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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-04 19:00:11 UTC

Update Date

2021-09-14 15:47:21 UTC

HMDB ID

HMDB0060797

Secondary Accession Numbers

HMDB60797

Metabolite Identification

Common Name

6alpha,9alpha-Difluoroprednisolone-17-butyrate

Description

6alpha,9alpha-Difluoroprednisolone-17-butyrate, also known as 6α,9α-difluoroprednisolone-17-butyric acid, 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. 6alpha,9alpha-Difluoroprednisolone-17-butyrate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 07041312002D          

 33 36  0  0  0  0            999 V2000
    8.1180    3.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9503    0.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4662    0.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1776    2.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4947    1.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4774   -1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1602   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7336   -1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745    0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2749   -0.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0458   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261   -1.0201    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0139   -1.1653    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3897   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215   -2.0864    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7624    0.2414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7430   -0.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5542    1.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6700   -0.6798    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1064   -0.2441    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9309   -0.2709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4821   -0.5346    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6412   -2.8623    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226    0.2883    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.0870   -0.6112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336   -1.1154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2306    0.8721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0233    0.6502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3715    0.9020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8714    0.5519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  8  6  2  0  0  0  0
  9  7  1  0  0  0  0
 14  6  1  0  0  0  0
 14 10  1  0  0  0  0
 15  7  1  1  0  0  0
 16 11  1  6  0  0  0
 16 15  1  0  0  0  0
 17 10  2  0  0  0  0
 18 11  1  0  0  0  0
 18 17  1  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 21  5  1  0  0  0  0
 22  2  1  1  0  0  0
 22  8  1  0  0  0  0
 22 17  1  0  0  0  0
 23  3  1  1  0  0  0
 23 12  1  0  0  0  0
 23 15  1  0  0  0  0
 24  9  1  0  0  0  0
 24 20  1  1  0  0  0
 24 23  1  0  0  0  0
 25 16  1  0  0  0  0
 25 19  1  0  0  0  0
 25 22  1  0  0  0  0
 18 26  1  6  0  0  0
 25 27  1  6  0  0  0
 28 13  1  0  0  0  0
 29 14  2  0  0  0  0
 19 30  1  1  0  0  0
 31 20  2  0  0  0  0
 32 21  2  0  0  0  0
 33 21  1  0  0  0  0
 24 33  1  6  0  0  0
M  END

HMDB0060797
     RDKit          3D
6alpha,9alpha-Difluoroprednisolone-17-butyrate
 65 68  0  0  0  0  0  0  0  0999 V2000
    5.6280    2.1558   -1.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5029    2.1829   -2.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8050    0.8636   -2.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2463    0.4660   -1.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670    1.2821   -0.3477 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5496   -0.7236   -1.1416 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0184   -1.0908    0.1096 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0848   -1.1455    1.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2154   -0.8905    0.7124 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9955   -1.4729    2.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2788   -1.3530    3.1129 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5706   -2.5918    0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3111   -2.5654    0.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958   -1.3643    0.2758 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5586   -0.8352    0.7725 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5470   -1.9720    0.9330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8288   -1.3438    1.5217 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7832   -2.2749    1.7470 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2883   -0.4034    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4478   -0.6193   -0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9595    0.2207   -1.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0787    0.0304   -1.6735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0957    1.2970   -1.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9202    1.4834   -1.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3746    0.6800    0.0120 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1874    1.5539    1.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0641    0.0401   -0.3960 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3915   -0.8870   -1.3809 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0582    0.9622   -0.9103 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2030    2.2749   -0.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3795    0.5751   -0.8709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7882   -0.2976    0.3254 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7524    0.5624    1.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0227    1.1339   -1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4630    2.7709   -1.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3768    2.6163   -0.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7501    2.9243   -2.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8925    2.4914   -3.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6006    0.1070   -2.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0496    0.8572   -3.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7785   -2.5798    2.7004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319   -0.9775    3.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4980   -0.4332    3.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3260   -3.2681    0.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2786   -2.8459   -1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -3.4723    0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5236   -2.4817    1.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4546   -1.6677   -0.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5497   -0.3018    1.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8417   -2.4044   -0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1631   -2.7332    1.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5913   -0.7546    2.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1008   -1.4583    0.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4316    1.9643   -2.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3539    2.3326   -1.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1544    1.5848    1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5763    2.5956    1.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8338    1.2069    2.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2892    1.1312   -2.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4893    2.8416   -0.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6312   -0.0398   -1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9427    1.5047   -0.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2574    0.1430    2.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837    0.9165    1.7483 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
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  4  6  1  0
  7  6  1  6
  7  8  1  0
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  7 12  1  0
 12 13  1  0
 13 14  1  0
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 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  1
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 27 28  1  6
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  1
 32  7  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
  3 39  1  0
  3 40  1  0
 10 41  1  0
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 11 43  1  0
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 13 46  1  0
 13 47  1  0
 14 48  1  6
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 16 50  1  0
 16 51  1  0
 17 52  1  1
 20 53  1  0
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 26 58  1  0
 29 59  1  6
 30 60  1  0
 31 61  1  0
 31 62  1  0
 33 63  1  0
 33 64  1  0
 33 65  1  0
M  END


  Mrv0541 07041312002D          

 33 36  0  0  0  0            999 V2000
    8.1180    3.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9503    0.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4662    0.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1776    2.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4947    1.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4774   -1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1602   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7336   -1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745    0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2749   -0.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0458   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261   -1.0201    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0139   -1.1653    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3897   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215   -2.0864    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7624    0.2414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7430   -0.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5542    1.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6700   -0.6798    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1064   -0.2441    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9309   -0.2709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4821   -0.5346    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6412   -2.8623    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4226    0.2883    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.0870   -0.6112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336   -1.1154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2306    0.8721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0233    0.6502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3715    0.9020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8714    0.5519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  8  6  2  0  0  0  0
  9  7  1  0  0  0  0
 14  6  1  0  0  0  0
 14 10  1  0  0  0  0
 15  7  1  1  0  0  0
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 21  5  1  0  0  0  0
 22  2  1  1  0  0  0
 22  8  1  0  0  0  0
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 23  3  1  1  0  0  0
 23 12  1  0  0  0  0
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 24  9  1  0  0  0  0
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 24 23  1  0  0  0  0
 25 16  1  0  0  0  0
 25 19  1  0  0  0  0
 25 22  1  0  0  0  0
 18 26  1  6  0  0  0
 25 27  1  6  0  0  0
 28 13  1  0  0  0  0
 29 14  2  0  0  0  0
 19 30  1  1  0  0  0
 31 20  2  0  0  0  0
 32 21  2  0  0  0  0
 33 21  1  0  0  0  0
 24 33  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0060797

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(=O)O[C@@]1(CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C)C(=O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C25H32F2O6/c1-4-5-21(32)33-24(20(31)13-28)9-7-15-16-11-18(26)17-10-14(29)6-8-22(17,2)25(16,27)19(30)12-23(15,24)3/h6,8,10,15-16,18-19,28,30H,4-5,7,9,11-13H2,1-3H3/t15-,16-,18-,19-,22-,23-,24-,25-/m0/s1

> <INCHI_KEY>
BQEJAAIPKDQEPV-MXHGPKCJSA-N

> <FORMULA>
C25H32F2O6

> <MOLECULAR_WEIGHT>
466.5148

> <EXACT_MASS>
466.216695166

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
47.19344100613853

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,8S,10S,11S,14R,15S,17S)-1,8-difluoro-17-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl butanoate

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
2.563107482666666

> <ALOGPS_LOGS>
-4.24

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.90581540614954

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.353763962974405

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3305890768461257

> <JCHEM_POLAR_SURFACE_AREA>
100.89999999999999

> <JCHEM_REFRACTIVITY>
116.22409999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.70e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,8S,10S,11S,14R,15S,17S)-1,8-difluoro-17-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060797
     RDKit          3D
6alpha,9alpha-Difluoroprednisolone-17-butyrate
 65 68  0  0  0  0  0  0  0  0999 V2000
    5.6280    2.1558   -1.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5029    2.1829   -2.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8050    0.8636   -2.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2463    0.4660   -1.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670    1.2821   -0.3477 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5496   -0.7236   -1.1416 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0184   -1.0908    0.1096 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0848   -1.1455    1.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2154   -0.8905    0.7124 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9955   -1.4729    2.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2788   -1.3530    3.1129 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5706   -2.5918    0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3111   -2.5654    0.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958   -1.3643    0.2758 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5586   -0.8352    0.7725 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5470   -1.9720    0.9330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8288   -1.3438    1.5217 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7832   -2.2749    1.7470 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2883   -0.4034    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4478   -0.6193   -0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9595    0.2207   -1.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0787    0.0304   -1.6735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0957    1.2970   -1.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9202    1.4834   -1.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3746    0.6800    0.0120 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1874    1.5539    1.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0641    0.0401   -0.3960 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3915   -0.8870   -1.3809 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0582    0.9622   -0.9103 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2030    2.2749   -0.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3795    0.5751   -0.8709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7882   -0.2976    0.3254 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7524    0.5624    1.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0227    1.1339   -1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4630    2.7709   -1.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3768    2.6163   -0.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7501    2.9243   -2.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8925    2.4914   -3.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6006    0.1070   -2.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0496    0.8572   -3.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7785   -2.5798    2.7004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319   -0.9775    3.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4980   -0.4332    3.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3260   -3.2681    0.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2786   -2.8459   -1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -3.4723    0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5236   -2.4817    1.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4546   -1.6677   -0.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5497   -0.3018    1.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8417   -2.4044   -0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1631   -2.7332    1.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5913   -0.7546    2.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1008   -1.4583    0.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4316    1.9643   -2.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3539    2.3326   -1.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1544    1.5848    1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5763    2.5956    1.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8338    1.2069    2.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2892    1.1312   -2.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4893    2.8416   -0.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6312   -0.0398   -1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9427    1.5047   -0.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1939    1.4962    1.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2574    0.1430    2.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837    0.9165    1.7483 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  2  0
  4  6  1  0
  7  6  1  6
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
  7 12  1  0
 12 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  1
 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  1
 32  7  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
  3 39  1  0
  3 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  6
 15 49  1  1
 16 50  1  0
 16 51  1  0
 17 52  1  1
 20 53  1  0
 23 54  1  0
 24 55  1  0
 26 56  1  0
 26 57  1  0
 26 58  1  0
 29 59  1  6
 30 60  1  0
 31 61  1  0
 31 62  1  0
 33 63  1  0
 33 64  1  0
 33 65  1  0
M  END

HEADER    PROTEIN                                 04-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUL-13         0                                  
HETATM    1  C   UNK     0      15.154   5.831   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.374   0.179   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.070   0.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.265   4.295   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.990   3.430   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.342  -0.363   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.091  -2.849   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.858  -0.092   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.366  -1.985   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.812  -2.988   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.836  -3.624   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.406   0.722   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.446  -1.412   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.819  -1.811   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.875  -1.904   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.359  -2.175   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.327  -2.717   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.320  -3.895   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.890   0.451   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.454  -0.235   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.101   1.894   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.851  -1.269   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.399  -0.456   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.938  -0.506   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.367  -0.998   0.000  0.00  0.00           C+0
HETATM   26  F   UNK     0       6.797  -5.343   0.000  0.00  0.00           F+0
HETATM   27  F   UNK     0       8.256   0.538   0.000  0.00  0.00           F+0
HETATM   28  O   UNK     0      16.962  -1.141   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.303  -2.082   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       7.897   1.628   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      14.977   1.214   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      15.627   1.684   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      12.827   1.030   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4    1    5                                                       
CONECT    5    4   21                                                       
CONECT    6    8   14                                                       
CONECT    7    9   15                                                       
CONECT    8    6   22                                                       
CONECT    9    7   24                                                       
CONECT   10   14   17                                                       
CONECT   11   16   18                                                       
CONECT   12   19   23                                                       
CONECT   13   20   28                                                       
CONECT   14    6   10   29                                                  
CONECT   15    7   16   23                                                  
CONECT   16   11   15   25                                                  
CONECT   17   10   18   22                                                  
CONECT   18   11   17   26                                                  
CONECT   19   12   25   30                                                  
CONECT   20   13   24   31                                                  
CONECT   21    5   32   33                                                  
CONECT   22    2    8   17   25                                             
CONECT   23    3   12   15   24                                             
CONECT   24    9   20   23   33                                             
CONECT   25   16   19   22   27                                             
CONECT   26   18                                                            
CONECT   27   25                                                            
CONECT   28   13                                                            
CONECT   29   14                                                            
CONECT   30   19                                                            
CONECT   31   20                                                            
CONECT   32   21                                                            
CONECT   33   21   24                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0060797
HETATM    1  C1  UNL     1       5.628   2.156  -1.493  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.503   2.183  -2.468  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.805   0.864  -2.624  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.246   0.466  -1.279  1.00  0.00           C  
HETATM    5  O1  UNL     1       3.467   1.282  -0.348  1.00  0.00           O  
HETATM    6  O2  UNL     1       2.550  -0.724  -1.142  1.00  0.00           O  
HETATM    7  C5  UNL     1       2.018  -1.091   0.110  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.085  -1.146   1.099  1.00  0.00           C  
HETATM    9  O3  UNL     1       4.215  -0.891   0.712  1.00  0.00           O  
HETATM   10  C7  UNL     1       2.996  -1.473   2.532  1.00  0.00           C  
HETATM   11  O4  UNL     1       4.279  -1.353   3.113  1.00  0.00           O  
HETATM   12  C8  UNL     1       1.571  -2.592   0.023  1.00  0.00           C  
HETATM   13  C9  UNL     1       0.311  -2.565   0.911  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.296  -1.364   0.276  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.559  -0.835   0.772  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.547  -1.972   0.933  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.829  -1.344   1.522  1.00  0.00           C  
HETATM   18  F1  UNL     1      -4.783  -2.275   1.747  1.00  0.00           F  
HETATM   19  C14 UNL     1      -4.288  -0.403   0.411  1.00  0.00           C  
HETATM   20  C15 UNL     1      -5.448  -0.619  -0.098  1.00  0.00           C  
HETATM   21  C16 UNL     1      -5.960   0.221  -1.170  1.00  0.00           C  
HETATM   22  O5  UNL     1      -7.079   0.030  -1.674  1.00  0.00           O  
HETATM   23  C17 UNL     1      -5.096   1.297  -1.626  1.00  0.00           C  
HETATM   24  C18 UNL     1      -3.920   1.483  -1.074  1.00  0.00           C  
HETATM   25  C19 UNL     1      -3.375   0.680   0.012  1.00  0.00           C  
HETATM   26  C20 UNL     1      -3.187   1.554   1.259  1.00  0.00           C  
HETATM   27  C21 UNL     1      -2.064   0.040  -0.396  1.00  0.00           C  
HETATM   28  F2  UNL     1      -2.392  -0.887  -1.381  1.00  0.00           F  
HETATM   29  C22 UNL     1      -1.058   0.962  -0.910  1.00  0.00           C  
HETATM   30  O6  UNL     1      -1.203   2.275  -0.391  1.00  0.00           O  
HETATM   31  C23 UNL     1       0.379   0.575  -0.871  1.00  0.00           C  
HETATM   32  C24 UNL     1       0.788  -0.298   0.325  1.00  0.00           C  
HETATM   33  C25 UNL     1       0.752   0.562   1.530  1.00  0.00           C  
HETATM   34  H1  UNL     1       6.023   1.134  -1.300  1.00  0.00           H  
HETATM   35  H2  UNL     1       6.463   2.771  -1.887  1.00  0.00           H  
HETATM   36  H3  UNL     1       5.377   2.616  -0.501  1.00  0.00           H  
HETATM   37  H4  UNL     1       3.750   2.924  -2.083  1.00  0.00           H  
HETATM   38  H5  UNL     1       4.893   2.491  -3.460  1.00  0.00           H  
HETATM   39  H6  UNL     1       4.601   0.107  -2.875  1.00  0.00           H  
HETATM   40  H7  UNL     1       3.050   0.857  -3.407  1.00  0.00           H  
HETATM   41  H8  UNL     1       2.779  -2.580   2.700  1.00  0.00           H  
HETATM   42  H9  UNL     1       2.232  -0.978   3.113  1.00  0.00           H  
HETATM   43  H10 UNL     1       4.498  -0.433   3.329  1.00  0.00           H  
HETATM   44  H11 UNL     1       2.326  -3.268   0.390  1.00  0.00           H  
HETATM   45  H12 UNL     1       1.279  -2.846  -1.000  1.00  0.00           H  
HETATM   46  H13 UNL     1      -0.282  -3.472   0.728  1.00  0.00           H  
HETATM   47  H14 UNL     1       0.524  -2.482   1.967  1.00  0.00           H  
HETATM   48  H15 UNL     1      -0.455  -1.668  -0.810  1.00  0.00           H  
HETATM   49  H16 UNL     1      -1.550  -0.302   1.722  1.00  0.00           H  
HETATM   50  H17 UNL     1      -2.842  -2.404  -0.047  1.00  0.00           H  
HETATM   51  H18 UNL     1      -2.163  -2.733   1.635  1.00  0.00           H  
HETATM   52  H19 UNL     1      -3.591  -0.755   2.411  1.00  0.00           H  
HETATM   53  H20 UNL     1      -6.101  -1.458   0.267  1.00  0.00           H  
HETATM   54  H21 UNL     1      -5.432   1.964  -2.446  1.00  0.00           H  
HETATM   55  H22 UNL     1      -3.354   2.333  -1.517  1.00  0.00           H  
HETATM   56  H23 UNL     1      -2.154   1.585   1.622  1.00  0.00           H  
HETATM   57  H24 UNL     1      -3.576   2.596   1.035  1.00  0.00           H  
HETATM   58  H25 UNL     1      -3.834   1.207   2.078  1.00  0.00           H  
HETATM   59  H26 UNL     1      -1.289   1.131  -2.011  1.00  0.00           H  
HETATM   60  H27 UNL     1      -0.489   2.842  -0.758  1.00  0.00           H  
HETATM   61  H28 UNL     1       0.631  -0.040  -1.771  1.00  0.00           H  
HETATM   62  H29 UNL     1       0.943   1.505  -0.950  1.00  0.00           H  
HETATM   63  H30 UNL     1       0.194   1.496   1.309  1.00  0.00           H  
HETATM   64  H31 UNL     1       0.257   0.143   2.426  1.00  0.00           H  
HETATM   65  H32 UNL     1       1.784   0.916   1.748  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37   38
CONECT    3    4   39   40
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   12   32
CONECT    8    9    9   10
CONECT   10   11   41   42
CONECT   11   43
CONECT   12   13   44   45
CONECT   13   14   46   47
CONECT   14   15   32   48
CONECT   15   16   27   49
CONECT   16   17   50   51
CONECT   17   18   19   52
CONECT   19   20   20   25
CONECT   20   21   53
CONECT   21   22   22   23
CONECT   23   24   24   54
CONECT   24   25   55
CONECT   25   26   27
CONECT   26   56   57   58
CONECT   27   28   29
CONECT   29   30   31   59
CONECT   30   60
CONECT   31   32   61   62
CONECT   32   33
CONECT   33   63   64   65
END

HMDB0060797
     RDKit          3D
6alpha,9alpha-Difluoroprednisolone-17-butyrate
 65 68  0  0  0  0  0  0  0  0999 V2000
    5.6280    2.1558   -1.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5029    2.1829   -2.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8050    0.8636   -2.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2463    0.4660   -1.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670    1.2821   -0.3477 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5496   -0.7236   -1.1416 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0184   -1.0908    0.1096 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0848   -1.1455    1.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2154   -0.8905    0.7124 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9955   -1.4729    2.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2788   -1.3530    3.1129 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5706   -2.5918    0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3111   -2.5654    0.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958   -1.3643    0.2758 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5586   -0.8352    0.7725 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5470   -1.9720    0.9330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8288   -1.3438    1.5217 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7832   -2.2749    1.7470 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2883   -0.4034    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4478   -0.6193   -0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9595    0.2207   -1.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0787    0.0304   -1.6735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0957    1.2970   -1.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9202    1.4834   -1.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3746    0.6800    0.0120 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1874    1.5539    1.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0641    0.0401   -0.3960 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3915   -0.8870   -1.3809 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0582    0.9622   -0.9103 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2030    2.2749   -0.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3795    0.5751   -0.8709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7882   -0.2976    0.3254 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7524    0.5624    1.5297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0227    1.1339   -1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4630    2.7709   -1.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3768    2.6163   -0.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7501    2.9243   -2.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8925    2.4914   -3.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6006    0.1070   -2.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0496    0.8572   -3.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7785   -2.5798    2.7004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319   -0.9775    3.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4980   -0.4332    3.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3260   -3.2681    0.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2786   -2.8459   -1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -3.4723    0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5236   -2.4817    1.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4546   -1.6677   -0.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5497   -0.3018    1.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8417   -2.4044   -0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1631   -2.7332    1.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5913   -0.7546    2.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1008   -1.4583    0.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4316    1.9643   -2.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3539    2.3326   -1.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1544    1.5848    1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5763    2.5956    1.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8338    1.2069    2.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2892    1.1312   -2.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4893    2.8416   -0.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6312   -0.0398   -1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9427    1.5047   -0.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1939    1.4962    1.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2574    0.1430    2.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837    0.9165    1.7483 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  2  0
  4  6  1  0
  7  6  1  6
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
  7 12  1  0
 12 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  1
 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  1
 32  7  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
  3 39  1  0
  3 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  6
 15 49  1  1
 16 50  1  0
 16 51  1  0
 17 52  1  1
 20 53  1  0
 23 54  1  0
 24 55  1  0
 26 56  1  0
 26 57  1  0
 26 58  1  0
 29 59  1  6
 30 60  1  0
 31 61  1  0
 31 62  1  0
 33 63  1  0
 33 64  1  0
 33 65  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6a,9a-Difluoroprednisolone-17-butyrate	Generator
6a,9a-Difluoroprednisolone-17-butyric acid	Generator
6alpha,9alpha-Difluoroprednisolone-17-butyric acid	Generator
6Α,9α-difluoroprednisolone-17-butyrate	Generator
6Α,9α-difluoroprednisolone-17-butyric acid	Generator

Chemical Formula

C₂₅H₃₂F₂O₆

Average Molecular Weight

466.5148

Monoisotopic Molecular Weight

466.216695166

IUPAC Name

(1R,2S,8S,10S,11S,14R,15S,17S)-1,8-difluoro-17-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl butanoate

Traditional Name

(1R,2S,8S,10S,11S,14R,15S,17S)-1,8-difluoro-17-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-14-yl butanoate

CAS Registry Number

Not Available

SMILES

CCCC(=O)O[C@@]1(CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C)C(=O)CO

InChI Identifier

InChI=1S/C25H32F2O6/c1-4-5-21(32)33-24(20(31)13-28)9-7-15-16-11-18(26)17-10-14(29)6-8-22(17,2)25(16,27)19(30)12-23(15,24)3/h6,8,10,15-16,18-19,28,30H,4-5,7,9,11-13H2,1-3H3/t15-,16-,18-,19-,22-,23-,24-,25-/m0/s1

InChI Key

BQEJAAIPKDQEPV-MXHGPKCJSA-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
Steroid ester
Pregnane-skeleton
11-hydroxysteroid
11-beta-hydroxysteroid
Halo-steroid
3-oxosteroid
Oxosteroid
3-oxo-delta-1,4-steroid
9-halo-steroid
6-halo-steroid
Delta-1,4-steroid
Alpha-acyloxy ketone
Cyclic alcohol
Alpha-hydroxy ketone
Carboxylic acid ester
Cyclic ketone
Secondary alcohol
Fluorohydrin
Halohydrin
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Primary alcohol
Alcohol
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organofluoride
Organohalogen compound
Alkyl fluoride
Alkyl halide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0060797)
Liver (HMDB: HMDB0060797)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060797)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060797)

Cellular substructure

Cytoplasm (HMDB: HMDB0060797)
Membrane (HMDB: HMDB0060797)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.027 g/L	ALOGPS
logP	2.57	ALOGPS
logP	2.56	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	13.35	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	116.22 m³·mol⁻¹	ChemAxon
Polarizability	47.19 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	242.945	30932474
DeepCCS	[M+Na]+	217.135	30932474
AllCCS	[M+H]+	207.9	32859911
AllCCS	[M+H-H2O]+	206.0	32859911
AllCCS	[M+NH4]+	209.7	32859911
AllCCS	[M+Na]+	210.2	32859911
AllCCS	[M-H]-	207.5	32859911
AllCCS	[M+Na-2H]-	208.8	32859911
AllCCS	[M+HCOO]-	210.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6alpha,9alpha-Difluoroprednisolone-17-butyrate	CCCC(=O)O[C@@]1(CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C)C(=O)CO	3357.1	Standard polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate	CCCC(=O)O[C@@]1(CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C)C(=O)CO	3062.6	Standard non polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate	CCCC(=O)O[C@@]1(CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C)C(=O)CO	3371.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6alpha,9alpha-Difluoroprednisolone-17-butyrate,1TMS,isomer #1	CCCC(=O)O[C@]1(C(=O)CO)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@@]21C	3349.9	Semi standard non polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate,1TMS,isomer #2	CCCC(=O)O[C@]1(C(=O)CO[Si](C)(C)C)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@@]21C	3426.1	Semi standard non polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate,1TMS,isomer #3	CCCC(=O)O[C@]1(C(=CO)O[Si](C)(C)C)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@@]21C	3403.5	Semi standard non polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate,2TMS,isomer #1	CCCC(=O)O[C@]1(C(=O)CO[Si](C)(C)C)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@@]21C	3352.6	Semi standard non polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate,2TMS,isomer #2	CCCC(=O)O[C@]1(C(=CO)O[Si](C)(C)C)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@@]21C	3333.4	Semi standard non polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate,2TMS,isomer #3	CCCC(=O)O[C@]1(C(=CO[Si](C)(C)C)O[Si](C)(C)C)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@@]21C	3383.4	Semi standard non polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate,3TMS,isomer #1	CCCC(=O)O[C@]1(C(=CO[Si](C)(C)C)O[Si](C)(C)C)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@@]21C	3295.1	Semi standard non polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate,3TMS,isomer #1	CCCC(=O)O[C@]1(C(=CO[Si](C)(C)C)O[Si](C)(C)C)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@@]21C	3366.0	Standard non polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate,3TMS,isomer #1	CCCC(=O)O[C@]1(C(=CO[Si](C)(C)C)O[Si](C)(C)C)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@@]21C	3671.7	Standard polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate,1TBDMS,isomer #1	CCCC(=O)O[C@]1(C(=O)CO)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3567.2	Semi standard non polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate,1TBDMS,isomer #2	CCCC(=O)O[C@]1(C(=O)CO[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@@]21C	3670.2	Semi standard non polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate,1TBDMS,isomer #3	CCCC(=O)O[C@]1(C(=CO)O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@@]21C	3629.1	Semi standard non polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate,2TBDMS,isomer #1	CCCC(=O)O[C@]1(C(=O)CO[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3827.3	Semi standard non polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate,2TBDMS,isomer #2	CCCC(=O)O[C@]1(C(=CO)O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3800.0	Semi standard non polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate,2TBDMS,isomer #3	CCCC(=O)O[C@]1(C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@@]21C	3835.0	Semi standard non polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate,3TBDMS,isomer #1	CCCC(=O)O[C@]1(C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3965.8	Semi standard non polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate,3TBDMS,isomer #1	CCCC(=O)O[C@]1(C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3955.3	Standard non polar	33892256
6alpha,9alpha-Difluoroprednisolone-17-butyrate,3TBDMS,isomer #1	CCCC(=O)O[C@]1(C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C	3867.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6alpha,9alpha-Difluoroprednisolone-17-butyrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-8491600000-3075e76304a93dade23a	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6alpha,9alpha-Difluoroprednisolone-17-butyrate GC-MS (2 TMS) - 70eV, Positive	splash10-0fdw-7708290000-2ea214f77dcbbd5b5d20	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6alpha,9alpha-Difluoroprednisolone-17-butyrate 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 - 6alpha,9alpha-Difluoroprednisolone-17-butyrate 10V, Positive-QTOF	splash10-00kb-2003900000-a70cb4833e4c849dba7d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6alpha,9alpha-Difluoroprednisolone-17-butyrate 20V, Positive-QTOF	splash10-00fs-7019600000-e73990618644892b62ad	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6alpha,9alpha-Difluoroprednisolone-17-butyrate 40V, Positive-QTOF	splash10-05n3-1194100000-2710adcf735c53a977de	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6alpha,9alpha-Difluoroprednisolone-17-butyrate 10V, Negative-QTOF	splash10-014i-2002900000-4dee96d6574d24d5f312	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6alpha,9alpha-Difluoroprednisolone-17-butyrate 20V, Negative-QTOF	splash10-00n1-5009700000-7f9bd924483364280892	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6alpha,9alpha-Difluoroprednisolone-17-butyrate 40V, Negative-QTOF	splash10-05n0-9008000000-2777f24c28da9d2eee15	2017-10-06	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

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	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12986413

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 6alpha,9alpha-Difluoroprednisolone-17-butyrate (HMDB0060797)

MOL for HMDB0060797 (6alpha,9alpha-Difluoroprednisolone-17-butyrate)

3D MOL for HMDB0060797 (6alpha,9alpha-Difluoroprednisolone-17-butyrate)

3D SDF for HMDB0060797 (6alpha,9alpha-Difluoroprednisolone-17-butyrate)

3D-SDF for HMDB0060797 (6alpha,9alpha-Difluoroprednisolone-17-butyrate)

PDB for HMDB0060797 (6alpha,9alpha-Difluoroprednisolone-17-butyrate)

3D PDB for HMDB0060797 (6alpha,9alpha-Difluoroprednisolone-17-butyrate)

SMILES for HMDB0060797 (6alpha,9alpha-Difluoroprednisolone-17-butyrate)

INCHI for HMDB0060797 (6alpha,9alpha-Difluoroprednisolone-17-butyrate)

Structure for HMDB0060797 (6alpha,9alpha-Difluoroprednisolone-17-butyrate)

3D Structure for HMDB0060797 (6alpha,9alpha-Difluoroprednisolone-17-butyrate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra