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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:09:52 UTC

Update Date

2022-03-07 02:53:42 UTC

HMDB ID

HMDB0033430

Secondary Accession Numbers

HMDB33430

Metabolite Identification

Common Name

Tanakine

Description

Tanakine belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Tanakine has been detected, but not quantified in, beverages and fruits. This could make tanakine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Tanakine.

Structure

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

HMDB0033430
     RDKit          3D
Tanakine
 33 34  0  0  0  0  0  0  0  0999 V2000
   -3.3523   -0.3221    1.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6495    0.6435    0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5060    0.7805   -0.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5516    1.8447    0.9831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2853    0.0963   -0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304    0.9417   -0.7926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4966   -0.3332    1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8216   -0.8493    0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0431   -2.1978    0.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2832   -2.3683    0.0131 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8471   -1.1483   -0.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0940   -0.8029   -0.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4214    0.5412   -0.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5160    1.5215   -0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2593    1.1521    0.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9425   -0.1895    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4257   -0.0599    1.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8050   -0.2266    2.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1734   -1.3445    0.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4977    0.2961   -0.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0500    0.2700   -1.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7002    1.8450   -1.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0356    2.4985    0.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4148   -0.8430   -0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0968    1.4276   -1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3346    0.5266    1.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0278   -1.1131    1.7772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764   -3.0335    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7335   -3.2998   -0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8245   -1.5325   -0.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3995    0.8499   -0.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8177    2.5370   -0.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5537    1.8922    0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END


  Mrv0541 05061307072D          

 16 17  0  0  0  0            999 V2000
   -0.4331   -1.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6065   -1.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752    0.5124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628   -0.6303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  9  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  5  2  0  0  0  0
 10  9  1  0  0  0  0
 11  6  2  0  0  0  0
 11 10  1  0  0  0  0
 12  7  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13 12  1  0  0  0  0
 14  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033430

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(O)C(O)CC1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C13H17NO2/c1-13(2,16)12(15)7-9-8-14-11-6-4-3-5-10(9)11/h3-6,8,12,14-16H,7H2,1-2H3

> <INCHI_KEY>
JPRWHAIHJJJQTF-UHFFFAOYSA-N

> <FORMULA>
C13H17NO2

> <MOLECULAR_WEIGHT>
219.2796

> <EXACT_MASS>
219.125928793

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
24.307339021202893

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(1H-indol-3-yl)-3-methylbutane-2,3-diol

> <ALOGPS_LOGP>
1.92

> <JCHEM_LOGP>
1.6601359976666663

> <ALOGPS_LOGS>
-2.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.267556501025542

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.737162054654043

> <JCHEM_PKA_STRONGEST_BASIC>
-3.094037045545539

> <JCHEM_POLAR_SURFACE_AREA>
56.25

> <JCHEM_REFRACTIVITY>
63.734899999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(1H-indol-3-yl)-3-methylbutane-2,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033430
     RDKit          3D
Tanakine
 33 34  0  0  0  0  0  0  0  0999 V2000
   -3.3523   -0.3221    1.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6495    0.6435    0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5060    0.7805   -0.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5516    1.8447    0.9831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2853    0.0963   -0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304    0.9417   -0.7926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4966   -0.3332    1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8216   -0.8493    0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0431   -2.1978    0.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2832   -2.3683    0.0131 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8471   -1.1483   -0.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0940   -0.8029   -0.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4214    0.5412   -0.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5160    1.5215   -0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2593    1.1521    0.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9425   -0.1895    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4257   -0.0599    1.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8050   -0.2266    2.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1734   -1.3445    0.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4977    0.2961   -0.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0500    0.2700   -1.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7002    1.8450   -1.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0356    2.4985    0.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4148   -0.8430   -0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0968    1.4276   -1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3346    0.5266    1.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0278   -1.1131    1.7772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764   -3.0335    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7335   -3.2998   -0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8245   -1.5325   -0.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3995    0.8499   -0.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8177    2.5370   -0.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5537    1.8922    0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  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      -0.808  -3.117   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.132  -2.128   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.143  -0.188   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.332  -1.653   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      -0.887   0.956   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.797  -1.177   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   10                                                       
CONECT    6    4   11                                                       
CONECT    7    9   12                                                       
CONECT    8    9   14                                                       
CONECT    9    7    8   10                                                  
CONECT   10    5    9   11                                                  
CONECT   11    6   10   14                                                  
CONECT   12    7   13   15                                                  
CONECT   13    1    2   12   16                                             
CONECT   14    8   11                                                       
CONECT   15   12                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0033430
HETATM    1  C1  UNL     1      -3.352  -0.322   1.249  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.650   0.644   0.300  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.506   0.780  -0.935  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.552   1.845   0.983  1.00  0.00           O  
HETATM    5  C4  UNL     1      -1.285   0.096  -0.020  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.530   0.942  -0.793  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.497  -0.333   1.186  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.822  -0.849   0.682  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.043  -2.198   0.499  1.00  0.00           C  
HETATM   10  N1  UNL     1       2.283  -2.368   0.013  1.00  0.00           N  
HETATM   11  C8  UNL     1       2.847  -1.148  -0.114  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.094  -0.803  -0.561  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.421   0.541  -0.583  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.516   1.522  -0.164  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.259   1.152   0.284  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.942  -0.190   0.302  1.00  0.00           C  
HETATM   17  H1  UNL     1      -4.426  -0.060   1.351  1.00  0.00           H  
HETATM   18  H2  UNL     1      -2.805  -0.227   2.223  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.173  -1.345   0.875  1.00  0.00           H  
HETATM   20  H4  UNL     1      -4.498   0.296  -0.781  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.050   0.270  -1.816  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.700   1.845  -1.171  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.036   2.498   0.438  1.00  0.00           H  
HETATM   24  H8  UNL     1      -1.415  -0.843  -0.643  1.00  0.00           H  
HETATM   25  H9  UNL     1      -1.097   1.428  -1.473  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.335   0.527   1.875  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.028  -1.113   1.777  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.376  -3.034   0.697  1.00  0.00           H  
HETATM   29  H13 UNL     1       2.733  -3.300  -0.227  1.00  0.00           H  
HETATM   30  H14 UNL     1       4.824  -1.533  -0.895  1.00  0.00           H  
HETATM   31  H15 UNL     1       5.400   0.850  -0.931  1.00  0.00           H  
HETATM   32  H16 UNL     1       3.818   2.537  -0.203  1.00  0.00           H  
HETATM   33  H17 UNL     1       1.554   1.892   0.616  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4    5
CONECT    3   20   21   22
CONECT    4   23
CONECT    5    6    7   24
CONECT    6   25
CONECT    7    8   26   27
CONECT    8    9    9   16
CONECT    9   10   28
CONECT   10   11   29
CONECT   11   12   12   16
CONECT   12   13   30
CONECT   13   14   14   31
CONECT   14   15   32
CONECT   15   16   16   33
END

HMDB0033430
     RDKit          3D
Tanakine
 33 34  0  0  0  0  0  0  0  0999 V2000
   -3.3523   -0.3221    1.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6495    0.6435    0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5060    0.7805   -0.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5516    1.8447    0.9831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2853    0.0963   -0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304    0.9417   -0.7926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4966   -0.3332    1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8216   -0.8493    0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0431   -2.1978    0.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2832   -2.3683    0.0131 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8471   -1.1483   -0.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0940   -0.8029   -0.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4214    0.5412   -0.5827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5160    1.5215   -0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2593    1.1521    0.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9425   -0.1895    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4257   -0.0599    1.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8050   -0.2266    2.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1734   -1.3445    0.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4977    0.2961   -0.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0500    0.2700   -1.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7002    1.8450   -1.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0356    2.4985    0.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4148   -0.8430   -0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0968    1.4276   -1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3346    0.5266    1.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0278   -1.1131    1.7772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764   -3.0335    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7335   -3.2998   -0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8245   -1.5325   -0.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3995    0.8499   -0.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8177    2.5370   -0.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5537    1.8922    0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(1H-indol-3-yl)-3-Methyl-2,3-butanediol, 9ci	HMDB

Chemical Formula

C₁₃H₁₇NO₂

Average Molecular Weight

219.2796

Monoisotopic Molecular Weight

219.125928793

IUPAC Name

1-(1H-indol-3-yl)-3-methylbutane-2,3-diol

Traditional Name

1-(1H-indol-3-yl)-3-methylbutane-2,3-diol

CAS Registry Number

106449-15-4

SMILES

CC(C)(O)C(O)CC1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C13H17NO2/c1-13(2,16)12(15)7-9-8-14-11-6-4-3-5-10(9)11/h3-6,8,12,14-16H,7H2,1-2H3

InChI Key

JPRWHAIHJJJQTF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Substituted pyrrole
Benzenoid
Pyrrole
Tertiary alcohol
Heteroaromatic compound
Secondary alcohol
1,2-diol
Azacycle
Organopnictogen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033430)
Cytoplasm (HMDB: HMDB0033430)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033430)

Source

Exogenous

Food

Food (HMDB: HMDB0033430)

Fruit

Fruits (FooDB: FOOD00871)

Beverage

Beverages (FooDB: FOOD00870)

Endogenous

Plant

Plant (HMDB: HMDB0033430)

Not Available

Nutrient (HMDB: HMDB0033430)

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	1.19 g/L	ALOGPS
logP	1.92	ALOGPS
logP	1.66	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	13.74	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	56.25 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	63.73 m³·mol⁻¹	ChemAxon
Polarizability	24.31 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]+	150.499	31661259
DarkChem	[M-H]-	148.806	31661259
DeepCCS	[M-2H]-	178.514	30932474
DeepCCS	[M+Na]+	153.239	30932474
AllCCS	[M+H]+	150.5	32859911
AllCCS	[M+H-H2O]+	146.5	32859911
AllCCS	[M+NH4]+	154.2	32859911
AllCCS	[M+Na]+	155.3	32859911
AllCCS	[M-H]-	154.3	32859911
AllCCS	[M+Na-2H]-	154.5	32859911
AllCCS	[M+HCOO]-	154.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tanakine	CC(C)(O)C(O)CC1=CNC2=CC=CC=C12	3494.6	Standard polar	33892256
Tanakine	CC(C)(O)C(O)CC1=CNC2=CC=CC=C12	1904.7	Standard non polar	33892256
Tanakine	CC(C)(O)C(O)CC1=CNC2=CC=CC=C12	2142.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tanakine,1TMS,isomer #1	CC(C)(O[Si](C)(C)C)C(O)CC1=C[NH]C2=CC=CC=C12	2120.5	Semi standard non polar	33892256
Tanakine,1TMS,isomer #2	CC(C)(O)C(CC1=C[NH]C2=CC=CC=C12)O[Si](C)(C)C	2091.2	Semi standard non polar	33892256
Tanakine,1TMS,isomer #3	CC(C)(O)C(O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12	2184.6	Semi standard non polar	33892256
Tanakine,2TMS,isomer #1	CC(C)(O[Si](C)(C)C)C(CC1=C[NH]C2=CC=CC=C12)O[Si](C)(C)C	2098.0	Semi standard non polar	33892256
Tanakine,2TMS,isomer #2	CC(C)(O[Si](C)(C)C)C(O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12	2156.7	Semi standard non polar	33892256
Tanakine,2TMS,isomer #3	CC(C)(O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)O[Si](C)(C)C	2135.2	Semi standard non polar	33892256
Tanakine,3TMS,isomer #1	CC(C)(O[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)O[Si](C)(C)C	2156.2	Semi standard non polar	33892256
Tanakine,3TMS,isomer #1	CC(C)(O[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)O[Si](C)(C)C	2193.8	Standard non polar	33892256
Tanakine,1TBDMS,isomer #1	CC(C)(O[Si](C)(C)C(C)(C)C)C(O)CC1=C[NH]C2=CC=CC=C12	2402.1	Semi standard non polar	33892256
Tanakine,1TBDMS,isomer #2	CC(C)(O)C(CC1=C[NH]C2=CC=CC=C12)O[Si](C)(C)C(C)(C)C	2369.6	Semi standard non polar	33892256
Tanakine,1TBDMS,isomer #3	CC(C)(O)C(O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	2426.8	Semi standard non polar	33892256
Tanakine,2TBDMS,isomer #1	CC(C)(O[Si](C)(C)C(C)(C)C)C(CC1=C[NH]C2=CC=CC=C12)O[Si](C)(C)C(C)(C)C	2630.3	Semi standard non polar	33892256
Tanakine,2TBDMS,isomer #2	CC(C)(O[Si](C)(C)C(C)(C)C)C(O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	2625.6	Semi standard non polar	33892256
Tanakine,2TBDMS,isomer #3	CC(C)(O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)O[Si](C)(C)C(C)(C)C	2598.0	Semi standard non polar	33892256
Tanakine,3TBDMS,isomer #1	CC(C)(O[Si](C)(C)C(C)(C)C)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)O[Si](C)(C)C(C)(C)C	2807.8	Semi standard non polar	33892256
Tanakine,3TBDMS,isomer #1	CC(C)(O[Si](C)(C)C(C)(C)C)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)O[Si](C)(C)C(C)(C)C	2825.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tanakine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a59-9700000000-6496e4004b1bbd44735e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tanakine GC-MS (2 TMS) - 70eV, Positive	splash10-001i-9784000000-0a14668f0123652eed96	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tanakine 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 - Tanakine 10V, Positive-QTOF	splash10-0fl0-0790000000-43bc8ac95ef2bdb2fe05	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanakine 20V, Positive-QTOF	splash10-001i-3920000000-1dc198b1cd74ab133f0a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanakine 40V, Positive-QTOF	splash10-001i-2900000000-023b3d91eb4c19868f86	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanakine 10V, Negative-QTOF	splash10-014i-1290000000-3f9dd255a600e776d46a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanakine 20V, Negative-QTOF	splash10-014i-3970000000-6916d9b1f35e315b63be	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanakine 40V, Negative-QTOF	splash10-01c9-8900000000-7da09fcfa4acf3b1e9c5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanakine 10V, Negative-QTOF	splash10-014i-0090000000-e36eb32179fec24c4621	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanakine 20V, Negative-QTOF	splash10-0a59-5910000000-eaf7bd455d39a3b79b8d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanakine 40V, Negative-QTOF	splash10-00pi-0900000000-bf6e43a8e7e25d2a1092	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanakine 10V, Positive-QTOF	splash10-00di-0390000000-8d1cdc1b027640ff2c8f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanakine 20V, Positive-QTOF	splash10-00si-1940000000-a1d63acf540f7f62b685	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tanakine 40V, Positive-QTOF	splash10-00l6-6900000000-e02cf40b3d93b636000a	2021-09-23	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

FDB011468

KNApSAcK ID

C00056408

Chemspider ID

28719056

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57357311

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 Tanakine (HMDB0033430)

MOL for HMDB0033430 (Tanakine)

3D MOL for HMDB0033430 (Tanakine)

3D SDF for HMDB0033430 (Tanakine)

3D-SDF for HMDB0033430 (Tanakine)

PDB for HMDB0033430 (Tanakine)

3D PDB for HMDB0033430 (Tanakine)

SMILES for HMDB0033430 (Tanakine)

INCHI for HMDB0033430 (Tanakine)

Structure for HMDB0033430 (Tanakine)

3D Structure for HMDB0033430 (Tanakine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra