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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 21:33:03 UTC

Update Date

2021-09-23 21:33:04 UTC

HMDB ID

HMDB0302895

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Valolaginic acid

Description

Valolaginic acid, also known as valolaginate, is a member of the class of compounds known as hydrolyzable tannins. Hydrolyzable tannins are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. Valolaginic acid is soluble (in water) and a moderately acidic compound (based on its pKa). Valolaginic acid can be found in guava, which makes valolaginic acid a potential biomarker for the consumption of this food product.

Structure

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


  Mrv1533004171508502D          

 69 76  0  0  0  0            999 V2000
    1.9785    0.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8433   -0.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4451   -1.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7841   -0.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6467    0.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0983    1.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0582    2.0516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8853    0.9240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042   -0.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0395    0.2298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7720   -1.3879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4760   -1.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9951   -1.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7785   -1.0530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5774   -1.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8896   -0.4461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1382   -1.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7693   -1.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5450   -1.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1775   -1.0238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6897   -2.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5515   -2.3038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0586   -2.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3971   -3.8773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2829   -2.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9655   -3.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7110   -3.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6033   -3.3844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7778   -4.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2952   -5.3131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0991   -5.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1317   -5.9480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3536   -4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2868   -3.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4622   -3.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2143   -4.7570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7537   -3.5117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3860   -2.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6308   -3.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9656   -2.6172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1017   -2.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3717   -3.7955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5452   -2.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6352   -1.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5807   -1.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0619   -0.5367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0337   -1.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8410   -1.9116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2952   -2.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4669   -3.0957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1035   -2.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0241   -3.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5447   -4.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2780   -4.6115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8865   -5.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4291   -5.8355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7077   -5.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8909   -6.0288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1871   -4.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0082   -4.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3536   -5.3830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4876   -3.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1458   -3.1693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3246   -3.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6307   -2.0978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8453   -3.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1044   -0.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5231   -0.6032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6315    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 26 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 12 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 43 44  2  0  0  0  0
  3 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  2  0  0  0  0
 43 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  2  0  0  0  0
 57 58  1  0  0  0  0
 57 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 60 62  1  0  0  0  0
 39 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  2  0  0  0  0
 64 66  1  0  0  0  0
 52 66  1  0  0  0  0
 59 66  2  0  0  0  0
  2 67  1  0  0  0  0
 67 68  2  0  0  0  0
 67 69  1  0  0  0  0
M  END

HMDB0302895
     RDKit          3D
Valolaginic acid
 99106  0  0  0  0  0  0  0  0999 V2000
   -1.3035    6.3474    1.0502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0746    5.1115    1.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0744    4.6462    0.5239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0068    4.2721    1.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9903    2.7964    1.5181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5892    2.3683    1.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0128    3.0370    2.6728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005    1.3869    1.0960 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6598    0.2171    1.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1247    0.3809    1.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7540    1.5680    1.5224 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6800    2.1239    0.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9781    3.3459    1.0937 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3353    1.6172   -0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4439    2.6244   -1.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1543    2.5182   -2.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2324    3.5361   -3.6166 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8354    1.3501   -2.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5719    1.2154   -4.1053 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7504    0.3522   -2.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4530   -0.8153   -2.2701 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0159    0.4189   -0.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072   -0.8389   -0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1377   -1.8359    0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4925   -2.9441    1.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7729   -3.0985    1.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1205   -4.1950    2.2728 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7255   -2.1423    1.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0285   -2.2784    1.7069 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3977   -1.0511    0.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3915   -0.1091    0.1837 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7742   -1.9674   -0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6086   -3.1983   -0.8265 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6847   -1.2382   -0.4755 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5051   -0.7401   -0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7034   -1.5764    0.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6729   -1.3243   -0.7870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6505   -0.4279   -1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5363   -0.0460   -2.3018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6675    0.0550   -0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8053   -0.8180    0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8497   -0.4096    0.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9444   -1.2320    1.2722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9456    0.8967    1.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0435    1.2795    2.2184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8620    1.7303    1.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9780    2.9989    1.7230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7651    1.3304    0.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6792    2.3791    0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1006    3.3549   -0.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9478    4.3078   -0.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1076    3.8857   -1.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1157    5.1058   -1.8998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1502    3.0851   -2.2097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5329   -2.3032   -0.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1551   -2.9212   -1.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4218   -2.4949   -1.5091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5717   -3.9808   -1.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1220   -4.6600   -2.7927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3080   -4.3936   -1.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6685   -5.4515   -1.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7199   -3.7525   -0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2647   -2.7166    0.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6187   -2.2903    1.6706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8017   -1.4554    2.6231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4166   -2.9941    1.9670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5802   -2.9306    0.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2468   -4.0816   -0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2063   -5.2422    0.6981 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3866    4.9043   -0.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6379    4.2875    2.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9778    4.7418    1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6452    2.3846    2.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3551   -0.4557    2.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5478   -0.3762    1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4038    0.2837    0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9444    3.6037   -1.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497    3.4518   -4.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0822    0.4001   -4.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0118   -1.0231   -3.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8104   -3.7454    1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0486   -4.3040    2.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7922   -1.6833    1.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3173   -0.1306    0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1945    0.0219   -0.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1751   -0.9599    1.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6981   -0.8758    1.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2169    2.1536    2.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7216    3.3692    2.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8645    1.7423   -0.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8281    2.7589   -1.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6074    4.6626   -0.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3195    2.7824   -3.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8520   -2.9552   -2.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0132   -4.4669   -3.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7692   -5.7369   -1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3666   -3.2956    1.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7166   -4.1594   -1.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6420   -5.0684    1.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
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 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 18 20  1  0
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 22 23  1  0
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 68 69  1  0
 49  5  1  0
 63 55  1  0
 35  9  1  0
 67 36  1  0
 22 14  1  0
 30 23  1  0
 48 40  1  0
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  4 71  1  0
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  5 73  1  0
  9 74  1  0
 10 75  1  0
 10 76  1  0
 15 77  1  0
 17 78  1  0
 19 79  1  0
 21 80  1  0
 25 81  1  0
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 54 93  1  0
 57 94  1  0
 59 95  1  0
 61 96  1  0
 67 97  1  0
 68 98  1  0
 69 99  1  0
M  END


  Mrv1533004171508502D          

 69 76  0  0  0  0            999 V2000
    1.9785    0.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8433   -0.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4451   -1.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7841   -0.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6467    0.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0983    1.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0582    2.0516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8853    0.9240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042   -0.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0395    0.2298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7720   -1.3879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4760   -1.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9951   -1.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7785   -1.0530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1775   -1.0238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3971   -3.8773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9655   -3.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7110   -3.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6033   -3.3844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2952   -5.3131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5807   -1.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0619   -0.5367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0337   -1.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8410   -1.9116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2952   -2.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4669   -3.0957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1035   -2.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0241   -3.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5447   -4.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2780   -4.6115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8865   -5.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4291   -5.8355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7077   -5.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8909   -6.0288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1871   -4.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0082   -4.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3536   -5.3830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4876   -3.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1458   -3.1693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6307   -2.0978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8453   -3.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1044   -0.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5231   -0.6032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6315    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
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  5  6  1  0  0  0  0
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 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
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 15 17  1  0  0  0  0
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 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 17 25  1  0  0  0  0
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 27 28  1  0  0  0  0
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 29 31  2  0  0  0  0
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 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
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 35 36  2  0  0  0  0
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 60 62  1  0  0  0  0
 39 62  1  0  0  0  0
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 52 66  1  0  0  0  0
 59 66  2  0  0  0  0
  2 67  1  0  0  0  0
 67 68  2  0  0  0  0
 67 69  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302895

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(C1C(CC(O)=O)C(=O)OC2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C2OC(=O)C3=C1C(O)=C(O)C(O)=C3C1=C(O)C(O)=C(O)C3=C1C(=O)OC2C3O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C41H30O28/c42-8-1-5-12(23(48)21(8)46)13-6(2-9(43)22(47)24(13)49)39(62)67-33-10(4-65-37(5)60)66-38(61)7(3-11(44)45)14(30(55)36(58)59)15-18-16(26(51)31(56)25(15)50)17-19-20(28(53)32(57)27(17)52)29(54)34(68-41(19)64)35(33)69-40(18)63/h1-2,7,10,14,29-30,33-35,42-43,46-57H,3-4H2,(H,44,45)(H,58,59)

> <INCHI_KEY>
PSPMKMHPOPULBF-UHFFFAOYSA-N

> <FORMULA>
C41H30O28

> <MOLECULAR_WEIGHT>
970.663

> <EXACT_MASS>
970.092360326

> <JCHEM_ACCEPTOR_COUNT>
23

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
84.3524901813548

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
16

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[23-(carboxymethyl)-7,8,9,12,13,14,26,27,28,31,32,33,42-tridecahydroxy-4,17,22,36,40-pentaoxo-3,18,21,37,39-pentaoxaoctacyclo[23.13.3.1³⁴,³⁸.0²,²⁰.0⁵,¹⁰.0¹¹,¹⁶.0²⁹,⁴¹.0³⁰,³⁵]dotetraconta-5,7,9,11,13,15,25(41),26,28,30,32,34-dodecaen-24-yl]-2-hydroxyacetic acid

> <ALOGPS_LOGP>
2.30

> <JCHEM_LOGP>
-0.00031478766666598323

> <ALOGPS_LOGS>
-1.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.279981992487306

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5481472960101814

> <JCHEM_PKA_STRONGEST_BASIC>
-6.175820149659253

> <JCHEM_POLAR_SURFACE_AREA>
489.3200000000001

> <JCHEM_REFRACTIVITY>
213.3311000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.46e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[23-(carboxymethyl)-7,8,9,12,13,14,26,27,28,31,32,33,42-tridecahydroxy-4,17,22,36,40-pentaoxo-3,18,21,37,39-pentaoxaoctacyclo[23.13.3.1³⁴,³⁸.0²,²⁰.0⁵,¹⁰.0¹¹,¹⁶.0²⁹,⁴¹.0³⁰,³⁵]dotetraconta-5,7,9,11,13,15,25(41),26,28,30,32,34-dodecaen-24-yl](hydroxy)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302895
     RDKit          3D
Valolaginic acid
 99106  0  0  0  0  0  0  0  0999 V2000
   -1.3035    6.3474    1.0502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0746    5.1115    1.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0744    4.6462    0.5239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0068    4.2721    1.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9903    2.7964    1.5181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5892    2.3683    1.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0128    3.0370    2.6728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005    1.3869    1.0960 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6598    0.2171    1.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1247    0.3809    1.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7540    1.5680    1.5224 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6800    2.1239    0.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9781    3.3459    1.0937 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3353    1.6172   -0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4439    2.6244   -1.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1543    2.5182   -2.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2324    3.5361   -3.6166 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8354    1.3501   -2.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5719    1.2154   -4.1053 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7504    0.3522   -2.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4530   -0.8153   -2.2701 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0159    0.4189   -0.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072   -0.8389   -0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1377   -1.8359    0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4925   -2.9441    1.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7729   -3.0985    1.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1205   -4.1950    2.2728 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7255   -2.1423    1.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0285   -2.2784    1.7069 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3977   -1.0511    0.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3915   -0.1091    0.1837 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1502    3.0851   -2.2097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5329   -2.3032   -0.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1551   -2.9212   -1.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4218   -2.4949   -1.5091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5717   -3.9808   -1.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1220   -4.6600   -2.7927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3080   -4.3936   -1.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6685   -5.4515   -1.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7199   -3.7525   -0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2647   -2.7166    0.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6187   -2.2903    1.6706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8017   -1.4554    2.6231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4166   -2.9941    1.9670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5802   -2.9306    0.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2468   -4.0816   -0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2063   -5.2422    0.6981 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6379    4.2875    2.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9778    4.7418    1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6452    2.3846    2.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3551   -0.4557    2.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5478   -0.3762    1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4038    0.2837    0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9444    3.6037   -1.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497    3.4518   -4.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0822    0.4001   -4.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0118   -1.0231   -3.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8104   -3.7454    1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0486   -4.3040    2.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7922   -1.6833    1.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3173   -0.1306    0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1945    0.0219   -0.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1751   -0.9599    1.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6981   -0.8758    1.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2169    2.1536    2.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7216    3.3692    2.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8645    1.7423   -0.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8281    2.7589   -1.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6074    4.6626   -0.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3195    2.7824   -3.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8520   -2.9552   -2.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0132   -4.4669   -3.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7692   -5.7369   -1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3666   -3.2956    1.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7166   -4.1594   -1.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6420   -5.0684    1.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  O   UNK     0       3.693   0.579   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.441  -0.970   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.564  -2.319   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.197  -0.915   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.941   0.804   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.784   2.224   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.709   3.830   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       7.253   1.725   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.728  -1.083   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.540   0.429   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       7.041  -2.591   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.355  -3.646   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.324  -2.449   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.787  -1.966   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      12.278  -2.350   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      12.861  -0.833   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      13.325  -3.479   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.503  -2.487   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.951  -3.012   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      17.131  -1.911   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      16.221  -4.528   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      17.829  -4.300   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      15.043  -5.520   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      15.675  -7.238   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      13.595  -4.995   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.002  -6.417   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.394  -7.076   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      16.059  -6.317   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      14.519  -8.611   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      15.484  -9.918   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      13.252  -9.487   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      13.313 -11.103   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      11.860  -8.827   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      11.735  -7.292   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.196  -7.344   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       9.733  -8.880   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       8.874  -6.555   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       8.187  -5.176   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.778  -5.796   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       5.536  -4.885   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       3.923  -5.426   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       4.427  -7.085   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       2.884  -4.594   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       3.052  -3.064   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       1.084  -2.419   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -0.116  -1.002   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       0.063  -3.572   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -1.570  -3.568   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       0.551  -5.032   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -0.871  -5.779   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       2.060  -5.340   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       1.912  -6.873   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       1.017  -8.126   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      -0.519  -8.608   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0       1.655  -9.528   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       0.801 -10.893   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0       3.188  -9.676   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0       3.530 -11.254   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0       4.083  -8.423   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       5.615  -8.571   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0       6.260 -10.048   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0       6.510  -7.318   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0       5.872  -5.916   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0       4.339  -5.768   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0       4.911  -3.916   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0       3.444  -7.021   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0       2.061  -0.047   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0       0.976  -1.126   0.000  0.00  0.00           O+0
HETATM   69  O   UNK     0       1.179   1.334   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   67                                                  
CONECT    3    2    4   44                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    4   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   38                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   17   26                                                  
CONECT   26   25   27   34                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   26   35                                                  
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   12   39                                                  
CONECT   39   38   40   62                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   51                                                  
CONECT   44   43    3   45                                                  
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49   43   52                                                  
CONECT   52   51   53   66                                                  
CONECT   53   52   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   56   57                                                  
CONECT   56   55                                                            
CONECT   57   55   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57   60   66                                                  
CONECT   60   59   61   62                                                  
CONECT   61   60                                                            
CONECT   62   60   39   63                                                  
CONECT   63   62   64                                                       
CONECT   64   63   65   66                                                  
CONECT   65   64                                                            
CONECT   66   64   52   59                                                  
CONECT   67    2   68   69                                                  
CONECT   68   67                                                            
CONECT   69   67                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  152    0
END

COMPND    HMDB0302895
HETATM    1  O1  UNL     1      -1.303   6.347   1.050  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.075   5.112   1.142  1.00  0.00           C  
HETATM    3  O2  UNL     1       0.074   4.646   0.524  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.007   4.272   1.876  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.990   2.796   1.518  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.589   2.368   1.763  1.00  0.00           C  
HETATM    7  O3  UNL     1      -0.013   3.037   2.673  1.00  0.00           O  
HETATM    8  O4  UNL     1       0.000   1.387   1.096  1.00  0.00           O  
HETATM    9  C5  UNL     1       0.660   0.217   1.177  1.00  0.00           C  
HETATM   10  C6  UNL     1       2.125   0.381   1.258  1.00  0.00           C  
HETATM   11  O5  UNL     1       2.754   1.568   1.522  1.00  0.00           O  
HETATM   12  C7  UNL     1       3.680   2.124   0.673  1.00  0.00           C  
HETATM   13  O6  UNL     1       3.978   3.346   1.094  1.00  0.00           O  
HETATM   14  C8  UNL     1       4.335   1.617  -0.528  1.00  0.00           C  
HETATM   15  C9  UNL     1       4.444   2.624  -1.513  1.00  0.00           C  
HETATM   16  C10 UNL     1       5.154   2.518  -2.671  1.00  0.00           C  
HETATM   17  O7  UNL     1       5.232   3.536  -3.617  1.00  0.00           O  
HETATM   18  C11 UNL     1       5.835   1.350  -2.934  1.00  0.00           C  
HETATM   19  O8  UNL     1       6.572   1.215  -4.105  1.00  0.00           O  
HETATM   20  C12 UNL     1       5.750   0.352  -2.003  1.00  0.00           C  
HETATM   21  O9  UNL     1       6.453  -0.815  -2.270  1.00  0.00           O  
HETATM   22  C13 UNL     1       5.016   0.419  -0.789  1.00  0.00           C  
HETATM   23  C14 UNL     1       5.107  -0.839  -0.063  1.00  0.00           C  
HETATM   24  C15 UNL     1       4.138  -1.836   0.225  1.00  0.00           C  
HETATM   25  C16 UNL     1       4.492  -2.944   1.004  1.00  0.00           C  
HETATM   26  C17 UNL     1       5.773  -3.099   1.500  1.00  0.00           C  
HETATM   27  O10 UNL     1       6.121  -4.195   2.273  1.00  0.00           O  
HETATM   28  C18 UNL     1       6.726  -2.142   1.220  1.00  0.00           C  
HETATM   29  O11 UNL     1       8.029  -2.278   1.707  1.00  0.00           O  
HETATM   30  C19 UNL     1       6.398  -1.051   0.461  1.00  0.00           C  
HETATM   31  O12 UNL     1       7.391  -0.109   0.184  1.00  0.00           O  
HETATM   32  C20 UNL     1       2.774  -1.967  -0.327  1.00  0.00           C  
HETATM   33  O13 UNL     1       2.609  -3.198  -0.826  1.00  0.00           O  
HETATM   34  O14 UNL     1       1.685  -1.238  -0.475  1.00  0.00           O  
HETATM   35  C21 UNL     1       0.505  -0.740  -0.066  1.00  0.00           C  
HETATM   36  C22 UNL     1      -0.703  -1.576   0.162  1.00  0.00           C  
HETATM   37  O15 UNL     1      -1.673  -1.324  -0.787  1.00  0.00           O  
HETATM   38  C23 UNL     1      -2.650  -0.428  -1.008  1.00  0.00           C  
HETATM   39  O16 UNL     1      -2.536  -0.046  -2.302  1.00  0.00           O  
HETATM   40  C24 UNL     1      -3.668   0.055  -0.068  1.00  0.00           C  
HETATM   41  C25 UNL     1      -4.805  -0.818   0.257  1.00  0.00           C  
HETATM   42  C26 UNL     1      -5.850  -0.410   0.970  1.00  0.00           C  
HETATM   43  O17 UNL     1      -6.944  -1.232   1.272  1.00  0.00           O  
HETATM   44  C27 UNL     1      -5.946   0.897   1.487  1.00  0.00           C  
HETATM   45  O18 UNL     1      -7.044   1.279   2.218  1.00  0.00           O  
HETATM   46  C28 UNL     1      -4.862   1.730   1.196  1.00  0.00           C  
HETATM   47  O19 UNL     1      -4.978   2.999   1.723  1.00  0.00           O  
HETATM   48  C29 UNL     1      -3.765   1.330   0.450  1.00  0.00           C  
HETATM   49  C30 UNL     1      -2.679   2.379   0.325  1.00  0.00           C  
HETATM   50  C31 UNL     1      -3.101   3.355  -0.690  1.00  0.00           C  
HETATM   51  O20 UNL     1      -3.948   4.308  -0.146  1.00  0.00           O  
HETATM   52  C32 UNL     1      -2.108   3.886  -1.620  1.00  0.00           C  
HETATM   53  O21 UNL     1      -2.116   5.106  -1.900  1.00  0.00           O  
HETATM   54  O22 UNL     1      -1.150   3.085  -2.210  1.00  0.00           O  
HETATM   55  C33 UNL     1      -4.533  -2.303  -0.030  1.00  0.00           C  
HETATM   56  C34 UNL     1      -5.155  -2.921  -1.076  1.00  0.00           C  
HETATM   57  O23 UNL     1      -6.422  -2.495  -1.509  1.00  0.00           O  
HETATM   58  C35 UNL     1      -4.572  -3.981  -1.745  1.00  0.00           C  
HETATM   59  O24 UNL     1      -5.122  -4.660  -2.793  1.00  0.00           O  
HETATM   60  C36 UNL     1      -3.308  -4.394  -1.310  1.00  0.00           C  
HETATM   61  O25 UNL     1      -2.669  -5.452  -1.962  1.00  0.00           O  
HETATM   62  C37 UNL     1      -2.720  -3.752  -0.249  1.00  0.00           C  
HETATM   63  C38 UNL     1      -3.265  -2.717   0.464  1.00  0.00           C  
HETATM   64  C39 UNL     1      -2.619  -2.290   1.671  1.00  0.00           C  
HETATM   65  O26 UNL     1      -2.802  -1.455   2.623  1.00  0.00           O  
HETATM   66  O27 UNL     1      -1.417  -2.994   1.967  1.00  0.00           O  
HETATM   67  C40 UNL     1      -0.580  -2.931   0.712  1.00  0.00           C  
HETATM   68  C41 UNL     1      -1.247  -4.082  -0.059  1.00  0.00           C  
HETATM   69  O28 UNL     1      -1.206  -5.242   0.698  1.00  0.00           O  
HETATM   70  H1  UNL     1       0.387   4.904  -0.388  1.00  0.00           H  
HETATM   71  H2  UNL     1      -1.638   4.287   2.957  1.00  0.00           H  
HETATM   72  H3  UNL     1      -2.978   4.742   1.925  1.00  0.00           H  
HETATM   73  H4  UNL     1      -2.645   2.385   2.395  1.00  0.00           H  
HETATM   74  H5  UNL     1       0.355  -0.456   2.050  1.00  0.00           H  
HETATM   75  H6  UNL     1       2.548  -0.376   1.922  1.00  0.00           H  
HETATM   76  H7  UNL     1       2.404   0.284   0.155  1.00  0.00           H  
HETATM   77  H8  UNL     1       3.944   3.604  -1.407  1.00  0.00           H  
HETATM   78  H9  UNL     1       5.750   3.452  -4.460  1.00  0.00           H  
HETATM   79  H10 UNL     1       7.082   0.400  -4.350  1.00  0.00           H  
HETATM   80  H11 UNL     1       7.012  -1.023  -3.045  1.00  0.00           H  
HETATM   81  H12 UNL     1       3.810  -3.745   1.268  1.00  0.00           H  
HETATM   82  H13 UNL     1       7.049  -4.304   2.631  1.00  0.00           H  
HETATM   83  H14 UNL     1       8.792  -1.683   1.585  1.00  0.00           H  
HETATM   84  H15 UNL     1       8.317  -0.131   0.472  1.00  0.00           H  
HETATM   85  H16 UNL     1       0.195   0.022  -0.849  1.00  0.00           H  
HETATM   86  H17 UNL     1      -1.175  -0.960   1.070  1.00  0.00           H  
HETATM   87  H18 UNL     1      -7.698  -0.876   1.807  1.00  0.00           H  
HETATM   88  H19 UNL     1      -7.217   2.154   2.623  1.00  0.00           H  
HETATM   89  H20 UNL     1      -5.722   3.369   2.267  1.00  0.00           H  
HETATM   90  H21 UNL     1      -1.864   1.742  -0.252  1.00  0.00           H  
HETATM   91  H22 UNL     1      -3.828   2.759  -1.382  1.00  0.00           H  
HETATM   92  H23 UNL     1      -4.607   4.663  -0.761  1.00  0.00           H  
HETATM   93  H24 UNL     1      -1.319   2.782  -3.164  1.00  0.00           H  
HETATM   94  H25 UNL     1      -6.852  -2.955  -2.268  1.00  0.00           H  
HETATM   95  H26 UNL     1      -6.013  -4.467  -3.197  1.00  0.00           H  
HETATM   96  H27 UNL     1      -1.769  -5.737  -1.625  1.00  0.00           H  
HETATM   97  H28 UNL     1       0.367  -3.296   1.053  1.00  0.00           H  
HETATM   98  H29 UNL     1      -0.717  -4.159  -1.007  1.00  0.00           H  
HETATM   99  H30 UNL     1      -0.642  -5.068   1.492  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   70
CONECT    4    5   71   72
CONECT    5    6   49   73
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   35   74
CONECT   10   11   75   76
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   15   22
CONECT   15   16   77
CONECT   16   17   18   18
CONECT   17   78
CONECT   18   19   20
CONECT   19   79
CONECT   20   21   22   22
CONECT   21   80
CONECT   22   23
CONECT   23   24   24   30
CONECT   24   25   32
CONECT   25   26   26   81
CONECT   26   27   28
CONECT   27   82
CONECT   28   29   30   30
CONECT   29   83
CONECT   30   31
CONECT   31   84
CONECT   32   33   33   34
CONECT   34   35
CONECT   35   36   85
CONECT   36   37   67   86
CONECT   37   38
CONECT   38   39   39   40
CONECT   40   41   41   48
CONECT   41   42   55
CONECT   42   43   44   44
CONECT   43   87
CONECT   44   45   46
CONECT   45   88
CONECT   46   47   48   48
CONECT   47   89
CONECT   48   49
CONECT   49   50   90
CONECT   50   51   52   91
CONECT   51   92
CONECT   52   53   53   54
CONECT   54   93
CONECT   55   56   56   63
CONECT   56   57   58
CONECT   57   94
CONECT   58   59   60   60
CONECT   59   95
CONECT   60   61   62
CONECT   61   96
CONECT   62   63   63   68
CONECT   63   64
CONECT   64   65   65   66
CONECT   66   67
CONECT   67   68   97
CONECT   68   69   98
CONECT   69   99
END

HMDB0302895
     RDKit          3D
Valolaginic acid
 99106  0  0  0  0  0  0  0  0999 V2000
   -1.3035    6.3474    1.0502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0746    5.1115    1.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0744    4.6462    0.5239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0068    4.2721    1.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9903    2.7964    1.5181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5892    2.3683    1.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0128    3.0370    2.6728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005    1.3869    1.0960 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6598    0.2171    1.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1247    0.3809    1.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7540    1.5680    1.5224 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6800    2.1239    0.6727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9781    3.3459    1.0937 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3353    1.6172   -0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4439    2.6244   -1.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1543    2.5182   -2.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2324    3.5361   -3.6166 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8354    1.3501   -2.9337 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5719    1.2154   -4.1053 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7504    0.3522   -2.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4530   -0.8153   -2.2701 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0159    0.4189   -0.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072   -0.8389   -0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1377   -1.8359    0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4925   -2.9441    1.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7729   -3.0985    1.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1205   -4.1950    2.2728 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7255   -2.1423    1.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0285   -2.2784    1.7069 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3977   -1.0511    0.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3915   -0.1091    0.1837 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7742   -1.9674   -0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6086   -3.1983   -0.8265 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6847   -1.2382   -0.4755 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5051   -0.7401   -0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7034   -1.5764    0.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6729   -1.3243   -0.7870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6505   -0.4279   -1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5363   -0.0460   -2.3018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6675    0.0550   -0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8053   -0.8180    0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8497   -0.4096    0.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9444   -1.2320    1.2722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9456    0.8967    1.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0435    1.2795    2.2184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8620    1.7303    1.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9780    2.9989    1.7230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7651    1.3304    0.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6792    2.3791    0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1006    3.3549   -0.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9478    4.3078   -0.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1076    3.8857   -1.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1157    5.1058   -1.8998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1502    3.0851   -2.2097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5329   -2.3032   -0.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1551   -2.9212   -1.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4218   -2.4949   -1.5091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5717   -3.9808   -1.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1220   -4.6600   -2.7927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3080   -4.3936   -1.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6685   -5.4515   -1.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7199   -3.7525   -0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2647   -2.7166    0.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6187   -2.2903    1.6706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8017   -1.4554    2.6231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4166   -2.9941    1.9670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5802   -2.9306    0.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2468   -4.0816   -0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2063   -5.2422    0.6981 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3866    4.9043   -0.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6379    4.2875    2.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9778    4.7418    1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6452    2.3846    2.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3551   -0.4557    2.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5478   -0.3762    1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4038    0.2837    0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9444    3.6037   -1.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497    3.4518   -4.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0822    0.4001   -4.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0118   -1.0231   -3.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8104   -3.7454    1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0486   -4.3040    2.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7922   -1.6833    1.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3173   -0.1306    0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1945    0.0219   -0.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1751   -0.9599    1.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6981   -0.8758    1.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2169    2.1536    2.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7216    3.3692    2.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8645    1.7423   -0.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8281    2.7589   -1.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6074    4.6626   -0.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3195    2.7824   -3.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8520   -2.9552   -2.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0132   -4.4669   -3.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7692   -5.7369   -1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3666   -3.2956    1.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7166   -4.1594   -1.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6420   -5.0684    1.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 24 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  2  0
 38 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  1  0
 42 44  2  0
 44 45  1  0
 44 46  1  0
 46 47  1  0
 46 48  2  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 50 52  1  0
 52 53  2  0
 52 54  1  0
 41 55  1  0
 55 56  2  0
 56 57  1  0
 56 58  1  0
 58 59  1  0
 58 60  2  0
 60 61  1  0
 60 62  1  0
 62 63  2  0
 63 64  1  0
 64 65  2  0
 64 66  1  0
 66 67  1  0
 67 68  1  0
 68 69  1  0
 49  5  1  0
 63 55  1  0
 35  9  1  0
 67 36  1  0
 22 14  1  0
 30 23  1  0
 48 40  1  0
 68 62  1  0
  3 70  1  0
  4 71  1  0
  4 72  1  0
  5 73  1  0
  9 74  1  0
 10 75  1  0
 10 76  1  0
 15 77  1  0
 17 78  1  0
 19 79  1  0
 21 80  1  0
 25 81  1  0
 27 82  1  0
 29 83  1  0
 31 84  1  0
 35 85  1  0
 36 86  1  0
 43 87  1  0
 45 88  1  0
 47 89  1  0
 49 90  1  0
 50 91  1  0
 51 92  1  0
 54 93  1  0
 57 94  1  0
 59 95  1  0
 61 96  1  0
 67 97  1  0
 68 98  1  0
 69 99  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Valolaginate	Generator

Chemical Formula

C₄₁H₃₀O₂₈

Average Molecular Weight

970.663

Monoisotopic Molecular Weight

970.092360326

IUPAC Name

2-[23-(carboxymethyl)-7,8,9,12,13,14,26,27,28,31,32,33,42-tridecahydroxy-4,17,22,36,40-pentaoxo-3,18,21,37,39-pentaoxaoctacyclo[23.13.3.1³⁴,³⁸.0²,²⁰.0⁵,¹⁰.0¹¹,¹⁶.0²⁹,⁴¹.0³⁰,³⁵]dotetraconta-5,7,9,11,13,15,25(41),26,28,30,32,34-dodecaen-24-yl]-2-hydroxyacetic acid

Traditional Name

[23-(carboxymethyl)-7,8,9,12,13,14,26,27,28,31,32,33,42-tridecahydroxy-4,17,22,36,40-pentaoxo-3,18,21,37,39-pentaoxaoctacyclo[23.13.3.1³⁴,³⁸.0²,²⁰.0⁵,¹⁰.0¹¹,¹⁶.0²⁹,⁴¹.0³⁰,³⁵]dotetraconta-5,7,9,11,13,15,25(41),26,28,30,32,34-dodecaen-24-yl](hydroxy)acetic acid

CAS Registry Number

Not Available

SMILES

OC(C1C(CC(O)=O)C(=O)OC2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C2OC(=O)C3=C1C(O)=C(O)C(O)=C3C1=C(O)C(O)=C(O)C3=C1C(=O)OC2C3O)C(O)=O

InChI Identifier

InChI=1S/C41H30O28/c42-8-1-5-12(23(48)21(8)46)13-6(2-9(43)22(47)24(13)49)39(62)67-33-10(4-65-37(5)60)66-38(61)7(3-11(44)45)14(30(55)36(58)59)15-18-16(26(51)31(56)25(15)50)17-19-20(28(53)32(57)27(17)52)29(54)34(68-41(19)64)35(33)69-40(18)63/h1-2,7,10,14,29-30,33-35,42-43,46-57H,3-4H2,(H,44,45)(H,58,59)

InChI Key

PSPMKMHPOPULBF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Gallic acid or derivatives
Benzopyran
Isochromane
2-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alpha-hydroxy acid
Benzenoid
Hydroxy acid
Carboxylic acid ester
Secondary alcohol
Lactone
Carboxylic acid derivative
Oxacycle
Carboxylic acid
Organoheterocyclic compound
Polyol
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302895)

Food

Fruit

Tropical fruit

Guava (FooDB: FOOD00150)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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
logP	2.3	ALOGPS
logP	-0.00031	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	2.55	ChemAxon
pKa (Strongest Basic)	-6.2	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	23	ChemAxon
Hydrogen Donor Count	16	ChemAxon
Polar Surface Area	489.32 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	213.33 m³·mol⁻¹	ChemAxon
Polarizability	84.35 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	278.011	32859911
AllCCS	[M+H-H2O]+	278.305	32859911
AllCCS	[M+Na]+	277.589	32859911
AllCCS	[M+NH4]+	277.69	32859911
AllCCS	[M-H]-	293.367	32859911
AllCCS	[M+Na-2H]-	297.958	32859911
AllCCS	[M+HCOO]-	303.029	32859911
DeepCCS	[M+H]+	286.478	30932474
DeepCCS	[M-H]-	284.755	30932474
DeepCCS	[M-2H]-	318.788	30932474
DeepCCS	[M+Na]+	292.807	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	17.1707 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.19 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1949.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	162.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	37.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	87.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	127.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	765.2 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	678.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	1505.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	833.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	205.8 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	2061.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	336.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	445.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	1034.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	152.8 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	1268.1 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valolaginic acid 10V, Positive-QTOF	splash10-0umi-0002000039-73567394c72d001ece88	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valolaginic acid 20V, Positive-QTOF	splash10-056r-0011000049-14e81b4e4326bc66b10c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valolaginic acid 40V, Positive-QTOF	splash10-054k-0096420300-b57453e702b2892f23b4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valolaginic acid 10V, Negative-QTOF	splash10-00or-0000000019-28a74ff09857bfa24f30	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valolaginic acid 20V, Negative-QTOF	splash10-0fi0-1000000079-7992d5a1687a26a450df	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valolaginic acid 40V, Negative-QTOF	splash10-0a4l-9460110056-8d097303f84aa424a7a7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valolaginic acid 10V, Positive-QTOF	splash10-0kk9-0000000019-1e0657a2f4b2bc60300d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valolaginic acid 20V, Positive-QTOF	splash10-056r-0000000059-d6f4895ef1769625576a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valolaginic acid 40V, Positive-QTOF	splash10-0gw0-0000000093-85ceff08ad567274a5ea	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valolaginic acid 10V, Negative-QTOF	splash10-0a6r-0000000019-cbfad902d574d7510cae	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valolaginic acid 20V, Negative-QTOF	splash10-004i-0000000093-c13a1f1c0c57b99fb7c9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valolaginic acid 40V, Negative-QTOF	splash10-004j-0000000090-87c0fd65bed5fd0e766f	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB006742

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

157009992

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

Not Available

Showing metabocard for Valolaginic acid (HMDB0302895)

MOL for HMDB0302895 (Valolaginic acid)

3D MOL for HMDB0302895 (Valolaginic acid)

3D SDF for HMDB0302895 (Valolaginic acid)

3D-SDF for HMDB0302895 (Valolaginic acid)

PDB for HMDB0302895 (Valolaginic acid)

3D PDB for HMDB0302895 (Valolaginic acid)

SMILES for HMDB0302895 (Valolaginic acid)

INCHI for HMDB0302895 (Valolaginic acid)

Structure for HMDB0302895 (Valolaginic acid)

3D Structure for HMDB0302895 (Valolaginic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra