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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 12:06:47 UTC

Update Date

2021-09-24 12:06:47 UTC

HMDB ID

HMDB0304746

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ursolic acid (2-alpha-hydroxy-)

Description

(1S,2R,4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review very few articles have been published on (1S,2R,4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid.

Structure

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


  Mrv1652304022019543D          

 34 38  0  0  0  0            999 V2000
    4.8973   -2.0385   -2.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0636   -1.0390   -2.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1655   -0.6468    1.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3827   -2.6976    1.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2485    1.7774    0.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3628   -1.2954    1.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3866    1.6049    2.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7715    1.3532   -1.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463    1.6928   -0.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5374    0.0393   -1.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4257   -0.6400    2.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -0.7444    2.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2652    0.2011   -0.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0770    0.8066    1.9323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5020    0.6591    1.5959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1815    0.4573   -1.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4871   -0.6539   -2.3646 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2052   -0.8236   -1.5493 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5889    0.6861   -0.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6273    0.1103   -1.3748 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0194   -0.7196    0.8043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1433    0.5498    0.0208 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9578    0.4737   -0.8744 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1462   -0.9649   -0.4993 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2469    2.3247    0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4049   -1.1734    0.7832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6415    0.5589    0.1459 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1158    0.1931    0.9181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3288    0.4135    1.2504 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9344    0.8668    0.1843 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8636   -0.1864   -2.7333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4832   -0.7340   -0.1523 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1195    3.0983    1.0281 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6867    2.8989   -1.1297 O   0  0  0  0  0  0  0  0  0  0  0  0
 17  1  1  1  0  0  0
 18  2  1  6  0  0  0
  3 26  1  0  0  0  0
  4 26  1  0  0  0  0
 27  5  1  1  0  0  0
 28  6  1  6  0  0  0
 29  7  1  1  0  0  0
  8  9  1  0  0  0  0
  8 19  2  0  0  0  0
 22  9  1  1  0  0  0
 10 13  1  0  0  0  0
 10 17  1  0  0  0  0
 11 12  1  0  0  0  0
 21 11  1  1  0  0  0
 12 29  1  0  0  0  0
 13 30  1  0  0  0  0
 14 15  1  0  0  0  0
 14 28  1  0  0  0  0
 15 30  1  0  0  0  0
 16 20  1  0  0  0  0
 16 27  1  0  0  0  0
 17 18  1  0  0  0  0
 18 23  1  0  0  0  0
 23 19  1  1  0  0  0
 19 28  1  0  0  0  0
 20 24  1  0  0  0  0
 20 31  1  6  0  0  0
 21 26  1  0  0  0  0
 21 27  1  0  0  0  0
 22 27  1  0  0  0  0
 22 29  1  0  0  0  0
 23 30  1  0  0  0  0
 24 26  1  0  0  0  0
 24 32  1  1  0  0  0
 30 25  1  1  0  0  0
 25 33  2  0  0  0  0
 25 34  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

HMDB0304746
     RDKit          3D
Ursolic acid (2-alpha-hydroxy-)
 82 86  0  0  0  0  0  0  0  0999 V2000
   -3.8098    1.1537   -2.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6305    1.2086   -1.2653 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2174   -0.1018   -0.7132 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7148   -0.1158   -0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0364   -0.3930   -1.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4182   -0.4600   -1.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0802   -0.1871   -0.6373 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5512   -0.5660   -0.6034 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7900   -2.0322   -0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1720    0.0688   -1.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6329   -0.1760   -1.8227 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1524    0.5690   -2.9159 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3662    0.1082   -0.5582 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3471   -0.9121   -0.4256 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5650    0.2633    0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1471   -0.6883    1.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8994    1.6518    1.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1142    0.1039    0.6046 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5068   -0.6187    1.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422   -0.6294    1.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3040   -0.6877    0.5499 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1875   -2.0819    0.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9640    0.1806    0.6204 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5451    1.6470    0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7817   -0.0745    1.8263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0013   -0.8797    1.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8910   -0.6213    0.5085 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5480   -1.9375    0.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7729   -2.0807    0.3911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8401   -3.0663   -0.1752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0246    0.2648    0.9969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7737    0.8884   -0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8147    1.8935   -0.7229 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5123    2.9126    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8657    1.3543   -3.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1518    0.1248   -3.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5462    1.9008   -3.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7805    1.9560   -1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4557   -0.8532   -1.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6315   -0.5975   -2.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6979    0.3618   -2.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7618   -1.3898   -2.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1016    0.9401   -0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9115   -2.1709   -0.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4204   -2.5943    0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5068   -2.4577   -1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0037    1.1717   -1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7366   -0.3291   -2.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7887   -1.2425   -2.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9397    0.1132   -3.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0122    1.0167   -0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0321   -0.8077   -1.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2651   -0.5608    1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9431   -1.7348    1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9194   -0.3467    2.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8679    1.6227    1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0125    2.3540    0.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0633    2.0180    1.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6332    1.1282    0.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054   -0.0336    2.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9519   -1.6302    1.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6929    0.2656    2.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040   -1.5074    2.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2744   -2.1179   -0.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0229   -2.7895    1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2655   -2.4536   -0.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4014    1.8322    1.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5391    2.1212   -0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092    2.2245    1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0459    0.8774    2.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1256   -0.6168    2.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6045   -0.7165    2.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7525   -1.9791    1.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6929   -3.2972   -1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5909    1.0378    1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7616   -0.3018    1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0510    0.0950   -0.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6858    1.3569    0.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3382    2.4574   -1.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4049    3.0016    1.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6338    2.6924    0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3426    3.9005   -0.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  6
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
 28 29  2  0
 28 30  1  0
 27 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33  2  1  0
 27  3  1  0
 23  4  1  0
 21  7  1  0
 18  8  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  6
  3 39  1  6
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  1
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  6
 12 50  1  0
 13 51  1  6
 14 52  1  0
 16 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  6
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 22 64  1  0
 22 65  1  0
 22 66  1  0
 24 67  1  0
 24 68  1  0
 24 69  1  0
 25 70  1  0
 25 71  1  0
 26 72  1  0
 26 73  1  0
 30 74  1  0
 31 75  1  0
 31 76  1  0
 32 77  1  0
 32 78  1  0
 33 79  1  6
 34 80  1  0
 34 81  1  0
 34 82  1  0
M  END


  Mrv1652304022019543D          

 34 38  0  0  0  0            999 V2000
    4.8973   -2.0385   -2.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0636   -1.0390   -2.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1655   -0.6468    1.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3827   -2.6976    1.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2485    1.7774    0.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3628   -1.2954    1.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3866    1.6049    2.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7715    1.3532   -1.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463    1.6928   -0.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5374    0.0393   -1.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4257   -0.6400    2.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -0.7444    2.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2652    0.2011   -0.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0770    0.8066    1.9323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5020    0.6591    1.5959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1815    0.4573   -1.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4871   -0.6539   -2.3646 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2052   -0.8236   -1.5493 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5889    0.6861   -0.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6273    0.1103   -1.3748 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0194   -0.7196    0.8043 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1433    0.5498    0.0208 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9578    0.4737   -0.8744 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1462   -0.9649   -0.4993 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2469    2.3247    0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4049   -1.1734    0.7832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6415    0.5589    0.1459 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1158    0.1931    0.9181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3288    0.4135    1.2504 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9344    0.8668    0.1843 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8636   -0.1864   -2.7333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4832   -0.7340   -0.1523 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1195    3.0983    1.0281 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6867    2.8989   -1.1297 O   0  0  0  0  0  0  0  0  0  0  0  0
 17  1  1  1  0  0  0
 18  2  1  6  0  0  0
  3 26  1  0  0  0  0
  4 26  1  0  0  0  0
 27  5  1  1  0  0  0
 28  6  1  6  0  0  0
 29  7  1  1  0  0  0
  8  9  1  0  0  0  0
  8 19  2  0  0  0  0
 22  9  1  1  0  0  0
 10 13  1  0  0  0  0
 10 17  1  0  0  0  0
 11 12  1  0  0  0  0
 21 11  1  1  0  0  0
 12 29  1  0  0  0  0
 13 30  1  0  0  0  0
 14 15  1  0  0  0  0
 14 28  1  0  0  0  0
 15 30  1  0  0  0  0
 16 20  1  0  0  0  0
 16 27  1  0  0  0  0
 17 18  1  0  0  0  0
 18 23  1  0  0  0  0
 23 19  1  1  0  0  0
 19 28  1  0  0  0  0
 20 24  1  0  0  0  0
 20 31  1  6  0  0  0
 21 26  1  0  0  0  0
 21 27  1  0  0  0  0
 22 27  1  0  0  0  0
 22 29  1  0  0  0  0
 23 30  1  0  0  0  0
 24 26  1  0  0  0  0
 24 32  1  1  0  0  0
 30 25  1  1  0  0  0
 25 33  2  0  0  0  0
 25 34  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304746

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O4/c1-17-10-13-30(25(33)34)15-14-28(6)19(23(30)18(17)2)8-9-22-27(5)16-20(31)24(32)26(3,4)21(27)11-12-29(22,28)7/h8,17-18,20-24,31-32H,9-16H2,1-7H3,(H,33,34)/t17-,18+,20-,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1

> <INCHI_KEY>
HFGSQOYIOKBQOW-ZSDYHTTISA-N

> <FORMULA>
C30H48O4

> <MOLECULAR_WEIGHT>
472.71

> <EXACT_MASS>
472.355260026

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
55.89029858955915

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

> <ALOGPS_LOGP>
5.49

> <JCHEM_LOGP>
5.506901802666668

> <ALOGPS_LOGS>
-5.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.627313693563966

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.744125421374318

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1598164618201263

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
135.05949999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.57e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304746
     RDKit          3D
Ursolic acid (2-alpha-hydroxy-)
 82 86  0  0  0  0  0  0  0  0999 V2000
   -3.8098    1.1537   -2.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6305    1.2086   -1.2653 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2174   -0.1018   -0.7132 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7148   -0.1158   -0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0364   -0.3930   -1.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4182   -0.4600   -1.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0802   -0.1871   -0.6373 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5512   -0.5660   -0.6034 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7900   -2.0322   -0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1720    0.0688   -1.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6329   -0.1760   -1.8227 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1524    0.5690   -2.9159 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3662    0.1082   -0.5582 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3471   -0.9121   -0.4256 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5650    0.2633    0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1471   -0.6883    1.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8994    1.6518    1.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1142    0.1039    0.6046 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5068   -0.6187    1.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422   -0.6294    1.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3040   -0.6877    0.5499 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1875   -2.0819    0.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9640    0.1806    0.6204 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5451    1.6470    0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7817   -0.0745    1.8263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0013   -0.8797    1.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8910   -0.6213    0.5085 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5480   -1.9375    0.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7729   -2.0807    0.3911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8401   -3.0663   -0.1752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0246    0.2648    0.9969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7737    0.8884   -0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8147    1.8935   -0.7229 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5123    2.9126    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8657    1.3543   -3.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1518    0.1248   -3.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5462    1.9008   -3.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7805    1.9560   -1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4557   -0.8532   -1.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6315   -0.5975   -2.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6979    0.3618   -2.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7618   -1.3898   -2.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1016    0.9401   -0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9115   -2.1709   -0.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4204   -2.5943    0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5068   -2.4577   -1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0037    1.1717   -1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7366   -0.3291   -2.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7887   -1.2425   -2.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9397    0.1132   -3.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0122    1.0167   -0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0321   -0.8077   -1.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2651   -0.5608    1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9431   -1.7348    1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9194   -0.3467    2.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8679    1.6227    1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0125    2.3540    0.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0633    2.0180    1.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6332    1.1282    0.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054   -0.0336    2.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9519   -1.6302    1.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6929    0.2656    2.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040   -1.5074    2.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2744   -2.1179   -0.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0229   -2.7895    1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2655   -2.4536   -0.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4014    1.8322    1.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5391    2.1212   -0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092    2.2245    1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0459    0.8774    2.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1256   -0.6168    2.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6045   -0.7165    2.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7525   -1.9791    1.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6929   -3.2972   -1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5909    1.0378    1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7616   -0.3018    1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0510    0.0950   -0.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6858    1.3569    0.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3382    2.4574   -1.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4049    3.0016    1.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6338    2.6924    0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3426    3.9005   -0.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  6
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
 28 29  2  0
 28 30  1  0
 27 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33  2  1  0
 27  3  1  0
 23  4  1  0
 21  7  1  0
 18  8  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  6
  3 39  1  6
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  1
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  6
 12 50  1  0
 13 51  1  6
 14 52  1  0
 16 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  6
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 22 64  1  0
 22 65  1  0
 22 66  1  0
 24 67  1  0
 24 68  1  0
 24 69  1  0
 25 70  1  0
 25 71  1  0
 26 72  1  0
 26 73  1  0
 30 74  1  0
 31 75  1  0
 31 76  1  0
 32 77  1  0
 32 78  1  0
 33 79  1  6
 34 80  1  0
 34 81  1  0
 34 82  1  0
M  END

HEADER    PROTEIN                                 02-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-APR-20         0                                  
HETATM    1  C   UNK     0       4.897  -2.038  -2.820  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.064  -1.039  -2.546  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.165  -0.647   1.984  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.383  -2.698   1.029  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.248   1.777   0.715  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.363  -1.295   1.144  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.387   1.605   2.179  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.772   1.353  -1.145  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.646   1.693  -0.860  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.537   0.039  -1.562  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.426  -0.640   2.193  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.904  -0.744   2.037  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.265   0.201  -0.114  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.077   0.807   1.932  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.502   0.659   1.596  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.182   0.457  -1.287  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.487  -0.654  -2.365  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.205  -0.824  -1.549  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.589   0.686  -0.367  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.627   0.110  -1.375  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.019  -0.720   0.804  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.143   0.550   0.021  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.958   0.474  -0.874  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.146  -0.965  -0.499  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.247   2.325   0.052  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.405  -1.173   0.783  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.642   0.559   0.146  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.116   0.193   0.918  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.329   0.414   1.250  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.934   0.867   0.184  0.00  0.00           C+0
HETATM   31  O   UNK     0      -4.864  -0.186  -2.733  0.00  0.00           O+0
HETATM   32  O   UNK     0      -6.483  -0.734  -0.152  0.00  0.00           O+0
HETATM   33  O   UNK     0       4.120   3.098   1.028  0.00  0.00           O+0
HETATM   34  O   UNK     0       4.687   2.899  -1.130  0.00  0.00           O+0
CONECT    1   17                                                            
CONECT    2   18                                                            
CONECT    3   26                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7   29                                                            
CONECT    8    9   19                                                       
CONECT    9    8   22                                                       
CONECT   10   13   17                                                       
CONECT   11   12   21                                                       
CONECT   12   11   29                                                       
CONECT   13   10   30                                                       
CONECT   14   15   28                                                       
CONECT   15   14   30                                                       
CONECT   16   20   27                                                       
CONECT   17    1   10   18                                                  
CONECT   18    2   17   23                                                  
CONECT   19    8   23   28                                                  
CONECT   20   16   24   31                                                  
CONECT   21   11   26   27                                                  
CONECT   22    9   27   29                                                  
CONECT   23   18   19   30                                                  
CONECT   24   20   26   32                                                  
CONECT   25   30   33   34                                                  
CONECT   26    3    4   21   24                                             
CONECT   27    5   16   21   22                                             
CONECT   28    6   14   19   29                                             
CONECT   29    7   12   22   28                                             
CONECT   30   13   15   23   25                                             
CONECT   31   20                                                            
CONECT   32   24                                                            
CONECT   33   25                                                            
CONECT   34   25                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

COMPND    HMDB0304746
HETATM    1  C1  UNL     1      -3.810   1.154  -2.796  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.631   1.209  -1.265  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.217  -0.102  -0.713  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.715  -0.116  -0.649  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.036  -0.393  -1.765  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.418  -0.460  -1.931  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.080  -0.187  -0.637  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.551  -0.566  -0.603  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.790  -2.032  -0.622  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.172   0.069  -1.815  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.633  -0.176  -1.823  1.00  0.00           C  
HETATM   12  O1  UNL     1       5.152   0.569  -2.916  1.00  0.00           O  
HETATM   13  C12 UNL     1       5.366   0.108  -0.558  1.00  0.00           C  
HETATM   14  O2  UNL     1       6.347  -0.912  -0.426  1.00  0.00           O  
HETATM   15  C13 UNL     1       4.565   0.263   0.670  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.147  -0.688   1.732  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.899   1.652   1.261  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.114   0.104   0.605  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.507  -0.619   1.813  1.00  0.00           C  
HETATM   20  C18 UNL     1       1.042  -0.629   1.829  1.00  0.00           C  
HETATM   21  C19 UNL     1       0.304  -0.688   0.550  1.00  0.00           C  
HETATM   22  C20 UNL     1      -0.187  -2.082   0.189  1.00  0.00           C  
HETATM   23  C21 UNL     1      -0.964   0.181   0.620  1.00  0.00           C  
HETATM   24  C22 UNL     1      -0.545   1.647   0.656  1.00  0.00           C  
HETATM   25  C23 UNL     1      -1.782  -0.075   1.826  1.00  0.00           C  
HETATM   26  C24 UNL     1      -3.001  -0.880   1.691  1.00  0.00           C  
HETATM   27  C25 UNL     1      -3.891  -0.621   0.508  1.00  0.00           C  
HETATM   28  C26 UNL     1      -4.548  -1.937   0.245  1.00  0.00           C  
HETATM   29  O3  UNL     1      -5.773  -2.081   0.391  1.00  0.00           O  
HETATM   30  O4  UNL     1      -3.840  -3.066  -0.175  1.00  0.00           O  
HETATM   31  C27 UNL     1      -5.025   0.265   0.997  1.00  0.00           C  
HETATM   32  C28 UNL     1      -5.774   0.888  -0.158  1.00  0.00           C  
HETATM   33  C29 UNL     1      -4.815   1.893  -0.723  1.00  0.00           C  
HETATM   34  C30 UNL     1      -4.512   2.913   0.351  1.00  0.00           C  
HETATM   35  H1  UNL     1      -2.866   1.354  -3.325  1.00  0.00           H  
HETATM   36  H2  UNL     1      -4.152   0.125  -3.088  1.00  0.00           H  
HETATM   37  H3  UNL     1      -4.546   1.901  -3.135  1.00  0.00           H  
HETATM   38  H4  UNL     1      -2.780   1.956  -1.159  1.00  0.00           H  
HETATM   39  H5  UNL     1      -3.456  -0.853  -1.534  1.00  0.00           H  
HETATM   40  H6  UNL     1      -1.632  -0.598  -2.676  1.00  0.00           H  
HETATM   41  H7  UNL     1       0.698   0.362  -2.651  1.00  0.00           H  
HETATM   42  H8  UNL     1       0.762  -1.390  -2.442  1.00  0.00           H  
HETATM   43  H9  UNL     1       1.102   0.940  -0.523  1.00  0.00           H  
HETATM   44  H10 UNL     1       3.912  -2.171  -0.591  1.00  0.00           H  
HETATM   45  H11 UNL     1       2.420  -2.594   0.235  1.00  0.00           H  
HETATM   46  H12 UNL     1       2.507  -2.458  -1.616  1.00  0.00           H  
HETATM   47  H13 UNL     1       3.004   1.172  -1.743  1.00  0.00           H  
HETATM   48  H14 UNL     1       2.737  -0.329  -2.738  1.00  0.00           H  
HETATM   49  H15 UNL     1       4.789  -1.242  -2.168  1.00  0.00           H  
HETATM   50  H16 UNL     1       5.940   0.113  -3.303  1.00  0.00           H  
HETATM   51  H17 UNL     1       6.012   1.017  -0.772  1.00  0.00           H  
HETATM   52  H18 UNL     1       7.032  -0.808  -1.130  1.00  0.00           H  
HETATM   53  H19 UNL     1       6.265  -0.561   1.619  1.00  0.00           H  
HETATM   54  H20 UNL     1       4.943  -1.735   1.524  1.00  0.00           H  
HETATM   55  H21 UNL     1       4.919  -0.347   2.750  1.00  0.00           H  
HETATM   56  H22 UNL     1       5.868   1.623   1.784  1.00  0.00           H  
HETATM   57  H23 UNL     1       5.013   2.354   0.405  1.00  0.00           H  
HETATM   58  H24 UNL     1       4.063   2.018   1.870  1.00  0.00           H  
HETATM   59  H25 UNL     1       2.633   1.128   0.654  1.00  0.00           H  
HETATM   60  H26 UNL     1       2.905  -0.034   2.698  1.00  0.00           H  
HETATM   61  H27 UNL     1       2.952  -1.630   1.946  1.00  0.00           H  
HETATM   62  H28 UNL     1       0.693   0.266   2.420  1.00  0.00           H  
HETATM   63  H29 UNL     1       0.704  -1.507   2.457  1.00  0.00           H  
HETATM   64  H30 UNL     1      -1.274  -2.118  -0.035  1.00  0.00           H  
HETATM   65  H31 UNL     1       0.023  -2.790   1.026  1.00  0.00           H  
HETATM   66  H32 UNL     1       0.265  -2.454  -0.779  1.00  0.00           H  
HETATM   67  H33 UNL     1       0.401   1.832   1.159  1.00  0.00           H  
HETATM   68  H34 UNL     1      -0.539   2.121  -0.324  1.00  0.00           H  
HETATM   69  H35 UNL     1      -1.309   2.224   1.260  1.00  0.00           H  
HETATM   70  H36 UNL     1      -2.046   0.877   2.378  1.00  0.00           H  
HETATM   71  H37 UNL     1      -1.126  -0.617   2.572  1.00  0.00           H  
HETATM   72  H38 UNL     1      -3.605  -0.717   2.641  1.00  0.00           H  
HETATM   73  H39 UNL     1      -2.753  -1.979   1.820  1.00  0.00           H  
HETATM   74  H40 UNL     1      -3.693  -3.297  -1.141  1.00  0.00           H  
HETATM   75  H41 UNL     1      -4.591   1.038   1.647  1.00  0.00           H  
HETATM   76  H42 UNL     1      -5.762  -0.302   1.597  1.00  0.00           H  
HETATM   77  H43 UNL     1      -6.051   0.095  -0.851  1.00  0.00           H  
HETATM   78  H44 UNL     1      -6.686   1.357   0.259  1.00  0.00           H  
HETATM   79  H45 UNL     1      -5.338   2.457  -1.525  1.00  0.00           H  
HETATM   80  H46 UNL     1      -5.405   3.002   1.018  1.00  0.00           H  
HETATM   81  H47 UNL     1      -3.634   2.692   0.953  1.00  0.00           H  
HETATM   82  H48 UNL     1      -4.343   3.900  -0.124  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3   33   38
CONECT    3    4   27   39
CONECT    4    5    5   23
CONECT    5    6   40
CONECT    6    7   41   42
CONECT    7    8   21   43
CONECT    8    9   10   18
CONECT    9   44   45   46
CONECT   10   11   47   48
CONECT   11   12   13   49
CONECT   12   50
CONECT   13   14   15   51
CONECT   14   52
CONECT   15   16   17   18
CONECT   16   53   54   55
CONECT   17   56   57   58
CONECT   18   19   59
CONECT   19   20   60   61
CONECT   20   21   62   63
CONECT   21   22   23
CONECT   22   64   65   66
CONECT   23   24   25
CONECT   24   67   68   69
CONECT   25   26   70   71
CONECT   26   27   72   73
CONECT   27   28   31
CONECT   28   29   29   30
CONECT   30   74
CONECT   31   32   75   76
CONECT   32   33   77   78
CONECT   33   34   79
CONECT   34   80   81   82
END

HMDB0304746
     RDKit          3D
Ursolic acid (2-alpha-hydroxy-)
 82 86  0  0  0  0  0  0  0  0999 V2000
   -3.8098    1.1537   -2.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6305    1.2086   -1.2653 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2174   -0.1018   -0.7132 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7148   -0.1158   -0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0364   -0.3930   -1.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4182   -0.4600   -1.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0802   -0.1871   -0.6373 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5512   -0.5660   -0.6034 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7900   -2.0322   -0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1720    0.0688   -1.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6329   -0.1760   -1.8227 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1524    0.5690   -2.9159 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3662    0.1082   -0.5582 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3471   -0.9121   -0.4256 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5650    0.2633    0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1471   -0.6883    1.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8994    1.6518    1.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1142    0.1039    0.6046 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5068   -0.6187    1.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422   -0.6294    1.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3040   -0.6877    0.5499 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1875   -2.0819    0.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9640    0.1806    0.6204 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5451    1.6470    0.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7817   -0.0745    1.8263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0013   -0.8797    1.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8910   -0.6213    0.5085 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5480   -1.9375    0.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7729   -2.0807    0.3911 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8401   -3.0663   -0.1752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0246    0.2648    0.9969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7737    0.8884   -0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8147    1.8935   -0.7229 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5123    2.9126    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8657    1.3543   -3.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1518    0.1248   -3.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5462    1.9008   -3.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7805    1.9560   -1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4557   -0.8532   -1.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6315   -0.5975   -2.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6979    0.3618   -2.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7618   -1.3898   -2.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1016    0.9401   -0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9115   -2.1709   -0.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4204   -2.5943    0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5068   -2.4577   -1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0037    1.1717   -1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7366   -0.3291   -2.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7887   -1.2425   -2.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9397    0.1132   -3.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0122    1.0167   -0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0321   -0.8077   -1.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2651   -0.5608    1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9431   -1.7348    1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9194   -0.3467    2.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8679    1.6227    1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0125    2.3540    0.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0633    2.0180    1.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6332    1.1282    0.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054   -0.0336    2.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9519   -1.6302    1.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6929    0.2656    2.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040   -1.5074    2.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2744   -2.1179   -0.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0229   -2.7895    1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2655   -2.4536   -0.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4014    1.8322    1.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5391    2.1212   -0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092    2.2245    1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0459    0.8774    2.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1256   -0.6168    2.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6045   -0.7165    2.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7525   -1.9791    1.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6929   -3.2972   -1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5909    1.0378    1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7616   -0.3018    1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0510    0.0950   -0.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6858    1.3569    0.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3382    2.4574   -1.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4049    3.0016    1.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6338    2.6924    0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3426    3.9005   -0.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  6
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  6
 28 29  2  0
 28 30  1  0
 27 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33  2  1  0
 27  3  1  0
 23  4  1  0
 21  7  1  0
 18  8  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  6
  3 39  1  6
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  1
  9 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  6
 12 50  1  0
 13 51  1  6
 14 52  1  0
 16 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  6
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 22 64  1  0
 22 65  1  0
 22 66  1  0
 24 67  1  0
 24 68  1  0
 24 69  1  0
 25 70  1  0
 25 71  1  0
 26 72  1  0
 26 73  1  0
 30 74  1  0
 31 75  1  0
 31 76  1  0
 32 77  1  0
 32 78  1  0
 33 79  1  6
 34 80  1  0
 34 81  1  0
 34 82  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(1S,2R,4AS,6as,6BR,8ar,10R,11R,12ar,12BR,14BS)-10,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate	Generator
Glucosol	MeSH
2alpha-Hydroxyursoloic acid	MeSH
Corosolate	Generator

Chemical Formula

C₃₀H₄₈O₄

Average Molecular Weight

472.71

Monoisotopic Molecular Weight

472.355260026

IUPAC Name

(1S,2R,4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

Traditional Name

(1S,2R,4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O

InChI Identifier

InChI=1S/C30H48O4/c1-17-10-13-30(25(33)34)15-14-28(6)19(23(30)18(17)2)8-9-22-27(5)16-20(31)24(32)26(3,4)21(27)11-12-29(22,28)7/h8,17-18,20-24,31-32H,9-16H2,1-7H3,(H,33,34)/t17-,18+,20-,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1

InChI Key

HFGSQOYIOKBQOW-ZSDYHTTISA-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
Cyclic alcohol
Secondary alcohol
1,2-diol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

triterpenoid (CHEBI:67895 )

Ontology

Not Available

Exogenous (HMDB: HMDB0304746)

Food

Fruit

Pome

Apple (FooDB: FOOD00105)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

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	5.49	ALOGPS
logP	5.51	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	4.74	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	135.06 m³·mol⁻¹	ChemAxon
Polarizability	55.89 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	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]+	216.293	32859911
AllCCS	[M+H-H2O]+	214.657	32859911
AllCCS	[M+Na]+	218.216	32859911
AllCCS	[M+NH4]+	217.789	32859911
AllCCS	[M-H]-	212.241	32859911
AllCCS	[M+Na-2H]-	214.367	32859911
AllCCS	[M+HCOO]-	216.854	32859911
DeepCCS	[M-2H]-	251.29	30932474
DeepCCS	[M+Na]+	225.309	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	19.8175 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.7 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3333.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	340.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	248.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	175.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	603.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	895.8 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	984.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	95.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1529.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	661.4 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	1921.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	591.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	573.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	187.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	432.8 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	8.7 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 - Ursolic acid (2-alpha-hydroxy-) 10V, Positive-QTOF	splash10-05fr-0000900000-187e019255eafeb24297	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursolic acid (2-alpha-hydroxy-) 20V, Positive-QTOF	splash10-0a70-0110900000-b19aa25f0ce31314931a	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursolic acid (2-alpha-hydroxy-) 40V, Positive-QTOF	splash10-0a4j-5473900000-b07cd45b6b748be53c74	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursolic acid (2-alpha-hydroxy-) 10V, Negative-QTOF	splash10-00di-0000900000-2d9d6fab196898d77e84	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursolic acid (2-alpha-hydroxy-) 20V, Negative-QTOF	splash10-05di-0000900000-5d90dad320e077268fc0	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursolic acid (2-alpha-hydroxy-) 40V, Negative-QTOF	splash10-08fr-0000900000-bd42667d205d569e440e	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursolic acid (2-alpha-hydroxy-) 10V, Positive-QTOF	splash10-00di-0000900000-590da22264329d9c7ded	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursolic acid (2-alpha-hydroxy-) 20V, Positive-QTOF	splash10-059b-0196600000-20f6c9723e12e6b53de8	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursolic acid (2-alpha-hydroxy-) 40V, Positive-QTOF	splash10-000i-3962000000-f7912da32f746d594a36	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursolic acid (2-alpha-hydroxy-) 10V, Negative-QTOF	splash10-00di-0000900000-ce83f241675374237da4	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursolic acid (2-alpha-hydroxy-) 20V, Negative-QTOF	splash10-00di-0000900000-ce83f241675374237da4	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ursolic acid (2-alpha-hydroxy-) 40V, Negative-QTOF	splash10-00xr-0001900000-1593687c8640fea097ac	2021-10-22	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

FDB097386

KNApSAcK ID

Not Available

Chemspider ID

5293965

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Ursolic acid (2-alpha-hydroxy-) (HMDB0304746)

MOL for HMDB0304746 (Ursolic acid (2-alpha-hydroxy-))

3D MOL for HMDB0304746 (Ursolic acid (2-alpha-hydroxy-))

3D SDF for HMDB0304746 (Ursolic acid (2-alpha-hydroxy-))

3D-SDF for HMDB0304746 (Ursolic acid (2-alpha-hydroxy-))

PDB for HMDB0304746 (Ursolic acid (2-alpha-hydroxy-))

3D PDB for HMDB0304746 (Ursolic acid (2-alpha-hydroxy-))

SMILES for HMDB0304746 (Ursolic acid (2-alpha-hydroxy-))

INCHI for HMDB0304746 (Ursolic acid (2-alpha-hydroxy-))

Structure for HMDB0304746 (Ursolic acid (2-alpha-hydroxy-))

3D Structure for HMDB0304746 (Ursolic acid (2-alpha-hydroxy-))

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra