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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:58:12 UTC

Update Date

2022-03-07 02:54:20 UTC

HMDB ID

HMDB0035031

Secondary Accession Numbers

HMDB35031

Metabolite Identification

Common Name

Desoxylimonin

Description

Desoxylimonin belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton. Based on a literature review a small amount of articles have been published on Desoxylimonin.

Structure

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

  Mrv0541 02241215402D          

 33 38  0  0  0  0            999 V2000
   -1.4527   -0.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4527   -1.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7388   -2.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261   -1.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261   -0.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7388   -0.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6851   -0.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6851    0.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261    0.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7388    0.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3962   -0.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1061   -0.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1061    0.3047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3962    0.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -0.6720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7251   -1.3406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -2.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8391   -0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0111    0.4313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7980    0.6858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4128    0.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8215   -2.5938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250   -2.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699    1.4932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6851    1.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3962    1.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215   -0.9278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261   -0.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6851   -2.1660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0649    2.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104    2.8083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9821    2.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7236    2.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1 15  1  0  0  0  0
  1 18  1  0  0  0  0
  2  3  1  0  0  0  0
  2 17  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 29  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5 28  1  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  2  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  8 25  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 27  2  0  0  0  0
 13 14  1  0  0  0  0
 14 26  1  0  0  0  0
 15 16  1  0  0  0  0
 15 21  1  0  0  0  0
 16 17  1  0  0  0  0
 17 22  1  0  0  0  0
 17 23  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 24  2  0  0  0  0
 26 30  2  0  0  0  0
 26 33  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
M  END

HMDB0035031
     RDKit          3D
Desoxylimonin
 63 68  0  0  0  0  0  0  0  0999 V2000
   -4.4056    0.8389   -1.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0304    0.2410   -1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2090   -0.7953   -2.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0935    1.1395   -1.7904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5042    1.7263   -0.6506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1277    3.0316   -0.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4959    3.3930    0.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1739    4.4489    1.0983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1001    2.5880    1.9364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1086    1.2081    1.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5361    0.7136    0.4546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4562   -0.3427   -0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7814   -1.6782   -0.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8758   -2.0361    0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9340   -3.1347    1.2914 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1128   -1.0733    1.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0219   -1.1573    2.8031 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5152   -1.4015    0.8866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7241   -2.5870    0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0646   -3.0295   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2552   -4.1734   -0.5908 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0781   -2.1003    0.0906 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7215   -0.7671    0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752   -0.2477   -1.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220   -0.8402   -2.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7985    0.0258   -3.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5380    1.0575   -3.0803 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9671    0.9533   -1.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6242   -0.4538    1.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506   -0.6511    2.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2045    0.9623    0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7823    1.2304    1.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1540    0.2407    0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0926   -0.0443   -0.9880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5091    1.4555   -0.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7202    1.2870   -2.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7518   -1.6830   -2.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2587   -0.9984   -2.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683   -0.2926   -3.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4393    1.8986   -1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0568    3.1711   -1.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4663    3.8792   -0.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192    0.7725    2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1868    0.8801    1.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3118   -0.5197    0.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5396   -2.4793   -0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1864   -1.7027   -1.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3533   -0.3502    3.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0397   -1.4735    3.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6181   -2.0559    3.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9774   -3.3474    0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6067   -0.1686    0.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1725   -1.7719   -2.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302   -0.1132   -4.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6044    1.6503   -1.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400    0.0726    3.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3420   -1.6937    2.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4159   -0.3525    2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4141    1.3857   -0.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8252    1.5605    1.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5349    2.2249    0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6913    1.3395    2.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2949    0.1400   -0.3699 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  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  2  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 23 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 12  2  1  0
 33 16  1  0
 11  5  1  0
 29 18  1  0
 33 11  1  0
 28 24  2  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
 10 43  1  0
 10 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 19 51  1  0
 23 52  1  0
 25 53  1  0
 26 54  1  0
 28 55  1  0
 30 56  1  0
 30 57  1  0
 30 58  1  0
 31 59  1  0
 31 60  1  0
 32 61  1  0
 32 62  1  0
 33 63  1  0
M  END

  Mrv0541 02241215402D          

 33 38  0  0  0  0            999 V2000
   -1.4527   -0.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4527   -1.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7388   -2.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261   -1.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261   -0.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7388   -0.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6851   -0.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6851    0.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261    0.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7388    0.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3962   -0.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1061   -0.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1061    0.3047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3962    0.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -0.6720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7251   -1.3406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -2.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8391   -0.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0111    0.4313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7980    0.6858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4128    0.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8215   -2.5938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250   -2.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699    1.4932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6851    1.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3962    1.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215   -0.9278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261   -0.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6851   -2.1660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0649    2.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104    2.8083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9821    2.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7236    2.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1 15  1  0  0  0  0
  1 18  1  0  0  0  0
  2  3  1  0  0  0  0
  2 17  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 29  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5 28  1  0  0  0  0
  6 10  1  0  0  0  0
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  7 11  2  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  8 25  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 27  2  0  0  0  0
 13 14  1  0  0  0  0
 14 26  1  0  0  0  0
 15 16  1  0  0  0  0
 15 21  1  0  0  0  0
 16 17  1  0  0  0  0
 17 22  1  0  0  0  0
 17 23  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 24  2  0  0  0  0
 26 30  2  0  0  0  0
 26 33  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035031

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)OC2CC(=O)OCC22C1CC(=O)C1(C)C2CCC2(C)C(OC(=O)C=C12)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H30O7/c1-23(2)16-9-18(27)25(4)15(26(16)13-31-20(28)11-19(26)33-23)5-7-24(3)17(25)10-21(29)32-22(24)14-6-8-30-12-14/h6,8,10,12,15-16,19,22H,5,7,9,11,13H2,1-4H3

> <INCHI_KEY>
QUTATOGBENCRSS-UHFFFAOYSA-N

> <FORMULA>
C26H30O7

> <MOLECULAR_WEIGHT>
454.5122

> <EXACT_MASS>
454.199153314

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
46.03769893110574

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
18-(furan-3-yl)-9,9,13,19-tetramethyl-4,8,17-trioxapentacyclo[11.8.0.0²,⁷.0²,¹⁰.0¹⁴,¹⁹]henicos-14-ene-5,12,16-trione

> <ALOGPS_LOGP>
3.58

> <JCHEM_LOGP>
3.0456298726666655

> <ALOGPS_LOGS>
-4.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.617174855238343

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1511373480565514

> <JCHEM_POLAR_SURFACE_AREA>
92.04

> <JCHEM_REFRACTIVITY>
116.4977

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
18-(furan-3-yl)-9,9,13,19-tetramethyl-4,8,17-trioxapentacyclo[11.8.0.0²,⁷.0²,¹⁰.0¹⁴,¹⁹]henicos-14-ene-5,12,16-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035031
     RDKit          3D
Desoxylimonin
 63 68  0  0  0  0  0  0  0  0999 V2000
   -4.4056    0.8389   -1.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0304    0.2410   -1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2090   -0.7953   -2.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0935    1.1395   -1.7904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5042    1.7263   -0.6506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1277    3.0316   -0.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4959    3.3930    0.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1739    4.4489    1.0983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1001    2.5880    1.9364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1086    1.2081    1.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5361    0.7136    0.4546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4562   -0.3427   -0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7814   -1.6782   -0.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8758   -2.0361    0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9340   -3.1347    1.2914 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1128   -1.0733    1.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0219   -1.1573    2.8031 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5152   -1.4015    0.8866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7241   -2.5870    0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0646   -3.0295   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2552   -4.1734   -0.5908 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0781   -2.1003    0.0906 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7215   -0.7671    0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752   -0.2477   -1.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220   -0.8402   -2.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7985    0.0258   -3.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5380    1.0575   -3.0803 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9671    0.9533   -1.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6242   -0.4538    1.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506   -0.6511    2.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2045    0.9623    0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7823    1.2304    1.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1540    0.2407    0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0926   -0.0443   -0.9880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5091    1.4555   -0.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7202    1.2870   -2.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7518   -1.6830   -2.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2587   -0.9984   -2.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683   -0.2926   -3.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4393    1.8986   -1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0568    3.1711   -1.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4663    3.8792   -0.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192    0.7725    2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1868    0.8801    1.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3118   -0.5197    0.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5396   -2.4793   -0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1864   -1.7027   -1.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3533   -0.3502    3.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0397   -1.4735    3.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6181   -2.0559    3.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9774   -3.3474    0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6067   -0.1686    0.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1725   -1.7719   -2.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302   -0.1132   -4.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6044    1.6503   -1.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400    0.0726    3.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3420   -1.6937    2.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4159   -0.3525    2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4141    1.3857   -0.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8252    1.5605    1.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5349    2.2249    0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6913    1.3395    2.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2949    0.1400   -0.3699 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  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  2  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 23 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 12  2  1  0
 33 16  1  0
 11  5  1  0
 29 18  1  0
 33 11  1  0
 28 24  2  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
 10 43  1  0
 10 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 19 51  1  0
 23 52  1  0
 25 53  1  0
 26 54  1  0
 28 55  1  0
 30 56  1  0
 30 57  1  0
 30 58  1  0
 31 59  1  0
 31 60  1  0
 32 61  1  0
 32 62  1  0
 33 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      -2.712  -1.732   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.712  -3.273   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.379  -4.043   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.049  -3.273   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.049  -1.732   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.379  -0.964   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.279  -0.964   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.279   0.569   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.049   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.379   0.569   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.606  -1.732   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.931  -0.964   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.931   0.569   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.606   1.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.178  -1.254   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.087  -2.502   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -4.178  -3.753   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.566  -0.702   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.887   0.805   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.356   1.280   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.504   0.245   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.267  -4.842   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.780  -5.242   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.677   2.787   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.279   2.109   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.606   2.872   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.267  -1.732   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.049  -0.191   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.279  -4.043   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.854   3.776   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.379   5.242   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.833   5.242   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.351   3.776   0.000  0.00  0.00           C+0
CONECT    1    2    6   15   18                                             
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   29                                                  
CONECT    5    4    6    7   28                                             
CONECT    6    1    5   10                                                  
CONECT    7    5    8   11                                                  
CONECT    8    7    9   14   25                                             
CONECT    9    8   10                                                       
CONECT   10    6    9                                                       
CONECT   11    7   12                                                       
CONECT   12   11   13   27                                                  
CONECT   13   12   14                                                       
CONECT   14    8   13   26                                                  
CONECT   15    1   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17    2   16   22   23                                             
CONECT   18    1   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   15   20                                                       
CONECT   22   17                                                            
CONECT   23   17                                                            
CONECT   24   20                                                            
CONECT   25    8                                                            
CONECT   26   14   30   33                                                  
CONECT   27   12                                                            
CONECT   28    5                                                            
CONECT   29    4                                                            
CONECT   30   26   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   26   32                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   76    0
END

COMPND    HMDB0035031
HETATM    1  C1  UNL     1      -4.406   0.839  -1.157  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.030   0.241  -1.356  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.209  -0.795  -2.458  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.094   1.139  -1.790  1.00  0.00           O  
HETATM    5  C4  UNL     1      -1.504   1.726  -0.651  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.128   3.032  -0.453  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.496   3.393   0.913  1.00  0.00           C  
HETATM    8  O2  UNL     1      -3.174   4.449   1.098  1.00  0.00           O  
HETATM    9  O3  UNL     1      -2.100   2.588   1.936  1.00  0.00           O  
HETATM   10  C7  UNL     1      -2.109   1.208   1.755  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.536   0.714   0.455  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.456  -0.343  -0.099  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.781  -1.678  -0.285  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.876  -2.036   0.798  1.00  0.00           C  
HETATM   15  O4  UNL     1      -0.934  -3.135   1.291  1.00  0.00           O  
HETATM   16  C12 UNL     1       0.113  -1.073   1.308  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.022  -1.157   2.803  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.515  -1.401   0.887  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.724  -2.587   0.363  1.00  0.00           C  
HETATM   20  C16 UNL     1       3.065  -3.029  -0.086  1.00  0.00           C  
HETATM   21  O5  UNL     1       3.255  -4.173  -0.591  1.00  0.00           O  
HETATM   22  O6  UNL     1       4.078  -2.100   0.091  1.00  0.00           O  
HETATM   23  C17 UNL     1       3.722  -0.767   0.019  1.00  0.00           C  
HETATM   24  C18 UNL     1       3.475  -0.248  -1.321  1.00  0.00           C  
HETATM   25  C19 UNL     1       2.722  -0.840  -2.322  1.00  0.00           C  
HETATM   26  C20 UNL     1       2.799   0.026  -3.402  1.00  0.00           C  
HETATM   27  O7  UNL     1       3.538   1.058  -3.080  1.00  0.00           O  
HETATM   28  C21 UNL     1       3.967   0.953  -1.862  1.00  0.00           C  
HETATM   29  C22 UNL     1       2.624  -0.454   1.043  1.00  0.00           C  
HETATM   30  C23 UNL     1       3.351  -0.651   2.383  1.00  0.00           C  
HETATM   31  C24 UNL     1       2.205   0.962   0.944  1.00  0.00           C  
HETATM   32  C25 UNL     1       0.782   1.230   1.323  1.00  0.00           C  
HETATM   33  C26 UNL     1      -0.154   0.241   0.687  1.00  0.00           C  
HETATM   34  H1  UNL     1      -5.093  -0.044  -0.988  1.00  0.00           H  
HETATM   35  H2  UNL     1      -4.509   1.456  -0.270  1.00  0.00           H  
HETATM   36  H3  UNL     1      -4.720   1.287  -2.108  1.00  0.00           H  
HETATM   37  H4  UNL     1      -3.752  -1.683  -2.130  1.00  0.00           H  
HETATM   38  H5  UNL     1      -2.259  -0.998  -2.995  1.00  0.00           H  
HETATM   39  H6  UNL     1      -3.868  -0.293  -3.218  1.00  0.00           H  
HETATM   40  H7  UNL     1      -0.439   1.899  -1.002  1.00  0.00           H  
HETATM   41  H8  UNL     1      -3.057   3.171  -1.084  1.00  0.00           H  
HETATM   42  H9  UNL     1      -1.466   3.879  -0.816  1.00  0.00           H  
HETATM   43  H10 UNL     1      -1.619   0.772   2.649  1.00  0.00           H  
HETATM   44  H11 UNL     1      -3.187   0.880   1.875  1.00  0.00           H  
HETATM   45  H12 UNL     1      -3.312  -0.520   0.573  1.00  0.00           H  
HETATM   46  H13 UNL     1      -2.540  -2.479  -0.398  1.00  0.00           H  
HETATM   47  H14 UNL     1      -1.186  -1.703  -1.224  1.00  0.00           H  
HETATM   48  H15 UNL     1       0.353  -0.350   3.396  1.00  0.00           H  
HETATM   49  H16 UNL     1      -1.040  -1.474   3.054  1.00  0.00           H  
HETATM   50  H17 UNL     1       0.618  -2.056   3.078  1.00  0.00           H  
HETATM   51  H18 UNL     1       0.977  -3.347   0.197  1.00  0.00           H  
HETATM   52  H19 UNL     1       4.607  -0.169   0.420  1.00  0.00           H  
HETATM   53  H20 UNL     1       2.173  -1.772  -2.327  1.00  0.00           H  
HETATM   54  H21 UNL     1       2.330  -0.113  -4.360  1.00  0.00           H  
HETATM   55  H22 UNL     1       4.604   1.650  -1.302  1.00  0.00           H  
HETATM   56  H23 UNL     1       2.940   0.073   3.139  1.00  0.00           H  
HETATM   57  H24 UNL     1       3.342  -1.694   2.710  1.00  0.00           H  
HETATM   58  H25 UNL     1       4.416  -0.352   2.290  1.00  0.00           H  
HETATM   59  H26 UNL     1       2.414   1.386  -0.083  1.00  0.00           H  
HETATM   60  H27 UNL     1       2.825   1.560   1.686  1.00  0.00           H  
HETATM   61  H28 UNL     1       0.535   2.225   0.821  1.00  0.00           H  
HETATM   62  H29 UNL     1       0.691   1.339   2.406  1.00  0.00           H  
HETATM   63  H30 UNL     1       0.295   0.140  -0.370  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    4   12
CONECT    3   37   38   39
CONECT    4    5
CONECT    5    6   11   40
CONECT    6    7   41   42
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11   43   44
CONECT   11   12   33
CONECT   12   13   45
CONECT   13   14   46   47
CONECT   14   15   15   16
CONECT   16   17   18   33
CONECT   17   48   49   50
CONECT   18   19   19   29
CONECT   19   20   51
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24   29   52
CONECT   24   25   28   28
CONECT   25   26   26   53
CONECT   26   27   54
CONECT   27   28
CONECT   28   55
CONECT   29   30   31
CONECT   30   56   57   58
CONECT   31   32   59   60
CONECT   32   33   61   62
CONECT   33   63
END

HMDB0035031
     RDKit          3D
Desoxylimonin
 63 68  0  0  0  0  0  0  0  0999 V2000
   -4.4056    0.8389   -1.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0304    0.2410   -1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2090   -0.7953   -2.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0935    1.1395   -1.7904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5042    1.7263   -0.6506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1277    3.0316   -0.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4959    3.3930    0.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1739    4.4489    1.0983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1001    2.5880    1.9364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1086    1.2081    1.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5361    0.7136    0.4546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4562   -0.3427   -0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7814   -1.6782   -0.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8758   -2.0361    0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9340   -3.1347    1.2914 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1128   -1.0733    1.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0219   -1.1573    2.8031 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5152   -1.4015    0.8866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7241   -2.5870    0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0646   -3.0295   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2552   -4.1734   -0.5908 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0781   -2.1003    0.0906 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7215   -0.7671    0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752   -0.2477   -1.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220   -0.8402   -2.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7985    0.0258   -3.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5380    1.0575   -3.0803 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9671    0.9533   -1.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6242   -0.4538    1.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3506   -0.6511    2.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2045    0.9623    0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7823    1.2304    1.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1540    0.2407    0.6872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0926   -0.0443   -0.9880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5091    1.4555   -0.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7202    1.2870   -2.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7518   -1.6830   -2.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2587   -0.9984   -2.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683   -0.2926   -3.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4393    1.8986   -1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0568    3.1711   -1.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4663    3.8792   -0.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192    0.7725    2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1868    0.8801    1.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3118   -0.5197    0.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5396   -2.4793   -0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1864   -1.7027   -1.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3533   -0.3502    3.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0397   -1.4735    3.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6181   -2.0559    3.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9774   -3.3474    0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6067   -0.1686    0.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1725   -1.7719   -2.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302   -0.1132   -4.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6044    1.6503   -1.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400    0.0726    3.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3420   -1.6937    2.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4159   -0.3525    2.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4141    1.3857   -0.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8252    1.5605    1.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5349    2.2249    0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6913    1.3395    2.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2949    0.1400   -0.3699 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  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  2  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 23 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 12  2  1  0
 33 16  1  0
 11  5  1  0
 29 18  1  0
 33 11  1  0
 28 24  2  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
 10 43  1  0
 10 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 19 51  1  0
 23 52  1  0
 25 53  1  0
 26 54  1  0
 28 55  1  0
 30 56  1  0
 30 57  1  0
 30 58  1  0
 31 59  1  0
 31 60  1  0
 32 61  1  0
 32 62  1  0
 33 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Deoxylimonin	MeSH

Chemical Formula

C₂₆H₃₀O₇

Average Molecular Weight

454.5122

Monoisotopic Molecular Weight

454.199153314

IUPAC Name

18-(furan-3-yl)-9,9,13,19-tetramethyl-4,8,17-trioxapentacyclo[11.8.0.0²,⁷.0²,¹⁰.0¹⁴,¹⁹]henicos-14-ene-5,12,16-trione

Traditional Name

18-(furan-3-yl)-9,9,13,19-tetramethyl-4,8,17-trioxapentacyclo[11.8.0.0²,⁷.0²,¹⁰.0¹⁴,¹⁹]henicos-14-ene-5,12,16-trione

CAS Registry Number

Not Available

SMILES

CC1(C)OC2CC(=O)OCC22C1CC(=O)C1(C)C2CCC2(C)C(OC(=O)C=C12)C1=COC=C1

InChI Identifier

InChI=1S/C26H30O7/c1-23(2)16-9-18(27)25(4)15(26(16)13-31-20(28)11-19(26)33-23)5-7-24(3)17(25)10-21(29)32-22(24)14-6-8-30-12-14/h6,8,10,12,15-16,19,22H,5,7,9,11,13H2,1-4H3

InChI Key

QUTATOGBENCRSS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Steroid lactones

Alternative Parents

Substituents

Steroid lactone
11-oxosteroid
Oxosteroid
2-oxosteroid
Naphthopyran
Naphthalene
Delta valerolactone
Dihydropyranone
Delta_valerolactone
Dicarboxylic acid or derivatives
Oxane
Pyran
Furan
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Ether
Dialkyl ether
Organoheterocyclic compound
Carboxylic acid derivative
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0035031)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0035031)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035031)

Source

Endogenous

Endogenous (HMDB: HMDB0035031)

Plant

Plant (HMDB: HMDB0035031)

Animal

Animal (HMDB: HMDB0035031)

Exogenous

Food

Food (HMDB: HMDB0035031)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Exogenous (HMDB: HMDB0035031)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035031)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035031)

Lipid metabolism pathway (HMDB: HMDB0035031)

Cellular process

Cell signaling (HMDB: HMDB0035031)

Biochemical process

Lipid transport (HMDB: HMDB0035031)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035031)

Molecular messenger

Signaling molecule (HMDB: HMDB0035031)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035031)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	323 - 325 °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	0.033 g/L	ALOGPS
logP	3.58	ALOGPS
logP	3.05	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	17.62	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	92.04 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	116.5 m³·mol⁻¹	ChemAxon
Polarizability	46.04 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	202.318	31661259
DarkChem	[M-H]-	197.812	31661259
DeepCCS	[M-2H]-	236.694	30932474
DeepCCS	[M+Na]+	212.119	30932474
AllCCS	[M+H]+	206.5	32859911
AllCCS	[M+H-H2O]+	204.3	32859911
AllCCS	[M+NH4]+	208.5	32859911
AllCCS	[M+Na]+	209.0	32859911
AllCCS	[M-H]-	211.7	32859911
AllCCS	[M+Na-2H]-	212.6	32859911
AllCCS	[M+HCOO]-	213.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Desoxylimonin	CC1(C)OC2CC(=O)OCC22C1CC(=O)C1(C)C2CCC2(C)C(OC(=O)C=C12)C1=COC=C1	4576.2	Standard polar	33892256
Desoxylimonin	CC1(C)OC2CC(=O)OCC22C1CC(=O)C1(C)C2CCC2(C)C(OC(=O)C=C12)C1=COC=C1	3128.7	Standard non polar	33892256
Desoxylimonin	CC1(C)OC2CC(=O)OCC22C1CC(=O)C1(C)C2CCC2(C)C(OC(=O)C=C12)C1=COC=C1	4125.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Desoxylimonin,1TMS,isomer #1	CC1(C)OC2CC(=O)OCC23C1C=C(O[Si](C)(C)C)C1(C)C2=CC(=O)OC(C4=COC=C4)C2(C)CCC13	3554.3	Semi standard non polar	33892256
Desoxylimonin,1TMS,isomer #1	CC1(C)OC2CC(=O)OCC23C1C=C(O[Si](C)(C)C)C1(C)C2=CC(=O)OC(C4=COC=C4)C2(C)CCC13	3220.9	Standard non polar	33892256
Desoxylimonin,1TBDMS,isomer #1	CC1(C)OC2CC(=O)OCC23C1C=C(O[Si](C)(C)C(C)(C)C)C1(C)C2=CC(=O)OC(C4=COC=C4)C2(C)CCC13	3796.3	Semi standard non polar	33892256
Desoxylimonin,1TBDMS,isomer #1	CC1(C)OC2CC(=O)OCC23C1C=C(O[Si](C)(C)C(C)(C)C)C1(C)C2=CC(=O)OC(C4=COC=C4)C2(C)CCC13	3442.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Desoxylimonin GC-MS (Non-derivatized) - 70eV, Positive	splash10-06y7-3354900000-1a2d738fc12f48e1868e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desoxylimonin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoxylimonin 10V, Positive-QTOF	splash10-0a4s-0004900000-98c4861db64ca2ff90c5	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoxylimonin 20V, Positive-QTOF	splash10-0002-0009700000-8602a2762d51203dbe2f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoxylimonin 40V, Positive-QTOF	splash10-0170-4917200000-ead91c36cee6555178cb	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoxylimonin 10V, Negative-QTOF	splash10-0zfr-0000900000-44b174e375e7fd106029	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoxylimonin 20V, Negative-QTOF	splash10-0pb9-2001900000-11911d33517bb8fe2f45	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoxylimonin 40V, Negative-QTOF	splash10-016v-3009200000-0f0ba3e6a512d0807220	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoxylimonin 10V, Negative-QTOF	splash10-0a4i-0000900000-90b0ff9633a1146d4589	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoxylimonin 20V, Negative-QTOF	splash10-0udi-0002900000-59c0ffe000c98ad6dc59	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoxylimonin 40V, Negative-QTOF	splash10-106s-1315900000-b620e09b1fffbf2a899a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoxylimonin 10V, Positive-QTOF	splash10-0a4i-0000900000-e4a6c18be33e55fe065c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoxylimonin 20V, Positive-QTOF	splash10-0a4i-1123900000-d6f410a4dd612921cc3e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desoxylimonin 40V, Positive-QTOF	splash10-0002-5778900000-f13ea348590aa4f305ef	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB013637

KNApSAcK ID

Not Available

Chemspider ID

23741

KEGG Compound ID

C10897

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Carbendazim

METLIN ID

Not Available

PubChem Compound

25429

PDB ID

Not Available

ChEBI ID

3392

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Desoxylimonin (HMDB0035031)

MOL for HMDB0035031 (Desoxylimonin)

3D MOL for HMDB0035031 (Desoxylimonin)

3D SDF for HMDB0035031 (Desoxylimonin)

3D-SDF for HMDB0035031 (Desoxylimonin)

PDB for HMDB0035031 (Desoxylimonin)

3D PDB for HMDB0035031 (Desoxylimonin)

SMILES for HMDB0035031 (Desoxylimonin)

INCHI for HMDB0035031 (Desoxylimonin)

Structure for HMDB0035031 (Desoxylimonin)

3D Structure for HMDB0035031 (Desoxylimonin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra