Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (6) Show 6 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-10-17 11:04:32 UTC

Update Date

2022-03-07 02:49:25 UTC

HMDB ID

HMDB0005036

Secondary Accession Numbers

HMDB0014726
HMDB05036
HMDB14726

Metabolite Identification

Common Name

Fluticasone propionate

Description

Fluticasone propionate, a medium-potency synthetic corticosteroid, is used topically to relieve inflammatory and pruritic symptoms of dermatoses and psoriasis, intranasally to manage symptoms of allergic and non-allergic rhinitis, and orally for the treatment of asthma. Fluticasone propionate binds to the glucocorticoid receptor. Unbound corticosteroids cross the membranes of cells such as mast cells and eosinophils, binding with high affinity to glucocorticoid receptors (GR). The results include alteration of transcription and protein synthesis, a decreased release of leukocytic acid hydrolases, reduction in fibroblast proliferation, prevention of macrophage accumulation at inflamed sites, reduction of collagen deposition, interference with leukocyte adhesion to the capillary wall, reduction of capillary membrane permeability and subsequent edema, reduction of complement components, inhibition of histamine and kinin release, and interference with the formation of scar tissue. In the management of asthma, the glucocorticoid receptor complexes down-regulates proinflammatory mediators such as interleukin-(IL)-1, 3, and 5, and up-regulates anti-inflammatory mediators such as IκB (inhibits NF-κB). Corticosteroids are the most effective anti-inflammatory therapy for allergic diseases. They are believed to inhibit T helper cell type 2 (TH2 T-cell) activation through increased immunoregulatory T cell (CD4+CD25+) suppression (PMID: 15316506 ). Fluticasone propionate is marketed under the brand name Flixotide and Flixonase by Allen & Hanburys, and Flovent and Flonase by GlaxoSmithKline. Fluticasone propionate is only found in individuals that have used or taken this drug.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652304202021542D          

 36 39  0  0  1  0            999 V2000
   15.6147   -7.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6147   -8.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3159   -8.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0172   -8.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0172   -7.6831    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.3159   -7.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7184   -8.8794    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.4609   -8.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4609   -7.6831    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.7184   -7.2706    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.1622   -7.2706    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.1622   -6.4456    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.4609   -6.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7184   -6.4456    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.9045   -7.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3997   -6.8581    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.9045   -6.1981    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.9134   -8.8794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0172   -6.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4609   -6.8581    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.0172   -6.0331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1622   -5.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7184   -8.0955    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.1622   -8.0955    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.7184   -9.7044    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.2247   -6.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9045   -5.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1902   -4.9606    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.6192   -4.9606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6192   -5.7855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4442   -5.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8567   -6.5001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8567   -5.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6817   -5.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4758   -5.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7612   -4.9606    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
  2 18  2  0  0  0  0
  5 19  1  1  0  0  0
  9 20  1  1  0  0  0
 14 21  1  1  0  0  0
 12 22  1  1  0  0  0
 10 23  1  6  0  0  0
 11 24  1  6  0  0  0
  7 25  1  6  0  0  0
 16 26  1  6  0  0  0
 17 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 17 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 28 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END

HMDB0005036
     RDKit          3D
Fluticasone propionate
 65 68  0  0  0  0  0  0  0  0999 V2000
    5.8978    1.8303   -2.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5219    2.1672   -1.6198 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9280    0.9963   -0.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5628   -0.0810   -0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6625    1.0462   -0.4227 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0877   -0.0907    0.2015 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9631   -0.4854    1.3330 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9519    0.2039    1.6233 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7013   -1.9263    2.3463 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9528   -2.0931    3.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8539   -1.0694    4.5472 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0820   -1.3093   -0.7332 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9118   -0.8320   -2.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7588   -1.9885   -0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0838   -0.7911   -0.2822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4801   -0.8790    0.2164 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1584   -2.0330   -0.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6461   -1.9824   -0.5195 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0900   -2.5853   -1.6750 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1805   -0.5908   -0.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2402   -0.3631   -1.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8433    0.9515   -1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8480    1.1524   -2.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2268    1.9992   -0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1654    1.7563    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5228    0.4464    0.3377 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5909   -0.0995    1.7630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0905    0.4584   -0.1577 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1624    0.4663   -1.5532 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3152    1.6292    0.2810 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6677    2.1274    1.5549 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1626    1.5220    0.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6760    0.1529    0.6194 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4969   -0.0779    2.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0607    0.7148   -2.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0306    2.2602   -3.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6624    2.2239   -1.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5927    3.0456   -0.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8895    2.5346   -2.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9909   -2.0341    3.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8142   -3.0551    4.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9368   -1.9531   -0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0373   -1.3170   -2.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8610    0.2795   -2.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8076   -1.1404   -2.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4339   -2.6833   -1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8987   -2.4797    0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -0.3059   -1.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5002   -0.9888    1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7601   -2.2057   -1.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8519   -2.9581    0.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0976   -2.5180    0.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6887   -1.1763   -1.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6464    3.0220   -0.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7727    2.6301    0.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8350    0.3072    2.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6479    0.0822    2.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4787   -1.1997    1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5831    2.4828   -0.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5163    3.0895    1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6166    2.2478    0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5503    1.8192   -0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4238    0.2294    2.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128   -1.1415    2.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3000    0.5599    2.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  6  5  1  6
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
  6 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  1
 26 28  1  0
 28 29  1  6
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  1  1
 33  6  1  0
 33 15  1  0
 28 16  1  0
 26 20  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
 10 40  1  0
 10 41  1  0
 12 42  1  6
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  6
 16 49  1  1
 17 50  1  0
 17 51  1  0
 18 52  1  1
 21 53  1  0
 24 54  1  0
 25 55  1  0
 27 56  1  0
 27 57  1  0
 27 58  1  0
 30 59  1  6
 31 60  1  0
 32 61  1  0
 32 62  1  0
 34 63  1  0
 34 64  1  0
 34 65  1  0
M  END


  Mrv1652304202021542D          

 36 39  0  0  1  0            999 V2000
   15.6147   -7.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6147   -8.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3159   -8.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0172   -8.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0172   -7.6831    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.3159   -7.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7184   -8.8794    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.4609   -8.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4609   -7.6831    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.7184   -7.2706    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.1622   -7.2706    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.1622   -6.4456    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.4609   -6.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7184   -6.4456    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.9045   -7.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3997   -6.8581    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.9045   -6.1981    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.9134   -8.8794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0172   -6.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4609   -6.8581    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.0172   -6.0331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1622   -5.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7184   -8.0955    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.1622   -8.0955    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.7184   -9.7044    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.2247   -6.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9045   -5.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1902   -4.9606    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.6192   -4.9606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6192   -5.7855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4442   -5.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8567   -6.5001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8567   -5.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6817   -5.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4758   -5.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7612   -4.9606    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
  2 18  2  0  0  0  0
  5 19  1  1  0  0  0
  9 20  1  1  0  0  0
 14 21  1  1  0  0  0
 12 22  1  1  0  0  0
 10 23  1  6  0  0  0
 11 24  1  6  0  0  0
  7 25  1  6  0  0  0
 16 26  1  6  0  0  0
 17 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 17 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 28 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0005036

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12C[C@@H](C)[C@](OC(=O)CC)(C(=O)SCF)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C

> <INCHI_IDENTIFIER>
InChI=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_KEY>
WMWTYOKRWGGJOA-CENSZEJFSA-N

> <FORMULA>
C25H31F3O5S

> <MOLECULAR_WEIGHT>
500.571

> <EXACT_MASS>
500.184429407

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
49.28997299145852

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(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

> <ALOGPS_LOGP>
3.69

> <JCHEM_LOGP>
3.718004615666666

> <ALOGPS_LOGS>
-4.64

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.483973324710846

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.557201621074185

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3935457180970356

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
121.65029999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0005036
     RDKit          3D
Fluticasone propionate
 65 68  0  0  0  0  0  0  0  0999 V2000
    5.8978    1.8303   -2.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5219    2.1672   -1.6198 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9280    0.9963   -0.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5628   -0.0810   -0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6625    1.0462   -0.4227 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0877   -0.0907    0.2015 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9631   -0.4854    1.3330 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9519    0.2039    1.6233 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7013   -1.9263    2.3463 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9528   -2.0931    3.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8539   -1.0694    4.5472 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0820   -1.3093   -0.7332 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9118   -0.8320   -2.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7588   -1.9885   -0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0838   -0.7911   -0.2822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4801   -0.8790    0.2164 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1584   -2.0330   -0.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6461   -1.9824   -0.5195 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0900   -2.5853   -1.6750 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1805   -0.5908   -0.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2402   -0.3631   -1.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8433    0.9515   -1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8480    1.1524   -2.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2268    1.9992   -0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1654    1.7563    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5228    0.4464    0.3377 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5909   -0.0995    1.7630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0905    0.4584   -0.1577 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1624    0.4663   -1.5532 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3152    1.6292    0.2810 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6677    2.1274    1.5549 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1626    1.5220    0.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6760    0.1529    0.6194 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4969   -0.0779    2.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0607    0.7148   -2.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0306    2.2602   -3.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6624    2.2239   -1.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5927    3.0456   -0.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8895    2.5346   -2.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9909   -2.0341    3.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8142   -3.0551    4.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9368   -1.9531   -0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0373   -1.3170   -2.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8610    0.2795   -2.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8076   -1.1404   -2.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4339   -2.6833   -1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8987   -2.4797    0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -0.3059   -1.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5002   -0.9888    1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7601   -2.2057   -1.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8519   -2.9581    0.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0976   -2.5180    0.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6887   -1.1763   -1.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6464    3.0220   -0.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7727    2.6301    0.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8350    0.3072    2.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6479    0.0822    2.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4787   -1.1997    1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5831    2.4828   -0.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5163    3.0895    1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6166    2.2478    0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5503    1.8192   -0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4238    0.2294    2.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128   -1.1415    2.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3000    0.5599    2.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  6  5  1  6
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
  6 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  1
 26 28  1  0
 28 29  1  6
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  1  1
 33  6  1  0
 33 15  1  0
 28 16  1  0
 26 20  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
 10 40  1  0
 10 41  1  0
 12 42  1  6
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  6
 16 49  1  1
 17 50  1  0
 17 51  1  0
 18 52  1  1
 21 53  1  0
 24 54  1  0
 25 55  1  0
 27 56  1  0
 27 57  1  0
 27 58  1  0
 30 59  1  6
 31 60  1  0
 32 61  1  0
 32 62  1  0
 34 63  1  0
 34 64  1  0
 34 65  1  0
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      29.147 -14.342   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      29.147 -15.882   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      30.456 -16.575   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.765 -15.882   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      31.765 -14.342   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      30.456 -13.572   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      33.074 -16.575   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      34.460 -15.882   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      34.460 -14.342   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      33.074 -13.572   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      35.769 -13.572   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      35.769 -12.032   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      34.460 -11.262   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      33.074 -12.032   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      37.155 -14.034   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      38.079 -12.802   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      37.155 -11.570   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      27.838 -16.575   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      31.765 -12.802   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0      34.460 -12.802   0.000  0.00  0.00           H+0
HETATM   21  O   UNK     0      31.765 -11.262   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      35.769 -10.492   0.000  0.00  0.00           C+0
HETATM   23  F   UNK     0      33.074 -15.112   0.000  0.00  0.00           F+0
HETATM   24  H   UNK     0      35.769 -15.112   0.000  0.00  0.00           H+0
HETATM   25  F   UNK     0      33.074 -18.115   0.000  0.00  0.00           F+0
HETATM   26  C   UNK     0      39.619 -12.802   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      37.155 -10.030   0.000  0.00  0.00           C+0
HETATM   28  S   UNK     0      35.822  -9.260   0.000  0.00  0.00           S+0
HETATM   29  O   UNK     0      38.489  -9.260   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      38.489 -10.800   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      40.029 -10.800   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      40.799 -12.134   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      40.799  -9.466   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      42.339  -9.466   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      34.488 -10.030   0.000  0.00  0.00           C+0
HETATM   36  F   UNK     0      33.154  -9.260   0.000  0.00  0.00           F+0
CONECT    1    2    6                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   19                                             
CONECT    6    5    1                                                       
CONECT    7    4    8   25                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11   20                                             
CONECT   10    9    5   14   23                                             
CONECT   11    9   12   15   24                                             
CONECT   12   11   13   17   22                                             
CONECT   13   12   14                                                       
CONECT   14   13   10   21                                                  
CONECT   15   11   16                                                       
CONECT   16   15   17   26                                                  
CONECT   17   16   12   27   30                                             
CONECT   18    2                                                            
CONECT   19    5                                                            
CONECT   20    9                                                            
CONECT   21   14                                                            
CONECT   22   12                                                            
CONECT   23   10                                                            
CONECT   24   11                                                            
CONECT   25    7                                                            
CONECT   26   16                                                            
CONECT   27   17   28   29                                                  
CONECT   28   27   35                                                       
CONECT   29   27                                                            
CONECT   30   17   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33                                                            
CONECT   35   28   36                                                       
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

COMPND    HMDB0005036
HETATM    1  C1  UNL     1       5.898   1.830  -2.145  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.522   2.167  -1.620  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.928   0.996  -0.978  1.00  0.00           C  
HETATM    4  O1  UNL     1       4.563  -0.081  -0.920  1.00  0.00           O  
HETATM    5  O2  UNL     1       2.663   1.046  -0.423  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.088  -0.091   0.201  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.963  -0.485   1.333  1.00  0.00           C  
HETATM    8  O3  UNL     1       3.952   0.204   1.623  1.00  0.00           O  
HETATM    9  S1  UNL     1       2.701  -1.926   2.346  1.00  0.00           S  
HETATM   10  C6  UNL     1       3.953  -2.093   3.631  1.00  0.00           C  
HETATM   11  F1  UNL     1       3.854  -1.069   4.547  1.00  0.00           F  
HETATM   12  C7  UNL     1       2.082  -1.309  -0.733  1.00  0.00           C  
HETATM   13  C8  UNL     1       1.912  -0.832  -2.154  1.00  0.00           C  
HETATM   14  C9  UNL     1       0.759  -1.988  -0.320  1.00  0.00           C  
HETATM   15  C10 UNL     1      -0.084  -0.791  -0.282  1.00  0.00           C  
HETATM   16  C11 UNL     1      -1.480  -0.879   0.216  1.00  0.00           C  
HETATM   17  C12 UNL     1      -2.158  -2.033  -0.404  1.00  0.00           C  
HETATM   18  C13 UNL     1      -3.646  -1.982  -0.519  1.00  0.00           C  
HETATM   19  F2  UNL     1      -4.090  -2.585  -1.675  1.00  0.00           F  
HETATM   20  C14 UNL     1      -4.181  -0.591  -0.495  1.00  0.00           C  
HETATM   21  C15 UNL     1      -5.240  -0.363  -1.237  1.00  0.00           C  
HETATM   22  C16 UNL     1      -5.843   0.952  -1.292  1.00  0.00           C  
HETATM   23  O4  UNL     1      -6.848   1.152  -2.000  1.00  0.00           O  
HETATM   24  C17 UNL     1      -5.227   1.999  -0.494  1.00  0.00           C  
HETATM   25  C18 UNL     1      -4.165   1.756   0.246  1.00  0.00           C  
HETATM   26  C19 UNL     1      -3.523   0.446   0.338  1.00  0.00           C  
HETATM   27  C20 UNL     1      -3.591  -0.099   1.763  1.00  0.00           C  
HETATM   28  C21 UNL     1      -2.090   0.458  -0.158  1.00  0.00           C  
HETATM   29  F3  UNL     1      -2.162   0.466  -1.553  1.00  0.00           F  
HETATM   30  C22 UNL     1      -1.315   1.629   0.281  1.00  0.00           C  
HETATM   31  O5  UNL     1      -1.668   2.127   1.555  1.00  0.00           O  
HETATM   32  C23 UNL     1       0.163   1.522   0.260  1.00  0.00           C  
HETATM   33  C24 UNL     1       0.676   0.153   0.619  1.00  0.00           C  
HETATM   34  C25 UNL     1       0.497  -0.078   2.073  1.00  0.00           C  
HETATM   35  H1  UNL     1       6.061   0.715  -2.206  1.00  0.00           H  
HETATM   36  H2  UNL     1       6.031   2.260  -3.164  1.00  0.00           H  
HETATM   37  H3  UNL     1       6.662   2.224  -1.450  1.00  0.00           H  
HETATM   38  H4  UNL     1       4.593   3.046  -0.938  1.00  0.00           H  
HETATM   39  H5  UNL     1       3.889   2.535  -2.478  1.00  0.00           H  
HETATM   40  H6  UNL     1       4.991  -2.034   3.200  1.00  0.00           H  
HETATM   41  H7  UNL     1       3.814  -3.055   4.163  1.00  0.00           H  
HETATM   42  H8  UNL     1       2.937  -1.953  -0.580  1.00  0.00           H  
HETATM   43  H9  UNL     1       1.037  -1.317  -2.653  1.00  0.00           H  
HETATM   44  H10 UNL     1       1.861   0.280  -2.207  1.00  0.00           H  
HETATM   45  H11 UNL     1       2.808  -1.140  -2.750  1.00  0.00           H  
HETATM   46  H12 UNL     1       0.434  -2.683  -1.126  1.00  0.00           H  
HETATM   47  H13 UNL     1       0.899  -2.480   0.644  1.00  0.00           H  
HETATM   48  H14 UNL     1      -0.101  -0.306  -1.296  1.00  0.00           H  
HETATM   49  H15 UNL     1      -1.500  -0.989   1.337  1.00  0.00           H  
HETATM   50  H16 UNL     1      -1.760  -2.206  -1.443  1.00  0.00           H  
HETATM   51  H17 UNL     1      -1.852  -2.958   0.163  1.00  0.00           H  
HETATM   52  H18 UNL     1      -4.098  -2.518   0.336  1.00  0.00           H  
HETATM   53  H19 UNL     1      -5.689  -1.176  -1.833  1.00  0.00           H  
HETATM   54  H20 UNL     1      -5.646   3.022  -0.501  1.00  0.00           H  
HETATM   55  H21 UNL     1      -3.773   2.630   0.819  1.00  0.00           H  
HETATM   56  H22 UNL     1      -2.835   0.307   2.430  1.00  0.00           H  
HETATM   57  H23 UNL     1      -4.648   0.082   2.094  1.00  0.00           H  
HETATM   58  H24 UNL     1      -3.479  -1.200   1.737  1.00  0.00           H  
HETATM   59  H25 UNL     1      -1.583   2.483  -0.416  1.00  0.00           H  
HETATM   60  H26 UNL     1      -1.516   3.089   1.626  1.00  0.00           H  
HETATM   61  H27 UNL     1       0.617   2.248   0.965  1.00  0.00           H  
HETATM   62  H28 UNL     1       0.550   1.819  -0.756  1.00  0.00           H  
HETATM   63  H29 UNL     1       1.424   0.229   2.599  1.00  0.00           H  
HETATM   64  H30 UNL     1       0.313  -1.141   2.338  1.00  0.00           H  
HETATM   65  H31 UNL     1      -0.300   0.560   2.547  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3   38   39
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   12   33
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11   40   41
CONECT   12   13   14   42
CONECT   13   43   44   45
CONECT   14   15   46   47
CONECT   15   16   33   48
CONECT   16   17   28   49
CONECT   17   18   50   51
CONECT   18   19   20   52
CONECT   20   21   21   26
CONECT   21   22   53
CONECT   22   23   23   24
CONECT   24   25   25   54
CONECT   25   26   55
CONECT   26   27   28
CONECT   27   56   57   58
CONECT   28   29   30
CONECT   30   31   32   59
CONECT   31   60
CONECT   32   33   61   62
CONECT   33   34
CONECT   34   63   64   65
END

HMDB0005036
     RDKit          3D
Fluticasone propionate
 65 68  0  0  0  0  0  0  0  0999 V2000
    5.8978    1.8303   -2.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5219    2.1672   -1.6198 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9280    0.9963   -0.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5628   -0.0810   -0.9196 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6625    1.0462   -0.4227 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0877   -0.0907    0.2015 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9631   -0.4854    1.3330 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9519    0.2039    1.6233 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7013   -1.9263    2.3463 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9528   -2.0931    3.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8539   -1.0694    4.5472 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0820   -1.3093   -0.7332 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9118   -0.8320   -2.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7588   -1.9885   -0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0838   -0.7911   -0.2822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4801   -0.8790    0.2164 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1584   -2.0330   -0.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6461   -1.9824   -0.5195 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0900   -2.5853   -1.6750 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1805   -0.5908   -0.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2402   -0.3631   -1.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8433    0.9515   -1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8480    1.1524   -2.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2268    1.9992   -0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1654    1.7563    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5228    0.4464    0.3377 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5909   -0.0995    1.7630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0905    0.4584   -0.1577 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1624    0.4663   -1.5532 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3152    1.6292    0.2810 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6677    2.1274    1.5549 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1626    1.5220    0.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6760    0.1529    0.6194 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4969   -0.0779    2.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0607    0.7148   -2.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0306    2.2602   -3.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6624    2.2239   -1.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5927    3.0456   -0.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8895    2.5346   -2.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9909   -2.0341    3.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8142   -3.0551    4.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9368   -1.9531   -0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0373   -1.3170   -2.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8610    0.2795   -2.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8076   -1.1404   -2.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4339   -2.6833   -1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8987   -2.4797    0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -0.3059   -1.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5002   -0.9888    1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7601   -2.2057   -1.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8519   -2.9581    0.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0976   -2.5180    0.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6887   -1.1763   -1.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6464    3.0220   -0.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7727    2.6301    0.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8350    0.3072    2.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6479    0.0822    2.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4787   -1.1997    1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5831    2.4828   -0.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5163    3.0895    1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6166    2.2478    0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5503    1.8192   -0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4238    0.2294    2.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128   -1.1415    2.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3000    0.5599    2.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  6  5  1  6
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
  6 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  1
 26 28  1  0
 28 29  1  6
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  1  1
 33  6  1  0
 33 15  1  0
 28 16  1  0
 26 20  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
 10 40  1  0
 10 41  1  0
 12 42  1  6
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  6
 16 49  1  1
 17 50  1  0
 17 51  1  0
 18 52  1  1
 21 53  1  0
 24 54  1  0
 25 55  1  0
 27 56  1  0
 27 57  1  0
 27 58  1  0
 30 59  1  6
 31 60  1  0
 32 61  1  0
 32 62  1  0
 34 63  1  0
 34 64  1  0
 34 65  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Cutivate	ChEBI
Flonase	Kegg
Flovent	Kegg
Cutivic acid	Generator
Fluticasone propionic acid	Generator
Flovent diskus 250	HMDB
Flovent diskus 50	HMDB
CCI-18781cutivATE	HMDB
Flovent diskus 100	HMDB
Flovent hfa	HMDB
FLUTICASONE	HMDB
CCI 18781	HMDB
CCI-18781cutivic acid	HMDB
Asmatil	HMDB
Axotide	HMDB
Brethal	HMDB
Cultivate	HMDB
Flixonase	HMDB
Flixonase nasal spray	HMDB
Flixotide	HMDB
Flixotide disk	HMDB
Flixotide disks	HMDB
Flixotide inhaler	HMDB
Flovent diskus	HMDB
Flovent rotadisk	HMDB
Fluinol	HMDB
Flunase	HMDB
Flusonal	HMDB
Fluspiral	HMDB
Fluticasonpropionat allen	HMDB
Flutide	HMDB
Flutivate	HMDB
HFA, flovent	HMDB
Propionate, fluticasone	HMDB

Chemical Formula

C₂₅H₃₁F₃O₅S

Average Molecular Weight

500.571

Monoisotopic Molecular Weight

500.184429407

IUPAC Name

(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

Traditional Name

(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

CAS Registry Number

80474-14-2

SMILES

[H][C@@]12C[C@@H](C)[C@](OC(=O)CC)(C(=O)SCF)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C

InChI Identifier

InChI=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 Key

WMWTYOKRWGGJOA-CENSZEJFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid esters

Direct Parent

Steroid esters

Alternative Parents

Substituents

Steroid ester
Androgen-skeleton
Androstane-skeleton
3-oxosteroid
Hydroxysteroid
6-halo-steroid
9-halo-steroid
Oxosteroid
3-oxo-delta-1,4-steroid
11-beta-hydroxysteroid
11-hydroxysteroid
Halo-steroid
Delta-1,4-steroid
Cyclic alcohol
Halohydrin
Secondary alcohol
Ketone
Carboxylic acid ester
Thiocarboxylic acid ester
Fluorohydrin
Cyclic ketone
Carbothioic s-ester
Sulfenyl compound
Carboxylic acid derivative
Thiocarboxylic acid or derivatives
Monocarboxylic acid or derivatives
Organosulfur compound
Alcohol
Organic oxide
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Alkyl halide
Alkyl fluoride
Organooxygen compound
Organofluoride
Organohalogen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

thioester (CHEBI:31441 )
propanoate ester (CHEBI:31441 )
11beta-hydroxy steroid (CHEBI:31441 )
steroid ester (CHEBI:31441 )
fluorinated steroid (CHEBI:31441 )
3-oxo-Delta(1),Delta(4)-steroid (CHEBI:31441 )
corticosteroid (CHEBI:31441 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0005036)
Membrane (HMDB: HMDB0005036)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	3.69	ALOGPS
logP	3.72	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	13.56	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	121.65 m³·mol⁻¹	ChemAxon
Polarizability	49.29 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	243.095	30932474
DeepCCS	[M+Na]+	218.358	30932474
AllCCS	[M+H]+	211.5	32859911
AllCCS	[M+H-H2O]+	209.9	32859911
AllCCS	[M+NH4]+	213.1	32859911
AllCCS	[M+Na]+	213.5	32859911
AllCCS	[M-H]-	211.0	32859911
AllCCS	[M+Na-2H]-	212.4	32859911
AllCCS	[M+HCOO]-	214.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fluticasone propionate	[H][C@@]12C[C@@H](C)[C@](OC(=O)CC)(C(=O)SCF)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C	3881.9	Standard polar	33892256
Fluticasone propionate	[H][C@@]12C[C@@H](C)[C@](OC(=O)CC)(C(=O)SCF)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C	3157.6	Standard non polar	33892256
Fluticasone propionate	[H][C@@]12C[C@@H](C)[C@](OC(=O)CC)(C(=O)SCF)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C	3410.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fluticasone propionate,1TMS,isomer #1	CCC(=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[Si](C)(C)C)C[C@@]21C	3233.5	Semi standard non polar	33892256
Fluticasone propionate,1TBDMS,isomer #1	CCC(=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[Si](C)(C)C(C)(C)C)C[C@@]21C	3459.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fluticasone propionate GC-MS (Non-derivatized) - 70eV, Positive	splash10-005i-8973700000-7ae41b4f0c6c91175556	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluticasone propionate GC-MS (1 TMS) - 70eV, Positive	splash10-1003-4319060000-b20ab3b8b6ed86e8912c	2017-10-06	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluticasone propionate , positive-QTOF	splash10-03dl-0497100000-b64248896abdef386eaf	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluticasone propionate 50V, Positive-QTOF	splash10-0200-0790000000-4d8a865f47a79975f30a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluticasone propionate 40V, Positive-QTOF	splash10-004i-0490000000-00982c202544f0c432e3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluticasone propionate 50V, Positive-QTOF	splash10-0200-0790000000-9312e39ae770e7245a53	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluticasone propionate 30V, Positive-QTOF	splash10-004l-0392000000-35466d5bb70b1d6f1634	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluticasone propionate 20V, Positive-QTOF	splash10-01ox-0197000000-044d3734659c98c68da2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluticasone propionate 10V, Positive-QTOF	splash10-0udi-0025290000-848a15088230876c1818	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluticasone propionate 30V, Positive-QTOF	splash10-004l-0392000000-01368c6428b545907e1c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluticasone propionate 40V, Positive-QTOF	splash10-004i-0490000000-0fd22d1ac4b72bdebc1f	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluticasone propionate 10V, Positive-QTOF	splash10-0zgi-4001930000-a7b82244d5b24f9d8272	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluticasone propionate 20V, Positive-QTOF	splash10-0a6u-7092200000-aed6b52e614a380e2097	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluticasone propionate 40V, Positive-QTOF	splash10-0cdi-8096100000-9e0fc4111fc6116e0ea3	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluticasone propionate 10V, Negative-QTOF	splash10-01ox-9000100000-17674b637937da23d27e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluticasone propionate 20V, Negative-QTOF	splash10-03kc-9000200000-0c5158a7b78371629485	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluticasone propionate 40V, Negative-QTOF	splash10-08i0-9003100000-9fa5be631de6c09946db	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluticasone propionate 10V, Positive-QTOF	splash10-0uei-0009860000-3f8f57d106338053ebf9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluticasone propionate 20V, Positive-QTOF	splash10-08i9-1009800000-aee94ac4fa03a5892a8b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluticasone propionate 40V, Positive-QTOF	splash10-01pc-9447100000-e80928204b8b61c38056	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluticasone propionate 10V, Negative-QTOF	splash10-00di-9000400000-1b0cb5667fe2a113acc9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluticasone propionate 20V, Negative-QTOF	splash10-03dl-9001000000-ec0113eb53d740f47bfc	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluticasone propionate 40V, Negative-QTOF	splash10-0ab9-9000000000-5ee0549770ddf526182a	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Taking drug identified by DrugBank entry DB00588	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Taking drug identified by DrugBank entry DB00588	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00588

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023603

KNApSAcK ID

Not Available

Chemspider ID

392059

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fluticasone_Propionate

METLIN ID

Not Available

PubChem Compound

444036

PDB ID

Not Available

ChEBI ID

31441

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Barkalow, Jufang; Chamberlin, Steven A.; Cooper, Arthur J.; Hossain, Azad; Hufnagel, John J.; Langrid Method for the preparation of fluticasone and related 17b-carbothioic esters using a novel carbothioic acid synthesis and novel purification methods. 2001, Patent CA2400919A1 (https://patents.google.com/patent/CA2400919A1/en17)

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Dao Nguyen X, Robinson DS: Fluticasone propionate increases CD4CD25 T regulatory cell suppression of allergen-stimulated CD4CD25 T cells by an IL-10-dependent mechanism. J Allergy Clin Immunol. 2004 Aug;114(2):296-301. [PubMed:15316506 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Cytosolic phospholipase A2

General function:: Involved in metabolic process
Specific function:: Selectively hydrolyzes arachidonyl phospholipids in the sn-2 position releasing arachidonic acid. Together with its lysophospholipid activity, it is implicated in the initiation of the inflammatory response.
Gene Name:: PLA2G4A
Uniprot ID:: P47712
Molecular weight:: 85210.19

References

Sano A, Munoz NM, Sano H, Choi J, Zhu X, Jacobs B, Leff AR: Inhibition of cPLA2 translocation and leukotriene C4 secretion by fluticasone propionate in exogenously activated human eosinophils. Am J Respir Crit Care Med. 1999 Jun;159(6):1903-9. [PubMed:10351938 ]
Myo S, Zhu X, Myou S, Meliton AY, Liu J, Boetticher E, Lambertino AT, Xu C, Munoz NM, Leff AR: Additive blockade of beta 2-integrin adhesion of eosinophils by salmeterol and fluticasone propionate. Eur Respir J. 2004 Apr;23(4):511-7. [PubMed:15083746 ]

Enzyme Details

2. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Pearce RE, Leeder JS, Kearns GL: Biotransformation of fluticasone: in vitro characterization. Drug Metab Dispos. 2006 Jun;34(6):1035-40. Epub 2006 Mar 24. [PubMed:16565171 ]
Murai T, Reilly CA, Ward RM, Yost GS: The inhaled glucocorticoid fluticasone propionate efficiently inactivates cytochrome P450 3A5, a predominant lung P450 enzyme. Chem Res Toxicol. 2010 Aug 16;23(8):1356-64. doi: 10.1021/tx100124k. [PubMed:20707410 ]

Enzyme Details

3. Cytochrome P450 3A5

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

References

Pearce RE, Leeder JS, Kearns GL: Biotransformation of fluticasone: in vitro characterization. Drug Metab Dispos. 2006 Jun;34(6):1035-40. Epub 2006 Mar 24. [PubMed:16565171 ]
Murai T, Reilly CA, Ward RM, Yost GS: The inhaled glucocorticoid fluticasone propionate efficiently inactivates cytochrome P450 3A5, a predominant lung P450 enzyme. Chem Res Toxicol. 2010 Aug 16;23(8):1356-64. doi: 10.1021/tx100124k. [PubMed:20707410 ]

Enzyme Details

4. Cytochrome P450 3A7

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A7
Uniprot ID:: P24462
Molecular weight:: 57525.03

References

Pearce RE, Leeder JS, Kearns GL: Biotransformation of fluticasone: in vitro characterization. Drug Metab Dispos. 2006 Jun;34(6):1035-40. Epub 2006 Mar 24. [PubMed:16565171 ]

Enzyme Details

5. Progesterone receptor

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: Isoform A is inactive in stimulating c-Src/MAPK signaling on hormone stimulation
Gene Name:: PGR
Uniprot ID:: P06401
Molecular weight:: 98980.0

References

Issar M, Sahasranaman S, Buchwald P, Hochhaus G: Differences in the glucocorticoid to progesterone receptor selectivity of inhaled glucocorticoids. Eur Respir J. 2006 Mar;27(3):511-6. [PubMed:16507850 ]
Austin RJ, Maschera B, Walker A, Fairbairn L, Meldrum E, Farrow SN, Uings IJ: Mometasone furoate is a less specific glucocorticoid than fluticasone propionate. Eur Respir J. 2002 Dec;20(6):1386-92. [PubMed:12503693 ]

Enzyme Details

6. Mineralocorticoid receptor

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: Receptor for both mineralocorticoids (MC) such as aldosterone and glucocorticoids (GC) such as corticosterone or cortisol. Binds to mineralocorticoid response elements (MRE) and transactivates target genes. The effect of MC is to increase ion and water transport and thus raise extracellular fluid volume and blood pressure and lower potassium levels
Gene Name:: NR3C2
Uniprot ID:: P08235
Molecular weight:: 107066.6

References

Austin RJ, Maschera B, Walker A, Fairbairn L, Meldrum E, Farrow SN, Uings IJ: Mometasone furoate is a less specific glucocorticoid than fluticasone propionate. Eur Respir J. 2002 Dec;20(6):1386-92. [PubMed:12503693 ]
Issar M, Sahasranaman S, Buchwald P, Hochhaus G: Differences in the glucocorticoid to progesterone receptor selectivity of inhaled glucocorticoids. Eur Respir J. 2006 Mar;27(3):511-6. [PubMed:16507850 ]

Showing metabocard for Fluticasone propionate (HMDB0005036)

MOL for HMDB0005036 (Fluticasone propionate)

3D MOL for HMDB0005036 (Fluticasone propionate)

3D SDF for HMDB0005036 (Fluticasone propionate)

3D-SDF for HMDB0005036 (Fluticasone propionate)

PDB for HMDB0005036 (Fluticasone propionate)

3D PDB for HMDB0005036 (Fluticasone propionate)

SMILES for HMDB0005036 (Fluticasone propionate)

INCHI for HMDB0005036 (Fluticasone propionate)

Structure for HMDB0005036 (Fluticasone propionate)

3D Structure for HMDB0005036 (Fluticasone propionate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References