CAS 25122-46-7|Dermovate|Temovate E|Embeline E|Olux|Clobetasol propionate [USAN:JAN]|Clobetasole propionate|Clobetasol Propionate|Clobex|Embeline|(1R,2S,10S,11S,13S,14R,15S,17S)-14-(2-chloroacetyl)-...

基本信息

化学结构

分子式

C₂₅H₃₂ClFO₅

分子量

466.9699832

精确质量

466.19223002

电荷

InChI

InChI=1S/C25H32ClFO5/c1-5-21(31)32-25(20(30)13-26)14(2)10-18-17-7-6-15-11-16(28)8-9-22(15,3)24(17,27)19(29)12-23(18,25)4/h8-9,11,14,17-19,29H,5-7,10,12-13H2,1-4H3/t14-,17-,18-,19-,22-,23-,24-,25-/m0/s1

InChIKey

CBGUOGMQLZIXBE-XGQKBEPLSA-N

Canonic Smiles

CCC(=O)O[C@@]1([C@@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)F)C(=O)CCl

Isomeric Smiles

ClCC(=O)[C@]1(OC(=O)CC)[C@@]2([C@H]([C@H]3[C@](F)([C@@H](O)C2)[C@@]2(C(=CC(=O)C=C2)CC3)C)C[C@@H]1C)C

计算属性

JChem

Acid pKa

13.626671

质子受体

质子供体

LogD (pH = 5.5)

4.1778226

LogD (pH = 7.4)

4.1778226

Log P

4.1778226

摩尔折射率

119.3223

极化性

46.51583

极化表面积

80.67

可自由旋转的化学键

里宾斯基五规则

true

ALOGPS 2.1

Log P

3.49

LOG S

-5.05

溶解度

4.13e-03 g/l

数据来源

名称和标识

商标名

Clobetasolpropionat mikron.Clobetasole propionateTemovate EEmbeline ETemovateClobetasol PropionateDermovateOluxClobesolClobexClobetasol propionate [USAN:JAN]Embeline

IUPAC传统名

clobetasol temovate

IUPAC标准名

(1R,2S,10S,11S,13S,14R,15S,17S)-14-(2-chloroacetyl)-1-fluoro-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-14-yl propanoate (1R,2S,10S,11S,13S,14R,15S,17S)-14-(2-chloroacetyl)-1-fluoro-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl propanoate

别名

Clobetasol丙酸氯倍他索Clobetasol propionateClobetasol propionateClobesolDermovateOlux(11β,16β)-21-Chloro-9-fluoro-11-hydroxy-16-methyl-17-(1-oxopropoxy)pregna-1,4-diene-3,20-dioneClobexSkin CapDermoxinClobetasol 17-PropionateGR 2/925ClobedermDermovalDermoxinale21-Chloro-21-deoxybetamethasone 17-PropionateTemovateKarison

名称和标识

数据登录号

PubChem CID

CAS号

PubChem SID

EC号

MDL号

数据登录号

化合物性质

产品相关信息

成盐信息

propionate

纯度

≥98%

级别

analytical standard

质检报告

下载链接

药理学性质

相关基因信息

rat ... Nr3c1(24413)

作用器官

Adrenal gland, Immune system

化合物性质

分子相关蛋白质

暂无数据

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分子图谱

暂无数据

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描述信息

DrugBank

DB01013

Drug Groups

approved

Description

A derivative of prednisolone with high glucocorticoid activity and low mineralocorticoid activity. Absorbed through the skin faster than fluocinonide, it is used topically in treatment of psoriasis but may cause marked adrenocortical suppression. [PubChem]

Indication

For short-term topical treatment of the inflammatory and pruritic manifestations of moderate to severe corticosteroid-responsive dermatoses of the scalp.

Pharmacology

Like other topical corticosteroids, clobetasol has anti-inflammatory, antipruritic, and vasoconstrictive properties. It is a very high potency topical corticosteroid that should not be used with occlusive dressings. It is recommended that treatment should be limited to 2 consecutive weeks and therapy should be discontinued when adequate results have been achieved.

Toxicity

Oral LD₅₀ in rat and mouse is >3000 mg/kg. Topically applied clobetasol can be absorbed in sufficient amounts to produce systemic effects. Symptoms of overdose include thinning of skin and suppression of adrenal cortex (decreased ability to respond to stress).

Affected Organisms

Humans and other mammals

Biotransformation

Metabolized, primarily in the liver, and then excreted by the kidneys.

Absorption

Topical corticosteroids can be absorbed from intact healthy skin. The extent of percutaneous absorption of topical corticosteroids is determined by many factors, including the vehicle and the integrity of the epidermal barrier. Occlusion, inflammation and/or other disease processes in the skin may also increase percutaneous absorption.

Elimination

Corticosteroids are metabolized primarily in the liver and are then excreted by the kidneys. Some of the topical corticosteroids, including clobetasol propionate and its metabolites, are also excreted into the bile.

External Links

• [Wikipedia]

• [RxList]

• [PDRhealth]

• [Drugs.com]

Selleck Chemicals

S2584

Research Area: Inflammation
Biological Activity:
Clobetasol propionate is a anti-inflammatory corticosteroid used to treat various skin disorders including eczema and psoriasis. Clobetasol propionate is also highly effective for contact dermatitis caused by exposure to poison ivy/oak. Clobetasol belongs to US Class I (Europe: class IV) of the corticosteroids, making it one of the most potent available. Clobetasol propionate has very high potency and typically should not be used with occlusive dressings, or for extended continuous use (beyond two weeks). Clobetasol propionate is also used to treat several auto-immune diseases including alopecia areata, vitiligo and lichen planus. [1][2]References on Clobetasol propionate[1] http://en.wikipedia.org/wiki/Clobetasol_propionate, , [2] Forensic Sci Int. , 2011 Apr 5,

Sigma Aldrich

C8037

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C8037.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

TRC

C583500

Topical corticosteroid. Glucocorticoid; anti-inflammatory.

描述信息

参考文献

PubChem文献

数据源提供

• Nam YS et al. Forensic Sci Int. 2011 Apr 5

• Olsen, E.A., et al.: J. Am. Acad. Dermatol., 15, 246 (1986)

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

商标名

Clobetasolpropionat mikron.Clobetasole propionateTemovate EEmbeline ETemovateClobetasol PropionateDermovateOluxClobesolClobexClobetasol propionate [USAN:JAN]Embeline

IUPAC传统名

clobetasol temovate

IUPAC标准名

别名

数据登录号

PubChem CID

CAS号

PubChem SID

EC号

MDL号

描述信息

DB01013

Drug Groups

approved

Description

Indication

For short-term topical treatment of the inflammatory and pruritic manifestations of moderate to severe corticosteroid-responsive dermatoses of the scalp.

Pharmacology

Toxicity

Affected Organisms

Humans and other mammals

Biotransformation

Metabolized, primarily in the liver, and then excreted by the kidneys.

Absorption

Elimination

External Links

• [Wikipedia]

• [RxList]

• [PDRhealth]