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 19:36:50 UTC

Update Date

2022-03-07 02:54:12 UTC

HMDB ID

HMDB0034711

Secondary Accession Numbers

HMDB34711

Metabolite Identification

Common Name

Protoleucomelone

Description

Protoleucomelone, also known as BL I, belongs to the class of organic compounds known as hexacarboxylic acids and derivatives. These are carboxylic acids containing exactly six carboxyl groups. Protoleucomelone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, protoleucomelone has been detected, but not quantified in, mushrooms. This could make protoleucomelone a potential biomarker for the consumption of these foods.

Structure

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


  Mrv0541 05061308012D          

 43 46  0  0  0  0            999 V2000
   -4.6794    0.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5546   -2.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645   -0.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867   -2.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5636    2.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2863   -2.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1544    1.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4515    0.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9614    1.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2585    0.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8724    0.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0025   -1.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3194    0.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1347   -1.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7566    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5134    1.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6175   -0.1276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1956   -1.7698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1264    0.3140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6723   -1.7698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017    3.3795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5834   -0.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204    1.2701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2243   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    1.5105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 13  1  1  0  0  0  0
 14  2  1  0  0  0  0
 15  3  1  0  0  0  0
 16  4  1  0  0  0  0
 17  5  1  0  0  0  0
 18  6  1  0  0  0  0
 19  7  2  0  0  0  0
 19  8  1  0  0  0  0
 20  9  2  0  0  0  0
 20 10  1  0  0  0  0
 21 11  2  0  0  0  0
 22 12  2  0  0  0  0
 22 21  1  0  0  0  0
 23 11  1  0  0  0  0
 24 12  1  0  0  0  0
 24 23  2  0  0  0  0
 25 19  1  0  0  0  0
 26 21  1  0  0  0  0
 27 25  2  0  0  0  0
 28 25  1  0  0  0  0
 29 26  2  0  0  0  0
 29 27  1  0  0  0  0
 30 26  1  0  0  0  0
 30 28  2  0  0  0  0
 31 13  2  0  0  0  0
 32 14  2  0  0  0  0
 33 15  2  0  0  0  0
 34 16  2  0  0  0  0
 35 17  2  0  0  0  0
 36 18  2  0  0  0  0
 37 13  1  0  0  0  0
 37 20  1  0  0  0  0
 38 14  1  0  0  0  0
 38 23  1  0  0  0  0
 39 15  1  0  0  0  0
 39 24  1  0  0  0  0
 40 16  1  0  0  0  0
 40 27  1  0  0  0  0
 41 17  1  0  0  0  0
 41 28  1  0  0  0  0
 42 18  1  0  0  0  0
 42 29  1  0  0  0  0
 43 22  1  0  0  0  0
 43 30  1  0  0  0  0
M  END

HMDB0034711
     RDKit          3D
Protoleucomelone
 67 70  0  0  0  0  0  0  0  0999 V2000
   -9.4915    0.6286    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0344    0.3863    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5883   -0.7225    0.0600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1039    1.3578    0.8214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7317    1.1237    0.6960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1159    1.4333   -0.4963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625    1.1882   -0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0494    0.6511    0.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6286    0.4435    0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1994   -0.7219   -0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1025   -1.6984   -0.7397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7442   -1.7483   -1.9475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7047   -2.8484   -2.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5259   -0.8614   -2.7982 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679   -0.9087   -0.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6373   -2.0632   -1.1938 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7816   -2.2147   -2.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2885   -3.4843   -3.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4839   -1.2792   -3.3206 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520    0.0741   -0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6024    1.2486    0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6080    2.0327    0.7064 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7176    1.4467    0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465    1.8454    0.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0246    1.0161   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3551    1.4045   -0.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1698    1.1917    1.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5813    1.6508    0.9492 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7092    0.6033    2.0409 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7495   -0.2021   -0.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7512   -1.0133   -1.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2961   -1.9822   -0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3710   -2.8741   -0.8488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8599   -2.0942    0.7998 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4190   -0.5917   -0.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4320    0.2285   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7556    1.4268    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2762    2.5566    1.2496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4602    2.6721    2.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0168    3.8747    3.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1327    1.6938    3.3384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6857    0.3560    1.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0389    0.5932    1.7616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9161    1.0749   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9710   -0.3556    0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7199    1.2671    1.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7206    1.8463   -1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2882    1.4360   -1.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6510   -3.6299   -1.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4493   -3.3454   -3.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7503   -2.4614   -2.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1309   -3.8728   -2.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5107   -4.2864   -3.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6708   -3.3908   -4.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2723    2.8124    0.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1982    0.7625    0.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9442    1.9805    1.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6836    2.4099    0.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9498   -3.7911   -1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9787   -2.3869   -1.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0259   -3.1764   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1985   -1.5328   -1.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6187    4.4928    2.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1740    4.4698    3.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6204    3.5661    4.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1059   -0.0595    2.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5339    0.3518    2.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  2  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
 26 27  1  0
 27 28  1  0
 27 29  2  0
 25 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 30 35  1  0
 35 36  2  0
 21 37  2  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 39 41  2  0
  8 42  1  0
 42 43  2  0
 43  5  1  0
 37  9  1  0
 36 20  1  0
 36 23  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  6 47  1  0
  7 48  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 24 55  1  0
 28 56  1  0
 28 57  1  0
 28 58  1  0
 33 59  1  0
 33 60  1  0
 33 61  1  0
 35 62  1  0
 40 63  1  0
 40 64  1  0
 40 65  1  0
 42 66  1  0
 43 67  1  0
M  END


  Mrv0541 05061308012D          

 43 46  0  0  0  0            999 V2000
   -4.6794    0.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5546   -2.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645   -0.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867   -2.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5636    2.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2863   -2.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1544    1.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4515    0.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9614    1.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2585    0.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8724    0.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0025   -1.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3194    0.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1347   -1.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7566    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5134    1.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6175   -0.1276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1956   -1.7698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1264    0.3140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6723   -1.7698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017    3.3795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5834   -0.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204    1.2701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2243   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    1.5105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 13  1  1  0  0  0  0
 14  2  1  0  0  0  0
 15  3  1  0  0  0  0
 16  4  1  0  0  0  0
 17  5  1  0  0  0  0
 18  6  1  0  0  0  0
 19  7  2  0  0  0  0
 19  8  1  0  0  0  0
 20  9  2  0  0  0  0
 20 10  1  0  0  0  0
 21 11  2  0  0  0  0
 22 12  2  0  0  0  0
 22 21  1  0  0  0  0
 23 11  1  0  0  0  0
 24 12  1  0  0  0  0
 24 23  2  0  0  0  0
 25 19  1  0  0  0  0
 26 21  1  0  0  0  0
 27 25  2  0  0  0  0
 28 25  1  0  0  0  0
 29 26  2  0  0  0  0
 29 27  1  0  0  0  0
 30 26  1  0  0  0  0
 30 28  2  0  0  0  0
 31 13  2  0  0  0  0
 32 14  2  0  0  0  0
 33 15  2  0  0  0  0
 34 16  2  0  0  0  0
 35 17  2  0  0  0  0
 36 18  2  0  0  0  0
 37 13  1  0  0  0  0
 37 20  1  0  0  0  0
 38 14  1  0  0  0  0
 38 23  1  0  0  0  0
 39 15  1  0  0  0  0
 39 24  1  0  0  0  0
 40 16  1  0  0  0  0
 40 27  1  0  0  0  0
 41 17  1  0  0  0  0
 41 28  1  0  0  0  0
 42 18  1  0  0  0  0
 42 29  1  0  0  0  0
 43 22  1  0  0  0  0
 43 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034711

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1=CC=C(C=C1)C1=C(OC(C)=O)C(OC(C)=O)=C2C(OC3=CC(OC(C)=O)=C(OC(C)=O)C=C23)=C1OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H24O13/c1-13(31)37-20-9-7-19(8-10-20)25-27(40-16(4)34)29(42-18(6)36)26-21-11-23(38-14(2)32)24(39-15(3)33)12-22(21)43-30(26)28(25)41-17(5)35/h7-12H,1-6H3

> <INCHI_KEY>
LSEKLPKUWRDLKY-UHFFFAOYSA-N

> <FORMULA>
C30H24O13

> <MOLECULAR_WEIGHT>
592.5038

> <EXACT_MASS>
592.121690854

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
59.616845344631805

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,6,11,12-tetrakis(acetyloxy)-5-[4-(acetyloxy)phenyl]-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-4-yl acetate

> <ALOGPS_LOGP>
4.29

> <JCHEM_LOGP>
2.4420383049999987

> <ALOGPS_LOGS>
-4.71

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.90187029226006

> <JCHEM_POLAR_SURFACE_AREA>
170.93999999999994

> <JCHEM_REFRACTIVITY>
143.1574

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,6,11,12-tetrakis(acetyloxy)-5-[4-(acetyloxy)phenyl]-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034711
     RDKit          3D
Protoleucomelone
 67 70  0  0  0  0  0  0  0  0999 V2000
   -9.4915    0.6286    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0344    0.3863    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5883   -0.7225    0.0600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1039    1.3578    0.8214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7317    1.1237    0.6960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1159    1.4333   -0.4963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625    1.1882   -0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0494    0.6511    0.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6286    0.4435    0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1994   -0.7219   -0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1025   -1.6984   -0.7397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7442   -1.7483   -1.9475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7047   -2.8484   -2.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5259   -0.8614   -2.7982 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679   -0.9087   -0.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6373   -2.0632   -1.1938 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7816   -2.2147   -2.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2885   -3.4843   -3.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4839   -1.2792   -3.3206 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520    0.0741   -0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6024    1.2486    0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6080    2.0327    0.7064 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7176    1.4467    0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465    1.8454    0.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0246    1.0161   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3551    1.4045   -0.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1698    1.1917    1.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5813    1.6508    0.9492 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7092    0.6033    2.0409 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7495   -0.2021   -0.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7512   -1.0133   -1.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2961   -1.9822   -0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3710   -2.8741   -0.8488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8599   -2.0942    0.7998 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4190   -0.5917   -0.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4320    0.2285   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7556    1.4268    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2762    2.5566    1.2496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4602    2.6721    2.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0168    3.8747    3.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1327    1.6938    3.3384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6857    0.3560    1.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0389    0.5932    1.7616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9161    1.0749   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9710   -0.3556    0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7199    1.2671    1.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7206    1.8463   -1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2882    1.4360   -1.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6510   -3.6299   -1.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4493   -3.3454   -3.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7503   -2.4614   -2.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1309   -3.8728   -2.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5107   -4.2864   -3.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6708   -3.3908   -4.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2723    2.8124    0.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1982    0.7625    0.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9442    1.9805    1.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6836    2.4099    0.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9498   -3.7911   -1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9787   -2.3869   -1.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0259   -3.1764   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1985   -1.5328   -1.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6187    4.4928    2.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1740    4.4698    3.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6204    3.5661    4.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1059   -0.0595    2.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5339    0.3518    2.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  2  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
 26 27  1  0
 27 28  1  0
 27 29  2  0
 25 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 30 35  1  0
 35 36  2  0
 21 37  2  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 39 41  2  0
  8 42  1  0
 42 43  2  0
 43  5  1  0
 37  9  1  0
 36 20  1  0
 36 23  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  6 47  1  0
  7 48  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 24 55  1  0
 28 56  1  0
 28 57  1  0
 28 58  1  0
 33 59  1  0
 33 60  1  0
 33 61  1  0
 35 62  1  0
 40 63  1  0
 40 64  1  0
 40 65  1  0
 42 66  1  0
 43 67  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      -8.735   1.547   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.502  -4.128   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.454  -1.199   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.282  -4.128   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.919   4.523   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.268  -3.944   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.155   2.875   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.709   0.266   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.661   3.195   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.216   0.586   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.411  -0.695   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.362   2.235   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.228   1.226   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.471  -2.983   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.930   0.266   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.251  -2.983   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.412   4.844   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.792  -2.479   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.679   1.410   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.692   2.051   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.380   0.450   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.856   1.914   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.917  -0.374   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.393   1.090   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.173   1.090   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.840   0.450   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.303  -0.374   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.858   2.235   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.810  -0.695   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.364   1.914   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -6.753  -0.238   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       5.965  -3.304   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      11.436   0.586   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       1.255  -3.304   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       0.937   6.308   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       4.822  -1.335   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -6.198   2.371   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       7.947  -1.519   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       8.899   1.410   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -0.727  -1.519   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       0.382   3.699   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       2.285  -2.159   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       3.610   2.820   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   16                                                            
CONECT    5   17                                                            
CONECT    6   18                                                            
CONECT    7    9   19                                                       
CONECT    8   10   19                                                       
CONECT    9    7   20                                                       
CONECT   10    8   20                                                       
CONECT   11   21   23                                                       
CONECT   12   22   24                                                       
CONECT   13    1   31   37                                                  
CONECT   14    2   32   38                                                  
CONECT   15    3   33   39                                                  
CONECT   16    4   34   40                                                  
CONECT   17    5   35   41                                                  
CONECT   18    6   36   42                                                  
CONECT   19    7    8   25                                                  
CONECT   20    9   10   37                                                  
CONECT   21   11   22   26                                                  
CONECT   22   12   21   43                                                  
CONECT   23   11   24   38                                                  
CONECT   24   12   23   39                                                  
CONECT   25   19   27   28                                                  
CONECT   26   21   29   30                                                  
CONECT   27   25   29   40                                                  
CONECT   28   25   30   41                                                  
CONECT   29   26   27   42                                                  
CONECT   30   26   28   43                                                  
CONECT   31   13                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   16                                                            
CONECT   35   17                                                            
CONECT   36   18                                                            
CONECT   37   13   20                                                       
CONECT   38   14   23                                                       
CONECT   39   15   24                                                       
CONECT   40   16   27                                                       
CONECT   41   17   28                                                       
CONECT   42   18   29                                                       
CONECT   43   22   30                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

COMPND    HMDB0034711
HETATM    1  C1  UNL     1      -9.492   0.629   0.615  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.034   0.386   0.485  1.00  0.00           C  
HETATM    3  O1  UNL     1      -7.588  -0.722   0.060  1.00  0.00           O  
HETATM    4  O2  UNL     1      -7.104   1.358   0.821  1.00  0.00           O  
HETATM    5  C3  UNL     1      -5.732   1.124   0.696  1.00  0.00           C  
HETATM    6  C4  UNL     1      -5.116   1.433  -0.496  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.762   1.188  -0.582  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.049   0.651   0.490  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.629   0.444   0.255  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.199  -0.722  -0.356  1.00  0.00           C  
HETATM   11  O3  UNL     1      -2.103  -1.698  -0.740  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.744  -1.748  -1.947  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.705  -2.848  -2.268  1.00  0.00           C  
HETATM   14  O4  UNL     1      -2.526  -0.861  -2.798  1.00  0.00           O  
HETATM   15  C11 UNL     1       0.168  -0.909  -0.584  1.00  0.00           C  
HETATM   16  O5  UNL     1       0.637  -2.063  -1.194  1.00  0.00           O  
HETATM   17  C12 UNL     1       0.782  -2.215  -2.555  1.00  0.00           C  
HETATM   18  C13 UNL     1       1.288  -3.484  -3.105  1.00  0.00           C  
HETATM   19  O6  UNL     1       0.484  -1.279  -3.321  1.00  0.00           O  
HETATM   20  C14 UNL     1       1.052   0.074  -0.193  1.00  0.00           C  
HETATM   21  C15 UNL     1       0.602   1.249   0.424  1.00  0.00           C  
HETATM   22  O7  UNL     1       1.608   2.033   0.706  1.00  0.00           O  
HETATM   23  C16 UNL     1       2.718   1.447   0.310  1.00  0.00           C  
HETATM   24  C17 UNL     1       4.047   1.845   0.373  1.00  0.00           C  
HETATM   25  C18 UNL     1       5.025   1.016  -0.128  1.00  0.00           C  
HETATM   26  O8  UNL     1       6.355   1.405  -0.073  1.00  0.00           O  
HETATM   27  C19 UNL     1       7.170   1.192   1.005  1.00  0.00           C  
HETATM   28  C20 UNL     1       8.581   1.651   0.949  1.00  0.00           C  
HETATM   29  O9  UNL     1       6.709   0.603   2.041  1.00  0.00           O  
HETATM   30  C21 UNL     1       4.750  -0.202  -0.694  1.00  0.00           C  
HETATM   31  O10 UNL     1       5.751  -1.013  -1.189  1.00  0.00           O  
HETATM   32  C22 UNL     1       6.296  -1.982  -0.369  1.00  0.00           C  
HETATM   33  C23 UNL     1       7.371  -2.874  -0.849  1.00  0.00           C  
HETATM   34  O11 UNL     1       5.860  -2.094   0.800  1.00  0.00           O  
HETATM   35  C24 UNL     1       3.419  -0.592  -0.752  1.00  0.00           C  
HETATM   36  C25 UNL     1       2.432   0.229  -0.255  1.00  0.00           C  
HETATM   37  C26 UNL     1      -0.756   1.427   0.647  1.00  0.00           C  
HETATM   38  O12 UNL     1      -1.276   2.557   1.250  1.00  0.00           O  
HETATM   39  C27 UNL     1      -1.460   2.672   2.619  1.00  0.00           C  
HETATM   40  C28 UNL     1      -2.017   3.875   3.280  1.00  0.00           C  
HETATM   41  O13 UNL     1      -1.133   1.694   3.338  1.00  0.00           O  
HETATM   42  C29 UNL     1      -3.686   0.356   1.654  1.00  0.00           C  
HETATM   43  C30 UNL     1      -5.039   0.593   1.762  1.00  0.00           C  
HETATM   44  H1  UNL     1      -9.916   1.075  -0.319  1.00  0.00           H  
HETATM   45  H2  UNL     1      -9.971  -0.356   0.775  1.00  0.00           H  
HETATM   46  H3  UNL     1      -9.720   1.267   1.480  1.00  0.00           H  
HETATM   47  H4  UNL     1      -5.721   1.846  -1.290  1.00  0.00           H  
HETATM   48  H5  UNL     1      -3.288   1.436  -1.519  1.00  0.00           H  
HETATM   49  H6  UNL     1      -3.651  -3.630  -1.466  1.00  0.00           H  
HETATM   50  H7  UNL     1      -3.449  -3.345  -3.220  1.00  0.00           H  
HETATM   51  H8  UNL     1      -4.750  -2.461  -2.238  1.00  0.00           H  
HETATM   52  H9  UNL     1       2.131  -3.873  -2.476  1.00  0.00           H  
HETATM   53  H10 UNL     1       0.511  -4.286  -3.127  1.00  0.00           H  
HETATM   54  H11 UNL     1       1.671  -3.391  -4.136  1.00  0.00           H  
HETATM   55  H12 UNL     1       4.272   2.812   0.821  1.00  0.00           H  
HETATM   56  H13 UNL     1       9.198   0.763   0.671  1.00  0.00           H  
HETATM   57  H14 UNL     1       8.944   1.981   1.948  1.00  0.00           H  
HETATM   58  H15 UNL     1       8.684   2.410   0.176  1.00  0.00           H  
HETATM   59  H16 UNL     1       6.950  -3.791  -1.332  1.00  0.00           H  
HETATM   60  H17 UNL     1       7.979  -2.387  -1.660  1.00  0.00           H  
HETATM   61  H18 UNL     1       8.026  -3.176  -0.005  1.00  0.00           H  
HETATM   62  H19 UNL     1       3.198  -1.533  -1.186  1.00  0.00           H  
HETATM   63  H20 UNL     1      -2.619   4.493   2.587  1.00  0.00           H  
HETATM   64  H21 UNL     1      -1.174   4.470   3.683  1.00  0.00           H  
HETATM   65  H22 UNL     1      -2.620   3.566   4.182  1.00  0.00           H  
HETATM   66  H23 UNL     1      -3.106  -0.059   2.469  1.00  0.00           H  
HETATM   67  H24 UNL     1      -5.534   0.352   2.697  1.00  0.00           H  
CONECT    1    2   44   45   46
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    6   43
CONECT    6    7   47
CONECT    7    8    8   48
CONECT    8    9   42
CONECT    9   10   10   37
CONECT   10   11   15
CONECT   11   12
CONECT   12   13   14   14
CONECT   13   49   50   51
CONECT   15   16   20   20
CONECT   16   17
CONECT   17   18   19   19
CONECT   18   52   53   54
CONECT   20   21   36
CONECT   21   22   37   37
CONECT   22   23
CONECT   23   24   24   36
CONECT   24   25   55
CONECT   25   26   30   30
CONECT   26   27
CONECT   27   28   29   29
CONECT   28   56   57   58
CONECT   30   31   35
CONECT   31   32
CONECT   32   33   34   34
CONECT   33   59   60   61
CONECT   35   36   36   62
CONECT   37   38
CONECT   38   39
CONECT   39   40   41   41
CONECT   40   63   64   65
CONECT   42   43   43   66
CONECT   43   67
END

HMDB0034711
     RDKit          3D
Protoleucomelone
 67 70  0  0  0  0  0  0  0  0999 V2000
   -9.4915    0.6286    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0344    0.3863    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5883   -0.7225    0.0600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1039    1.3578    0.8214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7317    1.1237    0.6960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1159    1.4333   -0.4963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7625    1.1882   -0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0494    0.6511    0.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6286    0.4435    0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1994   -0.7219   -0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1025   -1.6984   -0.7397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7442   -1.7483   -1.9475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7047   -2.8484   -2.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5259   -0.8614   -2.7982 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679   -0.9087   -0.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6373   -2.0632   -1.1938 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7816   -2.2147   -2.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2885   -3.4843   -3.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4839   -1.2792   -3.3206 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520    0.0741   -0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6024    1.2486    0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6080    2.0327    0.7064 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7176    1.4467    0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465    1.8454    0.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0246    1.0161   -0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3551    1.4045   -0.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1698    1.1917    1.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5813    1.6508    0.9492 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7092    0.6033    2.0409 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7495   -0.2021   -0.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7512   -1.0133   -1.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2961   -1.9822   -0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3710   -2.8741   -0.8488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8599   -2.0942    0.7998 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4190   -0.5917   -0.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4320    0.2285   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7556    1.4268    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2762    2.5566    1.2496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4602    2.6721    2.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0168    3.8747    3.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1327    1.6938    3.3384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6857    0.3560    1.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0389    0.5932    1.7616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9161    1.0749   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9710   -0.3556    0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7199    1.2671    1.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7206    1.8463   -1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2882    1.4360   -1.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6510   -3.6299   -1.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4493   -3.3454   -3.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7503   -2.4614   -2.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1309   -3.8728   -2.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5107   -4.2864   -3.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6708   -3.3908   -4.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2723    2.8124    0.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1982    0.7625    0.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9442    1.9805    1.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6836    2.4099    0.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9498   -3.7911   -1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9787   -2.3869   -1.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0259   -3.1764   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1985   -1.5328   -1.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6187    4.4928    2.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1740    4.4698    3.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6204    3.5661    4.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1059   -0.0595    2.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5339    0.3518    2.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  2  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
 26 27  1  0
 27 28  1  0
 27 29  2  0
 25 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 30 35  1  0
 35 36  2  0
 21 37  2  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 39 41  2  0
  8 42  1  0
 42 43  2  0
 43  5  1  0
 37  9  1  0
 36 20  1  0
 36 23  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  6 47  1  0
  7 48  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 18 52  1  0
 18 53  1  0
 18 54  1  0
 24 55  1  0
 28 56  1  0
 28 57  1  0
 28 58  1  0
 33 59  1  0
 33 60  1  0
 33 61  1  0
 35 62  1  0
 40 63  1  0
 40 64  1  0
 40 65  1  0
 42 66  1  0
 43 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,4,2',3',5',6',4"-hepataacetoxy-p-terphenyl	HMDB
BL I	HMDB
5,10,12,13-Tetrakis(acetyloxy)-11-[4-(acetyloxy)phenyl]-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-4-yl acetic acid	Generator

Chemical Formula

C₃₀H₂₄O₁₃

Average Molecular Weight

592.5038

Monoisotopic Molecular Weight

592.121690854

IUPAC Name

3,6,11,12-tetrakis(acetyloxy)-5-[4-(acetyloxy)phenyl]-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-4-yl acetate

Traditional Name

3,6,11,12-tetrakis(acetyloxy)-5-[4-(acetyloxy)phenyl]-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-4-yl acetate

CAS Registry Number

112209-51-5

SMILES

CC(=O)OC1=CC=C(C=C1)C1=C(OC(C)=O)C(OC(C)=O)=C2C(OC3=CC(OC(C)=O)=C(OC(C)=O)C=C23)=C1OC(C)=O

InChI Identifier

InChI=1S/C30H24O13/c1-13(31)37-20-9-7-19(8-10-20)25-27(40-16(4)34)29(42-18(6)36)26-21-11-23(38-14(2)32)24(39-15(3)33)12-22(21)43-30(26)28(25)41-17(5)35/h7-12H,1-6H3

InChI Key

LSEKLPKUWRDLKY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexacarboxylic acids and derivatives. These are carboxylic acids containing exactly six carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Hexacarboxylic acids and derivatives

Direct Parent

Hexacarboxylic acids and derivatives

Alternative Parents

Substituents

Hexacarboxylic acid or derivatives
Phenylbenzofuran
Dibenzofuran
Phenol ester
Benzofuran
Phenoxy compound
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Furan
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0034711)

Cellular substructure

Membrane (HMDB: HMDB0034711)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034711)

Source

Endogenous

Plant

Plant (HMDB: HMDB0034711)

Exogenous

Food

Food (HMDB: HMDB0034711)

Not Available

Nutrient (HMDB: HMDB0034711)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	203 - 204 °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	0.012 g/L	ALOGPS
logP	4.29	ALOGPS
logP	2.44	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	170.94 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	143.16 m³·mol⁻¹	ChemAxon
Polarizability	59.62 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	236.58	31661259
DarkChem	[M-H]-	231.18	31661259
DeepCCS	[M-2H]-	252.631	30932474
DeepCCS	[M+Na]+	227.423	30932474
AllCCS	[M+H]+	234.9	32859911
AllCCS	[M+H-H2O]+	233.4	32859911
AllCCS	[M+NH4]+	236.3	32859911
AllCCS	[M+Na]+	236.7	32859911
AllCCS	[M-H]-	236.0	32859911
AllCCS	[M+Na-2H]-	237.7	32859911
AllCCS	[M+HCOO]-	239.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Protoleucomelone	CC(=O)OC1=CC=C(C=C1)C1=C(OC(C)=O)C(OC(C)=O)=C2C(OC3=CC(OC(C)=O)=C(OC(C)=O)C=C23)=C1OC(C)=O	6258.7	Standard polar	33892256
Protoleucomelone	CC(=O)OC1=CC=C(C=C1)C1=C(OC(C)=O)C(OC(C)=O)=C2C(OC3=CC(OC(C)=O)=C(OC(C)=O)C=C23)=C1OC(C)=O	4340.3	Standard non polar	33892256
Protoleucomelone	CC(=O)OC1=CC=C(C=C1)C1=C(OC(C)=O)C(OC(C)=O)=C2C(OC3=CC(OC(C)=O)=C(OC(C)=O)C=C23)=C1OC(C)=O	3999.2	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 - Protoleucomelone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-0000090000-041cdc12b1d19f3e4b70	2017-09-01	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 - Protoleucomelone 10V, Positive-QTOF	splash10-0udi-0000090000-2939433825900edf7eb1	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Protoleucomelone 20V, Positive-QTOF	splash10-0pb9-0000090000-a63d04269007a5e8f9f8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Protoleucomelone 40V, Positive-QTOF	splash10-0a4i-0000090000-21153bf3ff14001c51ba	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Protoleucomelone 10V, Negative-QTOF	splash10-0002-0000090000-b0e8c219ee0a3b76b356	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Protoleucomelone 20V, Negative-QTOF	splash10-052b-0000090000-0e573d72b9eabad9a4f9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Protoleucomelone 40V, Negative-QTOF	splash10-0a4i-1000090000-87a1c37a21936b002c5d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Protoleucomelone 10V, Negative-QTOF	splash10-052g-0000090000-9eaede35d8def74b7c83	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Protoleucomelone 20V, Negative-QTOF	splash10-0a4i-0000090000-9950e24ec86c0b078d00	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Protoleucomelone 40V, Negative-QTOF	splash10-0a4i-0000290000-48f3781e5b18a6c1eb38	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Protoleucomelone 10V, Positive-QTOF	splash10-0pb9-0000090000-1e3e44afc87b97849ab1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Protoleucomelone 20V, Positive-QTOF	splash10-0a4i-0000090000-74fa154a0a0951be407e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Protoleucomelone 40V, Positive-QTOF	splash10-0a4i-0000190000-6dcb64208fc28c2a47aa	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB013246

KNApSAcK ID

Not Available

Chemspider ID

30777064

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13889541

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 Protoleucomelone (HMDB0034711)

MOL for HMDB0034711 (Protoleucomelone)

3D MOL for HMDB0034711 (Protoleucomelone)

3D SDF for HMDB0034711 (Protoleucomelone)

3D-SDF for HMDB0034711 (Protoleucomelone)

PDB for HMDB0034711 (Protoleucomelone)

3D PDB for HMDB0034711 (Protoleucomelone)

SMILES for HMDB0034711 (Protoleucomelone)

INCHI for HMDB0034711 (Protoleucomelone)

Structure for HMDB0034711 (Protoleucomelone)

3D Structure for HMDB0034711 (Protoleucomelone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra