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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:46:51 UTC

Update Date

2022-03-07 02:53:11 UTC

HMDB ID

HMDB0031962

Secondary Accession Numbers

HMDB31962

Metabolite Identification

Common Name

Tsugaric acid B

Description

Tsugaric acid B, also known as tsugarate b or fema 2305, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review a small amount of articles have been published on Tsugaric acid B.

Structure

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


  Mrv0541 05061306162D          

 38 41  0  0  0  0            999 V2000
    8.1843   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -3.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0571   -2.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4531   -2.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749   -3.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7569   -2.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1068   -0.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0409   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2327   -1.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4258   -1.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0819   -3.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391   -3.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4679   -3.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8888   -2.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042   -0.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2501   -2.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5298   -2.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7848   -1.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8112   -1.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1708   -2.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8911   -3.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -3.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6362   -2.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229   -2.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1438   -2.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5917   -1.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9952   -1.8316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4243   -0.4920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -3.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -3.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6981   -3.2293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 16 15  1  0  0  0  0
 17 14  1  0  0  0  0
 19  1  2  0  0  0  0
 19  2  1  0  0  0  0
 20  3  1  0  0  0  0
 20 10  1  0  0  0  0
 20 19  1  0  0  0  0
 21  4  1  0  0  0  0
 22 11  1  0  0  0  0
 23 14  1  0  0  0  0
 24 12  1  0  0  0  0
 24 23  2  0  0  0  0
 25 18  1  0  0  0  0
 26 13  1  0  0  0  0
 27 15  1  0  0  0  0
 28 22  1  0  0  0  0
 28 25  1  0  0  0  0
 29 22  1  0  0  0  0
 30  5  1  0  0  0  0
 30  6  1  0  0  0  0
 30 26  1  0  0  0  0
 30 27  1  0  0  0  0
 31  7  1  0  0  0  0
 31 16  1  0  0  0  0
 31 23  1  0  0  0  0
 31 26  1  0  0  0  0
 32  8  1  0  0  0  0
 32 17  1  0  0  0  0
 32 28  1  0  0  0  0
 33  9  1  0  0  0  0
 33 18  1  0  0  0  0
 33 24  1  0  0  0  0
 33 32  1  0  0  0  0
 34 21  2  0  0  0  0
 35 25  1  0  0  0  0
 36 29  2  0  0  0  0
 37 29  1  0  0  0  0
 38 21  1  0  0  0  0
 38 27  1  0  0  0  0
M  END

HMDB0031962
     RDKit          3D
Tsugaric acid B
 90 93  0  0  0  0  0  0  0  0999 V2000
    7.6830   -0.1627    2.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3943    0.0691    2.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8643    1.3541    2.7538 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5361   -0.9008    1.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2910   -2.1609    1.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8728   -0.2997    0.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9971   -1.3044   -0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3388   -0.7207   -1.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5219   -1.7473   -2.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2980   -1.6985   -2.4330 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1695   -2.8512   -2.8848 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7227    0.6017   -1.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1660    1.0382   -2.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5344    0.1324   -3.8483 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7174    1.2707   -2.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4122    1.3289   -1.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0052    2.7709   -0.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7801    0.5096   -0.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329    0.0974    0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0544    0.3664    1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3350   -0.0896    0.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6729    0.9245   -0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1081    2.1535    0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2546   -0.5779    0.7289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8198   -1.9381    1.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8180    0.1914    1.8895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9222    1.1234    1.5284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0371    0.4879    0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1824    0.2542    1.5682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3995    0.8876    1.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5958    0.6613    2.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4746    1.7116    0.3969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6818   -0.7966    0.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5088   -0.8510   -1.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0938   -2.0241    0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2326   -0.8649   -0.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1086    0.0183   -1.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003    0.1628   -2.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3276    0.5359    2.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1121   -1.0691    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4723    1.6740    3.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0272    2.1388    1.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7869    1.3204    2.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7041   -1.1740    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6435   -2.9451    0.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7734   -2.5713    2.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0813   -1.9684    0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3966    0.6195    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7235    0.0257   -0.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709   -2.1304   -0.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3116   -1.7590    0.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2022   -0.5637   -2.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2476   -3.7396   -2.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5835    1.3212   -1.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6248    2.0135   -3.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4286    0.3169   -4.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3840    2.2346   -3.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377    0.5004   -3.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6212    2.9037   -0.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7562    2.9648   -1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7736    3.5071   -1.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0745   -0.2228    2.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0563    1.4036    1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0545   -1.0929    0.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0758   -0.1181    1.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5488    1.8176    1.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2731    2.8021    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8633    2.7094   -0.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0872   -2.7634    0.6046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477   -2.0020    1.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3439   -2.1590    2.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1348   -0.4843    2.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0040    0.8225    2.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.5719   -0.3084    2.6819 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.5599   -1.0490   -0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7270   -2.0617    1.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2197   -1.9842    0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8452   -2.8993    0.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1046   -1.9212   -0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5792    1.0176   -1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6993   -0.4551   -2.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7487    1.0399   -2.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3961   -0.7427   -2.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 19 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 28 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 36 37  1  0
 37 38  1  0
 22 12  1  0
 36 24  1  0
 22 16  1  0
 38 18  1  0
  1 39  1  0
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 35 83  1  0
 35 84  1  0
 35 85  1  0
 36 86  1  0
 37 87  1  0
 37 88  1  0
 38 89  1  0
 38 90  1  0
M  END


  Mrv0541 05061306162D          

 38 41  0  0  0  0            999 V2000
    8.1843   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -3.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0571   -2.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4531   -2.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749   -3.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7569   -2.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1068   -0.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0409   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2327   -1.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4258   -1.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0819   -3.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391   -3.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4679   -3.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8888   -2.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042   -0.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2501   -2.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5298   -2.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7848   -1.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8112   -1.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1708   -2.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8911   -3.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -3.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6362   -2.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229   -2.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1438   -2.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5917   -1.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9952   -1.8316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4243   -0.4920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -3.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -3.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6981   -3.2293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 16 15  1  0  0  0  0
 17 14  1  0  0  0  0
 19  1  2  0  0  0  0
 19  2  1  0  0  0  0
 20  3  1  0  0  0  0
 20 10  1  0  0  0  0
 20 19  1  0  0  0  0
 21  4  1  0  0  0  0
 22 11  1  0  0  0  0
 23 14  1  0  0  0  0
 24 12  1  0  0  0  0
 24 23  2  0  0  0  0
 25 18  1  0  0  0  0
 26 13  1  0  0  0  0
 27 15  1  0  0  0  0
 28 22  1  0  0  0  0
 28 25  1  0  0  0  0
 29 22  1  0  0  0  0
 30  5  1  0  0  0  0
 30  6  1  0  0  0  0
 30 26  1  0  0  0  0
 30 27  1  0  0  0  0
 31  7  1  0  0  0  0
 31 16  1  0  0  0  0
 31 23  1  0  0  0  0
 31 26  1  0  0  0  0
 32  8  1  0  0  0  0
 32 17  1  0  0  0  0
 32 28  1  0  0  0  0
 33  9  1  0  0  0  0
 33 18  1  0  0  0  0
 33 24  1  0  0  0  0
 33 32  1  0  0  0  0
 34 21  2  0  0  0  0
 35 25  1  0  0  0  0
 36 29  2  0  0  0  0
 37 29  1  0  0  0  0
 38 21  1  0  0  0  0
 38 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031962

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCC(C1C(O)CC2(C)C3=C(CCC12C)C1(C)CCC(OC(C)=O)C(C)(C)C1CC3)C(O)=O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C33H52O5/c1-19(2)20(3)10-11-22(29(36)37)28-25(35)18-33(9)24-12-13-26-30(5,6)27(38-21(4)34)15-16-31(26,7)23(24)14-17-32(28,33)8/h20,22,25-28,35H,1,10-18H2,2-9H3,(H,36,37)

> <INCHI_KEY>
ZCMJUAGNOJTZBJ-UHFFFAOYSA-N

> <FORMULA>
C33H52O5

> <MOLECULAR_WEIGHT>
528.763

> <EXACT_MASS>
528.381474774

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
62.647648965451204

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[5-(acetyloxy)-13-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]-5,6-dimethylhept-6-enoic acid

> <ALOGPS_LOGP>
6.31

> <JCHEM_LOGP>
6.119711318

> <ALOGPS_LOGS>
-5.44

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.901648297353546

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.7736831298168525

> <JCHEM_PKA_STRONGEST_BASIC>
-2.854174423549309

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
150.4561

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.94e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[5-(acetyloxy)-13-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]-5,6-dimethylhept-6-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031962
     RDKit          3D
Tsugaric acid B
 90 93  0  0  0  0  0  0  0  0999 V2000
    7.6830   -0.1627    2.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3943    0.0691    2.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8643    1.3541    2.7538 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5361   -0.9008    1.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2910   -2.1609    1.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8728   -0.2997    0.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9971   -1.3044   -0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3388   -0.7207   -1.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5219   -1.7473   -2.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2980   -1.6985   -2.4330 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1695   -2.8512   -2.8848 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7227    0.6017   -1.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1660    1.0382   -2.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5344    0.1324   -3.8483 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7174    1.2707   -2.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4122    1.3289   -1.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0052    2.7709   -0.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7801    0.5096   -0.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329    0.0974    0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0544    0.3664    1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3350   -0.0896    0.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6729    0.9245   -0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1081    2.1535    0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2546   -0.5779    0.7289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8198   -1.9381    1.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8180    0.1914    1.8895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9222    1.1234    1.5284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0371    0.4879    0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1824    0.2542    1.5682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3995    0.8876    1.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5958    0.6613    2.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4746    1.7116    0.3969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6818   -0.7966    0.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5088   -0.8510   -1.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0938   -2.0241    0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2326   -0.8649   -0.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1086    0.0183   -1.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003    0.1628   -2.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3276    0.5359    2.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1121   -1.0691    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4723    1.6740    3.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0272    2.1388    1.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7869    1.3204    2.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7041   -1.1740    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6435   -2.9451    0.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7734   -2.5713    2.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0813   -1.9684    0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3966    0.6195    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7235    0.0257   -0.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709   -2.1304   -0.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3116   -1.7590    0.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2022   -0.5637   -2.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2476   -3.7396   -2.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5835    1.3212   -1.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6248    2.0135   -3.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4286    0.3169   -4.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3840    2.2346   -3.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377    0.5004   -3.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6212    2.9037   -0.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7562    2.9648   -1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7736    3.5071   -1.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0745   -0.2228    2.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0563    1.4036    1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0545   -1.0929    0.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0758   -0.1181    1.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5488    1.8176    1.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2731    2.8021    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8633    2.7094   -0.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0872   -2.7634    0.6046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477   -2.0020    1.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3439   -2.1590    2.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1348   -0.4843    2.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0040    0.8225    2.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3563    1.5042    2.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4931    2.0233    1.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3604    1.2470   -0.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5291    0.7183    1.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5719   -0.3084    2.6819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6015    1.4409    2.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5599   -1.0490   -0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2229   -1.6927   -1.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5421    0.1271   -1.7041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7270   -2.0617    1.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2197   -1.9842    0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8452   -2.8993    0.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1046   -1.9212   -0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5792    1.0176   -1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6993   -0.4551   -2.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7487    1.0399   -2.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3961   -0.7427   -2.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 19 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 28 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 36 37  1  0
 37 38  1  0
 22 12  1  0
 36 24  1  0
 22 16  1  0
 38 18  1  0
  1 39  1  0
  1 40  1  0
  3 41  1  0
  3 42  1  0
  3 43  1  0
  4 44  1  0
  5 45  1  0
  5 46  1  0
  5 47  1  0
  6 48  1  0
  6 49  1  0
  7 50  1  0
  7 51  1  0
  8 52  1  0
 11 53  1  0
 12 54  1  0
 13 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 17 59  1  0
 17 60  1  0
 17 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 23 66  1  0
 23 67  1  0
 23 68  1  0
 25 69  1  0
 25 70  1  0
 25 71  1  0
 26 72  1  0
 26 73  1  0
 27 74  1  0
 27 75  1  0
 28 76  1  0
 31 77  1  0
 31 78  1  0
 31 79  1  0
 34 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  1  0
 35 84  1  0
 35 85  1  0
 36 86  1  0
 37 87  1  0
 37 88  1  0
 38 89  1  0
 38 90  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      15.277  -3.481   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.944  -5.791   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.610  -1.941   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.707  -5.204   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.241  -2.704   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.712  -4.029   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.380  -6.212   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.013  -5.137   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.933  -1.717   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.276  -4.251   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.943  -3.481   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.301  -2.138   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.795  -2.458   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.886  -5.892   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.633  -6.852   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.873  -6.532   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.392  -5.571   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.608  -1.629   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.944  -4.251   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.610  -3.481   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.200  -4.884   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.609  -4.251   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.856  -4.747   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.332  -3.283   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.114  -1.949   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.319  -3.923   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.663  -5.708   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.275  -3.481   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.609  -5.791   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.188  -4.243   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.349  -5.067   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.868  -4.107   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.838  -2.962   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -3.724  -3.419   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       8.259  -0.918   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       9.943  -6.561   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       7.275  -6.561   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -3.170  -6.028   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   21                                                            
CONECT    5   30                                                            
CONECT    6   30                                                            
CONECT    7   31                                                            
CONECT    8   32                                                            
CONECT    9   33                                                            
CONECT   10   11   20                                                       
CONECT   11   10   22                                                       
CONECT   12   13   24                                                       
CONECT   13   12   26                                                       
CONECT   14   17   23                                                       
CONECT   15   16   27                                                       
CONECT   16   15   31                                                       
CONECT   17   14   32                                                       
CONECT   18   25   33                                                       
CONECT   19    1    2   20                                                  
CONECT   20    3   10   19                                                  
CONECT   21    4   34   38                                                  
CONECT   22   11   28   29                                                  
CONECT   23   14   24   31                                                  
CONECT   24   12   23   33                                                  
CONECT   25   18   28   35                                                  
CONECT   26   13   30   31                                                  
CONECT   27   15   30   38                                                  
CONECT   28   22   25   32                                                  
CONECT   29   22   36   37                                                  
CONECT   30    5    6   26   27                                             
CONECT   31    7   16   23   26                                             
CONECT   32    8   17   28   33                                             
CONECT   33    9   18   24   32                                             
CONECT   34   21                                                            
CONECT   35   25                                                            
CONECT   36   29                                                            
CONECT   37   29                                                            
CONECT   38   21   27                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

COMPND    HMDB0031962
HETATM    1  C1  UNL     1       7.683  -0.163   2.335  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.394   0.069   2.189  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.864   1.354   2.754  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.536  -0.901   1.502  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.291  -2.161   1.205  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.873  -0.300   0.273  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.997  -1.304  -0.416  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.339  -0.721  -1.621  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.522  -1.747  -2.317  1.00  0.00           C  
HETATM   10  O1  UNL     1       1.298  -1.698  -2.433  1.00  0.00           O  
HETATM   11  O2  UNL     1       3.170  -2.851  -2.885  1.00  0.00           O  
HETATM   12  C10 UNL     1       2.723   0.602  -1.480  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.166   1.038  -2.863  1.00  0.00           C  
HETATM   14  O3  UNL     1       2.534   0.132  -3.848  1.00  0.00           O  
HETATM   15  C12 UNL     1       0.717   1.271  -2.719  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.412   1.329  -1.239  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.005   2.771  -0.982  1.00  0.00           C  
HETATM   18  C15 UNL     1      -0.780   0.510  -0.962  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.033   0.097   0.278  1.00  0.00           C  
HETATM   20  C17 UNL     1       0.054   0.366   1.251  1.00  0.00           C  
HETATM   21  C18 UNL     1       1.335  -0.090   0.528  1.00  0.00           C  
HETATM   22  C19 UNL     1       1.673   0.924  -0.501  1.00  0.00           C  
HETATM   23  C20 UNL     1       2.108   2.154   0.364  1.00  0.00           C  
HETATM   24  C21 UNL     1      -2.255  -0.578   0.729  1.00  0.00           C  
HETATM   25  C22 UNL     1      -1.820  -1.938   1.298  1.00  0.00           C  
HETATM   26  C23 UNL     1      -2.818   0.191   1.890  1.00  0.00           C  
HETATM   27  C24 UNL     1      -3.922   1.123   1.528  1.00  0.00           C  
HETATM   28  C25 UNL     1      -5.037   0.488   0.761  1.00  0.00           C  
HETATM   29  O4  UNL     1      -6.182   0.254   1.568  1.00  0.00           O  
HETATM   30  C26 UNL     1      -7.399   0.888   1.359  1.00  0.00           C  
HETATM   31  C27 UNL     1      -8.596   0.661   2.182  1.00  0.00           C  
HETATM   32  O5  UNL     1      -7.475   1.712   0.397  1.00  0.00           O  
HETATM   33  C28 UNL     1      -4.682  -0.797   0.090  1.00  0.00           C  
HETATM   34  C29 UNL     1      -5.509  -0.851  -1.207  1.00  0.00           C  
HETATM   35  C30 UNL     1      -5.094  -2.024   0.866  1.00  0.00           C  
HETATM   36  C31 UNL     1      -3.233  -0.865  -0.360  1.00  0.00           C  
HETATM   37  C32 UNL     1      -3.109   0.018  -1.567  1.00  0.00           C  
HETATM   38  C33 UNL     1      -1.700   0.163  -2.083  1.00  0.00           C  
HETATM   39  H1  UNL     1       8.328   0.536   2.836  1.00  0.00           H  
HETATM   40  H2  UNL     1       8.112  -1.069   1.946  1.00  0.00           H  
HETATM   41  H3  UNL     1       6.472   1.674   3.621  1.00  0.00           H  
HETATM   42  H4  UNL     1       6.027   2.139   1.965  1.00  0.00           H  
HETATM   43  H5  UNL     1       4.787   1.320   2.948  1.00  0.00           H  
HETATM   44  H6  UNL     1       4.704  -1.174   2.194  1.00  0.00           H  
HETATM   45  H7  UNL     1       5.643  -2.945   0.747  1.00  0.00           H  
HETATM   46  H8  UNL     1       6.773  -2.571   2.108  1.00  0.00           H  
HETATM   47  H9  UNL     1       7.081  -1.968   0.450  1.00  0.00           H  
HETATM   48  H10 UNL     1       4.397   0.619   0.599  1.00  0.00           H  
HETATM   49  H11 UNL     1       5.723   0.026  -0.391  1.00  0.00           H  
HETATM   50  H12 UNL     1       4.671  -2.130  -0.836  1.00  0.00           H  
HETATM   51  H13 UNL     1       3.312  -1.759   0.327  1.00  0.00           H  
HETATM   52  H14 UNL     1       4.202  -0.564  -2.354  1.00  0.00           H  
HETATM   53  H15 UNL     1       3.248  -3.740  -2.418  1.00  0.00           H  
HETATM   54  H16 UNL     1       3.583   1.321  -1.317  1.00  0.00           H  
HETATM   55  H17 UNL     1       2.625   2.014  -3.183  1.00  0.00           H  
HETATM   56  H18 UNL     1       3.429   0.317  -4.225  1.00  0.00           H  
HETATM   57  H19 UNL     1       0.384   2.235  -3.226  1.00  0.00           H  
HETATM   58  H20 UNL     1       0.138   0.500  -3.253  1.00  0.00           H  
HETATM   59  H21 UNL     1      -0.621   2.904  -0.084  1.00  0.00           H  
HETATM   60  H22 UNL     1      -0.756   2.965  -1.827  1.00  0.00           H  
HETATM   61  H23 UNL     1       0.774   3.507  -1.171  1.00  0.00           H  
HETATM   62  H24 UNL     1      -0.075  -0.223   2.190  1.00  0.00           H  
HETATM   63  H25 UNL     1       0.056   1.404   1.540  1.00  0.00           H  
HETATM   64  H26 UNL     1       1.054  -1.093   0.161  1.00  0.00           H  
HETATM   65  H27 UNL     1       2.076  -0.118   1.369  1.00  0.00           H  
HETATM   66  H28 UNL     1       2.549   1.818   1.321  1.00  0.00           H  
HETATM   67  H29 UNL     1       1.273   2.802   0.598  1.00  0.00           H  
HETATM   68  H30 UNL     1       2.863   2.709  -0.211  1.00  0.00           H  
HETATM   69  H31 UNL     1      -2.087  -2.763   0.605  1.00  0.00           H  
HETATM   70  H32 UNL     1      -0.748  -2.002   1.470  1.00  0.00           H  
HETATM   71  H33 UNL     1      -2.344  -2.159   2.246  1.00  0.00           H  
HETATM   72  H34 UNL     1      -3.135  -0.484   2.737  1.00  0.00           H  
HETATM   73  H35 UNL     1      -2.004   0.823   2.356  1.00  0.00           H  
HETATM   74  H36 UNL     1      -4.356   1.504   2.494  1.00  0.00           H  
HETATM   75  H37 UNL     1      -3.493   2.023   1.034  1.00  0.00           H  
HETATM   76  H38 UNL     1      -5.360   1.247  -0.011  1.00  0.00           H  
HETATM   77  H39 UNL     1      -9.529   0.718   1.594  1.00  0.00           H  
HETATM   78  H40 UNL     1      -8.572  -0.308   2.682  1.00  0.00           H  
HETATM   79  H41 UNL     1      -8.601   1.441   2.991  1.00  0.00           H  
HETATM   80  H42 UNL     1      -6.560  -1.049  -0.856  1.00  0.00           H  
HETATM   81  H43 UNL     1      -5.223  -1.693  -1.839  1.00  0.00           H  
HETATM   82  H44 UNL     1      -5.542   0.127  -1.704  1.00  0.00           H  
HETATM   83  H45 UNL     1      -4.727  -2.062   1.886  1.00  0.00           H  
HETATM   84  H46 UNL     1      -6.220  -1.984   0.921  1.00  0.00           H  
HETATM   85  H47 UNL     1      -4.845  -2.899   0.242  1.00  0.00           H  
HETATM   86  H48 UNL     1      -3.105  -1.921  -0.743  1.00  0.00           H  
HETATM   87  H49 UNL     1      -3.579   1.018  -1.411  1.00  0.00           H  
HETATM   88  H50 UNL     1      -3.699  -0.455  -2.392  1.00  0.00           H  
HETATM   89  H51 UNL     1      -1.749   1.040  -2.795  1.00  0.00           H  
HETATM   90  H52 UNL     1      -1.396  -0.743  -2.602  1.00  0.00           H  
CONECT    1    2    2   39   40
CONECT    2    3    4
CONECT    3   41   42   43
CONECT    4    5    6   44
CONECT    5   45   46   47
CONECT    6    7   48   49
CONECT    7    8   50   51
CONECT    8    9   12   52
CONECT    9   10   10   11
CONECT   11   53
CONECT   12   13   22   54
CONECT   13   14   15   55
CONECT   14   56
CONECT   15   16   57   58
CONECT   16   17   18   22
CONECT   17   59   60   61
CONECT   18   19   19   38
CONECT   19   20   24
CONECT   20   21   62   63
CONECT   21   22   64   65
CONECT   22   23
CONECT   23   66   67   68
CONECT   24   25   26   36
CONECT   25   69   70   71
CONECT   26   27   72   73
CONECT   27   28   74   75
CONECT   28   29   33   76
CONECT   29   30
CONECT   30   31   32   32
CONECT   31   77   78   79
CONECT   33   34   35   36
CONECT   34   80   81   82
CONECT   35   83   84   85
CONECT   36   37   86
CONECT   37   38   87   88
CONECT   38   89   90
END

HMDB0031962
     RDKit          3D
Tsugaric acid B
 90 93  0  0  0  0  0  0  0  0999 V2000
    7.6830   -0.1627    2.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3943    0.0691    2.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8643    1.3541    2.7538 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5361   -0.9008    1.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2910   -2.1609    1.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8728   -0.2997    0.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9971   -1.3044   -0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3388   -0.7207   -1.6213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5219   -1.7473   -2.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2980   -1.6985   -2.4330 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1695   -2.8512   -2.8848 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7227    0.6017   -1.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1660    1.0382   -2.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5344    0.1324   -3.8483 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7174    1.2707   -2.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4122    1.3289   -1.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0052    2.7709   -0.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7801    0.5096   -0.9619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329    0.0974    0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0544    0.3664    1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3350   -0.0896    0.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6729    0.9245   -0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1081    2.1535    0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2546   -0.5779    0.7289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8198   -1.9381    1.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8180    0.1914    1.8895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9222    1.1234    1.5284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0371    0.4879    0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1824    0.2542    1.5682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3995    0.8876    1.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5958    0.6613    2.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4746    1.7116    0.3969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6818   -0.7966    0.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5088   -0.8510   -1.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0938   -2.0241    0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2326   -0.8649   -0.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1086    0.0183   -1.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003    0.1628   -2.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3276    0.5359    2.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1121   -1.0691    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4723    1.6740    3.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0272    2.1388    1.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7869    1.3204    2.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7041   -1.1740    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6435   -2.9451    0.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7734   -2.5713    2.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0813   -1.9684    0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3966    0.6195    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7235    0.0257   -0.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709   -2.1304   -0.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3116   -1.7590    0.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2022   -0.5637   -2.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2476   -3.7396   -2.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5835    1.3212   -1.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6248    2.0135   -3.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4286    0.3169   -4.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3840    2.2346   -3.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377    0.5004   -3.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6212    2.9037   -0.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7562    2.9648   -1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7736    3.5071   -1.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0745   -0.2228    2.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0563    1.4036    1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0545   -1.0929    0.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0758   -0.1181    1.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5488    1.8176    1.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2731    2.8021    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8633    2.7094   -0.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0872   -2.7634    0.6046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477   -2.0020    1.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3439   -2.1590    2.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1348   -0.4843    2.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0040    0.8225    2.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3563    1.5042    2.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4931    2.0233    1.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3604    1.2470   -0.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5291    0.7183    1.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5719   -0.3084    2.6819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6015    1.4409    2.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5599   -1.0490   -0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2229   -1.6927   -1.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5421    0.1271   -1.7041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7270   -2.0617    1.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2197   -1.9842    0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8452   -2.8993    0.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1046   -1.9212   -0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5792    1.0176   -1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6993   -0.4551   -2.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7487    1.0399   -2.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3961   -0.7427   -2.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 19 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 28 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 36 37  1  0
 37 38  1  0
 22 12  1  0
 36 24  1  0
 22 16  1  0
 38 18  1  0
  1 39  1  0
  1 40  1  0
  3 41  1  0
  3 42  1  0
  3 43  1  0
  4 44  1  0
  5 45  1  0
  5 46  1  0
  5 47  1  0
  6 48  1  0
  6 49  1  0
  7 50  1  0
  7 51  1  0
  8 52  1  0
 11 53  1  0
 12 54  1  0
 13 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 17 59  1  0
 17 60  1  0
 17 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 23 66  1  0
 23 67  1  0
 23 68  1  0
 25 69  1  0
 25 70  1  0
 25 71  1  0
 26 72  1  0
 26 73  1  0
 27 74  1  0
 27 75  1  0
 28 76  1  0
 31 77  1  0
 31 78  1  0
 31 79  1  0
 34 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  1  0
 35 84  1  0
 35 85  1  0
 36 86  1  0
 37 87  1  0
 37 88  1  0
 38 89  1  0
 38 90  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Tsugarate b	Generator
1,1-Dimethoxy-3,7-dimethyl-2,6-octadiene, 9ci	HMDB
Citral dimethyl acetal	HMDB
FEMA 2305	HMDB
2-[5-(Acetyloxy)-13-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]-5,6-dimethylhept-6-enoate	HMDB

Chemical Formula

C₃₃H₅₂O₅

Average Molecular Weight

528.763

Monoisotopic Molecular Weight

528.381474774

IUPAC Name

2-[5-(acetyloxy)-13-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]-5,6-dimethylhept-6-enoic acid

Traditional Name

2-[5-(acetyloxy)-13-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]-5,6-dimethylhept-6-enoic acid

CAS Registry Number

201045-20-7

SMILES

CC(CCC(C1C(O)CC2(C)C3=C(CCC12C)C1(C)CCC(OC(C)=O)C(C)(C)C1CC3)C(O)=O)C(C)=C

InChI Identifier

InChI=1S/C33H52O5/c1-19(2)20(3)10-11-22(29(36)37)28-25(35)18-33(9)24-12-13-26-30(5,6)27(38-21(4)34)15-16-31(26,7)23(24)14-17-32(28,33)8/h20,22,25-28,35H,1,10-18H2,2-9H3,(H,36,37)

InChI Key

ZCMJUAGNOJTZBJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Hydroxy bile acid, alcohol, or derivatives
Monohydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
Steroid ester
Steroid acid
Hydroxysteroid
16-hydroxysteroid
Steroid
Medium-chain fatty acid
Hydroxy fatty acid
Fatty acyl
Fatty acid
Dicarboxylic acid or derivatives
Unsaturated fatty acid
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031962)

Source

Endogenous

Endogenous (HMDB: HMDB0031962)

Plant

Plant (HMDB: HMDB0031962)

Animal

Animal (HMDB: HMDB0031962)

Exogenous

Food

Food (HMDB: HMDB0031962)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0031962)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0031962)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0031962)

Lipid metabolism pathway (HMDB: HMDB0031962)

Cellular process

Cell signaling (HMDB: HMDB0031962)

Biochemical process

Lipid transport (HMDB: HMDB0031962)

Role

Biological role

Energy source (HMDB: HMDB0031962)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031962)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	240 - 242 °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	0.0019 g/L	ALOGPS
logP	6.31	ALOGPS
logP	6.12	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	4.77	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	150.46 m³·mol⁻¹	ChemAxon
Polarizability	62.65 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]+	222.641	31661259
DarkChem	[M-H]-	214.701	31661259
DeepCCS	[M-2H]-	254.865	30932474
DeepCCS	[M+Na]+	230.289	30932474
AllCCS	[M+H]+	229.1	32859911
AllCCS	[M+H-H2O]+	227.8	32859911
AllCCS	[M+NH4]+	230.3	32859911
AllCCS	[M+Na]+	230.6	32859911
AllCCS	[M-H]-	225.1	32859911
AllCCS	[M+Na-2H]-	228.4	32859911
AllCCS	[M+HCOO]-	232.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.21 minutes	32390414
Predicted by Siyang on May 30, 2022	24.2716 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.49 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	51.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3714.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	478.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	291.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	201.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	460.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1102.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1132.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	99.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1932.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	759.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2298.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	669.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	607.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	207.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	539.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tsugaric acid B	CC(CCC(C1C(O)CC2(C)C3=C(CCC12C)C1(C)CCC(OC(C)=O)C(C)(C)C1CC3)C(O)=O)C(C)=C	3582.7	Standard polar	33892256
Tsugaric acid B	CC(CCC(C1C(O)CC2(C)C3=C(CCC12C)C1(C)CCC(OC(C)=O)C(C)(C)C1CC3)C(O)=O)C(C)=C	3374.2	Standard non polar	33892256
Tsugaric acid B	CC(CCC(C1C(O)CC2(C)C3=C(CCC12C)C1(C)CCC(OC(C)=O)C(C)(C)C1CC3)C(O)=O)C(C)=C	3876.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tsugaric acid B,1TMS,isomer #1	C=C(C)C(C)CCC(C(=O)O)C1C(O[Si](C)(C)C)CC2(C)C3=C(CCC12C)C1(C)CCC(OC(C)=O)C(C)(C)C1CC3	3881.9	Semi standard non polar	33892256
Tsugaric acid B,1TMS,isomer #2	C=C(C)C(C)CCC(C(=O)O[Si](C)(C)C)C1C(O)CC2(C)C3=C(CCC12C)C1(C)CCC(OC(C)=O)C(C)(C)C1CC3	3861.3	Semi standard non polar	33892256
Tsugaric acid B,2TMS,isomer #1	C=C(C)C(C)CCC(C(=O)O[Si](C)(C)C)C1C(O[Si](C)(C)C)CC2(C)C3=C(CCC12C)C1(C)CCC(OC(C)=O)C(C)(C)C1CC3	3769.2	Semi standard non polar	33892256
Tsugaric acid B,1TBDMS,isomer #1	C=C(C)C(C)CCC(C(=O)O)C1C(O[Si](C)(C)C(C)(C)C)CC2(C)C3=C(CCC12C)C1(C)CCC(OC(C)=O)C(C)(C)C1CC3	4132.8	Semi standard non polar	33892256
Tsugaric acid B,1TBDMS,isomer #2	C=C(C)C(C)CCC(C(=O)O[Si](C)(C)C(C)(C)C)C1C(O)CC2(C)C3=C(CCC12C)C1(C)CCC(OC(C)=O)C(C)(C)C1CC3	4115.6	Semi standard non polar	33892256
Tsugaric acid B,2TBDMS,isomer #1	C=C(C)C(C)CCC(C(=O)O[Si](C)(C)C(C)(C)C)C1C(O[Si](C)(C)C(C)(C)C)CC2(C)C3=C(CCC12C)C1(C)CCC(OC(C)=O)C(C)(C)C1CC3	4250.5	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 - Tsugaric acid B GC-MS (Non-derivatized) - 70eV, Positive	splash10-02tc-4109460000-1e8771647d8e71bc8e04	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tsugaric acid B GC-MS (2 TMS) - 70eV, Positive	splash10-0a4i-6001039000-ec63465f8e22de05d9da	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tsugaric acid B GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tsugaric acid B GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tsugaric acid B GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tsugaric acid B GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tsugaric acid B GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tsugaric acid B GC-MS ("Tsugaric acid B,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsugaric acid B 10V, Positive-QTOF	splash10-0400-0000960000-d165ac96524261053c57	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsugaric acid B 20V, Positive-QTOF	splash10-0159-2102910000-c8c83b51279c20c2e806	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsugaric acid B 40V, Positive-QTOF	splash10-01x9-6303910000-184480060f73d46cecdd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsugaric acid B 10V, Negative-QTOF	splash10-004i-1100980000-894e35ef73e60b4a0ea6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsugaric acid B 20V, Negative-QTOF	splash10-0aor-2401920000-d81bd2c566d4f47f95dc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsugaric acid B 40V, Negative-QTOF	splash10-057l-5109200000-82a704fafe86d3b93d35	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsugaric acid B 10V, Positive-QTOF	splash10-0ufr-0001910000-50736ec7c544b9c00755	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsugaric acid B 20V, Positive-QTOF	splash10-0a4j-4309420000-a2e11083859f23ebaea9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsugaric acid B 40V, Positive-QTOF	splash10-052f-9203000000-2259e0988da5be397449	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsugaric acid B 10V, Negative-QTOF	splash10-0a6r-9000270000-8419f614b0c8ca5ef95f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsugaric acid B 20V, Negative-QTOF	splash10-0a4i-9201300000-ef663725b17ea683e8cc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsugaric acid B 40V, Negative-QTOF	splash10-0a4i-8509320000-e98296e2785ef8a81eb6	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

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

FDB008654

KNApSAcK ID

Not Available

Chemspider ID

4509326

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75051782

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

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

Showing metabocard for Tsugaric acid B (HMDB0031962)

MOL for HMDB0031962 (Tsugaric acid B)

3D MOL for HMDB0031962 (Tsugaric acid B)

3D SDF for HMDB0031962 (Tsugaric acid B)

3D-SDF for HMDB0031962 (Tsugaric acid B)

PDB for HMDB0031962 (Tsugaric acid B)

3D PDB for HMDB0031962 (Tsugaric acid B)

SMILES for HMDB0031962 (Tsugaric acid B)

INCHI for HMDB0031962 (Tsugaric acid B)

Structure for HMDB0031962 (Tsugaric acid B)

3D Structure for HMDB0031962 (Tsugaric acid B)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra