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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:58:45 UTC

Update Date

2021-09-23 18:58:46 UTC

HMDB ID

HMDB0302593

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cucurbitacin A

Description

Cucurbitacin a is a member of the class of compounds known as cucurbitacins. Cucurbitacins are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions. Cucurbitacin a is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cucurbitacin a can be found in cucumber, which makes cucurbitacin a a potential biomarker for the consumption of this food product.

Structure

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


  Mrv0541 02241223412D          

 41 44  0  0  0  0            999 V2000
   -1.6908    0.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9481    0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9481    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2061    1.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2884    0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2061    0.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4537   -0.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0414    2.1862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237   -0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5360   -1.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0414   -2.0210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4335    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0213    0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164    0.1234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0011   -1.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061   -1.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309   -2.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4438   -0.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0834    2.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3309    1.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0109    2.6807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3511    3.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1134   -2.7637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5256   -0.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3505   -0.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0109   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457   -1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9384   -2.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5158   -3.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2585   -2.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8359   -3.3411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3505   -3.8362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8462    3.8362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  2 31  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  5 20  1  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 30  1  0  0  0  0
 12 13  2  0  0  0  0
 12 23  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 34  1  0  0  0  0
 17 38  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 41  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 35  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 40  1  0  0  0  0
 38 39  2  0  0  0  0
M  END

HMDB0302593
     RDKit          3D
Cucurbitacin A
 87 90  0  0  0  0  0  0  0  0999 V2000
    9.4403    1.5451   -0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7890    0.4670    0.5716 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3443   -0.1129    1.5341 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5129    0.0895    0.2218 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7533   -0.9163    0.8647 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5728   -0.5333    2.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5157   -2.2134    0.6989 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4937   -1.0465    0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2968   -0.7973    0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0925   -0.9406   -0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2511   -1.3343   -1.3877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7086   -0.6560    0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0894   -2.0018    0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9881   -0.1034    1.6272 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1150    0.3747   -0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544    0.0385   -1.9611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8085   -1.3007   -2.2550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1600    0.8967   -2.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9363    1.4342   -1.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1361    2.9079   -1.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3135    0.8272   -1.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1026   -0.6937   -1.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2537   -1.4858   -0.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3475   -1.0262   -0.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4323    0.4326   -0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5013    0.9020    0.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8052    0.2169    0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5049    0.8825   -0.5919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6972   -1.1918    0.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7308   -1.7452   -0.3003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4286   -1.9473    0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5476   -3.1384   -0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2431   -2.4472    1.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0747    0.9959    0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2733    2.3874    0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9519    3.2358   -0.3073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1939    0.3123    1.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6006   -0.5994    1.6462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8008    0.7918    1.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739    1.1699   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5046    2.5804    0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1836    2.5642    0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5446    1.4274   -0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0636    1.4745   -1.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4478    0.5486    2.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7992   -1.1199    2.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5324   -0.7920    2.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2562   -2.3809    1.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7373   -3.0273    0.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9372   -2.2459   -0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2847   -0.4866    1.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5252   -2.0888    1.4336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8816   -2.8115    0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6665    0.5950    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0233    1.1111   -0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8798    0.2865   -2.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3234   -1.4479   -3.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8102    0.4050   -3.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3078    1.7347   -3.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3325    3.2808   -2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0557    2.9838   -2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1389    3.5912   -0.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8602    1.2233   -2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187   -1.0392   -2.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3048   -0.8810   -0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4461    2.3736    0.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8232    3.0921   -0.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
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 31 33  1  0
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 35 36  1  0
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 39 40  1  0
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 34 21  1  0
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  6 45  1  0
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  9 52  1  0
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 28 73  1  0
 32 74  1  0
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 32 76  1  0
 33 77  1  0
 33 78  1  0
 33 79  1  0
 35 80  1  0
 35 81  1  0
 36 82  1  0
 39 83  1  0
 39 84  1  0
 41 85  1  0
 41 86  1  0
 41 87  1  0
M  END


  Mrv0541 02241223412D          

 41 44  0  0  0  0            999 V2000
   -1.6908    0.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9481    0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9481    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2061    1.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2884    0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2061    0.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4537   -0.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0414    2.1862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237   -0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5360   -1.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0414   -2.0210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0213    0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164    0.1234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0011   -1.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061   -1.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1963    0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1963    1.5258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0834    2.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6712    2.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3309    1.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0109    2.6807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3511    3.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5261    3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -2.7637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134   -1.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3610   -1.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5256   -0.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3505   -0.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0109   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457   -1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1037   -1.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9384   -2.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5158   -3.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2585   -2.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8359   -3.3411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3505   -3.8362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8462    3.8362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  2 31  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  5 20  1  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 30  1  0  0  0  0
 12 13  2  0  0  0  0
 12 23  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 34  1  0  0  0  0
 17 38  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 41  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 35  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 40  1  0  0  0  0
 38 39  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302593

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC(C)(C)\C=C\C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO)C(=O)CC12C

> <INCHI_IDENTIFIER>
InChI=1S/C32H46O9/c1-17(34)41-27(2,3)12-11-23(37)31(8,40)25-21(36)14-29(6)22-10-9-18-19(13-20(35)26(39)28(18,4)5)32(22,16-33)24(38)15-30(25,29)7/h9,11-12,19-22,25,33,35-36,40H,10,13-16H2,1-8H3/b12-11+

> <INCHI_KEY>
IHTCCHVMPGDDSL-VAWYXSNFSA-N

> <FORMULA>
C32H46O9

> <MOLECULAR_WEIGHT>
574.7022

> <EXACT_MASS>
574.31418307

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
62.051577852309016

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3E)-6-[4,13-dihydroxy-1-(hydroxymethyl)-6,6,11,15-tetramethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate

> <ALOGPS_LOGP>
2.81

> <JCHEM_LOGP>
1.8523138426666668

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.477750550643833

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.79944156162125

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8308414625741944

> <JCHEM_POLAR_SURFACE_AREA>
158.42999999999998

> <JCHEM_REFRACTIVITY>
152.81800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.79e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-6-[4,13-dihydroxy-1-(hydroxymethyl)-6,6,11,15-tetramethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302593
     RDKit          3D
Cucurbitacin A
 87 90  0  0  0  0  0  0  0  0999 V2000
    9.4403    1.5451   -0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7890    0.4670    0.5716 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3443   -0.1129    1.5341 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5129    0.0895    0.2218 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7533   -0.9163    0.8647 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5728   -0.5333    2.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5157   -2.2134    0.6989 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4937   -1.0465    0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2968   -0.7973    0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0925   -0.9406   -0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2511   -1.3343   -1.3877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7086   -0.6560    0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0894   -2.0018    0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9881   -0.1034    1.6272 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1150    0.3747   -0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544    0.0385   -1.9611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8085   -1.3007   -2.2550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1600    0.8967   -2.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9363    1.4342   -1.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1361    2.9079   -1.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3135    0.8272   -1.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1026   -0.6937   -1.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2537   -1.4858   -0.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3475   -1.0262   -0.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4323    0.4326   -0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5013    0.9020    0.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8052    0.2169    0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5049    0.8825   -0.5919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6972   -1.1918    0.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7308   -1.7452   -0.3003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4286   -1.9473    0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5476   -3.1384   -0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2431   -2.4472    1.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0747    0.9959    0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2733    2.3874    0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9519    3.2358   -0.3073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1939    0.3123    1.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6006   -0.5994    1.6462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8008    0.7918    1.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739    1.1699   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5046    2.5804    0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1836    2.5642    0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5446    1.4274   -0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0636    1.4745   -1.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4478    0.5486    2.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7992   -1.1199    2.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5324   -0.7920    2.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2562   -2.3809    1.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7373   -3.0273    0.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9372   -2.2459   -0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5590   -1.3704   -0.9174 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2847   -0.4866    1.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5252   -2.0888    1.4336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8816   -2.8115    0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4580   -2.3706   -0.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6665    0.5950    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0233    1.1111   -0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8798    0.2865   -2.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3234   -1.4479   -3.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8102    0.4050   -3.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3078    1.7347   -3.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3325    3.2808   -2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0557    2.9838   -2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1389    3.5912   -0.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8602    1.2233   -2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187   -1.0392   -2.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3048   -0.8810   -0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515   -2.5655   -0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7732    0.8022   -1.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3105    0.7555    1.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7225    1.9797    0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4785    0.3248    1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0872    1.6072   -0.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7169   -3.8553   -0.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5920   -2.7326   -1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5419   -3.5964   -0.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2444   -1.6406    2.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0641   -3.1364    1.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2439   -2.9387    1.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4201    2.8320    1.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9797    2.2394    1.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6810    4.1621   -0.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128    0.0610    1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9424    1.6691    1.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    3.1462    0.9268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4461    2.3736    0.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8232    3.0921   -0.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 25 34  1  0
 34 35  1  0
 35 36  1  0
 34 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 40 15  1  0
 40 19  1  0
 34 21  1  0
 31 24  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  6 45  1  0
  6 46  1  0
  6 47  1  0
  7 48  1  0
  7 49  1  0
  7 50  1  0
  8 51  1  0
  9 52  1  0
 13 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  0
 15 57  1  0
 16 58  1  0
 17 59  1  0
 18 60  1  0
 18 61  1  0
 20 62  1  0
 20 63  1  0
 20 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 27 72  1  0
 28 73  1  0
 32 74  1  0
 32 75  1  0
 32 76  1  0
 33 77  1  0
 33 78  1  0
 33 79  1  0
 35 80  1  0
 35 81  1  0
 36 82  1  0
 39 83  1  0
 39 84  1  0
 41 85  1  0
 41 86  1  0
 41 87  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      -3.156   1.462   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.770   0.539   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.770   2.079   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.385   2.541   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.538   1.308   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.385   0.077   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.847  -0.846   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.077   4.081   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.231  -1.308   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.001  -2.541   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.077  -3.773   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.083   2.695   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.543   2.695   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.773   1.308   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.697   0.230   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -7.469  -2.386   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.545  -3.619   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.084  -4.081   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.695  -0.078   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.233   1.308   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.233   2.848   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.622   5.313   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.853   4.081   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.084   3.157   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.620   5.004   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.389   5.621   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.849   6.545   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.078  -5.159   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -2.078  -3.619   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.541  -2.233   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.848  -0.693   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.388  -0.230   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -5.620  -1.155   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.312  -2.695   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -3.927  -3.002   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -3.618  -4.543   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -4.696  -5.621   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -6.083  -5.159   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -7.160  -6.237   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -4.388  -7.161   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       5.313   7.161   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6   31                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6   20                                                  
CONECT    6    2    5    7    9                                             
CONECT    7    6                                                            
CONECT    8    4                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   30                                                  
CONECT   11   10                                                            
CONECT   12   13   23                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14                                                            
CONECT   16   17                                                            
CONECT   17   16   18   34   38                                             
CONECT   18   17                                                            
CONECT   19   20                                                            
CONECT   20    5   14   19   21                                             
CONECT   21   20                                                            
CONECT   22   23                                                            
CONECT   23   12   22   24   25                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   41                                                  
CONECT   27   26                                                            
CONECT   28   29                                                            
CONECT   29   28   30                                                       
CONECT   30   10   29   31   35                                             
CONECT   31    2   30   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   17   33   35                                                  
CONECT   35   30   34   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   40                                                  
CONECT   38   17   37   39                                                  
CONECT   39   38                                                            
CONECT   40   37                                                            
CONECT   41   26                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

COMPND    HMDB0302593
HETATM    1  C1  UNL     1       9.440   1.545  -0.214  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.789   0.467   0.572  1.00  0.00           C  
HETATM    3  O1  UNL     1       9.344  -0.113   1.534  1.00  0.00           O  
HETATM    4  O2  UNL     1       7.513   0.089   0.222  1.00  0.00           O  
HETATM    5  C3  UNL     1       6.753  -0.916   0.865  1.00  0.00           C  
HETATM    6  C4  UNL     1       6.573  -0.533   2.296  1.00  0.00           C  
HETATM    7  C5  UNL     1       7.516  -2.213   0.699  1.00  0.00           C  
HETATM    8  C6  UNL     1       5.494  -1.047   0.112  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.297  -0.797   0.600  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.092  -0.941  -0.181  1.00  0.00           C  
HETATM   11  O3  UNL     1       3.251  -1.334  -1.388  1.00  0.00           O  
HETATM   12  C9  UNL     1       1.709  -0.656   0.356  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.089  -2.002   0.469  1.00  0.00           C  
HETATM   14  O4  UNL     1       1.988  -0.103   1.627  1.00  0.00           O  
HETATM   15  C11 UNL     1       1.115   0.375  -0.501  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.954   0.038  -1.961  1.00  0.00           C  
HETATM   17  O5  UNL     1       0.809  -1.301  -2.255  1.00  0.00           O  
HETATM   18  C13 UNL     1      -0.160   0.897  -2.472  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.936   1.434  -1.278  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.136   2.908  -1.598  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.313   0.827  -1.248  1.00  0.00           C  
HETATM   22  C17 UNL     1      -2.103  -0.694  -1.350  1.00  0.00           C  
HETATM   23  C18 UNL     1      -3.254  -1.486  -0.856  1.00  0.00           C  
HETATM   24  C19 UNL     1      -4.347  -1.026  -0.301  1.00  0.00           C  
HETATM   25  C20 UNL     1      -4.432   0.433  -0.159  1.00  0.00           C  
HETATM   26  C21 UNL     1      -5.501   0.902   0.770  1.00  0.00           C  
HETATM   27  C22 UNL     1      -6.805   0.217   0.441  1.00  0.00           C  
HETATM   28  O6  UNL     1      -7.505   0.883  -0.592  1.00  0.00           O  
HETATM   29  C23 UNL     1      -6.697  -1.192   0.076  1.00  0.00           C  
HETATM   30  O7  UNL     1      -7.731  -1.745  -0.300  1.00  0.00           O  
HETATM   31  C24 UNL     1      -5.429  -1.947   0.143  1.00  0.00           C  
HETATM   32  C25 UNL     1      -5.548  -3.138  -0.788  1.00  0.00           C  
HETATM   33  C26 UNL     1      -5.243  -2.447   1.542  1.00  0.00           C  
HETATM   34  C27 UNL     1      -3.075   0.996   0.024  1.00  0.00           C  
HETATM   35  C28 UNL     1      -3.273   2.387   0.537  1.00  0.00           C  
HETATM   36  O8  UNL     1      -3.952   3.236  -0.307  1.00  0.00           O  
HETATM   37  C29 UNL     1      -2.194   0.312   1.001  1.00  0.00           C  
HETATM   38  O9  UNL     1      -2.601  -0.599   1.646  1.00  0.00           O  
HETATM   39  C30 UNL     1      -0.801   0.792   1.153  1.00  0.00           C  
HETATM   40  C31 UNL     1      -0.074   1.170  -0.069  1.00  0.00           C  
HETATM   41  C32 UNL     1       0.505   2.580   0.251  1.00  0.00           C  
HETATM   42  H1  UNL     1       9.184   2.564   0.168  1.00  0.00           H  
HETATM   43  H2  UNL     1      10.545   1.427  -0.268  1.00  0.00           H  
HETATM   44  H3  UNL     1       9.064   1.474  -1.271  1.00  0.00           H  
HETATM   45  H4  UNL     1       6.448   0.549   2.395  1.00  0.00           H  
HETATM   46  H5  UNL     1       5.799  -1.120   2.832  1.00  0.00           H  
HETATM   47  H6  UNL     1       7.532  -0.792   2.833  1.00  0.00           H  
HETATM   48  H7  UNL     1       8.256  -2.381   1.483  1.00  0.00           H  
HETATM   49  H8  UNL     1       6.737  -3.027   0.745  1.00  0.00           H  
HETATM   50  H9  UNL     1       7.937  -2.246  -0.326  1.00  0.00           H  
HETATM   51  H10 UNL     1       5.559  -1.370  -0.917  1.00  0.00           H  
HETATM   52  H11 UNL     1       4.285  -0.487   1.630  1.00  0.00           H  
HETATM   53  H12 UNL     1       0.525  -2.089   1.434  1.00  0.00           H  
HETATM   54  H13 UNL     1       1.882  -2.811   0.599  1.00  0.00           H  
HETATM   55  H14 UNL     1       0.458  -2.371  -0.313  1.00  0.00           H  
HETATM   56  H15 UNL     1       2.667   0.595   1.610  1.00  0.00           H  
HETATM   57  H16 UNL     1       2.023   1.111  -0.575  1.00  0.00           H  
HETATM   58  H17 UNL     1       1.880   0.286  -2.577  1.00  0.00           H  
HETATM   59  H18 UNL     1       0.323  -1.448  -3.095  1.00  0.00           H  
HETATM   60  H19 UNL     1      -0.810   0.405  -3.224  1.00  0.00           H  
HETATM   61  H20 UNL     1       0.308   1.735  -3.078  1.00  0.00           H  
HETATM   62  H21 UNL     1      -0.333   3.281  -2.308  1.00  0.00           H  
HETATM   63  H22 UNL     1      -2.056   2.984  -2.253  1.00  0.00           H  
HETATM   64  H23 UNL     1      -1.139   3.591  -0.774  1.00  0.00           H  
HETATM   65  H24 UNL     1      -2.860   1.223  -2.109  1.00  0.00           H  
HETATM   66  H25 UNL     1      -1.919  -1.039  -2.357  1.00  0.00           H  
HETATM   67  H26 UNL     1      -1.305  -0.881  -0.600  1.00  0.00           H  
HETATM   68  H27 UNL     1      -3.151  -2.565  -0.981  1.00  0.00           H  
HETATM   69  H28 UNL     1      -4.773   0.802  -1.185  1.00  0.00           H  
HETATM   70  H29 UNL     1      -5.310   0.756   1.829  1.00  0.00           H  
HETATM   71  H30 UNL     1      -5.723   1.980   0.495  1.00  0.00           H  
HETATM   72  H31 UNL     1      -7.478   0.325   1.342  1.00  0.00           H  
HETATM   73  H32 UNL     1      -8.087   1.607  -0.203  1.00  0.00           H  
HETATM   74  H33 UNL     1      -4.717  -3.855  -0.677  1.00  0.00           H  
HETATM   75  H34 UNL     1      -5.592  -2.733  -1.827  1.00  0.00           H  
HETATM   76  H35 UNL     1      -6.542  -3.596  -0.607  1.00  0.00           H  
HETATM   77  H36 UNL     1      -5.244  -1.641   2.296  1.00  0.00           H  
HETATM   78  H37 UNL     1      -6.064  -3.136   1.817  1.00  0.00           H  
HETATM   79  H38 UNL     1      -4.244  -2.939   1.620  1.00  0.00           H  
HETATM   80  H39 UNL     1      -2.420   2.832   1.069  1.00  0.00           H  
HETATM   81  H40 UNL     1      -3.980   2.239   1.424  1.00  0.00           H  
HETATM   82  H41 UNL     1      -3.681   4.162  -0.115  1.00  0.00           H  
HETATM   83  H42 UNL     1      -0.313   0.061   1.818  1.00  0.00           H  
HETATM   84  H43 UNL     1      -0.942   1.669   1.877  1.00  0.00           H  
HETATM   85  H44 UNL     1      -0.118   3.146   0.927  1.00  0.00           H  
HETATM   86  H45 UNL     1       1.446   2.374   0.798  1.00  0.00           H  
HETATM   87  H46 UNL     1       0.823   3.092  -0.674  1.00  0.00           H  
CONECT    1    2   42   43   44
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    7    8
CONECT    6   45   46   47
CONECT    7   48   49   50
CONECT    8    9    9   51
CONECT    9   10   52
CONECT   10   11   11   12
CONECT   12   13   14   15
CONECT   13   53   54   55
CONECT   14   56
CONECT   15   16   40   57
CONECT   16   17   18   58
CONECT   17   59
CONECT   18   19   60   61
CONECT   19   20   21   40
CONECT   20   62   63   64
CONECT   21   22   34   65
CONECT   22   23   66   67
CONECT   23   24   24   68
CONECT   24   25   31
CONECT   25   26   34   69
CONECT   26   27   70   71
CONECT   27   28   29   72
CONECT   28   73
CONECT   29   30   30   31
CONECT   31   32   33
CONECT   32   74   75   76
CONECT   33   77   78   79
CONECT   34   35   37
CONECT   35   36   80   81
CONECT   36   82
CONECT   37   38   38   39
CONECT   39   40   83   84
CONECT   40   41
CONECT   41   85   86   87
END

HMDB0302593
     RDKit          3D
Cucurbitacin A
 87 90  0  0  0  0  0  0  0  0999 V2000
    9.4403    1.5451   -0.2144 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7890    0.4670    0.5716 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3443   -0.1129    1.5341 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5129    0.0895    0.2218 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7533   -0.9163    0.8647 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5728   -0.5333    2.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5157   -2.2134    0.6989 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4937   -1.0465    0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2968   -0.7973    0.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0925   -0.9406   -0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2511   -1.3343   -1.3877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7086   -0.6560    0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0894   -2.0018    0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9881   -0.1034    1.6272 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1150    0.3747   -0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544    0.0385   -1.9611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8085   -1.3007   -2.2550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1600    0.8967   -2.4723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9363    1.4342   -1.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1361    2.9079   -1.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3135    0.8272   -1.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1026   -0.6937   -1.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2537   -1.4858   -0.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3475   -1.0262   -0.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4323    0.4326   -0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5013    0.9020    0.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8052    0.2169    0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5049    0.8825   -0.5919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6972   -1.1918    0.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7308   -1.7452   -0.3003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4286   -1.9473    0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5476   -3.1384   -0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2431   -2.4472    1.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0747    0.9959    0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2733    2.3874    0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9519    3.2358   -0.3073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1939    0.3123    1.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6006   -0.5994    1.6462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8008    0.7918    1.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739    1.1699   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5046    2.5804    0.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1836    2.5642    0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5446    1.4274   -0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0636    1.4745   -1.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4478    0.5486    2.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7992   -1.1199    2.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5324   -0.7920    2.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2562   -2.3809    1.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7373   -3.0273    0.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9372   -2.2459   -0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5590   -1.3704   -0.9174 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2847   -0.4866    1.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5252   -2.0888    1.4336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8816   -2.8115    0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4580   -2.3706   -0.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6665    0.5950    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0233    1.1111   -0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8798    0.2865   -2.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3234   -1.4479   -3.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8102    0.4050   -3.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3078    1.7347   -3.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3325    3.2808   -2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0557    2.9838   -2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1389    3.5912   -0.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8602    1.2233   -2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187   -1.0392   -2.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3048   -0.8810   -0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515   -2.5655   -0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7732    0.8022   -1.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3105    0.7555    1.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7225    1.9797    0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4785    0.3248    1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0872    1.6072   -0.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7169   -3.8553   -0.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5920   -2.7326   -1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5419   -3.5964   -0.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2444   -1.6406    2.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0641   -3.1364    1.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2439   -2.9387    1.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4201    2.8320    1.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9797    2.2394    1.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6810    4.1621   -0.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128    0.0610    1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9424    1.6691    1.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    3.1462    0.9268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4461    2.3736    0.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8232    3.0921   -0.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 25 34  1  0
 34 35  1  0
 35 36  1  0
 34 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 40 15  1  0
 40 19  1  0
 34 21  1  0
 31 24  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  6 45  1  0
  6 46  1  0
  6 47  1  0
  7 48  1  0
  7 49  1  0
  7 50  1  0
  8 51  1  0
  9 52  1  0
 13 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  0
 15 57  1  0
 16 58  1  0
 17 59  1  0
 18 60  1  0
 18 61  1  0
 20 62  1  0
 20 63  1  0
 20 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 27 72  1  0
 28 73  1  0
 32 74  1  0
 32 75  1  0
 32 76  1  0
 33 77  1  0
 33 78  1  0
 33 79  1  0
 35 80  1  0
 35 81  1  0
 36 82  1  0
 39 83  1  0
 39 84  1  0
 41 85  1  0
 41 86  1  0
 41 87  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₂H₄₆O₉

Average Molecular Weight

574.7022

Monoisotopic Molecular Weight

574.31418307

IUPAC Name

(3E)-6-[4,13-dihydroxy-1-(hydroxymethyl)-6,6,11,15-tetramethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate

Traditional Name

(3E)-6-[4,13-dihydroxy-1-(hydroxymethyl)-6,6,11,15-tetramethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC(C)(C)\C=C\C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO)C(=O)CC12C

InChI Identifier

InChI=1S/C32H46O9/c1-17(34)41-27(2,3)12-11-23(37)31(8,40)25-21(36)14-29(6)22-10-9-18-19(13-20(35)26(39)28(18,4)5)32(22,16-33)24(38)15-30(25,29)7/h9,11-12,19-22,25,33,35-36,40H,10,13-16H2,1-8H3/b12-11+

InChI Key

IHTCCHVMPGDDSL-VAWYXSNFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cucurbitacins

Direct Parent

Cucurbitacins

Alternative Parents

Substituents

Cucurbitacin skeleton
Triterpenoid
22-oxosteroid
21-oxosteroid
20-hydroxysteroid
Steroid ester
3-oxo-delta-5-steroid
2-hydroxysteroid
Hydroxysteroid
11-oxosteroid
3-oxosteroid
Oxosteroid
16-hydroxysteroid
Delta-5-steroid
Acyloin
Acryloyl-group
Cyclic alcohol
Alpha,beta-unsaturated ketone
Alpha-hydroxy ketone
Tertiary alcohol
Enone
Cyclic ketone
Secondary alcohol
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Primary alcohol
Organooxygen compound
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302593)

Food

Gourd

Cucumber (FooDB: FOOD00065)

Process

Not Available

Role

Biological role

Cytotoxic (HMDB: HMDB0302593)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.81	ALOGPS
logP	1.85	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	12.8	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	158.43 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	152.82 m³·mol⁻¹	ChemAxon
Polarizability	62.05 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	229.883	32859911
AllCCS	[M+H-H2O]+	228.668	32859911
AllCCS	[M+Na]+	231.293	32859911
AllCCS	[M+NH4]+	230.982	32859911
AllCCS	[M-H]-	232.079	32859911
AllCCS	[M+Na-2H]-	235.557	32859911
AllCCS	[M+HCOO]-	239.513	32859911
DeepCCS	[M-2H]-	262.702	30932474
DeepCCS	[M+Na]+	237.995	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	12.8987 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.34 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2840.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	156.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	187.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	149.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	95.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	509.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	523.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	135.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	934.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	461.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1573.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	331.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	393.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	191.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	159.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	10.9 seconds	40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cucurbitacin A,2TMS,isomer #14	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	4006.9	Semi standard non polar	33892256
Cucurbitacin A,2TMS,isomer #14	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3935.4	Standard non polar	33892256
Cucurbitacin A,2TMS,isomer #14	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	4691.9	Standard polar	33892256
Cucurbitacin A,3TMS,isomer #15	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O[Si](C)(C)C)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3884.9	Semi standard non polar	33892256
Cucurbitacin A,3TMS,isomer #15	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O[Si](C)(C)C)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3937.1	Standard non polar	33892256
Cucurbitacin A,3TMS,isomer #15	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O[Si](C)(C)C)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	4603.8	Standard polar	33892256
Cucurbitacin A,3TMS,isomer #18	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O[Si](C)(C)C)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3873.3	Semi standard non polar	33892256
Cucurbitacin A,3TMS,isomer #18	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O[Si](C)(C)C)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3952.7	Standard non polar	33892256
Cucurbitacin A,3TMS,isomer #18	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O[Si](C)(C)C)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	4586.0	Standard polar	33892256
Cucurbitacin A,3TMS,isomer #20	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O)=C(O[Si](C)(C)C)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3801.8	Semi standard non polar	33892256
Cucurbitacin A,3TMS,isomer #20	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O)=C(O[Si](C)(C)C)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3898.9	Standard non polar	33892256
Cucurbitacin A,3TMS,isomer #20	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O)=C(O[Si](C)(C)C)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	4667.7	Standard polar	33892256
Cucurbitacin A,3TMS,isomer #9	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O[Si](C)(C)C)C1C(O)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3901.8	Semi standard non polar	33892256
Cucurbitacin A,3TMS,isomer #9	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O[Si](C)(C)C)C1C(O)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3982.8	Standard non polar	33892256
Cucurbitacin A,3TMS,isomer #9	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O[Si](C)(C)C)C1C(O)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	4565.0	Standard polar	33892256
Cucurbitacin A,4TMS,isomer #10	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O[Si](C)(C)C)C1C(O)CC2(C)C3CC=C4C(CC(O)=C(O[Si](C)(C)C)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3734.4	Semi standard non polar	33892256
Cucurbitacin A,4TMS,isomer #10	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O[Si](C)(C)C)C1C(O)CC2(C)C3CC=C4C(CC(O)=C(O[Si](C)(C)C)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3918.2	Standard non polar	33892256
Cucurbitacin A,4TMS,isomer #10	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O[Si](C)(C)C)C1C(O)CC2(C)C3CC=C4C(CC(O)=C(O[Si](C)(C)C)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	4534.1	Standard polar	33892256
Cucurbitacin A,4TMS,isomer #12	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O[Si](C)(C)C)CC2(C)C3CC=C4C(CC(O[Si](C)(C)C)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3784.4	Semi standard non polar	33892256
Cucurbitacin A,4TMS,isomer #12	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O[Si](C)(C)C)CC2(C)C3CC=C4C(CC(O[Si](C)(C)C)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3947.4	Standard non polar	33892256
Cucurbitacin A,4TMS,isomer #12	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O[Si](C)(C)C)CC2(C)C3CC=C4C(CC(O[Si](C)(C)C)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	4478.9	Standard polar	33892256
Cucurbitacin A,4TMS,isomer #14	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O[Si](C)(C)C)CC2(C)C3CC=C4C(CC(O)=C(O[Si](C)(C)C)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3716.3	Semi standard non polar	33892256
Cucurbitacin A,4TMS,isomer #14	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O[Si](C)(C)C)CC2(C)C3CC=C4C(CC(O)=C(O[Si](C)(C)C)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3870.6	Standard non polar	33892256
Cucurbitacin A,4TMS,isomer #14	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O[Si](C)(C)C)CC2(C)C3CC=C4C(CC(O)=C(O[Si](C)(C)C)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	4574.2	Standard polar	33892256
Cucurbitacin A,4TMS,isomer #15	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3715.1	Semi standard non polar	33892256
Cucurbitacin A,4TMS,isomer #15	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3937.6	Standard non polar	33892256
Cucurbitacin A,4TMS,isomer #15	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	4562.0	Standard polar	33892256
Cucurbitacin A,4TMS,isomer #5	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O[Si](C)(C)C)C1C(O[Si](C)(C)C)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3818.5	Semi standard non polar	33892256
Cucurbitacin A,4TMS,isomer #5	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O[Si](C)(C)C)C1C(O[Si](C)(C)C)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3983.6	Standard non polar	33892256
Cucurbitacin A,4TMS,isomer #5	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O[Si](C)(C)C)C1C(O[Si](C)(C)C)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	4443.6	Standard polar	33892256
Cucurbitacin A,4TMS,isomer #8	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O[Si](C)(C)C)C1C(O)CC2(C)C3CC=C4C(CC(O[Si](C)(C)C)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3799.6	Semi standard non polar	33892256
Cucurbitacin A,4TMS,isomer #8	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O[Si](C)(C)C)C1C(O)CC2(C)C3CC=C4C(CC(O[Si](C)(C)C)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	3990.0	Standard non polar	33892256
Cucurbitacin A,4TMS,isomer #8	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O[Si](C)(C)C)C1C(O)CC2(C)C3CC=C4C(CC(O[Si](C)(C)C)C(=O)C4(C)C)C3(CO[Si](C)(C)C)C(O[Si](C)(C)C)=CC12C	4428.8	Standard polar	33892256
Cucurbitacin A,2TBDMS,isomer #14	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC12C	4503.5	Semi standard non polar	33892256
Cucurbitacin A,2TBDMS,isomer #14	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC12C	4317.5	Standard non polar	33892256
Cucurbitacin A,2TBDMS,isomer #14	CC(=O)OC(C)(C)/C=C/C(=O)C(C)(O)C1C(O)CC2(C)C3CC=C4C(CC(O)C(=O)C4(C)C)C3(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC12C	4856.5	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucurbitacin A 10V, Positive-QTOF	splash10-0a4i-0001190000-7b7be3b68804a4727497	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucurbitacin A 20V, Positive-QTOF	splash10-0ap1-1304980000-3b9afd0e27bb922bfcf1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucurbitacin A 40V, Positive-QTOF	splash10-0ktr-3119760000-1bc95e418f4085b380d4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucurbitacin A 10V, Negative-QTOF	splash10-0aba-3600190000-8a7eefab3b631d68113c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucurbitacin A 20V, Negative-QTOF	splash10-0a4i-5903040000-39fa24ac541a1f96343a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucurbitacin A 40V, Negative-QTOF	splash10-0a4i-9105220000-48181e0121538c0d89aa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucurbitacin A 10V, Positive-QTOF	splash10-014j-1300980000-1d99e9338fedf3784a07	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucurbitacin A 20V, Positive-QTOF	splash10-01p5-9600530000-13479b8c6bdd9b92f892	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucurbitacin A 40V, Positive-QTOF	splash10-014r-9401100000-d8dfb0f8970e6ab674a0	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucurbitacin A 10V, Negative-QTOF	splash10-03di-0000390000-d3ccb30a60f7df91a751	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucurbitacin A 20V, Negative-QTOF	splash10-0a4i-9000110000-7f9b5f8b92a15f73a7c4	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cucurbitacin A 40V, Negative-QTOF	splash10-0a4i-5001940000-e5fa13bf4a5205397142	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005284

KNApSAcK ID

Not Available

Chemspider ID

4740805

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cucurbitacin

METLIN ID

Not Available

PubChem Compound

5903498

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Cucurbitacin A (HMDB0302593)

MOL for HMDB0302593 (Cucurbitacin A)

3D MOL for HMDB0302593 (Cucurbitacin A)

3D SDF for HMDB0302593 (Cucurbitacin A)

3D-SDF for HMDB0302593 (Cucurbitacin A)

PDB for HMDB0302593 (Cucurbitacin A)

3D PDB for HMDB0302593 (Cucurbitacin A)

SMILES for HMDB0302593 (Cucurbitacin A)

INCHI for HMDB0302593 (Cucurbitacin A)

Structure for HMDB0302593 (Cucurbitacin A)

3D Structure for HMDB0302593 (Cucurbitacin A)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra