CAS 66734-13-2|Alclometasone dipropionate|2-[(1S,2R,9R,10S,11S,13R,14R,15S,17S)-9-chloro-17-hydroxy-2,13,15-trimethyl-5-oxo-14-(propanoyloxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-14-...

General Information

Structure

Molecular Formula

C₂₈H₃₇ClO₇

Molecular Mass

521.04218

Exact Mass

520.2227812

Charge

InChI

InChI=1S/C28H37ClO7/c1-6-22(33)35-14-21(32)28(36-23(34)7-2)15(3)10-18-24-19(29)12-16-11-17(30)8-9-26(16,4)25(24)20(31)13-27(18,28)5/h8-9,11,15,18-20,24-25,31H,6-7,10,12-14H2,1-5H3/t15-,18+,19-,20+,24-,25+,26+,27+,28+/m1/s1

InChIKey

DJHCCTTVDRAMEH-DUUJBDRPSA-N

Canonic Smiles

CCC(=O)O[C@@]1([C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2[C@H](Cl)CC2=CC(=O)C=C[C@]12C)C(=O)COC(=O)CC

Isomeric Smiles

Cl[C@H]1[C@H]2[C@H]3[C@@]([C@](OC(=O)CC)([C@@H](C3)C)C(=O)COC(=O)CC)(C[C@H](O)[C@@H]2[C@@]2(C(=CC(=O)C=C2)C1)C)C

Calculated Properties

JChem

Acid pKa

14.795353

H Acceptors

H Donor

LogD (pH = 5.5)

3.9671123

LogD (pH = 7.4)

3.9671123

Log P

3.9671123

Molar Refractivity

135.1652

Polarizability

53.096844

Polar Surface Area

106.97

Rotatable Bonds

Lipinski's Rule of Five

false

ALOGPS 2.1

Log P

3.28

LOG S

-5.27

Solubility (Water)

2.81e-03 g/l

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

IUPAC Traditional name

modrasone aclovate

Synonyms

Alclometasone dipropionateAlclometasoneAlcloMetasone dipropionate

IUPAC name

2-[(1S,2R,9R,10S,11S,13R,14R,15S,17S)-9-chloro-17-hydroxy-2,13,15-trimethyl-5-oxo-14-(propanoyloxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-14-yl]-2-oxoethyl propanoate 2-[(1S,2R,9R,10S,11S,13R,14R,15S,17S)-9-chloro-17-hydroxy-2,13,15-trimethyl-5-oxo-14-(propanoyloxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl]-2-oxoethyl propanoate

Brand Name

Aclovate

Names and Identifiers

Registration numbers

PubChem CID

636374

PubChem SID

160963588

CAS Number

66734-13-2

Registration numbers

Properties

Physical Property

Hydrophobicity(logP)

2.7

Solubility

Insoluble

Product Information

Purity

97%

Properties

Related Proteins

Molecular Spectra

No Data Available

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Molecule Details

DrugBank

DB00240

Drug Groups

approved

Description

Alclometasone is synthetic glucocorticoid steroid for topical use in dermatology as anti-inflammatory, antipruritic, antiallergic, antiproliferative and vasoconstrictive agent. [Wikipedia]

Indication

For the relief of the inflammatory and pruritic manifestations of corticosteroid-responsive dermatoses.

Pharmacology

Alclometasone is a synthetic corticosteroid for topical dermatologic use. The corticosteroids constitute a class of primarily synthetic steroids used topically as anti-inflammatory and antipruritic agents. Alclometasone is a selective glucocorticoid receptor agonist.

Toxicity

Symptoms of overdose include suppression of adrenal glands, temporary decrease in white blood cell counts, symptoms of hypersensitivity (such as skin rash, hives, itching, and difficulty breathing), and increased susceptibility to infection.

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic.

Absorption

Topical corticosteroids can be absorbed from normal intact skin. Studies have shown that approximately 3% of steroid is absorbed during 8 hours of contact with intact skin of normal volunteers.

External Links

• [Wikipedia]

• [RxList]

• [PDRhealth]

• [Drugs.com]

Molecule Details

References

PubChem Literature

No Data Available

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References

Bioactivity