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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 02:51:42 UTC

HMDB ID

HMDB0014687

Secondary Accession Numbers

HMDB14687

Metabolite Identification

Common Name

Desoximetasone

Description

Desoximetasone is only found in individuals that have used or taken this drug. It is a topical anti-inflammatory glucocorticoid used in dermatoses, skin allergies, psoriasis, etc. [PubChem]The precise mechanism of the antiinflammatory activity of topical steroids in the treatment of steroid-responsive dermatoses, in general, is uncertain. However, corticosteroids are thought to act by the induction of phospholipase A₂ inhibitory proteins, collectively called lipocortins. This is achieved first by the drug binding to the glucocorticoid receptors which then translocates into the nucleus and binds to DNA causing various activations and repressions of genes. It is postulated that these proteins control the biosynthesis of potent mediators of inflammation such as prostaglandins and leukotrienes by inhibiting the release of their common precursor arachidonic acid. Arachidonic acid is released from membrane phospholipids by phospholipase A₂.

Structure

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

547
  Mrv0541 02231214462D          

 29 32  0  0  1  0            999 V2000
    4.1400    0.0373    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9559    0.6428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5853    1.8799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1998    2.2203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0994    0.2303    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0994   -0.5947    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3849   -1.0072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6704   -0.5947    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8800    0.4817    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8800   -0.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3849    0.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3614   -0.1822    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6704    0.2303    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9196   -1.0129    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3981   -1.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0994    1.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6572   -2.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9130   -1.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1363    1.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1865   -0.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6435   -0.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1550   -0.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413   -2.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9436    1.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3730   -0.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3660   -1.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1691   -1.2510    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589   -1.3328    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  6  0  0  0
 14  2  1  1  0  0  0
  3 20  2  0  0  0  0
  4 25  1  0  0  0  0
  5 27  2  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  6 12  1  0  0  0  0
  6 17  1  1  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  7 28  1  6  0  0  0
  8  9  1  0  0  0  0
  8 16  1  0  0  0  0
  8 29  1  1  0  0  0
  9 14  1  0  0  0  0
  9 15  1  0  0  0  0
 10 13  1  0  0  0  0
 10 20  1  1  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 21  1  6  0  0  0
 15 19  1  0  0  0  0
 15 22  1  1  0  0  0
 15 23  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 24  2  0  0  0  0
 20 25  1  0  0  0  0
 23 26  2  0  0  0  0
 24 27  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

HMDB0014687
     RDKit          3D
Desoximetasone
 56 59  0  0  0  0  0  0  0  0999 V2000
    3.0561   -2.3291    1.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8805   -0.8645    1.4316 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5347   -0.3353    1.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6691   -0.6104    0.7721 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6174    0.1798    0.6653 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3927    0.0904    1.9664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6518    0.9219    1.8302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4088    0.4109    0.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6378    0.0771    0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4471   -0.4331   -0.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6403   -0.7679   -0.1925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7551   -0.5275   -1.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5032   -0.1818   -1.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6823    0.3436   -0.6576 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4229    1.8151   -1.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3815   -0.4202   -0.4485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8345   -1.6694    0.0616 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6506   -0.7114   -1.6904 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8823    0.2790   -2.6358 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8233   -0.9284   -1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4905   -0.1652   -0.4477 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4373    1.2936   -0.7008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8136   -0.6811   -0.0922 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9592    0.1039   -0.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5826   -0.3546   -1.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4882    1.3552   -0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6350    1.7905   -0.7128 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0714   -2.5627    2.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2644   -2.6833    2.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9396   -2.9592    0.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6766   -0.2738    1.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5892    0.6983    2.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407   -1.0036    2.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4417   -1.6743    0.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3751    1.2495    0.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8228    0.4474    2.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7052   -0.9514    2.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3167    0.8306    2.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3936    1.9593    1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1434    0.1583    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2815   -0.9059   -2.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0599   -0.2951   -2.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3624    2.3984   -0.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6393    2.2921   -0.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3599    1.9410   -2.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683   -1.6542   -2.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6883   -0.0986   -3.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3358   -0.6083   -2.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0947   -1.9948   -1.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546    1.4847   -1.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1843    1.5099   -1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5128    1.9228    0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065   -1.7345   -0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8078    1.2683    1.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7959    2.1912   -0.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4385    1.3667   -0.2880 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  6
 14 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 23  2  1  0
 21  4  1  0
 16  5  1  0
 14  8  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  1
  3 32  1  0
  3 33  1  0
  4 34  1  6
  5 35  1  6
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  9 40  1  0
 12 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 18 46  1  6
 19 47  1  0
 20 48  1  0
 20 49  1  0
 22 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  6
 26 54  1  0
 26 55  1  0
 27 56  1  0
M  END

547
  Mrv0541 02231214462D          

 29 32  0  0  1  0            999 V2000
    4.1400    0.0373    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9559    0.6428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5853    1.8799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1998    2.2203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0994    0.2303    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0994   -0.5947    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3849   -1.0072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6704   -0.5947    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8800    0.4817    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8800   -0.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3849    0.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3614   -0.1822    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6704    0.2303    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9196   -1.0129    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3981   -1.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0994    1.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6572   -2.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9130   -1.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1363    1.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1865   -0.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6435   -0.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1550   -0.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413   -2.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9436    1.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3730   -0.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3660   -1.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1691   -1.2510    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589   -1.3328    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  6  0  0  0
 14  2  1  1  0  0  0
  3 20  2  0  0  0  0
  4 25  1  0  0  0  0
  5 27  2  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  6 12  1  0  0  0  0
  6 17  1  1  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  7 28  1  6  0  0  0
  8  9  1  0  0  0  0
  8 16  1  0  0  0  0
  8 29  1  1  0  0  0
  9 14  1  0  0  0  0
  9 15  1  0  0  0  0
 10 13  1  0  0  0  0
 10 20  1  1  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 21  1  6  0  0  0
 15 19  1  0  0  0  0
 15 22  1  1  0  0  0
 15 23  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 24  2  0  0  0  0
 20 25  1  0  0  0  0
 23 26  2  0  0  0  0
 24 27  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014687

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H29FO4/c1-12-8-16-15-5-4-13-9-14(25)6-7-21(13,3)22(15,23)18(27)10-20(16,2)19(12)17(26)11-24/h6-7,9,12,15-16,18-19,24,27H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,18+,19-,20+,21+,22+/m1/s1

> <INCHI_KEY>
VWVSBHGCDBMOOT-IIEHVVJPSA-N

> <FORMULA>
C22H29FO4

> <MOLECULAR_WEIGHT>
376.4617

> <EXACT_MASS>
376.204987621

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
40.09183767507146

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.13

> <JCHEM_LOGP>
2.3510410726666664

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.06949284342814

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.44016062552743

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2955026443001634

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
101.16989999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
desoximetasone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014687
     RDKit          3D
Desoximetasone
 56 59  0  0  0  0  0  0  0  0999 V2000
    3.0561   -2.3291    1.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8805   -0.8645    1.4316 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5347   -0.3353    1.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6691   -0.6104    0.7721 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6174    0.1798    0.6653 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3927    0.0904    1.9664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6518    0.9219    1.8302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4088    0.4109    0.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6378    0.0771    0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4471   -0.4331   -0.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6403   -0.7679   -0.1925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7551   -0.5275   -1.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5032   -0.1818   -1.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6823    0.3436   -0.6576 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4229    1.8151   -1.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3815   -0.4202   -0.4485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8345   -1.6694    0.0616 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6506   -0.7114   -1.6904 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8823    0.2790   -2.6358 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8233   -0.9284   -1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4905   -0.1652   -0.4477 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4373    1.2936   -0.7008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8136   -0.6811   -0.0922 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9592    0.1039   -0.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5826   -0.3546   -1.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4882    1.3552   -0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6350    1.7905   -0.7128 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0714   -2.5627    2.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2644   -2.6833    2.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9396   -2.9592    0.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6766   -0.2738    1.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5892    0.6983    2.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407   -1.0036    2.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4417   -1.6743    0.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3751    1.2495    0.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8228    0.4474    2.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7052   -0.9514    2.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3167    0.8306    2.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3936    1.9593    1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1434    0.1583    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2815   -0.9059   -2.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0599   -0.2951   -2.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3624    2.3984   -0.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6393    2.2921   -0.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3599    1.9410   -2.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683   -1.6542   -2.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6883   -0.0986   -3.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3358   -0.6083   -2.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0947   -1.9948   -1.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546    1.4847   -1.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1843    1.5099   -1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5128    1.9228    0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065   -1.7345   -0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8078    1.2683    1.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7959    2.1912   -0.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4385    1.3667   -0.2880 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  6
 14 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 23  2  1  0
 21  4  1  0
 16  5  1  0
 14  8  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  1
  3 32  1  0
  3 33  1  0
  4 34  1  6
  5 35  1  6
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  9 40  1  0
 12 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 18 46  1  6
 19 47  1  0
 20 48  1  0
 20 49  1  0
 22 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  6
 26 54  1  0
 26 55  1  0
 27 56  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 547                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0       7.728   0.070   0.000  0.00  0.00           F+0
HETATM    2  O   UNK     0       7.384   1.200   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      12.293   3.509   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      15.306   4.145   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.080  -4.271   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      11.386   0.430   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.386  -1.110   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.052  -1.880   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.718  -1.110   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.843   0.899   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.843  -1.579   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.052   1.200   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.741  -0.340   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.718   0.430   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.317  -1.891   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.076  -3.484   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.386   1.970   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.693  -4.297   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.304  -3.495   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.321   2.363   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.281  -0.340   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.801  -0.440   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.889  -1.022   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.864  -4.341   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.828   2.681   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.430  -1.835   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.417  -3.506   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0      11.516  -2.335   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      11.123  -2.488   0.000  0.00  0.00           H+0
CONECT    1    9                                                            
CONECT    2   14                                                            
CONECT    3   20                                                            
CONECT    4   25                                                            
CONECT    5   27                                                            
CONECT    6    7   10   12   17                                             
CONECT    7    6    8   11   28                                             
CONECT    8    7    9   16   29                                             
CONECT    9    1    8   14   15                                             
CONECT   10    6   13   20                                                  
CONECT   11    7   13                                                       
CONECT   12    6   14                                                       
CONECT   13   10   11   21                                                  
CONECT   14    2    9   12                                                  
CONECT   15    9   19   22   23                                             
CONECT   16    8   18                                                       
CONECT   17    6                                                            
CONECT   18   16   19                                                       
CONECT   19   15   18   24                                                  
CONECT   20    3   10   25                                                  
CONECT   21   13                                                            
CONECT   22   15                                                            
CONECT   23   15   26                                                       
CONECT   24   19   27                                                       
CONECT   25    4   20                                                       
CONECT   26   23   27                                                       
CONECT   27    5   24   26                                                  
CONECT   28    7                                                            
CONECT   29    8                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0014687
HETATM    1  C1  UNL     1       3.056  -2.329   1.748  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.881  -0.864   1.432  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.535  -0.335   1.927  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.669  -0.610   0.772  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.617   0.180   0.665  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.393   0.090   1.966  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.652   0.922   1.830  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.409   0.411   0.617  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.638   0.077   0.792  1.00  0.00           C  
HETATM   10  C10 UNL     1      -5.447  -0.433  -0.311  1.00  0.00           C  
HETATM   11  O1  UNL     1      -6.640  -0.768  -0.193  1.00  0.00           O  
HETATM   12  C11 UNL     1      -4.755  -0.528  -1.585  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.503  -0.182  -1.754  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.682   0.344  -0.658  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.423   1.815  -1.033  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.381  -0.420  -0.448  1.00  0.00           C  
HETATM   17  F1  UNL     1      -1.834  -1.669   0.062  1.00  0.00           F  
HETATM   18  C16 UNL     1      -0.651  -0.711  -1.690  1.00  0.00           C  
HETATM   19  O2  UNL     1      -0.882   0.279  -2.636  1.00  0.00           O  
HETATM   20  C17 UNL     1       0.823  -0.928  -1.585  1.00  0.00           C  
HETATM   21  C18 UNL     1       1.490  -0.165  -0.448  1.00  0.00           C  
HETATM   22  C19 UNL     1       1.437   1.294  -0.701  1.00  0.00           C  
HETATM   23  C20 UNL     1       2.814  -0.681  -0.092  1.00  0.00           C  
HETATM   24  C21 UNL     1       3.959   0.104  -0.541  1.00  0.00           C  
HETATM   25  O3  UNL     1       4.583  -0.355  -1.532  1.00  0.00           O  
HETATM   26  C22 UNL     1       4.488   1.355  -0.000  1.00  0.00           C  
HETATM   27  O4  UNL     1       5.635   1.791  -0.713  1.00  0.00           O  
HETATM   28  H1  UNL     1       4.071  -2.563   2.131  1.00  0.00           H  
HETATM   29  H2  UNL     1       2.264  -2.683   2.470  1.00  0.00           H  
HETATM   30  H3  UNL     1       2.940  -2.959   0.820  1.00  0.00           H  
HETATM   31  H4  UNL     1       3.677  -0.274   1.886  1.00  0.00           H  
HETATM   32  H5  UNL     1       1.589   0.698   2.270  1.00  0.00           H  
HETATM   33  H6  UNL     1       1.241  -1.004   2.772  1.00  0.00           H  
HETATM   34  H7  UNL     1       0.442  -1.674   0.691  1.00  0.00           H  
HETATM   35  H8  UNL     1      -0.375   1.249   0.549  1.00  0.00           H  
HETATM   36  H9  UNL     1      -0.823   0.447   2.830  1.00  0.00           H  
HETATM   37  H10 UNL     1      -1.705  -0.951   2.169  1.00  0.00           H  
HETATM   38  H11 UNL     1      -3.317   0.831   2.690  1.00  0.00           H  
HETATM   39  H12 UNL     1      -2.394   1.959   1.652  1.00  0.00           H  
HETATM   40  H13 UNL     1      -5.143   0.158   1.781  1.00  0.00           H  
HETATM   41  H14 UNL     1      -5.281  -0.906  -2.477  1.00  0.00           H  
HETATM   42  H15 UNL     1      -3.060  -0.295  -2.771  1.00  0.00           H  
HETATM   43  H16 UNL     1      -3.362   2.398  -0.759  1.00  0.00           H  
HETATM   44  H17 UNL     1      -1.639   2.292  -0.446  1.00  0.00           H  
HETATM   45  H18 UNL     1      -2.360   1.941  -2.127  1.00  0.00           H  
HETATM   46  H19 UNL     1      -1.068  -1.654  -2.162  1.00  0.00           H  
HETATM   47  H20 UNL     1      -0.688  -0.099  -3.532  1.00  0.00           H  
HETATM   48  H21 UNL     1       1.336  -0.608  -2.517  1.00  0.00           H  
HETATM   49  H22 UNL     1       1.095  -1.995  -1.436  1.00  0.00           H  
HETATM   50  H23 UNL     1       0.455   1.485  -1.249  1.00  0.00           H  
HETATM   51  H24 UNL     1       2.184   1.510  -1.513  1.00  0.00           H  
HETATM   52  H25 UNL     1       1.513   1.923   0.182  1.00  0.00           H  
HETATM   53  H26 UNL     1       2.906  -1.735  -0.527  1.00  0.00           H  
HETATM   54  H27 UNL     1       4.808   1.268   1.067  1.00  0.00           H  
HETATM   55  H28 UNL     1       3.796   2.191  -0.048  1.00  0.00           H  
HETATM   56  H29 UNL     1       6.438   1.367  -0.288  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   23   31
CONECT    3    4   32   33
CONECT    4    5   21   34
CONECT    5    6   16   35
CONECT    6    7   36   37
CONECT    7    8   38   39
CONECT    8    9    9   14
CONECT    9   10   40
CONECT   10   11   11   12
CONECT   12   13   13   41
CONECT   13   14   42
CONECT   14   15   16
CONECT   15   43   44   45
CONECT   16   17   18
CONECT   18   19   20   46
CONECT   19   47
CONECT   20   21   48   49
CONECT   21   22   23
CONECT   22   50   51   52
CONECT   23   24   53
CONECT   24   25   25   26
CONECT   26   27   54   55
CONECT   27   56
END

HMDB0014687
     RDKit          3D
Desoximetasone
 56 59  0  0  0  0  0  0  0  0999 V2000
    3.0561   -2.3291    1.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8805   -0.8645    1.4316 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5347   -0.3353    1.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6691   -0.6104    0.7721 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6174    0.1798    0.6653 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3927    0.0904    1.9664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6518    0.9219    1.8302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4088    0.4109    0.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6378    0.0771    0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4471   -0.4331   -0.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6403   -0.7679   -0.1925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7551   -0.5275   -1.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5032   -0.1818   -1.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6823    0.3436   -0.6576 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4229    1.8151   -1.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3815   -0.4202   -0.4485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8345   -1.6694    0.0616 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6506   -0.7114   -1.6904 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8823    0.2790   -2.6358 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8233   -0.9284   -1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4905   -0.1652   -0.4477 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4373    1.2936   -0.7008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8136   -0.6811   -0.0922 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9592    0.1039   -0.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5826   -0.3546   -1.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4882    1.3552   -0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6350    1.7905   -0.7128 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0714   -2.5627    2.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2644   -2.6833    2.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9396   -2.9592    0.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6766   -0.2738    1.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5892    0.6983    2.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407   -1.0036    2.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4417   -1.6743    0.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3751    1.2495    0.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8228    0.4474    2.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7052   -0.9514    2.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3167    0.8306    2.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3936    1.9593    1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1434    0.1583    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2815   -0.9059   -2.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0599   -0.2951   -2.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3624    2.3984   -0.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6393    2.2921   -0.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3599    1.9410   -2.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683   -1.6542   -2.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6883   -0.0986   -3.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3358   -0.6083   -2.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0947   -1.9948   -1.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546    1.4847   -1.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1843    1.5099   -1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5128    1.9228    0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065   -1.7345   -0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8078    1.2683    1.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7959    2.1912   -0.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4385    1.3667   -0.2880 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  6
 14 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 23  2  1  0
 21  4  1  0
 16  5  1  0
 14  8  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  1
  3 32  1  0
  3 33  1  0
  4 34  1  6
  5 35  1  6
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  9 40  1  0
 12 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 18 46  1  6
 19 47  1  0
 20 48  1  0
 20 49  1  0
 22 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  6
 26 54  1  0
 26 55  1  0
 27 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(11beta,16alpha)-9-Fluoro-11,21-dihydroxy-16-methylpregna-1,4-diene-3,20-dione	ChEBI
9alpha-Fluoro-16alpha-methyl-Delta(1)-corticosterone	ChEBI
Desoximetasona	ChEBI
Desoximetasonum	ChEBI
Desoxymethasone	ChEBI
Topicort	Kegg
(11b,16a)-9-Fluoro-11,21-dihydroxy-16-methylpregna-1,4-diene-3,20-dione	Generator
(11Β,16α)-9-fluoro-11,21-dihydroxy-16-methylpregna-1,4-diene-3,20-dione	Generator
9a-Fluoro-16a-methyl-delta(1)-corticosterone	Generator
9Α-fluoro-16α-methyl-δ(1)-corticosterone	Generator
9a-Fluoro-16a-methyl-δ(1)-corticosterone	HMDB
Desoxi	HMDB
Hoechst brand OF desoximetasone	HMDB
Ibaril	HMDB
Optipharma brand OF desoximetasone	HMDB
Topicorte	HMDB
Topisolon	HMDB
17-Desoxymethasone	HMDB
Abbott brand OF desoximetasone	HMDB
Medicis brand OF desoximetasone	HMDB
Stiedex	HMDB
17 Desoxymethasone	HMDB
Deoxydexamethasone	HMDB
Dermik brand OF desoximetasone	HMDB
Stiefel brand OF desoximetasone	HMDB
Aventis brand OF desoximetasone	HMDB
Bipharma brand OF desoximetasone	HMDB
Flubason	HMDB

Chemical Formula

C₂₂H₂₉FO₄

Average Molecular Weight

376.4617

Monoisotopic Molecular Weight

376.204987621

IUPAC Name

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

Traditional Name

desoximetasone

CAS Registry Number

382-67-2

SMILES

[H][C@@]12C[C@@H](C)[C@H](C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C

InChI Identifier

InChI=1S/C22H29FO4/c1-12-8-16-15-5-4-13-9-14(25)6-7-21(13,3)22(15,23)18(27)10-20(16,2)19(12)17(26)11-24/h6-7,9,12,15-16,18-19,24,27H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,18+,19-,20+,21+,22+/m1/s1

InChI Key

VWVSBHGCDBMOOT-IIEHVVJPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

21-hydroxysteroids

Alternative Parents

Substituents

21-hydroxysteroid
Progestogin-skeleton
20-oxosteroid
Pregnane-skeleton
9-halo-steroid
Halo-steroid
3-oxo-delta-1,4-steroid
3-oxosteroid
Oxosteroid
11-beta-hydroxysteroid
11-hydroxysteroid
Delta-1,4-steroid
Alpha-hydroxy ketone
Cyclic alcohol
Ketone
Secondary alcohol
Halohydrin
Fluorohydrin
Cyclic ketone
Organic oxygen compound
Organohalogen compound
Organofluoride
Organooxygen compound
Primary alcohol
Carbonyl group
Hydrocarbon derivative
Alkyl halide
Alkyl fluoride
Alcohol
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

11beta-hydroxy steroid (CHEBI:691037 )
glucocorticoid (CHEBI:691037 )
20-oxo steroid (CHEBI:691037 )
fluorinated steroid (CHEBI:691037 )
3-oxo-Delta(1),Delta(4)-steroid (CHEBI:691037 )
21-hydroxy steroid (CHEBI:691037 )

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: HMDB0014687)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	217 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.031 g/L	Not Available
LogP	2.3	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	186.45	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001212

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.031 g/L	ALOGPS
logP	2.13	ALOGPS
logP	2.35	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	13.44	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	101.17 m³·mol⁻¹	ChemAxon
Polarizability	40.09 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]-	226.175	30932474
DeepCCS	[M+Na]+	200.698	30932474
AllCCS	[M+H]+	190.3	32859911
AllCCS	[M+H-H2O]+	187.8	32859911
AllCCS	[M+NH4]+	192.7	32859911
AllCCS	[M+Na]+	193.3	32859911
AllCCS	[M-H]-	194.5	32859911
AllCCS	[M+Na-2H]-	195.1	32859911
AllCCS	[M+HCOO]-	195.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Desoximetasone	[H][C@@]12C[C@@H](C)[C@H](C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C	3930.5	Standard polar	33892256
Desoximetasone	[H][C@@]12C[C@@H](C)[C@H](C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C	2793.7	Standard non polar	33892256
Desoximetasone	[H][C@@]12C[C@@H](C)[C@H](C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C	3012.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Desoximetasone,1TMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@H]1C(=O)CO[Si](C)(C)C	3285.2	Semi standard non polar	33892256
Desoximetasone,1TMS,isomer #2	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@H]1C(=O)CO	3221.6	Semi standard non polar	33892256
Desoximetasone,1TMS,isomer #3	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)C1=C(CO)O[Si](C)(C)C	3196.3	Semi standard non polar	33892256
Desoximetasone,1TMS,isomer #4	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@H]1C(=CO)O[Si](C)(C)C	3211.6	Semi standard non polar	33892256
Desoximetasone,2TMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@H]1C(=O)CO[Si](C)(C)C	3210.9	Semi standard non polar	33892256
Desoximetasone,2TMS,isomer #2	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)C1=C(CO[Si](C)(C)C)O[Si](C)(C)C	3193.5	Semi standard non polar	33892256
Desoximetasone,2TMS,isomer #3	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@H]1C(=CO[Si](C)(C)C)O[Si](C)(C)C	3219.0	Semi standard non polar	33892256
Desoximetasone,2TMS,isomer #4	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)C1=C(CO)O[Si](C)(C)C	3129.5	Semi standard non polar	33892256
Desoximetasone,2TMS,isomer #5	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@H]1C(=CO)O[Si](C)(C)C	3121.7	Semi standard non polar	33892256
Desoximetasone,3TMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)C1=C(CO[Si](C)(C)C)O[Si](C)(C)C	3109.9	Semi standard non polar	33892256
Desoximetasone,3TMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)C1=C(CO[Si](C)(C)C)O[Si](C)(C)C	3178.6	Standard non polar	33892256
Desoximetasone,3TMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)C1=C(CO[Si](C)(C)C)O[Si](C)(C)C	3381.2	Standard polar	33892256
Desoximetasone,3TMS,isomer #2	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@H]1C(=CO[Si](C)(C)C)O[Si](C)(C)C	3151.8	Semi standard non polar	33892256
Desoximetasone,3TMS,isomer #2	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@H]1C(=CO[Si](C)(C)C)O[Si](C)(C)C	3153.6	Standard non polar	33892256
Desoximetasone,3TMS,isomer #2	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@H]1C(=CO[Si](C)(C)C)O[Si](C)(C)C	3416.6	Standard polar	33892256
Desoximetasone,1TBDMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@H]1C(=O)CO[Si](C)(C)C(C)(C)C	3539.2	Semi standard non polar	33892256
Desoximetasone,1TBDMS,isomer #2	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@H]1C(=O)CO	3442.2	Semi standard non polar	33892256
Desoximetasone,1TBDMS,isomer #3	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)C1=C(CO)O[Si](C)(C)C(C)(C)C	3435.9	Semi standard non polar	33892256
Desoximetasone,1TBDMS,isomer #4	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@H]1C(=CO)O[Si](C)(C)C(C)(C)C	3432.9	Semi standard non polar	33892256
Desoximetasone,2TBDMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@H]1C(=O)CO[Si](C)(C)C(C)(C)C	3689.5	Semi standard non polar	33892256
Desoximetasone,2TBDMS,isomer #2	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)C1=C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3638.2	Semi standard non polar	33892256
Desoximetasone,2TBDMS,isomer #3	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@H]1C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3644.8	Semi standard non polar	33892256
Desoximetasone,2TBDMS,isomer #4	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)C1=C(CO)O[Si](C)(C)C(C)(C)C	3578.2	Semi standard non polar	33892256
Desoximetasone,2TBDMS,isomer #5	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@H]1C(=CO)O[Si](C)(C)C(C)(C)C	3573.1	Semi standard non polar	33892256
Desoximetasone,3TBDMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)C1=C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3745.9	Semi standard non polar	33892256
Desoximetasone,3TBDMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)C1=C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3833.1	Standard non polar	33892256
Desoximetasone,3TBDMS,isomer #1	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)C1=C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3619.2	Standard polar	33892256
Desoximetasone,3TBDMS,isomer #2	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@H]1C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3785.0	Semi standard non polar	33892256
Desoximetasone,3TBDMS,isomer #2	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@H]1C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3805.8	Standard non polar	33892256
Desoximetasone,3TBDMS,isomer #2	C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@H]1C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3646.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Desoximetasone GC-MS (Non-derivatized) - 70eV, Positive	splash10-05o0-0912000000-a19399cef0d27c3594e6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desoximetasone GC-MS (2 TMS) - 70eV, Positive	splash10-0a4i-2943160000-a934ab87ed20665cae69	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desoximetasone 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desoximetasone LC-ESI-qTof , Positive-QTOF	splash10-000i-0859000000-a10700f328db7dc715b5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desoximetasone LC-ESI-qTof , Positive-QTOF	splash10-00di-2940000000-d3344c1ae6eb70791755	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desoximetasone , positive-QTOF	splash10-000i-0859000000-a10700f328db7dc715b5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desoximetasone , positive-QTOF	splash10-00di-2940000000-d3344c1ae6eb70791755	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desoximetasone 35V, Positive-QTOF	splash10-007a-0943000000-d694148b80e27bf50378	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desoximetasone 35V, Negative-QTOF	splash10-056r-0097000000-b71d36aa7a284e10054e	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoximetasone 10V, Positive-QTOF	splash10-056r-0009000000-d0e87553c50e0a0145c1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoximetasone 20V, Positive-QTOF	splash10-0a6s-0109000000-07696481bbb48e48679f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoximetasone 40V, Positive-QTOF	splash10-0kft-3498000000-c406362cf63dd705c638	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoximetasone 10V, Negative-QTOF	splash10-004i-0009000000-518050b225f1b7caa912	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoximetasone 20V, Negative-QTOF	splash10-0a6r-1009000000-bb5c7b442c44ba33b8cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoximetasone 40V, Negative-QTOF	splash10-0pba-4149000000-be3ea39b760207659651	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoximetasone 10V, Negative-QTOF	splash10-004i-0009000000-ae9873238f7091a31d62	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoximetasone 20V, Negative-QTOF	splash10-014j-0009000000-ac020326894ee4a95c54	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoximetasone 40V, Negative-QTOF	splash10-016s-0019000000-1ae4ef032615d49ca33a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoximetasone 10V, Positive-QTOF	splash10-004i-0009000000-ccab12f64a156f1a5595	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoximetasone 20V, Positive-QTOF	splash10-06fr-0329000000-c25e09b1c9425ea3a7fa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoximetasone 40V, Positive-QTOF	splash10-05g0-0794000000-aa7e0b33c97c418bc479	2021-09-23	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 DB00547	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00547	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00547

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4470604

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Desoximetasone

METLIN ID

Not Available

PubChem Compound

5311067

PDB ID

Not Available

ChEBI ID

691037

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.

Showing metabocard for Desoximetasone (HMDB0014687)

MOL for HMDB0014687 (Desoximetasone)

3D MOL for HMDB0014687 (Desoximetasone)

3D SDF for HMDB0014687 (Desoximetasone)

3D-SDF for HMDB0014687 (Desoximetasone)

PDB for HMDB0014687 (Desoximetasone)

3D PDB for HMDB0014687 (Desoximetasone)

SMILES for HMDB0014687 (Desoximetasone)

INCHI for HMDB0014687 (Desoximetasone)

Structure for HMDB0014687 (Desoximetasone)

3D Structure for HMDB0014687 (Desoximetasone)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra