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Inherent Properties, Identifiers and References
ChemSpider ID: 392059
Empirical Formula: C25H31F3O5S
Molecular Weight: 500.5708
Nominal Mass: 500 Da
Average Mass: 500.5708 Da
Monoisotopic Mass: 500.184429 Da
Quick Links: Permalink Similar Isomers
Systematic Name: [(6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-17-(fluoromethyl​sulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12​,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
SMILES: O=C(SCF)[C@]3(OC(=O)CC)[C@]2(C[C@H](O)[C@]4(F)[C@@]/1(\C(=C/C(=O)​\C=C\1)[C@@H](F)C[C@H]4[C@@H]2C[C@H]3C)C)C
InChI: InChI=1/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-CENSZEJFBT
(Details...) Wikipedia Article(s)
Fluticasone is a potent synthetic corticosteroid often prescribed as treatment for asthma and allergic rhinitis. The related fluticasone propionate is marketed with the brand names Flixotide (UK) for asthma and Flixonase (UK) for allergic rhinitis by Allen & Hanburys. In the US, it is marketed for asthma as Flovent, and allergic rhinitis as Flonase, by GlaxoSmithKline. GlaxoSmithKline also markets a combination of fluticasone and salmeterol as Advair (US) or Seretide (UK). The related fluticasone furoate is marketed by GlaxoSmithKline as Veramyst (US) for the treatment of allergic rhinitis. It is also used as a cream or ointment for the treatment of eczema and psoriasis (Cutivate or Flutivate). Read more... or Edit at Wikipedia...
Associated Data Sources and Commercial Suppliers
Names and Synonyms

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

(6a,11b,1​6a,17a)-6​,9-Difluo​ro-11-hyd​roxy-16-m​ethyl-3-o​xo-17-(1-​oxopropox​y)androst​a-1,4-die​ne-17-car​bothioic ​Acid S-(F​luorometh​yl) Ester

80474-14-2 [RN]

Cutivate ​[Glaxo We​llcome]

Flixonase​ [Allen &​ Hanburys] [Wiki]

Flixotide​ [Allen &​ Hanburys] [Wiki]

Flonase [​Glaxo Wel​lcome] [Wiki]

flovent d​iskus

Flovent D​PI

Fluticaso​ne propio​nate (JAN​/USAN)

Flovent [Wiki]

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Database ID(s)

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

(Details...) Predicted Properties
LogP: ACD/LogP: 3.73
XLogP: 3.40
# of Rule of 5 Violations: 1
ACD/LogD (pH 5.5): 3.73 ACD/LogD (pH 7.4): 3.73
ACD/BCF (pH 5.5): 402.74 ACD/BCF (pH 7.4): 402.73
ACD/KOC (pH 5.5): 2548.46 ACD/KOC (pH 7.4): 2548.45
#H bond acceptors: 5 #H bond donors: 1
#Freely Rotating Bonds: 7 Polar Surface Area: 94.97 Å2
Index of Refraction: 1.555 Molar Refractivity: 121.14 cm3
Molar Volume: 377 cm3 Polarizability: 48.02 10-24cm3
Surface Tension: 48 dyne/cm Density: 1.32 g/cm3
Flash Point: 297.5 °C Enthalpy of Vaporization: 97.97 kJ/mol
Boiling Point: 568.3 °C at 760 mmHg Vapour Pressure: 2.79E-15 mmHg at 25°C
Descriptors: 0, 0, 0, 0, 0, 0, 0, 6, 1, 0, 1, 2, 23, 3, 4, 0, 4, 3, 2, 1, 1, 9, 2, 0
CategoryTargetPDB CodeLASSO Score
KinasesFGFr1, fibroblast growth factor receptor kinase1agw0.04
Nuclear Hormone ReceptorsPPARg, peroxisome proliferator activated receptor1fm90.03
KinasesP38 MAP, P38 mitogen activated protein1kv20.02
KinasesTK, thymidine kinase1kim0.01
KinasesSRC, tyrosine kinase SRC2src0.01
Other EnzymesHMGR, hydroxymethylglutaryl-CoA reductase1hw80.01
Other EnzymesHIVPR, HIV protease1hpx0.01
Serine ProteasesThrombin1ba80.01
MetalloenzymesPDE5, phosphodiesterase 51xp00.01
Nuclear Hormone ReceptorsMR, mineralocorticoid receptor2aa20.01
Other EnzymesInhA, enoyl ACP reductase1p440.01
Other EnzymesPARP, poly(ADP-ribose) polymerase1efy0.01
Nuclear Hormone ReceptorsAR, androgen receptor1xq20.00
Nuclear Hormone ReceptorsGR, glucocorticoid receptor1m2z0.00
Other EnzymesPNP, purine nucleoside phosphorylase1b8o0.00
Nuclear Hormone ReceptorsRXRa, retinoic X receptor R1mvc0.00
Other EnzymesAmpC, AmpC beta-lactamase1xgj0.00
Nuclear Hormone ReceptorsER, estrogen receptor; agonist1l2i0.00
Folate EnzymesDHFR, dihydrofolate reductase3dfr0.00
MetalloenzymesACE, angiotensin-converting enzyme1o860.00
Other EnzymesHIVRT, HIV reverse transcriptase1rt10.00
KinasesVEGFr2, vascular endothelial growth factor receptor1vr20.00
Other EnzymesGPB, glycogen phosphorylase1a8i0.00
Serine ProteasesTrypsin1bju0.00
Other EnzymesCOX-2, cyclooxygenase-21cx20.00
Other EnzymesSAHH, S-adenosyl-homocysteine hydrolase1a7a0.00
Other EnzymesCOX-1, cyclooxygenase-11p4g0.00
Other EnzymesALR2, aldose reductase1ah30.00
KinasesCDK2, cyclindependent kinase 21ckp0.00
Other EnzymesAChE, acetylcholinesterase1eve0.00
Folate EnzymesGART, glycinamide ribonucleotide transformylase1c2t0.00
Nuclear Hormone ReceptorsER, estrogen receptor; antagonist3ert0.00
KinasesPDGFrb, platelet derived growth factor receptor kinaseN/A0.00
KinasesHSP90, human heat shock protein 901uy60.00
Other EnzymesNA, neuraminidase1a4g0.00
KinasesEGFr, epidermal growth factor receptor1m170.00
Serine ProteasesFXa, factor Xa1f0r0.00
MetalloenzymesADA, adenosine deaminase1stw0.00
MetalloenzymesCOMT, catechol O-methyltransferase1h1d0.00
(Details...) Feedback
DateSeverityStatusFeedback
5/30/2008 12:23:26 AMHighFixedPlease link this structure to this WIkipedia article http://en.wikipedia.org/wiki/Fluticasone_propionate
Verdict: Fixed