenedioxypregna-1,4-diene-3,20-dione

International Nonproprietary Name (INN)

desonidumdesonidedesonida

Names and Identifiers

Registration numbers

CAS Number

638-94-8

PubChem CID

5311066

PubChem SID

4650618616096459185403370

Patent number

US3536586US3549498US2990401

PubMed Citation Links

CompTox Database

SureChEMBL Database

CHEBI ID

Beilstein Number

CHEMBL

ACToR Database

Drug Central Database

Wikipedia Title

DrugBank ID

KEGG DRUG Database

Registration numbers

Properties

Product Information

Salt Data

Free Base

Certificate of Analysis

Download link

Safety Information

Storage Condition

-20°C

Refrigerator

MSDS Link

Download link

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

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Molecule Details

Selleck Chemicals

S1701

Research Area: Inflammation
Biological Activity:
Desonide is a low potency topical corticosteroid. It is primarily used to treat atopic dermatitis (eczema), seborrheic dermatitis, psoriasis and contact dermatitis in both adults and children and has a fairly good safety profile. [1]

DrugBank

DB01260

Drug Groups

approved; investigational

Description

A nonfluorinated corticosteroid anti-inflammatory agent used topically for dermatoses. [PubChem]

Indication

For the relief of the inflammatory and pruritic manifestations of corticosteroid responsive dermatose.

Pharmacology

Desonide is a synthetic nonfluorinated corticosteroid for topical dermatologic use. The corticosteroids constitute a class of primarily synthetic steroids used topically as anti-inflammatory and antipruritic agents.

Affected Organisms

Humans and other mammals

Absorption

Topical corticosteroids can be absorbed from normal intact skin, inflammation and/or other disease processes in the skin may increase percutaneous absorption.

External Links

• [Wikipedia]

• [RxList]

• [PDRhealth]

• [Drugs.com]

TRC

D296940

Anti-inflammatory.

ChEBI

CHEBI:204734

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.

Molecule Details

References

PubChem Literature

From Data Sources

• http://en.wikipedia.org/wiki/Desonide

• Phillips, et al.: Toxicol. Appl. Pharmacol., 20, 522 (1971)

• Sanen, F.J., et al.: Int. J. Clin. Pharmacol. Biopharm., 12, 174 (1971)

• Tarayre, J.P., et al.: Pharmacol., 19, 323 (1979).

References

Bioactivity

PubChem BioAssay

Bioactivity

Data Source

Academic Data

Commercial Catalog

Names and Identifiers

Brand Name

DesiluxDesocortTridesilonDesowen

IUPAC Traditional name

desonide (1S,2S,4R,8S,9S,11S,12S,13R)-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosa-14,17-dien-16-one

IUPAC name

Synonyms

International Nonproprietary Name (INN)

desonidumdesonidedesonida

Registration numbers

CAS Number

638-94-8

PubChem CID

5311066

PubChem SID

4650618616096459185403370

Patent number

US3536586US3549498US2990401

PubMed Citation Links

CompTox Database

SureChEMBL Database

CHEBI ID

Beilstein Number

CHEMBL

ACToR Database

Drug Central Database

Wikipedia Title

DrugBank ID

KEGG DRUG Database

Properties

Product Information

Salt Data

Free Base

Certificate of Analysis

Download link

Safety Information

Storage Condition

-20°C

Refrigerator

MSDS Link

Download link

Molecule Details

Selleck Chemicals

S1701

DrugBank

DB01260

Drug Groups

approved; investigational

Description

A nonfluorinated corticosteroid anti-inflammatory agent used topically for dermatoses. [PubChem]

Indication

For the relief of the inflammatory and pruritic manifestations of corticosteroid responsive dermatose.

Pharmacology

Affected Organisms

Humans and other mammals

Absorption

Topical corticosteroids can be absorbed from normal intact skin, inflammation and/or other disease processes in the skin may increase percutaneous absorption.

External Links

• [Wikipedia]

• [RxList]

• [PDRhealth]

• [Drugs.com]

TRC

D296940

Anti-inflammatory.

ChEBI

CHEBI:204734

References

PubChem Literature