CAS 83919-23-7|Mometasone furoate|(1R,2S,10S,11S,13R,14R,15S,17S)-1-chloro-14-(2-chloroacetyl)-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-14-yl furan-2-c...

General Information

Structure

Molecular Formula

C₂₇H₃₀Cl₂O₆

Molecular Mass

521.4295

Exact Mass

520.14194404

Charge

InChI

InChI=1S/C27H30Cl2O6/c1-15-11-19-18-7-6-16-12-17(30)8-9-24(16,2)26(18,29)21(31)13-25(19,3)27(15,22(32)14-28)35-23(33)20-5-4-10-34-20/h4-5,8-10,12,15,18-19,21,31H,6-7,11,13-14H2,1-3H3/t15-,18+,19+,21+,24+,25+,26+,27+/m1/s1

InChIKey

WOFMFGQZHJDGCX-ZULDAHANSA-N

Canonic Smiles

ClCC(=O)[C@@]1(OC(=O)c2ccco2)[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)Cl

Isomeric Smiles

C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@]2([C@H](C[C@]2([C@H]1C[C@H]([C@@]2(C(=O)CCl)OC(=O)c1ccco1)C)C)O)Cl)C

Calculated Properties

JChem

Acid pKa

13.836226

H Acceptors

H Donor

LogD (pH = 5.5)

5.055208

LogD (pH = 7.4)

5.0552077

Log P

5.055208

Molar Refractivity

132.4999

Polarizability

51.422264

Polar Surface Area

93.81

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

Synonyms

Mometasone furoateMometasone furoate(11β,16α)-9,21-Dichloro-17-[(2-furanylcarbonyl)oxy]-11-hydroxy-16-methylpregna-1,4-diene-3,20-dioneTwisthalerSch-32088, Elocon, Nasonex(11β,16α)-9,21-Dichloro-17-[(2-furanylcarbonyl)oxy]-11-hydroxy-16-methyl-pregna-1,4-diene-3,20-dione

IUPAC name

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

IUPAC Traditional name

mometasone furoate nasonex

Names and Identifiers

Registration numbers

CAS Number

MDL Number

PubChem CID

PubChem SID

Registration numbers

Properties

Product Information

Salt Data

furoate

Empirical Formula (Hill Notation)

C27H30Cl2O6

Purity

≥98% (HPLC)

Certificate of Analysis

Download link

Safety Information

Storage Condition

-20°C

-20°C Freezer, Under Inert Atmosphere

German water hazard class

MSDS Link

Download link

Storage Temperature

2-8°C

Physical Property

Optical Rotation

[α]/D +50 to +60°, c = 0.5 in methanol

Apperance

white to off-white powder

White-to-Off-White Solid

Solubility

DMSO: ≥20 mg/mL

Methanol

Melting Point

218-220°C

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Selleck Chemicals

S1987

Research Area: Inflammation
Biological Activity:
Mometasone furoate is a glucocorticosteroid used topically to reduce inflammation of the skin or in the airways. Mometasone furoate is used in the treatment of inflammatory skin disorders (such as eczema and psoriasis), allergic rhinitis (such as hay fever), asthma for patients unresponsive to less potent corticosteroids, and penile phimosis. In terms of steroid strength, it is more potent than hydrocortisone, and less potent than dexamethasone. Mometasone furoate reduces inflammation by causing several effects: reversing the activation of inflammatory proteins, activating the secretion of anti-inflammatory proteins, stabilising cell membranes, decreasing the influx of inflammatory cells. [1]References on Mometasone furoate[1] http://en.wikipedia.org/wiki/Mometasone_furoate, ,

Sigma Aldrich

M4074

Biochem/physiol Actions
Mometasone furoate is an anti-inflammatory glucocorticoid.

TRC

M490000

A topical corticosteroid used as an anti-inflammatory.

Molecule Details

References

PubChem Literature

From Data Sources

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

• Shapiro, E.L., et al.: J. Med. Chem., 30, 1581 (1987)