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

2013-07-04 18:56:43 UTC

Update Date

2021-09-14 15:39:04 UTC

HMDB ID

HMDB0060745

Secondary Accession Numbers

HMDB60745

Metabolite Identification

Common Name

3-keto Fusidic acid

Description

3-keto Fusidic acid is a metabolite of fusidic acid. Fusidic acid is a bacteriostatic antibiotic that is often used topically in creams and eyedrops, but may also be given systemically as tablets or injections. The global problem of advancing antimicrobial resistance has led to a renewed interest in its use recently. (Wikipedia)

Structure

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


  Mrv0541 07041311562D          

 38 41  0  0  0  0            999 V2000
    1.6621   -4.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5339   -4.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5585    0.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0015    0.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055   -1.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3100    0.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9702    0.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8575   -3.5445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5466   -2.7804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343    0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -1.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -1.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221    0.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784    0.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3512   -4.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782    0.0780    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2256    0.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -0.0672    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7494   -1.2788    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8100   -0.5527    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7294   -2.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -1.7643    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6955   -0.4595    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9249   -1.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185   -1.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -0.9884    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3987   -1.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1858   -0.8432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8418   -0.3577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0297   -0.5029    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4051    1.1647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -0.4075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2230   -3.3188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6252   -2.3950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9051   -2.4418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096   -1.0263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804   -0.1792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16  8  2  0  0  0  0
 17  3  1  6  0  0  0
 18  4  1  0  0  0  0
 19 10  1  1  0  0  0
 19 17  1  0  0  0  0
 20 14  1  0  0  0  0
 21 11  1  0  0  0  0
 21 17  1  0  0  0  0
 22  9  1  0  0  0  0
 23 14  1  0  0  0  0
 24 15  1  0  0  0  0
 20 25  1  1  0  0  0
 25 24  1  0  0  0  0
 26 22  1  0  0  0  0
 26 25  2  0  0  0  0
 27 23  1  0  0  0  0
 28 26  1  0  0  0  0
 29  5  1  1  0  0  0
 29 12  1  0  0  0  0
 29 19  1  0  0  0  0
 29 27  1  0  0  0  0
 30  6  1  6  0  0  0
 30 13  1  0  0  0  0
 27 30  1  6  0  0  0
 31  7  1  1  0  0  0
 31 15  1  0  0  0  0
 31 20  1  0  0  0  0
 31 30  1  0  0  0  0
 32 18  2  0  0  0  0
 21 33  1  6  0  0  0
 34 22  2  0  0  0  0
 23 35  1  6  0  0  0
 36 28  2  0  0  0  0
 37 28  1  0  0  0  0
 38 18  1  0  0  0  0
 24 38  1  1  0  0  0
M  END

HMDB0060745
     RDKit          3D
3-keto Fusidic acid
 84 87  0  0  0  0  0  0  0  0999 V2000
    2.3587   -5.9615    0.6042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6299   -4.9784   -0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2796   -5.2806   -1.4779 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1674   -3.6982   -0.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2923   -2.6390   -1.1805 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9253   -2.2966   -1.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2003   -1.7260   -0.8175 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1921   -2.9110    0.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2777   -0.8299   -0.1390 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8765   -0.6303    1.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3525    0.3257    1.2313 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0313    1.6020    0.9302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3841   -0.3221    0.3544 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7398    0.2948    0.4073 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7895   -0.6391    1.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7876    1.5599    1.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1734    2.0802    1.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1595    1.7156    0.4032 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9822    2.8579    0.2066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6275    1.3041   -0.9118 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7808    2.4552   -1.8876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2170    0.7609   -0.9287 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1592   -0.3455   -1.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1354   -1.3979   -1.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9290   -0.7688   -1.0059 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4914    0.3351   -1.9205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5517   -1.2986   -0.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7406   -0.7565   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9413   -1.5196   -0.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0590   -0.9268   -0.7850 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9353   -2.7424   -1.4889 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0805    0.5767   -0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    0.8740    0.0647 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2025    1.6771    0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0473    2.9627    0.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0835    3.5987    1.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3583    3.1651    2.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9110    4.8394    1.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488   -6.7561    0.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2256   -5.5073    1.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4068   -6.5263    0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9053   -2.8832   -2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5594   -3.3110   -2.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1262   -1.7638   -2.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4039   -3.1098    0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0874   -3.8898   -0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3058   -2.9754    0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1426    0.1826   -0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6184   -0.1336    1.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5953   -1.5348    1.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7118    0.2827    2.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2218    2.0880    1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5330   -1.2829    0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2198   -1.5694    1.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2075   -0.2611    1.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5343   -0.9722    0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4285    1.3046    2.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2018    2.3657    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1129    3.2031    1.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6238    1.7541    2.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9235    0.9635    0.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6496    2.9429    0.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3193    0.5058   -1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1983    2.2927   -2.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8633    2.5831   -2.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4477    3.3670   -1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6007    1.6608   -1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1595    0.0253   -2.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1692   -0.8587   -1.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5661   -2.2470   -1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852   -1.7692   -2.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2123    0.5366   -2.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4464    0.0947   -2.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2855    1.3014   -1.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4614   -2.9324   -2.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4898    1.9706   -0.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6320    1.5993    1.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5669    3.2775   -0.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4700    3.9050    3.6048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2869    3.1010    2.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7779    2.2170    3.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5861    4.7842    2.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5476    4.9748    0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2019    5.6836    1.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
  9 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 28 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 35 36  2  3
 36 37  1  0
 36 38  1  0
 27  5  1  0
 25  7  1  0
 25 13  1  0
 22 14  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  5 42  1  6
  6 43  1  0
  6 44  1  0
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  6
 10 49  1  0
 10 50  1  0
 11 51  1  1
 12 52  1  0
 13 53  1  1
 15 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  0
 16 58  1  0
 17 59  1  0
 17 60  1  0
 18 61  1  1
 19 62  1  0
 20 63  1  6
 21 64  1  0
 21 65  1  0
 21 66  1  0
 22 67  1  6
 23 68  1  0
 23 69  1  0
 24 70  1  0
 24 71  1  0
 26 72  1  0
 26 73  1  0
 26 74  1  0
 31 75  1  0
 34 76  1  0
 34 77  1  0
 35 78  1  0
 37 79  1  0
 37 80  1  0
 37 81  1  0
 38 82  1  0
 38 83  1  0
 38 84  1  0
M  END


  Mrv0541 07041311562D          

 38 41  0  0  0  0            999 V2000
    1.6621   -4.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5339   -4.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5585    0.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0015    0.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055   -1.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3100    0.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9702    0.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8575   -3.5445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5466   -2.7804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343    0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -1.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -1.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221    0.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784    0.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3512   -4.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782    0.0780    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2256    0.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -0.0672    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7494   -1.2788    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8100   -0.5527    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7294   -2.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -1.7643    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6955   -0.4595    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9249   -1.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185   -1.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -0.9884    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3987   -1.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1858   -0.8432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8418   -0.3577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0297   -0.5029    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4051    1.1647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -0.4075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2230   -3.3188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6252   -2.3950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9051   -2.4418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096   -1.0263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804   -0.1792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16  8  2  0  0  0  0
 17  3  1  6  0  0  0
 18  4  1  0  0  0  0
 19 10  1  1  0  0  0
 19 17  1  0  0  0  0
 20 14  1  0  0  0  0
 21 11  1  0  0  0  0
 21 17  1  0  0  0  0
 22  9  1  0  0  0  0
 23 14  1  0  0  0  0
 24 15  1  0  0  0  0
 20 25  1  1  0  0  0
 25 24  1  0  0  0  0
 26 22  1  0  0  0  0
 26 25  2  0  0  0  0
 27 23  1  0  0  0  0
 28 26  1  0  0  0  0
 29  5  1  1  0  0  0
 29 12  1  0  0  0  0
 29 19  1  0  0  0  0
 29 27  1  0  0  0  0
 30  6  1  6  0  0  0
 30 13  1  0  0  0  0
 27 30  1  6  0  0  0
 31  7  1  1  0  0  0
 31 15  1  0  0  0  0
 31 20  1  0  0  0  0
 31 30  1  0  0  0  0
 32 18  2  0  0  0  0
 21 33  1  6  0  0  0
 34 22  2  0  0  0  0
 23 35  1  6  0  0  0
 36 28  2  0  0  0  0
 37 28  1  0  0  0  0
 38 18  1  0  0  0  0
 24 38  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0060745

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C31H46O7/c1-16(2)8-9-22(34)26(28(36)37)25-20-14-23(35)27-29(5)12-11-21(33)17(3)19(29)10-13-30(27,6)31(20,7)15-24(25)38-18(4)32/h8,17,19-21,23-24,27,33,35H,9-15H2,1-7H3,(H,36,37)/b26-25-/t17-,19-,20-,21+,23+,24-,27-,29-,30-,31-/m0/s1

> <INCHI_KEY>
LOVQKVDREFGPKC-COCAZOITSA-N

> <FORMULA>
C31H46O7

> <MOLECULAR_WEIGHT>
530.6927

> <EXACT_MASS>
530.324353826

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
59.27490540296573

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1S,2S,5R,6S,7S,10S,11S,13S,14Z,15R,17R)-13-(acetyloxy)-5,17-dihydroxy-2,6,10,11-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-ylidene]-6-methyl-3-oxohept-5-enoic acid

> <ALOGPS_LOGP>
3.99

> <JCHEM_LOGP>
3.7546304549999974

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.57534880576813

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.289597233052564

> <JCHEM_PKA_STRONGEST_BASIC>
-0.20032984883028193

> <JCHEM_POLAR_SURFACE_AREA>
121.13

> <JCHEM_REFRACTIVITY>
144.81650000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(1S,2S,5R,6S,7S,10S,11S,13S,14Z,15R,17R)-13-(acetyloxy)-5,17-dihydroxy-2,6,10,11-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-ylidene]-6-methyl-3-oxohept-5-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060745
     RDKit          3D
3-keto Fusidic acid
 84 87  0  0  0  0  0  0  0  0999 V2000
    2.3587   -5.9615    0.6042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6299   -4.9784   -0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2796   -5.2806   -1.4779 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1674   -3.6982   -0.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2923   -2.6390   -1.1805 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9253   -2.2966   -1.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2003   -1.7260   -0.8175 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1921   -2.9110    0.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2777   -0.8299   -0.1390 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8765   -0.6303    1.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3525    0.3257    1.2313 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0313    1.6020    0.9302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3841   -0.3221    0.3544 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7398    0.2948    0.4073 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7895   -0.6391    1.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7876    1.5599    1.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1734    2.0802    1.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1595    1.7156    0.4032 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9822    2.8579    0.2066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6275    1.3041   -0.9118 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7808    2.4552   -1.8876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2170    0.7609   -0.9287 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1592   -0.3455   -1.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1354   -1.3979   -1.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9290   -0.7688   -1.0059 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4914    0.3351   -1.9205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5517   -1.2986   -0.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7406   -0.7565   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9413   -1.5196   -0.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0590   -0.9268   -0.7850 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9353   -2.7424   -1.4889 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0805    0.5767   -0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    0.8740    0.0647 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2025    1.6771    0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0473    2.9627    0.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0835    3.5987    1.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3583    3.1651    2.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9110    4.8394    1.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488   -6.7561    0.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2256   -5.5073    1.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4068   -6.5263    0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9053   -2.8832   -2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5594   -3.3110   -2.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1262   -1.7638   -2.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4039   -3.1098    0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0874   -3.8898   -0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3058   -2.9754    0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1426    0.1826   -0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6184   -0.1336    1.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5953   -1.5348    1.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7118    0.2827    2.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2218    2.0880    1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5330   -1.2829    0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2198   -1.5694    1.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2075   -0.2611    1.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5343   -0.9722    0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4285    1.3046    2.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2018    2.3657    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1129    3.2031    1.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6238    1.7541    2.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9235    0.9635    0.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6496    2.9429    0.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3193    0.5058   -1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1983    2.2927   -2.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8633    2.5831   -2.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4477    3.3670   -1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6007    1.6608   -1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1595    0.0253   -2.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1692   -0.8587   -1.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5661   -2.2470   -1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852   -1.7692   -2.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2123    0.5366   -2.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4464    0.0947   -2.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2855    1.3014   -1.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4614   -2.9324   -2.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4898    1.9706   -0.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6320    1.5993    1.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5669    3.2775   -0.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4700    3.9050    3.6048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2869    3.1010    2.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7779    2.2170    3.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5861    4.7842    2.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5476    4.9748    0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2019    5.6836    1.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
  9 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 28 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 35 36  2  3
 36 37  1  0
 36 38  1  0
 27  5  1  0
 25  7  1  0
 25 13  1  0
 22 14  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  5 42  1  6
  6 43  1  0
  6 44  1  0
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  6
 10 49  1  0
 10 50  1  0
 11 51  1  1
 12 52  1  0
 13 53  1  1
 15 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  0
 16 58  1  0
 17 59  1  0
 17 60  1  0
 18 61  1  1
 19 62  1  0
 20 63  1  6
 21 64  1  0
 21 65  1  0
 21 66  1  0
 22 67  1  6
 23 68  1  0
 23 69  1  0
 24 70  1  0
 24 71  1  0
 26 72  1  0
 26 73  1  0
 26 74  1  0
 31 75  1  0
 34 76  1  0
 34 77  1  0
 35 78  1  0
 37 79  1  0
 37 80  1  0
 37 81  1  0
 38 82  1  0
 38 83  1  0
 38 84  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       3.103  -9.259   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.997  -7.622   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.376   1.594   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.869   1.705   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.290  -3.022   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.312   0.510   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.678   0.597   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.467  -6.616   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.887  -5.190   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.344   1.052   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.322  -2.480   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.806  -2.751   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.828   0.781   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.258  -3.564   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.573   0.007   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.522  -7.832   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.853   0.146   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.421   1.181   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.337  -0.125   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.266  -2.387   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.845  -1.032   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.362  -4.979   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.774  -3.293   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.298  -0.858   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.726  -2.337   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.781  -3.553   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.298  -1.845   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.744  -3.342   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.813  -1.574   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.305  -0.668   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.789  -0.939   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.756   2.174   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      12.361  -0.761   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       0.416  -6.195   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       6.767  -4.471   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -1.690  -4.558   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -1.325  -1.916   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -0.150  -0.335   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4   18                                                            
CONECT    5   29                                                            
CONECT    6   30                                                            
CONECT    7   31                                                            
CONECT    8    9   16                                                       
CONECT    9    8   22                                                       
CONECT   10   13   19                                                       
CONECT   11   12   21                                                       
CONECT   12   11   29                                                       
CONECT   13   10   30                                                       
CONECT   14   20   23                                                       
CONECT   15   24   31                                                       
CONECT   16    1    2    8                                                  
CONECT   17    3   19   21                                                  
CONECT   18    4   32   38                                                  
CONECT   19   10   17   29                                                  
CONECT   20   14   25   31                                                  
CONECT   21   11   17   33                                                  
CONECT   22    9   26   34                                                  
CONECT   23   14   27   35                                                  
CONECT   24   15   25   38                                                  
CONECT   25   20   24   26                                                  
CONECT   26   22   25   28                                                  
CONECT   27   23   29   30                                                  
CONECT   28   26   36   37                                                  
CONECT   29    5   12   19   27                                             
CONECT   30    6   13   27   31                                             
CONECT   31    7   15   20   30                                             
CONECT   32   18                                                            
CONECT   33   21                                                            
CONECT   34   22                                                            
CONECT   35   23                                                            
CONECT   36   28                                                            
CONECT   37   28                                                            
CONECT   38   18   24                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

COMPND    HMDB0060745
HETATM    1  C1  UNL     1       2.359  -5.962   0.604  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.630  -4.978  -0.460  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.280  -5.281  -1.478  1.00  0.00           O  
HETATM    4  O2  UNL     1       2.167  -3.698  -0.349  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.292  -2.639  -1.180  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.925  -2.297  -1.936  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.200  -1.726  -0.817  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.192  -2.911   0.048  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.278  -0.830  -0.139  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.876  -0.630   1.265  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.353   0.326   1.231  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.031   1.602   0.930  1.00  0.00           O  
HETATM   13  C10 UNL     1      -1.384  -0.322   0.354  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.740   0.295   0.407  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.790  -0.639   1.037  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.788   1.560   1.283  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.173   2.080   1.453  1.00  0.00           C  
HETATM   18  C15 UNL     1      -5.160   1.716   0.403  1.00  0.00           C  
HETATM   19  O4  UNL     1      -5.982   2.858   0.207  1.00  0.00           O  
HETATM   20  C16 UNL     1      -4.627   1.304  -0.912  1.00  0.00           C  
HETATM   21  C17 UNL     1      -4.781   2.455  -1.888  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.217   0.761  -0.929  1.00  0.00           C  
HETATM   23  C19 UNL     1      -3.159  -0.345  -1.928  1.00  0.00           C  
HETATM   24  C20 UNL     1      -2.135  -1.398  -1.673  1.00  0.00           C  
HETATM   25  C21 UNL     1      -0.929  -0.769  -1.006  1.00  0.00           C  
HETATM   26  C22 UNL     1      -0.491   0.335  -1.921  1.00  0.00           C  
HETATM   27  C23 UNL     1       2.552  -1.299  -0.559  1.00  0.00           C  
HETATM   28  C24 UNL     1       3.741  -0.756  -0.437  1.00  0.00           C  
HETATM   29  C25 UNL     1       4.941  -1.520  -0.929  1.00  0.00           C  
HETATM   30  O5  UNL     1       6.059  -0.927  -0.785  1.00  0.00           O  
HETATM   31  O6  UNL     1       4.935  -2.742  -1.489  1.00  0.00           O  
HETATM   32  C26 UNL     1       4.081   0.577  -0.019  1.00  0.00           C  
HETATM   33  O7  UNL     1       5.340   0.874   0.065  1.00  0.00           O  
HETATM   34  C27 UNL     1       3.203   1.677   0.324  1.00  0.00           C  
HETATM   35  C28 UNL     1       4.047   2.963   0.442  1.00  0.00           C  
HETATM   36  C29 UNL     1       4.084   3.599   1.573  1.00  0.00           C  
HETATM   37  C30 UNL     1       3.358   3.165   2.772  1.00  0.00           C  
HETATM   38  C31 UNL     1       4.911   4.839   1.657  1.00  0.00           C  
HETATM   39  H1  UNL     1       3.149  -6.756   0.611  1.00  0.00           H  
HETATM   40  H2  UNL     1       2.226  -5.507   1.598  1.00  0.00           H  
HETATM   41  H3  UNL     1       1.407  -6.526   0.391  1.00  0.00           H  
HETATM   42  H4  UNL     1       2.905  -2.883  -2.056  1.00  0.00           H  
HETATM   43  H5  UNL     1       0.559  -3.311  -2.194  1.00  0.00           H  
HETATM   44  H6  UNL     1       1.126  -1.764  -2.840  1.00  0.00           H  
HETATM   45  H7  UNL     1       0.404  -3.110   0.916  1.00  0.00           H  
HETATM   46  H8  UNL     1      -0.087  -3.890  -0.564  1.00  0.00           H  
HETATM   47  H9  UNL     1      -1.306  -2.975   0.230  1.00  0.00           H  
HETATM   48  H10 UNL     1       1.143   0.183  -0.616  1.00  0.00           H  
HETATM   49  H11 UNL     1       1.618  -0.134   1.861  1.00  0.00           H  
HETATM   50  H12 UNL     1       0.595  -1.535   1.849  1.00  0.00           H  
HETATM   51  H13 UNL     1      -0.712   0.283   2.273  1.00  0.00           H  
HETATM   52  H14 UNL     1       0.222   2.088   1.735  1.00  0.00           H  
HETATM   53  H15 UNL     1      -1.533  -1.283   0.945  1.00  0.00           H  
HETATM   54  H16 UNL     1      -3.220  -1.569   1.308  1.00  0.00           H  
HETATM   55  H17 UNL     1      -4.208  -0.261   1.964  1.00  0.00           H  
HETATM   56  H18 UNL     1      -4.534  -0.972   0.292  1.00  0.00           H  
HETATM   57  H19 UNL     1      -2.428   1.305   2.302  1.00  0.00           H  
HETATM   58  H20 UNL     1      -2.202   2.366   0.793  1.00  0.00           H  
HETATM   59  H21 UNL     1      -4.113   3.203   1.590  1.00  0.00           H  
HETATM   60  H22 UNL     1      -4.624   1.754   2.441  1.00  0.00           H  
HETATM   61  H23 UNL     1      -5.924   0.964   0.784  1.00  0.00           H  
HETATM   62  H24 UNL     1      -6.650   2.943   0.917  1.00  0.00           H  
HETATM   63  H25 UNL     1      -5.319   0.506  -1.320  1.00  0.00           H  
HETATM   64  H26 UNL     1      -4.198   2.293  -2.815  1.00  0.00           H  
HETATM   65  H27 UNL     1      -5.863   2.583  -2.059  1.00  0.00           H  
HETATM   66  H28 UNL     1      -4.448   3.367  -1.348  1.00  0.00           H  
HETATM   67  H29 UNL     1      -2.601   1.661  -1.185  1.00  0.00           H  
HETATM   68  H30 UNL     1      -3.160   0.025  -2.995  1.00  0.00           H  
HETATM   69  H31 UNL     1      -4.169  -0.859  -1.877  1.00  0.00           H  
HETATM   70  H32 UNL     1      -2.566  -2.247  -1.163  1.00  0.00           H  
HETATM   71  H33 UNL     1      -1.785  -1.769  -2.674  1.00  0.00           H  
HETATM   72  H34 UNL     1      -1.212   0.537  -2.764  1.00  0.00           H  
HETATM   73  H35 UNL     1       0.446   0.095  -2.506  1.00  0.00           H  
HETATM   74  H36 UNL     1      -0.286   1.301  -1.464  1.00  0.00           H  
HETATM   75  H37 UNL     1       5.461  -2.932  -2.316  1.00  0.00           H  
HETATM   76  H38 UNL     1       2.490   1.971  -0.491  1.00  0.00           H  
HETATM   77  H39 UNL     1       2.632   1.599   1.254  1.00  0.00           H  
HETATM   78  H40 UNL     1       4.567   3.278  -0.415  1.00  0.00           H  
HETATM   79  H41 UNL     1       3.470   3.905   3.605  1.00  0.00           H  
HETATM   80  H42 UNL     1       2.287   3.101   2.550  1.00  0.00           H  
HETATM   81  H43 UNL     1       3.778   2.217   3.183  1.00  0.00           H  
HETATM   82  H44 UNL     1       5.586   4.784   2.541  1.00  0.00           H  
HETATM   83  H45 UNL     1       5.548   4.975   0.780  1.00  0.00           H  
HETATM   84  H46 UNL     1       4.202   5.684   1.728  1.00  0.00           H  
CONECT    1    2   39   40   41
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   27   42
CONECT    6    7   43   44
CONECT    7    8    9   25
CONECT    8   45   46   47
CONECT    9   10   27   48
CONECT   10   11   49   50
CONECT   11   12   13   51
CONECT   12   52
CONECT   13   14   25   53
CONECT   14   15   16   22
CONECT   15   54   55   56
CONECT   16   17   57   58
CONECT   17   18   59   60
CONECT   18   19   20   61
CONECT   19   62
CONECT   20   21   22   63
CONECT   21   64   65   66
CONECT   22   23   67
CONECT   23   24   68   69
CONECT   24   25   70   71
CONECT   25   26
CONECT   26   72   73   74
CONECT   27   28   28
CONECT   28   29   32
CONECT   29   30   30   31
CONECT   31   75
CONECT   32   33   33   34
CONECT   34   35   76   77
CONECT   35   36   36   78
CONECT   36   37   38
CONECT   37   79   80   81
CONECT   38   82   83   84
END

HMDB0060745
     RDKit          3D
3-keto Fusidic acid
 84 87  0  0  0  0  0  0  0  0999 V2000
    2.3587   -5.9615    0.6042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6299   -4.9784   -0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2796   -5.2806   -1.4779 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1674   -3.6982   -0.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2923   -2.6390   -1.1805 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9253   -2.2966   -1.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2003   -1.7260   -0.8175 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1921   -2.9110    0.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2777   -0.8299   -0.1390 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8765   -0.6303    1.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3525    0.3257    1.2313 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0313    1.6020    0.9302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3841   -0.3221    0.3544 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7398    0.2948    0.4073 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7895   -0.6391    1.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7876    1.5599    1.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1734    2.0802    1.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1595    1.7156    0.4032 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9822    2.8579    0.2066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6275    1.3041   -0.9118 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7808    2.4552   -1.8876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2170    0.7609   -0.9287 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1592   -0.3455   -1.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1354   -1.3979   -1.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9290   -0.7688   -1.0059 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4914    0.3351   -1.9205 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5517   -1.2986   -0.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7406   -0.7565   -0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9413   -1.5196   -0.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0590   -0.9268   -0.7850 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9353   -2.7424   -1.4889 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0805    0.5767   -0.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    0.8740    0.0647 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2025    1.6771    0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0473    2.9627    0.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0835    3.5987    1.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3583    3.1651    2.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9110    4.8394    1.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488   -6.7561    0.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2256   -5.5073    1.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4068   -6.5263    0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9053   -2.8832   -2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5594   -3.3110   -2.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1262   -1.7638   -2.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4039   -3.1098    0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0874   -3.8898   -0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3058   -2.9754    0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1426    0.1826   -0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6184   -0.1336    1.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5953   -1.5348    1.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7118    0.2827    2.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2218    2.0880    1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5330   -1.2829    0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2198   -1.5694    1.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2075   -0.2611    1.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5343   -0.9722    0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4285    1.3046    2.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2018    2.3657    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1129    3.2031    1.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6238    1.7541    2.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9235    0.9635    0.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6496    2.9429    0.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3193    0.5058   -1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1983    2.2927   -2.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8633    2.5831   -2.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4477    3.3670   -1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6007    1.6608   -1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1595    0.0253   -2.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1692   -0.8587   -1.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5661   -2.2470   -1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852   -1.7692   -2.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2123    0.5366   -2.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4464    0.0947   -2.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2855    1.3014   -1.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4614   -2.9324   -2.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4898    1.9706   -0.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6320    1.5993    1.2540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5669    3.2775   -0.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4700    3.9050    3.6048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2869    3.1010    2.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7779    2.2170    3.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5861    4.7842    2.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5476    4.9748    0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2019    5.6836    1.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
  9 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 28 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 35 36  2  3
 36 37  1  0
 36 38  1  0
 27  5  1  0
 25  7  1  0
 25 13  1  0
 22 14  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  5 42  1  6
  6 43  1  0
  6 44  1  0
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  6
 10 49  1  0
 10 50  1  0
 11 51  1  1
 12 52  1  0
 13 53  1  1
 15 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  0
 16 58  1  0
 17 59  1  0
 17 60  1  0
 18 61  1  1
 19 62  1  0
 20 63  1  6
 21 64  1  0
 21 65  1  0
 21 66  1  0
 22 67  1  6
 23 68  1  0
 23 69  1  0
 24 70  1  0
 24 71  1  0
 26 72  1  0
 26 73  1  0
 26 74  1  0
 31 75  1  0
 34 76  1  0
 34 77  1  0
 35 78  1  0
 37 79  1  0
 37 80  1  0
 37 81  1  0
 38 82  1  0
 38 83  1  0
 38 84  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Keto fusidate	Generator

Chemical Formula

C₃₁H₄₆O₇

Average Molecular Weight

530.6927

Monoisotopic Molecular Weight

530.324353826

IUPAC Name

2-[(1S,2S,5R,6S,7S,10S,11S,13S,14Z,15R,17R)-13-(acetyloxy)-5,17-dihydroxy-2,6,10,11-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-ylidene]-6-methyl-3-oxohept-5-enoic acid

Traditional Name

2-[(1S,2S,5R,6S,7S,10S,11S,13S,14Z,15R,17R)-13-(acetyloxy)-5,17-dihydroxy-2,6,10,11-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-ylidene]-6-methyl-3-oxohept-5-enoic acid

CAS Registry Number

Not Available

SMILES

C[C@@H]1[C@H](O)CC[C@@]2(C)[C@H]1CC[C@@]1(C)[C@H]2[C@H](O)C[C@H]2\C([C@H](C[C@]12C)OC(C)=O)=C(\C(O)=O)C(=O)CC=C(C)C

InChI Identifier

InChI=1S/C31H46O7/c1-16(2)8-9-22(34)26(28(36)37)25-20-14-23(35)27-29(5)12-11-21(33)17(3)19(29)10-13-30(27,6)31(20,7)15-24(25)38-18(4)32/h8,17,19-21,23-24,27,33,35H,9-15H2,1-7H3,(H,36,37)/b26-25-/t17-,19-,20-,21+,23+,24-,27-,29-,30-,31-/m0/s1

InChI Key

LOVQKVDREFGPKC-COCAZOITSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

Oxosteroids

Alternative Parents

Substituents

22-oxosteroid
21-oxosteroid
Steroid ester
3-hydroxysteroid
Hydroxysteroid
3-alpha-hydroxysteroid
11-hydroxysteroid
11-alpha-hydroxysteroid
Oxosteroid
Medium-chain keto acid
Hydroxy fatty acid
Beta-keto acid
Methyl-branched fatty acid
Branched fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Keto acid
Beta-hydroxy ketone
Unsaturated fatty acid
Cyclic alcohol
Enone
Acryloyl-group
Secondary alcohol
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Carboxylic acid
Carbonyl group
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060745)

Organ

Kidney (HMDB: HMDB0060745)
Liver (HMDB: HMDB0060745)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060745)

Cellular substructure

Cytoplasm (HMDB: HMDB0060745)
Membrane (HMDB: HMDB0060745)

Source

Endogenous

Endogenous (HMDB: HMDB0060745)

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	0.0044 g/L	ALOGPS
logP	3.99	ALOGPS
logP	3.75	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	4.29	ChemAxon
pKa (Strongest Basic)	-0.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.13 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	144.82 m³·mol⁻¹	ChemAxon
Polarizability	59.27 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	262.452	30932474
DeepCCS	[M+Na]+	236.287	30932474
AllCCS	[M+H]+	224.6	32859911
AllCCS	[M+H-H2O]+	223.2	32859911
AllCCS	[M+NH4]+	225.9	32859911
AllCCS	[M+Na]+	226.3	32859911
AllCCS	[M-H]-	224.8	32859911
AllCCS	[M+Na-2H]-	227.7	32859911
AllCCS	[M+HCOO]-	231.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.21 minutes	32390414
Predicted by Siyang on May 30, 2022	14.9936 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.23 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3357.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	166.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	226.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	155.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	189.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	640.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	674.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	106.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1228.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	633.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1718.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	415.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	532.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	167.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	195.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-keto Fusidic acid	C[C@@H]1[C@H](O)CC[C@@]2(C)[C@H]1CC[C@@]1(C)[C@H]2[C@H](O)C[C@H]2\C([C@H](C[C@]12C)OC(C)=O)=C(\C(O)=O)C(=O)CC=C(C)C	4591.3	Standard polar	33892256
3-keto Fusidic acid	C[C@@H]1[C@H](O)CC[C@@]2(C)[C@H]1CC[C@@]1(C)[C@H]2[C@H](O)C[C@H]2\C([C@H](C[C@]12C)OC(C)=O)=C(\C(O)=O)C(=O)CC=C(C)C	3481.9	Standard non polar	33892256
3-keto Fusidic acid	C[C@@H]1[C@H](O)CC[C@@]2(C)[C@H]1CC[C@@]1(C)[C@H]2[C@H](O)C[C@H]2\C([C@H](C[C@]12C)OC(C)=O)=C(\C(O)=O)C(=O)CC=C(C)C	3957.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-keto Fusidic acid,1TMS,isomer #1	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O[Si](C)(C)C)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O)C(=O)CC=C(C)C	3774.9	Semi standard non polar	33892256
3-keto Fusidic acid,1TMS,isomer #2	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O[Si](C)(C)C)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O)C(=O)CC=C(C)C	3748.6	Semi standard non polar	33892256
3-keto Fusidic acid,1TMS,isomer #3	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(\C(=O)CC=C(C)C)C(=O)O[Si](C)(C)C	3715.6	Semi standard non polar	33892256
3-keto Fusidic acid,1TMS,isomer #4	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O)C(=CC=C(C)C)O[Si](C)(C)C	3906.3	Semi standard non polar	33892256
3-keto Fusidic acid,2TMS,isomer #1	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O[Si](C)(C)C)[C@H]3[C@@]4(C)CC[C@@H](O[Si](C)(C)C)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O)C(=O)CC=C(C)C	3693.9	Semi standard non polar	33892256
3-keto Fusidic acid,2TMS,isomer #2	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O[Si](C)(C)C)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(\C(=O)CC=C(C)C)C(=O)O[Si](C)(C)C	3661.5	Semi standard non polar	33892256
3-keto Fusidic acid,2TMS,isomer #3	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O[Si](C)(C)C)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O)C(=CC=C(C)C)O[Si](C)(C)C	3836.2	Semi standard non polar	33892256
3-keto Fusidic acid,2TMS,isomer #4	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O[Si](C)(C)C)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(\C(=O)CC=C(C)C)C(=O)O[Si](C)(C)C	3623.5	Semi standard non polar	33892256
3-keto Fusidic acid,2TMS,isomer #5	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O[Si](C)(C)C)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O)C(=CC=C(C)C)O[Si](C)(C)C	3810.0	Semi standard non polar	33892256
3-keto Fusidic acid,2TMS,isomer #6	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O[Si](C)(C)C)C(=CC=C(C)C)O[Si](C)(C)C	3806.5	Semi standard non polar	33892256
3-keto Fusidic acid,3TMS,isomer #1	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O[Si](C)(C)C)[C@H]3[C@@]4(C)CC[C@@H](O[Si](C)(C)C)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(\C(=O)CC=C(C)C)C(=O)O[Si](C)(C)C	3601.7	Semi standard non polar	33892256
3-keto Fusidic acid,3TMS,isomer #2	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O[Si](C)(C)C)[C@H]3[C@@]4(C)CC[C@@H](O[Si](C)(C)C)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O)C(=CC=C(C)C)O[Si](C)(C)C	3775.8	Semi standard non polar	33892256
3-keto Fusidic acid,3TMS,isomer #3	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O[Si](C)(C)C)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O[Si](C)(C)C)C(=CC=C(C)C)O[Si](C)(C)C	3756.2	Semi standard non polar	33892256
3-keto Fusidic acid,3TMS,isomer #4	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O[Si](C)(C)C)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O[Si](C)(C)C)C(=CC=C(C)C)O[Si](C)(C)C	3719.0	Semi standard non polar	33892256
3-keto Fusidic acid,4TMS,isomer #1	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O[Si](C)(C)C)[C@H]3[C@@]4(C)CC[C@@H](O[Si](C)(C)C)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O[Si](C)(C)C)C(=CC=C(C)C)O[Si](C)(C)C	3685.2	Semi standard non polar	33892256
3-keto Fusidic acid,4TMS,isomer #1	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O[Si](C)(C)C)[C@H]3[C@@]4(C)CC[C@@H](O[Si](C)(C)C)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O[Si](C)(C)C)C(=CC=C(C)C)O[Si](C)(C)C	3787.0	Standard non polar	33892256
3-keto Fusidic acid,4TMS,isomer #1	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O[Si](C)(C)C)[C@H]3[C@@]4(C)CC[C@@H](O[Si](C)(C)C)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O[Si](C)(C)C)C(=CC=C(C)C)O[Si](C)(C)C	4210.1	Standard polar	33892256
3-keto Fusidic acid,1TBDMS,isomer #1	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O)C(=O)CC=C(C)C	4015.6	Semi standard non polar	33892256
3-keto Fusidic acid,1TBDMS,isomer #2	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O)C(=O)CC=C(C)C	3989.1	Semi standard non polar	33892256
3-keto Fusidic acid,1TBDMS,isomer #3	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(\C(=O)CC=C(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3971.1	Semi standard non polar	33892256
3-keto Fusidic acid,1TBDMS,isomer #4	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O)C(=CC=C(C)C)O[Si](C)(C)C(C)(C)C	4131.6	Semi standard non polar	33892256
3-keto Fusidic acid,2TBDMS,isomer #1	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]3[C@@]4(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O)C(=O)CC=C(C)C	4158.5	Semi standard non polar	33892256
3-keto Fusidic acid,2TBDMS,isomer #2	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(\C(=O)CC=C(C)C)C(=O)O[Si](C)(C)C(C)(C)C	4145.0	Semi standard non polar	33892256
3-keto Fusidic acid,2TBDMS,isomer #3	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O)C(=CC=C(C)C)O[Si](C)(C)C(C)(C)C	4282.8	Semi standard non polar	33892256
3-keto Fusidic acid,2TBDMS,isomer #4	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(\C(=O)CC=C(C)C)C(=O)O[Si](C)(C)C(C)(C)C	4101.2	Semi standard non polar	33892256
3-keto Fusidic acid,2TBDMS,isomer #5	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O)C(=CC=C(C)C)O[Si](C)(C)C(C)(C)C	4239.8	Semi standard non polar	33892256
3-keto Fusidic acid,2TBDMS,isomer #6	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O[Si](C)(C)C(C)(C)C)C(=CC=C(C)C)O[Si](C)(C)C(C)(C)C	4244.5	Semi standard non polar	33892256
3-keto Fusidic acid,3TBDMS,isomer #1	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]3[C@@]4(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(\C(=O)CC=C(C)C)C(=O)O[Si](C)(C)C(C)(C)C	4279.4	Semi standard non polar	33892256
3-keto Fusidic acid,3TBDMS,isomer #2	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]3[C@@]4(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O)C(=CC=C(C)C)O[Si](C)(C)C(C)(C)C	4398.9	Semi standard non polar	33892256
3-keto Fusidic acid,3TBDMS,isomer #3	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O)[C@H]3[C@@]4(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O[Si](C)(C)C(C)(C)C)C(=CC=C(C)C)O[Si](C)(C)C(C)(C)C	4394.8	Semi standard non polar	33892256
3-keto Fusidic acid,3TBDMS,isomer #4	CC(=O)O[C@H]1C[C@@]2(C)[C@@H](C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]3[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@@H]4CC[C@@]32C)/C1=C(/C(=O)O[Si](C)(C)C(C)(C)C)C(=CC=C(C)C)O[Si](C)(C)C(C)(C)C	4351.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01bc-2240960000-62979044ae559eda57f2	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (2 TMS) - 70eV, Positive	splash10-0cdi-3010139000-26ea010b4f7e8b1a5036	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-keto Fusidic acid GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-10-13	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 - 3-keto Fusidic acid 10V, Positive-QTOF	splash10-03dj-0000950000-90460657538d5e831d09	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-keto Fusidic acid 20V, Positive-QTOF	splash10-0c01-1102910000-abd89a0cf42e90d52324	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-keto Fusidic acid 40V, Positive-QTOF	splash10-0670-3031900000-510a4b168f98745407c0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-keto Fusidic acid 10V, Negative-QTOF	splash10-02vr-1000960000-4251dc2f0aa878c206ce	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-keto Fusidic acid 20V, Negative-QTOF	splash10-0pvi-2900710000-376b6408d842395ada4c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-keto Fusidic acid 40V, Negative-QTOF	splash10-0006-6004900000-e543cdbb854469e0f18c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-keto Fusidic acid 10V, Positive-QTOF	splash10-0w9r-0000940000-dd00320c6a16491494de	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-keto Fusidic acid 20V, Positive-QTOF	splash10-0g6r-1104920000-f4cd35c7fadf8bf80403	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-keto Fusidic acid 40V, Positive-QTOF	splash10-05mo-9601000000-c089833d9c434de32b30	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-keto Fusidic acid 10V, Negative-QTOF	splash10-014i-1000950000-1106bfb36a6fb3f96414	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-keto Fusidic acid 20V, Negative-QTOF	splash10-0aor-6000910000-65e5fec5c70d28786968	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-keto Fusidic acid 40V, Negative-QTOF	splash10-014i-5001900000-1560d3e36854071103c0	2021-10-12	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

30778584

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131769939

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 3-keto Fusidic acid (HMDB0060745)

MOL for HMDB0060745 (3-keto Fusidic acid)

3D MOL for HMDB0060745 (3-keto Fusidic acid)

3D SDF for HMDB0060745 (3-keto Fusidic acid)

3D-SDF for HMDB0060745 (3-keto Fusidic acid)

PDB for HMDB0060745 (3-keto Fusidic acid)

3D PDB for HMDB0060745 (3-keto Fusidic acid)

SMILES for HMDB0060745 (3-keto Fusidic acid)

INCHI for HMDB0060745 (3-keto Fusidic acid)

Structure for HMDB0060745 (3-keto Fusidic acid)

3D Structure for HMDB0060745 (3-keto Fusidic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra