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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:28 UTC

Update Date

2022-03-07 02:53:27 UTC

HMDB ID

HMDB0032732

Secondary Accession Numbers

HMDB32732

Metabolite Identification

Common Name

cis-Solamin

Description

cis-Solamin belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. Based on a literature review a small amount of articles have been published on cis-Solamin.

Structure

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


  Mrv0541 02241210592D          

 40 41  0  0  0  0            999 V2000
    2.0619   -0.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4018    0.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6595    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0820    0.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8243    0.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4843    0.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2265    0.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8864    0.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6288    0.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3712    1.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0310    0.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1133   -0.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5360   -0.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7112   -0.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2161   -1.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3913   -1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2467    2.5566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1651    1.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9892    1.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4843    2.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3088    2.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7217    1.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5464    1.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9584    1.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7838    1.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959    0.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7838   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959   -1.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7838   -1.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959   -2.5566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1959   -1.9789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5360   -1.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7112   -1.8142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2369   -1.3191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9794   -0.9894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6392   -1.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6392   -2.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4639   -2.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9584   -1.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4639   -1.1543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 35  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 32  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 33  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 39  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 40  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
M  END

HMDB0032732
     RDKit          3D
cis-Solamin
104105  0  0  0  0  0  0  0  0999 V2000
  -11.8111    2.7987    0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6139    2.0058   -0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5041    0.5350   -0.2805 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1896   -0.1051   -0.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0863    0.3118    0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8355   -0.5167   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6974   -0.0970    0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4414   -0.8758    0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9288   -0.6970   -0.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5568    0.7342   -1.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4853    1.2340   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1988    0.4916   -0.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5369    0.5117   -1.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2852   -0.0482   -2.5307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1922   -0.2304   -1.5289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3639   -1.6885   -1.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007   -2.0611   -0.7343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -0.8229   -0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1019   -0.8097    1.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5674    0.4339    1.9529 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4339   -1.8701    2.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7072   -2.4369    2.7100 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6589   -3.1132    1.8679 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4346   -2.5874    0.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4431   -1.4867    1.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9681   -0.1875    1.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0069    0.7904    1.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0333    1.1383    0.8472 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0531    0.1500    0.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9743    0.6911   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6636    1.9147   -0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5549    2.5233   -1.1994 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6455    1.7171   -1.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9308    2.0434   -1.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7682    1.0539   -2.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4853    0.2325   -1.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9606    0.2224   -2.9501 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6407    0.5833   -2.6489 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6306   -0.0244   -3.1255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3771    0.2470   -0.5552 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5122    2.2084    1.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4624    3.6218    1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9685    3.3608    0.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3317    2.3535   -1.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6920    2.3322   -0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9182    0.1670    0.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2428    0.0902   -1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3544   -1.2205   -0.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -10.3450    0.1221    1.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5382   -0.2658   -1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.0158   -0.3793    1.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5660    0.9904    0.8885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6564   -1.9361    0.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6803   -0.5750    1.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6590   -1.1077   -1.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0230   -1.3192   -0.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7924   -2.2835   -0.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8222   -1.2948   -0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2305   -1.9028    1.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3884    0.3447    0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1477   -0.2326    2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5265    1.7455    2.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5327    0.3901    2.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5197    1.4788   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5214    2.1262    1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8000   -0.8539    0.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8213    0.0231    1.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7154   -0.1573   -0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3373    0.8915   -1.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1692    1.7808    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8377    2.6712    0.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
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   14.1597   -0.4718   -1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0021    0.8906   -0.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 34100  1  0
 35101  1  0
 36102  1  0
 36103  1  0
 36104  1  0
M  END


  Mrv0541 02241210592D          

 40 41  0  0  0  0            999 V2000
    2.0619   -0.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4018    0.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7217    1.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9584    1.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7838    1.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959    0.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7838   -1.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959   -2.5566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4639   -1.1543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 35  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
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 15 16  1  0  0  0  0
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 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
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 23 24  1  0  0  0  0
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 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 39  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 34 35  1  0  0  0  0
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 36 37  1  0  0  0  0
 36 40  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032732

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCC1=CC(C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C35H64O5/c1-3-4-5-6-7-8-12-15-18-21-24-31(36)33-26-27-34(40-33)32(37)25-22-19-16-13-10-9-11-14-17-20-23-30-28-29(2)39-35(30)38/h28-29,31-34,36-37H,3-27H2,1-2H3

> <INCHI_KEY>
RBSBTRALZZSVBA-UHFFFAOYSA-N

> <FORMULA>
C35H64O5

> <MOLECULAR_WEIGHT>
564.8797

> <EXACT_MASS>
564.475375158

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
73.22338664092386

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{13-hydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5-methyl-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
8.95

> <JCHEM_LOGP>
10.479691692

> <ALOGPS_LOGS>
-6.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.432474809215588

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.873469726094928

> <JCHEM_PKA_STRONGEST_BASIC>
-3.148664983209411

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
166.0042

> <JCHEM_ROTATABLE_BOND_COUNT>
26

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.18e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{13-hydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5-methyl-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032732
     RDKit          3D
cis-Solamin
104105  0  0  0  0  0  0  0  0999 V2000
  -11.8111    2.7987    0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6139    2.0058   -0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5041    0.5350   -0.2805 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1896   -0.1051   -0.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0863    0.3118    0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8355   -0.5167   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6974   -0.0970    0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4414   -0.8758    0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9288   -0.6970   -0.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5568    0.7342   -1.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4853    1.2340   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1988    0.4916   -0.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5369    0.5117   -1.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2852   -0.0482   -2.5307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1922   -0.2304   -1.5289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3639   -1.6885   -1.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1019   -0.8097    1.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4339   -1.8701    2.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7072   -2.4369    2.7100 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6589   -3.1132    1.8679 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4346   -2.5874    0.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0069    0.7904    1.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0333    1.1383    0.8472 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0531    0.1500    0.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.6636    1.9147   -0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5549    2.5233   -1.1994 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.6803   -0.5750    1.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6590   -1.1077   -1.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0230   -1.3192   -0.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
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 10 61  1  0
 11 62  1  0
 11 63  1  0
 12 64  1  0
 12 65  1  0
 13 66  1  0
 14 67  1  0
 15 68  1  0
 16 69  1  0
 16 70  1  0
 17 71  1  0
 17 72  1  0
 18 73  1  0
 19 74  1  0
 20 75  1  0
 21 76  1  0
 21 77  1  0
 22 78  1  0
 22 79  1  0
 23 80  1  0
 23 81  1  0
 24 82  1  0
 24 83  1  0
 25 84  1  0
 25 85  1  0
 26 86  1  0
 26 87  1  0
 27 88  1  0
 27 89  1  0
 28 90  1  0
 28 91  1  0
 29 92  1  0
 29 93  1  0
 30 94  1  0
 30 95  1  0
 31 96  1  0
 31 97  1  0
 32 98  1  0
 32 99  1  0
 34100  1  0
 35101  1  0
 36102  1  0
 36103  1  0
 36104  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       3.849  -0.306   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.617   0.615   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.231   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.153   0.923   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.539   0.307   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.771   1.232   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.156   0.769   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.388   1.847   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.774   1.385   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.160   2.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.391   1.232   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -9.545  -0.306   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.467  -1.384   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.928  -0.923   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.003  -2.155   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.464  -2.309   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.460   4.772   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.308   3.386   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.847   3.386   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.771   4.619   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.310   4.619   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.081   3.232   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.620   3.232   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.389   2.001   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.930   2.001   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.699   0.615   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.930  -0.769   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.699  -2.155   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.930  -3.386   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       9.699  -4.772   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -9.699  -3.694   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -8.467  -2.770   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -6.928  -3.386   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.309  -2.462   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       3.695  -1.847   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.927  -2.616   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.927  -4.155   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.466  -4.619   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.389  -3.386   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       6.466  -2.155   0.000  0.00  0.00           O+0
CONECT    1    2   35                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   32                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   33                                                  
CONECT   16   15                                                            
CONECT   17   18                                                            
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   39                                                  
CONECT   30   29                                                            
CONECT   31   32                                                            
CONECT   32   13   31   33                                                  
CONECT   33   15   32                                                       
CONECT   34   35                                                            
CONECT   35    1   34   36                                                  
CONECT   36   35   37   40                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   29   38   40                                                  
CONECT   40   36   39                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   82    0
END

COMPND    HMDB0032732
HETATM    1  C1  UNL     1     -11.811   2.799   0.590  1.00  0.00           C  
HETATM    2  C2  UNL     1     -12.614   2.006  -0.387  1.00  0.00           C  
HETATM    3  C3  UNL     1     -12.504   0.535  -0.281  1.00  0.00           C  
HETATM    4  C4  UNL     1     -11.190  -0.105  -0.525  1.00  0.00           C  
HETATM    5  C5  UNL     1     -10.086   0.312   0.377  1.00  0.00           C  
HETATM    6  C6  UNL     1      -8.836  -0.517  -0.014  1.00  0.00           C  
HETATM    7  C7  UNL     1      -7.697  -0.097   0.910  1.00  0.00           C  
HETATM    8  C8  UNL     1      -6.441  -0.876   0.603  1.00  0.00           C  
HETATM    9  C9  UNL     1      -5.929  -0.697  -0.788  1.00  0.00           C  
HETATM   10  C10 UNL     1      -5.557   0.734  -1.118  1.00  0.00           C  
HETATM   11  C11 UNL     1      -4.485   1.234  -0.216  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.199   0.492  -0.218  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.537   0.512  -1.539  1.00  0.00           C  
HETATM   14  O1  UNL     1      -3.285  -0.048  -2.531  1.00  0.00           O  
HETATM   15  C14 UNL     1      -1.192  -0.230  -1.529  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.364  -1.688  -1.298  1.00  0.00           C  
HETATM   17  C16 UNL     1       0.001  -2.061  -0.734  1.00  0.00           C  
HETATM   18  C17 UNL     1       0.374  -0.823  -0.005  1.00  0.00           C  
HETATM   19  C18 UNL     1       0.102  -0.810   1.438  1.00  0.00           C  
HETATM   20  O2  UNL     1       0.567   0.434   1.953  1.00  0.00           O  
HETATM   21  C19 UNL     1       0.434  -1.870   2.350  1.00  0.00           C  
HETATM   22  C20 UNL     1       1.707  -2.437   2.710  1.00  0.00           C  
HETATM   23  C21 UNL     1       2.659  -3.113   1.868  1.00  0.00           C  
HETATM   24  C22 UNL     1       3.435  -2.587   0.754  1.00  0.00           C  
HETATM   25  C23 UNL     1       4.443  -1.487   1.004  1.00  0.00           C  
HETATM   26  C24 UNL     1       3.968  -0.188   1.463  1.00  0.00           C  
HETATM   27  C25 UNL     1       5.007   0.790   1.856  1.00  0.00           C  
HETATM   28  C26 UNL     1       6.033   1.138   0.847  1.00  0.00           C  
HETATM   29  C27 UNL     1       7.053   0.150   0.481  1.00  0.00           C  
HETATM   30  C28 UNL     1       7.974   0.691  -0.644  1.00  0.00           C  
HETATM   31  C29 UNL     1       8.664   1.915  -0.182  1.00  0.00           C  
HETATM   32  C30 UNL     1       9.555   2.523  -1.199  1.00  0.00           C  
HETATM   33  C31 UNL     1      10.646   1.717  -1.750  1.00  0.00           C  
HETATM   34  C32 UNL     1      11.931   2.043  -1.512  1.00  0.00           C  
HETATM   35  C33 UNL     1      12.768   1.054  -2.190  1.00  0.00           C  
HETATM   36  C34 UNL     1      13.485   0.232  -1.128  1.00  0.00           C  
HETATM   37  O3  UNL     1      11.961   0.222  -2.950  1.00  0.00           O  
HETATM   38  C35 UNL     1      10.641   0.583  -2.649  1.00  0.00           C  
HETATM   39  O4  UNL     1       9.631  -0.024  -3.126  1.00  0.00           O  
HETATM   40  O5  UNL     1      -0.377   0.247  -0.555  1.00  0.00           O  
HETATM   41  H1  UNL     1     -11.512   2.208   1.475  1.00  0.00           H  
HETATM   42  H2  UNL     1     -12.462   3.622   1.033  1.00  0.00           H  
HETATM   43  H3  UNL     1     -10.968   3.361   0.138  1.00  0.00           H  
HETATM   44  H4  UNL     1     -12.332   2.353  -1.417  1.00  0.00           H  
HETATM   45  H5  UNL     1     -13.692   2.332  -0.301  1.00  0.00           H  
HETATM   46  H6  UNL     1     -12.918   0.167   0.719  1.00  0.00           H  
HETATM   47  H7  UNL     1     -13.243   0.090  -1.011  1.00  0.00           H  
HETATM   48  H8  UNL     1     -11.354  -1.221  -0.427  1.00  0.00           H  
HETATM   49  H9  UNL     1     -10.894   0.040  -1.608  1.00  0.00           H  
HETATM   50  H10 UNL     1      -9.786   1.367   0.172  1.00  0.00           H  
HETATM   51  H11 UNL     1     -10.345   0.122   1.425  1.00  0.00           H  
HETATM   52  H12 UNL     1      -8.538  -0.266  -1.050  1.00  0.00           H  
HETATM   53  H13 UNL     1      -9.087  -1.571   0.097  1.00  0.00           H  
HETATM   54  H14 UNL     1      -8.016  -0.379   1.933  1.00  0.00           H  
HETATM   55  H15 UNL     1      -7.566   0.990   0.888  1.00  0.00           H  
HETATM   56  H16 UNL     1      -6.656  -1.936   0.761  1.00  0.00           H  
HETATM   57  H17 UNL     1      -5.680  -0.575   1.354  1.00  0.00           H  
HETATM   58  H18 UNL     1      -6.659  -1.108  -1.514  1.00  0.00           H  
HETATM   59  H19 UNL     1      -5.023  -1.319  -0.884  1.00  0.00           H  
HETATM   60  H20 UNL     1      -6.468   1.358  -0.919  1.00  0.00           H  
HETATM   61  H21 UNL     1      -5.330   0.823  -2.188  1.00  0.00           H  
HETATM   62  H22 UNL     1      -4.332   2.317  -0.434  1.00  0.00           H  
HETATM   63  H23 UNL     1      -4.929   1.243   0.826  1.00  0.00           H  
HETATM   64  H24 UNL     1      -2.554   0.994   0.568  1.00  0.00           H  
HETATM   65  H25 UNL     1      -3.398  -0.569   0.132  1.00  0.00           H  
HETATM   66  H26 UNL     1      -2.355   1.582  -1.811  1.00  0.00           H  
HETATM   67  H27 UNL     1      -2.814   0.140  -3.399  1.00  0.00           H  
HETATM   68  H28 UNL     1      -0.682  -0.093  -2.513  1.00  0.00           H  
HETATM   69  H29 UNL     1      -2.103  -1.954  -0.533  1.00  0.00           H  
HETATM   70  H30 UNL     1      -1.577  -2.243  -2.235  1.00  0.00           H  
HETATM   71  H31 UNL     1      -0.122  -2.963  -0.142  1.00  0.00           H  
HETATM   72  H32 UNL     1       0.681  -2.188  -1.608  1.00  0.00           H  
HETATM   73  H33 UNL     1       1.422  -0.508  -0.236  1.00  0.00           H  
HETATM   74  H34 UNL     1      -1.057  -0.617   1.516  1.00  0.00           H  
HETATM   75  H35 UNL     1       0.645   0.378   2.940  1.00  0.00           H  
HETATM   76  H36 UNL     1      -0.037  -1.528   3.377  1.00  0.00           H  
HETATM   77  H37 UNL     1      -0.278  -2.787   2.197  1.00  0.00           H  
HETATM   78  H38 UNL     1       2.190  -1.743   3.489  1.00  0.00           H  
HETATM   79  H39 UNL     1       1.425  -3.304   3.508  1.00  0.00           H  
HETATM   80  H40 UNL     1       3.459  -3.661   2.543  1.00  0.00           H  
HETATM   81  H41 UNL     1       2.163  -4.085   1.450  1.00  0.00           H  
HETATM   82  H42 UNL     1       4.033  -3.479   0.292  1.00  0.00           H  
HETATM   83  H43 UNL     1       2.792  -2.283  -0.087  1.00  0.00           H  
HETATM   84  H44 UNL     1       4.822  -1.295  -0.092  1.00  0.00           H  
HETATM   85  H45 UNL     1       5.231  -1.903   1.624  1.00  0.00           H  
HETATM   86  H46 UNL     1       3.388   0.345   0.594  1.00  0.00           H  
HETATM   87  H47 UNL     1       3.148  -0.233   2.231  1.00  0.00           H  
HETATM   88  H48 UNL     1       4.527   1.745   2.260  1.00  0.00           H  
HETATM   89  H49 UNL     1       5.533   0.390   2.791  1.00  0.00           H  
HETATM   90  H50 UNL     1       5.520   1.479  -0.113  1.00  0.00           H  
HETATM   91  H51 UNL     1       6.521   2.126   1.194  1.00  0.00           H  
HETATM   92  H52 UNL     1       6.800  -0.854   0.197  1.00  0.00           H  
HETATM   93  H53 UNL     1       7.821   0.023   1.332  1.00  0.00           H  
HETATM   94  H54 UNL     1       8.715  -0.157  -0.810  1.00  0.00           H  
HETATM   95  H55 UNL     1       7.337   0.892  -1.501  1.00  0.00           H  
HETATM   96  H56 UNL     1       9.169   1.781   0.810  1.00  0.00           H  
HETATM   97  H57 UNL     1       7.838   2.671   0.053  1.00  0.00           H  
HETATM   98  H58 UNL     1       9.967   3.478  -0.742  1.00  0.00           H  
HETATM   99  H59 UNL     1       8.945   2.865  -2.112  1.00  0.00           H  
HETATM  100  H60 UNL     1      12.311   2.885  -0.927  1.00  0.00           H  
HETATM  101  H61 UNL     1      13.573   1.574  -2.776  1.00  0.00           H  
HETATM  102  H62 UNL     1      12.699  -0.376  -0.622  1.00  0.00           H  
HETATM  103  H63 UNL     1      14.160  -0.472  -1.646  1.00  0.00           H  
HETATM  104  H64 UNL     1      14.002   0.891  -0.396  1.00  0.00           H  
CONECT    1    2   41   42   43
CONECT    2    3   44   45
CONECT    3    4   46   47
CONECT    4    5   48   49
CONECT    5    6   50   51
CONECT    6    7   52   53
CONECT    7    8   54   55
CONECT    8    9   56   57
CONECT    9   10   58   59
CONECT   10   11   60   61
CONECT   11   12   62   63
CONECT   12   13   64   65
CONECT   13   14   15   66
CONECT   14   67
CONECT   15   16   40   68
CONECT   16   17   69   70
CONECT   17   18   71   72
CONECT   18   19   40   73
CONECT   19   20   21   74
CONECT   20   75
CONECT   21   22   76   77
CONECT   22   23   78   79
CONECT   23   24   80   81
CONECT   24   25   82   83
CONECT   25   26   84   85
CONECT   26   27   86   87
CONECT   27   28   88   89
CONECT   28   29   90   91
CONECT   29   30   92   93
CONECT   30   31   94   95
CONECT   31   32   96   97
CONECT   32   33   98   99
CONECT   33   34   34   38
CONECT   34   35  100
CONECT   35   36   37  101
CONECT   36  102  103  104
CONECT   37   38
CONECT   38   39   39
END

HMDB0032732
     RDKit          3D
cis-Solamin
104105  0  0  0  0  0  0  0  0999 V2000
  -11.8111    2.7987    0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6139    2.0058   -0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5041    0.5350   -0.2805 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1896   -0.1051   -0.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0863    0.3118    0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8355   -0.5167   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6974   -0.0970    0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4414   -0.8758    0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9288   -0.6970   -0.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5568    0.7342   -1.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4853    1.2340   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1988    0.4916   -0.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5369    0.5117   -1.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2852   -0.0482   -2.5307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1922   -0.2304   -1.5289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3639   -1.6885   -1.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007   -2.0611   -0.7343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -0.8229   -0.0049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1019   -0.8097    1.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5674    0.4339    1.9529 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4339   -1.8701    2.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7072   -2.4369    2.7100 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6589   -3.1132    1.8679 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4346   -2.5874    0.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4431   -1.4867    1.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9681   -0.1875    1.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0069    0.7904    1.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0333    1.1383    0.8472 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0531    0.1500    0.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9743    0.6911   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6636    1.9147   -0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5549    2.5233   -1.1994 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6455    1.7171   -1.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9308    2.0434   -1.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7682    1.0539   -2.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4853    0.2325   -1.1285 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9606    0.2224   -2.9501 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6407    0.5833   -2.6489 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6306   -0.0244   -3.1255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3771    0.2470   -0.5552 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5122    2.2084    1.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4624    3.6218    1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9685    3.3608    0.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3317    2.3535   -1.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6920    2.3322   -0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9182    0.1670    0.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2428    0.0902   -1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3544   -1.2205   -0.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8944    0.0400   -1.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7864    1.3671    0.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3450    0.1221    1.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5382   -0.2658   -1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0873   -1.5713    0.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0158   -0.3793    1.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5660    0.9904    0.8885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6564   -1.9361    0.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6803   -0.5750    1.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6590   -1.1077   -1.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0230   -1.3192   -0.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4676    1.3580   -0.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3299    0.8226   -2.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3325    2.3166   -0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9285    1.2427    0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3976   -0.5693    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3553    1.5815   -1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8139    0.1397   -3.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6819   -0.0925   -2.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1032   -1.9542   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5772   -2.2432   -2.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1221   -2.9631   -0.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6814   -2.1878   -1.6077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4219   -0.5082   -0.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0568   -0.6166    1.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6455    0.3783    2.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0373   -1.5276    3.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2784   -2.7872    2.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1900   -1.7434    3.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4247   -3.3043    3.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4588   -3.6609    2.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1634   -4.0851    1.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0326   -3.4788    0.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7924   -2.2835   -0.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8222   -1.2948   -0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2305   -1.9028    1.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3884    0.3447    0.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1477   -0.2326    2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5265    1.7455    2.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5327    0.3901    2.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5197    1.4788   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5214    2.1262    1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8000   -0.8539    0.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8213    0.0231    1.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7154   -0.1573   -0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3373    0.8915   -1.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1692    1.7808    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8377    2.6712    0.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9665    3.4783   -0.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9448    2.8648   -2.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3112    2.8849   -0.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5729    1.5740   -2.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6989   -0.3759   -0.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1597   -0.4718   -1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0021    0.8906   -0.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
cis-Solamin	MeSH

Chemical Formula

C₃₅H₆₄O₅

Average Molecular Weight

564.8797

Monoisotopic Molecular Weight

564.475375158

IUPAC Name

3-{13-hydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5-methyl-2,5-dihydrofuran-2-one

Traditional Name

3-{13-hydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-5-methyl-5H-furan-2-one

CAS Registry Number

158705-59-0

SMILES

CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCC1=CC(C)OC1=O

InChI Identifier

InChI=1S/C35H64O5/c1-3-4-5-6-7-8-12-15-18-21-24-31(36)33-26-27-34(40-33)32(37)25-22-19-16-13-10-9-11-14-17-20-23-30-28-29(2)39-35(30)38/h28-29,31-34,36-37H,3-27H2,1-2H3

InChI Key

RBSBTRALZZSVBA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Annonaceous acetogenins

Alternative Parents

Substituents

Annonaceae acetogenin skeleton
Long chain fatty alcohol
2-furanone
Dihydrofuran
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032732)

Source

Endogenous

Endogenous (HMDB: HMDB0032732)

Exogenous

Exogenous (HMDB: HMDB0032732)

Food

Fruit

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	63 - 66 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.9e-07 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00012 g/L	ALOGPS
logP	8.95	ALOGPS
logP	10.48	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	13.87	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	26	ChemAxon
Refractivity	166 m³·mol⁻¹	ChemAxon
Polarizability	73.22 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	242.134	31661259
DarkChem	[M-H]-	242.236	31661259
DeepCCS	[M+H]+	252.495	30932474
DeepCCS	[M-H]-	249.841	30932474
DeepCCS	[M-2H]-	284.518	30932474
DeepCCS	[M+Na]+	259.871	30932474
AllCCS	[M+H]+	264.4	32859911
AllCCS	[M+H-H2O]+	263.1	32859911
AllCCS	[M+NH4]+	265.5	32859911
AllCCS	[M+Na]+	265.9	32859911
AllCCS	[M-H]-	234.2	32859911
AllCCS	[M+Na-2H]-	238.7	32859911
AllCCS	[M+HCOO]-	243.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.74 minutes	32390414
Predicted by Siyang on May 30, 2022	33.4015 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.91 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	60.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	5005.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	737.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	359.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	298.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	865.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1541.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1324.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	144.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	3179.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	933.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2885.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	1120.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	710.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	643.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	736.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
cis-Solamin	CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCC1=CC(C)OC1=O	4508.1	Standard polar	33892256
cis-Solamin	CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCC1=CC(C)OC1=O	4056.5	Standard non polar	33892256
cis-Solamin	CCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCC1=CC(C)OC1=O	4292.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
cis-Solamin,1TMS,isomer #1	CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCCCCCCCCCCCC2=CC(C)OC2=O)O1	4269.1	Semi standard non polar	33892256
cis-Solamin,1TMS,isomer #2	CCCCCCCCCCCCC(O)C1CCC(C(CCCCCCCCCCCCC2=CC(C)OC2=O)O[Si](C)(C)C)O1	4269.1	Semi standard non polar	33892256
cis-Solamin,2TMS,isomer #1	CCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCCCCCCCCCCC2=CC(C)OC2=O)O[Si](C)(C)C)O1	4221.3	Semi standard non polar	33892256
cis-Solamin,1TBDMS,isomer #1	CCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCCCCCCCCCCCC2=CC(C)OC2=O)O1	4514.7	Semi standard non polar	33892256
cis-Solamin,1TBDMS,isomer #2	CCCCCCCCCCCCC(O)C1CCC(C(CCCCCCCCCCCCC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1	4514.7	Semi standard non polar	33892256
cis-Solamin,2TBDMS,isomer #1	CCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(CCCCCCCCCCCCC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1	4692.8	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 - cis-Solamin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00r5-3294210000-7f2b9bc47eb9ece5b040	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Solamin GC-MS (1 TMS) - 70eV, Positive	splash10-00r6-5029012000-c7377329e71e76aa3f1f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Solamin GC-MS ("cis-Solamin,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Solamin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Solamin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Solamin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Solamin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Solamin GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	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 - cis-Solamin 10V, Positive-QTOF	splash10-014j-0120190000-4df70c69864be33785fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Solamin 20V, Positive-QTOF	splash10-014i-1951230000-6d71225fb6e618f40d9f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Solamin 40V, Positive-QTOF	splash10-014i-4920100000-a2e2c939d0f6eaf78fee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Solamin 10V, Negative-QTOF	splash10-03di-0000090000-14eb295be351f2727e99	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Solamin 20V, Negative-QTOF	splash10-02ta-1373090000-78015407416bde782802	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Solamin 40V, Negative-QTOF	splash10-0007-2293100000-17a0d359516f1f70ef2f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Solamin 10V, Positive-QTOF	splash10-00mk-1010190000-4e8ead95163eea9e2d92	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Solamin 20V, Positive-QTOF	splash10-00kb-2000090000-676a1ddfa90ac8a32cc7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Solamin 40V, Positive-QTOF	splash10-0537-9001000000-04a9d39aeac71b427943	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Solamin 10V, Negative-QTOF	splash10-03di-0000090000-d7f51d7a2f9b5c7b534f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Solamin 20V, Negative-QTOF	splash10-03di-2151090000-4cab296fd32e66266552	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Solamin 40V, Negative-QTOF	splash10-00kb-9156110000-625275c49611eb1b6cf0	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB020763

KNApSAcK ID

C00049860

Chemspider ID

8274978

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10099444

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1831171

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Kojima N, Hayashi H, Suzuki S, Tominaga H, Maezaki N, Tanaka T, Yamori T: Synthesis of C4-fluorinated solamins and their growth inhibitory activity against human cancer cell lines. Bioorg Med Chem Lett. 2008 Dec 15;18(24):6451-3. doi: 10.1016/j.bmcl.2008.10.069. Epub 2008 Oct 19. [PubMed:18993063 ]
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 cis-Solamin (HMDB0032732)

MOL for HMDB0032732 (cis-Solamin)

3D MOL for HMDB0032732 (cis-Solamin)

3D SDF for HMDB0032732 (cis-Solamin)

3D-SDF for HMDB0032732 (cis-Solamin)

PDB for HMDB0032732 (cis-Solamin)

3D PDB for HMDB0032732 (cis-Solamin)

SMILES for HMDB0032732 (cis-Solamin)

INCHI for HMDB0032732 (cis-Solamin)

Structure for HMDB0032732 (cis-Solamin)

3D Structure for HMDB0032732 (cis-Solamin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra