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SML3103

Fluticasone furoate

≥98% (HPLC), powder, glucocorticoid receptor agonist

Synonym(s):

6a,9a-Difluoro-17a-[(2-furanylcarbonyl)oxy]-11β-hydroxy-16a-methyl-3-oxoandrosta-1,4-diene-17β-carbothioic acid S-fluoromethyl ester, GSK 685 698, GSK 685698, GSK685698, GW 685698X, GW685698X, Veramyst, 6α,9α-Difluoro-17α-[(2-furanylcarbonyl)oxy]-11β-hydroxy-6α-methyl-3-oxoandrosta-1,4-diene-17β-carbothioic acid S-fluoromethyl ester

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About This Item

Empirical Formula (Hill Notation):
C27H29F3O6S
CAS Number:
397864-44-7
Molecular Weight:
538.58
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
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Product Name

Fluticasone furoate, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

F[C@@]21[C@H]([C@H]4[C@@]([C@@]([C@@H](C4)C)(OC(=O)c5[o]ccc5)C(=O)SCF)(C[C@@H]2O)C)C[C@@H](C3=CC(=O)C=C[C@@]31C)F

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

InChI key

XTULMSXFIHGYFS-VLSRWLAYSA-N

Biochem/physiol Actions

Fluticasone furoate is a highly potent and selective glucocorticoid receptor (GR) agonist (EC50 = 57 pM by A549-based GRE reporter assay; IC50 = 29 nM against 3.2 ng/mL TNF-α-induced NF-κB activation by A549 reporter line; 117 pM against 1 ng/mL LPS-induced TNF-α release from human PBMCs). Fluticasone furoate prevents ovalbumin-induced lung eosinophilia in an allergic lung inflammation model in vivo (30 μg/brown Norway rat intratracheally) with much reduced or no potency toward mineralocorticoid, progesterone, androgen or estrogen receptors.

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pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H361d

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000453190
0000453190
0000425192
0000425192
0000402329

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Global Trade Item Number

SKUGTIN
SML3103-10MG04065266693263
SML3103-50MG04065266693270