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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:47 UTC

HMDB ID

HMDB0014902

Secondary Accession Numbers

HMDB14902

Metabolite Identification

Common Name

Mometasone

Description

Mometasone is a medium-potency synthetic corticosteroid with antiinflammatory, antipruritic, and vasoconstrictive properties. Studies in asthmatic patients have demonstrated that mometasone provides a favorable ratio of topical to systemic activity due to its primary local effect along with the extensive hepatic metabolism and the lack of active metabolites. Though effective for the treatment of asthma, glucocorticoids do not affect asthma symptoms immediately. Maximum improvement in symptoms following inhaled administration of mometasone furoate may not be achieved for 1 to 2 weeks or longer after starting treatment. he antiinflammatory actions of corticosteroids are thought to involve phospholipase A2 inhibitory proteins, lipocortins, which control the biosynthesis of potent mediators of inflammation such as prostaglandins and leukotrienes.

Structure

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

  Mrv0541 04191212142D          

 30 33  0  0  1  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2136    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6985    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2136    1.9049    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5235    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136    2.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9281    3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    2.7299    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4991    3.1424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9281    2.3174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
 21  2  1  0  0  0  0
  2 18  1  1  0  0  0
  9  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  1  1  0  0  0  0
  2  5  1  0  0  0  0
  5 12  1  0  0  0  0
  5 17  1  6  0  0  0
  6  3  1  0  0  0  0
  5  6  1  0  0  0  0
  6 10  1  0  0  0  0
  6 23  1  1  0  0  0
  7  8  1  0  0  0  0
  7 10  2  0  0  0  0
  8  9  1  0  0  0  0
  8 16  2  0  0  0  0
 19 11  1  0  0  0  0
 11 12  1  0  0  0  0
 21 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  0  0  0  0
 19 15  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  1  0  0  0
 21 22  1  6  0  0  0
 12 24  1  1  0  0  0
 14 25  1  6  0  0  0
 15 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
 15 30  1  6  0  0  0
M  END

HMDB0014902
     RDKit          3D
Mometasone
 56 59  0  0  0  0  0  0  0  0999 V2000
    3.8506   -2.0426    1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0401   -0.7574    1.0092 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6385   -1.0942    1.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219   -0.7602    0.3716 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6502   -0.3173    0.7217 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4008   -1.4462    1.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6485   -0.7239    1.9927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4347   -0.5079    0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5911   -1.0707    0.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4418   -0.9438   -0.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5437   -1.5027   -0.6603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8451   -0.1215   -1.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6627    0.4516   -1.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8246    0.3437   -0.3275 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8143    1.7954    0.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3948   -0.0755   -0.5801 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4556   -1.6551   -1.4019 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6636    0.8556   -1.4814 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7936    2.2049   -1.1608 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8048    0.5996   -1.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4584    0.4077   -0.2461 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5293    1.6262    0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8148   -0.2695   -0.3630 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4801   -1.4353   -1.1286 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8447    0.4436   -1.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0383    0.0951   -2.2408 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7648    1.5164   -0.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8170    2.1181    0.9198 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9186   -1.8269    0.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6503   -2.5737    1.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5733   -2.6990    0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4493   -0.0418    1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5327   -2.1740    1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3722   -0.5436    2.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7257   -1.5795   -0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6180    0.5830    1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7897   -1.8555    2.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7491   -2.2168    0.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1444   -1.3230    2.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3186    0.2256    2.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9741   -1.6857    1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4429   -0.0020   -2.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3422    1.0454   -2.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7049    1.8992    0.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0084    2.5019   -0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9429    1.9917    0.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0826    0.7025   -2.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1351    2.6993   -1.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788   -0.2998   -2.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.4719   -2.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9998    1.4502    1.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    2.4127   -0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5501    2.0971    0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1469   -1.5744   -1.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5804    2.3827   -1.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8158    1.1986   -0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  6
 23 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 23  2  1  0
 21  4  1  0
 16  5  1  0
 14  8  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  4 35  1  6
  5 36  1  1
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  9 41  1  0
 12 42  1  0
 13 43  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
 18 47  1  6
 19 48  1  0
 20 49  1  0
 20 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 24 54  1  0
 27 55  1  0
 27 56  1  0
M  END

  Mrv0541 04191212142D          

 30 33  0  0  1  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2136    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6985    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2136    1.9049    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5235    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136    2.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9281    3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    2.7299    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4991    3.1424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9281    2.3174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
 21  2  1  0  0  0  0
  2 18  1  1  0  0  0
  9  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  1  1  0  0  0  0
  2  5  1  0  0  0  0
  5 12  1  0  0  0  0
  5 17  1  6  0  0  0
  6  3  1  0  0  0  0
  5  6  1  0  0  0  0
  6 10  1  0  0  0  0
  6 23  1  1  0  0  0
  7  8  1  0  0  0  0
  7 10  2  0  0  0  0
  8  9  1  0  0  0  0
  8 16  2  0  0  0  0
 19 11  1  0  0  0  0
 11 12  1  0  0  0  0
 21 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  0  0  0  0
 19 15  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  1  0  0  0
 21 22  1  6  0  0  0
 12 24  1  1  0  0  0
 14 25  1  6  0  0  0
 15 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
 15 30  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0014902

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12C[C@@H](C)[C@](O)(C(=O)CCl)[C@@]1(C)C[C@H](O)[C@@]1(Cl)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C22H28Cl2O4/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,24)17(26)10-20(16,3)22(12,28)18(27)11-23/h6-7,9,12,15-17,26,28H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1

> <INCHI_KEY>
QLIIKPVHVRXHRI-CXSFZGCWSA-N

> <FORMULA>
C22H28Cl2O4

> <MOLECULAR_WEIGHT>
427.361

> <EXACT_MASS>
426.136464798

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
43.81865933952365

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,10S,11S,13R,14R,15S,17S)-1-chloro-14-(2-chloroacetyl)-14,17-dihydroxy-2,13,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-5-one

> <ALOGPS_LOGP>
2.81

> <JCHEM_LOGP>
3.4996616176666673

> <ALOGPS_LOGS>
-4.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.847593604044008

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.480248238614035

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2978835843925607

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
110.28699999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.23e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mometasone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014902
     RDKit          3D
Mometasone
 56 59  0  0  0  0  0  0  0  0999 V2000
    3.8506   -2.0426    1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0401   -0.7574    1.0092 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6385   -1.0942    1.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219   -0.7602    0.3716 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6502   -0.3173    0.7217 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4008   -1.4462    1.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6485   -0.7239    1.9927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4347   -0.5079    0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5911   -1.0707    0.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4418   -0.9438   -0.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5437   -1.5027   -0.6603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8451   -0.1215   -1.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6627    0.4516   -1.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8246    0.3437   -0.3275 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8143    1.7954    0.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3948   -0.0755   -0.5801 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4556   -1.6551   -1.4019 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6636    0.8556   -1.4814 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7936    2.2049   -1.1608 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8048    0.5996   -1.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4584    0.4077   -0.2461 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5293    1.6262    0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8148   -0.2695   -0.3630 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4801   -1.4353   -1.1286 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8447    0.4436   -1.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0383    0.0951   -2.2408 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7648    1.5164   -0.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8170    2.1181    0.9198 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9186   -1.8269    0.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6503   -2.5737    1.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5733   -2.6990    0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4493   -0.0418    1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5327   -2.1740    1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3722   -0.5436    2.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7257   -1.5795   -0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6180    0.5830    1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7897   -1.8555    2.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7491   -2.2168    0.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1444   -1.3230    2.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3186    0.2256    2.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9741   -1.6857    1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4429   -0.0020   -2.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3422    1.0454   -2.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7049    1.8992    0.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0084    2.5019   -0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9429    1.9917    0.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0826    0.7025   -2.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1351    2.6993   -1.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788   -0.2998   -2.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.4719   -2.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9998    1.4502    1.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    2.4127   -0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5501    2.0971    0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1469   -1.5744   -1.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5804    2.3827   -1.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8158    1.1986   -0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  6
 23 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 23  2  1  0
 21  4  1  0
 16  5  1  0
 14  8  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  4 35  1  6
  5 36  1  1
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  9 41  1  0
 12 42  1  0
 13 43  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
 18 47  1  6
 19 48  1  0
 20 49  1  0
 20 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 24 54  1  0
 27 55  1  0
 27 56  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.132   1.064   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.037   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.132   3.556   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.335  -1.540   0.000  0.00  0.00           O+0
HETATM   17 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
HETATM   18  H   UNK     0       1.334   2.310   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0       2.667   0.000   0.000  0.00  0.00           H+0
HETATM   23  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.577   2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.132   5.096   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.466   5.866   0.000  0.00  0.00           C+0
HETATM   28 Cl   UNK     0       6.799   5.096   0.000  0.00  0.00          Cl+0
HETATM   29  O   UNK     0       2.798   5.866   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.466   4.326   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1   21   18    5                                             
CONECT    3    9    4    6                                                  
CONECT    4    3    1                                                       
CONECT    5    2   12   17    6                                             
CONECT    6    3    5   10   23                                             
CONECT    7    8   10                                                       
CONECT    8    7    9   16                                                  
CONECT    9    3    8                                                       
CONECT   10    6    7                                                       
CONECT   11   19   12                                                       
CONECT   12    5   11   24                                                  
CONECT   13   21   14                                                       
CONECT   14   13   15   25                                                  
CONECT   15   14   19   26   30                                             
CONECT   16    8                                                            
CONECT   17    5                                                            
CONECT   18    2                                                            
CONECT   19   11   15   21   20                                             
CONECT   20   19                                                            
CONECT   21    2   13   19   22                                             
CONECT   22   21                                                            
CONECT   23    6                                                            
CONECT   24   12                                                            
CONECT   25   14                                                            
CONECT   26   15   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26                                                            
CONECT   30   15                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0014902
HETATM    1  C1  UNL     1       3.851  -2.043   1.061  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.040  -0.757   1.009  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.638  -1.094   1.507  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.722  -0.760   0.372  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.650  -0.317   0.722  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.401  -1.446   1.452  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.648  -0.724   1.993  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.435  -0.508   0.713  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.591  -1.071   0.595  1.00  0.00           C  
HETATM   10  C10 UNL     1      -5.442  -0.944  -0.600  1.00  0.00           C  
HETATM   11  O1  UNL     1      -6.544  -1.503  -0.660  1.00  0.00           O  
HETATM   12  C11 UNL     1      -4.845  -0.121  -1.638  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.663   0.452  -1.504  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.825   0.344  -0.327  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.814   1.795   0.242  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.395  -0.076  -0.580  1.00  0.00           C  
HETATM   17 CL1  UNL     1      -1.456  -1.655  -1.402  1.00  0.00          CL  
HETATM   18  C16 UNL     1      -0.664   0.856  -1.481  1.00  0.00           C  
HETATM   19  O2  UNL     1      -0.794   2.205  -1.161  1.00  0.00           O  
HETATM   20  C17 UNL     1       0.805   0.600  -1.587  1.00  0.00           C  
HETATM   21  C18 UNL     1       1.458   0.408  -0.246  1.00  0.00           C  
HETATM   22  C19 UNL     1       1.529   1.626   0.579  1.00  0.00           C  
HETATM   23  C20 UNL     1       2.815  -0.270  -0.363  1.00  0.00           C  
HETATM   24  O3  UNL     1       2.480  -1.435  -1.129  1.00  0.00           O  
HETATM   25  C21 UNL     1       3.845   0.444  -1.048  1.00  0.00           C  
HETATM   26  O4  UNL     1       4.038   0.095  -2.241  1.00  0.00           O  
HETATM   27  C22 UNL     1       4.765   1.516  -0.689  1.00  0.00           C  
HETATM   28 CL2  UNL     1       4.817   2.118   0.920  1.00  0.00          CL  
HETATM   29  H1  UNL     1       4.919  -1.827   0.983  1.00  0.00           H  
HETATM   30  H2  UNL     1       3.650  -2.574   1.997  1.00  0.00           H  
HETATM   31  H3  UNL     1       3.573  -2.699   0.209  1.00  0.00           H  
HETATM   32  H4  UNL     1       3.449  -0.042   1.725  1.00  0.00           H  
HETATM   33  H5  UNL     1       1.533  -2.174   1.726  1.00  0.00           H  
HETATM   34  H6  UNL     1       1.372  -0.544   2.424  1.00  0.00           H  
HETATM   35  H7  UNL     1       0.726  -1.579  -0.392  1.00  0.00           H  
HETATM   36  H8  UNL     1      -0.618   0.583   1.330  1.00  0.00           H  
HETATM   37  H9  UNL     1      -0.790  -1.855   2.269  1.00  0.00           H  
HETATM   38  H10 UNL     1      -1.749  -2.217   0.741  1.00  0.00           H  
HETATM   39  H11 UNL     1      -3.144  -1.323   2.728  1.00  0.00           H  
HETATM   40  H12 UNL     1      -2.319   0.226   2.399  1.00  0.00           H  
HETATM   41  H13 UNL     1      -4.974  -1.686   1.432  1.00  0.00           H  
HETATM   42  H14 UNL     1      -5.443  -0.002  -2.558  1.00  0.00           H  
HETATM   43  H15 UNL     1      -3.342   1.045  -2.391  1.00  0.00           H  
HETATM   44  H16 UNL     1      -3.705   1.899   0.932  1.00  0.00           H  
HETATM   45  H17 UNL     1      -3.008   2.502  -0.571  1.00  0.00           H  
HETATM   46  H18 UNL     1      -1.943   1.992   0.854  1.00  0.00           H  
HETATM   47  H19 UNL     1      -1.083   0.703  -2.521  1.00  0.00           H  
HETATM   48  H20 UNL     1      -0.135   2.699  -1.682  1.00  0.00           H  
HETATM   49  H21 UNL     1       0.979  -0.300  -2.180  1.00  0.00           H  
HETATM   50  H22 UNL     1       1.266   1.472  -2.094  1.00  0.00           H  
HETATM   51  H23 UNL     1       2.000   1.450   1.561  1.00  0.00           H  
HETATM   52  H24 UNL     1       2.054   2.413  -0.034  1.00  0.00           H  
HETATM   53  H25 UNL     1       0.550   2.097   0.806  1.00  0.00           H  
HETATM   54  H26 UNL     1       3.147  -1.574  -1.833  1.00  0.00           H  
HETATM   55  H27 UNL     1       4.580   2.383  -1.394  1.00  0.00           H  
HETATM   56  H28 UNL     1       5.816   1.199  -0.972  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   23   32
CONECT    3    4   33   34
CONECT    4    5   21   35
CONECT    5    6   16   36
CONECT    6    7   37   38
CONECT    7    8   39   40
CONECT    8    9    9   14
CONECT    9   10   41
CONECT   10   11   11   12
CONECT   12   13   13   42
CONECT   13   14   43
CONECT   14   15   16
CONECT   15   44   45   46
CONECT   16   17   18
CONECT   18   19   20   47
CONECT   19   48
CONECT   20   21   49   50
CONECT   21   22   23
CONECT   22   51   52   53
CONECT   23   24   25
CONECT   24   54
CONECT   25   26   26   27
CONECT   27   28   55   56
END

HMDB0014902
     RDKit          3D
Mometasone
 56 59  0  0  0  0  0  0  0  0999 V2000
    3.8506   -2.0426    1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0401   -0.7574    1.0092 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6385   -1.0942    1.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7219   -0.7602    0.3716 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6502   -0.3173    0.7217 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4008   -1.4462    1.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6485   -0.7239    1.9927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4347   -0.5079    0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5911   -1.0707    0.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4418   -0.9438   -0.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5437   -1.5027   -0.6603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8451   -0.1215   -1.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6627    0.4516   -1.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8246    0.3437   -0.3275 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8143    1.7954    0.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3948   -0.0755   -0.5801 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4556   -1.6551   -1.4019 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6636    0.8556   -1.4814 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7936    2.2049   -1.1608 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8048    0.5996   -1.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4584    0.4077   -0.2461 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5293    1.6262    0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8148   -0.2695   -0.3630 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4801   -1.4353   -1.1286 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8447    0.4436   -1.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0383    0.0951   -2.2408 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7648    1.5164   -0.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8170    2.1181    0.9198 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9186   -1.8269    0.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6503   -2.5737    1.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5733   -2.6990    0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4493   -0.0418    1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5327   -2.1740    1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3722   -0.5436    2.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7257   -1.5795   -0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6180    0.5830    1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7897   -1.8555    2.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7491   -2.2168    0.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1444   -1.3230    2.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3186    0.2256    2.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9741   -1.6857    1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4429   -0.0020   -2.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3422    1.0454   -2.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7049    1.8992    0.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0084    2.5019   -0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9429    1.9917    0.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0826    0.7025   -2.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1351    2.6993   -1.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788   -0.2998   -2.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.4719   -2.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9998    1.4502    1.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    2.4127   -0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5501    2.0971    0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1469   -1.5744   -1.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5804    2.3827   -1.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8158    1.1986   -0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  6
 23 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 23  2  1  0
 21  4  1  0
 16  5  1  0
 14  8  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  4 35  1  6
  5 36  1  1
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  9 41  1  0
 12 42  1  0
 13 43  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
 18 47  1  6
 19 48  1  0
 20 49  1  0
 20 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 24 54  1  0
 27 55  1  0
 27 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-Mometasone	ChEBI
Mometasona	ChEBI
Mometasonum	ChEBI
Asmanex	HMDB
Nasonex	HMDB
Rinelon	HMDB
Elocon	HMDB
Mometasone furoate monohydrate	HMDB
Monohydrate, mometasone furoate	HMDB
Twisthaler, asmanex	HMDB
Asmanex twisthaler	HMDB
Mometasone furoate	HMDB
Furoate monohydrate, mometasone	HMDB
Furoate, mometasone	HMDB

Chemical Formula

C₂₂H₂₈Cl₂O₄

Average Molecular Weight

427.361

Monoisotopic Molecular Weight

426.136464798

IUPAC Name

(1R,2S,10S,11S,13R,14R,15S,17S)-1-chloro-14-(2-chloroacetyl)-14,17-dihydroxy-2,13,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-5-one

Traditional Name

mometasone

CAS Registry Number

105102-22-5

SMILES

[H][C@@]12C[C@@H](C)[C@](O)(C(=O)CCl)[C@@]1(C)C[C@H](O)[C@@]1(Cl)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C

InChI Identifier

InChI=1S/C22H28Cl2O4/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,24)17(26)10-20(16,3)22(12,28)18(27)11-23/h6-7,9,12,15-17,26,28H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1

InChI Key

QLIIKPVHVRXHRI-CXSFZGCWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Gluco/mineralocorticoids, progestogins and derivatives

Alternative Parents

Substituents

Progestogin-skeleton
20-oxosteroid
Hydroxysteroid
Halo-steroid
9-halo-steroid
Oxosteroid
11-beta-hydroxysteroid
11-hydroxysteroid
3-oxo-delta-1,4-steroid
3-oxosteroid
17-hydroxysteroid
Delta-1,4-steroid
Alpha-haloketone
Cyclic alcohol
Alpha-hydroxy ketone
Tertiary alcohol
Alpha-chloroketone
Chlorohydrin
Cyclic ketone
Secondary alcohol
Halohydrin
Ketone
Alcohol
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Alkyl halide
Organooxygen compound
Organochloride
Organohalogen compound
Alkyl chloride
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

11beta-hydroxy steroid (CHEBI:6970 )
17alpha-hydroxy steroid (CHEBI:6970 )
20-oxo steroid (CHEBI:6970 )
3-oxo-Delta(1),Delta(4)-steroid (CHEBI:6970 )
chlorinated steroid (CHEBI:6970 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0014902)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	218 - 220 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0052 g/L	Not Available
LogP	2.1	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0052 g/L	ALOGPS
logP	2.81	ALOGPS
logP	3.5	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	12.48	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	110.29 m³·mol⁻¹	ChemAxon
Polarizability	43.82 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	229.243	30932474
DeepCCS	[M+Na]+	203.887	30932474
AllCCS	[M+H]+	196.6	32859911
AllCCS	[M+H-H2O]+	194.4	32859911
AllCCS	[M+NH4]+	198.7	32859911
AllCCS	[M+Na]+	199.3	32859911
AllCCS	[M-H]-	201.8	32859911
AllCCS	[M+Na-2H]-	202.7	32859911
AllCCS	[M+HCOO]-	203.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mometasone	[H][C@@]12C[C@@H](C)[C@](O)(C(=O)CCl)[C@@]1(C)C[C@H](O)[C@@]1(Cl)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C	4221.5	Standard polar	33892256
Mometasone	[H][C@@]12C[C@@H](C)[C@](O)(C(=O)CCl)[C@@]1(C)C[C@H](O)[C@@]1(Cl)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C	3034.8	Standard non polar	33892256
Mometasone	[H][C@@]12C[C@@H](C)[C@](O)(C(=O)CCl)[C@@]1(C)C[C@H](O)[C@@]1(Cl)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C	3454.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mometasone,1TMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(O[Si](C)(C)C)C(=O)CCl	3538.0	Semi standard non polar	33892256
Mometasone,1TMS,isomer #2	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(O)C(=O)CCl	3469.4	Semi standard non polar	33892256
Mometasone,1TMS,isomer #3	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=CCl)O[Si](C)(C)C	3449.5	Semi standard non polar	33892256
Mometasone,2TMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(O[Si](C)(C)C)C(=O)CCl	3469.2	Semi standard non polar	33892256
Mometasone,2TMS,isomer #2	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(O[Si](C)(C)C)C(=CCl)O[Si](C)(C)C	3448.4	Semi standard non polar	33892256
Mometasone,2TMS,isomer #3	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(O)C(=CCl)O[Si](C)(C)C	3368.5	Semi standard non polar	33892256
Mometasone,3TMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(O[Si](C)(C)C)C(=CCl)O[Si](C)(C)C	3361.6	Semi standard non polar	33892256
Mometasone,3TMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(O[Si](C)(C)C)C(=CCl)O[Si](C)(C)C	3274.2	Standard non polar	33892256
Mometasone,3TMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(O[Si](C)(C)C)C(=CCl)O[Si](C)(C)C	3604.4	Standard polar	33892256
Mometasone,1TBDMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(O[Si](C)(C)C(C)(C)C)C(=O)CCl	3772.8	Semi standard non polar	33892256
Mometasone,1TBDMS,isomer #2	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(O)C(=O)CCl	3699.4	Semi standard non polar	33892256
Mometasone,1TBDMS,isomer #3	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=CCl)O[Si](C)(C)C(C)(C)C	3675.4	Semi standard non polar	33892256
Mometasone,2TBDMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(O[Si](C)(C)C(C)(C)C)C(=O)CCl	3929.1	Semi standard non polar	33892256
Mometasone,2TBDMS,isomer #2	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(O[Si](C)(C)C(C)(C)C)C(=CCl)O[Si](C)(C)C(C)(C)C	3900.2	Semi standard non polar	33892256
Mometasone,2TBDMS,isomer #3	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(O)C(=CCl)O[Si](C)(C)C(C)(C)C	3827.6	Semi standard non polar	33892256
Mometasone,3TBDMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(O[Si](C)(C)C(C)(C)C)C(=CCl)O[Si](C)(C)C(C)(C)C	4028.5	Semi standard non polar	33892256
Mometasone,3TBDMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(O[Si](C)(C)C(C)(C)C)C(=CCl)O[Si](C)(C)C(C)(C)C	3891.1	Standard non polar	33892256
Mometasone,3TBDMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(O[Si](C)(C)C(C)(C)C)C(=CCl)O[Si](C)(C)C(C)(C)C	3794.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Mometasone GC-MS (Non-derivatized) - 70eV, Positive	splash10-05uu-1911000000-7b8ff84d92407510c9d8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mometasone GC-MS (2 TMS) - 70eV, Positive	splash10-0avi-2712090000-3689059fcb76c4605f97	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mometasone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mometasone 10V, Positive-QTOF	splash10-056s-0009800000-69ae976b84183f9efffc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mometasone 20V, Positive-QTOF	splash10-00fr-0029400000-ee76e3e3195fd7eecf40	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mometasone 40V, Positive-QTOF	splash10-00c0-0459000000-5d758e26f62960733d5e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mometasone 10V, Negative-QTOF	splash10-004i-0004900000-e3c05d45995689c0d3d6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mometasone 20V, Negative-QTOF	splash10-002r-2009300000-818f608b950bfe6d216a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mometasone 40V, Negative-QTOF	splash10-00ls-1119000000-aa37e347b462c6994cf3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mometasone 10V, Positive-QTOF	splash10-056r-0001900000-58f6ae54a2f4fe45b88f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mometasone 20V, Positive-QTOF	splash10-004i-0867900000-297b44743b8b38fdb55e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mometasone 40V, Positive-QTOF	splash10-052u-3952000000-82c7bf251df8cc21ccdc	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mometasone 10V, Negative-QTOF	splash10-004r-0008900000-0de1bd0c6dbe7d9ca759	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mometasone 20V, Negative-QTOF	splash10-000t-1009000000-8982ad8ca38b95e16763	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mometasone 40V, Negative-QTOF	splash10-029t-1009000000-4586a0447256ab6ea0d9	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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 Available	Not Available	Taking drug identified by DrugBank entry DB00764	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00764	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00764

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

390090

KEGG Compound ID

C07816

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Mometasone furoate

METLIN ID

Not Available

PubChem Compound

441335

PDB ID

Not Available

ChEBI ID

6970

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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. Cytochrome P450 2C8

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. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

References

Walsky RL, Gaman EA, Obach RS: Examination of 209 drugs for inhibition of cytochrome P450 2C8. J Clin Pharmacol. 2005 Jan;45(1):68-78. [PubMed:15601807 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Showing metabocard for Mometasone (HMDB0014902)

MOL for HMDB0014902 (Mometasone)

3D MOL for HMDB0014902 (Mometasone)

3D SDF for HMDB0014902 (Mometasone)

3D-SDF for HMDB0014902 (Mometasone)

PDB for HMDB0014902 (Mometasone)

3D PDB for HMDB0014902 (Mometasone)

SMILES for HMDB0014902 (Mometasone)

INCHI for HMDB0014902 (Mometasone)

Structure for HMDB0014902 (Mometasone)

3D Structure for HMDB0014902 (Mometasone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References