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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:16:11 UTC

Update Date

2022-03-07 02:54:06 UTC

HMDB ID

HMDB0034424

Secondary Accession Numbers

HMDB34424

Metabolite Identification

Common Name

Spirotaccagenin

Description

Spirotaccagenin belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Spirotaccagenin 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 05061307482D          

 32 37  0  0  0  0            999 V2000
    5.4270    0.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2004   -0.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6545   -0.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4876   -2.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6640   -2.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8476   -0.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3768   -0.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0240   -0.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5532   -0.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6277   -1.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -1.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7645   -1.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8834   -2.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6269   -1.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8594   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5514   -0.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9409   -1.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2179   -1.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2937   -1.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7470   -1.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4701   -1.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1505   -1.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2843   -1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5707   -1.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0998   -0.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3365   -1.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9646   -1.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6365   -2.2643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0415   -1.2482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7988   -0.3928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6734   -0.5142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3349   -2.0234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 11 10  1  0  0  0  0
 16  1  1  0  0  0  0
 17  4  2  0  0  0  0
 17 12  1  0  0  0  0
 18  6  1  0  0  0  0
 18 12  1  0  0  0  0
 19  5  1  0  0  0  0
 20  7  1  0  0  0  0
 20 19  1  0  0  0  0
 21 13  1  0  0  0  0
 21 19  1  0  0  0  0
 22 13  1  0  0  0  0
 23 16  1  0  0  0  0
 23 22  1  0  0  0  0
 24  2  1  0  0  0  0
 24  8  1  0  0  0  0
 24 17  1  0  0  0  0
 24 20  1  0  0  0  0
 25  3  1  0  0  0  0
 25  9  1  0  0  0  0
 25 21  1  0  0  0  0
 25 23  1  0  0  0  0
 26 10  1  0  0  0  0
 26 14  1  0  0  0  0
 26 15  1  0  0  0  0
 27 11  1  0  0  0  0
 27 16  1  0  0  0  0
 28 14  1  0  0  0  0
 29 18  1  0  0  0  0
 30 26  1  0  0  0  0
 31 15  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

HMDB0034424
     RDKit          3D
Spirotaccagenin
 74 79  0  0  0  0  0  0  0  0999 V2000
    1.6444   -0.3270   -2.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494   -0.9814   -1.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6368   -1.1813    0.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0144    0.0448    1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7291    0.7391    1.3804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2573    0.1316    0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6702    0.3682    0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1712    0.7855    2.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491    1.2963    1.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3501    0.7553    0.8955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7612    1.3132    0.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1485    1.3588   -0.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5275    1.5205   -0.7961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6850    0.1667   -1.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1876   -0.0065   -1.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9147   -0.3857    0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8650   -1.4343   -0.9602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5924   -2.1620   -0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2104   -1.3217    0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0656   -1.9197    1.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8252    0.7732    0.1748 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4539   -0.1094   -0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.9399   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6278   -0.0897    0.4352 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8709    1.1568   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0971    2.1897    0.6066 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1510    1.0870   -1.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3073    2.3439   -1.7589 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7742    1.6036   -1.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    0.5692   -1.7436 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.9028    1.8915    0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2577   -0.7094   -1.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9571    0.3408   -2.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0302   -2.5736   -1.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0469   -2.3782    2.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9045   -1.6388   -0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1517   -1.5764    0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4759    0.0977    1.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5653   -0.7111    0.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1314    1.8541    1.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0119    0.8522   -0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0981    2.3013   -0.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1845    2.1910   -2.0727 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  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
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 16 17  1  0
 16 18  1  0
 18 19  1  0
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 20 21  1  0
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  4 23  1  0
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  4 38  1  0
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 29 70  1  0
 29 71  1  0
 30 72  1  0
 31 73  1  0
 31 74  1  0
M  END


  Mrv0541 05061307482D          

 32 37  0  0  0  0            999 V2000
    5.4270    0.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2004   -0.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6545   -0.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4876   -2.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6640   -2.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8476   -0.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3768   -0.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0240   -0.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5532   -0.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6277   -1.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -1.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7645   -1.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8834   -2.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6269   -1.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8594   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5514   -0.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9409   -1.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2179   -1.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2937   -1.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9646   -1.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6365   -2.2643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0415   -1.2482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7988   -0.3928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6734   -0.5142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3349   -2.0234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 11 10  1  0  0  0  0
 16  1  1  0  0  0  0
 17  4  2  0  0  0  0
 17 12  1  0  0  0  0
 18  6  1  0  0  0  0
 18 12  1  0  0  0  0
 19  5  1  0  0  0  0
 20  7  1  0  0  0  0
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 21 13  1  0  0  0  0
 21 19  1  0  0  0  0
 22 13  1  0  0  0  0
 23 16  1  0  0  0  0
 23 22  1  0  0  0  0
 24  2  1  0  0  0  0
 24  8  1  0  0  0  0
 24 17  1  0  0  0  0
 24 20  1  0  0  0  0
 25  3  1  0  0  0  0
 25  9  1  0  0  0  0
 25 21  1  0  0  0  0
 25 23  1  0  0  0  0
 26 10  1  0  0  0  0
 26 14  1  0  0  0  0
 26 15  1  0  0  0  0
 27 11  1  0  0  0  0
 27 16  1  0  0  0  0
 28 14  1  0  0  0  0
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 31 15  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>
HMDB0034424

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C27H42O5/c1-16-23-22(32-27(16)11-10-26(30,14-28)15-31-27)13-21-19-5-4-17-12-18(29)6-8-24(17,2)20(19)7-9-25(21,23)3/h4,16,18-23,28-30H,5-15H2,1-3H3

> <INCHI_KEY>
LAJZFNUUUUJYJR-UHFFFAOYSA-N

> <FORMULA>
C27H42O5

> <MOLECULAR_WEIGHT>
446.6194

> <EXACT_MASS>
446.303224454

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
51.876419401002615

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-(hydroxymethyl)-7',9',13'-trimethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-5,16'-diol

> <ALOGPS_LOGP>
2.37

> <JCHEM_LOGP>
2.7210957223333336

> <ALOGPS_LOGS>
-4.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.182994675158412

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.215450906391819

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3962982428509174

> <JCHEM_POLAR_SURFACE_AREA>
79.15

> <JCHEM_REFRACTIVITY>
123.3377

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.01e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(hydroxymethyl)-7',9',13'-trimethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-5,16'-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034424
     RDKit          3D
Spirotaccagenin
 74 79  0  0  0  0  0  0  0  0999 V2000
    1.6444   -0.3270   -2.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494   -0.9814   -1.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6368   -1.1813    0.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0144    0.0448    1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7291    0.7391    1.3804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2573    0.1316    0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6702    0.3682    0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1712    0.7855    2.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491    1.2963    1.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3501    0.7553    0.8955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7612    1.3132    0.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1485    1.3588   -0.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5275    1.5205   -0.7961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6850    0.1667   -1.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1876   -0.0065   -1.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9147   -0.3857    0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9250   -1.5113    0.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5200   -0.8553    0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8650   -1.4343   -0.9602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5924   -2.1620   -0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2104   -1.3217    0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0656   -1.9197    1.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8252    0.7732    0.1748 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4539   -0.1094   -0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.9399   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6278   -0.0897    0.4352 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8709    1.1568   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0971    2.1897    0.6066 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1510    1.0870   -1.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3073    2.3439   -1.7589 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7742    1.6036   -1.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    0.5692   -1.7436 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7740    0.7961   -2.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2897   -0.5536   -3.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6422   -0.6175   -2.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7482   -1.9359   -1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1688   -2.0365    0.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5364   -0.2028    1.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4922    0.7411    2.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8460    1.8228    1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0319    0.5248   -0.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488    1.1630   -0.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2786   -0.0635    2.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5170    1.5268    2.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9383    2.1459    2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7732    2.3604    1.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4357    0.7217    1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7025    2.2619   -1.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9028    1.8915    0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2577   -0.7094   -1.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9571    0.3408   -2.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9020   -0.8207   -2.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6891    0.9386   -1.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4236   -2.1289    1.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0262   -2.1907   -0.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8572   -1.1426    0.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5362   -1.5597    1.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4742   -2.1796   -1.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5466   -0.5930   -1.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9939   -3.0905    0.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0302   -2.5736   -1.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0469   -2.3782    2.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1698   -1.1758    2.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6230   -2.8054    1.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9045   -1.6388   -0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1517   -1.5764    0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4759    0.0977    1.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5653   -0.7111    0.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1314    1.8541    1.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0119    0.8522   -0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0689    0.2767   -1.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8800    2.8974   -1.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0981    2.3013   -0.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1845    2.1910   -2.0727 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  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
  4 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 27 31  1  0
 31 32  1  0
 24  2  1  0
 21  3  1  0
 32 24  1  0
 21  6  1  0
 18  7  1  0
 16 10  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
 11 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 17 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  0
 20 61  1  0
 22 62  1  0
 22 63  1  0
 22 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 28 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  1  0
 31 73  1  0
 31 74  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      10.130   0.204   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.174  -0.685   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.422  -0.497   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.710  -4.724   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.173  -4.635   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.249  -0.864   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.637  -0.596   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.711  -0.775   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.099  -0.506   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.772  -3.342   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.291  -3.592   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.094  -3.527   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.849  -4.252   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.904  -2.687   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.204  -0.710   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.363  -1.318   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.556  -3.438   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.940  -2.241   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.482  -3.259   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.328  -1.972   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.944  -3.169   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.481  -3.545   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.731  -2.025   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.865  -2.062   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.253  -1.793   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.228  -1.901   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.267  -2.401   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.921  -4.227   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      22.477  -2.330   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.224  -0.733   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       8.724  -0.960   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       9.958  -3.777   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4    5   17                                                       
CONECT    5    4   19                                                       
CONECT    6    8   18                                                       
CONECT    7    9   20                                                       
CONECT    8    6   24                                                       
CONECT    9    7   25                                                       
CONECT   10   11   26                                                       
CONECT   11   10   27                                                       
CONECT   12   17   18                                                       
CONECT   13   21   22                                                       
CONECT   14   26   28                                                       
CONECT   15   26   31                                                       
CONECT   16    1   23   27                                                  
CONECT   17    4   12   24                                                  
CONECT   18    6   12   29                                                  
CONECT   19    5   20   21                                                  
CONECT   20    7   19   24                                                  
CONECT   21   13   19   25                                                  
CONECT   22   13   23   32                                                  
CONECT   23   16   22   25                                                  
CONECT   24    2    8   17   20                                             
CONECT   25    3    9   21   23                                             
CONECT   26   10   14   15   30                                             
CONECT   27   11   16   31   32                                             
CONECT   28   14                                                            
CONECT   29   18                                                            
CONECT   30   26                                                            
CONECT   31   15   27                                                       
CONECT   32   22   27                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   74    0
END

COMPND    HMDB0034424
HETATM    1  C1  UNL     1       1.644  -0.327  -2.250  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.249  -0.981  -1.105  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.637  -1.181   0.163  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.014   0.045   1.009  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.729   0.739   1.380  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.257   0.132   0.455  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.670   0.368   0.649  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.171   0.786   2.000  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.549   1.296   1.792  1.00  0.00           C  
HETATM   10  C10 UNL     1      -4.350   0.755   0.895  1.00  0.00           C  
HETATM   11  C11 UNL     1      -5.761   1.313   0.713  1.00  0.00           C  
HETATM   12  C12 UNL     1      -6.148   1.359  -0.720  1.00  0.00           C  
HETATM   13  O1  UNL     1      -7.528   1.520  -0.796  1.00  0.00           O  
HETATM   14  C13 UNL     1      -5.685   0.167  -1.525  1.00  0.00           C  
HETATM   15  C14 UNL     1      -4.188  -0.006  -1.397  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.915  -0.386   0.057  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.925  -1.511   0.344  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.520  -0.855   0.263  1.00  0.00           C  
HETATM   19  C18 UNL     1      -1.865  -1.434  -0.960  1.00  0.00           C  
HETATM   20  C19 UNL     1      -0.592  -2.162  -0.503  1.00  0.00           C  
HETATM   21  C20 UNL     1       0.210  -1.322   0.417  1.00  0.00           C  
HETATM   22  C21 UNL     1       0.066  -1.920   1.831  1.00  0.00           C  
HETATM   23  O2  UNL     1       2.825   0.773   0.175  1.00  0.00           O  
HETATM   24  C22 UNL     1       3.454  -0.109  -0.688  1.00  0.00           C  
HETATM   25  C23 UNL     1       4.508  -0.940  -0.040  1.00  0.00           C  
HETATM   26  C24 UNL     1       5.628  -0.090   0.435  1.00  0.00           C  
HETATM   27  C25 UNL     1       5.871   1.157  -0.332  1.00  0.00           C  
HETATM   28  O3  UNL     1       6.097   2.190   0.607  1.00  0.00           O  
HETATM   29  C26 UNL     1       7.151   1.087  -1.160  1.00  0.00           C  
HETATM   30  O4  UNL     1       7.307   2.344  -1.759  1.00  0.00           O  
HETATM   31  C27 UNL     1       4.774   1.604  -1.225  1.00  0.00           C  
HETATM   32  O5  UNL     1       3.994   0.569  -1.744  1.00  0.00           O  
HETATM   33  H1  UNL     1       1.774   0.796  -2.174  1.00  0.00           H  
HETATM   34  H2  UNL     1       2.290  -0.554  -3.161  1.00  0.00           H  
HETATM   35  H3  UNL     1       0.642  -0.617  -2.574  1.00  0.00           H  
HETATM   36  H4  UNL     1       2.748  -1.936  -1.462  1.00  0.00           H  
HETATM   37  H5  UNL     1       2.169  -2.037   0.694  1.00  0.00           H  
HETATM   38  H6  UNL     1       2.536  -0.203   1.929  1.00  0.00           H  
HETATM   39  H7  UNL     1       0.492   0.741   2.437  1.00  0.00           H  
HETATM   40  H8  UNL     1       0.846   1.823   1.083  1.00  0.00           H  
HETATM   41  H9  UNL     1       0.032   0.525  -0.568  1.00  0.00           H  
HETATM   42  H10 UNL     1      -2.049   1.163  -0.069  1.00  0.00           H  
HETATM   43  H11 UNL     1      -2.279  -0.064   2.719  1.00  0.00           H  
HETATM   44  H12 UNL     1      -1.517   1.527   2.497  1.00  0.00           H  
HETATM   45  H13 UNL     1      -3.938   2.146   2.385  1.00  0.00           H  
HETATM   46  H14 UNL     1      -5.773   2.360   1.118  1.00  0.00           H  
HETATM   47  H15 UNL     1      -6.436   0.722   1.342  1.00  0.00           H  
HETATM   48  H16 UNL     1      -5.702   2.262  -1.217  1.00  0.00           H  
HETATM   49  H17 UNL     1      -7.903   1.891   0.056  1.00  0.00           H  
HETATM   50  H18 UNL     1      -6.258  -0.709  -1.186  1.00  0.00           H  
HETATM   51  H19 UNL     1      -5.957   0.341  -2.591  1.00  0.00           H  
HETATM   52  H20 UNL     1      -3.902  -0.821  -2.091  1.00  0.00           H  
HETATM   53  H21 UNL     1      -3.689   0.939  -1.612  1.00  0.00           H  
HETATM   54  H22 UNL     1      -4.424  -2.129   1.140  1.00  0.00           H  
HETATM   55  H23 UNL     1      -5.026  -2.191  -0.522  1.00  0.00           H  
HETATM   56  H24 UNL     1      -5.857  -1.143   0.763  1.00  0.00           H  
HETATM   57  H25 UNL     1      -2.536  -1.560   1.119  1.00  0.00           H  
HETATM   58  H26 UNL     1      -2.474  -2.180  -1.482  1.00  0.00           H  
HETATM   59  H27 UNL     1      -1.547  -0.593  -1.593  1.00  0.00           H  
HETATM   60  H28 UNL     1      -0.994  -3.090   0.008  1.00  0.00           H  
HETATM   61  H29 UNL     1      -0.030  -2.574  -1.374  1.00  0.00           H  
HETATM   62  H30 UNL     1       1.047  -2.378   2.163  1.00  0.00           H  
HETATM   63  H31 UNL     1      -0.170  -1.176   2.583  1.00  0.00           H  
HETATM   64  H32 UNL     1      -0.623  -2.805   1.823  1.00  0.00           H  
HETATM   65  H33 UNL     1       4.904  -1.639  -0.812  1.00  0.00           H  
HETATM   66  H34 UNL     1       4.152  -1.576   0.790  1.00  0.00           H  
HETATM   67  H35 UNL     1       5.476   0.098   1.537  1.00  0.00           H  
HETATM   68  H36 UNL     1       6.565  -0.711   0.396  1.00  0.00           H  
HETATM   69  H37 UNL     1       6.131   1.854   1.524  1.00  0.00           H  
HETATM   70  H38 UNL     1       8.012   0.852  -0.493  1.00  0.00           H  
HETATM   71  H39 UNL     1       7.069   0.277  -1.902  1.00  0.00           H  
HETATM   72  H40 UNL     1       7.880   2.897  -1.162  1.00  0.00           H  
HETATM   73  H41 UNL     1       4.098   2.301  -0.651  1.00  0.00           H  
HETATM   74  H42 UNL     1       5.185   2.191  -2.073  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3   24   36
CONECT    3    4   21   37
CONECT    4    5   23   38
CONECT    5    6   39   40
CONECT    6    7   21   41
CONECT    7    8   18   42
CONECT    8    9   43   44
CONECT    9   10   10   45
CONECT   10   11   16
CONECT   11   12   46   47
CONECT   12   13   14   48
CONECT   13   49
CONECT   14   15   50   51
CONECT   15   16   52   53
CONECT   16   17   18
CONECT   17   54   55   56
CONECT   18   19   57
CONECT   19   20   58   59
CONECT   20   21   60   61
CONECT   21   22
CONECT   22   62   63   64
CONECT   23   24
CONECT   24   25   32
CONECT   25   26   65   66
CONECT   26   27   67   68
CONECT   27   28   29   31
CONECT   28   69
CONECT   29   30   70   71
CONECT   30   72
CONECT   31   32   73   74
END

HMDB0034424
     RDKit          3D
Spirotaccagenin
 74 79  0  0  0  0  0  0  0  0999 V2000
    1.6444   -0.3270   -2.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494   -0.9814   -1.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6368   -1.1813    0.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0144    0.0448    1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7291    0.7391    1.3804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2573    0.1316    0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6702    0.3682    0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1712    0.7855    2.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491    1.2963    1.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3501    0.7553    0.8955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7612    1.3132    0.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1485    1.3588   -0.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5275    1.5205   -0.7961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6850    0.1667   -1.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1876   -0.0065   -1.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9147   -0.3857    0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9250   -1.5113    0.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5200   -0.8553    0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8650   -1.4343   -0.9602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5924   -2.1620   -0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2104   -1.3217    0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0656   -1.9197    1.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8252    0.7732    0.1748 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4539   -0.1094   -0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.9399   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6278   -0.0897    0.4352 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8709    1.1568   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0971    2.1897    0.6066 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1510    1.0870   -1.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3073    2.3439   -1.7589 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7742    1.6036   -1.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    0.5692   -1.7436 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7740    0.7961   -2.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2897   -0.5536   -3.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6422   -0.6175   -2.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7482   -1.9359   -1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1688   -2.0365    0.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5364   -0.2028    1.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4922    0.7411    2.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8460    1.8228    1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0319    0.5248   -0.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488    1.1630   -0.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2786   -0.0635    2.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5170    1.5268    2.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9383    2.1459    2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7732    2.3604    1.1179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4357    0.7217    1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7025    2.2619   -1.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9028    1.8915    0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2577   -0.7094   -1.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9571    0.3408   -2.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9020   -0.8207   -2.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6891    0.9386   -1.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4236   -2.1289    1.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0262   -2.1907   -0.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8572   -1.1426    0.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5362   -1.5597    1.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4742   -2.1796   -1.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5466   -0.5930   -1.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9939   -3.0905    0.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0302   -2.5736   -1.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0469   -2.3782    2.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1698   -1.1758    2.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6230   -2.8054    1.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9045   -1.6388   -0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1517   -1.5764    0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4759    0.0977    1.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5653   -0.7111    0.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1314    1.8541    1.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0119    0.8522   -0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0689    0.2767   -1.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8800    2.8974   -1.1622 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0981    2.3013   -0.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1845    2.1910   -2.0727 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  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
  4 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 27 31  1  0
 31 32  1  0
 24  2  1  0
 21  3  1  0
 32 24  1  0
 21  6  1  0
 18  7  1  0
 16 10  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
 11 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 17 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  0
 20 61  1  0
 22 62  1  0
 22 63  1  0
 22 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 28 69  1  0
 29 70  1  0
 29 71  1  0
 30 72  1  0
 31 73  1  0
 31 74  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₇H₄₂O₅

Average Molecular Weight

446.6194

Monoisotopic Molecular Weight

446.303224454

IUPAC Name

5-(hydroxymethyl)-7',9',13'-trimethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-5,16'-diol

Traditional Name

5-(hydroxymethyl)-7',9',13'-trimethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-5,16'-diol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C27H42O5/c1-16-23-22(32-27(16)11-10-26(30,14-28)15-31-27)13-21-19-5-4-17-12-18(29)6-8-24(17,2)20(19)7-9-25(21,23)3/h4,16,18-23,28-30H,5-15H2,1-3H3

InChI Key

LAJZFNUUUUJYJR-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: HMDB0034424)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034424)

Source

Endogenous

Endogenous (HMDB: HMDB0034424)

Plant

Plant (HMDB: HMDB0034424)

Animal

Animal (HMDB: HMDB0034424)

Exogenous

Food

Food (HMDB: HMDB0034424)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0034424)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0034424)

Cellular process

Cell signaling (HMDB: HMDB0034424)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0034424)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0034424)

Nutrient

Nutrient (HMDB: HMDB0034424)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034424)

Emulsifier (HMDB: HMDB0034424)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	225 - 227 °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	0.008 g/L	ALOGPS
logP	2.37	ALOGPS
logP	2.72	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	13.22	ChemAxon
pKa (Strongest Basic)	-1.4	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	1	ChemAxon
Refractivity	123.34 m³·mol⁻¹	ChemAxon
Polarizability	51.88 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]+	201.403	31661259
DarkChem	[M-H]-	198.391	31661259
DeepCCS	[M-2H]-	235.944	30932474
DeepCCS	[M+Na]+	211.357	30932474
AllCCS	[M+H]+	212.9	32859911
AllCCS	[M+H-H2O]+	211.0	32859911
AllCCS	[M+NH4]+	214.7	32859911
AllCCS	[M+Na]+	215.2	32859911
AllCCS	[M-H]-	209.3	32859911
AllCCS	[M+Na-2H]-	211.1	32859911
AllCCS	[M+HCOO]-	213.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Spirotaccagenin	CC1C2C(CC3C4CC=C5CC(O)CCC5(C)C4CCC23C)OC11CCC(O)(CO)CO1	3080.6	Standard polar	33892256
Spirotaccagenin	CC1C2C(CC3C4CC=C5CC(O)CCC5(C)C4CCC23C)OC11CCC(O)(CO)CO1	3415.9	Standard non polar	33892256
Spirotaccagenin	CC1C2C(CC3C4CC=C5CC(O)CCC5(C)C4CCC23C)OC11CCC(O)(CO)CO1	3739.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Spirotaccagenin,1TMS,isomer #1	CC1C2C(CC3C4CC=C5CC(O[Si](C)(C)C)CCC5(C)C4CCC32C)OC12CCC(O)(CO)CO2	3691.1	Semi standard non polar	33892256
Spirotaccagenin,1TMS,isomer #2	CC1C2C(CC3C4CC=C5CC(O)CCC5(C)C4CCC32C)OC12CCC(CO)(O[Si](C)(C)C)CO2	3772.3	Semi standard non polar	33892256
Spirotaccagenin,1TMS,isomer #3	CC1C2C(CC3C4CC=C5CC(O)CCC5(C)C4CCC32C)OC12CCC(O)(CO[Si](C)(C)C)CO2	3747.2	Semi standard non polar	33892256
Spirotaccagenin,2TMS,isomer #1	CC1C2C(CC3C4CC=C5CC(O[Si](C)(C)C)CCC5(C)C4CCC32C)OC12CCC(CO)(O[Si](C)(C)C)CO2	3683.7	Semi standard non polar	33892256
Spirotaccagenin,2TMS,isomer #2	CC1C2C(CC3C4CC=C5CC(O[Si](C)(C)C)CCC5(C)C4CCC32C)OC12CCC(O)(CO[Si](C)(C)C)CO2	3661.1	Semi standard non polar	33892256
Spirotaccagenin,2TMS,isomer #3	CC1C2C(CC3C4CC=C5CC(O)CCC5(C)C4CCC32C)OC12CCC(CO[Si](C)(C)C)(O[Si](C)(C)C)CO2	3731.9	Semi standard non polar	33892256
Spirotaccagenin,3TMS,isomer #1	CC1C2C(CC3C4CC=C5CC(O[Si](C)(C)C)CCC5(C)C4CCC32C)OC12CCC(CO[Si](C)(C)C)(O[Si](C)(C)C)CO2	3668.4	Semi standard non polar	33892256
Spirotaccagenin,1TBDMS,isomer #1	CC1C2C(CC3C4CC=C5CC(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC32C)OC12CCC(O)(CO)CO2	3930.4	Semi standard non polar	33892256
Spirotaccagenin,1TBDMS,isomer #2	CC1C2C(CC3C4CC=C5CC(O)CCC5(C)C4CCC32C)OC12CCC(CO)(O[Si](C)(C)C(C)(C)C)CO2	4003.4	Semi standard non polar	33892256
Spirotaccagenin,1TBDMS,isomer #3	CC1C2C(CC3C4CC=C5CC(O)CCC5(C)C4CCC32C)OC12CCC(O)(CO[Si](C)(C)C(C)(C)C)CO2	3997.3	Semi standard non polar	33892256
Spirotaccagenin,2TBDMS,isomer #1	CC1C2C(CC3C4CC=C5CC(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC32C)OC12CCC(CO)(O[Si](C)(C)C(C)(C)C)CO2	4163.7	Semi standard non polar	33892256
Spirotaccagenin,2TBDMS,isomer #2	CC1C2C(CC3C4CC=C5CC(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC32C)OC12CCC(O)(CO[Si](C)(C)C(C)(C)C)CO2	4157.9	Semi standard non polar	33892256
Spirotaccagenin,2TBDMS,isomer #3	CC1C2C(CC3C4CC=C5CC(O)CCC5(C)C4CCC32C)OC12CCC(CO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)CO2	4225.6	Semi standard non polar	33892256
Spirotaccagenin,3TBDMS,isomer #1	CC1C2C(CC3C4CC=C5CC(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC32C)OC12CCC(CO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)CO2	4392.6	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 - Spirotaccagenin GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-3023900000-7572eb8be04f2dd680ff	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Spirotaccagenin GC-MS (3 TMS) - 70eV, Positive	splash10-0002-1114029000-f3fcf849201b2013d79a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Spirotaccagenin 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 - Spirotaccagenin 10V, Positive-QTOF	splash10-004j-0031900000-d7998a024e9eb3cc486f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spirotaccagenin 20V, Positive-QTOF	splash10-0wba-2193500000-ede15712fc805102d6fe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spirotaccagenin 40V, Positive-QTOF	splash10-001j-1093200000-df6fbf0c73d046c1fc82	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spirotaccagenin 10V, Negative-QTOF	splash10-0002-0110900000-e0e37b85db541e0ea46a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spirotaccagenin 20V, Negative-QTOF	splash10-000b-6128900000-17ca956f08bebf69993b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spirotaccagenin 40V, Negative-QTOF	splash10-0002-9066000000-9ffb072b07866d0756b0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spirotaccagenin 10V, Negative-QTOF	splash10-0002-0000900000-cab8b24b67725b213443	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spirotaccagenin 20V, Negative-QTOF	splash10-0002-0000900000-f10b2587c6aff59f7110	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spirotaccagenin 40V, Negative-QTOF	splash10-0002-0002900000-617b57bf69557b0e6109	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spirotaccagenin 10V, Positive-QTOF	splash10-002b-0000900000-23a3082c6e2cf4d09928	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spirotaccagenin 20V, Positive-QTOF	splash10-0gxt-0036900000-716d8dc31d026c94fa41	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spirotaccagenin 40V, Positive-QTOF	splash10-05fs-3933000000-80a6a38253bdebedf54e	2021-09-23	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

FDB012822

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

14539254

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 Spirotaccagenin (HMDB0034424)

MOL for HMDB0034424 (Spirotaccagenin)

3D MOL for HMDB0034424 (Spirotaccagenin)

3D SDF for HMDB0034424 (Spirotaccagenin)

3D-SDF for HMDB0034424 (Spirotaccagenin)

PDB for HMDB0034424 (Spirotaccagenin)

3D PDB for HMDB0034424 (Spirotaccagenin)

SMILES for HMDB0034424 (Spirotaccagenin)

INCHI for HMDB0034424 (Spirotaccagenin)

Structure for HMDB0034424 (Spirotaccagenin)

3D Structure for HMDB0034424 (Spirotaccagenin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra