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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:44:56 UTC

Update Date

2022-03-07 02:54:36 UTC

HMDB ID

HMDB0035733

Secondary Accession Numbers

HMDB35733

Metabolite Identification

Common Name

Dukunolide E

Description

Dukunolide E belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Dukunolide E is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, dukunolide e has been detected, but not quantified in, fruits. This could make dukunolide e a potential biomarker for the consumption of these foods.

Structure

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


  Mrv0541 02241207462D          

 35 41  0  0  0  0            999 V2000
   -2.3773    1.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1271    0.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8281    0.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4786    0.8008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1781    1.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4263    0.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8257    1.0009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0749    0.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2755    1.5016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0753   -2.0519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7254   -2.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5266   -1.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6765   -1.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2261   -0.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269   -0.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1762   -2.0019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2261   -1.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0773   -1.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3274   -2.1022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5253   -1.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2251   -1.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4254   -0.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1752   -0.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0259   -0.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6755    0.3001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3773    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8780    0.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4277    1.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6778    2.1022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6265    1.1012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6265    0.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2261    1.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4786   -0.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6778   -0.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2784   -1.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  2  0  0  0  0
  2  3  2  0  0  0  0
  2  6  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  7  1  0  0  0  0
  6 14  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 23  1  0  0  0  0
 10 11  1  0  0  0  0
 10 21  1  0  0  0  0
 11 12  1  0  0  0  0
 11 21  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 22  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 20  1  0  0  0  0
 17 24  1  0  0  0  0
 18 19  2  0  0  0  0
 18 34  1  0  0  0  0
 20 21  1  0  0  0  0
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 23 24  1  0  0  0  0
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 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END

HMDB0035733
     RDKit          3D
Dukunolide E
 63 69  0  0  0  0  0  0  0  0999 V2000
    3.6620    0.5331    1.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6082    0.0585    0.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0573   -0.2453   -0.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9097   -1.2674    0.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5569   -2.2620    0.6612 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5147   -1.4679   -0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182   -2.7116   -0.6806 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6814   -1.5324    1.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7171   -1.8895    0.8499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1301   -3.2143    0.7352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5562   -2.4500    1.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9660   -2.0088    1.9755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3265   -0.8291    1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7325   -0.9368   -0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1947   -2.2971   -0.8329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2422   -1.0462   -0.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4611   -0.4394   -1.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0970    0.2099   -2.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5038    0.8186   -3.1828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012    0.1664   -2.3598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2778    0.0955   -1.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5385    1.4125   -0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7082    1.8963   -0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4800    3.1934    0.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2314    3.4594    0.0791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6329    2.4413   -0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0138   -0.4133   -1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5215   -0.7264   -2.2846 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4128    1.8629   -1.8007 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2878    4.0213   -2.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0217    0.9254   -0.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6235    0.1468    2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7063    0.5776    0.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1046   -2.8529   -1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203   -0.6384    1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1472   -2.3477    1.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0810   -2.8196    2.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160   -2.8271    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0723   -1.6085    3.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4219   -0.8308    0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9371    0.0963    1.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4516   -2.6181   -1.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2815   -0.3034   -1.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6582    1.3874    0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1640    3.8843    0.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5981    2.4849   -0.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0888   -1.5121   -2.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3055    2.8918    0.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3851    2.5037   -0.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3630    0.5500   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 13 14  1  0
 14 15  1  0
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 17 18  1  0
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 17 27  1  0
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 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 35  2  1  0
 27  6  1  0
 35 29  1  0
 11  9  1  0
 21 14  1  0
 26 22  2  0
 16  9  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
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  7 42  1  0
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 35 63  1  0
M  END


  Mrv0541 02241207462D          

 35 41  0  0  0  0            999 V2000
   -2.3773    1.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1271    0.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8281    0.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4786    0.8008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1781    1.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4263    0.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8257    1.0009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0749    0.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2755    1.5016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0753   -2.0519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7254   -2.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5253   -1.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2784   -1.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035733

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12OC(=O)CC1C(C)(C)C(=O)C1(O)CC34OC3CCC3(C)C(OC(=O)C(=C43)C21O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H28O9/c1-21(2)13-9-15(27)35-23(13,4)26(31)16-17-22(3,18(33-19(16)28)12-6-8-32-10-12)7-5-14-24(17,34-14)11-25(26,30)20(21)29/h6,8,10,13-14,18,30-31H,5,7,9,11H2,1-4H3

> <INCHI_KEY>
HQKQACOUFFEUAD-UHFFFAOYSA-N

> <FORMULA>
C26H28O9

> <MOLECULAR_WEIGHT>
484.4951

> <EXACT_MASS>
484.173332494

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
47.59812171925538

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15-(furan-3-yl)-3,11-dihydroxy-5,5,10,16-tetramethyl-9,14,20-trioxahexacyclo[10.8.1.0¹,¹⁹.0³,¹¹.0⁶,¹⁰.0¹⁶,²¹]henicos-12(21)-ene-4,8,13-trione

> <ALOGPS_LOGP>
1.67

> <JCHEM_LOGP>
1.4634535603333334

> <ALOGPS_LOGS>
-3.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.726997067633814

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.378846915686477

> <JCHEM_PKA_STRONGEST_BASIC>
-3.15666904105325

> <JCHEM_POLAR_SURFACE_AREA>
135.8

> <JCHEM_REFRACTIVITY>
116.64989999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.66e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-(furan-3-yl)-3,11-dihydroxy-5,5,10,16-tetramethyl-9,14,20-trioxahexacyclo[10.8.1.0¹,¹⁹.0³,¹¹.0⁶,¹⁰.0¹⁶,²¹]henicos-12(21)-ene-4,8,13-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035733
     RDKit          3D
Dukunolide E
 63 69  0  0  0  0  0  0  0  0999 V2000
    3.6620    0.5331    1.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6082    0.0585    0.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0573   -0.2453   -0.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9097   -1.2674    0.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5569   -2.2620    0.6612 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5147   -1.4679   -0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182   -2.7116   -0.6806 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6814   -1.5324    1.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7171   -1.8895    0.8499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1301   -3.2143    0.7352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5562   -2.4500    1.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9660   -2.0088    1.9755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3265   -0.8291    1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7325   -0.9368   -0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1947   -2.2971   -0.8329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2422   -1.0462   -0.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4611   -0.4394   -1.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0970    0.2099   -2.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5038    0.8186   -3.1828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012    0.1664   -2.3598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2778    0.0955   -1.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5385    1.4125   -0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7082    1.8963   -0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4800    3.1934    0.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2314    3.4594    0.0791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6329    2.4413   -0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0138   -0.4133   -1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5215   -0.7264   -2.2846 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5106    0.9545   -0.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8486    1.6295    0.4624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4128    1.8629   -1.8007 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3233    2.8718   -1.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2878    4.0213   -2.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3550    2.3862   -0.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0217    0.9254   -0.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6235    0.1468    2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7415    1.6240    1.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8814    0.1111    2.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1157   -0.2932   -1.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4160   -1.1806    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7063    0.5776    0.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1046   -2.8529   -1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203   -0.6384    1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1472   -2.3477    1.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0810   -2.8196    2.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160   -2.8271    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0723   -1.6085    3.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4219   -0.8308    0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9371    0.0963    1.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4516   -2.6181   -1.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1688   -2.1875   -1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3223   -3.0233   -0.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2815   -0.3034   -1.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6582    1.3874    0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1640    3.8843    0.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5981    2.4849   -0.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0888   -1.5121   -2.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1831    1.2367    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3937    1.6215    1.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6573    2.7280    0.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3055    2.8918    0.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3851    2.5037   -0.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3630    0.5500   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 17 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 35  2  1  0
 27  6  1  0
 35 29  1  0
 11  9  1  0
 21 14  1  0
 26 22  2  0
 16  9  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  3 40  1  0
  3 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 15 50  1  0
 15 51  1  0
 15 52  1  0
 21 53  1  0
 23 54  1  0
 24 55  1  0
 26 56  1  0
 28 57  1  0
 30 58  1  0
 30 59  1  0
 30 60  1  0
 34 61  1  0
 34 62  1  0
 35 63  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.438   2.896   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.971   1.401   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.279   0.654   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -6.493   1.495   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -5.932   2.989   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.662   0.841   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.541   1.868   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.140   1.401   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.514   2.803   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.141  -3.830   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.354  -3.830   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.850  -3.456   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.129  -1.962   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.289  -0.653   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.784  -0.841   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.196  -3.737   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.289  -2.148   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.878  -2.429   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.344  -3.924   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.981  -2.896   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.420  -2.523   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.794  -1.121   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.327  -0.094   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.915  -0.653   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.261   0.560   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.438   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.372   1.214   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.532   2.429   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.999   3.924   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.036   2.056   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.036   0.467   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.289   1.868   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.493  -0.841   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.999  -1.401   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.120  -2.616   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    1    4                                                       
CONECT    6    2    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   23                                                  
CONECT    9    8                                                            
CONECT   10   11   21                                                       
CONECT   11   10   12   21                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    6   13   15   22                                             
CONECT   15   14                                                            
CONECT   16   17                                                            
CONECT   17   16   18   20   24                                             
CONECT   18   17   19   34                                                  
CONECT   19   18                                                            
CONECT   20   17   21                                                       
CONECT   21   10   11   20   22                                             
CONECT   22   14   21   23                                                  
CONECT   23    8   22   24                                                  
CONECT   24   17   23   25   31                                             
CONECT   25   24                                                            
CONECT   26   27   31   34                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   24   26   30   32                                             
CONECT   32   31                                                            
CONECT   33   34                                                            
CONECT   34   18   26   33   35                                             
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   82    0
END

COMPND    HMDB0035733
HETATM    1  C1  UNL     1       3.662   0.533   1.839  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.608   0.058   0.430  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.057  -0.245  -0.011  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.910  -1.267   0.352  1.00  0.00           C  
HETATM    5  O1  UNL     1       3.557  -2.262   0.661  1.00  0.00           O  
HETATM    6  C5  UNL     1       1.515  -1.468  -0.063  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.418  -2.712  -0.681  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.681  -1.532   1.186  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.717  -1.889   0.850  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.130  -3.214   0.735  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.556  -2.450   1.804  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.966  -2.009   1.976  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.326  -0.829   1.098  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.732  -0.937  -0.277  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.195  -2.297  -0.833  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.242  -1.046  -0.233  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.461  -0.439  -1.126  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.097   0.210  -2.261  1.00  0.00           C  
HETATM   19  O4  UNL     1      -0.504   0.819  -3.183  1.00  0.00           O  
HETATM   20  O5  UNL     1      -2.501   0.166  -2.360  1.00  0.00           O  
HETATM   21  C16 UNL     1      -3.278   0.095  -1.180  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.538   1.413  -0.593  1.00  0.00           C  
HETATM   23  C18 UNL     1      -4.708   1.896  -0.045  1.00  0.00           C  
HETATM   24  C19 UNL     1      -4.480   3.193   0.370  1.00  0.00           C  
HETATM   25  O6  UNL     1      -3.231   3.459   0.079  1.00  0.00           O  
HETATM   26  C20 UNL     1      -2.633   2.441  -0.491  1.00  0.00           C  
HETATM   27  C21 UNL     1       1.014  -0.413  -1.022  1.00  0.00           C  
HETATM   28  O7  UNL     1       1.522  -0.726  -2.285  1.00  0.00           O  
HETATM   29  C22 UNL     1       1.511   0.955  -0.685  1.00  0.00           C  
HETATM   30  C23 UNL     1       0.849   1.630   0.462  1.00  0.00           C  
HETATM   31  O8  UNL     1       1.413   1.863  -1.801  1.00  0.00           O  
HETATM   32  C24 UNL     1       2.323   2.872  -1.528  1.00  0.00           C  
HETATM   33  O9  UNL     1       2.288   4.021  -2.011  1.00  0.00           O  
HETATM   34  C25 UNL     1       3.355   2.386  -0.572  1.00  0.00           C  
HETATM   35  C26 UNL     1       3.022   0.925  -0.576  1.00  0.00           C  
HETATM   36  H1  UNL     1       4.624   0.147   2.291  1.00  0.00           H  
HETATM   37  H2  UNL     1       3.742   1.624   1.903  1.00  0.00           H  
HETATM   38  H3  UNL     1       2.881   0.111   2.507  1.00  0.00           H  
HETATM   39  H4  UNL     1       5.116  -0.293  -1.121  1.00  0.00           H  
HETATM   40  H5  UNL     1       5.416  -1.181   0.427  1.00  0.00           H  
HETATM   41  H6  UNL     1       5.706   0.578   0.357  1.00  0.00           H  
HETATM   42  H7  UNL     1       2.105  -2.853  -1.367  1.00  0.00           H  
HETATM   43  H8  UNL     1       0.720  -0.638   1.824  1.00  0.00           H  
HETATM   44  H9  UNL     1       1.147  -2.348   1.820  1.00  0.00           H  
HETATM   45  H10 UNL     1      -1.081  -2.820   2.764  1.00  0.00           H  
HETATM   46  H11 UNL     1      -3.716  -2.827   1.939  1.00  0.00           H  
HETATM   47  H12 UNL     1      -3.072  -1.609   3.030  1.00  0.00           H  
HETATM   48  H13 UNL     1      -4.422  -0.831   0.991  1.00  0.00           H  
HETATM   49  H14 UNL     1      -2.937   0.096   1.559  1.00  0.00           H  
HETATM   50  H15 UNL     1      -2.452  -2.618  -1.604  1.00  0.00           H  
HETATM   51  H16 UNL     1      -4.169  -2.188  -1.364  1.00  0.00           H  
HETATM   52  H17 UNL     1      -3.322  -3.023  -0.035  1.00  0.00           H  
HETATM   53  H18 UNL     1      -4.282  -0.303  -1.548  1.00  0.00           H  
HETATM   54  H19 UNL     1      -5.658   1.387   0.061  1.00  0.00           H  
HETATM   55  H20 UNL     1      -5.164   3.884   0.844  1.00  0.00           H  
HETATM   56  H21 UNL     1      -1.598   2.485  -0.799  1.00  0.00           H  
HETATM   57  H22 UNL     1       1.089  -1.512  -2.676  1.00  0.00           H  
HETATM   58  H23 UNL     1      -0.183   1.237   0.668  1.00  0.00           H  
HETATM   59  H24 UNL     1       1.394   1.621   1.407  1.00  0.00           H  
HETATM   60  H25 UNL     1       0.657   2.728   0.262  1.00  0.00           H  
HETATM   61  H26 UNL     1       3.305   2.892   0.387  1.00  0.00           H  
HETATM   62  H27 UNL     1       4.385   2.504  -0.963  1.00  0.00           H  
HETATM   63  H28 UNL     1       3.363   0.550  -1.590  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3    4   35
CONECT    3   39   40   41
CONECT    4    5    5    6
CONECT    6    7    8   27
CONECT    7   42
CONECT    8    9   43   44
CONECT    9   10   11   16
CONECT   10   11
CONECT   11   12   45
CONECT   12   13   46   47
CONECT   13   14   48   49
CONECT   14   15   16   21
CONECT   15   50   51   52
CONECT   16   17   17
CONECT   17   18   27
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   53
CONECT   22   23   26   26
CONECT   23   24   24   54
CONECT   24   25   55
CONECT   25   26
CONECT   26   56
CONECT   27   28   29
CONECT   28   57
CONECT   29   30   31   35
CONECT   30   58   59   60
CONECT   31   32
CONECT   32   33   33   34
CONECT   34   35   61   62
CONECT   35   63
END

HMDB0035733
     RDKit          3D
Dukunolide E
 63 69  0  0  0  0  0  0  0  0999 V2000
    3.6620    0.5331    1.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6082    0.0585    0.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0573   -0.2453   -0.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9097   -1.2674    0.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5569   -2.2620    0.6612 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5147   -1.4679   -0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182   -2.7116   -0.6806 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6814   -1.5324    1.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7171   -1.8895    0.8499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1301   -3.2143    0.7352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5562   -2.4500    1.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9660   -2.0088    1.9755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3265   -0.8291    1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7325   -0.9368   -0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1947   -2.2971   -0.8329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2422   -1.0462   -0.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4611   -0.4394   -1.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0970    0.2099   -2.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5038    0.8186   -3.1828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012    0.1664   -2.3598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2778    0.0955   -1.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5385    1.4125   -0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7082    1.8963   -0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4800    3.1934    0.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2314    3.4594    0.0791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6329    2.4413   -0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0138   -0.4133   -1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5215   -0.7264   -2.2846 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5106    0.9545   -0.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8486    1.6295    0.4624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4128    1.8629   -1.8007 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3233    2.8718   -1.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2878    4.0213   -2.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3550    2.3862   -0.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0217    0.9254   -0.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6235    0.1468    2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7415    1.6240    1.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8814    0.1111    2.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1157   -0.2932   -1.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4160   -1.1806    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7063    0.5776    0.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1046   -2.8529   -1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203   -0.6384    1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1472   -2.3477    1.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0810   -2.8196    2.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160   -2.8271    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0723   -1.6085    3.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4219   -0.8308    0.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9371    0.0963    1.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4516   -2.6181   -1.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1688   -2.1875   -1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3223   -3.0233   -0.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2815   -0.3034   -1.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6582    1.3874    0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1640    3.8843    0.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5981    2.4849   -0.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0888   -1.5121   -2.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1831    1.2367    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3937    1.6215    1.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6573    2.7280    0.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3055    2.8918    0.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3851    2.5037   -0.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3630    0.5500   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 17 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 35  2  1  0
 27  6  1  0
 35 29  1  0
 11  9  1  0
 21 14  1  0
 26 22  2  0
 16  9  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  3 40  1  0
  3 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 15 50  1  0
 15 51  1  0
 15 52  1  0
 21 53  1  0
 23 54  1  0
 24 55  1  0
 26 56  1  0
 28 57  1  0
 30 58  1  0
 30 59  1  0
 30 60  1  0
 34 61  1  0
 34 62  1  0
 35 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₆H₂₈O₉

Average Molecular Weight

484.4951

Monoisotopic Molecular Weight

484.173332494

IUPAC Name

15-(furan-3-yl)-3,11-dihydroxy-5,5,10,16-tetramethyl-9,14,20-trioxahexacyclo[10.8.1.0¹,¹⁹.0³,¹¹.0⁶,¹⁰.0¹⁶,²¹]henicos-12(21)-ene-4,8,13-trione

Traditional Name

15-(furan-3-yl)-3,11-dihydroxy-5,5,10,16-tetramethyl-9,14,20-trioxahexacyclo[10.8.1.0¹,¹⁹.0³,¹¹.0⁶,¹⁰.0¹⁶,²¹]henicos-12(21)-ene-4,8,13-trione

CAS Registry Number

101559-97-1

SMILES

CC12OC(=O)CC1C(C)(C)C(=O)C1(O)CC34OC3CCC3(C)C(OC(=O)C(=C43)C21O)C1=COC=C1

InChI Identifier

InChI=1S/C26H28O9/c1-21(2)13-9-15(27)35-23(13,4)26(31)16-17-22(3,18(33-19(16)28)12-6-8-32-10-12)7-5-14-24(17,34-14)11-25(26,30)20(21)29/h6,8,10,13-14,18,30-31H,5,7,9,11H2,1-4H3

InChI Key

HQKQACOUFFEUAD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0035733)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035733)

Source

Endogenous

Endogenous (HMDB: HMDB0035733)

Plant

Plant (HMDB: HMDB0035733)

Exogenous

Food

Food (HMDB: HMDB0035733)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0035733)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035733)

Nutrient

Nutrient (HMDB: HMDB0035733)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035733)

Emulsifier (HMDB: HMDB0035733)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	270 - 272 °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	0.37 g/L	ALOGPS
logP	1.67	ALOGPS
logP	1.46	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	11.38	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	135.8 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	116.65 m³·mol⁻¹	ChemAxon
Polarizability	47.6 Å³	ChemAxon
Number of Rings	7	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]+	203.74	31661259
DarkChem	[M-H]-	195.632	31661259
DeepCCS	[M-2H]-	246.757	30932474
DeepCCS	[M+Na]+	222.337	30932474
AllCCS	[M+H]+	208.2	32859911
AllCCS	[M+H-H2O]+	206.3	32859911
AllCCS	[M+NH4]+	210.0	32859911
AllCCS	[M+Na]+	210.5	32859911
AllCCS	[M-H]-	215.9	32859911
AllCCS	[M+Na-2H]-	216.8	32859911
AllCCS	[M+HCOO]-	217.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dukunolide E	CC12OC(=O)CC1C(C)(C)C(=O)C1(O)CC34OC3CCC3(C)C(OC(=O)C(=C43)C21O)C1=COC=C1	4716.3	Standard polar	33892256
Dukunolide E	CC12OC(=O)CC1C(C)(C)C(=O)C1(O)CC34OC3CCC3(C)C(OC(=O)C(=C43)C21O)C1=COC=C1	3141.5	Standard non polar	33892256
Dukunolide E	CC12OC(=O)CC1C(C)(C)C(=O)C1(O)CC34OC3CCC3(C)C(OC(=O)C(=C43)C21O)C1=COC=C1	3949.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dukunolide E,1TMS,isomer #1	CC1(C)C(=O)C2(O[Si](C)(C)C)CC34OC3CCC3(C)C4=C(C(=O)OC3C3=COC=C3)C2(O)C2(C)OC(=O)CC12	3686.4	Semi standard non polar	33892256
Dukunolide E,1TMS,isomer #2	CC1(C)C(=O)C2(O)CC34OC3CCC3(C)C4=C(C(=O)OC3C3=COC=C3)C2(O[Si](C)(C)C)C2(C)OC(=O)CC12	3709.7	Semi standard non polar	33892256
Dukunolide E,2TMS,isomer #1	CC1(C)C(=O)C2(O[Si](C)(C)C)CC34OC3CCC3(C)C4=C(C(=O)OC3C3=COC=C3)C2(O[Si](C)(C)C)C2(C)OC(=O)CC12	3636.3	Semi standard non polar	33892256
Dukunolide E,1TBDMS,isomer #1	CC1(C)C(=O)C2(O[Si](C)(C)C(C)(C)C)CC34OC3CCC3(C)C4=C(C(=O)OC3C3=COC=C3)C2(O)C2(C)OC(=O)CC12	3944.4	Semi standard non polar	33892256
Dukunolide E,1TBDMS,isomer #2	CC1(C)C(=O)C2(O)CC34OC3CCC3(C)C4=C(C(=O)OC3C3=COC=C3)C2(O[Si](C)(C)C(C)(C)C)C2(C)OC(=O)CC12	3960.2	Semi standard non polar	33892256
Dukunolide E,2TBDMS,isomer #1	CC1(C)C(=O)C2(O[Si](C)(C)C(C)(C)C)CC34OC3CCC3(C)C4=C(C(=O)OC3C3=COC=C3)C2(O[Si](C)(C)C(C)(C)C)C2(C)OC(=O)CC12	4141.8	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 - Dukunolide E GC-MS (Non-derivatized) - 70eV, Positive	splash10-05mx-9223700000-a889ef565f006797c75f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dukunolide E GC-MS (2 TMS) - 70eV, Positive	splash10-0mu3-9200062000-0d0921184589cf733610	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dukunolide E GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dukunolide E GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dukunolide E GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dukunolide E GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dukunolide E GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dukunolide E GC-MS ("Dukunolide E,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 E 10V, Positive-QTOF	splash10-00kr-0000900000-5ded0918c768b6d868a8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide E 20V, Positive-QTOF	splash10-014r-0010900000-85a46537356002f14d7a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide E 40V, Positive-QTOF	splash10-00kk-9601100000-11edfb0d386ccfb1fb74	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide E 10V, Negative-QTOF	splash10-001r-0000900000-8774d304fcbc26e13aa5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide E 20V, Negative-QTOF	splash10-00li-1000900000-6a0082b111aaedc14b7b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide E 40V, Negative-QTOF	splash10-0007-9403600000-11880d08dd94071981e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide E 10V, Negative-QTOF	splash10-001i-0000900000-b0baef7886ad1d902928	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide E 20V, Negative-QTOF	splash10-001i-0000900000-a21a7e24214c052b6bf3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide E 40V, Negative-QTOF	splash10-1010-0020900000-47b000e187bf511a7197	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide E 10V, Positive-QTOF	splash10-000i-0000900000-5e6c5052e0b683e8326f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide E 20V, Positive-QTOF	splash10-00ku-0000900000-f6e1551d5b7ecc2a6c69	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dukunolide E 40V, Positive-QTOF	splash10-000e-7180900000-ce52ad2f8946b536157b	2021-09-25	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

FDB014461

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751857

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

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

Showing metabocard for Dukunolide E (HMDB0035733)

MOL for HMDB0035733 (Dukunolide E)

3D MOL for HMDB0035733 (Dukunolide E)

3D SDF for HMDB0035733 (Dukunolide E)

3D-SDF for HMDB0035733 (Dukunolide E)

PDB for HMDB0035733 (Dukunolide E)

3D PDB for HMDB0035733 (Dukunolide E)

SMILES for HMDB0035733 (Dukunolide E)

INCHI for HMDB0035733 (Dukunolide E)

Structure for HMDB0035733 (Dukunolide E)

3D Structure for HMDB0035733 (Dukunolide E)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra