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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:40 UTC

Update Date

2022-03-07 02:53:08 UTC

HMDB ID

HMDB0031820

Secondary Accession Numbers

HMDB31820

Metabolite Identification

Common Name

Neotussilagine

Description

Neotussilagine belongs to the class of organic compounds known as pyrrolizidines. Pyrrolizidines are compounds containing a pyrrolizidine, which is a bicyclic ring system made up of two fused pyrrolidine ring sharing a nitrogen atom. Based on a literature review very few articles have been published on Neotussilagine.

Structure

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

HMDB0031820
     RDKit          3D
Neotussilagine
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.7410   -0.4973    0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4619   -0.1615    0.7283 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5859    0.5007   -0.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9379    0.7696   -1.3046 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2585    0.8504    0.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5088   -0.3627    0.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2263   -1.6357    0.9434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9516   -2.6065    0.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8976   -1.8167   -0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1019   -0.7020   -0.5870 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7712    0.5075   -0.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6173    1.5009   -0.6745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1742    2.8215   -0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1047    1.7103   -1.8392 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0780   -1.3967    0.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4625    0.3132    0.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6619   -0.6699   -0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3395    1.5571    1.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3036   -0.2137    1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6748   -1.7722    1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482   -1.7851    0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4774   -2.7268    1.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6160   -3.5371    0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1174   -2.5062   -1.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8510   -1.5972    0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6278    0.7587   -0.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0439    0.6158   -1.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9442    2.9123    0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7439    3.6912   -0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2843    2.8737   -0.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5509    2.6048   -1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12  5  1  0
 10  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 11 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
M  END


  Mrv0541 02241209482D          

 14 15  0  0  0  0            999 V2000
   -1.1545    0.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296    0.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4945    1.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9888    0.4532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7316    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7316   -0.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9066   -0.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4945   -0.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296    0.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067   -0.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067   -1.2781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1646   -1.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7316   -0.2060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4124    1.6902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  2 14  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  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
 10 13  2  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031820

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1C2CCCN2CC1(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C10H17NO3/c1-10(13)6-11-5-3-4-7(11)8(10)9(12)14-2/h7-8,13H,3-6H2,1-2H3

> <INCHI_KEY>
LADVYSUMGRTFSZ-UHFFFAOYSA-N

> <FORMULA>
C10H17NO3

> <MOLECULAR_WEIGHT>
199.2469

> <EXACT_MASS>
199.120843415

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
21.22496603909883

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-hydroxy-2-methyl-hexahydro-1H-pyrrolizine-1-carboxylate

> <ALOGPS_LOGP>
0.19

> <JCHEM_LOGP>
-0.05234198033333363

> <ALOGPS_LOGS>
0.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.108130537212993

> <JCHEM_PKA_STRONGEST_BASIC>
9.586492143448568

> <JCHEM_POLAR_SURFACE_AREA>
49.769999999999996

> <JCHEM_REFRACTIVITY>
51.441

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.61e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-hydroxy-2-methyl-hexahydropyrrolizine-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031820
     RDKit          3D
Neotussilagine
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.7410   -0.4973    0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4619   -0.1615    0.7283 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5859    0.5007   -0.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9379    0.7696   -1.3046 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2585    0.8504    0.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5088   -0.3627    0.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2263   -1.6357    0.9434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9516   -2.6065    0.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8976   -1.8167   -0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1019   -0.7020   -0.5870 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7712    0.5075   -0.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6173    1.5009   -0.6745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1742    2.8215   -0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1047    1.7103   -1.8392 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0780   -1.3967    0.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4625    0.3132    0.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6619   -0.6699   -0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3395    1.5571    1.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3036   -0.2137    1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6748   -1.7722    1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482   -1.7851    0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4774   -2.7268    1.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6160   -3.5371    0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1174   -2.5062   -1.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8510   -1.5972    0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6278    0.7587   -0.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0439    0.6158   -1.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9442    2.9123    0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7439    3.6912   -0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2843    2.8737   -0.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5509    2.6048   -1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12  5  1  0
 10  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 11 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  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      -2.155   1.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.615   1.615   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.923   2.078   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       1.846   0.846   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       3.232   0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.232  -1.154   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.692  -1.615   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.923  -0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.615   0.077   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.693  -0.846   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.693  -2.386   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.307  -3.155   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.232  -0.385   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -0.770   3.155   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9   14                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    4    7    9                                                  
CONECT    9    2    8   10                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10                                                            
CONECT   14    2                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

COMPND    HMDB0031820
HETATM    1  C1  UNL     1       3.741  -0.497   0.223  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.462  -0.162   0.728  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.586   0.501  -0.146  1.00  0.00           C  
HETATM    4  O2  UNL     1       1.938   0.770  -1.305  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.258   0.850   0.375  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.509  -0.363   0.716  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.226  -1.636   0.943  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.952  -2.607   0.698  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.898  -1.817  -0.225  1.00  0.00           C  
HETATM   10  N1  UNL     1      -1.102  -0.702  -0.587  1.00  0.00           N  
HETATM   11  C8  UNL     1      -1.771   0.507  -0.900  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.617   1.501  -0.675  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.174   2.821  -0.188  1.00  0.00           C  
HETATM   14  O3  UNL     1       0.105   1.710  -1.839  1.00  0.00           O  
HETATM   15  H1  UNL     1       4.078  -1.397   0.795  1.00  0.00           H  
HETATM   16  H2  UNL     1       4.463   0.313   0.499  1.00  0.00           H  
HETATM   17  H3  UNL     1       3.662  -0.670  -0.850  1.00  0.00           H  
HETATM   18  H4  UNL     1       0.339   1.557   1.255  1.00  0.00           H  
HETATM   19  H5  UNL     1      -1.304  -0.214   1.474  1.00  0.00           H  
HETATM   20  H6  UNL     1       0.675  -1.772   1.921  1.00  0.00           H  
HETATM   21  H7  UNL     1       0.948  -1.785   0.095  1.00  0.00           H  
HETATM   22  H8  UNL     1      -1.477  -2.727   1.666  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.616  -3.537   0.240  1.00  0.00           H  
HETATM   24  H10 UNL     1      -2.117  -2.506  -1.090  1.00  0.00           H  
HETATM   25  H11 UNL     1      -2.851  -1.597   0.260  1.00  0.00           H  
HETATM   26  H12 UNL     1      -2.628   0.759  -0.247  1.00  0.00           H  
HETATM   27  H13 UNL     1      -2.044   0.616  -1.976  1.00  0.00           H  
HETATM   28  H14 UNL     1      -0.944   2.912   0.884  1.00  0.00           H  
HETATM   29  H15 UNL     1      -0.744   3.691  -0.705  1.00  0.00           H  
HETATM   30  H16 UNL     1      -2.284   2.874  -0.303  1.00  0.00           H  
HETATM   31  H17 UNL     1       0.551   2.605  -1.737  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   12   18
CONECT    6    7   10   19
CONECT    7    8   20   21
CONECT    8    9   22   23
CONECT    9   10   24   25
CONECT   10   11
CONECT   11   12   26   27
CONECT   12   13   14
CONECT   13   28   29   30
CONECT   14   31
END

HMDB0031820
     RDKit          3D
Neotussilagine
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.7410   -0.4973    0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4619   -0.1615    0.7283 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5859    0.5007   -0.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9379    0.7696   -1.3046 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2585    0.8504    0.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5088   -0.3627    0.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2263   -1.6357    0.9434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9516   -2.6065    0.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8976   -1.8167   -0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1019   -0.7020   -0.5870 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7712    0.5075   -0.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6173    1.5009   -0.6745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1742    2.8215   -0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1047    1.7103   -1.8392 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0780   -1.3967    0.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4625    0.3132    0.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6619   -0.6699   -0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3395    1.5571    1.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3036   -0.2137    1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6748   -1.7722    1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482   -1.7851    0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4774   -2.7268    1.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6160   -3.5371    0.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1174   -2.5062   -1.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8510   -1.5972    0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6278    0.7587   -0.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0439    0.6158   -1.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9442    2.9123    0.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7439    3.6912   -0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2843    2.8737   -0.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5509    2.6048   -1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12  5  1  0
 10  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 11 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Isotussilaginine	HMDB
Methyl 2-hydroxy-2-methyl-hexahydro-1H-pyrrolizine-1-carboxylic acid	HMDB

Chemical Formula

C₁₀H₁₇NO₃

Average Molecular Weight

199.2469

Monoisotopic Molecular Weight

199.120843415

IUPAC Name

methyl 2-hydroxy-2-methyl-hexahydro-1H-pyrrolizine-1-carboxylate

Traditional Name

methyl 2-hydroxy-2-methyl-hexahydropyrrolizine-1-carboxylate

CAS Registry Number

147730-89-0

SMILES

COC(=O)C1C2CCCN2CC1(C)O

InChI Identifier

InChI=1S/C10H17NO3/c1-10(13)6-11-5-3-4-7(11)8(10)9(12)14-2/h7-8,13H,3-6H2,1-2H3

InChI Key

LADVYSUMGRTFSZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolizidines. Pyrrolizidines are compounds containing a pyrrolizidine, which is a bicyclic ring system made up of two fused pyrrolidine ring sharing a nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolizidines

Sub Class

Not Available

Direct Parent

Pyrrolizidines

Alternative Parents

Substituents

Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Pyrrolizidine
N-alkylpyrrolidine
Pyrrolidine
Tertiary alcohol
Methyl ester
Amino acid or derivatives
Carboxylic acid ester
1,2-aminoalcohol
Tertiary amine
Tertiary aliphatic amine
Monocarboxylic acid or derivatives
Azacycle
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organopnictogen compound
Alcohol
Amine
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0031820)
Cytoplasm (HMDB: HMDB0031820)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031820)

Source

Exogenous

Food

Food (HMDB: HMDB0031820)

Tea

Exogenous (HMDB: HMDB0031820)

Endogenous

Plant

Plant (HMDB: HMDB0031820)

Endogenous (HMDB: HMDB0031820)

Process

Not Available

Role

Not Available

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	461 g/L	ALOGPS
logP	0.19	ALOGPS
logP	-0.052	ChemAxon
logS	0.36	ALOGPS
pKa (Strongest Acidic)	14.11	ChemAxon
pKa (Strongest Basic)	9.59	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.77 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	51.44 m³·mol⁻¹	ChemAxon
Polarizability	21.22 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	146.488	31661259
DarkChem	[M-H]-	141.433	31661259
DeepCCS	[M+H]+	145.451	30932474
DeepCCS	[M-H]-	142.671	30932474
DeepCCS	[M-2H]-	178.585	30932474
DeepCCS	[M+Na]+	154.122	30932474
AllCCS	[M+H]+	143.5	32859911
AllCCS	[M+H-H2O]+	139.4	32859911
AllCCS	[M+NH4]+	147.3	32859911
AllCCS	[M+Na]+	148.4	32859911
AllCCS	[M-H]-	147.3	32859911
AllCCS	[M+Na-2H]-	147.9	32859911
AllCCS	[M+HCOO]-	148.6	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.	2.74 minutes	32390414
Predicted by Siyang on May 30, 2022	9.0654 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.24 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	223.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	592.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	235.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	97.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	160.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	41.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	226.9 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	269.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	557.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	601.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	69.1 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	721.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	166.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	184.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	536.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	307.3 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	287.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Neotussilagine	COC(=O)C1C2CCCN2CC1(C)O	2229.7	Standard polar	33892256
Neotussilagine	COC(=O)C1C2CCCN2CC1(C)O	1456.4	Standard non polar	33892256
Neotussilagine	COC(=O)C1C2CCCN2CC1(C)O	1501.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Neotussilagine,1TMS,isomer #1	COC(=O)C1C2CCCN2CC1(C)O[Si](C)(C)C	1548.5	Semi standard non polar	33892256
Neotussilagine,1TBDMS,isomer #1	COC(=O)C1C2CCCN2CC1(C)O[Si](C)(C)C(C)(C)C	1769.5	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 - Neotussilagine GC-MS (Non-derivatized) - 70eV, Positive	splash10-003r-9700000000-1114f84af64873fb8ef1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neotussilagine GC-MS (1 TMS) - 70eV, Positive	splash10-0089-9420000000-90d9bae4617923d34566	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neotussilagine 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 - Neotussilagine 10V, Positive-QTOF	splash10-0f89-0940000000-a4baf70a6c1cfb39d24e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 20V, Positive-QTOF	splash10-0ff0-1910000000-88df029ce64ed7e12606	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 40V, Positive-QTOF	splash10-0fk9-3900000000-52ea16826191dcd80d1d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 10V, Positive-QTOF	splash10-0f89-0940000000-a4baf70a6c1cfb39d24e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 20V, Positive-QTOF	splash10-0ff0-1910000000-88df029ce64ed7e12606	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 40V, Positive-QTOF	splash10-0fk9-3900000000-52ea16826191dcd80d1d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 10V, Positive-QTOF	splash10-0f89-0940000000-a4baf70a6c1cfb39d24e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 20V, Positive-QTOF	splash10-0ff0-1910000000-88df029ce64ed7e12606	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 40V, Positive-QTOF	splash10-0fk9-3900000000-52ea16826191dcd80d1d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 10V, Negative-QTOF	splash10-0002-0900000000-8b08cce74fec4be41fe2	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 20V, Negative-QTOF	splash10-000t-1900000000-24d9645827be24e0d515	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 40V, Negative-QTOF	splash10-014r-9600000000-765a5dddb1a937428ee3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 10V, Negative-QTOF	splash10-0002-0900000000-8b08cce74fec4be41fe2	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 20V, Negative-QTOF	splash10-000t-1900000000-24d9645827be24e0d515	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 40V, Negative-QTOF	splash10-014r-9600000000-765a5dddb1a937428ee3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 10V, Negative-QTOF	splash10-0002-0900000000-8b08cce74fec4be41fe2	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 20V, Negative-QTOF	splash10-000t-1900000000-24d9645827be24e0d515	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 40V, Negative-QTOF	splash10-014r-9600000000-765a5dddb1a937428ee3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 10V, Negative-QTOF	splash10-00dj-0900000000-c46934ba2a39a29fe805	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 20V, Negative-QTOF	splash10-00r7-2900000000-e311c80d3acfd8840885	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 40V, Negative-QTOF	splash10-00di-4900000000-8000d30f06db582e379a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 10V, Positive-QTOF	splash10-0udi-0190000000-30d23bc5357f74c475aa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 20V, Positive-QTOF	splash10-0uk9-6960000000-382d6d0b259fcfaaa5e8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neotussilagine 40V, Positive-QTOF	splash10-0089-9400000000-480f2a48eab2d549350a	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB008495

KNApSAcK ID

C00026208

Chemspider ID

3682055

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4484216

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Neotussilagine (HMDB0031820)

MOL for HMDB0031820 (Neotussilagine)

3D MOL for HMDB0031820 (Neotussilagine)

3D SDF for HMDB0031820 (Neotussilagine)

3D-SDF for HMDB0031820 (Neotussilagine)

PDB for HMDB0031820 (Neotussilagine)

3D PDB for HMDB0031820 (Neotussilagine)

SMILES for HMDB0031820 (Neotussilagine)

INCHI for HMDB0031820 (Neotussilagine)

Structure for HMDB0031820 (Neotussilagine)

3D Structure for HMDB0031820 (Neotussilagine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra