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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:54:20 UTC

Update Date

2022-03-07 02:53:59 UTC

HMDB ID

HMDB0034110

Secondary Accession Numbers

HMDB34110

Metabolite Identification

Common Name

Murrayacine

Description

Murrayacine 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. Murrayacine has been detected, but not quantified in, herbs and spices. This could make murrayacine a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Murrayacine.

Structure

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

HMDB0034110
     RDKit          3D
Murrayacine
 36 39  0  0  0  0  0  0  0  0999 V2000
   -4.2125    0.9114   -0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3152   -0.2233   -0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1916   -1.3631    0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5792   -0.7289   -1.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2667   -0.7572   -1.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4918   -0.2174   -0.4293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1331    0.2726    0.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142    0.7954    1.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1032    1.3111    2.9382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3573    1.2993    3.0077 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9580    0.7911    1.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6286    0.3058    0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8832   -0.2037   -0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7445   -0.6068   -1.4450 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0118   -0.3696   -1.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2584   -0.5844   -1.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4367   -0.2501   -0.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3696    0.3211    0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1451    0.5502    0.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9709    0.2141    0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4942    0.2634    0.7674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9018    0.6007   -1.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5537    1.7580   -0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8569    1.2565    0.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5728   -1.9853   -0.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5544   -2.0417    0.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0728   -0.9945    0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1310   -1.1475   -2.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7824   -1.1462   -2.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5469    1.7042    3.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170    1.1999    2.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5194   -1.0391   -2.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3025   -1.0350   -2.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3943   -0.4489   -1.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3067    0.5876    0.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0850    1.0004    1.8691 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  8 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
  7 21  1  0
 21  2  1  0
 13  6  1  0
 20 15  1  0
 20 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  9 30  1  0
 11 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
M  END


  Mrv0541 05061307352D          

 21 24  0  0  0  0            999 V2000
    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
    6.5058    0.0344    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
    5.8117   -0.4116    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
    2.6777    2.5288    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
    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
    1.8541    2.5760    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
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  2  0  0  0  0
 11  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12  5  2  0  0  0  0
 13  7  1  0  0  0  0
 14  9  2  0  0  0  0
 14 12  1  0  0  0  0
 15  6  2  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
 16 14  1  0  0  0  0
 17 11  2  0  0  0  0
 17 13  1  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 18  8  1  0  0  0  0
 19 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 10  2  0  0  0  0
 21 17  1  0  0  0  0
 21 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034110

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)OC2=C(C=O)C=C3C(NC4=CC=CC=C34)=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H15NO2/c1-18(2)8-7-13-16-14(9-11(10-20)17(13)21-18)12-5-3-4-6-15(12)19-16/h3-10,19H,1-2H3

> <INCHI_KEY>
UBTAPPWQYRWQOH-UHFFFAOYSA-N

> <FORMULA>
C18H15NO2

> <MOLECULAR_WEIGHT>
277.3172

> <EXACT_MASS>
277.110278729

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
30.87378729913307

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,3-dimethyl-3H,11H-pyrano[3,2-a]carbazole-5-carbaldehyde

> <ALOGPS_LOGP>
4.27

> <JCHEM_LOGP>
3.704011436

> <ALOGPS_LOGS>
-5.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.277295102300272

> <JCHEM_PKA_STRONGEST_BASIC>
-4.956392570146931

> <JCHEM_POLAR_SURFACE_AREA>
42.09

> <JCHEM_REFRACTIVITY>
84.4496

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,3-dimethyl-11H-pyrano[3,2-a]carbazole-5-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034110
     RDKit          3D
Murrayacine
 36 39  0  0  0  0  0  0  0  0999 V2000
   -4.2125    0.9114   -0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3152   -0.2233   -0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1916   -1.3631    0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5792   -0.7289   -1.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2667   -0.7572   -1.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4918   -0.2174   -0.4293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1331    0.2726    0.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142    0.7954    1.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1032    1.3111    2.9382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3573    1.2993    3.0077 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9580    0.7911    1.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6286    0.3058    0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8832   -0.2037   -0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7445   -0.6068   -1.4450 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0118   -0.3696   -1.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2584   -0.5844   -1.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4367   -0.2501   -0.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3696    0.3211    0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1451    0.5502    0.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9709    0.2141    0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4942    0.2634    0.7674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9018    0.6007   -1.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5537    1.7580   -0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8569    1.2565    0.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5728   -1.9853   -0.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5544   -2.0417    0.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0728   -0.9945    0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1310   -1.1475   -2.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7824   -1.1462   -2.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5469    1.7042    3.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170    1.1999    2.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5194   -1.0391   -2.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3025   -1.0350   -2.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3943   -0.4489   -1.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3067    0.5876    0.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0850    1.0004    1.8691 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  8 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
  7 21  1  0
 21  2  1  0
 13  6  1  0
 20 15  1  0
 20 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  9 30  1  0
 11 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  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       1.229  -0.063   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.342   1.914   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.071   1.603   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.144   0.064   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      10.849  -0.768   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.694  -0.606   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.156  -0.517   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.228   3.257   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.998   4.720   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.691   3.345   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       3.461   4.809   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   18                                                            
CONECT    2   18                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   12                                                       
CONECT    6    4   15                                                       
CONECT    7    8   13                                                       
CONECT    8    7   18                                                       
CONECT    9   11   14                                                       
CONECT   10   11   20                                                       
CONECT   11    9   10   17                                                  
CONECT   12    5   14   15                                                  
CONECT   13    7   16   17                                                  
CONECT   14    9   12   16                                                  
CONECT   15    6   12   19                                                  
CONECT   16   13   14   19                                                  
CONECT   17   11   13   21                                                  
CONECT   18    1    2    8   21                                             
CONECT   19   15   16                                                       
CONECT   20   10                                                            
CONECT   21   17   18                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0034110
HETATM    1  C1  UNL     1      -4.213   0.911  -0.699  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.315  -0.223  -0.228  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.192  -1.363   0.281  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.579  -0.729  -1.382  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.267  -0.757  -1.543  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.492  -0.217  -0.429  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.133   0.273   0.684  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.414   0.795   1.765  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.103   1.311   2.938  1.00  0.00           C  
HETATM   10  O1  UNL     1      -2.357   1.299   3.008  1.00  0.00           O  
HETATM   11  C10 UNL     1       0.958   0.791   1.652  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.629   0.306   0.547  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.883  -0.204  -0.504  1.00  0.00           C  
HETATM   14  N1  UNL     1       1.745  -0.607  -1.445  1.00  0.00           N  
HETATM   15  C13 UNL     1       3.012  -0.370  -1.026  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.258  -0.584  -1.587  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.437  -0.250  -0.950  1.00  0.00           C  
HETATM   18  C16 UNL     1       5.370   0.321   0.296  1.00  0.00           C  
HETATM   19  C17 UNL     1       4.145   0.550   0.887  1.00  0.00           C  
HETATM   20  C18 UNL     1       2.971   0.214   0.245  1.00  0.00           C  
HETATM   21  O2  UNL     1      -2.494   0.263   0.767  1.00  0.00           O  
HETATM   22  H1  UNL     1      -4.902   0.601  -1.491  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.554   1.758  -0.969  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.857   1.256   0.155  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.573  -1.985  -0.561  1.00  0.00           H  
HETATM   26  H5  UNL     1      -3.554  -2.042   0.899  1.00  0.00           H  
HETATM   27  H6  UNL     1      -5.073  -0.995   0.837  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.131  -1.148  -2.250  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.782  -1.146  -2.425  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.547   1.704   3.750  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.517   1.200   2.498  1.00  0.00           H  
HETATM   32  H11 UNL     1       1.519  -1.039  -2.367  1.00  0.00           H  
HETATM   33  H12 UNL     1       4.302  -1.035  -2.570  1.00  0.00           H  
HETATM   34  H13 UNL     1       6.394  -0.449  -1.455  1.00  0.00           H  
HETATM   35  H14 UNL     1       6.307   0.588   0.804  1.00  0.00           H  
HETATM   36  H15 UNL     1       4.085   1.000   1.869  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4   21
CONECT    3   25   26   27
CONECT    4    5    5   28
CONECT    5    6   29
CONECT    6    7    7   13
CONECT    7    8   21
CONECT    8    9   11   11
CONECT    9   10   10   30
CONECT   11   12   31
CONECT   12   13   13   20
CONECT   13   14
CONECT   14   15   32
CONECT   15   16   16   20
CONECT   16   17   33
CONECT   17   18   18   34
CONECT   18   19   35
CONECT   19   20   20   36
END

HMDB0034110
     RDKit          3D
Murrayacine
 36 39  0  0  0  0  0  0  0  0999 V2000
   -4.2125    0.9114   -0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3152   -0.2233   -0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1916   -1.3631    0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5792   -0.7289   -1.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2667   -0.7572   -1.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4918   -0.2174   -0.4293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1331    0.2726    0.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4142    0.7954    1.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1032    1.3111    2.9382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3573    1.2993    3.0077 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9580    0.7911    1.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6286    0.3058    0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8832   -0.2037   -0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7445   -0.6068   -1.4450 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0118   -0.3696   -1.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2584   -0.5844   -1.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4367   -0.2501   -0.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3696    0.3211    0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1451    0.5502    0.8865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9709    0.2141    0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4942    0.2634    0.7674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9018    0.6007   -1.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5537    1.7580   -0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8569    1.2565    0.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5728   -1.9853   -0.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5544   -2.0417    0.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0728   -0.9945    0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1310   -1.1475   -2.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7824   -1.1462   -2.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5469    1.7042    3.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170    1.1999    2.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5194   -1.0391   -2.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3025   -1.0350   -2.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3943   -0.4489   -1.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3067    0.5876    0.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0850    1.0004    1.8691 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  8 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
  7 21  1  0
 21  2  1  0
 13  6  1  0
 20 15  1  0
 20 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  9 30  1  0
 11 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,11-dihydro-3,3-dimethylpyrano[3,2-a]Carbazole-5-carboxaldehyde, 9ci	HMDB
Indole derivative, 22	HMDB

Chemical Formula

C₁₈H₁₅NO₂

Average Molecular Weight

277.3172

Monoisotopic Molecular Weight

277.110278729

IUPAC Name

3,3-dimethyl-3H,11H-pyrano[3,2-a]carbazole-5-carbaldehyde

Traditional Name

3,3-dimethyl-11H-pyrano[3,2-a]carbazole-5-carbaldehyde

CAS Registry Number

27300-29-4

SMILES

CC1(C)OC2=C(C=O)C=C3C(NC4=CC=CC=C34)=C2C=C1

InChI Identifier

InChI=1S/C18H15NO2/c1-18(2)8-7-13-16-14(9-11(10-20)17(13)21-18)12-5-3-4-6-15(12)19-16/h3-10,19H,1-2H3

InChI Key

UBTAPPWQYRWQOH-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
Indole
Alkyl aryl ether
Aryl-aldehyde
Benzenoid
Pyrrole
Heteroaromatic compound
Ether
Oxacycle
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Aldehyde
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0034110)

Cellular substructure

Membrane (HMDB: HMDB0034110)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034110)

Source

Exogenous

Food

Food (HMDB: HMDB0034110)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0034110)

Not Available

Nutrient (HMDB: HMDB0034110)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	244 - 245 °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	0.0015 g/L	ALOGPS
logP	4.27	ALOGPS
logP	3.7	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	14.28	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	42.09 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	84.45 m³·mol⁻¹	ChemAxon
Polarizability	30.87 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]+	162.622	31661259
DarkChem	[M-H]-	161.959	31661259
DeepCCS	[M-2H]-	203.028	30932474
DeepCCS	[M+Na]+	178.254	30932474
AllCCS	[M+H]+	164.3	32859911
AllCCS	[M+H-H2O]+	160.5	32859911
AllCCS	[M+NH4]+	167.9	32859911
AllCCS	[M+Na]+	168.9	32859911
AllCCS	[M-H]-	170.6	32859911
AllCCS	[M+Na-2H]-	169.6	32859911
AllCCS	[M+HCOO]-	168.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Murrayacine	CC1(C)OC2=C(C=O)C=C3C(NC4=CC=CC=C34)=C2C=C1	3729.2	Standard polar	33892256
Murrayacine	CC1(C)OC2=C(C=O)C=C3C(NC4=CC=CC=C34)=C2C=C1	2911.3	Standard non polar	33892256
Murrayacine	CC1(C)OC2=C(C=O)C=C3C(NC4=CC=CC=C34)=C2C=C1	2763.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Murrayacine,1TMS,isomer #1	CC1(C)C=CC2=C(O1)C(C=O)=CC1=C2N([Si](C)(C)C)C2=CC=CC=C12	2844.0	Semi standard non polar	33892256
Murrayacine,1TMS,isomer #1	CC1(C)C=CC2=C(O1)C(C=O)=CC1=C2N([Si](C)(C)C)C2=CC=CC=C12	2462.2	Standard non polar	33892256
Murrayacine,1TBDMS,isomer #1	CC1(C)C=CC2=C(O1)C(C=O)=CC1=C2N([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	2994.2	Semi standard non polar	33892256
Murrayacine,1TBDMS,isomer #1	CC1(C)C=CC2=C(O1)C(C=O)=CC1=C2N([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	2685.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Murrayacine GC-MS (Non-derivatized) - 70eV, Positive	splash10-01t9-0390000000-4c711a1d93d769f52889	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Murrayacine 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 - Murrayacine 10V, Positive-QTOF	splash10-004i-0090000000-074c2343d3e16a3a4e55	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayacine 20V, Positive-QTOF	splash10-004i-0090000000-5469ab8bd3720b19afeb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayacine 40V, Positive-QTOF	splash10-00xr-4790000000-1c6fd06b64cc4f2600a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayacine 10V, Negative-QTOF	splash10-004i-0090000000-3990fcbb37e4802c080e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayacine 20V, Negative-QTOF	splash10-004i-0090000000-f57e3f5a531bc18089a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayacine 40V, Negative-QTOF	splash10-052f-1970000000-ebd977e0e545b0a55a9b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayacine 10V, Negative-QTOF	splash10-004i-0090000000-9987ea1030550780a9d6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayacine 20V, Negative-QTOF	splash10-004j-0090000000-ffa9af91879b93ca8415	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayacine 40V, Negative-QTOF	splash10-000x-1490000000-e0a28fa6906eeb7d757d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayacine 10V, Positive-QTOF	splash10-004i-0090000000-aa2847a431e62b643117	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayacine 20V, Positive-QTOF	splash10-004i-0090000000-f90b88e76a40d35726df	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Murrayacine 40V, Positive-QTOF	splash10-00s6-0290000000-86adc9bbb29fb996729b	2021-09-23	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

FDB012377

KNApSAcK ID

C00051674

Chemspider ID

4478152

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319962

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 Murrayacine (HMDB0034110)

MOL for HMDB0034110 (Murrayacine)

3D MOL for HMDB0034110 (Murrayacine)

3D SDF for HMDB0034110 (Murrayacine)

3D-SDF for HMDB0034110 (Murrayacine)

PDB for HMDB0034110 (Murrayacine)

3D PDB for HMDB0034110 (Murrayacine)

SMILES for HMDB0034110 (Murrayacine)

INCHI for HMDB0034110 (Murrayacine)

Structure for HMDB0034110 (Murrayacine)

3D Structure for HMDB0034110 (Murrayacine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra