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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 21:48:26 UTC

Update Date

2021-09-23 21:48:27 UTC

HMDB ID

HMDB0302923

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Oleanolic acid 3-acetate

Description

Oleanolic acid 3-acetate, also known as 3-O-acetyloleanolic acid, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Oleanolic acid 3-acetate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Oleanolic acid 3-acetate can be found in black-eyed pea and rosemary, which makes oleanolic acid 3-acetate a potential biomarker for the consumption of these food products.

Structure

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

  Mrv1533007131513472D          

 40 44  0  0  1  0            999 V2000
    8.7434   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8742   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3627    1.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2812    1.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1171    1.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6809   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6809    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4434    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9184    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2059    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0309    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5559    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9809   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 20  1  1  0  0  0  0
 21  9  2  0  0  0  0
 22 19  1  0  0  0  0
 22 21  1  0  0  0  0
 23 11  1  0  0  0  0
 24 10  1  0  0  0  0
 25 12  1  0  0  0  0
 27  2  1  0  0  0  0
 27  3  1  0  0  0  0
 27 15  1  0  0  0  0
 27 19  1  0  0  0  0
 28  4  1  0  0  0  0
 28  5  1  0  0  0  0
 28 23  1  0  0  0  0
 28 25  1  0  0  0  0
 29  6  1  1  0  0  0
 29 13  1  0  0  0  0
 29 23  1  0  0  0  0
 29 24  1  0  0  0  0
 30  7  1  6  0  0  0
 30 16  1  0  0  0  0
 30 21  1  0  0  0  0
 31  8  1  1  0  0  0
 31 14  1  0  0  0  0
 31 24  1  0  0  0  0
 31 30  1  0  0  0  0
 32 17  1  0  0  0  0
 32 18  1  0  0  0  0
 32 22  1  0  0  0  0
 32 26  1  1  0  0  0
 33 20  2  0  0  0  0
 34 26  2  0  0  0  0
 35 26  1  0  0  0  0
 36 20  1  0  0  0  0
 25 36  1  1  0  0  0
 22 37  1  1  0  0  0
 23 38  1  6  0  0  0
 24 39  1  6  0  0  0
 25 40  1  6  0  0  0
M  END

HMDB0302923
     RDKit          3D
Oleanolic acid 3-acetate
 86 90  0  0  0  0  0  0  0  0999 V2000
   -8.6434   -0.9374   -1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1692   -1.0498   -1.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6362   -2.1540   -1.5100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3034   -0.0120   -0.9690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9093   -0.1124   -0.9284 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2112    0.6564   -2.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7345    0.4338   -1.9183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1595    0.8484   -0.5711 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2679    2.3300   -0.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8923    0.1003    0.5037 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3862    0.5324    1.8616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9503    0.0739    1.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0944    0.4980    0.8276 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3775    1.9045    1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7487    0.3267   -0.5279 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1506    0.7691   -1.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5968    0.8200   -1.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5626    0.3848    0.1629 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2311    0.4456   -1.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0853   -0.6085    1.1310 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1615    0.0318    1.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2827   -0.4826    1.9958 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8967    1.2120    2.5735 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0958   -1.1351    2.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7539   -0.5062    2.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386   -0.4164    0.7681 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8119   -1.7859    0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3664    0.0848    0.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8034   -1.1847    1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0517    1.1785    1.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9317   -0.2988   -0.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0908   -1.9252   -1.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9040   -0.4304   -2.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6936   -1.1971   -1.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5273    0.1658   -2.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5243    1.6980   -2.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1600    0.8884   -2.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0815    2.7665    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2862    2.6497   -0.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5888    2.8060   -1.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5476   -0.9766    0.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5450    1.5805    2.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599   -0.0606    2.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5386    0.5653    2.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9526   -1.0030    2.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3311    2.5594    0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4610    1.9438    1.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8705   -0.7959   -0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0773    1.7519   -2.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206    0.0501   -2.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2830    1.3529   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7205    1.4097    0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6383   -0.1417   -1.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2641    1.4842   -1.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8571   -0.8452   -2.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8710    0.6616   -3.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0289   -0.9184   -3.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2317    1.7365   -0.1672 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5752    0.4901   -0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0278    1.5423   -1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8209   -1.3597   -0.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4808   -1.0425    3.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2731   -2.0651    0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7286   -1.0267    2.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7305    2.1870    1.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1502    1.0133    1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8408    0.9715    2.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  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
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
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 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
 27 28  2  0
 27 29  1  0
 26 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  6
 10 34  1  0
 34 35  1  0
 34 36  1  0
 34  5  1  0
 15  8  1  0
 32 18  1  0
 32 13  1  0
 26 19  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  5 40  1  6
  6 41  1  0
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 35 83  1  0
 36 84  1  0
 36 85  1  0
 36 86  1  0
M  END

  Mrv1533007131513472D          

 40 44  0  0  1  0            999 V2000
    8.7434   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8742   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3627    1.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2812    1.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1171    1.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4434    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6809    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4434    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9184    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2059    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0309    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5559    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9809   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 20  1  1  0  0  0  0
 21  9  2  0  0  0  0
 22 19  1  0  0  0  0
 22 21  1  0  0  0  0
 23 11  1  0  0  0  0
 24 10  1  0  0  0  0
 25 12  1  0  0  0  0
 27  2  1  0  0  0  0
 27  3  1  0  0  0  0
 27 15  1  0  0  0  0
 27 19  1  0  0  0  0
 28  4  1  0  0  0  0
 28  5  1  0  0  0  0
 28 23  1  0  0  0  0
 28 25  1  0  0  0  0
 29  6  1  1  0  0  0
 29 13  1  0  0  0  0
 29 23  1  0  0  0  0
 29 24  1  0  0  0  0
 30  7  1  6  0  0  0
 30 16  1  0  0  0  0
 30 21  1  0  0  0  0
 31  8  1  1  0  0  0
 31 14  1  0  0  0  0
 31 24  1  0  0  0  0
 31 30  1  0  0  0  0
 32 17  1  0  0  0  0
 32 18  1  0  0  0  0
 32 22  1  0  0  0  0
 32 26  1  1  0  0  0
 33 20  2  0  0  0  0
 34 26  2  0  0  0  0
 35 26  1  0  0  0  0
 36 20  1  0  0  0  0
 25 36  1  1  0  0  0
 22 37  1  1  0  0  0
 23 38  1  6  0  0  0
 24 39  1  6  0  0  0
 25 40  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0302923

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(CC[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])CC=C2[C@]4([H])CC(C)(C)CC[C@@]4(CC[C@@]32C)C(O)=O)C1(C)C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H50O4/c1-20(33)36-25-12-13-29(6)23(28(25,4)5)11-14-31(8)24(29)10-9-21-22-19-27(2,3)15-17-32(22,26(34)35)18-16-30(21,31)7/h9,22-25H,10-19H2,1-8H3,(H,34,35)/t22-,23-,24+,25-,29-,30+,31+,32-/m0/s1

> <INCHI_KEY>
RIXNFYQZWDGQAE-DFHVBEEKSA-N

> <FORMULA>
C32H50O4

> <MOLECULAR_WEIGHT>
498.748

> <EXACT_MASS>
498.37091009

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
59.49674406868824

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(acetyloxy)-2,2,6a,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>
7.48

> <JCHEM_LOGP>
7.035958843666668

> <ALOGPS_LOGS>
-6.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.744259192580958

> <JCHEM_PKA_STRONGEST_BASIC>
-7.003778164407531

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
142.77599999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.68e-04 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302923
     RDKit          3D
Oleanolic acid 3-acetate
 86 90  0  0  0  0  0  0  0  0999 V2000
   -8.6434   -0.9374   -1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1692   -1.0498   -1.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6362   -2.1540   -1.5100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3034   -0.0120   -0.9690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9093   -0.1124   -0.9284 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2112    0.6564   -2.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7345    0.4338   -1.9183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1595    0.8484   -0.5711 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2679    2.3300   -0.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8923    0.1003    0.5037 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3862    0.5324    1.8616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9503    0.0739    1.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0944    0.4980    0.8276 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3775    1.9045    1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7487    0.3267   -0.5279 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1506    0.7691   -1.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5968    0.8200   -1.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0919    0.2689   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5626    0.3848    0.1629 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2311    0.4456   -1.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6297   -0.0785   -1.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8953   -0.3457   -2.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6723    0.9657   -0.8588 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8121   -1.3859   -0.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6904   -1.7727    0.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0853   -0.6085    1.1310 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1615    0.0318    1.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2827   -0.4826    1.9958 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8967    1.2120    2.5735 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0958   -1.1351    2.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7539   -0.5062    2.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386   -0.4164    0.7681 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8119   -1.7859    0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3664    0.0848    0.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8034   -1.1847    1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0517    1.1785    1.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9317   -0.2988   -0.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0908   -1.9252   -1.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9040   -0.4304   -2.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6936   -1.1971   -1.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5273    0.1658   -2.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5243    1.6980   -2.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5691   -0.6746   -1.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1600    0.8884   -2.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0815    2.7665    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2862    2.6497   -0.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5888    2.8060   -1.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5476   -0.9766    0.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5450    1.5805    2.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599   -0.0606    2.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5386    0.5653    2.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9526   -1.0030    2.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3311    2.5594    0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4610    1.9438    1.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1730    2.3971    1.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8705   -0.7959   -0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0773    1.7519   -2.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206    0.0501   -2.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2830    1.3529   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7205    1.4097    0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6383   -0.1417   -1.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2641    1.4842   -1.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8571   -0.8452   -2.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8710    0.6616   -3.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0289   -0.9184   -3.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2317    1.7365   -0.1672 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5752    0.4901   -0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0278    1.5423   -1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8209   -1.3597   -0.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9211   -2.2450   -1.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673   -2.1803   -0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0346   -2.5747    1.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3413    1.1664    3.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4808   -1.0425    3.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0510   -2.2483    2.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838    0.4219    2.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0807   -1.1979    2.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8414   -1.8809   -0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1682   -2.1682    0.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631   -2.5179    0.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8917   -1.2990    0.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2731   -2.0651    0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7286   -1.0267    2.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7305    2.1870    1.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1502    1.0133    1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8408    0.9715    2.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  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
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
 27 28  2  0
 27 29  1  0
 26 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  6
 10 34  1  0
 34 35  1  0
 34 36  1  0
 34  5  1  0
 15  8  1  0
 32 18  1  0
 32 13  1  0
 26 19  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  5 40  1  6
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  6
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 14 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  6
 16 57  1  0
 16 58  1  0
 17 59  1  0
 19 60  1  1
 20 61  1  0
 20 62  1  0
 22 63  1  0
 22 64  1  0
 22 65  1  0
 23 66  1  0
 23 67  1  0
 23 68  1  0
 24 69  1  0
 24 70  1  0
 25 71  1  0
 25 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 31 76  1  0
 31 77  1  0
 33 78  1  0
 33 79  1  0
 33 80  1  0
 35 81  1  0
 35 82  1  0
 35 83  1  0
 36 84  1  0
 36 85  1  0
 36 86  1  0
M  END

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0      16.321  -1.897   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.784  -1.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.498  -2.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.744   3.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.458   2.630   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.931  -0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.552   3.635   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.851  -0.564   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.391  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.701   3.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.011  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.471  -0.564   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.161   3.437   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.461   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.081   3.437   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.231   2.104   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.541   3.437   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.771  -0.564   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.091  -0.564   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.081   0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.471   2.104   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.161   0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.781   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.001   3.437   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.231  -0.564   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.011   2.104   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.701   0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.851   2.104   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.391   2.104   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.771   2.104   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      18.631  -0.564   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       4.771   4.771   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       2.461   3.437   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      16.321   0.770   0.000  0.00  0.00           O+0
HETATM   37  H   UNK     0       6.311   2.104   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0      13.241   0.770   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       8.621   0.770   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0      15.551   2.104   0.000  0.00  0.00           H+0
CONECT    1   20                                                            
CONECT    2   27                                                            
CONECT    3   27                                                            
CONECT    4   28                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7   30                                                            
CONECT    8   31                                                            
CONECT    9   10   21                                                       
CONECT   10    9   24                                                       
CONECT   11   14   23                                                       
CONECT   12   13   25                                                       
CONECT   13   12   29                                                       
CONECT   14   11   31                                                       
CONECT   15   17   27                                                       
CONECT   16   18   30                                                       
CONECT   17   15   32                                                       
CONECT   18   16   32                                                       
CONECT   19   22   27                                                       
CONECT   20    1   33   36                                                  
CONECT   21    9   22   30                                                  
CONECT   22   19   21   32   37                                             
CONECT   23   11   28   29   38                                             
CONECT   24   10   29   31   39                                             
CONECT   25   12   28   36   40                                             
CONECT   26   32   34   35                                                  
CONECT   27    2    3   15   19                                             
CONECT   28    4    5   23   25                                             
CONECT   29    6   13   23   24                                             
CONECT   30    7   16   21   31                                             
CONECT   31    8   14   24   30                                             
CONECT   32   17   18   22   26                                             
CONECT   33   20                                                            
CONECT   34   26                                                            
CONECT   35   26                                                            
CONECT   36   20   25                                                       
CONECT   37   22                                                            
CONECT   38   23                                                            
CONECT   39   24                                                            
CONECT   40   25                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   88    0
END

COMPND    HMDB0302923
HETATM    1  C1  UNL     1      -8.643  -0.937  -1.306  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.169  -1.050  -1.264  1.00  0.00           C  
HETATM    3  O1  UNL     1      -6.636  -2.154  -1.510  1.00  0.00           O  
HETATM    4  O2  UNL     1      -6.303  -0.012  -0.969  1.00  0.00           O  
HETATM    5  C3  UNL     1      -4.909  -0.112  -0.928  1.00  0.00           C  
HETATM    6  C4  UNL     1      -4.211   0.656  -2.011  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.735   0.434  -1.918  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.159   0.848  -0.571  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.268   2.330  -0.478  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.892   0.100   0.504  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.386   0.532   1.862  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.950   0.074   1.968  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.094   0.498   0.828  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.377   1.905   1.078  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.749   0.327  -0.528  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.151   0.769  -1.605  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.597   0.820  -1.221  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.092   0.269  -0.116  1.00  0.00           C  
HETATM   19  C17 UNL     1       3.563   0.385   0.163  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.231   0.446  -1.165  1.00  0.00           C  
HETATM   21  C19 UNL     1       5.630  -0.078  -1.245  1.00  0.00           C  
HETATM   22  C20 UNL     1       5.895  -0.346  -2.739  1.00  0.00           C  
HETATM   23  C21 UNL     1       6.672   0.966  -0.859  1.00  0.00           C  
HETATM   24  C22 UNL     1       5.812  -1.386  -0.539  1.00  0.00           C  
HETATM   25  C23 UNL     1       4.690  -1.773   0.351  1.00  0.00           C  
HETATM   26  C24 UNL     1       4.085  -0.609   1.131  1.00  0.00           C  
HETATM   27  C25 UNL     1       5.162   0.032   1.920  1.00  0.00           C  
HETATM   28  O3  UNL     1       6.283  -0.483   1.996  1.00  0.00           O  
HETATM   29  O4  UNL     1       4.897   1.212   2.573  1.00  0.00           O  
HETATM   30  C26 UNL     1       3.096  -1.135   2.136  1.00  0.00           C  
HETATM   31  C27 UNL     1       1.754  -0.506   2.134  1.00  0.00           C  
HETATM   32  C28 UNL     1       1.139  -0.416   0.768  1.00  0.00           C  
HETATM   33  C29 UNL     1       0.812  -1.786   0.280  1.00  0.00           C  
HETATM   34  C30 UNL     1      -4.366   0.085   0.448  1.00  0.00           C  
HETATM   35  C31 UNL     1      -4.803  -1.185   1.225  1.00  0.00           C  
HETATM   36  C32 UNL     1      -5.052   1.179   1.223  1.00  0.00           C  
HETATM   37  H1  UNL     1      -8.932  -0.299  -0.423  1.00  0.00           H  
HETATM   38  H2  UNL     1      -9.091  -1.925  -1.195  1.00  0.00           H  
HETATM   39  H3  UNL     1      -8.904  -0.430  -2.270  1.00  0.00           H  
HETATM   40  H4  UNL     1      -4.694  -1.197  -1.184  1.00  0.00           H  
HETATM   41  H5  UNL     1      -4.527   0.166  -2.982  1.00  0.00           H  
HETATM   42  H6  UNL     1      -4.524   1.698  -2.109  1.00  0.00           H  
HETATM   43  H7  UNL     1      -2.569  -0.675  -1.988  1.00  0.00           H  
HETATM   44  H8  UNL     1      -2.160   0.888  -2.735  1.00  0.00           H  
HETATM   45  H9  UNL     1      -2.082   2.766   0.500  1.00  0.00           H  
HETATM   46  H10 UNL     1      -3.286   2.650  -0.808  1.00  0.00           H  
HETATM   47  H11 UNL     1      -1.589   2.806  -1.208  1.00  0.00           H  
HETATM   48  H12 UNL     1      -2.548  -0.977   0.404  1.00  0.00           H  
HETATM   49  H13 UNL     1      -2.545   1.581   2.091  1.00  0.00           H  
HETATM   50  H14 UNL     1      -2.960  -0.061   2.621  1.00  0.00           H  
HETATM   51  H15 UNL     1      -0.539   0.565   2.895  1.00  0.00           H  
HETATM   52  H16 UNL     1      -0.953  -1.003   2.179  1.00  0.00           H  
HETATM   53  H17 UNL     1       0.331   2.559   0.194  1.00  0.00           H  
HETATM   54  H18 UNL     1       1.461   1.944   1.395  1.00  0.00           H  
HETATM   55  H19 UNL     1      -0.173   2.397   1.906  1.00  0.00           H  
HETATM   56  H20 UNL     1      -0.871  -0.796  -0.641  1.00  0.00           H  
HETATM   57  H21 UNL     1      -0.077   1.752  -2.060  1.00  0.00           H  
HETATM   58  H22 UNL     1       0.121   0.050  -2.479  1.00  0.00           H  
HETATM   59  H23 UNL     1       2.283   1.353  -1.901  1.00  0.00           H  
HETATM   60  H24 UNL     1       3.721   1.410   0.629  1.00  0.00           H  
HETATM   61  H25 UNL     1       3.638  -0.142  -1.927  1.00  0.00           H  
HETATM   62  H26 UNL     1       4.264   1.484  -1.555  1.00  0.00           H  
HETATM   63  H27 UNL     1       6.857  -0.845  -2.886  1.00  0.00           H  
HETATM   64  H28 UNL     1       5.871   0.662  -3.221  1.00  0.00           H  
HETATM   65  H29 UNL     1       5.029  -0.918  -3.109  1.00  0.00           H  
HETATM   66  H30 UNL     1       6.232   1.736  -0.167  1.00  0.00           H  
HETATM   67  H31 UNL     1       7.575   0.490  -0.421  1.00  0.00           H  
HETATM   68  H32 UNL     1       7.028   1.542  -1.737  1.00  0.00           H  
HETATM   69  H33 UNL     1       6.821  -1.360  -0.057  1.00  0.00           H  
HETATM   70  H34 UNL     1       5.921  -2.245  -1.277  1.00  0.00           H  
HETATM   71  H35 UNL     1       3.867  -2.180  -0.289  1.00  0.00           H  
HETATM   72  H36 UNL     1       5.035  -2.575   1.035  1.00  0.00           H  
HETATM   73  H37 UNL     1       4.341   1.166   3.439  1.00  0.00           H  
HETATM   74  H38 UNL     1       3.481  -1.043   3.198  1.00  0.00           H  
HETATM   75  H39 UNL     1       3.051  -2.248   2.004  1.00  0.00           H  
HETATM   76  H40 UNL     1       1.784   0.422   2.701  1.00  0.00           H  
HETATM   77  H41 UNL     1       1.081  -1.198   2.724  1.00  0.00           H  
HETATM   78  H42 UNL     1       0.841  -1.881  -0.841  1.00  0.00           H  
HETATM   79  H43 UNL     1      -0.168  -2.168   0.688  1.00  0.00           H  
HETATM   80  H44 UNL     1       1.563  -2.518   0.642  1.00  0.00           H  
HETATM   81  H45 UNL     1      -5.892  -1.299   0.996  1.00  0.00           H  
HETATM   82  H46 UNL     1      -4.273  -2.065   0.845  1.00  0.00           H  
HETATM   83  H47 UNL     1      -4.729  -1.027   2.305  1.00  0.00           H  
HETATM   84  H48 UNL     1      -4.731   2.187   1.034  1.00  0.00           H  
HETATM   85  H49 UNL     1      -6.150   1.013   1.117  1.00  0.00           H  
HETATM   86  H50 UNL     1      -4.841   0.971   2.314  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   34   40
CONECT    6    7   41   42
CONECT    7    8   43   44
CONECT    8    9   10   15
CONECT    9   45   46   47
CONECT   10   11   34   48
CONECT   11   12   49   50
CONECT   12   13   51   52
CONECT   13   14   15   32
CONECT   14   53   54   55
CONECT   15   16   56
CONECT   16   17   57   58
CONECT   17   18   18   59
CONECT   18   19   32
CONECT   19   20   26   60
CONECT   20   21   61   62
CONECT   21   22   23   24
CONECT   22   63   64   65
CONECT   23   66   67   68
CONECT   24   25   69   70
CONECT   25   26   71   72
CONECT   26   27   30
CONECT   27   28   28   29
CONECT   29   73
CONECT   30   31   74   75
CONECT   31   32   76   77
CONECT   32   33
CONECT   33   78   79   80
CONECT   34   35   36
CONECT   35   81   82   83
CONECT   36   84   85   86
END

HMDB0302923
     RDKit          3D
Oleanolic acid 3-acetate
 86 90  0  0  0  0  0  0  0  0999 V2000
   -8.6434   -0.9374   -1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1692   -1.0498   -1.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6362   -2.1540   -1.5100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3034   -0.0120   -0.9690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9093   -0.1124   -0.9284 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2112    0.6564   -2.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7345    0.4338   -1.9183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1595    0.8484   -0.5711 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2679    2.3300   -0.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8923    0.1003    0.5037 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3862    0.5324    1.8616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9503    0.0739    1.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0944    0.4980    0.8276 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3775    1.9045    1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7487    0.3267   -0.5279 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1506    0.7691   -1.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5968    0.8200   -1.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0919    0.2689   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5626    0.3848    0.1629 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2311    0.4456   -1.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6297   -0.0785   -1.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8953   -0.3457   -2.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6723    0.9657   -0.8588 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8121   -1.3859   -0.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6904   -1.7727    0.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0853   -0.6085    1.1310 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1615    0.0318    1.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2827   -0.4826    1.9958 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8967    1.2120    2.5735 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0958   -1.1351    2.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7539   -0.5062    2.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386   -0.4164    0.7681 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8119   -1.7859    0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3664    0.0848    0.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8034   -1.1847    1.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0517    1.1785    1.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9317   -0.2988   -0.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0908   -1.9252   -1.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9040   -0.4304   -2.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6936   -1.1971   -1.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5273    0.1658   -2.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5243    1.6980   -2.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5691   -0.6746   -1.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1600    0.8884   -2.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0815    2.7665    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2862    2.6497   -0.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5888    2.8060   -1.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5476   -0.9766    0.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5450    1.5805    2.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599   -0.0606    2.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5386    0.5653    2.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9526   -1.0030    2.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3311    2.5594    0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4610    1.9438    1.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1730    2.3971    1.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8705   -0.7959   -0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0773    1.7519   -2.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206    0.0501   -2.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2830    1.3529   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7205    1.4097    0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6383   -0.1417   -1.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2641    1.4842   -1.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8571   -0.8452   -2.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8710    0.6616   -3.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0289   -0.9184   -3.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2317    1.7365   -0.1672 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5752    0.4901   -0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0278    1.5423   -1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8209   -1.3597   -0.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9211   -2.2450   -1.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673   -2.1803   -0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0346   -2.5747    1.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3413    1.1664    3.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4808   -1.0425    3.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0510   -2.2483    2.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838    0.4219    2.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0807   -1.1979    2.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8414   -1.8809   -0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1682   -2.1682    0.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631   -2.5179    0.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8917   -1.2990    0.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2731   -2.0651    0.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7286   -1.0267    2.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7305    2.1870    1.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1502    1.0133    1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8408    0.9715    2.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  1
  8 10  1  0
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 32 33  1  6
 10 34  1  0
 34 35  1  0
 34 36  1  0
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 15  8  1  0
 32 18  1  0
 32 13  1  0
 26 19  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  5 40  1  6
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  9 45  1  0
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  9 47  1  0
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 35 83  1  0
 36 84  1  0
 36 85  1  0
 36 86  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-O-Acetyloleanolate	Generator
3-Acetyloleanolic acid	MeSH
Oleanolic acid 3-acetate	MeSH
3-O-Acetyloleanolic acid	ChEMBL
Acetyl oleanolate	Generator
Oleanolate 3-acetate	Generator
Oleanolic acid 3-acetic acid	Generator

Chemical Formula

C₃₂H₅₀O₄

Average Molecular Weight

498.748

Monoisotopic Molecular Weight

498.37091009

IUPAC Name

(4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(acetyloxy)-2,2,6a,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

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

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])CC=C2[C@]4([H])CC(C)(C)CC[C@@]4(CC[C@@]32C)C(O)=O)C1(C)C)OC(C)=O

InChI Identifier

InChI=1S/C32H50O4/c1-20(33)36-25-12-13-29(6)23(28(25,4)5)11-14-31(8)24(29)10-9-21-22-19-27(2,3)15-17-32(22,26(34)35)18-16-30(21,31)7/h9,22-25H,10-19H2,1-8H3,(H,34,35)/t22-,23-,24+,25-,29-,30+,31+,32-/m0/s1

InChI Key

RIXNFYQZWDGQAE-DFHVBEEKSA-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
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302923)

Food

Herb and spice

Herb

Rosemary (FooDB: FOOD00159)

Pulse

Pea

Black-eyed pea (FooDB: FOOD00523)

Process

Not Available

Role

Biological role

Anti-inflammatory (HMDB: HMDB0302923)

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	7.48	ALOGPS
logP	7.04	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Acidic)	4.74	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	142.78 m³·mol⁻¹	ChemAxon
Polarizability	59.5 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]+	226.322	32859911
AllCCS	[M+H-H2O]+	224.945	32859911
AllCCS	[M+Na]+	227.935	32859911
AllCCS	[M+NH4]+	227.578	32859911
AllCCS	[M-H]-	218.369	32859911
AllCCS	[M+Na-2H]-	220.87	32859911
AllCCS	[M+HCOO]-	223.765	32859911
DeepCCS	[M-2H]-	244.933	30932474
DeepCCS	[M+Na]+	218.818	30932474

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 - Oleanolic acid 3-acetate 10V, Positive-QTOF	splash10-0002-0000900000-583fd630755ed022cf4f	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oleanolic acid 3-acetate 20V, Positive-QTOF	splash10-0k9l-0003900000-5e9111fa4970d604ddf8	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oleanolic acid 3-acetate 40V, Positive-QTOF	splash10-0k9x-2129600000-8fe771f818a107067c7c	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oleanolic acid 3-acetate 10V, Negative-QTOF	splash10-0002-0000900000-8394abfc8608e908a62b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oleanolic acid 3-acetate 20V, Negative-QTOF	splash10-0a4i-1000900000-ca74251ea533d1444083	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oleanolic acid 3-acetate 40V, Negative-QTOF	splash10-0a4r-4000900000-4993ff4b11c5e904fe22	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oleanolic acid 3-acetate 10V, Positive-QTOF	splash10-0002-0001900000-74169bad7b14a0bf52e8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oleanolic acid 3-acetate 20V, Positive-QTOF	splash10-000y-1638900000-0c5aacdeda9191a530f0	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oleanolic acid 3-acetate 40V, Positive-QTOF	splash10-015i-1944000000-a2960f132b7183bc45ad	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oleanolic acid 3-acetate 10V, Negative-QTOF	splash10-0002-0000900000-e531737ed1ebda1b1eba	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oleanolic acid 3-acetate 20V, Negative-QTOF	splash10-0002-2000900000-f578c23ca760f6cfa8d9	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oleanolic acid 3-acetate 40V, Negative-QTOF	splash10-0a4j-8000900000-7ea99d9ebac9f5939f08	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

FDB006905

KNApSAcK ID

C00033565

Chemspider ID

133265

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

151202

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 Oleanolic acid 3-acetate (HMDB0302923)

MOL for HMDB0302923 (Oleanolic acid 3-acetate)

3D MOL for HMDB0302923 (Oleanolic acid 3-acetate)

3D SDF for HMDB0302923 (Oleanolic acid 3-acetate)

3D-SDF for HMDB0302923 (Oleanolic acid 3-acetate)

PDB for HMDB0302923 (Oleanolic acid 3-acetate)

3D PDB for HMDB0302923 (Oleanolic acid 3-acetate)

SMILES for HMDB0302923 (Oleanolic acid 3-acetate)

INCHI for HMDB0302923 (Oleanolic acid 3-acetate)

Structure for HMDB0302923 (Oleanolic acid 3-acetate)

3D Structure for HMDB0302923 (Oleanolic acid 3-acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra