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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:19:41 UTC

Update Date

2022-03-07 02:53:47 UTC

HMDB ID

HMDB0033583

Secondary Accession Numbers

HMDB33583

Metabolite Identification

Common Name

Leontogenin

Description

Leontogenin belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals. Leontogenin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, leontogenin has been detected, but not quantified in, root vegetables. This could make leontogenin a potential biomarker for the consumption of these foods.

Structure

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


  Mrv0541 05061307132D          

 32 37  0  0  0  0            999 V2000
    2.5060   -1.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3199    0.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5739   -0.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3443   -0.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6814   -1.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9519   -0.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2948    0.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4700    0.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1906   -0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5037   -1.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9661   -2.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4015   -1.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7420   -2.8168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7974   -0.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3283   -1.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5103   -0.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0574   -1.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.5035   -1.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8946   -2.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3679   -3.3542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8187   -1.7879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6197   -0.4737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4020   -1.9239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
  9  6  1  0  0  0  0
 10  5  1  0  0  0  0
 15  1  1  0  0  0  0
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 31 27  1  0  0  0  0
 32 21  1  0  0  0  0
 32 27  1  0  0  0  0
M  END

HMDB0033583
     RDKit          3D
Leontogenin
 74 79  0  0  0  0  0  0  0  0999 V2000
    7.7971    0.4662    0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4128    1.0005    0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 05061307132D          

 32 37  0  0  0  0            999 V2000
    2.5060   -1.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6814   -1.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9519   -0.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0033583

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C2C(CC3C4C(CCC23C)C2(C)CCC(O)CC2(O)C4C=O)OC11CCC(C)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C27H42O5/c1-15-5-10-27(31-14-15)16(2)23-21(32-27)11-19-22-18(7-8-24(19,23)3)25(4)9-6-17(29)12-26(25,30)20(22)13-28/h13,15-23,29-30H,5-12,14H2,1-4H3

> <INCHI_KEY>
GKGKOBNJESCNOE-UHFFFAOYSA-N

> <FORMULA>
C27H42O5

> <MOLECULAR_WEIGHT>
446.6194

> <EXACT_MASS>
446.303224454

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
51.42382601961942

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
16',18'-dihydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carbaldehyde

> <ALOGPS_LOGP>
2.50

> <JCHEM_LOGP>
2.8762582203333347

> <ALOGPS_LOGS>
-5.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.825178653489292

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.467013272566302

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7264476651228895

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
121.45989999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.49e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
16',18'-dihydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033583
     RDKit          3D
Leontogenin
 74 79  0  0  0  0  0  0  0  0999 V2000
    7.7971    0.4662    0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4879    0.1426   -0.3977 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1206   -1.3062   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7596   -1.5101    0.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7492   -0.5401   -0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2221    0.7022   -0.4230 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4128    1.0005    0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9158   -0.9803   -1.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9929    0.0727   -1.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6353   -0.3782   -1.6534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1540   -0.4328   -0.3967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5825   -0.5953   -0.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2040   -0.3736    0.9015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7088    0.8186    1.6367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2100    0.9398    1.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957    0.7509    0.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0584    2.0559   -0.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8251    0.5768    0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6608   -0.2912    1.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2978   -1.5975    1.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6368   -0.3137    0.5566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2041   -1.6911    0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5292    0.4316    1.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9143    0.4573    0.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0378    0.6452   -0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2099    0.0106   -0.9912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9106    0.1510   -1.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6290    0.4985   -0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6981    1.8759   -0.4221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3814    0.1612   -1.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6191   -0.6268   -2.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3889   -1.8228   -2.8013 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6197    0.0043   -0.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9308    1.5663    0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7899    0.1781    1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5792    0.4640   -1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9048   -1.8108    0.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0332   -1.7410   -1.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9609   -1.3558    1.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4618   -2.5534    0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2798    0.7431    1.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6364    2.0581    0.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3934    0.8220   -1.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7694   -1.4339   -2.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2100    0.2039   -2.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2466   -1.3363    0.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8022   -1.6869   -0.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9608   -1.2672    1.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1662    1.7803    1.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0441    0.6804    2.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0139    2.0103    2.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1824    0.3327    2.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2837    1.9719   -1.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079    2.4590   -0.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8210    2.7869    0.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3237    1.5991    0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2228    0.2738    1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2952   -2.4182    0.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1512   -1.9429    2.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4282   -1.6795    2.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2979   -1.6866    0.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7433   -2.2635   -0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0475   -2.2481    1.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1774    1.4884    1.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5728   -0.0879    2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4902   -0.4456    1.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4436    1.3156    1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1961    1.7359   -0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9562   -0.8633   -1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0000   -0.9130   -1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9532    0.7200   -2.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1322    2.2986   -1.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9208    1.1110   -1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0101   -0.1677   -3.6226 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
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 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
 13 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  2  0
  7  2  1  0
 18  9  1  0
 28 21  1  0
 19  5  1  0
 16 11  1  0
 30 12  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  7 41  1  0
  7 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 17 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 20 60  1  0
 22 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  0
 26 69  1  0
 27 70  1  0
 27 71  1  0
 29 72  1  0
 30 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       4.678  -1.901   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.930   0.391   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.271  -0.121   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.443  -0.060   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.872  -3.418   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.444  -1.217   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.484   0.042   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.944   0.006   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.022  -0.624   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.407  -3.543   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.003  -3.829   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.416  -3.678   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.318  -5.258   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.088  -0.759   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.213  -2.026   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.286  -1.108   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.640  -2.744   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.285  -1.273   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.007  -2.661   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.603  -3.745   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.582  -3.236   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.546  -2.625   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.707  -1.701   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.206  -1.345   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.798  -1.558   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.995  -3.085   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.283  -2.276   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      17.487  -6.261   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      22.062  -3.337   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      18.031  -4.625   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       8.623  -0.884   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      10.084  -3.591   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   16                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   10   15                                                       
CONECT    6    9   17                                                       
CONECT    7    8   18                                                       
CONECT    8    7   24                                                       
CONECT    9    6   25                                                       
CONECT   10    5   27                                                       
CONECT   11   19   21                                                       
CONECT   12   17   26                                                       
CONECT   13   20   28                                                       
CONECT   14   15   31                                                       
CONECT   15    1    5   14                                                  
CONECT   16    2   23   27                                                  
CONECT   17    6   12   29                                                  
CONECT   18    7   22   25                                                  
CONECT   19   11   22   24                                                  
CONECT   20   13   22   26                                                  
CONECT   21   11   23   32                                                  
CONECT   22   18   19   20                                                  
CONECT   23   16   21   24                                                  
CONECT   24    3    8   19   23                                             
CONECT   25    4    9   18   26                                             
CONECT   26   12   20   25   30                                             
CONECT   27   10   16   31   32                                             
CONECT   28   13                                                            
CONECT   29   17                                                            
CONECT   30   26                                                            
CONECT   31   14   27                                                       
CONECT   32   21   27                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   74    0
END

COMPND    HMDB0033583
HETATM    1  C1  UNL     1       7.797   0.466   0.279  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.488   0.143  -0.398  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.121  -1.306  -0.287  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.760  -1.510   0.371  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.749  -0.540  -0.067  1.00  0.00           C  
HETATM    6  O1  UNL     1       4.222   0.702  -0.423  1.00  0.00           O  
HETATM    7  C6  UNL     1       5.413   1.000   0.232  1.00  0.00           C  
HETATM    8  O2  UNL     1       2.916  -0.980  -1.111  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.993   0.073  -1.192  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.635  -0.378  -1.653  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.154  -0.433  -0.397  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.583  -0.595  -0.462  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.204  -0.374   0.902  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.709   0.819   1.637  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.210   0.940   1.707  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.396   0.751   0.371  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.058   2.056  -0.393  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.825   0.577   0.253  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.661  -0.291   1.007  1.00  0.00           C  
HETATM   20  C18 UNL     1       2.298  -1.597   1.523  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.637  -0.314   0.557  1.00  0.00           C  
HETATM   22  C20 UNL     1      -4.204  -1.691   0.346  1.00  0.00           C  
HETATM   23  C21 UNL     1      -4.529   0.432   1.472  1.00  0.00           C  
HETATM   24  C22 UNL     1      -5.914   0.457   0.901  1.00  0.00           C  
HETATM   25  C23 UNL     1      -6.038   0.645  -0.547  1.00  0.00           C  
HETATM   26  O3  UNL     1      -7.210   0.011  -0.991  1.00  0.00           O  
HETATM   27  C24 UNL     1      -4.911   0.151  -1.404  1.00  0.00           C  
HETATM   28  C25 UNL     1      -3.629   0.499  -0.744  1.00  0.00           C  
HETATM   29  O4  UNL     1      -3.698   1.876  -0.422  1.00  0.00           O  
HETATM   30  C26 UNL     1      -2.381   0.161  -1.467  1.00  0.00           C  
HETATM   31  C27 UNL     1      -2.619  -0.627  -2.720  1.00  0.00           C  
HETATM   32  O5  UNL     1      -2.389  -1.823  -2.801  1.00  0.00           O  
HETATM   33  H1  UNL     1       8.620   0.004  -0.301  1.00  0.00           H  
HETATM   34  H2  UNL     1       7.931   1.566   0.228  1.00  0.00           H  
HETATM   35  H3  UNL     1       7.790   0.178   1.340  1.00  0.00           H  
HETATM   36  H4  UNL     1       6.579   0.464  -1.452  1.00  0.00           H  
HETATM   37  H5  UNL     1       6.905  -1.811   0.315  1.00  0.00           H  
HETATM   38  H6  UNL     1       6.033  -1.741  -1.308  1.00  0.00           H  
HETATM   39  H7  UNL     1       4.961  -1.356   1.473  1.00  0.00           H  
HETATM   40  H8  UNL     1       4.462  -2.553   0.238  1.00  0.00           H  
HETATM   41  H9  UNL     1       5.280   0.743   1.298  1.00  0.00           H  
HETATM   42  H10 UNL     1       5.636   2.058   0.062  1.00  0.00           H  
HETATM   43  H11 UNL     1       2.393   0.822  -1.868  1.00  0.00           H  
HETATM   44  H12 UNL     1       0.769  -1.434  -2.033  1.00  0.00           H  
HETATM   45  H13 UNL     1       0.210   0.204  -2.466  1.00  0.00           H  
HETATM   46  H14 UNL     1       0.247  -1.336   0.158  1.00  0.00           H  
HETATM   47  H15 UNL     1      -1.802  -1.687  -0.690  1.00  0.00           H  
HETATM   48  H16 UNL     1      -1.961  -1.267   1.513  1.00  0.00           H  
HETATM   49  H17 UNL     1      -2.166   1.780   1.336  1.00  0.00           H  
HETATM   50  H18 UNL     1      -2.044   0.680   2.710  1.00  0.00           H  
HETATM   51  H19 UNL     1      -0.014   2.010   2.023  1.00  0.00           H  
HETATM   52  H20 UNL     1       0.182   0.333   2.522  1.00  0.00           H  
HETATM   53  H21 UNL     1       0.284   1.972  -1.451  1.00  0.00           H  
HETATM   54  H22 UNL     1      -0.908   2.459  -0.112  1.00  0.00           H  
HETATM   55  H23 UNL     1       0.821   2.787   0.019  1.00  0.00           H  
HETATM   56  H24 UNL     1       2.324   1.599   0.234  1.00  0.00           H  
HETATM   57  H25 UNL     1       3.223   0.274   1.810  1.00  0.00           H  
HETATM   58  H26 UNL     1       2.295  -2.418   0.741  1.00  0.00           H  
HETATM   59  H27 UNL     1       3.151  -1.943   2.195  1.00  0.00           H  
HETATM   60  H28 UNL     1       1.428  -1.680   2.203  1.00  0.00           H  
HETATM   61  H29 UNL     1      -5.298  -1.687   0.170  1.00  0.00           H  
HETATM   62  H30 UNL     1      -3.743  -2.264  -0.452  1.00  0.00           H  
HETATM   63  H31 UNL     1      -4.048  -2.248   1.293  1.00  0.00           H  
HETATM   64  H32 UNL     1      -4.177   1.488   1.636  1.00  0.00           H  
HETATM   65  H33 UNL     1      -4.573  -0.088   2.448  1.00  0.00           H  
HETATM   66  H34 UNL     1      -6.490  -0.446   1.264  1.00  0.00           H  
HETATM   67  H35 UNL     1      -6.444   1.316   1.416  1.00  0.00           H  
HETATM   68  H36 UNL     1      -6.196   1.736  -0.795  1.00  0.00           H  
HETATM   69  H37 UNL     1      -6.956  -0.863  -1.357  1.00  0.00           H  
HETATM   70  H38 UNL     1      -5.000  -0.913  -1.693  1.00  0.00           H  
HETATM   71  H39 UNL     1      -4.953   0.720  -2.378  1.00  0.00           H  
HETATM   72  H40 UNL     1      -4.132   2.299  -1.212  1.00  0.00           H  
HETATM   73  H41 UNL     1      -1.921   1.111  -1.810  1.00  0.00           H  
HETATM   74  H42 UNL     1      -3.010  -0.168  -3.623  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    7   36
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6    8   19
CONECT    6    7
CONECT    7   41   42
CONECT    8    9
CONECT    9   10   18   43
CONECT   10   11   44   45
CONECT   11   12   16   46
CONECT   12   13   30   47
CONECT   13   14   21   48
CONECT   14   15   49   50
CONECT   15   16   51   52
CONECT   16   17   18
CONECT   17   53   54   55
CONECT   18   19   56
CONECT   19   20   57
CONECT   20   58   59   60
CONECT   21   22   23   28
CONECT   22   61   62   63
CONECT   23   24   64   65
CONECT   24   25   66   67
CONECT   25   26   27   68
CONECT   26   69
CONECT   27   28   70   71
CONECT   28   29   30
CONECT   29   72
CONECT   30   31   73
CONECT   31   32   32   74
END

HMDB0033583
     RDKit          3D
Leontogenin
 74 79  0  0  0  0  0  0  0  0999 V2000
    7.7971    0.4662    0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4879    0.1426   -0.3977 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1206   -1.3062   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7596   -1.5101    0.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7492   -0.5401   -0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2221    0.7022   -0.4230 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4128    1.0005    0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9158   -0.9803   -1.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9929    0.0727   -1.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6353   -0.3782   -1.6534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1540   -0.4328   -0.3967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5825   -0.5953   -0.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2040   -0.3736    0.9015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7088    0.8186    1.6367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2100    0.9398    1.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957    0.7509    0.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0584    2.0559   -0.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8251    0.5768    0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6608   -0.2912    1.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2978   -1.5975    1.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6368   -0.3137    0.5566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2041   -1.6911    0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5292    0.4316    1.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9143    0.4573    0.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0378    0.6452   -0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2099    0.0106   -0.9912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9106    0.1510   -1.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6290    0.4985   -0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6981    1.8759   -0.4221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3814    0.1612   -1.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6191   -0.6268   -2.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3889   -1.8228   -2.8013 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6197    0.0043   -0.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9308    1.5663    0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7899    0.1781    1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5792    0.4640   -1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9048   -1.8108    0.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0332   -1.7410   -1.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9609   -1.3558    1.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4618   -2.5534    0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2798    0.7431    1.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6364    2.0581    0.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3934    0.8220   -1.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7694   -1.4339   -2.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2100    0.2039   -2.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2466   -1.3363    0.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8022   -1.6869   -0.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9608   -1.2672    1.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1662    1.7803    1.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0441    0.6804    2.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0139    2.0103    2.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1824    0.3327    2.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2837    1.9719   -1.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079    2.4590   -0.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8210    2.7869    0.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3237    1.5991    0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2228    0.2738    1.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2952   -2.4182    0.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1512   -1.9429    2.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4282   -1.6795    2.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2979   -1.6866    0.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7433   -2.2635   -0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0475   -2.2481    1.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1774    1.4884    1.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5728   -0.0879    2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4902   -0.4456    1.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4436    1.3156    1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1961    1.7359   -0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9562   -0.8633   -1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0000   -0.9130   -1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9532    0.7200   -2.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1322    2.2986   -1.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9208    1.1110   -1.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0101   -0.1677   -3.6226 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
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 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
 13 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  2  0
  7  2  1  0
 18  9  1  0
 28 21  1  0
 19  5  1  0
 16 11  1  0
 30 12  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  7 41  1  0
  7 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 17 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 20 60  1  0
 22 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  0
 26 69  1  0
 27 70  1  0
 27 71  1  0
 29 72  1  0
 30 73  1  0
 31 74  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6b-Formyl-b-nor-5b,25R-spirostane-3b,25-diol	HMDB

Chemical Formula

C₂₇H₄₂O₅

Average Molecular Weight

446.6194

Monoisotopic Molecular Weight

446.303224454

IUPAC Name

16',18'-dihydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carbaldehyde

Traditional Name

16',18'-dihydroxy-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.7.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]nonadecane]-19'-carbaldehyde

CAS Registry Number

Not Available

SMILES

CC1C2C(CC3C4C(CCC23C)C2(C)CCC(O)CC2(O)C4C=O)OC11CCC(C)CO1

InChI Identifier

InChI=1S/C27H42O5/c1-15-5-10-27(31-14-15)16(2)23-21(32-27)11-19-22-18(7-8-24(19,23)3)25(4)9-6-17(29)12-26(25,30)20(22)13-28/h13,15-23,29-30H,5-12,14H2,1-4H3

InChI Key

GKGKOBNJESCNOE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Ketals

Alternative Parents

Substituents

Ketal
Oxane
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aldehyde
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033583)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033583)

Source

Endogenous

Endogenous (HMDB: HMDB0033583)

Plant

Plant (HMDB: HMDB0033583)

Animal

Animal (HMDB: HMDB0033583)

Exogenous

Food

Food (HMDB: HMDB0033583)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0033583)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0033583)

Cellular process

Cell signaling (HMDB: HMDB0033583)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0033583)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0033583)

Nutrient

Nutrient (HMDB: HMDB0033583)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033583)

Emulsifier (HMDB: HMDB0033583)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0035 g/L	ALOGPS
logP	2.5	ALOGPS
logP	2.88	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	13.47	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	121.46 m³·mol⁻¹	ChemAxon
Polarizability	51.42 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]+	198.88	31661259
DarkChem	[M-H]-	193.167	31661259
DeepCCS	[M-2H]-	241.059	30932474
DeepCCS	[M+Na]+	217.054	30932474
AllCCS	[M+H]+	210.7	32859911
AllCCS	[M+H-H2O]+	208.8	32859911
AllCCS	[M+NH4]+	212.5	32859911
AllCCS	[M+Na]+	213.0	32859911
AllCCS	[M-H]-	208.9	32859911
AllCCS	[M+Na-2H]-	210.5	32859911
AllCCS	[M+HCOO]-	212.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Leontogenin	CC1C2C(CC3C4C(CCC23C)C2(C)CCC(O)CC2(O)C4C=O)OC11CCC(C)CO1	3049.0	Standard polar	33892256
Leontogenin	CC1C2C(CC3C4C(CCC23C)C2(C)CCC(O)CC2(O)C4C=O)OC11CCC(C)CO1	3211.1	Standard non polar	33892256
Leontogenin	CC1C2C(CC3C4C(CCC23C)C2(C)CCC(O)CC2(O)C4C=O)OC11CCC(C)CO1	3545.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Leontogenin,1TMS,isomer #1	CC1CCC2(OC1)OC1CC3C4C(CCC3(C)C1C2C)C1(C)CCC(O[Si](C)(C)C)CC1(O)C4C=O	3588.2	Semi standard non polar	33892256
Leontogenin,1TMS,isomer #2	CC1CCC2(OC1)OC1CC3C4C(CCC3(C)C1C2C)C1(C)CCC(O)CC1(O[Si](C)(C)C)C4C=O	3524.6	Semi standard non polar	33892256
Leontogenin,1TMS,isomer #3	CC1CCC2(OC1)OC1CC3C4C(=CO[Si](C)(C)C)C5(O)CC(O)CCC5(C)C4CCC3(C)C1C2C	3500.4	Semi standard non polar	33892256
Leontogenin,2TMS,isomer #1	CC1CCC2(OC1)OC1CC3C4C(CCC3(C)C1C2C)C1(C)CCC(O[Si](C)(C)C)CC1(O[Si](C)(C)C)C4C=O	3469.2	Semi standard non polar	33892256
Leontogenin,2TMS,isomer #2	CC1CCC2(OC1)OC1CC3C4C(=CO[Si](C)(C)C)C5(O)CC(O[Si](C)(C)C)CCC5(C)C4CCC3(C)C1C2C	3447.1	Semi standard non polar	33892256
Leontogenin,2TMS,isomer #3	CC1CCC2(OC1)OC1CC3C4C(=CO[Si](C)(C)C)C5(O[Si](C)(C)C)CC(O)CCC5(C)C4CCC3(C)C1C2C	3429.8	Semi standard non polar	33892256
Leontogenin,3TMS,isomer #1	CC1CCC2(OC1)OC1CC3C4C(=CO[Si](C)(C)C)C5(O[Si](C)(C)C)CC(O[Si](C)(C)C)CCC5(C)C4CCC3(C)C1C2C	3400.2	Semi standard non polar	33892256
Leontogenin,3TMS,isomer #1	CC1CCC2(OC1)OC1CC3C4C(=CO[Si](C)(C)C)C5(O[Si](C)(C)C)CC(O[Si](C)(C)C)CCC5(C)C4CCC3(C)C1C2C	3340.1	Standard non polar	33892256
Leontogenin,1TBDMS,isomer #1	CC1CCC2(OC1)OC1CC3C4C(CCC3(C)C1C2C)C1(C)CCC(O[Si](C)(C)C(C)(C)C)CC1(O)C4C=O	3834.8	Semi standard non polar	33892256
Leontogenin,1TBDMS,isomer #2	CC1CCC2(OC1)OC1CC3C4C(CCC3(C)C1C2C)C1(C)CCC(O)CC1(O[Si](C)(C)C(C)(C)C)C4C=O	3760.3	Semi standard non polar	33892256
Leontogenin,1TBDMS,isomer #3	CC1CCC2(OC1)OC1CC3C4C(=CO[Si](C)(C)C(C)(C)C)C5(O)CC(O)CCC5(C)C4CCC3(C)C1C2C	3738.3	Semi standard non polar	33892256
Leontogenin,2TBDMS,isomer #1	CC1CCC2(OC1)OC1CC3C4C(CCC3(C)C1C2C)C1(C)CCC(O[Si](C)(C)C(C)(C)C)CC1(O[Si](C)(C)C(C)(C)C)C4C=O	3938.9	Semi standard non polar	33892256
Leontogenin,2TBDMS,isomer #2	CC1CCC2(OC1)OC1CC3C4C(=CO[Si](C)(C)C(C)(C)C)C5(O)CC(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC3(C)C1C2C	3916.7	Semi standard non polar	33892256
Leontogenin,2TBDMS,isomer #3	CC1CCC2(OC1)OC1CC3C4C(=CO[Si](C)(C)C(C)(C)C)C5(O[Si](C)(C)C(C)(C)C)CC(O)CCC5(C)C4CCC3(C)C1C2C	3871.7	Semi standard non polar	33892256
Leontogenin,3TBDMS,isomer #1	CC1CCC2(OC1)OC1CC3C4C(=CO[Si](C)(C)C(C)(C)C)C5(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC3(C)C1C2C	4066.0	Semi standard non polar	33892256
Leontogenin,3TBDMS,isomer #1	CC1CCC2(OC1)OC1CC3C4C(=CO[Si](C)(C)C(C)(C)C)C5(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC3(C)C1C2C	3990.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Leontogenin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fl9-3228900000-ac5f7717d639b4540853	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Leontogenin GC-MS (2 TMS) - 70eV, Positive	splash10-004i-4120590000-11d201ebc8364ac9fbc1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Leontogenin 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 - Leontogenin 10V, Positive-QTOF	splash10-004j-3002900000-e22c71dbc47fae9cab53	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leontogenin 20V, Positive-QTOF	splash10-000i-8097800000-f01577111239aa8411c0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leontogenin 40V, Positive-QTOF	splash10-014i-9024000000-75ef5a7ddd09419298ea	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leontogenin 10V, Negative-QTOF	splash10-00kb-4001900000-49210b89875824eb4900	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leontogenin 20V, Negative-QTOF	splash10-004j-2008900000-159177dfc21d24a27932	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leontogenin 40V, Negative-QTOF	splash10-014i-9006100000-db7df0dbeaf03064e028	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leontogenin 10V, Negative-QTOF	splash10-0002-0000900000-cab8b24b67725b213443	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leontogenin 20V, Negative-QTOF	splash10-0002-0000900000-c7c8a8304fd4e650e2aa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leontogenin 40V, Negative-QTOF	splash10-0ug4-0003900000-9ade5e7e3837c2c0ef6b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leontogenin 10V, Positive-QTOF	splash10-002b-0000900000-1583edd7914d8391dad2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leontogenin 20V, Positive-QTOF	splash10-0f92-0013900000-884f9cd24cf06b889480	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leontogenin 40V, Positive-QTOF	splash10-0fy5-4796300000-03771b51accde3cf38c3	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

FDB011659

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

14702651

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 Leontogenin (HMDB0033583)

MOL for HMDB0033583 (Leontogenin)

3D MOL for HMDB0033583 (Leontogenin)

3D SDF for HMDB0033583 (Leontogenin)

3D-SDF for HMDB0033583 (Leontogenin)

PDB for HMDB0033583 (Leontogenin)

3D PDB for HMDB0033583 (Leontogenin)

SMILES for HMDB0033583 (Leontogenin)

INCHI for HMDB0033583 (Leontogenin)

Structure for HMDB0033583 (Leontogenin)

3D Structure for HMDB0033583 (Leontogenin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra