Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:22:17 UTC

Update Date

2022-03-07 02:56:44 UTC

HMDB ID

HMDB0040785

Secondary Accession Numbers

HMDB40785

Metabolite Identification

Common Name

Mukoenine A

Description

Mukoenine A belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. Mukoenine A has been detected, but not quantified in, herbs and spices. This could make mukoenine a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Mukoenine A.

Structure

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

HMDB0040785
     RDKit          3D
Mukoenine A
 39 41  0  0  0  0  0  0  0  0999 V2000
    4.2738    1.7676   -1.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6041    0.8877   -0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5436   -0.0153    0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3338    0.9663   -0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5668    0.1932    0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3810   -0.4886    0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5340   -1.6666   -0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7490   -2.3134   -0.5404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5679   -2.2910   -0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4445   -3.5617   -1.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7914   -1.6928   -0.8343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9524   -0.5064   -0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8642    0.1168    0.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2145    1.2415    1.0237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5478    1.3804    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4754    2.3279    1.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8157    2.2522    0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2673    1.1673    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3689    0.2033   -0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0332    0.3036    0.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5429    2.3901   -1.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7848    1.0485   -2.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0749    2.3129   -0.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1282   -0.2569    1.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7259   -0.9335   -0.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5122    0.5148    0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7582    1.7090   -0.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2192    0.7952    1.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1950   -0.6318    1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6253   -2.0074   -0.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1382   -4.3064   -1.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7047   -3.3814   -2.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6149   -3.8836   -1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6679   -2.1514   -1.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5856    1.9106    1.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490    3.1845    1.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5366    3.0035    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3126    1.0504   -0.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7298   -0.6391   -0.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 13  6  1  0
 20 15  1  0
 20 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  8 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
M  END


  Mrv0541 05061312082D          

 20 22  0  0  0  0            999 V2000
   -0.3053   -2.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6643   -2.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6024   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046   -1.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573   -2.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  8  2  0  0  0  0
 12  3  1  0  0  0  0
 12 10  1  0  0  0  0
 13  6  2  0  0  0  0
 14  9  1  0  0  0  0
 15 10  2  0  0  0  0
 15 13  1  0  0  0  0
 16  7  2  0  0  0  0
 16 13  1  0  0  0  0
 17 14  2  0  0  0  0
 17 15  1  0  0  0  0
 18 12  2  0  0  0  0
 18 14  1  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040785

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=C2NC3=CC=CC=C3C2=CC(C)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H19NO/c1-11(2)8-9-14-17-15(10-12(3)18(14)20)13-6-4-5-7-16(13)19-17/h4-8,10,19-20H,9H2,1-3H3

> <INCHI_KEY>
PURITTXNCHNYEP-UHFFFAOYSA-N

> <FORMULA>
C18H19NO

> <MOLECULAR_WEIGHT>
265.3496

> <EXACT_MASS>
265.146664235

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
31.551699993510486

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-1-(3-methylbut-2-en-1-yl)-9H-carbazol-2-ol

> <ALOGPS_LOGP>
4.75

> <JCHEM_LOGP>
5.029308756333334

> <ALOGPS_LOGS>
-5.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.660883724139364

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.851400162994677

> <JCHEM_PKA_STRONGEST_BASIC>
-6.077805700662293

> <JCHEM_POLAR_SURFACE_AREA>
36.019999999999996

> <JCHEM_REFRACTIVITY>
84.73710000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-1-(3-methylbut-2-en-1-yl)-9H-carbazol-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0040785
     RDKit          3D
Mukoenine A
 39 41  0  0  0  0  0  0  0  0999 V2000
    4.2738    1.7676   -1.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6041    0.8877   -0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5436   -0.0153    0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3338    0.9663   -0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5668    0.1932    0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3810   -0.4886    0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5340   -1.6666   -0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7490   -2.3134   -0.5404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5679   -2.2910   -0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4445   -3.5617   -1.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7914   -1.6928   -0.8343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9524   -0.5064   -0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8642    0.1168    0.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2145    1.2415    1.0237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5478    1.3804    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4754    2.3279    1.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8157    2.2522    0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2673    1.1673    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3689    0.2033   -0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0332    0.3036    0.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5429    2.3901   -1.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7848    1.0485   -2.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0749    2.3129   -0.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1282   -0.2569    1.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7259   -0.9335   -0.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5122    0.5148    0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7582    1.7090   -0.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2192    0.7952    1.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1950   -0.6318    1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6253   -2.0074   -0.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1382   -4.3064   -1.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7047   -3.3814   -2.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6149   -3.8836   -1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6679   -2.1514   -1.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5856    1.9106    1.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490    3.1845    1.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5366    3.0035    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3126    1.0504   -0.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7298   -0.6391   -0.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 13  6  1  0
 20 15  1  0
 20 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  8 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  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      -0.570  -5.089   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.107  -4.264   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.727   3.059   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.411   2.235   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.124  -2.479   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.382  -2.159   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.600  -3.944   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0      -1.679   0.130   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4   13                                                       
CONECT    7    5   16                                                       
CONECT    8    9   11                                                       
CONECT    9    8   14                                                       
CONECT   10   12   15                                                       
CONECT   11    1    2    8                                                  
CONECT   12    3   10   18                                                  
CONECT   13    6   15   16                                                  
CONECT   14    9   17   18                                                  
CONECT   15   10   13   17                                                  
CONECT   16    7   13   19                                                  
CONECT   17   14   15   19                                                  
CONECT   18   12   14   20                                                  
CONECT   19   16   17                                                       
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0040785
HETATM    1  C1  UNL     1       4.274   1.768  -1.356  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.604   0.888  -0.313  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.544  -0.015   0.394  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.334   0.966  -0.082  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.567   0.193   0.875  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.381  -0.489   0.290  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.534  -1.667  -0.385  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.749  -2.313  -0.540  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.568  -2.291  -0.964  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.444  -3.562  -1.704  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.791  -1.693  -0.834  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.952  -0.506  -0.155  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.864   0.117   0.421  1.00  0.00           C  
HETATM   14  N1  UNL     1      -1.215   1.241   1.024  1.00  0.00           N  
HETATM   15  C13 UNL     1      -2.548   1.380   0.856  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.475   2.328   1.245  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.816   2.252   0.946  1.00  0.00           C  
HETATM   18  C16 UNL     1      -5.267   1.167   0.215  1.00  0.00           C  
HETATM   19  C17 UNL     1      -4.369   0.203  -0.188  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.033   0.304   0.124  1.00  0.00           C  
HETATM   21  H1  UNL     1       3.543   2.390  -1.868  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.785   1.048  -2.031  1.00  0.00           H  
HETATM   23  H3  UNL     1       5.075   2.313  -0.818  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.128  -0.257   1.382  1.00  0.00           H  
HETATM   25  H5  UNL     1       4.726  -0.934  -0.213  1.00  0.00           H  
HETATM   26  H6  UNL     1       5.512   0.515   0.597  1.00  0.00           H  
HETATM   27  H7  UNL     1       1.758   1.709  -0.678  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.219   0.795   1.760  1.00  0.00           H  
HETATM   29  H9  UNL     1       2.195  -0.632   1.287  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.625  -2.007  -0.173  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.138  -4.306  -1.266  1.00  0.00           H  
HETATM   32  H12 UNL     1      -0.705  -3.381  -2.764  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.615  -3.884  -1.681  1.00  0.00           H  
HETATM   34  H14 UNL     1      -2.668  -2.151  -1.272  1.00  0.00           H  
HETATM   35  H15 UNL     1      -0.586   1.911   1.541  1.00  0.00           H  
HETATM   36  H16 UNL     1      -3.149   3.185   1.815  1.00  0.00           H  
HETATM   37  H17 UNL     1      -5.537   3.003   1.256  1.00  0.00           H  
HETATM   38  H18 UNL     1      -6.313   1.050  -0.054  1.00  0.00           H  
HETATM   39  H19 UNL     1      -4.730  -0.639  -0.757  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4    4
CONECT    3   24   25   26
CONECT    4    5   27
CONECT    5    6   28   29
CONECT    6    7    7   13
CONECT    7    8    9
CONECT    8   30
CONECT    9   10   11   11
CONECT   10   31   32   33
CONECT   11   12   34
CONECT   12   13   13   20
CONECT   13   14
CONECT   14   15   35
CONECT   15   16   16   20
CONECT   16   17   36
CONECT   17   18   18   37
CONECT   18   19   38
CONECT   19   20   20   39
END

HMDB0040785
     RDKit          3D
Mukoenine A
 39 41  0  0  0  0  0  0  0  0999 V2000
    4.2738    1.7676   -1.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6041    0.8877   -0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5436   -0.0153    0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3338    0.9663   -0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5668    0.1932    0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3810   -0.4886    0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5340   -1.6666   -0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7490   -2.3134   -0.5404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5679   -2.2910   -0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4445   -3.5617   -1.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7914   -1.6928   -0.8343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9524   -0.5064   -0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8642    0.1168    0.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2145    1.2415    1.0237 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5478    1.3804    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4754    2.3279    1.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8157    2.2522    0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2673    1.1673    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3689    0.2033   -0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0332    0.3036    0.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5429    2.3901   -1.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7848    1.0485   -2.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0749    2.3129   -0.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1282   -0.2569    1.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7259   -0.9335   -0.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5122    0.5148    0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7582    1.7090   -0.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2192    0.7952    1.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1950   -0.6318    1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6253   -2.0074   -0.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1382   -4.3064   -1.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7047   -3.3814   -2.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6149   -3.8836   -1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6679   -2.1514   -1.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5856    1.9106    1.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490    3.1845    1.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5366    3.0035    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3126    1.0504   -0.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7298   -0.6391   -0.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 13  6  1  0
 20 15  1  0
 20 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  8 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Hydroxy-3-methyl-1-prenylcarbazole	HMDB
3-Methyl-1-(3-methyl-2-butenyl)-9H-carbazol-2-ol, 9ci	HMDB
Girinimbilol	HMDB

Chemical Formula

C₁₈H₁₉NO

Average Molecular Weight

265.3496

Monoisotopic Molecular Weight

265.146664235

IUPAC Name

3-methyl-1-(3-methylbut-2-en-1-yl)-9H-carbazol-2-ol

Traditional Name

3-methyl-1-(3-methylbut-2-en-1-yl)-9H-carbazol-2-ol

CAS Registry Number

155519-81-6

SMILES

CC(C)=CCC1=C2NC3=CC=CC=C3C2=CC(C)=C1O

InChI Identifier

InChI=1S/C18H19NO/c1-11(2)8-9-14-17-15(10-12(3)18(14)20)13-6-4-5-7-16(13)19-17/h4-8,10,19-20H,9H2,1-3H3

InChI Key

PURITTXNCHNYEP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Carbazoles

Alternative Parents

Substituents

Carbazole
Hydroxyindole
Indole
Benzenoid
Heteroaromatic compound
Pyrrole
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0040785)

Cellular substructure

Membrane (HMDB: HMDB0040785)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040785)

Source

Exogenous

Food

Food (HMDB: HMDB0040785)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0040785)

Not Available

Nutrient (HMDB: HMDB0040785)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	106 °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	0.0021 g/L	ALOGPS
logP	4.75	ALOGPS
logP	5.03	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	8.85	ChemAxon
pKa (Strongest Basic)	-6.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	36.02 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	84.74 m³·mol⁻¹	ChemAxon
Polarizability	31.55 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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]+	167.358	31661259
DarkChem	[M-H]-	162.468	31661259
DeepCCS	[M+H]+	164.012	30932474
DeepCCS	[M-H]-	161.654	30932474
DeepCCS	[M-2H]-	194.635	30932474
DeepCCS	[M+Na]+	170.106	30932474
AllCCS	[M+H]+	161.3	32859911
AllCCS	[M+H-H2O]+	157.5	32859911
AllCCS	[M+NH4]+	164.8	32859911
AllCCS	[M+Na]+	165.9	32859911
AllCCS	[M-H]-	166.7	32859911
AllCCS	[M+Na-2H]-	165.8	32859911
AllCCS	[M+HCOO]-	165.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mukoenine A	CC(C)=CCC1=C2NC3=CC=CC=C3C2=CC(C)=C1O	3635.8	Standard polar	33892256
Mukoenine A	CC(C)=CCC1=C2NC3=CC=CC=C3C2=CC(C)=C1O	2564.2	Standard non polar	33892256
Mukoenine A	CC(C)=CCC1=C2NC3=CC=CC=C3C2=CC(C)=C1O	2588.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mukoenine A,1TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(C)=CC2=C1[NH]C1=CC=CC=C12	2750.0	Semi standard non polar	33892256
Mukoenine A,1TMS,isomer #2	CC(C)=CCC1=C(O)C(C)=CC2=C1N([Si](C)(C)C)C1=CC=CC=C21	2720.7	Semi standard non polar	33892256
Mukoenine A,2TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(C)=CC2=C1N([Si](C)(C)C)C1=CC=CC=C21	2773.8	Semi standard non polar	33892256
Mukoenine A,2TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(C)=CC2=C1N([Si](C)(C)C)C1=CC=CC=C21	2480.9	Standard non polar	33892256
Mukoenine A,1TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(C)=CC2=C1[NH]C1=CC=CC=C12	2959.5	Semi standard non polar	33892256
Mukoenine A,1TBDMS,isomer #2	CC(C)=CCC1=C(O)C(C)=CC2=C1N([Si](C)(C)C(C)(C)C)C1=CC=CC=C21	2923.5	Semi standard non polar	33892256
Mukoenine A,2TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(C)=CC2=C1N([Si](C)(C)C(C)(C)C)C1=CC=CC=C21	3106.0	Semi standard non polar	33892256
Mukoenine A,2TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(C)=CC2=C1N([Si](C)(C)C(C)(C)C)C1=CC=CC=C21	2877.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Mukoenine A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fdo-4090000000-ab9d6e8e140d46f0df91	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mukoenine A GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9087000000-41d803998ef8dc600286	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mukoenine A 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 - Mukoenine A 10V, Positive-QTOF	splash10-014i-0090000000-c489611a7123e50cd05c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukoenine A 20V, Positive-QTOF	splash10-0cdi-4190000000-9d9acb9a33791faccaef	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukoenine A 40V, Positive-QTOF	splash10-0a4i-9410000000-def111458277483efca3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukoenine A 10V, Negative-QTOF	splash10-03di-0090000000-5a7a61e5095ca94a59aa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukoenine A 20V, Negative-QTOF	splash10-03di-0090000000-915e9c4ff0aac50aad87	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukoenine A 40V, Negative-QTOF	splash10-0002-1960000000-07f194c21228bb157843	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukoenine A 10V, Negative-QTOF	splash10-03di-0090000000-1f4e1c77bccde6d52d61	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukoenine A 20V, Negative-QTOF	splash10-03di-0190000000-7c32d4eb492bf91e60ce	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukoenine A 40V, Negative-QTOF	splash10-0a4i-2960000000-2f5d069c4a032a8aeb99	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukoenine A 10V, Positive-QTOF	splash10-03di-0090000000-f65361fb60b65fefec90	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukoenine A 20V, Positive-QTOF	splash10-03di-0090000000-44a711386f88efbe68bf	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mukoenine A 40V, Positive-QTOF	splash10-06rx-0950000000-386608cc42c06b2a350d	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020601

KNApSAcK ID

C00057113

Chemspider ID

5020

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5209

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 Mukoenine A (HMDB0040785)

MOL for HMDB0040785 (Mukoenine A)

3D MOL for HMDB0040785 (Mukoenine A)

3D SDF for HMDB0040785 (Mukoenine A)

3D-SDF for HMDB0040785 (Mukoenine A)

PDB for HMDB0040785 (Mukoenine A)

3D PDB for HMDB0040785 (Mukoenine A)

SMILES for HMDB0040785 (Mukoenine A)

INCHI for HMDB0040785 (Mukoenine A)

Structure for HMDB0040785 (Mukoenine A)

3D Structure for HMDB0040785 (Mukoenine A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra