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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:46:27 UTC

Update Date

2022-03-07 02:53:10 UTC

HMDB ID

HMDB0031913

Secondary Accession Numbers

HMDB31913

Metabolite Identification

Common Name

5alpha-Tomatidan-3-one

Description

5alpha-Tomatidan-3-one belongs to the class of organic compounds known as spirosolanes and derivatives. These are steroidal alkaloids with a structure containing a spirosolane skeleton. Siporosolane is a polycyclic compound that is characterized by a 1-oxa-6-azaspiro[4.5]decane moiety where the oxolane ring is fused to a docosahydronaphth[2,1:4',5']indene ring system. Spirosolane arises from the conversion of a cholestane side-chain into a bicyclic system containing a piperidine and a tetrahydrofuran ring. Based on a literature review a small amount of articles have been published on 5alpha-Tomatidan-3-one.

Structure

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

  Mrv0541 05061306132D          

 30 35  0  0  0  0            999 V2000
    2.5224   -0.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4270    0.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2004   -0.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6545   -0.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4876   -2.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6640   -2.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6277   -1.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8476   -0.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3768   -0.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0240   -0.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5532   -0.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -1.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7645   -1.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8834   -2.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8594   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3365   -1.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5514   -0.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9409   -1.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2179   -1.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2937   -1.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7470   -1.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4701   -1.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1505   -1.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2843   -1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5707   -1.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0998   -0.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9646   -1.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6734   -0.5142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0415   -1.2482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3349   -2.0234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  7  1  0  0  0  0
 16  1  1  0  0  0  0
 16  7  1  0  0  0  0
 16 15  1  0  0  0  0
 17  2  1  0  0  0  0
 18  5  1  0  0  0  0
 18 13  1  0  0  0  0
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 21 20  1  0  0  0  0
 22 14  1  0  0  0  0
 22 20  1  0  0  0  0
 23 14  1  0  0  0  0
 24 17  1  0  0  0  0
 24 23  1  0  0  0  0
 25  3  1  0  0  0  0
 25 10  1  0  0  0  0
 25 18  1  0  0  0  0
 25 21  1  0  0  0  0
 26  4  1  0  0  0  0
 26 11  1  0  0  0  0
 26 22  1  0  0  0  0
 26 24  1  0  0  0  0
 27 12  1  0  0  0  0
 27 17  1  0  0  0  0
 28 15  1  0  0  0  0
 28 27  1  0  0  0  0
 29 19  2  0  0  0  0
 30 23  1  0  0  0  0
 30 27  1  0  0  0  0
M  END

HMDB0031913
     RDKit          3D
5alpha-Tomatidan-3-one
 73 78  0  0  0  0  0  0  0  0999 V2000
    7.1468    1.3528   -0.7007 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3802    0.3564    0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1630   -1.4502    0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

  Mrv0541 05061306132D          

 30 35  0  0  0  0            999 V2000
    2.5224   -0.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4270    0.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2004   -0.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3768   -0.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0031913

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C2C(CC3C4CCC5CC(=O)CCC5(C)C4CCC23C)OC11CCC(C)CN1

> <INCHI_IDENTIFIER>
InChI=1S/C27H43NO2/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-18,20-24,28H,5-15H2,1-4H3

> <INCHI_KEY>
VCYNHQOAZQMPOJ-UHFFFAOYSA-N

> <FORMULA>
C27H43NO2

> <MOLECULAR_WEIGHT>
413.6358

> <EXACT_MASS>
413.329379625

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
50.48063006555064

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.45

> <JCHEM_LOGP>
5.222957830333334

> <ALOGPS_LOGS>
-6.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.541647886060023

> <JCHEM_POLAR_SURFACE_AREA>
38.33

> <JCHEM_REFRACTIVITY>
120.06869999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.01e-04 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0031913
     RDKit          3D
5alpha-Tomatidan-3-one
 73 78  0  0  0  0  0  0  0  0999 V2000
    7.1468    1.3528   -0.7007 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3802    0.3564    0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3395    1.0348    1.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3288   -0.0781    1.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5726   -0.3229    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4356   -0.6523   -1.0002 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8153   -0.7779   -0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173    0.8758   -0.2549 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5790    0.7021   -0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7091    1.2893   -1.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4606    0.3410   -1.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6180    0.7451   -0.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1979    2.0792   -0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2004    2.3413    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2724    1.3293    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5876    1.0199    1.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9690    0.4399    1.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7698    0.5623    2.8769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2839   -0.3223    0.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9456   -0.9876    0.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0546    0.0814   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6952    0.3486   -1.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6643   -0.3395   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1630   -1.4502    0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6578   -1.4591    0.5336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0697   -1.0001   -0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2063   -2.0574   -1.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4700   -0.7743   -0.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466   -1.3616    0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1888   -1.4644    1.7138 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2452    1.0921   -0.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8423    1.3937   -1.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1119    2.3824   -0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1259   -0.0850    0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8540    1.7979    0.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8006    1.4303    1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7360    0.2985    2.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9827   -0.9472    1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1289   -1.4902   -1.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9605   -1.7718   -0.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3925   -0.8347   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1490    0.8402    0.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4556    2.3316   -1.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2415    1.1558   -2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8070    0.2237   -2.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2645    0.7754    0.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4294    2.8784   -0.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6325    2.2230   -1.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5385    3.3862    0.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5895    2.2875    1.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2204    1.8346    0.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6072    2.0359    2.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8468    0.3590    2.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0416   -1.0763    0.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6228    0.3717   -0.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1275   -1.8297   -0.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5709   -1.4116    1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3788   -0.4693   -1.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2765    1.2728   -1.6734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8911    0.3437   -2.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5733   -0.7683   -1.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5556   -2.4222   -0.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5544   -1.3952    1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3628   -0.8953    1.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3948   -2.5548    0.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2548   -1.5937   -2.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6526   -2.7583   -1.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1025   -2.6615   -1.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9055   -0.7478   -1.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8102   -2.3314   -0.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5484   -2.3180    2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8683   -0.5108    2.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1786   -1.6933    2.2173 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
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
  7  2  1  0
 28  9  1  0
 29  5  1  0
 26 11  1  0
 23 12  1  0
 21 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 22 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 25 65  1  0
 27 66  1  0
 27 67  1  0
 27 68  1  0
 28 69  1  0
 29 70  1  0
 30 71  1  0
 30 72  1  0
 30 73  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       4.708  -1.652   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.130   0.204   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.174  -0.685   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.422  -0.497   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.710  -4.724   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.173  -4.635   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.772  -3.342   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.249  -0.864   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.637  -0.596   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.711  -0.775   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.099  -0.506   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.291  -3.592   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.094  -3.527   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.849  -4.252   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.204  -0.710   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.228  -1.901   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.363  -1.318   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.556  -3.438   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.940  -2.241   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.482  -3.259   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.328  -1.972   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.944  -3.169   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.481  -3.545   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.731  -2.025   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.865  -2.062   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.253  -1.793   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.267  -2.401   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       8.724  -0.960   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0      22.477  -2.330   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       9.958  -3.777   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   17                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5    6   18                                                       
CONECT    6    5   20                                                       
CONECT    7   12   16                                                       
CONECT    8   10   19                                                       
CONECT    9   11   21                                                       
CONECT   10    8   25                                                       
CONECT   11    9   26                                                       
CONECT   12    7   27                                                       
CONECT   13   18   19                                                       
CONECT   14   22   23                                                       
CONECT   15   16   28                                                       
CONECT   16    1    7   15                                                  
CONECT   17    2   24   27                                                  
CONECT   18    5   13   25                                                  
CONECT   19    8   13   29                                                  
CONECT   20    6   21   22                                                  
CONECT   21    9   20   25                                                  
CONECT   22   14   20   26                                                  
CONECT   23   14   24   30                                                  
CONECT   24   17   23   26                                                  
CONECT   25    3   10   18   21                                             
CONECT   26    4   11   22   24                                             
CONECT   27   12   17   28   30                                             
CONECT   28   15   27                                                       
CONECT   29   19                                                            
CONECT   30   23   27                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   70    0
END

COMPND    HMDB0031913
HETATM    1  C1  UNL     1       7.147   1.353  -0.701  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.380   0.356   0.125  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.339   1.035   1.014  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.329  -0.078   1.342  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.573  -0.323   0.086  1.00  0.00           C  
HETATM    6  N1  UNL     1       4.436  -0.652  -1.000  1.00  0.00           N  
HETATM    7  C6  UNL     1       5.815  -0.778  -0.657  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.917   0.876  -0.255  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.579   0.702  -0.161  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.709   1.289  -1.208  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.461   0.341  -1.223  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.618   0.745  -0.395  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.198   2.079  -0.682  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.200   2.341   0.452  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.272   1.329   0.522  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.588   1.020   1.995  1.00  0.00           C  
HETATM   17  C15 UNL     1      -5.969   0.440   1.971  1.00  0.00           C  
HETATM   18  O2  UNL     1      -6.770   0.562   2.877  1.00  0.00           O  
HETATM   19  C16 UNL     1      -6.284  -0.322   0.703  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.946  -0.988   0.335  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.055   0.081  -0.286  1.00  0.00           C  
HETATM   22  C19 UNL     1      -4.695   0.349  -1.662  1.00  0.00           C  
HETATM   23  C20 UNL     1      -2.664  -0.340  -0.486  1.00  0.00           C  
HETATM   24  C21 UNL     1      -2.163  -1.450   0.411  1.00  0.00           C  
HETATM   25  C22 UNL     1      -0.658  -1.459   0.534  1.00  0.00           C  
HETATM   26  C23 UNL     1       0.070  -1.000  -0.679  1.00  0.00           C  
HETATM   27  C24 UNL     1      -0.206  -2.057  -1.765  1.00  0.00           C  
HETATM   28  C25 UNL     1       1.470  -0.774  -0.606  1.00  0.00           C  
HETATM   29  C26 UNL     1       2.447  -1.362   0.267  1.00  0.00           C  
HETATM   30  C27 UNL     1       2.189  -1.464   1.714  1.00  0.00           C  
HETATM   31  H1  UNL     1       8.245   1.092  -0.712  1.00  0.00           H  
HETATM   32  H2  UNL     1       6.842   1.394  -1.752  1.00  0.00           H  
HETATM   33  H3  UNL     1       7.112   2.382  -0.276  1.00  0.00           H  
HETATM   34  H4  UNL     1       7.126  -0.085   0.851  1.00  0.00           H  
HETATM   35  H5  UNL     1       4.854   1.798   0.395  1.00  0.00           H  
HETATM   36  H6  UNL     1       5.801   1.430   1.930  1.00  0.00           H  
HETATM   37  H7  UNL     1       3.736   0.299   2.172  1.00  0.00           H  
HETATM   38  H8  UNL     1       4.983  -0.947   1.634  1.00  0.00           H  
HETATM   39  H9  UNL     1       4.129  -1.490  -1.503  1.00  0.00           H  
HETATM   40  H10 UNL     1       5.960  -1.772  -0.184  1.00  0.00           H  
HETATM   41  H11 UNL     1       6.393  -0.835  -1.625  1.00  0.00           H  
HETATM   42  H12 UNL     1       1.149   0.840   0.848  1.00  0.00           H  
HETATM   43  H13 UNL     1       0.456   2.332  -1.087  1.00  0.00           H  
HETATM   44  H14 UNL     1       1.242   1.156  -2.195  1.00  0.00           H  
HETATM   45  H15 UNL     1      -0.807   0.224  -2.281  1.00  0.00           H  
HETATM   46  H16 UNL     1      -1.264   0.775   0.679  1.00  0.00           H  
HETATM   47  H17 UNL     1      -1.429   2.878  -0.549  1.00  0.00           H  
HETATM   48  H18 UNL     1      -2.633   2.223  -1.666  1.00  0.00           H  
HETATM   49  H19 UNL     1      -3.539   3.386   0.367  1.00  0.00           H  
HETATM   50  H20 UNL     1      -2.590   2.288   1.396  1.00  0.00           H  
HETATM   51  H21 UNL     1      -5.220   1.835   0.160  1.00  0.00           H  
HETATM   52  H22 UNL     1      -4.607   2.036   2.487  1.00  0.00           H  
HETATM   53  H23 UNL     1      -3.847   0.359   2.442  1.00  0.00           H  
HETATM   54  H24 UNL     1      -7.042  -1.076   0.956  1.00  0.00           H  
HETATM   55  H25 UNL     1      -6.623   0.372  -0.067  1.00  0.00           H  
HETATM   56  H26 UNL     1      -5.128  -1.830  -0.372  1.00  0.00           H  
HETATM   57  H27 UNL     1      -4.571  -1.412   1.258  1.00  0.00           H  
HETATM   58  H28 UNL     1      -5.379  -0.469  -1.969  1.00  0.00           H  
HETATM   59  H29 UNL     1      -5.276   1.273  -1.673  1.00  0.00           H  
HETATM   60  H30 UNL     1      -3.891   0.344  -2.456  1.00  0.00           H  
HETATM   61  H31 UNL     1      -2.573  -0.768  -1.531  1.00  0.00           H  
HETATM   62  H32 UNL     1      -2.556  -2.422  -0.001  1.00  0.00           H  
HETATM   63  H33 UNL     1      -2.554  -1.395   1.443  1.00  0.00           H  
HETATM   64  H34 UNL     1      -0.363  -0.895   1.421  1.00  0.00           H  
HETATM   65  H35 UNL     1      -0.395  -2.555   0.652  1.00  0.00           H  
HETATM   66  H36 UNL     1      -0.255  -1.594  -2.766  1.00  0.00           H  
HETATM   67  H37 UNL     1       0.653  -2.758  -1.712  1.00  0.00           H  
HETATM   68  H38 UNL     1      -1.103  -2.662  -1.516  1.00  0.00           H  
HETATM   69  H39 UNL     1       1.905  -0.748  -1.652  1.00  0.00           H  
HETATM   70  H40 UNL     1       2.810  -2.331  -0.106  1.00  0.00           H  
HETATM   71  H41 UNL     1       1.548  -2.318   2.028  1.00  0.00           H  
HETATM   72  H42 UNL     1       1.868  -0.511   2.194  1.00  0.00           H  
HETATM   73  H43 UNL     1       3.179  -1.693   2.217  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    7   34
CONECT    3    4   35   36
CONECT    4    5   37   38
CONECT    5    6    8   29
CONECT    6    7   39
CONECT    7   40   41
CONECT    8    9
CONECT    9   10   28   42
CONECT   10   11   43   44
CONECT   11   12   26   45
CONECT   12   13   23   46
CONECT   13   14   47   48
CONECT   14   15   49   50
CONECT   15   16   21   51
CONECT   16   17   52   53
CONECT   17   18   18   19
CONECT   19   20   54   55
CONECT   20   21   56   57
CONECT   21   22   23
CONECT   22   58   59   60
CONECT   23   24   61
CONECT   24   25   62   63
CONECT   25   26   64   65
CONECT   26   27   28
CONECT   27   66   67   68
CONECT   28   29   69
CONECT   29   30   70
CONECT   30   71   72   73
END

HMDB0031913
     RDKit          3D
5alpha-Tomatidan-3-one
 73 78  0  0  0  0  0  0  0  0999 V2000
    7.1468    1.3528   -0.7007 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3802    0.3564    0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3395    1.0348    1.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3288   -0.0781    1.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5726   -0.3229    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4356   -0.6523   -1.0002 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8153   -0.7779   -0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173    0.8758   -0.2549 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5790    0.7021   -0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7091    1.2893   -1.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4606    0.3410   -1.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6180    0.7451   -0.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1979    2.0792   -0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2004    2.3413    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2724    1.3293    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5876    1.0199    1.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9690    0.4399    1.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7698    0.5623    2.8769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2839   -0.3223    0.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9456   -0.9876    0.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0546    0.0814   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6952    0.3486   -1.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6643   -0.3395   -0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1630   -1.4502    0.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6578   -1.4591    0.5336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0697   -1.0001   -0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2063   -2.0574   -1.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4700   -0.7743   -0.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466   -1.3616    0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1888   -1.4644    1.7138 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2452    1.0921   -0.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8423    1.3937   -1.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1119    2.3824   -0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1259   -0.0850    0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8540    1.7979    0.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8006    1.4303    1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7360    0.2985    2.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9827   -0.9472    1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1289   -1.4902   -1.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9605   -1.7718   -0.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3925   -0.8347   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1490    0.8402    0.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4556    2.3316   -1.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2415    1.1558   -2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8070    0.2237   -2.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2645    0.7754    0.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4294    2.8784   -0.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6325    2.2230   -1.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5385    3.3862    0.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5895    2.2875    1.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2204    1.8346    0.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6072    2.0359    2.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8468    0.3590    2.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0416   -1.0763    0.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6228    0.3717   -0.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1275   -1.8297   -0.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5709   -1.4116    1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3788   -0.4693   -1.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2765    1.2728   -1.6734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8911    0.3437   -2.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5733   -0.7683   -1.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5556   -2.4222   -0.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5544   -1.3952    1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3628   -0.8953    1.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3948   -2.5548    0.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2548   -1.5937   -2.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6526   -2.7583   -1.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1025   -2.6615   -1.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9055   -0.7478   -1.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8102   -2.3314   -0.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5484   -2.3180    2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8683   -0.5108    2.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1786   -1.6933    2.2173 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
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
  7  2  1  0
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 26 11  1  0
 23 12  1  0
 21 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 22 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 25 64  1  0
 25 65  1  0
 27 66  1  0
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 27 68  1  0
 28 69  1  0
 29 70  1  0
 30 71  1  0
 30 72  1  0
 30 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5a-Tomatidan-3-one	Generator
5Α-tomatidan-3-one	Generator

Chemical Formula

C₂₇H₄₃NO₂

Average Molecular Weight

413.6358

Monoisotopic Molecular Weight

413.329379625

IUPAC Name

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

Traditional Name

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

CAS Registry Number

6870-84-4

SMILES

CC1C2C(CC3C4CCC5CC(=O)CCC5(C)C4CCC23C)OC11CCC(C)CN1

InChI Identifier

InChI=1S/C27H43NO2/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-18,20-24,28H,5-15H2,1-4H3

InChI Key

VCYNHQOAZQMPOJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as spirosolanes and derivatives. These are steroidal alkaloids with a structure containing a spirosolane skeleton. Siporosolane is a polycyclic compound that is characterized by a 1-oxa-6-azaspiro[4.5]Decane moiety where the oxolane ring is fused to a docosahydronaphth[2,1:4',5']Indene ring system. Spirosolane arises from the conversion of a cholestane side-chain into a bicyclic system containing a piperidine and a tetrahydrofuran ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal alkaloids

Direct Parent

Spirosolanes and derivatives

Alternative Parents

Substituents

Spirosolane skeleton
3-oxosteroid
Oxosteroid
Azasteroid
Azaspirodecane
Alkaloid or derivatives
Piperidine
Tetrahydrofuran
Hemiaminal
Ketone
Cyclic ketone
Secondary aliphatic amine
Oxacycle
Azacycle
Secondary amine
Organoheterocyclic compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Amine
Organic oxygen compound
Organopnictogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0031913)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0031913)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031913)

Source

Endogenous

Endogenous (HMDB: HMDB0031913)

Animal

Animal (HMDB: HMDB0031913)

Exogenous

Food

Food (HMDB: HMDB0031913)

Exogenous (HMDB: HMDB0031913)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0031913)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0031913)

Lipid metabolism pathway (HMDB: HMDB0031913)

Cellular process

Cell signaling (HMDB: HMDB0031913)

Biochemical process

Lipid transport (HMDB: HMDB0031913)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0031913)

Molecular messenger

Signaling molecule (HMDB: HMDB0031913)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031913)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	195 - 198 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0002 g/L	ALOGPS
logP	4.45	ALOGPS
logP	5.22	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.33 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	120.07 m³·mol⁻¹	ChemAxon
Polarizability	50.48 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	196.664	31661259
DarkChem	[M-H]-	191.435	31661259
DeepCCS	[M-2H]-	237.952	30932474
DeepCCS	[M+Na]+	213.751	30932474
AllCCS	[M+H]+	208.0	32859911
AllCCS	[M+H-H2O]+	205.9	32859911
AllCCS	[M+NH4]+	209.9	32859911
AllCCS	[M+Na]+	210.5	32859911
AllCCS	[M-H]-	205.7	32859911
AllCCS	[M+Na-2H]-	207.3	32859911
AllCCS	[M+HCOO]-	209.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5alpha-Tomatidan-3-one	CC1C2C(CC3C4CCC5CC(=O)CCC5(C)C4CCC23C)OC11CCC(C)CN1	3025.8	Standard polar	33892256
5alpha-Tomatidan-3-one	CC1C2C(CC3C4CCC5CC(=O)CCC5(C)C4CCC23C)OC11CCC(C)CN1	3269.5	Standard non polar	33892256
5alpha-Tomatidan-3-one	CC1C2C(CC3C4CCC5CC(=O)CCC5(C)C4CCC23C)OC11CCC(C)CN1	3453.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5alpha-Tomatidan-3-one,1TMS,isomer #1	CC1CCC2(NC1)OC1CC3C4CCC5CC(O[Si](C)(C)C)=CCC5(C)C4CCC3(C)C1C2C	3472.4	Semi standard non polar	33892256
5alpha-Tomatidan-3-one,1TMS,isomer #1	CC1CCC2(NC1)OC1CC3C4CCC5CC(O[Si](C)(C)C)=CCC5(C)C4CCC3(C)C1C2C	3266.7	Standard non polar	33892256
5alpha-Tomatidan-3-one,1TMS,isomer #2	CC1CCC2(NC1)OC1CC3C4CCC5C=C(O[Si](C)(C)C)CCC5(C)C4CCC3(C)C1C2C	3502.8	Semi standard non polar	33892256
5alpha-Tomatidan-3-one,1TMS,isomer #2	CC1CCC2(NC1)OC1CC3C4CCC5C=C(O[Si](C)(C)C)CCC5(C)C4CCC3(C)C1C2C	3309.7	Standard non polar	33892256
5alpha-Tomatidan-3-one,1TMS,isomer #3	CC1CCC2(OC3CC4C5CCC6CC(=O)CCC6(C)C5CCC4(C)C3C2C)N([Si](C)(C)C)C1	3482.4	Semi standard non polar	33892256
5alpha-Tomatidan-3-one,1TMS,isomer #3	CC1CCC2(OC3CC4C5CCC6CC(=O)CCC6(C)C5CCC4(C)C3C2C)N([Si](C)(C)C)C1	3471.8	Standard non polar	33892256
5alpha-Tomatidan-3-one,2TMS,isomer #1	CC1CCC2(OC3CC4C5CCC6CC(O[Si](C)(C)C)=CCC6(C)C5CCC4(C)C3C2C)N([Si](C)(C)C)C1	3416.3	Semi standard non polar	33892256
5alpha-Tomatidan-3-one,2TMS,isomer #1	CC1CCC2(OC3CC4C5CCC6CC(O[Si](C)(C)C)=CCC6(C)C5CCC4(C)C3C2C)N([Si](C)(C)C)C1	3402.9	Standard non polar	33892256
5alpha-Tomatidan-3-one,2TMS,isomer #2	CC1CCC2(OC3CC4C5CCC6C=C(O[Si](C)(C)C)CCC6(C)C5CCC4(C)C3C2C)N([Si](C)(C)C)C1	3447.9	Semi standard non polar	33892256
5alpha-Tomatidan-3-one,2TMS,isomer #2	CC1CCC2(OC3CC4C5CCC6C=C(O[Si](C)(C)C)CCC6(C)C5CCC4(C)C3C2C)N([Si](C)(C)C)C1	3455.7	Standard non polar	33892256
5alpha-Tomatidan-3-one,1TBDMS,isomer #1	CC1CCC2(NC1)OC1CC3C4CCC5CC(O[Si](C)(C)C(C)(C)C)=CCC5(C)C4CCC3(C)C1C2C	3711.8	Semi standard non polar	33892256
5alpha-Tomatidan-3-one,1TBDMS,isomer #1	CC1CCC2(NC1)OC1CC3C4CCC5CC(O[Si](C)(C)C(C)(C)C)=CCC5(C)C4CCC3(C)C1C2C	3481.8	Standard non polar	33892256
5alpha-Tomatidan-3-one,1TBDMS,isomer #2	CC1CCC2(NC1)OC1CC3C4CCC5C=C(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC3(C)C1C2C	3736.8	Semi standard non polar	33892256
5alpha-Tomatidan-3-one,1TBDMS,isomer #2	CC1CCC2(NC1)OC1CC3C4CCC5C=C(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC3(C)C1C2C	3538.3	Standard non polar	33892256
5alpha-Tomatidan-3-one,1TBDMS,isomer #3	CC1CCC2(OC3CC4C5CCC6CC(=O)CCC6(C)C5CCC4(C)C3C2C)N([Si](C)(C)C(C)(C)C)C1	3675.7	Semi standard non polar	33892256
5alpha-Tomatidan-3-one,1TBDMS,isomer #3	CC1CCC2(OC3CC4C5CCC6CC(=O)CCC6(C)C5CCC4(C)C3C2C)N([Si](C)(C)C(C)(C)C)C1	3738.1	Standard non polar	33892256
5alpha-Tomatidan-3-one,2TBDMS,isomer #1	CC1CCC2(OC3CC4C5CCC6CC(O[Si](C)(C)C(C)(C)C)=CCC6(C)C5CCC4(C)C3C2C)N([Si](C)(C)C(C)(C)C)C1	3852.8	Semi standard non polar	33892256
5alpha-Tomatidan-3-one,2TBDMS,isomer #1	CC1CCC2(OC3CC4C5CCC6CC(O[Si](C)(C)C(C)(C)C)=CCC6(C)C5CCC4(C)C3C2C)N([Si](C)(C)C(C)(C)C)C1	3818.6	Standard non polar	33892256
5alpha-Tomatidan-3-one,2TBDMS,isomer #2	CC1CCC2(OC3CC4C5CCC6C=C(O[Si](C)(C)C(C)(C)C)CCC6(C)C5CCC4(C)C3C2C)N([Si](C)(C)C(C)(C)C)C1	3877.8	Semi standard non polar	33892256
5alpha-Tomatidan-3-one,2TBDMS,isomer #2	CC1CCC2(OC3CC4C5CCC6C=C(O[Si](C)(C)C(C)(C)C)CCC6(C)C5CCC4(C)C3C2C)N([Si](C)(C)C(C)(C)C)C1	3897.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tomatidan-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-000t-0239000000-2e9edc7b14c3a26744fd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tomatidan-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5alpha-Tomatidan-3-one 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 - 5alpha-Tomatidan-3-one 10V, Positive-QTOF	splash10-03di-0005900000-0f578794b602b03382eb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tomatidan-3-one 20V, Positive-QTOF	splash10-022a-0269200000-96304a7175c4d1ee8546	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tomatidan-3-one 40V, Positive-QTOF	splash10-00dl-2059000000-4895cb8a0542b6376f6a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tomatidan-3-one 10V, Negative-QTOF	splash10-03di-0001900000-987f0e6b0a13ecfe6a40	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tomatidan-3-one 20V, Negative-QTOF	splash10-03dl-1007900000-11c7342be6c1dde9995a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tomatidan-3-one 40V, Negative-QTOF	splash10-0006-3119000000-7c226098de27aca3ec6a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tomatidan-3-one 10V, Positive-QTOF	splash10-03di-0002900000-fc384880d21ac7d74fa1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tomatidan-3-one 20V, Positive-QTOF	splash10-01ot-1249400000-244194651da406b266d9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tomatidan-3-one 40V, Positive-QTOF	splash10-0007-3932000000-0e5372559b0265690101	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tomatidan-3-one 10V, Negative-QTOF	splash10-03di-0000900000-c711d723aed1a4c0a919	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tomatidan-3-one 20V, Negative-QTOF	splash10-03di-0000900000-c711d723aed1a4c0a919	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5alpha-Tomatidan-3-one 40V, Negative-QTOF	splash10-08fr-0029500000-e195d00c4b52e20d7b61	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB008600

KNApSAcK ID

Not Available

Chemspider ID

3723966

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4529149

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1828621

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 5alpha-Tomatidan-3-one (HMDB0031913)

MOL for HMDB0031913 (5alpha-Tomatidan-3-one)

3D MOL for HMDB0031913 (5alpha-Tomatidan-3-one)

3D SDF for HMDB0031913 (5alpha-Tomatidan-3-one)

3D-SDF for HMDB0031913 (5alpha-Tomatidan-3-one)

PDB for HMDB0031913 (5alpha-Tomatidan-3-one)

3D PDB for HMDB0031913 (5alpha-Tomatidan-3-one)

SMILES for HMDB0031913 (5alpha-Tomatidan-3-one)

INCHI for HMDB0031913 (5alpha-Tomatidan-3-one)

Structure for HMDB0031913 (5alpha-Tomatidan-3-one)

3D Structure for HMDB0031913 (5alpha-Tomatidan-3-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra