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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:48:50 UTC

Update Date

2022-03-07 02:55:00 UTC

HMDB ID

HMDB0036651

Secondary Accession Numbers

HMDB36651

Metabolite Identification

Common Name

Euscaphic acid

Description

Euscaphic acid, also known as jacarandic acid or tormentic acid, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review a significant number of articles have been published on Euscaphic acid.

Structure

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


  Mrv0541 01101308242D          

 38 42  0  0  0  0            999 V2000
   -3.1616    0.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8761    0.3398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8761   -0.4852    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1616   -0.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4471   -0.4852    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4471    0.3398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7327    0.7523    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7327   -0.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182   -0.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182    0.3398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0182    1.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7327    1.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3037    0.7523    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3037    1.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4107    1.9899    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4107    0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1252    0.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1252    1.5774    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1252    3.2274    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4107    2.8149    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8397    1.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8397    2.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5905   -0.8977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1616   -1.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8761   -1.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4471    1.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182    1.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3037   -0.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8397    1.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5541    1.5774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8397    0.3399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1252    4.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5906    0.7523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4471   -1.3102    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7327   -0.0727    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4107    1.1649    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3038    3.2274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4107    3.6399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 12  7  1  0  0  0  0
  7 10  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  2  0  0  0  0
 13 16  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 21  1  0  0  0  0
 15 18  1  0  0  0  0
 20 15  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 19 22  1  0  0  0  0
  3 23  1  6  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  6 26  1  1  0  0  0
 10 27  1  1  0  0  0
 13 28  1  6  0  0  0
 18 29  1  1  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 19 32  1  6  0  0  0
  2 33  1  6  0  0  0
  5 34  1  6  0  0  0
  7 35  1  6  0  0  0
 15 36  1  1  0  0  0
 20 37  1  6  0  0  0
 20 38  1  1  0  0  0
M  END

HMDB0036651
     RDKit          3D
Euscaphic acid
 83 87  0  0  0  0  0  0  0  0999 V2000
   -4.1812   -1.7982    2.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5635   -0.6174    1.4003 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8873   -1.2056    0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1302   -0.0777   -0.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7950    0.6344   -1.1254 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2432    1.8388   -1.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8860    2.0446   -3.0593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0864    2.7414   -1.2854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0410   -0.2206   -2.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6347    0.3100   -2.2450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8925    0.0142   -0.9537 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0880   -1.4261   -0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5894    0.8542    0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9022    1.5484    0.9693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    1.5903    1.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1755    0.5116    0.2907 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6923    0.5009    0.3091 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3471    1.7315   -0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0584    0.3408    1.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4995    0.0217    1.9887 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6431   -0.3240    3.3536 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9742   -1.1657    1.2027 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5912   -2.3108    1.9059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5099   -1.1834   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5871   -2.6509   -0.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5191   -0.4424   -1.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1090   -0.7557   -0.4040 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7443   -0.6379   -1.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2212   -0.6798   -1.9210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5740    0.3858   -1.0650 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7354    1.6745   -1.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0765    0.9982    0.1212 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6147    0.5050    1.4201 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3119    1.6429    2.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5461    0.1791    2.2557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3865   -2.4247    1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0789   -2.4918    2.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0255   -1.5175    3.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5811   -0.3218    1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8269   -1.8147    0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1124   -1.9072   -0.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4908   -0.3875   -1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7772    0.6657   -0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0880    2.6215   -1.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1206   -1.2958   -1.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4984   -0.0908   -3.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7955    1.4286   -2.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1169   -0.0941   -3.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1640   -1.8276   -0.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8493   -1.5324    0.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3318   -2.0722   -1.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4469    2.1642    1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7669    1.3733    2.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9776    2.6090    0.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9193   -0.4440    0.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6319    2.5705   -0.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8999    1.6303   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1497    2.0644    0.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8886    1.3605    2.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4199   -0.3846    2.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1890    0.8706    1.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5496   -0.1059    3.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0832   -1.1592    1.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8824   -2.1752    2.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7664   -2.6955   -1.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4178   -3.1551   -0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6522   -3.1932   -0.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1770   -0.1765   -2.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9177    0.4670   -0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4264   -1.0999   -1.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4510   -1.5737    0.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1660    0.2064   -2.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0859   -1.5896   -2.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9009   -0.4625   -2.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9257   -1.6991   -1.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7978    1.7518   -2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5136    2.5726   -1.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1461    1.6679   -2.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1992    2.1346    0.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0231    1.1968    2.9359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924    2.2316    2.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8765    2.2900    1.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4006   -0.7571    2.4198 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  1  0
  5  6  1  6
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  6
 13 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  1
 33  2  1  0
 32  5  1  0
 30 11  1  0
 30 16  1  0
 27 17  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  1
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 12 49  1  0
 12 50  1  0
 12 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  1
 18 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 20 61  1  6
 21 62  1  0
 22 63  1  6
 23 64  1  0
 25 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  1
 28 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  1  0
 31 76  1  0
 31 77  1  0
 31 78  1  0
 32 79  1  1
 34 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  1  0
M  END


  Mrv0541 01101308242D          

 38 42  0  0  0  0            999 V2000
   -3.1616    0.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8761    0.3398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8761   -0.4852    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1616   -0.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4471   -0.4852    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4471    0.3398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7327    0.7523    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7327   -0.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182   -0.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182    0.3398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0182    1.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7327    1.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3037    0.7523    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3037    1.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4107    1.9899    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4107    0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1252    0.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1252    1.5774    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1252    3.2274    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4107    2.8149    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8397    1.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8397    2.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5905   -0.8977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1616   -1.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8761   -1.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4471    1.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182    1.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3037   -0.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8397    1.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5541    1.5774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8397    0.3399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1252    4.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5906    0.7523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4471   -1.3102    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7327   -0.0727    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4107    1.1649    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3038    3.2274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4107    3.6399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 12  7  1  0  0  0  0
  7 10  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  2  0  0  0  0
 13 16  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 21  1  0  0  0  0
 15 18  1  0  0  0  0
 20 15  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 19 22  1  0  0  0  0
  3 23  1  6  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  6 26  1  1  0  0  0
 10 27  1  1  0  0  0
 13 28  1  6  0  0  0
 18 29  1  1  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 19 32  1  6  0  0  0
  2 33  1  6  0  0  0
  5 34  1  6  0  0  0
  7 35  1  6  0  0  0
 15 36  1  1  0  0  0
 20 37  1  6  0  0  0
 20 38  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0036651

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@]3(C)[C@]([H])(CC=C4[C@]5([H])[C@](C)(O)[C@H](C)CC[C@@]5(CC[C@@]34C)C(O)=O)[C@@]1(C)C[C@@H](O)[C@@H](O)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O5/c1-17-10-13-30(24(33)34)15-14-27(5)18(22(30)29(17,7)35)8-9-21-26(4)16-19(31)23(32)25(2,3)20(26)11-12-28(21,27)6/h8,17,19-23,31-32,35H,9-16H2,1-7H3,(H,33,34)/t17-,19-,20+,21-,22-,23-,26+,27-,28-,29-,30+/m1/s1

> <INCHI_KEY>
OXVUXGFZHDKYLS-QUFHAEKXSA-N

> <FORMULA>
C30H48O5

> <MOLECULAR_WEIGHT>
488.6991

> <EXACT_MASS>
488.350174646

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
56.474774216062855

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,4aS,6aS,6bR,8aR,10S,11R,12aR,12bR,14bS)-1,10,11-trihydroxy-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>
4.87

> <JCHEM_LOGP>
4.269648307666667

> <ALOGPS_LOGS>
-4.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.570942438093166

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.643417376538086

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0362746208615112

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
136.6646

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.13e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036651
     RDKit          3D
Euscaphic acid
 83 87  0  0  0  0  0  0  0  0999 V2000
   -4.1812   -1.7982    2.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5635   -0.6174    1.4003 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8873   -1.2056    0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1302   -0.0777   -0.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7950    0.6344   -1.1254 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2432    1.8388   -1.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8860    2.0446   -3.0593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0864    2.7414   -1.2854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0410   -0.2206   -2.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6347    0.3100   -2.2450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8925    0.0142   -0.9537 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0880   -1.4261   -0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5894    0.8542    0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9022    1.5484    0.9693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    1.5903    1.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1755    0.5116    0.2907 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6923    0.5009    0.3091 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3471    1.7315   -0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0584    0.3408    1.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4995    0.0217    1.9887 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6431   -0.3240    3.3536 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9742   -1.1657    1.2027 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5912   -2.3108    1.9059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5099   -1.1834   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5871   -2.6509   -0.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5191   -0.4424   -1.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1090   -0.7557   -0.4040 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7443   -0.6379   -1.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2212   -0.6798   -1.9210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5740    0.3858   -1.0650 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7354    1.6745   -1.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0765    0.9982    0.1212 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6147    0.5050    1.4201 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3119    1.6429    2.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5461    0.1791    2.2557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3865   -2.4247    1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0789   -2.4918    2.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0255   -1.5175    3.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5811   -0.3218    1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8269   -1.8147    0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1124   -1.9072   -0.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4908   -0.3875   -1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7772    0.6657   -0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0880    2.6215   -1.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1206   -1.2958   -1.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4984   -0.0908   -3.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7955    1.4286   -2.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1169   -0.0941   -3.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1640   -1.8276   -0.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8493   -1.5324    0.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3318   -2.0722   -1.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4469    2.1642    1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7669    1.3733    2.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9776    2.6090    0.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9193   -0.4440    0.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6319    2.5705   -0.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8999    1.6303   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1497    2.0644    0.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8886    1.3605    2.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4199   -0.3846    2.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1890    0.8706    1.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5496   -0.1059    3.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0832   -1.1592    1.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8824   -2.1752    2.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7664   -2.6955   -1.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4178   -3.1551   -0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6522   -3.1932   -0.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1770   -0.1765   -2.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9177    0.4670   -0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4264   -1.0999   -1.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4510   -1.5737    0.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1660    0.2064   -2.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0859   -1.5896   -2.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9009   -0.4625   -2.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9257   -1.6991   -1.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7978    1.7518   -2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5136    2.5726   -1.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1461    1.6679   -2.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1992    2.1346    0.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0231    1.1968    2.9359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924    2.2316    2.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8765    2.2900    1.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4006   -0.7571    2.4198 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  1  0
  5  6  1  6
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  6
 13 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  1
 33  2  1  0
 32  5  1  0
 30 11  1  0
 30 16  1  0
 27 17  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  1
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 12 49  1  0
 12 50  1  0
 12 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  1
 18 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 20 61  1  6
 21 62  1  0
 22 63  1  6
 23 64  1  0
 25 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  1
 28 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  1  0
 31 76  1  0
 31 77  1  0
 31 78  1  0
 32 79  1  1
 34 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  1  0
M  END

HEADER    PROTEIN                                 10-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JAN-13         0                                  
HETATM    1  C   UNK     0      -5.902   1.404   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.235   0.634   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.235  -0.906   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.902  -1.676   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.568  -0.906   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.568   0.634   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.234   1.404   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.234  -1.676   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.901  -0.906   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.901   0.634   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.901   3.714   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.234   2.944   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.567   1.404   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.567   2.944   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.767   3.714   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.767   0.634   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.100   1.404   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.100   2.944   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.100   6.024   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.767   5.254   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.434   3.714   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.434   5.254   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -8.569  -1.676   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -5.902  -3.216   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -7.235  -2.446   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.568   2.174   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.901   2.174   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.567  -0.136   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.434   2.174   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.768   2.944   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       3.434   0.634   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.100   7.564   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -8.569   1.404   0.000  0.00  0.00           O+0
HETATM   34  H   UNK     0      -4.568  -2.446   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.234  -0.136   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.767   2.174   0.000  0.00  0.00           H+0
HETATM   37  O   UNK     0      -0.567   6.024   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       0.767   6.794   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   33                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5   24   25                                             
CONECT    5    4    6    8   34                                             
CONECT    6    1    7    5   26                                             
CONECT    7    6   12   10   35                                             
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    7   13   27                                             
CONECT   11   12   14                                                       
CONECT   12    7   11                                                       
CONECT   13   10   16   14   28                                             
CONECT   14   11   13   15                                                  
CONECT   15   14   18   20   36                                             
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   21   15   29                                             
CONECT   19   20   22   32                                                  
CONECT   20   15   19   37   38                                             
CONECT   21   18   22                                                       
CONECT   22   21   19                                                       
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25    4                                                            
CONECT   26    6                                                            
CONECT   27   10                                                            
CONECT   28   13                                                            
CONECT   29   18   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   19                                                            
CONECT   33    2                                                            
CONECT   34    5                                                            
CONECT   35    7                                                            
CONECT   36   15                                                            
CONECT   37   20                                                            
CONECT   38   20                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

COMPND    HMDB0036651
HETATM    1  C1  UNL     1      -4.181  -1.798   2.294  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.563  -0.617   1.400  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.887  -1.206   0.054  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.130  -0.078  -0.874  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.795   0.634  -1.125  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.243   1.839  -1.901  1.00  0.00           C  
HETATM    7  O1  UNL     1      -3.886   2.045  -3.059  1.00  0.00           O  
HETATM    8  O2  UNL     1      -5.086   2.741  -1.285  1.00  0.00           O  
HETATM    9  C7  UNL     1      -3.041  -0.221  -2.086  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.635   0.310  -2.245  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.893   0.014  -0.954  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.088  -1.426  -0.558  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.589   0.854   0.061  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.902   1.548   0.969  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.568   1.590   1.100  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.175   0.512   0.291  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.692   0.501   0.309  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.347   1.732  -0.174  1.00  0.00           C  
HETATM   19  C17 UNL     1       3.058   0.341   1.784  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.500   0.022   1.989  1.00  0.00           C  
HETATM   21  O3  UNL     1       4.643  -0.324   3.354  1.00  0.00           O  
HETATM   22  C19 UNL     1       4.974  -1.166   1.203  1.00  0.00           C  
HETATM   23  O4  UNL     1       4.591  -2.311   1.906  1.00  0.00           O  
HETATM   24  C20 UNL     1       4.510  -1.183  -0.218  1.00  0.00           C  
HETATM   25  C21 UNL     1       4.587  -2.651  -0.677  1.00  0.00           C  
HETATM   26  C22 UNL     1       5.519  -0.442  -1.053  1.00  0.00           C  
HETATM   27  C23 UNL     1       3.109  -0.756  -0.404  1.00  0.00           C  
HETATM   28  C24 UNL     1       2.744  -0.638  -1.849  1.00  0.00           C  
HETATM   29  C25 UNL     1       1.221  -0.680  -1.921  1.00  0.00           C  
HETATM   30  C26 UNL     1       0.574   0.386  -1.065  1.00  0.00           C  
HETATM   31  C27 UNL     1       0.735   1.674  -1.879  1.00  0.00           C  
HETATM   32  C28 UNL     1      -3.077   0.998   0.121  1.00  0.00           C  
HETATM   33  C29 UNL     1      -3.615   0.505   1.420  1.00  0.00           C  
HETATM   34  C30 UNL     1      -4.312   1.643   2.213  1.00  0.00           C  
HETATM   35  O5  UNL     1      -2.546   0.179   2.256  1.00  0.00           O  
HETATM   36  H1  UNL     1      -3.386  -2.425   1.846  1.00  0.00           H  
HETATM   37  H2  UNL     1      -5.079  -2.492   2.314  1.00  0.00           H  
HETATM   38  H3  UNL     1      -4.025  -1.517   3.341  1.00  0.00           H  
HETATM   39  H4  UNL     1      -5.581  -0.322   1.817  1.00  0.00           H  
HETATM   40  H5  UNL     1      -5.827  -1.815   0.186  1.00  0.00           H  
HETATM   41  H6  UNL     1      -4.112  -1.907  -0.238  1.00  0.00           H  
HETATM   42  H7  UNL     1      -5.491  -0.388  -1.873  1.00  0.00           H  
HETATM   43  H8  UNL     1      -5.777   0.666  -0.388  1.00  0.00           H  
HETATM   44  H9  UNL     1      -6.088   2.622  -1.400  1.00  0.00           H  
HETATM   45  H10 UNL     1      -3.121  -1.296  -1.912  1.00  0.00           H  
HETATM   46  H11 UNL     1      -3.498  -0.091  -3.118  1.00  0.00           H  
HETATM   47  H12 UNL     1      -1.796   1.429  -2.328  1.00  0.00           H  
HETATM   48  H13 UNL     1      -1.117  -0.094  -3.131  1.00  0.00           H  
HETATM   49  H14 UNL     1      -0.164  -1.828  -0.042  1.00  0.00           H  
HETATM   50  H15 UNL     1      -1.849  -1.532   0.241  1.00  0.00           H  
HETATM   51  H16 UNL     1      -1.332  -2.072  -1.435  1.00  0.00           H  
HETATM   52  H17 UNL     1      -1.447   2.164   1.712  1.00  0.00           H  
HETATM   53  H18 UNL     1       0.767   1.373   2.195  1.00  0.00           H  
HETATM   54  H19 UNL     1       0.978   2.609   0.958  1.00  0.00           H  
HETATM   55  H20 UNL     1       0.919  -0.444   0.848  1.00  0.00           H  
HETATM   56  H21 UNL     1       2.632   2.571  -0.179  1.00  0.00           H  
HETATM   57  H22 UNL     1       3.900   1.630  -1.128  1.00  0.00           H  
HETATM   58  H23 UNL     1       4.150   2.064   0.549  1.00  0.00           H  
HETATM   59  H24 UNL     1       2.889   1.360   2.237  1.00  0.00           H  
HETATM   60  H25 UNL     1       2.420  -0.385   2.291  1.00  0.00           H  
HETATM   61  H26 UNL     1       5.189   0.871   1.833  1.00  0.00           H  
HETATM   62  H27 UNL     1       5.550  -0.106   3.677  1.00  0.00           H  
HETATM   63  H28 UNL     1       6.083  -1.159   1.204  1.00  0.00           H  
HETATM   64  H29 UNL     1       4.882  -2.175   2.842  1.00  0.00           H  
HETATM   65  H30 UNL     1       4.766  -2.695  -1.765  1.00  0.00           H  
HETATM   66  H31 UNL     1       5.418  -3.155  -0.154  1.00  0.00           H  
HETATM   67  H32 UNL     1       3.652  -3.193  -0.379  1.00  0.00           H  
HETATM   68  H33 UNL     1       5.177  -0.177  -2.052  1.00  0.00           H  
HETATM   69  H34 UNL     1       5.918   0.467  -0.557  1.00  0.00           H  
HETATM   70  H35 UNL     1       6.426  -1.100  -1.204  1.00  0.00           H  
HETATM   71  H36 UNL     1       2.451  -1.574   0.021  1.00  0.00           H  
HETATM   72  H37 UNL     1       3.166   0.206  -2.383  1.00  0.00           H  
HETATM   73  H38 UNL     1       3.086  -1.590  -2.347  1.00  0.00           H  
HETATM   74  H39 UNL     1       0.901  -0.463  -2.979  1.00  0.00           H  
HETATM   75  H40 UNL     1       0.926  -1.699  -1.724  1.00  0.00           H  
HETATM   76  H41 UNL     1       1.798   1.752  -2.261  1.00  0.00           H  
HETATM   77  H42 UNL     1       0.514   2.573  -1.310  1.00  0.00           H  
HETATM   78  H43 UNL     1       0.146   1.668  -2.796  1.00  0.00           H  
HETATM   79  H44 UNL     1      -3.199   2.135   0.186  1.00  0.00           H  
HETATM   80  H45 UNL     1      -5.023   1.197   2.936  1.00  0.00           H  
HETATM   81  H46 UNL     1      -3.592   2.232   2.782  1.00  0.00           H  
HETATM   82  H47 UNL     1      -4.877   2.290   1.524  1.00  0.00           H  
HETATM   83  H48 UNL     1      -2.401  -0.757   2.420  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3   33   39
CONECT    3    4   40   41
CONECT    4    5   42   43
CONECT    5    6    9   32
CONECT    6    7    7    8
CONECT    8   44
CONECT    9   10   45   46
CONECT   10   11   47   48
CONECT   11   12   13   30
CONECT   12   49   50   51
CONECT   13   14   14   32
CONECT   14   15   52
CONECT   15   16   53   54
CONECT   16   17   30   55
CONECT   17   18   19   27
CONECT   18   56   57   58
CONECT   19   20   59   60
CONECT   20   21   22   61
CONECT   21   62
CONECT   22   23   24   63
CONECT   23   64
CONECT   24   25   26   27
CONECT   25   65   66   67
CONECT   26   68   69   70
CONECT   27   28   71
CONECT   28   29   72   73
CONECT   29   30   74   75
CONECT   30   31
CONECT   31   76   77   78
CONECT   32   33   79
CONECT   33   34   35
CONECT   34   80   81   82
CONECT   35   83
END

HMDB0036651
     RDKit          3D
Euscaphic acid
 83 87  0  0  0  0  0  0  0  0999 V2000
   -4.1812   -1.7982    2.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5635   -0.6174    1.4003 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8873   -1.2056    0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1302   -0.0777   -0.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7950    0.6344   -1.1254 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2432    1.8388   -1.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8860    2.0446   -3.0593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0864    2.7414   -1.2854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0410   -0.2206   -2.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6347    0.3100   -2.2450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8925    0.0142   -0.9537 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0880   -1.4261   -0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5894    0.8542    0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9022    1.5484    0.9693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5683    1.5903    1.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1755    0.5116    0.2907 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6923    0.5009    0.3091 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3471    1.7315   -0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0584    0.3408    1.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4995    0.0217    1.9887 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6431   -0.3240    3.3536 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9742   -1.1657    1.2027 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5912   -2.3108    1.9059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5099   -1.1834   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5871   -2.6509   -0.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5191   -0.4424   -1.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1090   -0.7557   -0.4040 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7443   -0.6379   -1.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2212   -0.6798   -1.9210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5740    0.3858   -1.0650 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7354    1.6745   -1.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0765    0.9982    0.1212 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6147    0.5050    1.4201 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3119    1.6429    2.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5461    0.1791    2.2557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3865   -2.4247    1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0789   -2.4918    2.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0255   -1.5175    3.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5811   -0.3218    1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8269   -1.8147    0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1124   -1.9072   -0.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4908   -0.3875   -1.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7772    0.6657   -0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0880    2.6215   -1.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1206   -1.2958   -1.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4984   -0.0908   -3.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7955    1.4286   -2.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1169   -0.0941   -3.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1640   -1.8276   -0.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8493   -1.5324    0.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3318   -2.0722   -1.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4469    2.1642    1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7669    1.3733    2.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9776    2.6090    0.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9193   -0.4440    0.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6319    2.5705   -0.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8999    1.6303   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1497    2.0644    0.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8886    1.3605    2.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4199   -0.3846    2.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1890    0.8706    1.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5496   -0.1059    3.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0832   -1.1592    1.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8824   -2.1752    2.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7664   -2.6955   -1.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4178   -3.1551   -0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6522   -3.1932   -0.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1770   -0.1765   -2.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9177    0.4670   -0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4264   -1.0999   -1.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4510   -1.5737    0.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1660    0.2064   -2.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0859   -1.5896   -2.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9009   -0.4625   -2.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9257   -1.6991   -1.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7978    1.7518   -2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5136    2.5726   -1.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1461    1.6679   -2.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1992    2.1346    0.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0231    1.1968    2.9359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924    2.2316    2.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8765    2.2900    1.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4006   -0.7571    2.4198 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  1  0
  5  6  1  6
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  6
 13 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  1
 33  2  1  0
 32  5  1  0
 30 11  1  0
 30 16  1  0
 27 17  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  1
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 12 49  1  0
 12 50  1  0
 12 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  1
 18 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 20 61  1  6
 21 62  1  0
 22 63  1  6
 23 64  1  0
 25 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  1
 28 72  1  0
 28 73  1  0
 29 74  1  0
 29 75  1  0
 31 76  1  0
 31 77  1  0
 31 78  1  0
 32 79  1  1
 34 80  1  0
 34 81  1  0
 34 82  1  0
 35 83  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Jacarandic acid	ChEBI
Tormentic acid	ChEBI
Jacarandate	Generator
Tormentate	Generator
Euscaphate	Generator
(2alpha,3beta)-Isomer OF euscaphic acid	MeSH
2alpha-Acetyl tormentic acid	MeSH
Acuminatic acid	HMDB

Chemical Formula

C₃₀H₄₈O₅

Average Molecular Weight

488.6991

Monoisotopic Molecular Weight

488.350174646

IUPAC Name

(1R,2R,4aS,6aS,6bR,8aR,10S,11R,12aR,12bR,14bS)-1,10,11-trihydroxy-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

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

CAS Registry Number

53155-25-2

SMILES

[H][C@@]12CC[C@]3(C)[C@]([H])(CC=C4[C@]5([H])[C@](C)(O)[C@H](C)CC[C@@]5(CC[C@@]34C)C(O)=O)[C@@]1(C)C[C@@H](O)[C@@H](O)C2(C)C

InChI Identifier

InChI=1S/C30H48O5/c1-17-10-13-30(24(33)34)15-14-27(5)18(22(30)29(17,7)35)8-9-21-26(4)16-19(31)23(32)25(2,3)20(26)11-12-28(21,27)6/h8,17,19-23,31-32,35H,9-16H2,1-7H3,(H,33,34)/t17-,19-,20+,21-,22-,23-,26+,27-,28-,29-,30+/m1/s1

InChI Key

OXVUXGFZHDKYLS-QUFHAEKXSA-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
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Polyol
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

triol (CHEBI:67914 )
hydroxy monocarboxylic acid (CHEBI:67914 )
pentacyclic triterpenoid (CHEBI:67914 )
Ursanes (C17890 )
Dammarenes (C17890 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0036651)
Cell membrane (HMDB: HMDB0036651)

Cellular substructure

Extracellular (HMDB: HMDB0036651)
Membrane (HMDB: HMDB0036651)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036651)

Source

Endogenous

Endogenous (HMDB: HMDB0036651)

Plant

Plant (HMDB: HMDB0036651)

Animal

Animal (HMDB: HMDB0036651)

Exogenous

Food

Food (HMDB: HMDB0036651)

Fruit

Tropical fruit

Loquat (FooDB: FOOD00076)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036651)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036651)

Cellular process

Cell signaling (HMDB: HMDB0036651)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036651)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036651)

Nutrient

Nutrient (HMDB: HMDB0036651)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036651)

Emulsifier (HMDB: HMDB0036651)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	270 - 271 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.064 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0081 g/L	ALOGPS
logP	4.87	ALOGPS
logP	4.27	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.64	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	136.66 m³·mol⁻¹	ChemAxon
Polarizability	56.47 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
DeepCCS	[M-2H]-	245.364	30932474
DeepCCS	[M+Na]+	219.802	30932474
AllCCS	[M+H]+	217.9	32859911
AllCCS	[M+H-H2O]+	216.3	32859911
AllCCS	[M+NH4]+	219.3	32859911
AllCCS	[M+Na]+	219.7	32859911
AllCCS	[M-H]-	214.2	32859911
AllCCS	[M+Na-2H]-	216.5	32859911
AllCCS	[M+HCOO]-	219.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Euscaphic acid	[H][C@@]12CC[C@]3(C)[C@]([H])(CC=C4[C@]5([H])[C@](C)(O)[C@H](C)CC[C@@]5(CC[C@@]34C)C(O)=O)[C@@]1(C)C[C@@H](O)[C@@H](O)C2(C)C	3365.1	Standard polar	33892256
Euscaphic acid	[H][C@@]12CC[C@]3(C)[C@]([H])(CC=C4[C@]5([H])[C@](C)(O)[C@H](C)CC[C@@]5(CC[C@@]34C)C(O)=O)[C@@]1(C)C[C@@H](O)[C@@H](O)C2(C)C	3901.8	Standard non polar	33892256
Euscaphic acid	[H][C@@]12CC[C@]3(C)[C@]([H])(CC=C4[C@]5([H])[C@](C)(O)[C@H](C)CC[C@@]5(CC[C@@]34C)C(O)=O)[C@@]1(C)C[C@@H](O)[C@@H](O)C2(C)C	4045.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Euscaphic acid,1TMS,isomer #1	C[C@@H]1CC[C@]2(C(=O)O)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@]43C)[C@@H]2[C@]1(C)O[Si](C)(C)C	4031.4	Semi standard non polar	33892256
Euscaphic acid,1TMS,isomer #2	C[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C)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@]43C)[C@@H]2[C@]1(C)O	3947.4	Semi standard non polar	33892256
Euscaphic acid,1TMS,isomer #3	C[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O[Si](C)(C)C)[C@@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O	4021.3	Semi standard non polar	33892256
Euscaphic acid,1TMS,isomer #4	C[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@@H](O[Si](C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O	4029.0	Semi standard non polar	33892256
Euscaphic acid,2TMS,isomer #1	C[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C)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@]43C)[C@@H]2[C@]1(C)O[Si](C)(C)C	3914.3	Semi standard non polar	33892256
Euscaphic acid,2TMS,isomer #2	C[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O[Si](C)(C)C)[C@@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O[Si](C)(C)C	3939.5	Semi standard non polar	33892256
Euscaphic acid,2TMS,isomer #3	C[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@@H](O[Si](C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O[Si](C)(C)C	3935.3	Semi standard non polar	33892256
Euscaphic acid,2TMS,isomer #4	C[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O[Si](C)(C)C)[C@@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O	3914.8	Semi standard non polar	33892256
Euscaphic acid,2TMS,isomer #5	C[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@@H](O[Si](C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O	3913.9	Semi standard non polar	33892256
Euscaphic acid,2TMS,isomer #6	C[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O	3976.0	Semi standard non polar	33892256
Euscaphic acid,3TMS,isomer #1	C[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O[Si](C)(C)C)[C@@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O[Si](C)(C)C	3852.7	Semi standard non polar	33892256
Euscaphic acid,3TMS,isomer #2	C[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@@H](O[Si](C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O[Si](C)(C)C	3854.5	Semi standard non polar	33892256
Euscaphic acid,3TMS,isomer #3	C[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O[Si](C)(C)C	3888.3	Semi standard non polar	33892256
Euscaphic acid,3TMS,isomer #4	C[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O	3869.7	Semi standard non polar	33892256
Euscaphic acid,4TMS,isomer #1	C[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O[Si](C)(C)C	3818.9	Semi standard non polar	33892256
Euscaphic acid,1TBDMS,isomer #1	C[C@@H]1CC[C@]2(C(=O)O)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@]43C)[C@@H]2[C@]1(C)O[Si](C)(C)C(C)(C)C	4261.0	Semi standard non polar	33892256
Euscaphic acid,1TBDMS,isomer #2	C[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C(C)(C)C)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@]43C)[C@@H]2[C@]1(C)O	4207.2	Semi standard non polar	33892256
Euscaphic acid,1TBDMS,isomer #3	C[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O	4251.5	Semi standard non polar	33892256
Euscaphic acid,1TBDMS,isomer #4	C[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O	4256.4	Semi standard non polar	33892256
Euscaphic acid,2TBDMS,isomer #1	C[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C(C)(C)C)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@]43C)[C@@H]2[C@]1(C)O[Si](C)(C)C(C)(C)C	4389.7	Semi standard non polar	33892256
Euscaphic acid,2TBDMS,isomer #2	C[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O[Si](C)(C)C(C)(C)C	4388.3	Semi standard non polar	33892256
Euscaphic acid,2TBDMS,isomer #3	C[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O[Si](C)(C)C(C)(C)C	4380.7	Semi standard non polar	33892256
Euscaphic acid,2TBDMS,isomer #4	C[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C(C)(C)C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O	4373.0	Semi standard non polar	33892256
Euscaphic acid,2TBDMS,isomer #5	C[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C(C)(C)C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O	4371.5	Semi standard non polar	33892256
Euscaphic acid,2TBDMS,isomer #6	C[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O	4386.8	Semi standard non polar	33892256
Euscaphic acid,3TBDMS,isomer #1	C[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C(C)(C)C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O[Si](C)(C)C(C)(C)C	4486.1	Semi standard non polar	33892256
Euscaphic acid,3TBDMS,isomer #2	C[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C(C)(C)C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O[Si](C)(C)C(C)(C)C	4488.6	Semi standard non polar	33892256
Euscaphic acid,3TBDMS,isomer #3	C[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O[Si](C)(C)C(C)(C)C	4473.6	Semi standard non polar	33892256
Euscaphic acid,3TBDMS,isomer #4	C[C@@H]1CC[C@]2(C(=O)O[Si](C)(C)C(C)(C)C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2[C@]1(C)O	4453.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Euscaphic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00xr-0011900000-7eb5656cef2adbcd49e4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Euscaphic acid GC-MS (2 TMS) - 70eV, Positive	splash10-014i-2000039000-07af5e8ab34702320bc4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Euscaphic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euscaphic acid 10V, Positive-QTOF	splash10-0fki-0000900000-9bdee904f9358751c389	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euscaphic acid 20V, Positive-QTOF	splash10-0umi-0001900000-6822e7586e737872a99f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euscaphic acid 40V, Positive-QTOF	splash10-0a6r-3246900000-760be5f30cf52803a2a1	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euscaphic acid 10V, Negative-QTOF	splash10-000i-0000900000-f94b8349eccf89767c96	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euscaphic acid 20V, Negative-QTOF	splash10-00p3-0000900000-e5f81a120a369d9cb410	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euscaphic acid 40V, Negative-QTOF	splash10-004i-0001900000-1663c5cb38764f5616ec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euscaphic acid 10V, Positive-QTOF	splash10-000i-0000900000-645882bf63d6b345f025	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euscaphic acid 20V, Positive-QTOF	splash10-00y0-1004900000-f774eb34f6580374260b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euscaphic acid 40V, Positive-QTOF	splash10-0pbi-9235000000-f63f85bc949dc06eb373	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euscaphic acid 10V, Negative-QTOF	splash10-000i-0000900000-1341db9b6725761823dd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euscaphic acid 20V, Negative-QTOF	splash10-000i-0000900000-757dbd393cbf7a8193be	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Euscaphic acid 40V, Negative-QTOF	splash10-000i-0001900000-9649e10c3004f8859848	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13653335

PDB ID

Not Available

ChEBI ID

67914

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1856201

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Euscaphic acid (HMDB0036651)

MOL for HMDB0036651 (Euscaphic acid)

3D MOL for HMDB0036651 (Euscaphic acid)

3D SDF for HMDB0036651 (Euscaphic acid)

3D-SDF for HMDB0036651 (Euscaphic acid)

PDB for HMDB0036651 (Euscaphic acid)

3D PDB for HMDB0036651 (Euscaphic acid)

SMILES for HMDB0036651 (Euscaphic acid)

INCHI for HMDB0036651 (Euscaphic acid)

Structure for HMDB0036651 (Euscaphic acid)

3D Structure for HMDB0036651 (Euscaphic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra