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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:05:56 UTC

Update Date

2022-03-07 02:54:03 UTC

HMDB ID

HMDB0034293

Secondary Accession Numbers

HMDB34293

Metabolite Identification

Common Name

Asperagenin

Description

Asperagenin belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Asperagenin 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 05061307422D          

 32 37  0  0  0  0            999 V2000
    2.3426   -5.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4576   -4.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1159   -5.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701   -5.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7631   -5.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2923   -5.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9395   -5.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4687   -5.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7749   -5.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5890   -5.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6801   -3.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5796   -3.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990   -3.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5432   -3.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4669   -5.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1334   -4.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2093   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6626   -4.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3857   -4.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8565   -3.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4032   -3.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0661   -3.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1998   -4.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2520   -4.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4862   -4.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0154   -4.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8802   -4.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9570   -4.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7735   -2.4673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2856   -5.3427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3573   -3.8113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2505   -3.7122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 15  1  1  0  0  0  0
 16  5  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18  6  1  0  0  0  0
 18 17  1  0  0  0  0
 19 13  1  0  0  0  0
 19 17  1  0  0  0  0
 20 11  1  0  0  0  0
 21 12  1  0  0  0  0
 21 20  1  0  0  0  0
 22 13  1  0  0  0  0
 23 15  1  0  0  0  0
 23 22  1  0  0  0  0
 24  2  1  0  0  0  0
 24  9  1  0  0  0  0
 24 14  1  0  0  0  0
 25  3  1  0  0  0  0
 25  7  1  0  0  0  0
 25 18  1  0  0  0  0
 25 20  1  0  0  0  0
 26  4  1  0  0  0  0
 26  8  1  0  0  0  0
 26 19  1  0  0  0  0
 26 23  1  0  0  0  0
 27 10  1  0  0  0  0
 27 15  1  0  0  0  0
 28 16  1  0  0  0  0
 29 21  1  0  0  0  0
 30 24  1  0  0  0  0
 31 14  1  0  0  0  0
 31 27  1  0  0  0  0
 32 22  1  0  0  0  0
 32 27  1  0  0  0  0
M  END

HMDB0034293
     RDKit          3D
Asperagenin
 76 81  0  0  0  0  0  0  0  0999 V2000
   -2.5598    1.9781   -0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9576    0.6065   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8878   -0.2799    0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7554    0.1736    1.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4656    0.9524    1.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2894    0.6467    0.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6116   -0.0649    0.7709 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956    0.9299    1.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097    0.2380    1.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6849   -0.3722    3.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1521   -0.8367    0.7976 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6235   -1.0729    0.7184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3915    0.0003    0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3856   -0.6160   -0.7484 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6209    0.9758   -0.7428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3252    0.5550   -1.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6506   -0.5893   -0.6018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9958   -1.8522   -1.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1707   -0.4423   -0.6075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4159   -1.6646   -1.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0327   -1.6360   -0.4161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5689   -0.2242   -0.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6480    0.1992   -1.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8633    0.9761    1.9233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8168    0.7462    0.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5637   -0.5210    1.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6072   -0.8357    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4638    0.4055    0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3500    0.2478   -1.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1725    0.6733    1.1691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5454    1.5996   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6556    1.8099    0.7630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3202    2.7300   -0.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5659    2.1503   -1.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6035    2.3351   -0.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5275    0.0734   -1.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2865   -1.3368    0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342   -0.7396    2.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0979    0.5705    2.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6759    2.0059    1.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6550    1.5694   -0.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4642   -0.9279    1.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0303    1.1978    2.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6406    1.8653    0.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5869    1.0111    1.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5563   -1.3454    2.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6823   -1.8057    1.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9978   -1.2651    1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7702   -2.0605    0.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9828    0.5422    0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8765    0.1307   -1.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2750    1.3105   -1.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4931    1.9210   -0.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047    1.4210   -1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4097    0.3184   -2.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4095   -1.9059   -2.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0637   -1.7039   -1.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9467   -2.7569   -0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9136    0.3696   -1.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3860   -1.8550   -2.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9314   -2.5509   -0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0059   -2.0867    0.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6199   -2.2433   -1.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951   -0.0478   -2.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0028   -0.4320   -2.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3634    1.2323   -2.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8941   -1.3630    1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1099   -0.3488    2.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1179   -1.1674   -0.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2879   -1.6080    0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6746   -0.8038   -1.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1646    0.9716   -1.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7326    0.4973   -2.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8885    1.3165    1.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0883    1.3973   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1893    2.4963   -0.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  4 24  1  0
 24 25  1  0
 25 26  1  0
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 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 25  2  1  0
 22  3  1  0
 32 25  1  0
 22  6  1  0
 19  7  1  0
 17 11  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  4 38  1  0
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  5 40  1  0
  6 41  1  0
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 27 69  1  0
 27 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
 30 74  1  0
 31 75  1  0
 31 76  1  0
M  END


  Mrv0541 05061307422D          

 32 37  0  0  0  0            999 V2000
    2.3426   -5.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4576   -4.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1159   -5.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701   -5.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7631   -5.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2923   -5.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9395   -5.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4687   -5.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7749   -5.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5890   -5.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6801   -3.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5796   -3.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990   -3.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5432   -3.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4669   -5.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1334   -4.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2093   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8565   -3.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4032   -3.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0661   -3.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1998   -4.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2520   -4.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8802   -4.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9570   -4.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7735   -2.4673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2856   -5.3427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3573   -3.8113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2505   -3.7122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 15  1  1  0  0  0  0
 16  5  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18  6  1  0  0  0  0
 18 17  1  0  0  0  0
 19 13  1  0  0  0  0
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 20 11  1  0  0  0  0
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 21 20  1  0  0  0  0
 22 13  1  0  0  0  0
 23 15  1  0  0  0  0
 23 22  1  0  0  0  0
 24  2  1  0  0  0  0
 24  9  1  0  0  0  0
 24 14  1  0  0  0  0
 25  3  1  0  0  0  0
 25  7  1  0  0  0  0
 25 18  1  0  0  0  0
 25 20  1  0  0  0  0
 26  4  1  0  0  0  0
 26  8  1  0  0  0  0
 26 19  1  0  0  0  0
 26 23  1  0  0  0  0
 27 10  1  0  0  0  0
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 28 16  1  0  0  0  0
 29 21  1  0  0  0  0
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 31 14  1  0  0  0  0
 31 27  1  0  0  0  0
 32 22  1  0  0  0  0
 32 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034293

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C2C(CC3C4CC(O)C5CC(O)CCC5(C)C4CCC23C)OC11CCC(C)(O)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O5/c1-15-23-22(32-27(15)10-9-24(2,30)14-31-27)13-19-17-12-21(29)20-11-16(28)5-7-25(20,3)18(17)6-8-26(19,23)4/h15-23,28-30H,5-14H2,1-4H3

> <INCHI_KEY>
ILVZNZHXRYGRGV-UHFFFAOYSA-N

> <FORMULA>
C27H44O5

> <MOLECULAR_WEIGHT>
448.6353

> <EXACT_MASS>
448.318874518

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
52.38029546277018

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-5,16',19'-triol

> <ALOGPS_LOGP>
2.04

> <JCHEM_LOGP>
2.8648203733333304

> <ALOGPS_LOGS>
-4.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.846072788673247

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.147641859187502

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6909839223091847

> <JCHEM_POLAR_SURFACE_AREA>
79.15

> <JCHEM_REFRACTIVITY>
122.5365

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-5,16',19'-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034293
     RDKit          3D
Asperagenin
 76 81  0  0  0  0  0  0  0  0999 V2000
   -2.5598    1.9781   -0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9576    0.6065   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8878   -0.2799    0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7554    0.1736    1.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4656    0.9524    1.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2894    0.6467    0.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6116   -0.0649    0.7709 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956    0.9299    1.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097    0.2380    1.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6849   -0.3722    3.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1521   -0.8367    0.7976 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6235   -1.0729    0.7184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3915    0.0003    0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3856   -0.6160   -0.7484 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6209    0.9758   -0.7428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3252    0.5550   -1.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6506   -0.5893   -0.6018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9958   -1.8522   -1.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1707   -0.4423   -0.6075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4159   -1.6646   -1.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0327   -1.6360   -0.4161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5689   -0.2242   -0.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6480    0.1992   -1.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8633    0.9761    1.9233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8168    0.7462    0.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5637   -0.5210    1.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6072   -0.8357    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4638    0.4055    0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3500    0.2478   -1.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1725    0.6733    1.1691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5454    1.5996   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6556    1.8099    0.7630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3202    2.7300   -0.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5659    2.1503   -1.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6035    2.3351   -0.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5275    0.0734   -1.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2865   -1.3368    0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342   -0.7396    2.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0979    0.5705    2.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6759    2.0059    1.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6550    1.5694   -0.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4642   -0.9279    1.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0303    1.1978    2.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6406    1.8653    0.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5869    1.0111    1.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5563   -1.3454    2.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6823   -1.8057    1.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9978   -1.2651    1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7702   -2.0605    0.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9828    0.5422    0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8765    0.1307   -1.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2750    1.3105   -1.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4931    1.9210   -0.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047    1.4210   -1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4097    0.3184   -2.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4095   -1.9059   -2.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0637   -1.7039   -1.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9467   -2.7569   -0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9136    0.3696   -1.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3860   -1.8550   -2.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9314   -2.5509   -0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0059   -2.0867    0.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6199   -2.2433   -1.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951   -0.0478   -2.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0028   -0.4320   -2.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3634    1.2323   -2.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8941   -1.3630    1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1099   -0.3488    2.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1179   -1.1674   -0.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2879   -1.6080    0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6746   -0.8038   -1.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1646    0.9716   -1.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7326    0.4973   -2.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8885    1.3165    1.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0883    1.3973   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1893    2.4963   -0.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  4 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 25  2  1  0
 22  3  1  0
 32 25  1  0
 22  6  1  0
 19  7  1  0
 17 11  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 18 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 23 64  1  0
 23 65  1  0
 23 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
 30 74  1  0
 31 75  1  0
 31 76  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       4.373 -10.910   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.854  -8.019   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.416 -10.021   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.664 -10.210   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.491  -9.842   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.879 -10.110   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.954  -9.931   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.342 -10.200   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.446  -9.996   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.966  -9.746   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.336  -7.179   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.415  -6.071   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.091  -6.454   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.014  -7.364   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.605  -9.388   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.182  -8.466   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.724  -7.448   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.570  -8.734   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.187  -7.537   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.799  -7.269   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.953  -5.982   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.723  -7.161   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.973  -8.681   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.470  -8.805   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.108  -8.645   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.495  -8.913   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.510  -8.306   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      16.720  -8.376   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      12.644  -4.606   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.533  -9.973   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.534  -7.114   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.201  -6.929   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5    7   16                                                       
CONECT    6    8   18                                                       
CONECT    7    5   25                                                       
CONECT    8    6   26                                                       
CONECT    9   10   24                                                       
CONECT   10    9   27                                                       
CONECT   11   16   20                                                       
CONECT   12   17   21                                                       
CONECT   13   19   22                                                       
CONECT   14   24   31                                                       
CONECT   15    1   23   27                                                  
CONECT   16    5   11   28                                                  
CONECT   17   12   18   19                                                  
CONECT   18    6   17   25                                                  
CONECT   19   13   17   26                                                  
CONECT   20   11   21   25                                                  
CONECT   21   12   20   29                                                  
CONECT   22   13   23   32                                                  
CONECT   23   15   22   26                                                  
CONECT   24    2    9   14   30                                             
CONECT   25    3    7   18   20                                             
CONECT   26    4    8   19   23                                             
CONECT   27   10   15   31   32                                             
CONECT   28   16                                                            
CONECT   29   21                                                            
CONECT   30   24                                                            
CONECT   31   14   27                                                       
CONECT   32   22   27                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   74    0
END

COMPND    HMDB0034293
HETATM    1  C1  UNL     1      -2.560   1.978  -0.692  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.958   0.607  -0.297  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.888  -0.280   0.216  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.755   0.174   1.654  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.466   0.952   1.691  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.289   0.647   0.433  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.612  -0.065   0.771  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.496   0.930   1.465  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.810   0.238   1.767  1.00  0.00           C  
HETATM   10  O1  UNL     1       3.685  -0.372   3.038  1.00  0.00           O  
HETATM   11  C10 UNL     1       4.152  -0.837   0.798  1.00  0.00           C  
HETATM   12  C11 UNL     1       5.623  -1.073   0.718  1.00  0.00           C  
HETATM   13  C12 UNL     1       6.392   0.000   0.049  1.00  0.00           C  
HETATM   14  O2  UNL     1       7.386  -0.616  -0.748  1.00  0.00           O  
HETATM   15  C13 UNL     1       5.621   0.976  -0.743  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.325   0.555  -1.288  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.651  -0.589  -0.602  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.996  -1.852  -1.405  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.171  -0.442  -0.608  1.00  0.00           C  
HETATM   20  C18 UNL     1       1.416  -1.665  -1.022  1.00  0.00           C  
HETATM   21  C19 UNL     1       0.033  -1.636  -0.416  1.00  0.00           C  
HETATM   22  C20 UNL     1      -0.569  -0.224  -0.428  1.00  0.00           C  
HETATM   23  C21 UNL     1      -0.648   0.199  -1.858  1.00  0.00           C  
HETATM   24  O3  UNL     1      -2.863   0.976   1.923  1.00  0.00           O  
HETATM   25  C22 UNL     1      -3.817   0.746   0.970  1.00  0.00           C  
HETATM   26  C23 UNL     1      -4.564  -0.521   1.271  1.00  0.00           C  
HETATM   27  C24 UNL     1      -5.607  -0.836   0.226  1.00  0.00           C  
HETATM   28  C25 UNL     1      -6.464   0.406   0.020  1.00  0.00           C  
HETATM   29  C26 UNL     1      -7.350   0.248  -1.194  1.00  0.00           C  
HETATM   30  O4  UNL     1      -7.173   0.673   1.169  1.00  0.00           O  
HETATM   31  C27 UNL     1      -5.545   1.600  -0.255  1.00  0.00           C  
HETATM   32  O5  UNL     1      -4.656   1.810   0.763  1.00  0.00           O  
HETATM   33  H1  UNL     1      -3.320   2.730  -0.319  1.00  0.00           H  
HETATM   34  H2  UNL     1      -2.566   2.150  -1.809  1.00  0.00           H  
HETATM   35  H3  UNL     1      -1.603   2.335  -0.326  1.00  0.00           H  
HETATM   36  H4  UNL     1      -3.528   0.073  -1.075  1.00  0.00           H  
HETATM   37  H5  UNL     1      -2.286  -1.337   0.179  1.00  0.00           H  
HETATM   38  H6  UNL     1      -1.734  -0.740   2.282  1.00  0.00           H  
HETATM   39  H7  UNL     1       0.098   0.571   2.590  1.00  0.00           H  
HETATM   40  H8  UNL     1      -0.676   2.006   1.862  1.00  0.00           H  
HETATM   41  H9  UNL     1       0.655   1.569  -0.095  1.00  0.00           H  
HETATM   42  H10 UNL     1       1.464  -0.928   1.414  1.00  0.00           H  
HETATM   43  H11 UNL     1       2.030   1.198   2.414  1.00  0.00           H  
HETATM   44  H12 UNL     1       2.641   1.865   0.891  1.00  0.00           H  
HETATM   45  H13 UNL     1       4.587   1.011   1.891  1.00  0.00           H  
HETATM   46  H14 UNL     1       3.556  -1.345   2.947  1.00  0.00           H  
HETATM   47  H15 UNL     1       3.682  -1.806   1.128  1.00  0.00           H  
HETATM   48  H16 UNL     1       5.998  -1.265   1.766  1.00  0.00           H  
HETATM   49  H17 UNL     1       5.770  -2.061   0.198  1.00  0.00           H  
HETATM   50  H18 UNL     1       6.983   0.542   0.845  1.00  0.00           H  
HETATM   51  H19 UNL     1       7.876   0.131  -1.205  1.00  0.00           H  
HETATM   52  H20 UNL     1       6.275   1.310  -1.603  1.00  0.00           H  
HETATM   53  H21 UNL     1       5.493   1.921  -0.136  1.00  0.00           H  
HETATM   54  H22 UNL     1       3.605   1.421  -1.261  1.00  0.00           H  
HETATM   55  H23 UNL     1       4.410   0.318  -2.390  1.00  0.00           H  
HETATM   56  H24 UNL     1       3.409  -1.906  -2.342  1.00  0.00           H  
HETATM   57  H25 UNL     1       5.064  -1.704  -1.742  1.00  0.00           H  
HETATM   58  H26 UNL     1       3.947  -2.757  -0.787  1.00  0.00           H  
HETATM   59  H27 UNL     1       1.914   0.370  -1.338  1.00  0.00           H  
HETATM   60  H28 UNL     1       1.386  -1.855  -2.095  1.00  0.00           H  
HETATM   61  H29 UNL     1       1.931  -2.551  -0.554  1.00  0.00           H  
HETATM   62  H30 UNL     1      -0.006  -2.087   0.584  1.00  0.00           H  
HETATM   63  H31 UNL     1      -0.620  -2.243  -1.078  1.00  0.00           H  
HETATM   64  H32 UNL     1      -1.695  -0.048  -2.208  1.00  0.00           H  
HETATM   65  H33 UNL     1      -0.003  -0.432  -2.539  1.00  0.00           H  
HETATM   66  H34 UNL     1      -0.363   1.232  -2.058  1.00  0.00           H  
HETATM   67  H35 UNL     1      -3.894  -1.363   1.431  1.00  0.00           H  
HETATM   68  H36 UNL     1      -5.110  -0.349   2.222  1.00  0.00           H  
HETATM   69  H37 UNL     1      -5.118  -1.167  -0.692  1.00  0.00           H  
HETATM   70  H38 UNL     1      -6.288  -1.608   0.673  1.00  0.00           H  
HETATM   71  H39 UNL     1      -7.675  -0.804  -1.234  1.00  0.00           H  
HETATM   72  H40 UNL     1      -8.165   0.972  -1.132  1.00  0.00           H  
HETATM   73  H41 UNL     1      -6.733   0.497  -2.101  1.00  0.00           H  
HETATM   74  H42 UNL     1      -7.888   1.316   1.029  1.00  0.00           H  
HETATM   75  H43 UNL     1      -5.088   1.397  -1.242  1.00  0.00           H  
HETATM   76  H44 UNL     1      -6.189   2.496  -0.371  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3   25   36
CONECT    3    4   22   37
CONECT    4    5   24   38
CONECT    5    6   39   40
CONECT    6    7   22   41
CONECT    7    8   19   42
CONECT    8    9   43   44
CONECT    9   10   11   45
CONECT   10   46
CONECT   11   12   17   47
CONECT   12   13   48   49
CONECT   13   14   15   50
CONECT   14   51
CONECT   15   16   52   53
CONECT   16   17   54   55
CONECT   17   18   19
CONECT   18   56   57   58
CONECT   19   20   59
CONECT   20   21   60   61
CONECT   21   22   62   63
CONECT   22   23
CONECT   23   64   65   66
CONECT   24   25
CONECT   25   26   32
CONECT   26   27   67   68
CONECT   27   28   69   70
CONECT   28   29   30   31
CONECT   29   71   72   73
CONECT   30   74
CONECT   31   32   75   76
END

HMDB0034293
     RDKit          3D
Asperagenin
 76 81  0  0  0  0  0  0  0  0999 V2000
   -2.5598    1.9781   -0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9576    0.6065   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8878   -0.2799    0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7554    0.1736    1.6541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4656    0.9524    1.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2894    0.6467    0.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6116   -0.0649    0.7709 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956    0.9299    1.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097    0.2380    1.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6849   -0.3722    3.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1521   -0.8367    0.7976 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6235   -1.0729    0.7184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3915    0.0003    0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3856   -0.6160   -0.7484 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6209    0.9758   -0.7428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3252    0.5550   -1.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6506   -0.5893   -0.6018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9958   -1.8522   -1.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1707   -0.4423   -0.6075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4159   -1.6646   -1.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0327   -1.6360   -0.4161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5689   -0.2242   -0.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6480    0.1992   -1.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8633    0.9761    1.9233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8168    0.7462    0.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5637   -0.5210    1.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6072   -0.8357    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4638    0.4055    0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3500    0.2478   -1.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1725    0.6733    1.1691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5454    1.5996   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6556    1.8099    0.7630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3202    2.7300   -0.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5659    2.1503   -1.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6035    2.3351   -0.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5275    0.0734   -1.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2865   -1.3368    0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342   -0.7396    2.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0979    0.5705    2.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6759    2.0059    1.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6550    1.5694   -0.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4642   -0.9279    1.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0303    1.1978    2.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6406    1.8653    0.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5869    1.0111    1.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5563   -1.3454    2.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6823   -1.8057    1.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9978   -1.2651    1.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7702   -2.0605    0.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9828    0.5422    0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8765    0.1307   -1.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2750    1.3105   -1.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4931    1.9210   -0.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6047    1.4210   -1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4097    0.3184   -2.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4095   -1.9059   -2.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0637   -1.7039   -1.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9467   -2.7569   -0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9136    0.3696   -1.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3860   -1.8550   -2.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9314   -2.5509   -0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0059   -2.0867    0.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6199   -2.2433   -1.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951   -0.0478   -2.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0028   -0.4320   -2.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3634    1.2323   -2.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8941   -1.3630    1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1099   -0.3488    2.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1179   -1.1674   -0.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2879   -1.6080    0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6746   -0.8038   -1.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1646    0.9716   -1.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7326    0.4973   -2.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8885    1.3165    1.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0883    1.3973   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1893    2.4963   -0.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  4 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 25  2  1  0
 22  3  1  0
 32 25  1  0
 22  6  1  0
 19  7  1  0
 17 11  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 18 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 23 64  1  0
 23 65  1  0
 23 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  0
 27 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
 30 74  1  0
 31 75  1  0
 31 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₇H₄₄O₅

Average Molecular Weight

448.6353

Monoisotopic Molecular Weight

448.318874518

IUPAC Name

5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-5,16',19'-triol

Traditional Name

5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-5,16',19'-triol

CAS Registry Number

17305-15-6

SMILES

CC1C2C(CC3C4CC(O)C5CC(O)CCC5(C)C4CCC23C)OC11CCC(C)(O)CO1

InChI Identifier

InChI=1S/C27H44O5/c1-15-23-22(32-27(15)10-9-24(2,30)14-31-27)13-19-17-12-21(29)20-11-16(28)5-7-25(20,3)18(17)6-8-26(19,23)4/h15-23,28-30H,5-14H2,1-4H3

InChI Key

ILVZNZHXRYGRGV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0034293)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034293)

Source

Endogenous

Endogenous (HMDB: HMDB0034293)

Plant

Plant (HMDB: HMDB0034293)

Animal

Animal (HMDB: HMDB0034293)

Exogenous

Food

Food (HMDB: HMDB0034293)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0034293)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0034293)

Cellular process

Cell signaling (HMDB: HMDB0034293)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0034293)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0034293)

Nutrient

Nutrient (HMDB: HMDB0034293)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034293)

Emulsifier (HMDB: HMDB0034293)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	265 - 268 °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	0.013 g/L	ALOGPS
logP	2.04	ALOGPS
logP	2.86	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	14.15	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	79.15 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	122.54 m³·mol⁻¹	ChemAxon
Polarizability	52.38 Å³	ChemAxon
Number of Rings	6	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]+	203.914	31661259
DarkChem	[M-H]-	200.763	31661259
DeepCCS	[M-2H]-	241.719	30932474
DeepCCS	[M+Na]+	217.013	30932474
AllCCS	[M+H]+	213.5	32859911
AllCCS	[M+H-H2O]+	211.6	32859911
AllCCS	[M+NH4]+	215.2	32859911
AllCCS	[M+Na]+	215.7	32859911
AllCCS	[M-H]-	209.7	32859911
AllCCS	[M+Na-2H]-	211.6	32859911
AllCCS	[M+HCOO]-	213.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Asperagenin	CC1C2C(CC3C4CC(O)C5CC(O)CCC5(C)C4CCC23C)OC11CCC(C)(O)CO1	2999.3	Standard polar	33892256
Asperagenin	CC1C2C(CC3C4CC(O)C5CC(O)CCC5(C)C4CCC23C)OC11CCC(C)(O)CO1	3282.1	Standard non polar	33892256
Asperagenin	CC1C2C(CC3C4CC(O)C5CC(O)CCC5(C)C4CCC23C)OC11CCC(C)(O)CO1	3689.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Asperagenin,1TMS,isomer #1	CC1C2C(CC3C4CC(O[Si](C)(C)C)C5CC(O)CCC5(C)C4CCC32C)OC12CCC(C)(O)CO2	3590.5	Semi standard non polar	33892256
Asperagenin,1TMS,isomer #2	CC1C2C(CC3C4CC(O)C5CC(O[Si](C)(C)C)CCC5(C)C4CCC32C)OC12CCC(C)(O)CO2	3657.4	Semi standard non polar	33892256
Asperagenin,1TMS,isomer #3	CC1C2C(CC3C4CC(O)C5CC(O)CCC5(C)C4CCC32C)OC12CCC(C)(O[Si](C)(C)C)CO2	3706.3	Semi standard non polar	33892256
Asperagenin,2TMS,isomer #1	CC1C2C(CC3C4CC(O[Si](C)(C)C)C5CC(O[Si](C)(C)C)CCC5(C)C4CCC32C)OC12CCC(C)(O)CO2	3575.5	Semi standard non polar	33892256
Asperagenin,2TMS,isomer #2	CC1C2C(CC3C4CC(O[Si](C)(C)C)C5CC(O)CCC5(C)C4CCC32C)OC12CCC(C)(O[Si](C)(C)C)CO2	3626.5	Semi standard non polar	33892256
Asperagenin,2TMS,isomer #3	CC1C2C(CC3C4CC(O)C5CC(O[Si](C)(C)C)CCC5(C)C4CCC32C)OC12CCC(C)(O[Si](C)(C)C)CO2	3688.8	Semi standard non polar	33892256
Asperagenin,3TMS,isomer #1	CC1C2C(CC3C4CC(O[Si](C)(C)C)C5CC(O[Si](C)(C)C)CCC5(C)C4CCC32C)OC12CCC(C)(O[Si](C)(C)C)CO2	3622.0	Semi standard non polar	33892256
Asperagenin,1TBDMS,isomer #1	CC1C2C(CC3C4CC(O[Si](C)(C)C(C)(C)C)C5CC(O)CCC5(C)C4CCC32C)OC12CCC(C)(O)CO2	3814.6	Semi standard non polar	33892256
Asperagenin,1TBDMS,isomer #2	CC1C2C(CC3C4CC(O)C5CC(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC32C)OC12CCC(C)(O)CO2	3884.4	Semi standard non polar	33892256
Asperagenin,1TBDMS,isomer #3	CC1C2C(CC3C4CC(O)C5CC(O)CCC5(C)C4CCC32C)OC12CCC(C)(O[Si](C)(C)C(C)(C)C)CO2	3924.4	Semi standard non polar	33892256
Asperagenin,2TBDMS,isomer #1	CC1C2C(CC3C4CC(O[Si](C)(C)C(C)(C)C)C5CC(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC32C)OC12CCC(C)(O)CO2	4034.7	Semi standard non polar	33892256
Asperagenin,2TBDMS,isomer #2	CC1C2C(CC3C4CC(O[Si](C)(C)C(C)(C)C)C5CC(O)CCC5(C)C4CCC32C)OC12CCC(C)(O[Si](C)(C)C(C)(C)C)CO2	4074.4	Semi standard non polar	33892256
Asperagenin,2TBDMS,isomer #3	CC1C2C(CC3C4CC(O)C5CC(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC32C)OC12CCC(C)(O[Si](C)(C)C(C)(C)C)CO2	4141.8	Semi standard non polar	33892256
Asperagenin,3TBDMS,isomer #1	CC1C2C(CC3C4CC(O[Si](C)(C)C(C)(C)C)C5CC(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC32C)OC12CCC(C)(O[Si](C)(C)C(C)(C)C)CO2	4297.2	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 - Asperagenin GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-1326900000-7e54d7f81733f31caa99	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperagenin GC-MS (3 TMS) - 70eV, Positive	splash10-0f6t-2211339000-d04a499a36fba0dca908	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperagenin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Asperagenin 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 - Asperagenin 10V, Positive-QTOF	splash10-01qa-0011900000-b0f5c2b665fa1b2d4e59	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asperagenin 20V, Positive-QTOF	splash10-0231-1092700000-fa255546e7a98fbbace2	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asperagenin 40V, Positive-QTOF	splash10-0uxr-2198400000-fe82e47737ae2ad17c08	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asperagenin 10V, Negative-QTOF	splash10-0002-1001900000-a9da86f5cef94c4a77df	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asperagenin 20V, Negative-QTOF	splash10-00ba-5008900000-03ec27f622ca25f02cd5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asperagenin 40V, Negative-QTOF	splash10-014i-9006000000-7f15e6f76065fef2aa8d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asperagenin 10V, Negative-QTOF	splash10-0002-0000900000-c59d57b3407a52088865	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asperagenin 20V, Negative-QTOF	splash10-0002-0000900000-bb76c2e4725eb3fc7f24	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asperagenin 40V, Negative-QTOF	splash10-0002-0001900000-465f97dc576823fb2468	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asperagenin 10V, Positive-QTOF	splash10-001j-0000900000-2f27af50eb9007a1d036	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asperagenin 20V, Positive-QTOF	splash10-001a-0173900000-424b2c8b6f06be9df397	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Asperagenin 40V, Positive-QTOF	splash10-014j-6922000000-4738757f17630635f612	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012632

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

71435521

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 Asperagenin (HMDB0034293)

MOL for HMDB0034293 (Asperagenin)

3D MOL for HMDB0034293 (Asperagenin)

3D SDF for HMDB0034293 (Asperagenin)

3D-SDF for HMDB0034293 (Asperagenin)

PDB for HMDB0034293 (Asperagenin)

3D PDB for HMDB0034293 (Asperagenin)

SMILES for HMDB0034293 (Asperagenin)

INCHI for HMDB0034293 (Asperagenin)

Structure for HMDB0034293 (Asperagenin)

3D Structure for HMDB0034293 (Asperagenin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra