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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:51:44 UTC

Update Date

2022-03-07 02:53:58 UTC

HMDB ID

HMDB0034077

Secondary Accession Numbers

HMDB34077

Metabolite Identification

Common Name

Withaperuvin C

Description

Withaperuvin C belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring. Withaperuvin C is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 02241218402D          

 35 39  0  0  0  0            999 V2000
   -3.6075   -1.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6075   -2.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8930   -2.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1786   -2.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1786   -1.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8930   -0.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4640   -2.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7496   -2.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7496   -1.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4640   -0.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0351   -0.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0351   -0.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7496    0.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4640   -0.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495   -1.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2344   -0.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495    0.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8930   -0.1275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4640   -3.4275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0351   -1.7775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0351    0.6975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495    0.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0350    1.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640    1.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640    0.5400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495    1.7775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785    0.9525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8929    1.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8929    2.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785    2.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640    2.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785    3.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6075    2.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6075    0.9525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1786   -0.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  5 35  1  0  0  0  0
  6 18  2  0  0  0  0
  7  8  1  0  0  0  0
  7 19  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 20  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 21  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 22  1  0  0  0  0
 17 25  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 26  1  0  0  0  0
 24 27  1  0  0  0  0
 24 31  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 34  2  0  0  0  0
 29 30  2  0  0  0  0
 29 33  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END

HMDB0034077
     RDKit          3D
Withaperuvin C
 73 77  0  0  0  0  0  0  0  0999 V2000
   -5.8656   -1.4853    2.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4652   -0.7777    1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3584   -0.0887    0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7452   -0.0396    0.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0113    0.6031   -0.8460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8919    1.2522   -1.4528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6967    0.4943   -1.2673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6605    0.3425   -0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3225    0.1462   -0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4138    1.1901   -2.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4423   -1.0605   -1.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841    0.4493   -0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3240    1.8095    0.2764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1419   -0.2701    1.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2807    0.0416    1.7118 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9536    0.8081    0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7366    2.1637    0.8221 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4150    0.5583    0.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1774    1.8018    0.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6418    1.6586    0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3838    2.5951    0.9273 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0636    0.2595    0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0187    0.0985    1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4978   -1.2311    1.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9573   -2.2794    1.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8935   -2.1174    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4091   -3.1405   -0.4522 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3382   -0.7954   -0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6217   -0.5856   -1.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8816   -0.7052    0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0962   -1.1623   -1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6184   -1.1708   -0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2111    0.2727   -0.5962 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4930    0.9796   -1.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0731   -0.8934    0.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7984   -0.7007    3.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9250   -1.7508    2.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2002   -2.3252    2.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6832    0.2340    2.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3033    0.7689    0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2624   -0.9919    0.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7228    1.1987    0.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4971    1.1312   -2.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8522    0.9160   -2.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3147    2.2159   -1.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0811   -0.9847   -2.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9153    1.8684    1.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7839    0.2352    1.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2046   -1.3465    1.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8679   -0.9069    1.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3019    0.5644    2.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9610    2.3545    1.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6181    0.4166    1.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7973    2.4197   -0.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0488    2.4894    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9286    1.8339   -0.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2863    3.4587    0.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4840    0.9564    1.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2854   -1.3250    2.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3229   -3.2618    1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7194   -0.5125   -1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1760    0.3287   -2.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3083   -1.5150   -2.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6921   -1.5425    0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3453   -0.6839   -2.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3551   -2.2546   -1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1223   -1.6474   -1.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4660   -1.8084    0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0082    1.9424   -1.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925    1.1854   -2.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3076    0.2483   -2.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0624   -1.7950   -0.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4646   -1.1355    1.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
  8 35  1  0
 35  2  1  0
 33 12  1  0
 33 16  1  0
 30 18  1  0
 28 22  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  4 40  1  0
  4 41  1  0
  8 42  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 21 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 29 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  0
 31 65  1  0
 31 66  1  0
 32 67  1  0
 32 68  1  0
 34 69  1  0
 34 70  1  0
 34 71  1  0
 35 72  1  0
 35 73  1  0
M  END


  Mrv0541 02241218402D          

 35 39  0  0  0  0            999 V2000
   -3.6075   -1.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6075   -2.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8930   -2.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1786   -2.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1786   -1.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8930   -0.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4640   -2.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7496   -2.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7496   -1.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4640   -0.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0351   -0.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0351   -0.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7496    0.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4640   -0.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495   -1.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2344   -0.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495    0.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0351   -1.7775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0350    1.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640    1.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640    0.5400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495    1.7775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785    0.9525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8929    1.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8929    2.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785    2.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640    2.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785    3.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6075    2.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6075    0.9525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1786   -0.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  5 35  1  0  0  0  0
  6 18  2  0  0  0  0
  7  8  1  0  0  0  0
  7 19  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
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 11 15  1  0  0  0  0
 11 20  1  0  0  0  0
 12 13  1  0  0  0  0
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 12 21  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
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 17 22  1  0  0  0  0
 17 25  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 26  1  0  0  0  0
 24 27  1  0  0  0  0
 24 31  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 34  2  0  0  0  0
 29 30  2  0  0  0  0
 29 33  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034077

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CCC2(O)C3CC(O)C4=CC=CC(=O)C4(C)C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C28H38O7/c1-15-13-22(35-23(31)16(15)2)26(5,32)28(34)12-11-27(33)19-14-20(29)18-7-6-8-21(30)25(18,4)17(19)9-10-24(27,28)3/h6-8,17,19-20,22,29,32-34H,9-14H2,1-5H3

> <INCHI_KEY>
IBJZGHYOMSKIJB-UHFFFAOYSA-N

> <FORMULA>
C28H38O7

> <MOLECULAR_WEIGHT>
486.5971

> <EXACT_MASS>
486.26175357

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
52.37761888366906

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-(1-hydroxy-1-{8,11,14-trihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-4,6-dien-14-yl}ethyl)-3,4-dimethyl-5,6-dihydro-2H-pyran-2-one

> <ALOGPS_LOGP>
2.05

> <JCHEM_LOGP>
2.1297200243333334

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.768741914515132

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.711082051797614

> <JCHEM_PKA_STRONGEST_BASIC>
-2.991857386875208

> <JCHEM_POLAR_SURFACE_AREA>
124.29000000000002

> <JCHEM_REFRACTIVITY>
131.39779999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(1-hydroxy-1-{8,11,14-trihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-4,6-dien-14-yl}ethyl)-3,4-dimethyl-5,6-dihydropyran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034077
     RDKit          3D
Withaperuvin C
 73 77  0  0  0  0  0  0  0  0999 V2000
   -5.8656   -1.4853    2.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4652   -0.7777    1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3584   -0.0887    0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7452   -0.0396    0.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0113    0.6031   -0.8460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8919    1.2522   -1.4528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6967    0.4943   -1.2673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6605    0.3425   -0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3225    0.1462   -0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4138    1.1901   -2.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4423   -1.0605   -1.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841    0.4493   -0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3240    1.8095    0.2764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1419   -0.2701    1.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2807    0.0416    1.7118 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9536    0.8081    0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7366    2.1637    0.8221 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4150    0.5583    0.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1774    1.8018    0.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6418    1.6586    0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3838    2.5951    0.9273 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0636    0.2595    0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0187    0.0985    1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4978   -1.2311    1.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9573   -2.2794    1.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8935   -2.1174    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4091   -3.1405   -0.4522 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3382   -0.7954   -0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6217   -0.5856   -1.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8816   -0.7052    0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0962   -1.1623   -1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6184   -1.1708   -0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2111    0.2727   -0.5962 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4930    0.9796   -1.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0731   -0.8934    0.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7984   -0.7007    3.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9250   -1.7508    2.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2002   -2.3252    2.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6832    0.2340    2.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3033    0.7689    0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2624   -0.9919    0.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7228    1.1987    0.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4971    1.1312   -2.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8522    0.9160   -2.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3147    2.2159   -1.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0811   -0.9847   -2.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9153    1.8684    1.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7839    0.2352    1.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2046   -1.3465    1.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8679   -0.9069    1.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3019    0.5644    2.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9610    2.3545    1.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6181    0.4166    1.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7973    2.4197   -0.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0488    2.4894    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9286    1.8339   -0.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2863    3.4587    0.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4840    0.9564    1.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2854   -1.3250    2.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3229   -3.2618    1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7194   -0.5125   -1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1760    0.3287   -2.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3083   -1.5150   -2.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6921   -1.5425    0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3453   -0.6839   -2.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3551   -2.2546   -1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1223   -1.6474   -1.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4660   -1.8084    0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0082    1.9424   -1.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925    1.1854   -2.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3076    0.2483   -2.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0624   -1.7950   -0.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4646   -1.1355    1.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
  8 35  1  0
 35  2  1  0
 33 12  1  0
 33 16  1  0
 30 18  1  0
 28 22  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  4 40  1  0
  4 41  1  0
  8 42  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 21 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 29 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  0
 31 65  1  0
 31 66  1  0
 32 67  1  0
 32 68  1  0
 34 69  1  0
 34 70  1  0
 34 71  1  0
 35 72  1  0
 35 73  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.734  -2.548   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.734  -4.088   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.400  -4.858   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.067  -4.088   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.067  -2.548   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.400  -1.778   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.733  -4.858   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.399  -4.088   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.399  -2.548   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.733  -1.778   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.066  -1.778   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.066  -0.238   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.399   0.532   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.733  -0.238   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.399  -2.254   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.304  -1.008   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.399   0.238   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.400  -0.238   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.733  -6.398   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.066  -3.318   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.066   1.302   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.399   1.778   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.065   2.548   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.733   2.548   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.733   1.008   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.399   3.318   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.067   1.778   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.400   2.548   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.400   4.088   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.067   4.858   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.733   4.088   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.067   6.398   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.734   4.858   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       6.734   1.778   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -4.067  -1.008   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   35                                             
CONECT    6    1    5   18                                                  
CONECT    7    4    8   19                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    5    9   14                                                  
CONECT   11    9   12   15   20                                             
CONECT   12   11   13   17   21                                             
CONECT   13   12   14                                                       
CONECT   14   10   13                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   12   16   22   25                                             
CONECT   18    6                                                            
CONECT   19    7                                                            
CONECT   20   11                                                            
CONECT   21   12                                                            
CONECT   22   17   23   24   26                                             
CONECT   23   22                                                            
CONECT   24   22   27   31                                                  
CONECT   25   17                                                            
CONECT   26   22                                                            
CONECT   27   24   28                                                       
CONECT   28   27   29   34                                                  
CONECT   29   28   30   33                                                  
CONECT   30   29   31   32                                                  
CONECT   31   24   30                                                       
CONECT   32   30                                                            
CONECT   33   29                                                            
CONECT   34   28                                                            
CONECT   35    5                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

COMPND    HMDB0034077
HETATM    1  C1  UNL     1      -5.866  -1.485   2.332  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.465  -0.778   1.038  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.358  -0.089   0.377  1.00  0.00           C  
HETATM    4  C4  UNL     1      -7.745  -0.040   0.945  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.011   0.603  -0.846  1.00  0.00           C  
HETATM    6  O1  UNL     1      -6.892   1.252  -1.453  1.00  0.00           O  
HETATM    7  O2  UNL     1      -4.697   0.494  -1.267  1.00  0.00           O  
HETATM    8  C6  UNL     1      -3.661   0.343  -0.238  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.322   0.146  -0.974  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.414   1.190  -2.117  1.00  0.00           C  
HETATM   11  O3  UNL     1      -2.442  -1.060  -1.598  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.184   0.449  -0.133  1.00  0.00           C  
HETATM   13  O4  UNL     1      -1.324   1.809   0.276  1.00  0.00           O  
HETATM   14  C10 UNL     1      -1.142  -0.270   1.221  1.00  0.00           C  
HETATM   15  C11 UNL     1       0.281   0.042   1.712  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.954   0.808   0.597  1.00  0.00           C  
HETATM   17  O5  UNL     1       0.737   2.164   0.822  1.00  0.00           O  
HETATM   18  C13 UNL     1       2.415   0.558   0.691  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.177   1.802   0.386  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.642   1.659   0.207  1.00  0.00           C  
HETATM   21  O6  UNL     1       5.384   2.595   0.927  1.00  0.00           O  
HETATM   22  C16 UNL     1       5.064   0.259   0.488  1.00  0.00           C  
HETATM   23  C17 UNL     1       6.019   0.099   1.360  1.00  0.00           C  
HETATM   24  C18 UNL     1       6.498  -1.231   1.695  1.00  0.00           C  
HETATM   25  C19 UNL     1       5.957  -2.279   1.103  1.00  0.00           C  
HETATM   26  C20 UNL     1       4.893  -2.117   0.122  1.00  0.00           C  
HETATM   27  O7  UNL     1       4.409  -3.140  -0.452  1.00  0.00           O  
HETATM   28  C21 UNL     1       4.338  -0.795  -0.245  1.00  0.00           C  
HETATM   29  C22 UNL     1       4.622  -0.586  -1.718  1.00  0.00           C  
HETATM   30  C23 UNL     1       2.882  -0.705   0.075  1.00  0.00           C  
HETATM   31  C24 UNL     1       2.096  -1.162  -1.131  1.00  0.00           C  
HETATM   32  C25 UNL     1       0.618  -1.171  -0.779  1.00  0.00           C  
HETATM   33  C26 UNL     1       0.211   0.273  -0.596  1.00  0.00           C  
HETATM   34  C27 UNL     1       0.493   0.980  -1.861  1.00  0.00           C  
HETATM   35  C28 UNL     1      -4.073  -0.893   0.547  1.00  0.00           C  
HETATM   36  H1  UNL     1      -5.798  -0.701   3.117  1.00  0.00           H  
HETATM   37  H2  UNL     1      -6.925  -1.751   2.222  1.00  0.00           H  
HETATM   38  H3  UNL     1      -5.200  -2.325   2.525  1.00  0.00           H  
HETATM   39  H4  UNL     1      -7.683   0.234   2.011  1.00  0.00           H  
HETATM   40  H5  UNL     1      -8.303   0.769   0.427  1.00  0.00           H  
HETATM   41  H6  UNL     1      -8.262  -0.992   0.752  1.00  0.00           H  
HETATM   42  H7  UNL     1      -3.723   1.199   0.388  1.00  0.00           H  
HETATM   43  H8  UNL     1      -3.497   1.131  -2.459  1.00  0.00           H  
HETATM   44  H9  UNL     1      -1.852   0.916  -2.999  1.00  0.00           H  
HETATM   45  H10 UNL     1      -2.315   2.216  -1.739  1.00  0.00           H  
HETATM   46  H11 UNL     1      -3.081  -0.985  -2.344  1.00  0.00           H  
HETATM   47  H12 UNL     1      -1.915   1.868   1.051  1.00  0.00           H  
HETATM   48  H13 UNL     1      -1.784   0.235   1.970  1.00  0.00           H  
HETATM   49  H14 UNL     1      -1.205  -1.347   1.152  1.00  0.00           H  
HETATM   50  H15 UNL     1       0.868  -0.907   1.870  1.00  0.00           H  
HETATM   51  H16 UNL     1       0.302   0.564   2.671  1.00  0.00           H  
HETATM   52  H17 UNL     1       0.961   2.354   1.778  1.00  0.00           H  
HETATM   53  H18 UNL     1       2.618   0.417   1.812  1.00  0.00           H  
HETATM   54  H19 UNL     1       2.797   2.420  -0.447  1.00  0.00           H  
HETATM   55  H20 UNL     1       3.049   2.489   1.283  1.00  0.00           H  
HETATM   56  H21 UNL     1       4.929   1.834  -0.873  1.00  0.00           H  
HETATM   57  H22 UNL     1       5.286   3.459   0.422  1.00  0.00           H  
HETATM   58  H23 UNL     1       6.484   0.956   1.862  1.00  0.00           H  
HETATM   59  H24 UNL     1       7.285  -1.325   2.421  1.00  0.00           H  
HETATM   60  H25 UNL     1       6.323  -3.262   1.363  1.00  0.00           H  
HETATM   61  H26 UNL     1       5.719  -0.513  -1.851  1.00  0.00           H  
HETATM   62  H27 UNL     1       4.176   0.329  -2.123  1.00  0.00           H  
HETATM   63  H28 UNL     1       4.308  -1.515  -2.239  1.00  0.00           H  
HETATM   64  H29 UNL     1       2.692  -1.542   0.825  1.00  0.00           H  
HETATM   65  H30 UNL     1       2.345  -0.684  -2.068  1.00  0.00           H  
HETATM   66  H31 UNL     1       2.355  -2.255  -1.277  1.00  0.00           H  
HETATM   67  H32 UNL     1       0.122  -1.647  -1.645  1.00  0.00           H  
HETATM   68  H33 UNL     1       0.466  -1.808   0.089  1.00  0.00           H  
HETATM   69  H34 UNL     1      -0.008   1.942  -1.984  1.00  0.00           H  
HETATM   70  H35 UNL     1       1.593   1.185  -2.023  1.00  0.00           H  
HETATM   71  H36 UNL     1       0.308   0.248  -2.704  1.00  0.00           H  
HETATM   72  H37 UNL     1      -4.062  -1.795  -0.126  1.00  0.00           H  
HETATM   73  H38 UNL     1      -3.465  -1.136   1.405  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3    3   35
CONECT    3    4    5
CONECT    4   39   40   41
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   35   42
CONECT    9   10   11   12
CONECT   10   43   44   45
CONECT   11   46
CONECT   12   13   14   33
CONECT   13   47
CONECT   14   15   48   49
CONECT   15   16   50   51
CONECT   16   17   18   33
CONECT   17   52
CONECT   18   19   30   53
CONECT   19   20   54   55
CONECT   20   21   22   56
CONECT   21   57
CONECT   22   23   23   28
CONECT   23   24   58
CONECT   24   25   25   59
CONECT   25   26   60
CONECT   26   27   27   28
CONECT   28   29   30
CONECT   29   61   62   63
CONECT   30   31   64
CONECT   31   32   65   66
CONECT   32   33   67   68
CONECT   33   34
CONECT   34   69   70   71
CONECT   35   72   73
END

HMDB0034077
     RDKit          3D
Withaperuvin C
 73 77  0  0  0  0  0  0  0  0999 V2000
   -5.8656   -1.4853    2.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4652   -0.7777    1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3584   -0.0887    0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7452   -0.0396    0.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0113    0.6031   -0.8460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8919    1.2522   -1.4528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6967    0.4943   -1.2673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6605    0.3425   -0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3225    0.1462   -0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4138    1.1901   -2.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4423   -1.0605   -1.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841    0.4493   -0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3240    1.8095    0.2764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1419   -0.2701    1.2207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2807    0.0416    1.7118 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9536    0.8081    0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7366    2.1637    0.8221 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4150    0.5583    0.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1774    1.8018    0.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6418    1.6586    0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3838    2.5951    0.9273 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0636    0.2595    0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0187    0.0985    1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4978   -1.2311    1.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9573   -2.2794    1.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8935   -2.1174    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4091   -3.1405   -0.4522 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3382   -0.7954   -0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6217   -0.5856   -1.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8816   -0.7052    0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0962   -1.1623   -1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6184   -1.1708   -0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2111    0.2727   -0.5962 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4930    0.9796   -1.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0731   -0.8934    0.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7984   -0.7007    3.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9250   -1.7508    2.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2002   -2.3252    2.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6832    0.2340    2.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3033    0.7689    0.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2624   -0.9919    0.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7228    1.1987    0.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4971    1.1312   -2.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8522    0.9160   -2.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3147    2.2159   -1.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0811   -0.9847   -2.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9153    1.8684    1.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7839    0.2352    1.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2046   -1.3465    1.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8679   -0.9069    1.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3019    0.5644    2.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9610    2.3545    1.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6181    0.4166    1.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7973    2.4197   -0.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0488    2.4894    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9286    1.8339   -0.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2863    3.4587    0.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4840    0.9564    1.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2854   -1.3250    2.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3229   -3.2618    1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7194   -0.5125   -1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1760    0.3287   -2.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3083   -1.5150   -2.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6921   -1.5425    0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3453   -0.6839   -2.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3551   -2.2546   -1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1223   -1.6474   -1.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4660   -1.8084    0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0082    1.9424   -1.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925    1.1854   -2.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3076    0.2483   -2.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0624   -1.7950   -0.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4646   -1.1355    1.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
  8 35  1  0
 35  2  1  0
 33 12  1  0
 33 16  1  0
 30 18  1  0
 28 22  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  4 40  1  0
  4 41  1  0
  8 42  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 21 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 29 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  0
 31 65  1  0
 31 66  1  0
 32 67  1  0
 32 68  1  0
 34 69  1  0
 34 70  1  0
 34 71  1  0
 35 72  1  0
 35 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(20S,22R)-6b,14,17b,20-Tetrahydroxy-1-oxowitha-2,4,24-trienolide	HMDB

Chemical Formula

C₂₈H₃₈O₇

Average Molecular Weight

486.5971

Monoisotopic Molecular Weight

486.26175357

IUPAC Name

6-(1-hydroxy-1-{8,11,14-trihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-4,6-dien-14-yl}ethyl)-3,4-dimethyl-5,6-dihydro-2H-pyran-2-one

Traditional Name

6-(1-hydroxy-1-{8,11,14-trihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-4,6-dien-14-yl}ethyl)-3,4-dimethyl-5,6-dihydropyran-2-one

CAS Registry Number

81644-34-0

SMILES

CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CCC2(O)C3CC(O)C4=CC=CC(=O)C4(C)C3CCC12C

InChI Identifier

InChI=1S/C28H38O7/c1-15-13-22(35-23(31)16(15)2)26(5,32)28(34)12-11-27(33)19-14-20(29)18-7-6-8-21(30)25(18,4)17(19)9-10-24(27,28)3/h6-8,17,19-20,22,29,32-34H,9-14H2,1-5H3

InChI Key

IBJZGHYOMSKIJB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Withanolides and derivatives

Alternative Parents

Substituents

Withanolide-skeleton
20-hydroxysteroid
14-hydroxysteroid
6-hydroxysteroid
Hydroxysteroid
1-oxosteroid
Oxosteroid
17-hydroxysteroid
Dihydropyranone
Pyran
Alpha,beta-unsaturated carboxylic ester
Tertiary alcohol
Enoate ester
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Ketone
Lactone
Organoheterocyclic compound
Oxacycle
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carbonyl group
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0034077)
Cell membrane (HMDB: HMDB0034077)

Biofluid or Excreta

Urine (HMDB: HMDB0034077)

Tissue substructure

Hepatic tissue (HMDB: HMDB0034077)

Cellular substructure

Extracellular (HMDB: HMDB0034077)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034077)

Source

Endogenous

Endogenous (HMDB: HMDB0034077)

Plant

Plant (HMDB: HMDB0034077)

Animal

Animal (HMDB: HMDB0034077)

Exogenous

Food

Food (HMDB: HMDB0034077)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0034077)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0034077)

Cellular process

Cell signaling (HMDB: HMDB0034077)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0034077)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0034077)

Nutrient

Nutrient (HMDB: HMDB0034077)

Molecular messenger

Signaling molecule (HMDB: HMDB0034077)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034077)

Emulsifier (HMDB: HMDB0034077)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	190 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	2.05	ALOGPS
logP	2.13	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	12.71	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	131.4 m³·mol⁻¹	ChemAxon
Polarizability	52.38 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
DarkChem	[M+H]+	213.961	31661259
DarkChem	[M-H]-	202.597	31661259
DeepCCS	[M-2H]-	245.521	30932474
DeepCCS	[M+Na]+	220.944	30932474
AllCCS	[M+H]+	215.4	32859911
AllCCS	[M+H-H2O]+	213.5	32859911
AllCCS	[M+NH4]+	217.1	32859911
AllCCS	[M+Na]+	217.6	32859911
AllCCS	[M-H]-	219.0	32859911
AllCCS	[M+Na-2H]-	221.0	32859911
AllCCS	[M+HCOO]-	223.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Withaperuvin C	CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CCC2(O)C3CC(O)C4=CC=CC(=O)C4(C)C3CCC12C	4329.0	Standard polar	33892256
Withaperuvin C	CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CCC2(O)C3CC(O)C4=CC=CC(=O)C4(C)C3CCC12C	3726.1	Standard non polar	33892256
Withaperuvin C	CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CCC2(O)C3CC(O)C4=CC=CC(=O)C4(C)C3CCC12C	4253.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Withaperuvin C,1TMS,isomer #1	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O)CCC3(O)C4CC(O)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4224.6	Semi standard non polar	33892256
Withaperuvin C,1TMS,isomer #2	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C)CCC3(O)C4CC(O)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4239.7	Semi standard non polar	33892256
Withaperuvin C,1TMS,isomer #3	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CCC3(O[Si](C)(C)C)C4CC(O)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4227.2	Semi standard non polar	33892256
Withaperuvin C,1TMS,isomer #4	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CCC3(O)C4CC(O[Si](C)(C)C)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4199.0	Semi standard non polar	33892256
Withaperuvin C,2TMS,isomer #1	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O[Si](C)(C)C)CCC3(O)C4CC(O)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4251.1	Semi standard non polar	33892256
Withaperuvin C,2TMS,isomer #2	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O)CCC3(O[Si](C)(C)C)C4CC(O)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4225.0	Semi standard non polar	33892256
Withaperuvin C,2TMS,isomer #3	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O)CCC3(O)C4CC(O[Si](C)(C)C)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4167.7	Semi standard non polar	33892256
Withaperuvin C,2TMS,isomer #4	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C)CCC3(O[Si](C)(C)C)C4CC(O)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4237.1	Semi standard non polar	33892256
Withaperuvin C,2TMS,isomer #5	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C)CCC3(O)C4CC(O[Si](C)(C)C)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4174.6	Semi standard non polar	33892256
Withaperuvin C,2TMS,isomer #6	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CCC3(O[Si](C)(C)C)C4CC(O[Si](C)(C)C)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4165.0	Semi standard non polar	33892256
Withaperuvin C,3TMS,isomer #1	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O[Si](C)(C)C)CCC3(O[Si](C)(C)C)C4CC(O)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4198.9	Semi standard non polar	33892256
Withaperuvin C,3TMS,isomer #2	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O[Si](C)(C)C)CCC3(O)C4CC(O[Si](C)(C)C)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4118.0	Semi standard non polar	33892256
Withaperuvin C,3TMS,isomer #3	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O)CCC3(O[Si](C)(C)C)C4CC(O[Si](C)(C)C)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4084.0	Semi standard non polar	33892256
Withaperuvin C,3TMS,isomer #4	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C)CCC3(O[Si](C)(C)C)C4CC(O[Si](C)(C)C)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4087.4	Semi standard non polar	33892256
Withaperuvin C,4TMS,isomer #1	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C)C2(O[Si](C)(C)C)CCC3(O[Si](C)(C)C)C4CC(O[Si](C)(C)C)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4016.4	Semi standard non polar	33892256
Withaperuvin C,1TBDMS,isomer #1	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O)CCC3(O)C4CC(O)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4450.1	Semi standard non polar	33892256
Withaperuvin C,1TBDMS,isomer #2	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C(C)(C)C)CCC3(O)C4CC(O)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4461.8	Semi standard non polar	33892256
Withaperuvin C,1TBDMS,isomer #3	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CCC3(O[Si](C)(C)C(C)(C)C)C4CC(O)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4448.4	Semi standard non polar	33892256
Withaperuvin C,1TBDMS,isomer #4	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CCC3(O)C4CC(O[Si](C)(C)C(C)(C)C)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4440.2	Semi standard non polar	33892256
Withaperuvin C,2TBDMS,isomer #1	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O[Si](C)(C)C(C)(C)C)CCC3(O)C4CC(O)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4703.6	Semi standard non polar	33892256
Withaperuvin C,2TBDMS,isomer #2	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O)CCC3(O[Si](C)(C)C(C)(C)C)C4CC(O)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4678.3	Semi standard non polar	33892256
Withaperuvin C,2TBDMS,isomer #3	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O)CCC3(O)C4CC(O[Si](C)(C)C(C)(C)C)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4627.6	Semi standard non polar	33892256
Withaperuvin C,2TBDMS,isomer #4	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C(C)(C)C)CCC3(O[Si](C)(C)C(C)(C)C)C4CC(O)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4677.1	Semi standard non polar	33892256
Withaperuvin C,2TBDMS,isomer #5	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C(C)(C)C)CCC3(O)C4CC(O[Si](C)(C)C(C)(C)C)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4633.8	Semi standard non polar	33892256
Withaperuvin C,2TBDMS,isomer #6	CC1=C(C)C(=O)OC(C(C)(O)C2(O)CCC3(O[Si](C)(C)C(C)(C)C)C4CC(O[Si](C)(C)C(C)(C)C)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4622.3	Semi standard non polar	33892256
Withaperuvin C,3TBDMS,isomer #1	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O[Si](C)(C)C(C)(C)C)CCC3(O[Si](C)(C)C(C)(C)C)C4CC(O)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4859.7	Semi standard non polar	33892256
Withaperuvin C,3TBDMS,isomer #2	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O[Si](C)(C)C(C)(C)C)CCC3(O)C4CC(O[Si](C)(C)C(C)(C)C)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4804.4	Semi standard non polar	33892256
Withaperuvin C,3TBDMS,isomer #3	CC1=C(C)C(=O)OC(C(C)(O[Si](C)(C)C(C)(C)C)C2(O)CCC3(O[Si](C)(C)C(C)(C)C)C4CC(O[Si](C)(C)C(C)(C)C)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4757.5	Semi standard non polar	33892256
Withaperuvin C,3TBDMS,isomer #4	CC1=C(C)C(=O)OC(C(C)(O)C2(O[Si](C)(C)C(C)(C)C)CCC3(O[Si](C)(C)C(C)(C)C)C4CC(O[Si](C)(C)C(C)(C)C)C5=CC=CC(=O)C5(C)C4CCC32C)C1	4741.4	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 - Withaperuvin C GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-1869500000-e6697ee296d52b1e5430	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Withaperuvin C GC-MS (2 TMS) - 70eV, Positive	splash10-0670-3861439000-7651394e50c35034e1e8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Withaperuvin C GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Withaperuvin C 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 - Withaperuvin C 10V, Positive-QTOF	splash10-014i-0002900000-c8896799c1f73fde6f84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin C 20V, Positive-QTOF	splash10-0uxs-7143900000-c2244274f02e8ee8e7ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin C 40V, Positive-QTOF	splash10-0gi0-6192100000-f0ab2326eb5e9ed07153	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin C 10V, Negative-QTOF	splash10-000l-0102900000-19bc2465752873f11abd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin C 20V, Negative-QTOF	splash10-014i-1934300000-d5cf35ef77882d2d730a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin C 40V, Negative-QTOF	splash10-014i-9304000000-f93d45ebde033e9eaea0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin C 10V, Negative-QTOF	splash10-000i-0004900000-93cad0428936e7c16476	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin C 20V, Negative-QTOF	splash10-0297-2029500000-c5b2e434e0ece58a6aee	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin C 40V, Negative-QTOF	splash10-0fr6-9400100000-c3cb9bdd02b85a6e0c79	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin C 10V, Positive-QTOF	splash10-00kr-0000900000-cd03a1d0fe92d8f79f86	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin C 20V, Positive-QTOF	splash10-0f9w-8209200000-270b9ca2d5a0ef3d1eb0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Withaperuvin C 40V, Positive-QTOF	splash10-0ug0-1923000000-fffa3514f64f0ad5412e	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012336

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14860927

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Withaperuvin C (HMDB0034077)

MOL for HMDB0034077 (Withaperuvin C)

3D MOL for HMDB0034077 (Withaperuvin C)

3D SDF for HMDB0034077 (Withaperuvin C)

3D-SDF for HMDB0034077 (Withaperuvin C)

PDB for HMDB0034077 (Withaperuvin C)

3D PDB for HMDB0034077 (Withaperuvin C)

SMILES for HMDB0034077 (Withaperuvin C)

INCHI for HMDB0034077 (Withaperuvin C)

Structure for HMDB0034077 (Withaperuvin C)

3D Structure for HMDB0034077 (Withaperuvin C)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra