Jump To Section:

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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:40:24 UTC

Update Date

2022-03-07 02:54:35 UTC

HMDB ID

HMDB0035664

Secondary Accession Numbers

HMDB35664

Metabolite Identification

Common Name

Dukunolide B

Description

(S)-10-Nonacosanol belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. Thus, (S)-10-nonacosanol is considered to be a fatty alcohol lipid molecule (S)-10-Nonacosanol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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


  Mrv0541 05061308372D          

 36 43  0  0  0  0            999 V2000
    2.9309    2.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8004    4.9714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5264    4.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0078    3.3345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4866    5.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9041    4.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9572    6.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6792    6.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9332    2.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6967    5.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3508    2.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7258    4.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4865    3.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0398    5.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9737    4.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6222    5.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2118    4.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5156    2.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7549    2.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1435    4.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3082    4.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5902    3.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1725    2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0689    3.7938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6513    3.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8615    5.4308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7128    5.5317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6193    1.6579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2762    2.1569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2304    4.6712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4582    6.8863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2791    5.6103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6938    2.3365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9049    3.2628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0366    4.8923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 11  6  1  0  0  0  0
 11  9  2  0  0  0  0
 12  5  1  0  0  0  0
 14 13  2  0  0  0  0
 15 11  1  0  0  0  0
 17 13  1  0  0  0  0
 18 16  1  0  0  0  0
 20  1  1  0  0  0  0
 20  2  1  0  0  0  0
 20 19  1  0  0  0  0
 21  3  1  0  0  0  0
 21  7  1  0  0  0  0
 21 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22  4  1  0  0  0  0
 23 10  1  0  0  0  0
 23 12  1  0  0  0  0
 23 14  1  0  0  0  0
 24 10  1  0  0  0  0
 24 19  1  0  0  0  0
 25 13  1  0  0  0  0
 25 22  1  0  0  0  0
 25 24  1  0  0  0  0
 26 16  1  0  0  0  0
 26 20  1  0  0  0  0
 26 22  1  0  0  0  0
 27 17  2  0  0  0  0
 28 18  2  0  0  0  0
 29 19  2  0  0  0  0
 30 24  1  0  0  0  0
 31 25  1  0  0  0  0
 32  8  1  0  0  0  0
 32  9  1  0  0  0  0
 33 15  1  0  0  0  0
 33 17  1  0  0  0  0
 34 12  1  0  0  0  0
 34 23  1  0  0  0  0
 35 16  1  0  0  0  0
 35 26  1  0  0  0  0
 36 18  1  0  0  0  0
 36 22  1  0  0  0  0
M  END

HMDB0035664
     RDKit          3D
Dukunolide B
 62 69  0  0  0  0  0  0  0  0999 V2000
    2.5467   -2.3974    0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6494   -0.8761   -0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496   -0.5069    0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1459   -0.6020    2.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1224    0.5273    2.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3845    1.5761    1.6913 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2058    0.6239    1.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0959    1.5556    1.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2096    0.9387    0.8011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0301    0.9680    1.9153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131    1.5491   -0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4806    2.4911   -0.9592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2268    0.9590   -0.7064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4535    0.9232   -2.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2641    1.9785   -0.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4511   -0.3467   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1812   -0.1702    1.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5177   -1.1714    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9739   -2.4605    0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6118   -3.5497    0.8665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6835   -2.1107    1.1202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2157   -1.2443    0.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2780   -2.1997   -1.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0068   -0.5501    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6945   -1.0407    1.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2364   -0.5046   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3584   -0.2801    0.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4582   -0.6084   -1.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4279   -0.8060   -2.6342 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7520   -0.4756   -2.2522 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9109   -0.5333   -1.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6556    0.7476   -1.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1460    2.0241   -1.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2224    2.8753   -1.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3223    2.1731   -1.7748 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0335    0.9057   -1.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1363   -2.8325   -0.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9344   -2.6158    0.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5647   -2.8548    0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1130    0.5157    0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5451   -1.2688    0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7141   -1.5863    2.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9989   -0.3644    3.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004    0.7592    3.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0560    2.2604    2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3852    2.2192    0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7882    1.7097    2.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5227    0.9187   -2.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1628    0.0946   -2.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0008    1.8456   -2.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8607    2.9993   -0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4915    1.7410    0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2034    1.8949   -0.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5811   -1.1408   -0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0599   -3.0295   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3948   -2.8210   -1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597   -1.7781   -2.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4594   -1.9946    1.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5691   -1.3154   -1.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1051    2.2422   -1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1726    3.9557   -1.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7264    0.0636   -1.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  1  0
 27  2  1  0
 36 32  2  0
 31  2  1  0
  7  5  1  0
 24  9  1  0
 27  7  1  0
 18 16  1  0
 22 16  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  8 45  1  0
  8 46  1  0
 10 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 15 53  1  0
 18 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
 25 58  1  0
 31 59  1  0
 33 60  1  0
 34 61  1  0
 36 62  1  0
M  END


  Mrv0541 05061308372D          

 36 43  0  0  0  0            999 V2000
    2.9309    2.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8004    4.9714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5264    4.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0078    3.3345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4866    5.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9041    4.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9572    6.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6792    6.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9332    2.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6967    5.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3508    2.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7258    4.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4865    3.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0398    5.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9737    4.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6222    5.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2118    4.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5156    2.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7549    2.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1435    4.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3082    4.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5902    3.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1725    2.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0689    3.7938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6513    3.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8615    5.4308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7128    5.5317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6193    1.6579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2762    2.1569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2304    4.6712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4582    6.8863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2791    5.6103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6938    2.3365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9049    3.2628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0366    4.8923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 11  6  1  0  0  0  0
 11  9  2  0  0  0  0
 12  5  1  0  0  0  0
 14 13  2  0  0  0  0
 15 11  1  0  0  0  0
 17 13  1  0  0  0  0
 18 16  1  0  0  0  0
 20  1  1  0  0  0  0
 20  2  1  0  0  0  0
 20 19  1  0  0  0  0
 21  3  1  0  0  0  0
 21  7  1  0  0  0  0
 21 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22  4  1  0  0  0  0
 23 10  1  0  0  0  0
 23 12  1  0  0  0  0
 23 14  1  0  0  0  0
 24 10  1  0  0  0  0
 24 19  1  0  0  0  0
 25 13  1  0  0  0  0
 25 22  1  0  0  0  0
 25 24  1  0  0  0  0
 26 16  1  0  0  0  0
 26 20  1  0  0  0  0
 26 22  1  0  0  0  0
 27 17  2  0  0  0  0
 28 18  2  0  0  0  0
 29 19  2  0  0  0  0
 30 24  1  0  0  0  0
 31 25  1  0  0  0  0
 32  8  1  0  0  0  0
 32  9  1  0  0  0  0
 33 15  1  0  0  0  0
 33 17  1  0  0  0  0
 34 12  1  0  0  0  0
 34 23  1  0  0  0  0
 35 16  1  0  0  0  0
 35 26  1  0  0  0  0
 36 18  1  0  0  0  0
 36 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035664

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12OC(=O)C3OC13C(C)(C)C(=O)C1(O)CC34OC3CCC3(C)C(OC(=O)C(=C43)C21O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H26O10/c1-20(2)19(29)24(30)10-23-12(34-23)5-7-21(3)14(23)13(17(27)33-15(21)11-6-8-32-9-11)25(24,31)22(4)26(20)16(35-26)18(28)36-22/h6,8-9,12,15-16,30-31H,5,7,10H2,1-4H3

> <INCHI_KEY>
CDCHBVSDWNDPOE-UHFFFAOYSA-N

> <FORMULA>
C26H26O10

> <MOLECULAR_WEIGHT>
498.4786

> <EXACT_MASS>
498.152597052

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
48.21807502584771

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
16-(furan-3-yl)-3,12-dihydroxy-5,5,11,17-tetramethyl-7,10,15,21-tetraoxaheptacyclo[11.8.1.0¹,²⁰.0³,¹².0⁶,⁸.0⁶,¹¹.0¹⁷,²²]docos-13(22)-ene-4,9,14-trione

> <ALOGPS_LOGP>
1.70

> <JCHEM_LOGP>
1.1404675569999987

> <ALOGPS_LOGS>
-2.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.683353622945717

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.327091742477279

> <JCHEM_PKA_STRONGEST_BASIC>
-3.128548870153771

> <JCHEM_POLAR_SURFACE_AREA>
148.32999999999998

> <JCHEM_REFRACTIVITY>
115.62109999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.67e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
16-(furan-3-yl)-3,12-dihydroxy-5,5,11,17-tetramethyl-7,10,15,21-tetraoxaheptacyclo[11.8.1.0¹,²⁰.0³,¹².0⁶,⁸.0⁶,¹¹.0¹⁷,²²]docos-13(22)-ene-4,9,14-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035664
     RDKit          3D
Dukunolide B
 62 69  0  0  0  0  0  0  0  0999 V2000
    2.5467   -2.3974    0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6494   -0.8761   -0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496   -0.5069    0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1459   -0.6020    2.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1224    0.5273    2.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3845    1.5761    1.6913 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2058    0.6239    1.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0959    1.5556    1.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2096    0.9387    0.8011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0301    0.9680    1.9153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131    1.5491   -0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4806    2.4911   -0.9592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2268    0.9590   -0.7064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4535    0.9232   -2.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2641    1.9785   -0.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4511   -0.3467   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1812   -0.1702    1.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5177   -1.1714    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9739   -2.4605    0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6118   -3.5497    0.8665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6835   -2.1107    1.1202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2157   -1.2443    0.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2780   -2.1997   -1.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0068   -0.5501    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6945   -1.0407    1.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2364   -0.5046   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3584   -0.2801    0.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4582   -0.6084   -1.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4279   -0.8060   -2.6342 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7520   -0.4756   -2.2522 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9109   -0.5333   -1.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6556    0.7476   -1.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1460    2.0241   -1.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2224    2.8753   -1.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3223    2.1731   -1.7748 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0335    0.9057   -1.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1363   -2.8325   -0.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9344   -2.6158    0.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5647   -2.8548    0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1130    0.5157    0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5451   -1.2688    0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7141   -1.5863    2.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9989   -0.3644    3.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004    0.7592    3.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0560    2.2604    2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3852    2.2192    0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7882    1.7097    2.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5227    0.9187   -2.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1628    0.0946   -2.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0008    1.8456   -2.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8607    2.9993   -0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4915    1.7410    0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2034    1.8949   -0.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5811   -1.1408   -0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0599   -3.0295   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3948   -2.8210   -1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597   -1.7781   -2.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4594   -1.9946    1.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5691   -1.3154   -1.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1051    2.2422   -1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1726    3.9557   -1.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7264    0.0636   -1.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  1  0
 27  2  1  0
 36 32  2  0
 31  2  1  0
  7  5  1  0
 24  9  1  0
 27  7  1  0
 18 16  1  0
 22 16  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  8 45  1  0
  8 46  1  0
 10 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 15 53  1  0
 18 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
 25 58  1  0
 31 59  1  0
 33 60  1  0
 34 61  1  0
 36 62  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.471   5.293   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   3.717   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.561   9.280   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.449   9.118   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.948   6.224   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.842  10.363   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.754   7.752   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.720  11.628   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.335  12.347   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.075   4.958   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.367  10.808   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.721   5.293   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.688   8.013   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.108   7.417   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.141   9.876   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.551   7.625   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.495   9.541   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.995   9.100   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.429   4.623   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.009   5.219   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.335   8.348   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.042   7.678   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.302   5.889   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.655   5.554   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.462   7.082   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.816   6.747   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.075  10.137   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.064  10.326   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       8.623   3.095   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       9.849   4.026   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       9.763   8.720   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      15.789  12.854   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      11.721  10.473   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      12.495   4.361   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       5.422   6.091   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       7.535   9.132   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5    7   12                                                       
CONECT    6    8   11                                                       
CONECT    7    5   21                                                       
CONECT    8    6   32                                                       
CONECT    9   11   32                                                       
CONECT   10   23   24                                                       
CONECT   11    6    9   15                                                  
CONECT   12    5   23   34                                                  
CONECT   13   14   17   25                                                  
CONECT   14   13   21   23                                                  
CONECT   15   11   21   33                                                  
CONECT   16   18   26   35                                                  
CONECT   17   13   27   33                                                  
CONECT   18   16   28   36                                                  
CONECT   19   20   24   29                                                  
CONECT   20    1    2   19   26                                             
CONECT   21    3    7   14   15                                             
CONECT   22    4   25   26   36                                             
CONECT   23   10   12   14   34                                             
CONECT   24   10   19   25   30                                             
CONECT   25   13   22   24   31                                             
CONECT   26   16   20   22   35                                             
CONECT   27   17                                                            
CONECT   28   18                                                            
CONECT   29   19                                                            
CONECT   30   24                                                            
CONECT   31   25                                                            
CONECT   32    8    9                                                       
CONECT   33   15   17                                                       
CONECT   34   12   23                                                       
CONECT   35   16   26                                                       
CONECT   36   18   22                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   86    0
END

COMPND    HMDB0035664
HETATM    1  C1  UNL     1       2.547  -2.397   0.032  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.649  -0.876  -0.041  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.750  -0.507   0.907  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.146  -0.602   2.319  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.122   0.527   2.533  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.385   1.576   1.691  1.00  0.00           O  
HETATM    7  C6  UNL     1       1.206   0.624   1.588  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.096   1.556   1.176  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.210   0.939   0.801  1.00  0.00           C  
HETATM   10  O2  UNL     1      -2.030   0.968   1.915  1.00  0.00           O  
HETATM   11  C9  UNL     1      -1.913   1.549  -0.331  1.00  0.00           C  
HETATM   12  O3  UNL     1      -1.481   2.491  -0.959  1.00  0.00           O  
HETATM   13  C10 UNL     1      -3.227   0.959  -0.706  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.453   0.923  -2.200  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.264   1.978  -0.182  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.451  -0.347  -0.021  1.00  0.00           C  
HETATM   17  O4  UNL     1      -4.181  -0.170   1.237  1.00  0.00           O  
HETATM   18  C14 UNL     1      -4.518  -1.171   0.163  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.974  -2.460   0.759  1.00  0.00           C  
HETATM   20  O5  UNL     1      -4.612  -3.550   0.867  1.00  0.00           O  
HETATM   21  O6  UNL     1      -2.683  -2.111   1.120  1.00  0.00           O  
HETATM   22  C16 UNL     1      -2.216  -1.244   0.035  1.00  0.00           C  
HETATM   23  C17 UNL     1      -2.278  -2.200  -1.131  1.00  0.00           C  
HETATM   24  C18 UNL     1      -1.007  -0.550   0.370  1.00  0.00           C  
HETATM   25  O7  UNL     1      -0.695  -1.041   1.694  1.00  0.00           O  
HETATM   26  C19 UNL     1       0.236  -0.505  -0.359  1.00  0.00           C  
HETATM   27  C20 UNL     1       1.358  -0.280   0.370  1.00  0.00           C  
HETATM   28  C21 UNL     1       0.458  -0.608  -1.786  1.00  0.00           C  
HETATM   29  O8  UNL     1      -0.428  -0.806  -2.634  1.00  0.00           O  
HETATM   30  O9  UNL     1       1.752  -0.476  -2.252  1.00  0.00           O  
HETATM   31  C22 UNL     1       2.911  -0.533  -1.474  1.00  0.00           C  
HETATM   32  C23 UNL     1       3.656   0.748  -1.564  1.00  0.00           C  
HETATM   33  C24 UNL     1       3.146   2.024  -1.488  1.00  0.00           C  
HETATM   34  C25 UNL     1       4.222   2.875  -1.625  1.00  0.00           C  
HETATM   35  O10 UNL     1       5.322   2.173  -1.775  1.00  0.00           O  
HETATM   36  C26 UNL     1       5.033   0.906  -1.745  1.00  0.00           C  
HETATM   37  H1  UNL     1       2.136  -2.832  -0.887  1.00  0.00           H  
HETATM   38  H2  UNL     1       1.934  -2.616   0.928  1.00  0.00           H  
HETATM   39  H3  UNL     1       3.565  -2.855   0.168  1.00  0.00           H  
HETATM   40  H4  UNL     1       4.113   0.516   0.802  1.00  0.00           H  
HETATM   41  H5  UNL     1       4.545  -1.269   0.880  1.00  0.00           H  
HETATM   42  H6  UNL     1       2.714  -1.586   2.513  1.00  0.00           H  
HETATM   43  H7  UNL     1       3.999  -0.364   3.004  1.00  0.00           H  
HETATM   44  H8  UNL     1       2.000   0.759   3.620  1.00  0.00           H  
HETATM   45  H9  UNL     1      -0.056   2.260   2.037  1.00  0.00           H  
HETATM   46  H10 UNL     1       0.385   2.219   0.322  1.00  0.00           H  
HETATM   47  H11 UNL     1      -1.788   1.710   2.528  1.00  0.00           H  
HETATM   48  H12 UNL     1      -2.523   0.919  -2.769  1.00  0.00           H  
HETATM   49  H13 UNL     1      -4.163   0.095  -2.473  1.00  0.00           H  
HETATM   50  H14 UNL     1      -4.001   1.846  -2.563  1.00  0.00           H  
HETATM   51  H15 UNL     1      -3.861   2.999  -0.210  1.00  0.00           H  
HETATM   52  H16 UNL     1      -4.491   1.741   0.880  1.00  0.00           H  
HETATM   53  H17 UNL     1      -5.203   1.895  -0.740  1.00  0.00           H  
HETATM   54  H18 UNL     1      -5.581  -1.141  -0.088  1.00  0.00           H  
HETATM   55  H19 UNL     1      -3.060  -3.029  -0.921  1.00  0.00           H  
HETATM   56  H20 UNL     1      -1.395  -2.821  -1.276  1.00  0.00           H  
HETATM   57  H21 UNL     1      -2.760  -1.778  -2.037  1.00  0.00           H  
HETATM   58  H22 UNL     1      -0.459  -1.995   1.633  1.00  0.00           H  
HETATM   59  H23 UNL     1       3.569  -1.315  -1.922  1.00  0.00           H  
HETATM   60  H24 UNL     1       2.105   2.242  -1.349  1.00  0.00           H  
HETATM   61  H25 UNL     1       4.173   3.956  -1.611  1.00  0.00           H  
HETATM   62  H26 UNL     1       5.726   0.064  -1.842  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3   27   31
CONECT    3    4   40   41
CONECT    4    5   42   43
CONECT    5    6    7   44
CONECT    6    7
CONECT    7    8   27
CONECT    8    9   45   46
CONECT    9   10   11   24
CONECT   10   47
CONECT   11   12   12   13
CONECT   13   14   15   16
CONECT   14   48   49   50
CONECT   15   51   52   53
CONECT   16   17   18   22
CONECT   17   18
CONECT   18   19   54
CONECT   19   20   20   21
CONECT   21   22
CONECT   22   23   24
CONECT   23   55   56   57
CONECT   24   25   26
CONECT   25   58
CONECT   26   27   27   28
CONECT   28   29   29   30
CONECT   30   31
CONECT   31   32   59
CONECT   32   33   36   36
CONECT   33   34   34   60
CONECT   34   35   61
CONECT   35   36
CONECT   36   62
END

HMDB0035664
     RDKit          3D
Dukunolide B
 62 69  0  0  0  0  0  0  0  0999 V2000
    2.5467   -2.3974    0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6494   -0.8761   -0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496   -0.5069    0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1459   -0.6020    2.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1224    0.5273    2.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3845    1.5761    1.6913 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2058    0.6239    1.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0959    1.5556    1.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2096    0.9387    0.8011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0301    0.9680    1.9153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9131    1.5491   -0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4806    2.4911   -0.9592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2268    0.9590   -0.7064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4535    0.9232   -2.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2641    1.9785   -0.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4511   -0.3467   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1812   -0.1702    1.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5177   -1.1714    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9739   -2.4605    0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6118   -3.5497    0.8665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6835   -2.1107    1.1202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2157   -1.2443    0.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2780   -2.1997   -1.1312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0068   -0.5501    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6945   -1.0407    1.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2364   -0.5046   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3584   -0.2801    0.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4582   -0.6084   -1.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4279   -0.8060   -2.6342 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7520   -0.4756   -2.2522 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9109   -0.5333   -1.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6556    0.7476   -1.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1460    2.0241   -1.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2224    2.8753   -1.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3223    2.1731   -1.7748 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0335    0.9057   -1.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1363   -2.8325   -0.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9344   -2.6158    0.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5647   -2.8548    0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1130    0.5157    0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5451   -1.2688    0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7141   -1.5863    2.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9989   -0.3644    3.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004    0.7592    3.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0560    2.2604    2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3852    2.2192    0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7882    1.7097    2.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5227    0.9187   -2.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1628    0.0946   -2.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0008    1.8456   -2.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8607    2.9993   -0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4915    1.7410    0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2034    1.8949   -0.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5811   -1.1408   -0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0599   -3.0295   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3948   -2.8210   -1.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597   -1.7781   -2.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4594   -1.9946    1.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5691   -1.3154   -1.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1051    2.2422   -1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1726    3.9557   -1.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7264    0.0636   -1.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  1  0
 27  2  1  0
 36 32  2  0
 31  2  1  0
  7  5  1  0
 24  9  1  0
 27  7  1  0
 18 16  1  0
 22 16  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  8 45  1  0
  8 46  1  0
 10 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 15 53  1  0
 18 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
 25 58  1  0
 31 59  1  0
 33 60  1  0
 34 61  1  0
 36 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10-Nonacosanol	HMDB

Chemical Formula

C₂₆H₂₆O₁₀

Average Molecular Weight

498.4786

Monoisotopic Molecular Weight

498.152597052

IUPAC Name

16-(furan-3-yl)-3,12-dihydroxy-5,5,11,17-tetramethyl-7,10,15,21-tetraoxaheptacyclo[11.8.1.0¹,²⁰.0³,¹².0⁶,⁸.0⁶,¹¹.0¹⁷,²²]docos-13(22)-ene-4,9,14-trione

Traditional Name

16-(furan-3-yl)-3,12-dihydroxy-5,5,11,17-tetramethyl-7,10,15,21-tetraoxaheptacyclo[11.8.1.0¹,²⁰.0³,¹².0⁶,⁸.0⁶,¹¹.0¹⁷,²²]docos-13(22)-ene-4,9,14-trione

CAS Registry Number

99343-73-4

SMILES

CC12OC(=O)C3OC13C(C)(C)C(=O)C1(O)CC34OC3CCC3(C)C(OC(=O)C(=C43)C21O)C1=COC=C1

InChI Identifier

InChI=1S/C26H26O10/c1-20(2)19(29)24(30)10-23-12(34-23)5-7-21(3)14(23)13(17(27)33-15(21)11-6-8-32-9-11)25(24,31)22(4)26(20)16(35-26)18(28)36-22/h6,8-9,12,15-16,30-31H,5,7,10H2,1-4H3

InChI Key

CDCHBVSDWNDPOE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Long-chain fatty alcohols

Alternative Parents

Substituents

Long chain fatty alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

fatty alcohol (CHEBI:7611 )
Fatty alcohols (LMFA05000098 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0035664)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035664)

Source

Endogenous

Endogenous (HMDB: HMDB0035664)

Plant

Plant (HMDB: HMDB0035664)

Exogenous

Food

Food (HMDB: HMDB0035664)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0035664)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035664)

Nutrient

Nutrient (HMDB: HMDB0035664)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035664)

Emulsifier (HMDB: HMDB0035664)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	248.5 - 251 °C	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	0.67 g/L	ALOGPS
logP	1.7	ALOGPS
logP	1.14	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	11.33	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	148.33 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	115.62 m³·mol⁻¹	ChemAxon
Polarizability	48.22 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	209.747	31661259
DarkChem	[M-H]-	194.847	31661259
DeepCCS	[M-2H]-	249.429	30932474
DeepCCS	[M+Na]+	224.852	30932474
AllCCS	[M+H]+	209.5	32859911
AllCCS	[M+H-H2O]+	207.7	32859911
AllCCS	[M+NH4]+	211.2	32859911
AllCCS	[M+Na]+	211.7	32859911
AllCCS	[M-H]-	218.0	32859911
AllCCS	[M+Na-2H]-	218.7	32859911
AllCCS	[M+HCOO]-	219.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dukunolide B	CC12OC(=O)C3OC13C(C)(C)C(=O)C1(O)CC34OC3CCC3(C)C(OC(=O)C(=C43)C21O)C1=COC=C1	4773.7	Standard polar	33892256
Dukunolide B	CC12OC(=O)C3OC13C(C)(C)C(=O)C1(O)CC34OC3CCC3(C)C(OC(=O)C(=C43)C21O)C1=COC=C1	3162.8	Standard non polar	33892256
Dukunolide B	CC12OC(=O)C3OC13C(C)(C)C(=O)C1(O)CC34OC3CCC3(C)C(OC(=O)C(=C43)C21O)C1=COC=C1	3934.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dukunolide B,1TMS,isomer #1	CC12CCC3OC34CC3(O[Si](C)(C)C)C(=O)C(C)(C)C56OC5C(=O)OC6(C)C3(O)C(=C14)C(=O)OC2C1=COC=C1	3653.2	Semi standard non polar	33892256
Dukunolide B,1TMS,isomer #2	CC12CCC3OC34CC3(O)C(=O)C(C)(C)C56OC5C(=O)OC6(C)C3(O[Si](C)(C)C)C(=C14)C(=O)OC2C1=COC=C1	3677.1	Semi standard non polar	33892256
Dukunolide B,2TMS,isomer #1	CC12CCC3OC34CC3(O[Si](C)(C)C)C(=O)C(C)(C)C56OC5C(=O)OC6(C)C3(O[Si](C)(C)C)C(=C14)C(=O)OC2C1=COC=C1	3635.2	Semi standard non polar	33892256
Dukunolide B,1TBDMS,isomer #1	CC12CCC3OC34CC3(O[Si](C)(C)C(C)(C)C)C(=O)C(C)(C)C56OC5C(=O)OC6(C)C3(O)C(=C14)C(=O)OC2C1=COC=C1	3913.2	Semi standard non polar	33892256
Dukunolide B,1TBDMS,isomer #2	CC12CCC3OC34CC3(O)C(=O)C(C)(C)C56OC5C(=O)OC6(C)C3(O[Si](C)(C)C(C)(C)C)C(=C14)C(=O)OC2C1=COC=C1	3936.1	Semi standard non polar	33892256
Dukunolide B,2TBDMS,isomer #1	CC12CCC3OC34CC3(O[Si](C)(C)C(C)(C)C)C(=O)C(C)(C)C56OC5C(=O)OC6(C)C3(O[Si](C)(C)C(C)(C)C)C(=C14)C(=O)OC2C1=COC=C1	4135.3	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 - Dukunolide B GC-MS (Non-derivatized) - 70eV, Positive	splash10-014l-9106400000-a4ec46f9658695eaa147	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dukunolide B GC-MS (2 TMS) - 70eV, Positive	splash10-06vj-9500544000-dcdf7ccb26cb06670361	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dukunolide B GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dukunolide B GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dukunolide B GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dukunolide B GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dukunolide B GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dukunolide B GC-MS ("Dukunolide B,1TMS,#2" TMS) - 70eV, Positive	Not Available	2021-10-14	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 - Dukunolide B 10V, Positive-QTOF	splash10-0002-0000900000-edf232ca2e1e6683e3e5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide B 20V, Positive-QTOF	splash10-001j-0010900000-119927a5e495135e3544	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide B 40V, Positive-QTOF	splash10-03ea-7806900000-56b3bac367582463b71d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide B 10V, Negative-QTOF	splash10-0f6t-0000900000-a6059fb1f7e9640cd4f3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide B 20V, Negative-QTOF	splash10-0f92-1100900000-fa8fad4daca0690c7cd5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide B 40V, Negative-QTOF	splash10-07or-6601900000-8272e9b3d4b08d5e334f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide B 10V, Negative-QTOF	splash10-0002-0000900000-d8cd601568a8151cd9e8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide B 20V, Negative-QTOF	splash10-0002-0000900000-9df304ec5ef4af89cc36	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide B 40V, Negative-QTOF	splash10-014j-0010900000-0b336d5344940c7bcf1a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide B 10V, Positive-QTOF	splash10-0002-0000900000-f5b25b18bd89d7243c5b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide B 20V, Positive-QTOF	splash10-0002-0005900000-06c1830e7bf406742982	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide B 40V, Positive-QTOF	splash10-0k92-3151900000-1f67bbcff3c5485e63c7	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB012625

KNApSAcK ID

Not Available

Chemspider ID

10752065

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25240035

PDB ID

Not Available

ChEBI ID

7611

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Dukunolide B (HMDB0035664)

MOL for HMDB0035664 (Dukunolide B)

3D MOL for HMDB0035664 (Dukunolide B)

3D SDF for HMDB0035664 (Dukunolide B)

3D-SDF for HMDB0035664 (Dukunolide B)

PDB for HMDB0035664 (Dukunolide B)

3D PDB for HMDB0035664 (Dukunolide B)

SMILES for HMDB0035664 (Dukunolide B)

INCHI for HMDB0035664 (Dukunolide B)

Structure for HMDB0035664 (Dukunolide B)

3D Structure for HMDB0035664 (Dukunolide B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra