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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:10:53 UTC

Update Date

2022-03-07 02:55:56 UTC

HMDB ID

HMDB0038833

Secondary Accession Numbers

HMDB38833

Metabolite Identification

Common Name

Murrayamine A

Description

Murrayamine 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. Murrayamine A has been detected, but not quantified in, herbs and spices. This could make murrayamine a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Murrayamine A.

Structure

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

HMDB0038833
     RDKit          3D
Murrayamine A
 38 41  0  0  0  0  0  0  0  0999 V2000
    0.7885   -2.8347    1.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3083   -1.6628    1.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0523   -1.5056    0.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5358   -0.4322    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6246    0.4817   -0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3513    1.4163   -0.9882 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6713    1.1101   -0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8157    1.7097   -1.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0800    1.1901   -1.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2190    1.8278   -1.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2231    0.0197   -0.4710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0816   -0.5846    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8219   -0.0759   -0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7437    0.3432   -0.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2169   -0.7499    0.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5717   -0.8489    0.7789 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5052    0.0723    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4054   -0.6951   -0.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3338    0.6828    1.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9495    1.2077   -0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6633    1.3273   -0.6585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2703   -3.5399    1.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5401   -2.5780    2.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0558   -3.3613    2.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7792   -2.2150    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9221    2.2295   -1.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7158    2.6223   -1.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0923    2.6781   -2.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2271   -0.3521   -0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1908   -1.4951    0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1731   -1.2795   -0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7520   -1.4146   -1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8858   -0.0143   -1.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8030   -0.0880    2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6435    1.3305    1.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0818    1.3243    0.9389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5963    1.9845   -0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2274    2.1697   -1.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
  5 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  2  0
 15  2  1  0
 13  4  1  0
 21 14  1  0
 13  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  6 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 18 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
M  END


  Mrv0541 05061310412D          

 21 24  0  0  0  0            999 V2000
    2.6777    2.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6585   -0.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7191    1.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4665    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7333    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5144   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6908   -0.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8724    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8117   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0487    1.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5058    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0392    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9671    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2434    1.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0784   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7907    0.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5961    1.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3198    0.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3068   -0.3254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2390   -0.3437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7724    1.1494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  6  2  0  0  0  0
 10  1  1  0  0  0  0
 10  8  1  0  0  0  0
 11  4  1  0  0  0  0
 11  9  2  0  0  0  0
 12  5  1  0  0  0  0
 13  6  1  0  0  0  0
 14  8  2  0  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 15 12  2  0  0  0  0
 16 13  2  0  0  0  0
 16 14  1  0  0  0  0
 17 10  2  0  0  0  0
 17 13  1  0  0  0  0
 18  2  1  0  0  0  0
 18  3  1  0  0  0  0
 18  7  1  0  0  0  0
 19 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 11  1  0  0  0  0
 21 17  1  0  0  0  0
 21 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038833

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C2OC(C)(C)C=CC2=C2NC3=C(C=CC(O)=C3)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NO2/c1-10-8-14-12-5-4-11(20)9-15(12)19-16(14)13-6-7-18(2,3)21-17(10)13/h4-9,19-20H,1-3H3

> <INCHI_KEY>
RIEXGJSQJLHVLX-UHFFFAOYSA-N

> <FORMULA>
C18H17NO2

> <MOLECULAR_WEIGHT>
279.3331

> <EXACT_MASS>
279.125928793

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
31.916281173630956

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,3,5-trimethyl-3H,11H-pyrano[3,2-a]carbazol-9-ol

> <ALOGPS_LOGP>
4.35

> <JCHEM_LOGP>
4.201365159

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.503366459658626

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.77183734449904

> <JCHEM_PKA_STRONGEST_BASIC>
-4.919112155326875

> <JCHEM_POLAR_SURFACE_AREA>
45.25

> <JCHEM_REFRACTIVITY>
84.88770000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.18e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,3,5-trimethyl-11H-pyrano[3,2-a]carbazol-9-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038833
     RDKit          3D
Murrayamine A
 38 41  0  0  0  0  0  0  0  0999 V2000
    0.7885   -2.8347    1.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3083   -1.6628    1.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0523   -1.5056    0.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5358   -0.4322    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6246    0.4817   -0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3513    1.4163   -0.9882 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6713    1.1101   -0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8157    1.7097   -1.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0800    1.1901   -1.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2190    1.8278   -1.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2231    0.0197   -0.4710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0816   -0.5846    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8219   -0.0759   -0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7437    0.3432   -0.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2169   -0.7499    0.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5717   -0.8489    0.7789 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5052    0.0723    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4054   -0.6951   -0.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3338    0.6828    1.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9495    1.2077   -0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6633    1.3273   -0.6585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2703   -3.5399    1.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5401   -2.5780    2.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0558   -3.3613    2.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7792   -2.2150    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9221    2.2295   -1.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7158    2.6223   -1.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0923    2.6781   -2.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2271   -0.3521   -0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1908   -1.4951    0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1731   -1.2795   -0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7520   -1.4146   -1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8858   -0.0143   -1.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8030   -0.0880    2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6435    1.3305    1.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0818    1.3243    0.9389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5963    1.9845   -0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2274    2.1697   -1.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
  5 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  2  0
 15  2  1  0
 13  4  1  0
 21 14  1  0
 13  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  6 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 18 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  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       4.998   4.720   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.229  -0.063   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.342   1.914   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.071   1.603   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.702   2.308   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.694  -0.606   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.156  -0.517   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.228   3.257   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.849  -0.768   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.691   3.345   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.144   0.064   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.407   1.476   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.539   0.682   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.921   1.881   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.480  -0.063   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.076   0.594   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.846   2.057   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.464   0.858   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       8.039  -0.607   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0      13.513  -0.642   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.308   2.146   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   18                                                            
CONECT    3   18                                                            
CONECT    4    5   11                                                       
CONECT    5    4   12                                                       
CONECT    6    7   13                                                       
CONECT    7    6   18                                                       
CONECT    8   10   14                                                       
CONECT    9   11   15                                                       
CONECT   10    1    8   17                                                  
CONECT   11    4    9   20                                                  
CONECT   12    5   14   15                                                  
CONECT   13    6   16   17                                                  
CONECT   14    8   12   16                                                  
CONECT   15    9   12   19                                                  
CONECT   16   13   14   19                                                  
CONECT   17   10   13   21                                                  
CONECT   18    2    3    7   21                                             
CONECT   19   15   16                                                       
CONECT   20   11                                                            
CONECT   21   17   18                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0038833
HETATM    1  C1  UNL     1       0.789  -2.835   1.853  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.308  -1.663   1.080  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.052  -1.506   0.858  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.536  -0.432   0.146  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.625   0.482  -0.340  1.00  0.00           C  
HETATM    6  N1  UNL     1      -1.351   1.416  -0.988  1.00  0.00           N  
HETATM    7  C6  UNL     1      -2.671   1.110  -0.918  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.816   1.710  -1.395  1.00  0.00           C  
HETATM    9  C8  UNL     1      -5.080   1.190  -1.187  1.00  0.00           C  
HETATM   10  O1  UNL     1      -6.219   1.828  -1.687  1.00  0.00           O  
HETATM   11  C9  UNL     1      -5.223   0.020  -0.471  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.082  -0.585   0.009  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.822  -0.076  -0.193  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.744   0.343  -0.130  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.217  -0.750   0.594  1.00  0.00           C  
HETATM   16  O2  UNL     1       2.572  -0.849   0.779  1.00  0.00           O  
HETATM   17  C14 UNL     1       3.505   0.072   0.290  1.00  0.00           C  
HETATM   18  C15 UNL     1       4.405  -0.695  -0.666  1.00  0.00           C  
HETATM   19  C16 UNL     1       4.334   0.683   1.416  1.00  0.00           C  
HETATM   20  C17 UNL     1       2.949   1.208  -0.467  1.00  0.00           C  
HETATM   21  C18 UNL     1       1.663   1.327  -0.659  1.00  0.00           C  
HETATM   22  H1  UNL     1       1.270  -3.540   1.132  1.00  0.00           H  
HETATM   23  H2  UNL     1       1.540  -2.578   2.603  1.00  0.00           H  
HETATM   24  H3  UNL     1      -0.056  -3.361   2.335  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.779  -2.215   1.234  1.00  0.00           H  
HETATM   26  H5  UNL     1      -0.922   2.229  -1.455  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.716   2.622  -1.954  1.00  0.00           H  
HETATM   28  H7  UNL     1      -6.092   2.678  -2.205  1.00  0.00           H  
HETATM   29  H8  UNL     1      -6.227  -0.352  -0.331  1.00  0.00           H  
HETATM   30  H9  UNL     1      -4.191  -1.495   0.566  1.00  0.00           H  
HETATM   31  H10 UNL     1       5.173  -1.280  -0.119  1.00  0.00           H  
HETATM   32  H11 UNL     1       3.752  -1.415  -1.202  1.00  0.00           H  
HETATM   33  H12 UNL     1       4.886  -0.014  -1.399  1.00  0.00           H  
HETATM   34  H13 UNL     1       4.803  -0.088   2.051  1.00  0.00           H  
HETATM   35  H14 UNL     1       3.643   1.331   1.996  1.00  0.00           H  
HETATM   36  H15 UNL     1       5.082   1.324   0.939  1.00  0.00           H  
HETATM   37  H16 UNL     1       3.596   1.984  -0.892  1.00  0.00           H  
HETATM   38  H17 UNL     1       1.227   2.170  -1.223  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3   15
CONECT    3    4   25
CONECT    4    5    5   13
CONECT    5    6   14
CONECT    6    7   26
CONECT    7    8    8   13
CONECT    8    9   27
CONECT    9   10   11   11
CONECT   10   28
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   14   15   15   21
CONECT   15   16
CONECT   16   17
CONECT   17   18   19   20
CONECT   18   31   32   33
CONECT   19   34   35   36
CONECT   20   21   21   37
CONECT   21   38
END

HMDB0038833
     RDKit          3D
Murrayamine A
 38 41  0  0  0  0  0  0  0  0999 V2000
    0.7885   -2.8347    1.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3083   -1.6628    1.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0523   -1.5056    0.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5358   -0.4322    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6246    0.4817   -0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3513    1.4163   -0.9882 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6713    1.1101   -0.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8157    1.7097   -1.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0800    1.1901   -1.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2190    1.8278   -1.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2231    0.0197   -0.4710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0816   -0.5846    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8219   -0.0759   -0.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7437    0.3432   -0.1295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2169   -0.7499    0.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5717   -0.8489    0.7789 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5052    0.0723    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4054   -0.6951   -0.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3338    0.6828    1.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9495    1.2077   -0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6633    1.3273   -0.6585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2703   -3.5399    1.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5401   -2.5780    2.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0558   -3.3613    2.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7792   -2.2150    1.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9221    2.2295   -1.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7158    2.6223   -1.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0923    2.6781   -2.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2271   -0.3521   -0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1908   -1.4951    0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1731   -1.2795   -0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7520   -1.4146   -1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8858   -0.0143   -1.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8030   -0.0880    2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6435    1.3305    1.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0818    1.3243    0.9389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5963    1.9845   -0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2274    2.1697   -1.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
  5 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  2  0
 15  2  1  0
 13  4  1  0
 21 14  1  0
 13  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  6 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 18 31  1  0
 18 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
 21 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Mukoenine C	HMDB

Chemical Formula

C₁₈H₁₇NO₂

Average Molecular Weight

279.3331

Monoisotopic Molecular Weight

279.125928793

IUPAC Name

3,3,5-trimethyl-3H,11H-pyrano[3,2-a]carbazol-9-ol

Traditional Name

3,3,5-trimethyl-11H-pyrano[3,2-a]carbazol-9-ol

CAS Registry Number

134779-17-2

SMILES

CC1=C2OC(C)(C)C=CC2=C2NC3=C(C=CC(O)=C3)C2=C1

InChI Identifier

InChI=1S/C18H17NO2/c1-10-8-14-12-5-4-11(20)9-15(12)19-16(14)13-6-7-18(2,3)21-17(10)13/h4-9,19-20H,1-3H3

InChI Key

RIEXGJSQJLHVLX-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
2,2-dimethyl-1-benzopyran
Benzopyran
1-benzopyran
Hydroxyindole
Indole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Heteroaromatic compound
Pyrrole
Oxacycle
Azacycle
Ether
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0038833)

Cellular substructure

Membrane (HMDB: HMDB0038833)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038833)

Source

Exogenous

Food

Food (HMDB: HMDB0038833)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0038833)

Not Available

Nutrient (HMDB: HMDB0038833)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	162 - 163 °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	0.0052 g/L	ALOGPS
logP	4.35	ALOGPS
logP	4.2	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	9.77	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	45.25 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	84.89 m³·mol⁻¹	ChemAxon
Polarizability	31.92 Å³	ChemAxon
Number of Rings	4	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]+	164.975	31661259
DarkChem	[M-H]-	168.382	31661259
DeepCCS	[M+H]+	168.719	30932474
DeepCCS	[M-H]-	166.361	30932474
DeepCCS	[M-2H]-	200.085	30932474
DeepCCS	[M+Na]+	175.312	30932474
AllCCS	[M+H]+	165.3	32859911
AllCCS	[M+H-H2O]+	161.5	32859911
AllCCS	[M+NH4]+	168.8	32859911
AllCCS	[M+Na]+	169.8	32859911
AllCCS	[M-H]-	171.7	32859911
AllCCS	[M+Na-2H]-	170.8	32859911
AllCCS	[M+HCOO]-	169.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Murrayamine A	CC1=C2OC(C)(C)C=CC2=C2NC3=C(C=CC(O)=C3)C2=C1	3861.8	Standard polar	33892256
Murrayamine A	CC1=C2OC(C)(C)C=CC2=C2NC3=C(C=CC(O)=C3)C2=C1	2895.5	Standard non polar	33892256
Murrayamine A	CC1=C2OC(C)(C)C=CC2=C2NC3=C(C=CC(O)=C3)C2=C1	2870.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Murrayamine A,1TMS,isomer #1	CC1=CC2=C([NH]C3=CC(O[Si](C)(C)C)=CC=C32)C2=C1OC(C)(C)C=C2	3035.9	Semi standard non polar	33892256
Murrayamine A,1TMS,isomer #2	CC1=CC2=C(C3=C1OC(C)(C)C=C3)N([Si](C)(C)C)C1=CC(O)=CC=C21	2931.0	Semi standard non polar	33892256
Murrayamine A,2TMS,isomer #1	CC1=CC2=C(C3=C1OC(C)(C)C=C3)N([Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC=C21	2961.0	Semi standard non polar	33892256
Murrayamine A,2TMS,isomer #1	CC1=CC2=C(C3=C1OC(C)(C)C=C3)N([Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC=C21	2553.3	Standard non polar	33892256
Murrayamine A,1TBDMS,isomer #1	CC1=CC2=C([NH]C3=CC(O[Si](C)(C)C(C)(C)C)=CC=C32)C2=C1OC(C)(C)C=C2	3199.0	Semi standard non polar	33892256
Murrayamine A,1TBDMS,isomer #2	CC1=CC2=C(C3=C1OC(C)(C)C=C3)N([Si](C)(C)C(C)(C)C)C1=CC(O)=CC=C21	3071.6	Semi standard non polar	33892256
Murrayamine A,2TBDMS,isomer #1	CC1=CC2=C(C3=C1OC(C)(C)C=C3)N([Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C21	3259.1	Semi standard non polar	33892256
Murrayamine A,2TBDMS,isomer #1	CC1=CC2=C(C3=C1OC(C)(C)C=C3)N([Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C21	2969.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Murrayamine A GC-MS (Non-derivatized) - 70eV, Positive	splash10-03g0-0290000000-085eebb9a430c4687f68	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Murrayamine A GC-MS (1 TMS) - 70eV, Positive	splash10-0079-3098000000-cd56ecc7b56aef17c113	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Murrayamine 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 - Murrayamine A 10V, Positive-QTOF	splash10-001i-0090000000-9e9933384f6b9355f47c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayamine A 20V, Positive-QTOF	splash10-001i-0090000000-a9ecc043659ffd13849c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayamine A 40V, Positive-QTOF	splash10-00di-3790000000-58786c1b9fd979a20dd1	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayamine A 10V, Negative-QTOF	splash10-004i-0090000000-b90a2115cfa325b2292e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayamine A 20V, Negative-QTOF	splash10-004i-0090000000-00d03bd55ee8382e76a8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayamine A 40V, Negative-QTOF	splash10-01ox-1790000000-d17a26c0083ea5d29f71	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayamine A 10V, Negative-QTOF	splash10-004i-0090000000-50cc1ea4c83b57b666b0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayamine A 20V, Negative-QTOF	splash10-004i-0090000000-50cc1ea4c83b57b666b0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayamine A 40V, Negative-QTOF	splash10-0f8j-0090000000-111a2655a6748d24b301	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayamine A 10V, Positive-QTOF	splash10-001i-0090000000-ca9c209963e0693bbfab	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayamine A 20V, Positive-QTOF	splash10-001i-0090000000-d1d2c4201e175800bcbc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayamine A 40V, Positive-QTOF	splash10-01w0-0190000000-05daa937e5f4e34ad31b	2021-09-22	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

FDB018268

KNApSAcK ID

C00057034

Chemspider ID

8260545

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10085008

PDB ID

Not Available

ChEBI ID

173988

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 Murrayamine A (HMDB0038833)

MOL for HMDB0038833 (Murrayamine A)

3D MOL for HMDB0038833 (Murrayamine A)

3D SDF for HMDB0038833 (Murrayamine A)

3D-SDF for HMDB0038833 (Murrayamine A)

PDB for HMDB0038833 (Murrayamine A)

3D PDB for HMDB0038833 (Murrayamine A)

SMILES for HMDB0038833 (Murrayamine A)

INCHI for HMDB0038833 (Murrayamine A)

Structure for HMDB0038833 (Murrayamine A)

3D Structure for HMDB0038833 (Murrayamine A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra