Fluticasone propionate

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Fluticasone propionate are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Fluticasone propionate?

The molecule Fluticasone propionate presents a molecular formula of C25H31F3O5S and its IUPAC name is [(6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-17-(fluoromethylsulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate.

Fluticasone propionate is a molecule in the class of corticosteroids, which are hormones that are produced naturally in the body. Corticosteroids are involved in a variety of body processes, including the stress response, immune system function, and inflammation..

Fluticasone propionate is a synthetic version of a corticosteroid hormone. It is used as a medication to treat a variety of conditions, such as asthma, allergies, and skin conditions. It works by reducing inflammation in the body..

Fluticasone propionate exists as a cream, ointment, or lotion. It is applied to the skin or inhaled as a spray. It can be found as a tablet or liquid to take by mouth..

Common side effects of fluticasone propionate include headache, sore throat, and stomach upset. More serious side effects include increased risk of infection, bone loss, and adrenal insufficiency..

Fluticasone propionate is a prescription medication. It is important to follow the instructions of your healthcare provider. Do not stop taking fluticasone propionate suddenly, as this could worsen your condition..

3D structure

Cartesian coordinates

Geometry of Fluticasone propionate in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Fluticasone propionate WMWTYOKRWGGJOA-CENSZEJFSA-N chemical compound 2D structure molecule svg
Fluticasone propionate

 

Molecule descriptors

 
IUPAC name[(6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-17-(fluoromethylsulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
InChI codeInChI=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
InChI KeyWMWTYOKRWGGJOA-CENSZEJFSA-N
SMILESCCC(=O)O[C@]1(C(=O)SCF)[C@H](C)C[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@@]21C

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (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
  • (6?,11?,16?,17?)-6,9-Difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)androsta-1,4-diene-17-carbothioic acid fluoromethyl ester
  • 474F142
  • 6alpha,9-difluoro-17beta-{[(fluoromethyl)sulfanyl]carbonyl}-11beta-hydroxy-16-methyl-3-oxoandrosta-1,4-dien-17alpha-yl propanoate
  • 80474-14-2
  • A51110
  • AB00513992
  • AB00513992-06
  • AB00513992_08
  • AC-457
  • ADVAIR COMPONENT FLUTICASONE PROPIONATE
  • ADVAIR HFA COMPONENT FLUTICASONE PROPIONATE
  • AIRDUO RESPICLICK COMPONENT FLUTICASONE PROPIONATE
  • AMY38235
  • AN-584/43505443
  • ANDROSTA-1,4-DIENE-17-CARBOTHIOIC ACID, 6,9-DIFLUORO-11-HYDROXY-16-METHYL-3-OXO-17-(1-OXOPROPOXY)-, (6.ALPHA.,11.BETA.,16.ALPHA.,17.ALPHA.)-S-(FLUOROMETHYL) ESTER
  • Androsta-1,4-diene-17-carbothioic acid, 6,9-difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)-, (6alpha,11beta,16alpha,17alpha)-S-(fluoromethyl) ester
  • Androsta-1,4-diene-17-carbothioic acid, 6,9-difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)-,S-(fluoromethyl) ester, (6.alpha.,11.beta.,16.alpha.,17.alpha.)-
  • ArmonAir RespiClick
  • ArmonAir RespiClickTM
  • Asmatil
  • Axotide
  • BDBM50354849
  • BF160362
  • BF161262
  • BPBio1_001203
  • BSPBio_001093
  • Brethal
  • CCG-100981
  • CCI 18781
  • CCI-18781
  • CCI-187881
  • CS-1986
  • Cultivate
  • Cutivate
  • D01708
  • DB00588
  • DYMISTA COMPONENT FLUTICASONE PROPIONATE
  • FLUTICASONE PROPIONATE
  • FLUTICASONE PROPIONATE COMPONENT OF ADVAIR
  • FLUTICASONE PROPIONATE COMPONENT OF ADVAIR HFA
  • FLUTICASONE PROPIONATE COMPONENT OF AIRDUO RESPICLICK
  • FLUTICASONE PROPIONATE COMPONENT OF DYMISTA
  • FN-25
  • Flixonase
  • Flixonase Nasal Spray
  • Flixotide
  • Flixotide Disk
  • Flixotide Disks
  • Flixotide Inhaler
  • Flonase
  • Flonase Allergy Relief
  • Flonase Aq
  • Flovent
  • Flovent Diskus
  • Flovent Diskus 100
  • Flovent Diskus 250
  • Flovent Diskus 50
  • Flovent HFA
  • Flovent Rotadisk
  • Flovent-hfa
  • Fluinol
  • Flunase
  • Flusonal
  • Fluspiral
  • Fluticasone (propionate)
  • Fluticasone 17(2)-Carbonylsulfenic Acid 17-Propionate
  • Fluticasone Impurity B
  • Fluticasone propionate
  • Fluticasone propionate (Flonase, Veramyst)
  • Fluticasone propionate (JAN/USP)
  • Fluticasone propionate- Bio-X
  • Fluticasone-17-propionate
  • Fluticasonpropionat Allen
  • Flutide
  • Flutivate
  • Fluxonal
  • GTPL7080
  • HMS1571G15
  • HMS2051N19
  • HMS2098G15
  • HMS3413A19
  • HMS3677A19
  • HMS3715G15
  • HY-B0154
  • Inalacor
  • KS-1173
  • LIPO-102 COMPONENT FLUTICASONE PROPIONATE
  • MFCD00866007
  • MLS001424085
  • NC00231
  • NCGC00179308-01
  • NCGC00179308-05
  • NSC 759889
  • NSC-759889
  • O2GMZ0LF5W
  • PF-00241939
  • Prestwick0_000997
  • Prestwick1_000997
  • Prestwick2_000997
  • Prestwick3_000997
  • Q-101393
  • Q8564098
  • Rinosone
  • S-(Fluoromethyl) 6alpha,9-difluoro-11beta,17-dihydroxy-16alpha-methyl-3-oxoandrosta-1,4-diene-17beta-carbothioate, 17-propionate
  • S-FLUOROMETHYL 6.ALPHA., 9.ALPHA.-DIFLUORO-11.BETA.-HYDROXY-16.ALPHA.-METHYL-3-OXO-17.ALPHA.-PROPIONYLOXYANDROSTA-1,4-DIENE-17.BETA-. CARBOTHIOATE
  • SMR000469159
  • SR-01000763355
  • SR-01000763355-3
  • Skyron
  • Trialona
  • Ubizol
  • Xhance
  • YMB56612
  • Zoflut
  • [(6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-17-(fluoromethylsulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
  • atemur
  • cci18781
  • fluticasone-propionate
  • s1992

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3920027
  • UNII-O2GMZ0LF5W
  • AKOS015895220
  • BRD-K62310379-001-03-0
  • DTXSID8045511
  • CHEMBL1473
  • CHEBI:31441
  • SPBio_002984
  • SCHEMBL4068

Physico-Chemical properties

IUPAC name[(6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-17-(fluoromethylsulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
Molecular formulaC25H31F3O5S
Molecular weight500.571
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity123.03
LogP4.4
Topological polar surface area106.0

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.