Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:43 UTC

HMDB ID

HMDB0014734

Secondary Accession Numbers

HMDB14734

Metabolite Identification

Common Name

Halobetasol Propionate

Description

Halobetasol propionate is thought to act by the induction of phospholipase A2 inhibitory proteins, collectively called lipocortins. 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. It is used for the relief of the inflammatory and pruritic manifestations of corticosteroid-responsive dermatoses.

Structure

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

596
  Mrv0541 02231214482D          

 34 37  0  0  1  0            999 V2000
    8.9696    1.3625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1400    0.2874    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6603   -2.8767    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6263    1.5169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9559    0.8930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8851    1.9687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5843    2.5771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.0377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993    0.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993   -0.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3849   -0.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703   -0.3445    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8799    0.7319    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8799   -0.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3849    0.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3614    0.0680    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6703    0.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9196   -0.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981   -1.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993    1.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6572   -2.0517    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9130   -1.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5482    1.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1864    0.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6434    0.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1550   -0.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413   -2.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3013    0.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3729   -0.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7992    2.3236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3660   -1.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1872    2.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4021    2.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0862   -2.3828    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 28  1  0  0  0  0
 12  2  1  6  0  0  0
  3 21  1  0  0  0  0
 13  4  1  6  0  0  0
  4 30  1  0  0  0  0
  5 17  1  0  0  0  0
  6 23  2  0  0  0  0
  7 30  2  0  0  0  0
  8 31  2  0  0  0  0
  9 10  1  0  0  0  0
  9 13  1  0  0  0  0
  9 15  1  0  0  0  0
  9 20  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 11 19  1  0  0  0  0
 12 17  1  0  0  0  0
 12 18  1  0  0  0  0
 13 16  1  0  0  0  0
 13 23  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 24  1  1  0  0  0
 18 22  1  0  0  0  0
 18 25  1  0  0  0  0
 18 26  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 34  1  1  0  0  0
 22 27  2  0  0  0  0
 23 28  1  0  0  0  0
 26 29  2  0  0  0  0
 27 31  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

HMDB0014734
     RDKit          3D
Halobetasol Propionate
 64 67  0  0  0  0  0  0  0  0999 V2000
    5.0449    2.1483   -2.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8411    2.1095   -1.7367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5518    0.7194   -1.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.1825   -1.6154 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5103    0.4195   -0.4267 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1361   -0.8117    0.1201 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1322   -1.3543    1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9528   -2.5305    1.4300 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3226   -0.6748    1.5991 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1529   -1.7997    2.7406 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8576   -1.7564   -0.9966 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8486   -3.2051   -0.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4620   -1.3328   -1.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1837   -1.2120   -0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5764   -0.7288   -0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3739   -1.4605    0.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8609   -1.1923    0.8208 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4414   -2.3353    0.3763 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0238   -0.0239   -0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9509   -0.1281   -1.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2331    0.9088   -2.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1246    0.8245   -2.8904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3906    2.0805   -1.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4613    2.1604   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1684    1.1437   -0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5099    1.8578    1.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6914    0.7677    0.0045 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2337    1.2324   -1.2290 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618    1.3701    1.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050    1.0895    2.3158 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5735    0.9305    1.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7909   -0.5331    0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8678   -1.2011    2.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1871    1.2097   -3.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9414    3.0220   -3.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9758    2.3227   -2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9352    2.5684   -2.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0726    2.6990   -0.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9799    0.1744    2.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0425   -0.3154    0.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5009   -1.5419   -1.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4059   -3.7662   -1.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894   -3.6399   -0.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2991   -3.5404    0.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0162   -2.0931   -2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5999   -0.3501   -1.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2462   -2.2875    0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9876   -1.0019   -1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1399   -2.5358    0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0950   -1.0964    1.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3119   -0.8878    1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5654   -1.0549   -1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5061    2.9307   -2.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8293    3.1033   -0.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6831    1.1297    2.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8370    2.6868    1.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5251    2.3485    1.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8869    2.4718    0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8775    1.4643    3.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0216    1.2440    2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1277    1.4692    0.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7501   -2.2995    2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0846   -0.7402    2.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8055   -0.9934    2.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  6  5  1  6
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  6
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 32  6  1  0
 32 14  1  0
 27 15  1  0
 25 19  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  9 39  1  0
  9 40  1  0
 11 41  1  6
 12 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  1
 20 52  1  0
 23 53  1  0
 24 54  1  0
 26 55  1  0
 26 56  1  0
 26 57  1  0
 29 58  1  0
 30 59  1  0
 31 60  1  0
 31 61  1  0
 33 62  1  0
 33 63  1  0
 33 64  1  0
M  END

596
  Mrv0541 02231214482D          

 34 37  0  0  1  0            999 V2000
    8.9696    1.3625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1400    0.2874    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6603   -2.8767    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6263    1.5169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9559    0.8930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8851    1.9687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5843    2.5771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.0377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993    0.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993   -0.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3849   -0.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703   -0.3445    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8799    0.7319    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8799   -0.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3849    0.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3614    0.0680    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6703    0.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9196   -0.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981   -1.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993    1.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6572   -2.0517    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9130   -1.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5482    1.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1864    0.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6434    0.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1550   -0.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413   -2.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3013    0.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3729   -0.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7992    2.3236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3660   -1.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1872    2.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4021    2.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0862   -2.3828    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 28  1  0  0  0  0
 12  2  1  6  0  0  0
  3 21  1  0  0  0  0
 13  4  1  6  0  0  0
  4 30  1  0  0  0  0
  5 17  1  0  0  0  0
  6 23  2  0  0  0  0
  7 30  2  0  0  0  0
  8 31  2  0  0  0  0
  9 10  1  0  0  0  0
  9 13  1  0  0  0  0
  9 15  1  0  0  0  0
  9 20  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 11 19  1  0  0  0  0
 12 17  1  0  0  0  0
 12 18  1  0  0  0  0
 13 16  1  0  0  0  0
 13 23  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 24  1  1  0  0  0
 18 22  1  0  0  0  0
 18 25  1  0  0  0  0
 18 26  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 34  1  1  0  0  0
 22 27  2  0  0  0  0
 23 28  1  0  0  0  0
 26 29  2  0  0  0  0
 27 31  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014734

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]1(F)CC2C3C[C@H](C)[C@](OC(=O)CC)(C(=O)CCl)C3(C)CC(O)[C@]2(F)C2(C)C=CC(=O)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C25H31ClF2O5/c1-5-21(32)33-25(20(31)12-26)13(2)8-15-16-10-18(27)17-9-14(29)6-7-22(17,3)24(16,28)19(30)11-23(15,25)4/h6-7,9,13,15-16,18-19,30H,5,8,10-12H2,1-4H3/t13-,15?,16?,18-,19?,22?,23?,24-,25-/m0/s1

> <INCHI_KEY>
BDSYKGHYMJNPAB-YKQIDFLYSA-N

> <FORMULA>
C25H31ClF2O5

> <MOLECULAR_WEIGHT>
484.96

> <EXACT_MASS>
484.182808219

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
47.93498667405484

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,8S,13S,14R)-14-(2-chloroacetyl)-1,8-difluoro-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl propanoate

> <ALOGPS_LOGP>
3.81

> <JCHEM_LOGP>
3.8381034999999986

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.406867048952655

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.545719243374311

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3935251781657243

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
119.14569999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.57e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
halobetasol propionate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014734
     RDKit          3D
Halobetasol Propionate
 64 67  0  0  0  0  0  0  0  0999 V2000
    5.0449    2.1483   -2.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8411    2.1095   -1.7367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5518    0.7194   -1.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.1825   -1.6154 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5103    0.4195   -0.4267 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1361   -0.8117    0.1201 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1322   -1.3543    1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9528   -2.5305    1.4300 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3226   -0.6748    1.5991 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1529   -1.7997    2.7406 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8576   -1.7564   -0.9966 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8486   -3.2051   -0.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4620   -1.3328   -1.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1837   -1.2120   -0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5764   -0.7288   -0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3739   -1.4605    0.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8609   -1.1923    0.8208 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4414   -2.3353    0.3763 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0238   -0.0239   -0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9509   -0.1281   -1.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2331    0.9088   -2.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1246    0.8245   -2.8904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3906    2.0805   -1.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4613    2.1604   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1684    1.1437   -0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5099    1.8578    1.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6914    0.7677    0.0045 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2337    1.2324   -1.2290 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618    1.3701    1.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050    1.0895    2.3158 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5735    0.9305    1.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7909   -0.5331    0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8678   -1.2011    2.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1871    1.2097   -3.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9414    3.0220   -3.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9758    2.3227   -2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9352    2.5684   -2.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0726    2.6990   -0.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9799    0.1744    2.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0425   -0.3154    0.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5009   -1.5419   -1.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4059   -3.7662   -1.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894   -3.6399   -0.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2991   -3.5404    0.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0162   -2.0931   -2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5999   -0.3501   -1.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2462   -2.2875    0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9876   -1.0019   -1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1399   -2.5358    0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0950   -1.0964    1.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3119   -0.8878    1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5654   -1.0549   -1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5061    2.9307   -2.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8293    3.1033   -0.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6831    1.1297    2.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8370    2.6868    1.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5251    2.3485    1.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8869    2.4718    0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8775    1.4643    3.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0216    1.2440    2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1277    1.4692    0.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7501   -2.2995    2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0846   -0.7402    2.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8055   -0.9934    2.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  6  5  1  6
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  6
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 32  6  1  0
 32 14  1  0
 27 15  1  0
 25 19  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  9 39  1  0
  9 40  1  0
 11 41  1  6
 12 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  1
 20 52  1  0
 23 53  1  0
 24 54  1  0
 26 55  1  0
 26 56  1  0
 26 57  1  0
 29 58  1  0
 30 59  1  0
 31 60  1  0
 31 61  1  0
 33 62  1  0
 33 63  1  0
 33 64  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 596                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0      16.743   2.543   0.000  0.00  0.00          Cl+0
HETATM    2  F   UNK     0       7.728   0.536   0.000  0.00  0.00           F+0
HETATM    3  F   UNK     0       8.699  -5.370   0.000  0.00  0.00           F+0
HETATM    4  O   UNK     0      12.369   2.832   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       7.384   1.667   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      14.719   3.675   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      14.157   4.811   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       3.080  -3.804   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      11.385   0.897   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.385  -0.643   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.052  -1.413   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.718  -0.643   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.842   1.366   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.842  -1.113   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.052   1.667   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.741   0.127   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.718   0.897   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.317  -1.424   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.076  -3.017   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.385   2.437   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.693  -3.830   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.304  -3.028   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.090   2.269   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.281   0.127   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.801   0.027   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.889  -0.555   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.864  -3.874   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.496   1.640   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.429  -1.368   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.692   4.337   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.417  -3.039   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.549   5.370   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.084   4.896   0.000  0.00  0.00           C+0
HETATM   34  H   UNK     0       7.628  -4.448   0.000  0.00  0.00           H+0
CONECT    1   28                                                            
CONECT    2   12                                                            
CONECT    3   21                                                            
CONECT    4   13   30                                                       
CONECT    5   17                                                            
CONECT    6   23                                                            
CONECT    7   30                                                            
CONECT    8   31                                                            
CONECT    9   10   13   15   20                                             
CONECT   10    9   11   14                                                  
CONECT   11   10   12   19                                                  
CONECT   12    2   11   17   18                                             
CONECT   13    4    9   16   23                                             
CONECT   14   10   16                                                       
CONECT   15    9   17                                                       
CONECT   16   13   14   24                                                  
CONECT   17    5   12   15                                                  
CONECT   18   12   22   25   26                                             
CONECT   19   11   21                                                       
CONECT   20    9                                                            
CONECT   21    3   19   22   34                                             
CONECT   22   18   21   27                                                  
CONECT   23    6   13   28                                                  
CONECT   24   16                                                            
CONECT   25   18                                                            
CONECT   26   18   29                                                       
CONECT   27   22   31                                                       
CONECT   28    1   23                                                       
CONECT   29   26   31                                                       
CONECT   30    4    7   32                                                  
CONECT   31    8   27   29                                                  
CONECT   32   30   33                                                       
CONECT   33   32                                                            
CONECT   34   21                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    HMDB0014734
HETATM    1  C1  UNL     1       5.045   2.148  -2.614  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.841   2.110  -1.737  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.552   0.719  -1.239  1.00  0.00           C  
HETATM    4  O1  UNL     1       4.334  -0.182  -1.615  1.00  0.00           O  
HETATM    5  O2  UNL     1       2.510   0.420  -0.427  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.136  -0.812   0.120  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.132  -1.354   1.050  1.00  0.00           C  
HETATM    8  O3  UNL     1       2.953  -2.531   1.430  1.00  0.00           O  
HETATM    9  C6  UNL     1       4.323  -0.675   1.599  1.00  0.00           C  
HETATM   10 CL1  UNL     1       5.153  -1.800   2.741  1.00  0.00          CL  
HETATM   11  C7  UNL     1       1.858  -1.756  -0.997  1.00  0.00           C  
HETATM   12  C8  UNL     1       1.849  -3.205  -0.677  1.00  0.00           C  
HETATM   13  C9  UNL     1       0.462  -1.333  -1.406  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.184  -1.212  -0.041  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.576  -0.729  -0.078  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.374  -1.461   0.997  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.861  -1.192   0.821  1.00  0.00           C  
HETATM   18  F1  UNL     1      -4.441  -2.335   0.376  1.00  0.00           F  
HETATM   19  C14 UNL     1      -4.024  -0.024  -0.125  1.00  0.00           C  
HETATM   20  C15 UNL     1      -4.951  -0.128  -1.025  1.00  0.00           C  
HETATM   21  C16 UNL     1      -5.233   0.909  -2.018  1.00  0.00           C  
HETATM   22  O4  UNL     1      -6.125   0.824  -2.890  1.00  0.00           O  
HETATM   23  C17 UNL     1      -4.391   2.081  -1.929  1.00  0.00           C  
HETATM   24  C18 UNL     1      -3.461   2.160  -1.008  1.00  0.00           C  
HETATM   25  C19 UNL     1      -3.168   1.144  -0.004  1.00  0.00           C  
HETATM   26  C20 UNL     1      -3.510   1.858   1.342  1.00  0.00           C  
HETATM   27  C21 UNL     1      -1.691   0.768   0.004  1.00  0.00           C  
HETATM   28  F2  UNL     1      -1.234   1.232  -1.229  1.00  0.00           F  
HETATM   29  C22 UNL     1      -0.862   1.370   1.059  1.00  0.00           C  
HETATM   30  O5  UNL     1      -1.405   1.089   2.316  1.00  0.00           O  
HETATM   31  C23 UNL     1       0.573   0.930   1.067  1.00  0.00           C  
HETATM   32  C24 UNL     1       0.791  -0.533   0.828  1.00  0.00           C  
HETATM   33  C25 UNL     1       0.868  -1.201   2.200  1.00  0.00           C  
HETATM   34  H1  UNL     1       5.187   1.210  -3.195  1.00  0.00           H  
HETATM   35  H2  UNL     1       4.941   3.022  -3.295  1.00  0.00           H  
HETATM   36  H3  UNL     1       5.976   2.323  -2.037  1.00  0.00           H  
HETATM   37  H4  UNL     1       2.935   2.568  -2.162  1.00  0.00           H  
HETATM   38  H5  UNL     1       4.073   2.699  -0.805  1.00  0.00           H  
HETATM   39  H6  UNL     1       3.980   0.174   2.269  1.00  0.00           H  
HETATM   40  H7  UNL     1       5.043  -0.315   0.878  1.00  0.00           H  
HETATM   41  H8  UNL     1       2.501  -1.542  -1.889  1.00  0.00           H  
HETATM   42  H9  UNL     1       1.406  -3.766  -1.556  1.00  0.00           H  
HETATM   43  H10 UNL     1       2.889  -3.640  -0.617  1.00  0.00           H  
HETATM   44  H11 UNL     1       1.299  -3.540   0.186  1.00  0.00           H  
HETATM   45  H12 UNL     1      -0.016  -2.093  -2.040  1.00  0.00           H  
HETATM   46  H13 UNL     1       0.600  -0.350  -1.898  1.00  0.00           H  
HETATM   47  H14 UNL     1      -0.246  -2.288   0.316  1.00  0.00           H  
HETATM   48  H15 UNL     1      -1.988  -1.002  -1.092  1.00  0.00           H  
HETATM   49  H16 UNL     1      -2.140  -2.536   0.859  1.00  0.00           H  
HETATM   50  H17 UNL     1      -2.095  -1.096   1.978  1.00  0.00           H  
HETATM   51  H18 UNL     1      -4.312  -0.888   1.770  1.00  0.00           H  
HETATM   52  H19 UNL     1      -5.565  -1.055  -1.042  1.00  0.00           H  
HETATM   53  H20 UNL     1      -4.506   2.931  -2.628  1.00  0.00           H  
HETATM   54  H21 UNL     1      -2.829   3.103  -0.991  1.00  0.00           H  
HETATM   55  H22 UNL     1      -3.683   1.130   2.146  1.00  0.00           H  
HETATM   56  H23 UNL     1      -2.837   2.687   1.542  1.00  0.00           H  
HETATM   57  H24 UNL     1      -4.525   2.348   1.212  1.00  0.00           H  
HETATM   58  H25 UNL     1      -0.887   2.472   0.984  1.00  0.00           H  
HETATM   59  H26 UNL     1      -0.877   1.464   3.053  1.00  0.00           H  
HETATM   60  H27 UNL     1       1.022   1.244   2.025  1.00  0.00           H  
HETATM   61  H28 UNL     1       1.128   1.469   0.280  1.00  0.00           H  
HETATM   62  H29 UNL     1       0.750  -2.299   2.152  1.00  0.00           H  
HETATM   63  H30 UNL     1       0.085  -0.740   2.876  1.00  0.00           H  
HETATM   64  H31 UNL     1       1.806  -0.993   2.725  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37   38
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   11   32
CONECT    7    8    8    9
CONECT    9   10   39   40
CONECT   11   12   13   41
CONECT   12   42   43   44
CONECT   13   14   45   46
CONECT   14   15   32   47
CONECT   15   16   27   48
CONECT   16   17   49   50
CONECT   17   18   19   51
CONECT   19   20   20   25
CONECT   20   21   52
CONECT   21   22   22   23
CONECT   23   24   24   53
CONECT   24   25   54
CONECT   25   26   27
CONECT   26   55   56   57
CONECT   27   28   29
CONECT   29   30   31   58
CONECT   30   59
CONECT   31   32   60   61
CONECT   32   33
CONECT   33   62   63   64
END

HMDB0014734
     RDKit          3D
Halobetasol Propionate
 64 67  0  0  0  0  0  0  0  0999 V2000
    5.0449    2.1483   -2.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8411    2.1095   -1.7367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5518    0.7194   -1.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.1825   -1.6154 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5103    0.4195   -0.4267 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1361   -0.8117    0.1201 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1322   -1.3543    1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9528   -2.5305    1.4300 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3226   -0.6748    1.5991 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1529   -1.7997    2.7406 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8576   -1.7564   -0.9966 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8486   -3.2051   -0.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4620   -1.3328   -1.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1837   -1.2120   -0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5764   -0.7288   -0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3739   -1.4605    0.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8609   -1.1923    0.8208 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4414   -2.3353    0.3763 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0238   -0.0239   -0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9509   -0.1281   -1.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2331    0.9088   -2.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1246    0.8245   -2.8904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3906    2.0805   -1.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4613    2.1604   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1684    1.1437   -0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5099    1.8578    1.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6914    0.7677    0.0045 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2337    1.2324   -1.2290 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618    1.3701    1.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050    1.0895    2.3158 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5735    0.9305    1.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7909   -0.5331    0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8678   -1.2011    2.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1871    1.2097   -3.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9414    3.0220   -3.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9758    2.3227   -2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9352    2.5684   -2.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0726    2.6990   -0.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9799    0.1744    2.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0425   -0.3154    0.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5009   -1.5419   -1.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4059   -3.7662   -1.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894   -3.6399   -0.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2991   -3.5404    0.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0162   -2.0931   -2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5999   -0.3501   -1.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2462   -2.2875    0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9876   -1.0019   -1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1399   -2.5358    0.8593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0950   -1.0964    1.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3119   -0.8878    1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5654   -1.0549   -1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5061    2.9307   -2.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8293    3.1033   -0.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6831    1.1297    2.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8370    2.6868    1.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5251    2.3485    1.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8869    2.4718    0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8775    1.4643    3.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0216    1.2440    2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1277    1.4692    0.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7501   -2.2995    2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0846   -0.7402    2.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8055   -0.9934    2.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  6  5  1  6
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  6
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 32  6  1  0
 32 14  1  0
 27 15  1  0
 25 19  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  9 39  1  0
  9 40  1  0
 11 41  1  6
 12 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  1
 20 52  1  0
 23 53  1  0
 24 54  1  0
 26 55  1  0
 26 56  1  0
 26 57  1  0
 29 58  1  0
 30 59  1  0
 31 60  1  0
 31 61  1  0
 33 62  1  0
 33 63  1  0
 33 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Halobetasol propionic acid	Generator
6-Fluoroclobetasol 17-propionate	HMDB
Halobetasol	HMDB
Ulobetasol	HMDB
6 alpha-Fluoroclobetasol 17-propionate	HMDB
(1R,8S,13S,14R)-14-(2-Chloroacetyl)-1,8-difluoro-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl propanoic acid	HMDB
Ultravate	HMDB
Halobetasol propionate	MeSH
(1R,8S,13S,14R)-14-(2-Chloroacetyl)-1,8-difluoro-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0,.0,]heptadeca-3,6-dien-14-yl propanoic acid	Generator

Chemical Formula

C₂₅H₃₁ClF₂O₅

Average Molecular Weight

484.96

Monoisotopic Molecular Weight

484.182808219

IUPAC Name

(1R,8S,13S,14R)-14-(2-chloroacetyl)-1,8-difluoro-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl propanoate

Traditional Name

halobetasol propionate

CAS Registry Number

66852-54-8

SMILES

[H][C@]1(F)CC2C3C[C@H](C)[C@](OC(=O)CC)(C(=O)CCl)C3(C)CC(O)[C@]2(F)C2(C)C=CC(=O)C=C12

InChI Identifier

InChI=1S/C25H31ClF2O5/c1-5-21(32)33-25(20(31)12-26)13(2)8-15-16-10-18(27)17-9-14(29)6-7-22(17,3)24(16,28)19(30)11-23(15,25)4/h6-7,9,13,15-16,18-19,30H,5,8,10-12H2,1-4H3/t13-,15?,16?,18-,19?,22?,23?,24-,25-/m0/s1

InChI Key

BDSYKGHYMJNPAB-YKQIDFLYSA-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
Steroid ester
20-oxosteroid
3-oxo-delta-1,4-steroid
3-oxosteroid
11-hydroxysteroid
Oxosteroid
9-halo-steroid
6-halo-steroid
Halo-steroid
Hydroxysteroid
Delta-1,4-steroid
Alpha-acyloxy ketone
Alpha-haloketone
Alpha-chloroketone
Cyclic alcohol
Carboxylic acid ester
Cyclic ketone
Fluorohydrin
Secondary alcohol
Halohydrin
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alkyl halide
Organofluoride
Organochloride
Alkyl chloride
Organohalogen compound
Alkyl fluoride
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0076 g/L	Not Available
LogP	2.9	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0076 g/L	ALOGPS
logP	3.81	ALOGPS
logP	3.84	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	13.55	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	119.15 m³·mol⁻¹	ChemAxon
Polarizability	47.93 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]-	248.644	30932474
DeepCCS	[M+Na]+	223.744	30932474
AllCCS	[M+H]+	209.2	32859911
AllCCS	[M+H-H2O]+	207.3	32859911
AllCCS	[M+NH4]+	210.9	32859911
AllCCS	[M+Na]+	211.3	32859911
AllCCS	[M-H]-	211.4	32859911
AllCCS	[M+Na-2H]-	212.8	32859911
AllCCS	[M+HCOO]-	214.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Halobetasol Propionate	[H][C@]1(F)CC2C3C[C@H](C)[C@](OC(=O)CC)(C(=O)CCl)C3(C)CC(O)[C@]2(F)C2(C)C=CC(=O)C=C12	3996.6	Standard polar	33892256
Halobetasol Propionate	[H][C@]1(F)CC2C3C[C@H](C)[C@](OC(=O)CC)(C(=O)CCl)C3(C)CC(O)[C@]2(F)C2(C)C=CC(=O)C=C12	3088.5	Standard non polar	33892256
Halobetasol Propionate	[H][C@]1(F)CC2C3C[C@H](C)[C@](OC(=O)CC)(C(=O)CCl)C3(C)CC(O)[C@]2(F)C2(C)C=CC(=O)C=C12	3249.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Halobetasol Propionate,1TMS,isomer #1	CCC(=O)O[C@]1(C(=O)CCl)[C@@H](C)CC2C3C[C@H](F)C4=CC(=O)C=CC4(C)[C@@]3(F)C(O[Si](C)(C)C)CC21C	3327.8	Semi standard non polar	33892256
Halobetasol Propionate,1TMS,isomer #2	CCC(=O)O[C@]1(C(=CCl)O[Si](C)(C)C)[C@@H](C)CC2C3C[C@H](F)C4=CC(=O)C=CC4(C)[C@@]3(F)C(O)CC21C	3354.4	Semi standard non polar	33892256
Halobetasol Propionate,2TMS,isomer #1	CCC(=O)O[C@]1(C(=CCl)O[Si](C)(C)C)[C@@H](C)CC2C3C[C@H](F)C4=CC(=O)C=CC4(C)[C@@]3(F)C(O[Si](C)(C)C)CC21C	3249.6	Semi standard non polar	33892256
Halobetasol Propionate,2TMS,isomer #1	CCC(=O)O[C@]1(C(=CCl)O[Si](C)(C)C)[C@@H](C)CC2C3C[C@H](F)C4=CC(=O)C=CC4(C)[C@@]3(F)C(O[Si](C)(C)C)CC21C	3307.8	Standard non polar	33892256
Halobetasol Propionate,2TMS,isomer #1	CCC(=O)O[C@]1(C(=CCl)O[Si](C)(C)C)[C@@H](C)CC2C3C[C@H](F)C4=CC(=O)C=CC4(C)[C@@]3(F)C(O[Si](C)(C)C)CC21C	3582.5	Standard polar	33892256
Halobetasol Propionate,1TBDMS,isomer #1	CCC(=O)O[C@]1(C(=O)CCl)[C@@H](C)CC2C3C[C@H](F)C4=CC(=O)C=CC4(C)[C@@]3(F)C(O[Si](C)(C)C(C)(C)C)CC21C	3557.0	Semi standard non polar	33892256
Halobetasol Propionate,1TBDMS,isomer #2	CCC(=O)O[C@]1(C(=CCl)O[Si](C)(C)C(C)(C)C)[C@@H](C)CC2C3C[C@H](F)C4=CC(=O)C=CC4(C)[C@@]3(F)C(O)CC21C	3580.7	Semi standard non polar	33892256
Halobetasol Propionate,2TBDMS,isomer #1	CCC(=O)O[C@]1(C(=CCl)O[Si](C)(C)C(C)(C)C)[C@@H](C)CC2C3C[C@H](F)C4=CC(=O)C=CC4(C)[C@@]3(F)C(O[Si](C)(C)C(C)(C)C)CC21C	3718.6	Semi standard non polar	33892256
Halobetasol Propionate,2TBDMS,isomer #1	CCC(=O)O[C@]1(C(=CCl)O[Si](C)(C)C(C)(C)C)[C@@H](C)CC2C3C[C@H](F)C4=CC(=O)C=CC4(C)[C@@]3(F)C(O[Si](C)(C)C(C)(C)C)CC21C	3740.4	Standard non polar	33892256
Halobetasol Propionate,2TBDMS,isomer #1	CCC(=O)O[C@]1(C(=CCl)O[Si](C)(C)C(C)(C)C)[C@@H](C)CC2C3C[C@H](F)C4=CC(=O)C=CC4(C)[C@@]3(F)C(O[Si](C)(C)C(C)(C)C)CC21C	3737.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Halobetasol Propionate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00p0-8971100000-6cd4170e081262dada0e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Halobetasol Propionate GC-MS (1 TMS) - 70eV, Positive	splash10-069c-6309260000-d6643e652d0b064fc079	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Halobetasol Propionate 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 - Halobetasol Propionate 10V, Positive-QTOF	splash10-05n0-2001900000-7e89d9cb3e7694167649	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halobetasol Propionate 20V, Positive-QTOF	splash10-0a6r-9026800000-97b9b8f6434f022d5e76	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halobetasol Propionate 40V, Positive-QTOF	splash10-0ac9-2159100000-1963add2850ed4c507d4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halobetasol Propionate 10V, Negative-QTOF	splash10-001i-2000900000-d1fbffb05d5d1ee3a314	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halobetasol Propionate 20V, Negative-QTOF	splash10-0a4i-4002900000-81b8b065653f2a5ba549	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halobetasol Propionate 40V, Negative-QTOF	splash10-0a4i-9107300000-0c41804a432b510e72f9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halobetasol Propionate 10V, Positive-QTOF	splash10-03du-0004900000-4c7d60a466a3c90955af	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halobetasol Propionate 20V, Positive-QTOF	splash10-01px-0009500000-1d180785d83cfcd22f75	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halobetasol Propionate 40V, Positive-QTOF	splash10-001u-9575400000-67799505c41ecb3ebe5b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halobetasol Propionate 10V, Negative-QTOF	splash10-00di-9000100000-7f684946ce1f888d35c3	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halobetasol Propionate 20V, Negative-QTOF	splash10-05gi-9001100000-49cb7feae73b8955f2b1	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Halobetasol Propionate 40V, Negative-QTOF	splash10-0ab9-9001000000-050873c1677c6a188454	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 DB00596	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00596	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

43819

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ulobetasol

METLIN ID

Not Available

PubChem Compound

48175

PDB ID

Not Available

ChEBI ID

Not Available

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 Halobetasol Propionate (HMDB0014734)

MOL for HMDB0014734 (Halobetasol Propionate)

3D MOL for HMDB0014734 (Halobetasol Propionate)

3D SDF for HMDB0014734 (Halobetasol Propionate)

3D-SDF for HMDB0014734 (Halobetasol Propionate)

PDB for HMDB0014734 (Halobetasol Propionate)

3D PDB for HMDB0014734 (Halobetasol Propionate)

SMILES for HMDB0014734 (Halobetasol Propionate)

INCHI for HMDB0014734 (Halobetasol Propionate)

Structure for HMDB0014734 (Halobetasol Propionate)

3D Structure for HMDB0014734 (Halobetasol Propionate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra