CAS 80474-14-2|Flovent HFA|fluticasone propionate|Flunase|Flonase|Cutivate|Flixotide|Fluticasone Propionate|fluticasone propionate|(1R,2S,8S,10S,11S,13R,14R,15S,17S)-1,8-difluoro-14-{[(fluoromethyl)...

基本信息

化学结构

分子式

C₂₅H₃₁F₃O₅S

分子量

500.5708496

精确质量

500.18442975

电荷

InChI

InChI=1S/C25H31F3O5S/c1-5-20(31)33-25(21(32)34-12-26)13(2)8-15-16-10-18(27)17-9-14(29)6-7-22(17,3)24(16,28)19(30)11-23(15,25)4/h6-7,9,13,15-16,18-19,30H,5,8,10-12H2,1-4H3/t13-,15+,16+,18+,19+,22+,23+,24+,25+/m1/s1

InChIKey

WMWTYOKRWGGJOA-CENSZEJFSA-N

Canonic Smiles

FCSC(=O)[C@@]1(OC(=O)CC)[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)F)F

Isomeric Smiles

S(C(=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)[C@@H](F)C3)C)C[C@H]1C)C)CF

计算属性

JChem

Acid pKa

13.557201

质子受体

质子供体

LogD (pH = 5.5)

3.7180047

LogD (pH = 7.4)

3.7180042

Log P

3.7180047

摩尔折射率

121.6503

极化性

47.31395

极化表面积

80.67

可自由旋转的化学键

里宾斯基五规则

false

ALOGPS 2.1

Log P

3.69

LOG S

-4.64

溶解度

1.14e-02 g/l

数据来源

名称和标识

商标名

FlunaseFlovent Diskus 50FlixotideAdvair Diskus 100/50Advair Diskus 500/50FlixonaseFlonaseFlovent HFAAdvair DiskusFlovent Diskus 100FloventFlovent Diskus 250CutivateAdvair Diskus 250/50

别名

Fluticasone Propionatefluticasone propionateFlonaseVeramyst(6α,11β,16α,17α)-6,9-Difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)androsta-1,4-diene-17-carbothioic acid S-(fluoromethyl) esterCCI 18781FlutivateFloventFlixonaseFlutideZoflufFlutide NAtemur MiteCutivateFluticasone propionate

IUPAC传统名

fluticasone propionate

IUPAC标准名

(1R,2S,8S,10S,11S,13R,14R,15S,17S)-1,8-difluoro-14-{[(fluoromethyl)sulfanyl]carbonyl}-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,8S,10S,11S,13R,14R,15S,17S)-1,8-difluoro-14-{[(fluoromethyl)sulfanyl]carbonyl}-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl propanoate

名称和标识

数据登录号

CAS号

PubChem CID

PubChem SID

MDL号

数据登录号

化合物性质

安全信息

保存条件

-20°C

-20°C Freezer

个人保护装置

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

德国WGK号

MSDS下载

下载链接

RTECS编号

BV7980000

产品相关信息

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

DB00588

Drug Groups

approved; investigational

Description

Fluticasone propionate, a medium-potency synthetic corticosteroid, is used topically to relieve inflammatory and pruritic symptoms of dermatoses and psoriasis, intranasally to manage symptoms of allergic and non-allergic rhinitis, and orally for the treatment of asthma.

Indication

For the maintenance treatment of asthma as prophylactic therapy and for patients requiring oral corticosteroid therapy for asthma.

Pharmacology

Affected Organisms

Humans and other mammals

Biotransformation

Fluticasone propionate is metabolized in the liver by cytochrome P450 3A4-mediated hydrolysis of the 5-fluoromethyl carbothioate grouping. This transformation occurs in 1 metabolic step to produce the inactive 17-(beta)-carboxylic acid metabolite, the only known metabolite detected in man.

Absorption

The extent of percutaneous absorption of topical corticosteroids is determined by many factors, including the vehicle and the integrity of the epidermal barrier.

Half Life

10 hours

Protein Binding

91%

Distribution

* 2.3 to 16.7 L/kg

Clearance

* 1093 mL/min

External Links

• [RxList]

• [Drugs.com]

Selleck Chemicals

S1992

Research Area: Immunology
Biological Activity:
Fluticasone propionate (Flonase, Veramyst) is a synthetic corticosteroid which is derived from fluticasone used to treat asthma and allergic rhinitis (hay fever). Fluticasone propionate (Flonase, Veramyst) is also used to treat eosinophilic esophagitis. In addition, fluticasone propionate is also available as a cream for the treatment of eczema and psoriasis. [1]References on Fluticasone propionate (Flonase, Veramyst)[1] http://en.wikipedia.org/wiki/Fluticasone_propionate, ,

Sigma Aldrich

F9428

Biochem/physiol Actions
Fluticasone propionate is a second generation glucocorticoid. Used as an anti-inflammatory agent for asthma. Shown to enhance eosinophil apoptosis in a concentration-dependent manner via the glucocorticoid receptor.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. F9428.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

TRC

F599500

A derivative of Flumethasone. An antiallergic; anti-asthmatic; anti-inflammatory.

描述信息

参考文献

PubChem文献

数据源提供

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

• Meltzer, E.O., et al.: J. Allergy Clin. Immunol., 86, 221 (1990)

• Mitchison, H.C., et al.: Gut, 32, 260 (1990)

• Phillipps, G.H., et al.: J. Med. Chem., 37, 3717 (1994)

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

商标名

FlunaseFlovent Diskus 50FlixotideAdvair Diskus 100/50Advair Diskus 500/50FlixonaseFlonaseFlovent HFAAdvair DiskusFlovent Diskus 100FloventFlovent Diskus 250CutivateAdvair Diskus 250/50

别名

IUPAC传统名

fluticasone propionate

IUPAC标准名

数据登录号

CAS号

PubChem CID

PubChem SID

MDL号

化合物性质

安全信息

保存条件

-20°C

-20°C Freezer

个人保护装置

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

德国WGK号

MSDS下载

下载链接

RTECS编号

BV7980000

产品相关信息

描述信息

DrugBank

DB00588

Drug Groups

approved; investigational

Description

Indication

For the maintenance treatment of asthma as prophylactic therapy and for patients requiring oral corticosteroid therapy for asthma.

Pharmacology

Affected Organisms

Humans and other mammals

Biotransformation

Absorption

The extent of percutaneous absorption of topical corticosteroids is determined by many factors, including the vehicle and the integrity of the epidermal barrier.

Half Life

10 hours

Protein Binding

91%

Distribution

* 2.3 to 16.7 L/kg

Clearance

* 1093 mL/min

External Links

• [RxList]

• [Drugs.com]

Selleck Chemicals