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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:04:02 UTC

Update Date

2022-03-07 02:56:15 UTC

HMDB ID

HMDB0039565

Secondary Accession Numbers

HMDB39565

Metabolite Identification

Common Name

BL II

Description

BL II belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. BL II has been detected, but not quantified in, a few different foods, such as common mushrooms (Agaricus bisporus), mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make BL II a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on BL II.

Structure

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


  Mrv0541 05061311142D          

 40 43  0  0  0  0            999 V2000
    3.1956   -1.7698    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
    2.5834   -0.7152    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
    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
    4.5546   -2.2114    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
    2.2863   -2.1129    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
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 12  1  1  0  0  0  0
 13  2  1  0  0  0  0
 14  3  1  0  0  0  0
 15  4  1  0  0  0  0
 16  5  1  0  0  0  0
 17  6  2  0  0  0  0
 17  7  1  0  0  0  0
 18  8  2  0  0  0  0
 18  9  1  0  0  0  0
 19 10  2  0  0  0  0
 20 11  2  0  0  0  0
 20 19  1  0  0  0  0
 21 10  1  0  0  0  0
 22 11  1  0  0  0  0
 22 21  2  0  0  0  0
 23 17  1  0  0  0  0
 24 19  1  0  0  0  0
 25 23  2  0  0  0  0
 26 23  1  0  0  0  0
 27 24  2  0  0  0  0
 27 25  1  0  0  0  0
 28 24  1  0  0  0  0
 28 26  2  0  0  0  0
 29 12  2  0  0  0  0
 30 13  2  0  0  0  0
 31 14  2  0  0  0  0
 32 15  2  0  0  0  0
 33 16  2  0  0  0  0
 34 18  1  0  0  0  0
 35 12  1  0  0  0  0
 35 21  1  0  0  0  0
 36 13  1  0  0  0  0
 36 22  1  0  0  0  0
 37 14  1  0  0  0  0
 37 25  1  0  0  0  0
 38 15  1  0  0  0  0
 38 26  1  0  0  0  0
 39 16  1  0  0  0  0
 39 27  1  0  0  0  0
 40 20  1  0  0  0  0
 40 28  1  0  0  0  0
M  END

HMDB0039565
     RDKit          3D
BL II
 62 65  0  0  0  0  0  0  0  0999 V2000
    8.0065   -1.2731    0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5300   -1.1437    0.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9524   -1.8830   -0.5045 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7600   -0.2206    1.0134 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3814   -0.0817    0.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4774   -0.8571    1.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1059   -0.6826    1.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0360   -1.2561    1.7740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0634   -0.7690    1.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4202   -1.0322    1.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7713   -2.0123    2.3590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8966   -3.3143    1.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2718   -4.3884    2.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7073   -3.6336    0.6909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3841   -0.3395    0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7694   -0.6483    0.9725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4392   -0.1209    2.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7665   -0.3827    2.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4838   -1.2031    1.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8179   -1.4698    1.7465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8452   -1.7386    0.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5125   -1.4704    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0327    0.6366   -0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9334    1.3747   -0.9001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4777    1.0109   -2.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4354    1.9432   -2.7470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1498   -0.0910   -2.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6988    0.9081   -0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3170    1.8673   -1.2441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2276    3.2187   -0.9546 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2036    4.1319   -2.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218    3.5695    0.2138 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2928    0.2152    0.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6618    0.2520    0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5515    1.0268   -0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9268    0.8570   -0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.6458   -0.7977 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2151    1.2342   -2.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1768    2.0600   -2.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7532    0.1535   -2.4954 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2793   -2.3316    0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5841   -0.9612   -0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3170   -0.6523    1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7923   -1.5901    2.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7199   -5.2666    2.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3737   -4.8107    3.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0412   -4.0608    3.5543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8481    0.5258    2.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2698    0.0372    3.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5405   -0.8566    1.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4146   -2.3865   -0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0398   -1.9027   -0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0480    2.3842   -1.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8546    2.7764   -3.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0914    1.4337   -3.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3853    5.1643   -1.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6174    4.1313   -2.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1075    3.7589   -2.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2607    1.7612   -1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8434    2.6367   -2.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7864    1.3778   -3.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6055    2.7379   -3.5266 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  1  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  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 15 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 23 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 28 33  2  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  2  0
 36  5  1  0
 34  7  2  0
 33  9  1  0
 22 16  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  6 44  1  0
 13 45  1  0
 13 46  1  0
 13 47  1  0
 17 48  1  0
 18 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 26 53  1  0
 26 54  1  0
 26 55  1  0
 31 56  1  0
 31 57  1  0
 31 58  1  0
 35 59  1  0
 39 60  1  0
 39 61  1  0
 39 62  1  0
M  END


  Mrv0541 05061311142D          

 40 43  0  0  0  0            999 V2000
    3.1956   -1.7698    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
    2.5834   -0.7152    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
    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
    4.5546   -2.2114    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
    2.2863   -2.1129    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
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 12  1  1  0  0  0  0
 13  2  1  0  0  0  0
 14  3  1  0  0  0  0
 15  4  1  0  0  0  0
 16  5  1  0  0  0  0
 17  6  2  0  0  0  0
 17  7  1  0  0  0  0
 18  8  2  0  0  0  0
 18  9  1  0  0  0  0
 19 10  2  0  0  0  0
 20 11  2  0  0  0  0
 20 19  1  0  0  0  0
 21 10  1  0  0  0  0
 22 11  1  0  0  0  0
 22 21  2  0  0  0  0
 23 17  1  0  0  0  0
 24 19  1  0  0  0  0
 25 23  2  0  0  0  0
 26 23  1  0  0  0  0
 27 24  2  0  0  0  0
 27 25  1  0  0  0  0
 28 24  1  0  0  0  0
 28 26  2  0  0  0  0
 29 12  2  0  0  0  0
 30 13  2  0  0  0  0
 31 14  2  0  0  0  0
 32 15  2  0  0  0  0
 33 16  2  0  0  0  0
 34 18  1  0  0  0  0
 35 12  1  0  0  0  0
 35 21  1  0  0  0  0
 36 13  1  0  0  0  0
 36 22  1  0  0  0  0
 37 14  1  0  0  0  0
 37 25  1  0  0  0  0
 38 15  1  0  0  0  0
 38 26  1  0  0  0  0
 39 16  1  0  0  0  0
 39 27  1  0  0  0  0
 40 20  1  0  0  0  0
 40 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039565

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1=C(OC(C)=O)C=C2C(OC3=C(OC(C)=O)C(C4=CC=C(O)C=C4)=C(OC(C)=O)C(OC(C)=O)=C23)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H22O12/c1-12(29)35-21-10-19-20(11-22(21)36-13(2)30)40-28-24(19)27(39-16(5)33)25(37-14(3)31)23(26(28)38-15(4)32)17-6-8-18(34)9-7-17/h6-11,34H,1-5H3

> <INCHI_KEY>
BKYOIMKDXAUYEQ-UHFFFAOYSA-N

> <FORMULA>
C28H22O12

> <MOLECULAR_WEIGHT>
550.4671

> <EXACT_MASS>
550.111126168

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
54.71160709175008

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,10,12,13-tetrakis(acetyloxy)-11-(4-hydroxyphenyl)-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-4-yl acetate

> <ALOGPS_LOGP>
4.04

> <JCHEM_LOGP>
2.531212008999999

> <ALOGPS_LOGS>
-4.40

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.395674603111768

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9020583860997635

> <JCHEM_POLAR_SURFACE_AREA>
164.87

> <JCHEM_REFRACTIVITY>
134.00589999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,10,12,13-tetrakis(acetyloxy)-11-(4-hydroxyphenyl)-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039565
     RDKit          3D
BL II
 62 65  0  0  0  0  0  0  0  0999 V2000
    8.0065   -1.2731    0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5300   -1.1437    0.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9524   -1.8830   -0.5045 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7600   -0.2206    1.0134 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3814   -0.0817    0.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4774   -0.8571    1.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1059   -0.6826    1.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0360   -1.2561    1.7740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0634   -0.7690    1.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4202   -1.0322    1.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7713   -2.0123    2.3590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8966   -3.3143    1.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2718   -4.3884    2.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7073   -3.6336    0.6909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3841   -0.3395    0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7694   -0.6483    0.9725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4392   -0.1209    2.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7665   -0.3827    2.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4838   -1.2031    1.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8179   -1.4698    1.7465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8452   -1.7386    0.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5125   -1.4704    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0327    0.6366   -0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9334    1.3747   -0.9001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4777    1.0109   -2.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4354    1.9432   -2.7470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1498   -0.0910   -2.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6988    0.9081   -0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3170    1.8673   -1.2441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2276    3.2187   -0.9546 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2036    4.1319   -2.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218    3.5695    0.2138 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2928    0.2152    0.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6618    0.2520    0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5515    1.0268   -0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9268    0.8570   -0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.6458   -0.7977 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2151    1.2342   -2.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1768    2.0600   -2.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7532    0.1535   -2.4954 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2793   -2.3316    0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5841   -0.9612   -0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3170   -0.6523    1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7923   -1.5901    2.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7199   -5.2666    2.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3737   -4.8107    3.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0412   -4.0608    3.5543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8481    0.5258    2.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2698    0.0372    3.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5405   -0.8566    1.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4146   -2.3865   -0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0398   -1.9027   -0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0480    2.3842   -1.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8546    2.7764   -3.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0914    1.4337   -3.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3853    5.1643   -1.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6174    4.1313   -2.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1075    3.7589   -2.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2607    1.7612   -1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8434    2.6367   -2.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7864    1.3778   -3.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6055    2.7379   -3.5266 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  1  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  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 15 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 23 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 28 33  2  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  2  0
 36  5  1  0
 34  7  2  0
 33  9  1  0
 22 16  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  6 44  1  0
 13 45  1  0
 13 46  1  0
 13 47  1  0
 17 48  1  0
 18 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 26 53  1  0
 26 54  1  0
 26 55  1  0
 31 56  1  0
 31 57  1  0
 31 58  1  0
 35 59  1  0
 39 60  1  0
 39 61  1  0
 39 62  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.965  -3.304   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.454  -1.199   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.282  -4.128   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.919   4.523   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.822  -1.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.155   2.875   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.709   0.266   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.661   3.195   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.216   0.586   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.411  -0.695   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.362   2.235   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.471  -2.983   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.930   0.266   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.251  -2.983   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.412   4.844   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.792  -2.479   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.679   1.410   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.692   2.051   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.380   0.450   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.856   1.914   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.917  -0.374   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.393   1.090   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.173   1.090   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.840   0.450   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.303  -0.374   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.858   2.235   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.810  -0.695   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.364   1.914   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.502  -4.128   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      11.436   0.586   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       1.255  -3.304   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.937   6.308   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       4.268  -3.944   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -6.198   2.371   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       7.947  -1.519   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       8.899   1.410   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -0.727  -1.519   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       0.382   3.699   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       2.285  -2.159   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       3.610   2.820   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   15                                                            
CONECT    5   16                                                            
CONECT    6    8   17                                                       
CONECT    7    9   17                                                       
CONECT    8    6   18                                                       
CONECT    9    7   18                                                       
CONECT   10   19   21                                                       
CONECT   11   20   22                                                       
CONECT   12    1   29   35                                                  
CONECT   13    2   30   36                                                  
CONECT   14    3   31   37                                                  
CONECT   15    4   32   38                                                  
CONECT   16    5   33   39                                                  
CONECT   17    6    7   23                                                  
CONECT   18    8    9   34                                                  
CONECT   19   10   20   24                                                  
CONECT   20   11   19   40                                                  
CONECT   21   10   22   35                                                  
CONECT   22   11   21   36                                                  
CONECT   23   17   25   26                                                  
CONECT   24   19   27   28                                                  
CONECT   25   23   27   37                                                  
CONECT   26   23   28   38                                                  
CONECT   27   24   25   39                                                  
CONECT   28   24   26   40                                                  
CONECT   29   12                                                            
CONECT   30   13                                                            
CONECT   31   14                                                            
CONECT   32   15                                                            
CONECT   33   16                                                            
CONECT   34   18                                                            
CONECT   35   12   21                                                       
CONECT   36   13   22                                                       
CONECT   37   14   25                                                       
CONECT   38   15   26                                                       
CONECT   39   16   27                                                       
CONECT   40   20   28                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   86    0
END

COMPND    HMDB0039565
HETATM    1  C1  UNL     1       8.007  -1.273   0.553  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.530  -1.144   0.327  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.952  -1.883  -0.504  1.00  0.00           O  
HETATM    4  O2  UNL     1       5.760  -0.221   1.013  1.00  0.00           O  
HETATM    5  C3  UNL     1       4.381  -0.082   0.817  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.477  -0.857   1.509  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.106  -0.683   1.281  1.00  0.00           C  
HETATM    8  O3  UNL     1       1.036  -1.256   1.774  1.00  0.00           O  
HETATM    9  C6  UNL     1      -0.063  -0.769   1.262  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.420  -1.032   1.448  1.00  0.00           C  
HETATM   11  O4  UNL     1      -1.771  -2.012   2.359  1.00  0.00           O  
HETATM   12  C8  UNL     1      -1.897  -3.314   1.890  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.272  -4.388   2.841  1.00  0.00           C  
HETATM   14  O5  UNL     1      -1.707  -3.634   0.691  1.00  0.00           O  
HETATM   15  C10 UNL     1      -2.384  -0.340   0.747  1.00  0.00           C  
HETATM   16  C11 UNL     1      -3.769  -0.648   0.973  1.00  0.00           C  
HETATM   17  C12 UNL     1      -4.439  -0.121   2.067  1.00  0.00           C  
HETATM   18  C13 UNL     1      -5.766  -0.383   2.332  1.00  0.00           C  
HETATM   19  C14 UNL     1      -6.484  -1.203   1.486  1.00  0.00           C  
HETATM   20  O6  UNL     1      -7.818  -1.470   1.747  1.00  0.00           O  
HETATM   21  C15 UNL     1      -5.845  -1.739   0.395  1.00  0.00           C  
HETATM   22  C16 UNL     1      -4.513  -1.470   0.137  1.00  0.00           C  
HETATM   23  C17 UNL     1      -2.033   0.637  -0.160  1.00  0.00           C  
HETATM   24  O7  UNL     1      -2.933   1.375  -0.900  1.00  0.00           O  
HETATM   25  C18 UNL     1      -3.478   1.011  -2.097  1.00  0.00           C  
HETATM   26  C19 UNL     1      -4.435   1.943  -2.747  1.00  0.00           C  
HETATM   27  O8  UNL     1      -3.150  -0.091  -2.599  1.00  0.00           O  
HETATM   28  C20 UNL     1      -0.699   0.908  -0.355  1.00  0.00           C  
HETATM   29  O9  UNL     1      -0.317   1.867  -1.244  1.00  0.00           O  
HETATM   30  C21 UNL     1      -0.228   3.219  -0.955  1.00  0.00           C  
HETATM   31  C22 UNL     1       0.204   4.132  -2.036  1.00  0.00           C  
HETATM   32  O10 UNL     1      -0.522   3.570   0.214  1.00  0.00           O  
HETATM   33  C23 UNL     1       0.293   0.215   0.347  1.00  0.00           C  
HETATM   34  C24 UNL     1       1.662   0.252   0.376  1.00  0.00           C  
HETATM   35  C25 UNL     1       2.551   1.027  -0.317  1.00  0.00           C  
HETATM   36  C26 UNL     1       3.927   0.857  -0.093  1.00  0.00           C  
HETATM   37  O11 UNL     1       4.810   1.646  -0.798  1.00  0.00           O  
HETATM   38  C27 UNL     1       5.215   1.234  -2.055  1.00  0.00           C  
HETATM   39  C28 UNL     1       6.177   2.060  -2.860  1.00  0.00           C  
HETATM   40  O12 UNL     1       4.753   0.153  -2.495  1.00  0.00           O  
HETATM   41  H1  UNL     1       8.279  -2.332   0.739  1.00  0.00           H  
HETATM   42  H2  UNL     1       8.584  -0.961  -0.346  1.00  0.00           H  
HETATM   43  H3  UNL     1       8.317  -0.652   1.417  1.00  0.00           H  
HETATM   44  H4  UNL     1       3.792  -1.590   2.216  1.00  0.00           H  
HETATM   45  H5  UNL     1      -2.720  -5.267   2.295  1.00  0.00           H  
HETATM   46  H6  UNL     1      -1.374  -4.811   3.350  1.00  0.00           H  
HETATM   47  H7  UNL     1      -3.041  -4.061   3.554  1.00  0.00           H  
HETATM   48  H8  UNL     1      -3.848   0.526   2.721  1.00  0.00           H  
HETATM   49  H9  UNL     1      -6.270   0.037   3.189  1.00  0.00           H  
HETATM   50  H10 UNL     1      -8.541  -0.857   1.354  1.00  0.00           H  
HETATM   51  H11 UNL     1      -6.415  -2.386  -0.271  1.00  0.00           H  
HETATM   52  H12 UNL     1      -4.040  -1.903  -0.724  1.00  0.00           H  
HETATM   53  H13 UNL     1      -5.048   2.384  -1.915  1.00  0.00           H  
HETATM   54  H14 UNL     1      -3.855   2.776  -3.193  1.00  0.00           H  
HETATM   55  H15 UNL     1      -5.091   1.434  -3.482  1.00  0.00           H  
HETATM   56  H16 UNL     1       0.385   5.164  -1.673  1.00  0.00           H  
HETATM   57  H17 UNL     1      -0.617   4.131  -2.797  1.00  0.00           H  
HETATM   58  H18 UNL     1       1.108   3.759  -2.575  1.00  0.00           H  
HETATM   59  H19 UNL     1       2.261   1.761  -1.027  1.00  0.00           H  
HETATM   60  H20 UNL     1       6.843   2.637  -2.197  1.00  0.00           H  
HETATM   61  H21 UNL     1       6.786   1.378  -3.478  1.00  0.00           H  
HETATM   62  H22 UNL     1       5.606   2.738  -3.527  1.00  0.00           H  
CONECT    1    2   41   42   43
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    6   36
CONECT    6    7   44
CONECT    7    8   34   34
CONECT    8    9
CONECT    9   10   10   33
CONECT   10   11   15
CONECT   11   12
CONECT   12   13   14   14
CONECT   13   45   46   47
CONECT   15   16   23   23
CONECT   16   17   17   22
CONECT   17   18   48
CONECT   18   19   19   49
CONECT   19   20   21
CONECT   20   50
CONECT   21   22   22   51
CONECT   22   52
CONECT   23   24   28
CONECT   24   25
CONECT   25   26   27   27
CONECT   26   53   54   55
CONECT   28   29   33   33
CONECT   29   30
CONECT   30   31   32   32
CONECT   31   56   57   58
CONECT   33   34
CONECT   34   35
CONECT   35   36   36   59
CONECT   36   37
CONECT   37   38
CONECT   38   39   40   40
CONECT   39   60   61   62
END

HMDB0039565
     RDKit          3D
BL II
 62 65  0  0  0  0  0  0  0  0999 V2000
    8.0065   -1.2731    0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5300   -1.1437    0.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9524   -1.8830   -0.5045 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7600   -0.2206    1.0134 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3814   -0.0817    0.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4774   -0.8571    1.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1059   -0.6826    1.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0360   -1.2561    1.7740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0634   -0.7690    1.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4202   -1.0322    1.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7713   -2.0123    2.3590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8966   -3.3143    1.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2718   -4.3884    2.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7073   -3.6336    0.6909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3841   -0.3395    0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7694   -0.6483    0.9725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4392   -0.1209    2.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7665   -0.3827    2.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4838   -1.2031    1.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8179   -1.4698    1.7465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8452   -1.7386    0.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5125   -1.4704    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0327    0.6366   -0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9334    1.3747   -0.9001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4777    1.0109   -2.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4354    1.9432   -2.7470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1498   -0.0910   -2.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6988    0.9081   -0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3170    1.8673   -1.2441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2276    3.2187   -0.9546 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2036    4.1319   -2.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218    3.5695    0.2138 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2928    0.2152    0.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6618    0.2520    0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5515    1.0268   -0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9268    0.8570   -0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.6458   -0.7977 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2151    1.2342   -2.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1768    2.0600   -2.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7532    0.1535   -2.4954 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2793   -2.3316    0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5841   -0.9612   -0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3170   -0.6523    1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7923   -1.5901    2.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7199   -5.2666    2.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3737   -4.8107    3.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0412   -4.0608    3.5543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8481    0.5258    2.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2698    0.0372    3.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5405   -0.8566    1.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4146   -2.3865   -0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0398   -1.9027   -0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0480    2.3842   -1.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8546    2.7764   -3.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0914    1.4337   -3.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3853    5.1643   -1.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6174    4.1313   -2.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1075    3.7589   -2.5751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2607    1.7612   -1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8434    2.6367   -2.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7864    1.3778   -3.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6055    2.7379   -3.5266 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  1  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  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 15 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 23 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 28 33  2  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  2  0
 36  5  1  0
 34  7  2  0
 33  9  1  0
 22 16  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  6 44  1  0
 13 45  1  0
 13 46  1  0
 13 47  1  0
 17 48  1  0
 18 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 26 53  1  0
 26 54  1  0
 26 55  1  0
 31 56  1  0
 31 57  1  0
 31 58  1  0
 35 59  1  0
 39 60  1  0
 39 61  1  0
 39 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,10,12,13-Tetrakis(acetyloxy)-11-(4-hydroxyphenyl)-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-4-yl acetic acid	HMDB

Chemical Formula

C₂₈H₂₂O₁₂

Average Molecular Weight

550.4671

Monoisotopic Molecular Weight

550.111126168

IUPAC Name

5,10,12,13-tetrakis(acetyloxy)-11-(4-hydroxyphenyl)-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-4-yl acetate

Traditional Name

5,10,12,13-tetrakis(acetyloxy)-11-(4-hydroxyphenyl)-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(13),2,4,6,9,11-hexaen-4-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1=C(OC(C)=O)C=C2C(OC3=C(OC(C)=O)C(C4=CC=C(O)C=C4)=C(OC(C)=O)C(OC(C)=O)=C23)=C1

InChI Identifier

InChI=1S/C28H22O12/c1-12(29)35-21-10-19-20(11-22(21)36-13(2)30)40-28-24(19)27(39-16(5)33)25(37-14(3)31)23(26(28)38-15(4)32)17-6-8-18(34)9-7-17/h6-11,34H,1-5H3

InChI Key

BKYOIMKDXAUYEQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Phenylbenzofuran
Dibenzofuran
Benzofuran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Furan
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
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

Membrane (HMDB: HMDB0039565)
Cell membrane (HMDB: HMDB0039565)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039565)

Source

Exogenous

Exogenous (HMDB: HMDB0039565)

Food

Food (HMDB: HMDB0039565)

Plant (HMDB: HMDB0039565)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039565)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	130 - 131 °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	0.022 g/L	ALOGPS
logP	4.04	ALOGPS
logP	2.53	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.4	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	164.87 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	134.01 m³·mol⁻¹	ChemAxon
Polarizability	54.71 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]+	225.735	31661259
DarkChem	[M-H]-	220.425	31661259
DeepCCS	[M-2H]-	252.398	30932474
DeepCCS	[M+Na]+	227.159	30932474
AllCCS	[M+H]+	226.0	32859911
AllCCS	[M+H-H2O]+	224.1	32859911
AllCCS	[M+NH4]+	227.7	32859911
AllCCS	[M+Na]+	228.1	32859911
AllCCS	[M-H]-	227.1	32859911
AllCCS	[M+Na-2H]-	228.2	32859911
AllCCS	[M+HCOO]-	229.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
BL II	CC(=O)OC1=C(OC(C)=O)C=C2C(OC3=C(OC(C)=O)C(C4=CC=C(O)C=C4)=C(OC(C)=O)C(OC(C)=O)=C23)=C1	5705.2	Standard polar	33892256
BL II	CC(=O)OC1=C(OC(C)=O)C=C2C(OC3=C(OC(C)=O)C(C4=CC=C(O)C=C4)=C(OC(C)=O)C(OC(C)=O)=C23)=C1	3932.1	Standard non polar	33892256
BL II	CC(=O)OC1=C(OC(C)=O)C=C2C(OC3=C(OC(C)=O)C(C4=CC=C(O)C=C4)=C(OC(C)=O)C(OC(C)=O)=C23)=C1	4037.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
BL II,1TMS,isomer #1	CC(=O)OC1=CC2=C(C=C1OC(C)=O)C1=C(OC(C)=O)C(OC(C)=O)=C(C3=CC=C(O[Si](C)(C)C)C=C3)C(OC(C)=O)=C1O2	3949.5	Semi standard non polar	33892256
BL II,1TBDMS,isomer #1	CC(=O)OC1=CC2=C(C=C1OC(C)=O)C1=C(OC(C)=O)C(OC(C)=O)=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)C(OC(C)=O)=C1O2	4120.9	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 - BL II GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-1000930000-45f799b45f7e460f3c85	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - BL II GC-MS (1 TMS) - 70eV, Positive	splash10-000i-1000090000-e025e9498c524d17277e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - BL II GC-MS ("BL II,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - BL II GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	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 - BL II 10V, Positive-QTOF	splash10-0a4i-0000690000-1d0819c94be71af7c02e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL II 20V, Positive-QTOF	splash10-066r-0000930000-c303495da4a27771dcba	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL II 40V, Positive-QTOF	splash10-014j-0000900000-543276cdfdf619f09794	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL II 10V, Negative-QTOF	splash10-0a4i-1000190000-a92d430e0288640a829a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL II 20V, Negative-QTOF	splash10-0a4j-2000950000-46518d5a8c7486fd54f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL II 40V, Negative-QTOF	splash10-0900-3000900000-c4ebedcf715434c45945	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL II 10V, Positive-QTOF	splash10-066r-0000980000-5e93a14780cc797aad3e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL II 20V, Positive-QTOF	splash10-014i-0000920000-2e52d6c349b0ae62db77	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL II 40V, Positive-QTOF	splash10-014i-0000900000-2ac4b818719ead6cc916	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL II 10V, Negative-QTOF	splash10-052b-0000190000-602c49a539fc7158824c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL II 20V, Negative-QTOF	splash10-0900-0000930000-0494db43294f5cb8e363	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL II 40V, Negative-QTOF	splash10-03xr-0000900000-b018b3b962ad510c8251	2021-09-22	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

FDB019186

KNApSAcK ID

Not Available

Chemspider ID

8228847

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10053287

PDB ID

Not Available

ChEBI ID

172739

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 BL II (HMDB0039565)

MOL for HMDB0039565 (BL II)

3D MOL for HMDB0039565 (BL II)

3D SDF for HMDB0039565 (BL II)

3D-SDF for HMDB0039565 (BL II)

PDB for HMDB0039565 (BL II)

3D PDB for HMDB0039565 (BL II)

SMILES for HMDB0039565 (BL II)

INCHI for HMDB0039565 (BL II)

Structure for HMDB0039565 (BL II)

3D Structure for HMDB0039565 (BL II)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra