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Fluticasone Furoate

CAT: 0607-C8710-100Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0607-C8710-100Size:100 mg
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Description
High-affinity synthetic glucocorticoid, GR receptor agonist
CAS Number
397864-44-7
Product Name Alternative
(6S,8S,9R,10S,11S,13S,14S,16R,17R) -6,9-difluoro-17- (((fluoromethyl) thio) carbonyl) -11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl furan-2-carboxylate
Smiles
O (C (=O) C1=CC=CO1) [C@@]2 (C (SCF) =O) [C@]3 (C) [C@@] (C[C@H]2C) ([C@]4 ([C@] (F) ([C@@H] (O) C3) [C@]5 (C) C ([C@@H] (F) C4) =CC (=O) C=C5) [H]) [H]
Molecular Formula
C27H29F3O6S
Molecular Weight
538.58
Storage Conditions
Store at -20°C

Chemical Information

Fluticasone Furoate

Fluticasone furoate is a trifluorinated corticosteroid that consists of 6alpha,9-difluoro-11beta,17alpha-dihydroxy-17beta-{[(fluoromethyl)sulfanyl]carbonyl}-16-methyl-3-oxoandrosta-1,4-diene bearing a 2-furoyl substituent at position 17. Used in combination with vilanterol trifenate for treatment of bronchospasm associated with chronic obstructive pulmonary disease. It has a role as an anti-asthmatic drug, a prodrug and an anti-allergic agent. It is an 11beta-hydroxy steroid, a steroid ester, a fluorinated steroid, a 2-furoate ester, a corticosteroid, a thioester and a 3-oxo-Delta(1),Delta(4)-steroid. It is functionally related to a fluticasone. It derives from a hydride of an androstane.

CAS Number397864-44-7
PubChem CID9854489
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] furan-2-carboxylate
Molecular FormulaC27H29F3O6S
Molecular Weight538.6
XLogP4.8
Topological Polar Surface Area119
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count10
Rotatable Bond Count6
Heavy Atom Count37
Formal Charge0
Complexity1080
SMILES
C[C@@H]1C[C@H]2[C@@H]3C[C@@H](C4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)SCF)OC(=O)C5=CC=CO5)C)O)F)C)F
InChI
InChI=1S/C27H29F3O6S/c1-14-9-16-17-11-19(29)18-10-15(31)6-7-24(18,2)26(17,30)21(32)12-25(16,3)27(14,23(34)37-13-28)36-22(33)20-5-4-8-35-20/h4-8,10,14,16-17,19,21,32H,9,11-13H2,1-3H3/t14-,16+,17+,19+,21+,24+,25+,26+,27+/m1/s1
InChIKey
XTULMSXFIHGYFS-VLSRWLAYSA-N
Chemical Structure
2D Structure
2D structure of Fluticasone Furoate
CAS: 397864-44-7
CID: 9854489
Formula: C27H29F3O6S
MW: 538.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight538.6
XLogP34.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count10
Rotatable Bond Count6
Exact Mass538.16369430
Monoisotopic Mass538.16369430
Topological Polar Surface Area119 Ų
Heavy Atom Count37
Formal Charge0
Complexity1080
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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