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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:55:19 UTC

Update Date

2022-03-07 02:56:12 UTC

HMDB ID

HMDB0039455

Secondary Accession Numbers

HMDB39455

Metabolite Identification

Common Name

Macaridine

Description

Macaridine belongs to the class of organic compounds known as dihydropyridines. Dihydropyridines are compounds containing a dihydropyridine moiety, which is a semi-saturated pyridine derivative with two double bonds. Macaridine has been detected, but not quantified in, root vegetables. This could make macaridine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Macaridine.

Structure

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

HMDB0039455
     RDKit          3D
Macaridine
 29 30  0  0  0  0  0  0  0  0999 V2000
   -0.3842    0.1389    3.2691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3710    0.5803    2.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567    0.3362    1.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9179   -0.3721    0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3263   -1.0374    0.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283   -0.5036    0.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2879    0.5283    0.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4128    1.0213    0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7961    0.4535   -1.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0691   -0.5820   -1.6071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9434   -1.0399   -0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2679   -0.5668   -0.9345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4710    0.0245   -1.3757 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9000   -0.1330   -2.6713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2507    0.7918   -0.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9024    0.9564    0.7705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0559    1.1767    3.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4439   -1.1612    1.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2734   -2.1292    0.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9662    0.9637    1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0008    1.8329    0.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6842    0.8056   -1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3683   -1.0233   -2.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4166   -1.8676   -1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3757   -1.6824   -1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3732   -0.2856   -1.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8843   -0.0324   -2.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1705    1.2454   -0.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5360    1.5609    1.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16  3  1  0
 11  6  1  0
  2 17  1  0
  5 18  1  0
  5 19  1  0
  7 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
M  END


  Mrv0541 05061311092D          

 16 17  0  0  0  0            999 V2000
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  7  6  2  0  0  0  0
 11  4  2  0  0  0  0
 11  5  1  0  0  0  0
 11  8  1  0  0  0  0
 12  6  1  0  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 12  2  0  0  0  0
 14  7  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  2  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039455

> <DATABASE_NAME>
hmdb

> <SMILES>
ON1CC(CC2=CC=CC=C2)=C(C=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H13NO2/c15-10-12-6-7-14(16)9-13(12)8-11-4-2-1-3-5-11/h1-7,10,16H,8-9H2

> <INCHI_KEY>
PHSAQLJHWJOCBJ-UHFFFAOYSA-N

> <FORMULA>
C13H13NO2

> <MOLECULAR_WEIGHT>
215.2478

> <EXACT_MASS>
215.094628665

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
22.66677432254366

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-benzyl-1-hydroxy-1,2-dihydropyridine-4-carbaldehyde

> <ALOGPS_LOGP>
1.21

> <JCHEM_LOGP>
1.1797762779999998

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.207032557035589

> <JCHEM_PKA_STRONGEST_BASIC>
1.8653098678629216

> <JCHEM_POLAR_SURFACE_AREA>
40.540000000000006

> <JCHEM_REFRACTIVITY>
63.7075

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.72e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-benzyl-1-hydroxy-2H-pyridine-4-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039455
     RDKit          3D
Macaridine
 29 30  0  0  0  0  0  0  0  0999 V2000
   -0.3842    0.1389    3.2691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3710    0.5803    2.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567    0.3362    1.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9179   -0.3721    0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3263   -1.0374    0.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283   -0.5036    0.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2879    0.5283    0.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4128    1.0213    0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7961    0.4535   -1.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0691   -0.5820   -1.6071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9434   -1.0399   -0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2679   -0.5668   -0.9345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4710    0.0245   -1.3757 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9000   -0.1330   -2.6713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2507    0.7918   -0.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9024    0.9564    0.7705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0559    1.1767    3.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4439   -1.1612    1.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2734   -2.1292    0.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9662    0.9637    1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0008    1.8329    0.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6842    0.8056   -1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3683   -1.0233   -2.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4166   -1.8676   -1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3757   -1.6824   -1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3732   -0.2856   -1.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8843   -0.0324   -2.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1705    1.2454   -0.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5360    1.5609    1.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16  3  1  0
 11  6  1  0
  2 17  1  0
  5 18  1  0
  5 19  1  0
  7 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  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       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       0.000   9.240   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       5.335  10.780   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2   11                                                       
CONECT    5    3   11                                                       
CONECT    6    7   12                                                       
CONECT    7    6   14                                                       
CONECT    8   11   13                                                       
CONECT    9   13   14                                                       
CONECT   10   12   15                                                       
CONECT   11    4    5    8                                                  
CONECT   12    6   10   13                                                  
CONECT   13    8    9   12                                                  
CONECT   14    7    9   16                                                  
CONECT   15   10                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0039455
HETATM    1  O1  UNL     1      -0.384   0.139   3.269  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.371   0.580   2.700  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.657   0.336   1.292  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.918  -0.372   0.494  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.326  -1.037   0.914  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.528  -0.504   0.260  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.288   0.528   0.772  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.413   1.021   0.144  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.796   0.454  -1.054  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.069  -0.582  -1.607  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.943  -1.040  -0.932  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.268  -0.567  -0.934  1.00  0.00           C  
HETATM   13  N1  UNL     1      -2.471   0.024  -1.376  1.00  0.00           N  
HETATM   14  O2  UNL     1      -2.900  -0.133  -2.671  1.00  0.00           O  
HETATM   15  C12 UNL     1      -3.251   0.792  -0.473  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.902   0.956   0.771  1.00  0.00           C  
HETATM   17  H1  UNL     1      -2.056   1.177   3.275  1.00  0.00           H  
HETATM   18  H2  UNL     1       0.444  -1.161   1.960  1.00  0.00           H  
HETATM   19  H3  UNL     1       0.273  -2.129   0.521  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.966   0.964   1.722  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.001   1.833   0.558  1.00  0.00           H  
HETATM   22  H6  UNL     1       4.684   0.806  -1.599  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.368  -1.023  -2.540  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.417  -1.868  -1.433  1.00  0.00           H  
HETATM   25  H9  UNL     1      -1.376  -1.682  -1.102  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.373  -0.286  -1.556  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.884  -0.032  -2.652  1.00  0.00           H  
HETATM   28  H12 UNL     1      -4.170   1.245  -0.874  1.00  0.00           H  
HETATM   29  H13 UNL     1      -3.536   1.561   1.443  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   17
CONECT    3    4    4   16
CONECT    4    5   12
CONECT    5    6   18   19
CONECT    6    7    7   11
CONECT    7    8   20
CONECT    8    9    9   21
CONECT    9   10   22
CONECT   10   11   11   23
CONECT   11   24
CONECT   12   13   25   26
CONECT   13   14   15
CONECT   14   27
CONECT   15   16   16   28
CONECT   16   29
END

HMDB0039455
     RDKit          3D
Macaridine
 29 30  0  0  0  0  0  0  0  0999 V2000
   -0.3842    0.1389    3.2691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3710    0.5803    2.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567    0.3362    1.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9179   -0.3721    0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3263   -1.0374    0.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283   -0.5036    0.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2879    0.5283    0.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4128    1.0213    0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7961    0.4535   -1.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0691   -0.5820   -1.6071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9434   -1.0399   -0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2679   -0.5668   -0.9345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4710    0.0245   -1.3757 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9000   -0.1330   -2.6713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2507    0.7918   -0.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9024    0.9564    0.7705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0559    1.1767    3.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4439   -1.1612    1.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2734   -2.1292    0.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9662    0.9637    1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0008    1.8329    0.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6842    0.8056   -1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3683   -1.0233   -2.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4166   -1.8676   -1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3757   -1.6824   -1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3732   -0.2856   -1.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8843   -0.0324   -2.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1705    1.2454   -0.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5360    1.5609    1.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16  3  1  0
 11  6  1  0
  2 17  1  0
  5 18  1  0
  5 19  1  0
  7 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Benzyl-1,2-dihydro-1-hydroxy-4-pyridinecarboxaldehyde	HMDB
3-Benzyl-1,2-dihydro-N-hydroxypyridine-4-carbaldehyde	HMDB
3-Benzyl-1-hydroxy-1,2-dihydro-pyridine-4-carbaldehyde	HMDB
3-Benzyl-1-hydroxy-1,2-dihydropyridine-4-carbaldehyde	HMDB
3-Benzyl-4-formyl-1,2-dihydro-1-hydroxypyridine	HMDB
3-Benzyl-1,2-dihydro-N-hydroxypyridine	MeSH, HMDB
Macaridine	MeSH

Chemical Formula

C₁₃H₁₃NO₂

Average Molecular Weight

215.2478

Monoisotopic Molecular Weight

215.094628665

IUPAC Name

3-benzyl-1-hydroxy-1,2-dihydropyridine-4-carbaldehyde

Traditional Name

3-benzyl-1-hydroxy-2H-pyridine-4-carbaldehyde

CAS Registry Number

Not Available

SMILES

ON1CC(CC2=CC=CC=C2)=C(C=O)C=C1

InChI Identifier

InChI=1S/C13H13NO2/c15-10-12-6-7-14(16)9-13(12)8-11-4-2-1-3-5-11/h1-7,10,16H,8-9H2

InChI Key

PHSAQLJHWJOCBJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydropyridines. Dihydropyridines are compounds containing a dihydropyridine moiety, which is a semi-saturated pyridine derivative with two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Hydropyridines

Direct Parent

Dihydropyridines

Alternative Parents

Substituents

Dihydropyridine
Benzenoid
Monocyclic benzene moiety
Azacycle
N-organohydroxylamine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aldehyde
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039455)
Cytoplasm (HMDB: HMDB0039455)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039455)

Source

Exogenous

Exogenous (HMDB: HMDB0039455)

Food

Food (HMDB: HMDB0039455)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Endogenous

Plant

Plant (HMDB: HMDB0039455)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039455)

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	0.77 g/L	ALOGPS
logP	1.21	ALOGPS
logP	1.18	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	15.21	ChemAxon
pKa (Strongest Basic)	1.87	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	40.54 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	63.71 m³·mol⁻¹	ChemAxon
Polarizability	22.67 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]+	148.971	31661259
DarkChem	[M-H]-	148.648	31661259
DeepCCS	[M+H]+	149.32	30932474
DeepCCS	[M-H]-	146.925	30932474
DeepCCS	[M-2H]-	180.143	30932474
DeepCCS	[M+Na]+	155.316	30932474
AllCCS	[M+H]+	148.6	32859911
AllCCS	[M+H-H2O]+	144.3	32859911
AllCCS	[M+NH4]+	152.5	32859911
AllCCS	[M+Na]+	153.6	32859911
AllCCS	[M-H]-	150.7	32859911
AllCCS	[M+Na-2H]-	150.7	32859911
AllCCS	[M+HCOO]-	150.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Macaridine	ON1CC(CC2=CC=CC=C2)=C(C=O)C=C1	3045.3	Standard polar	33892256
Macaridine	ON1CC(CC2=CC=CC=C2)=C(C=O)C=C1	2042.7	Standard non polar	33892256
Macaridine	ON1CC(CC2=CC=CC=C2)=C(C=O)C=C1	1970.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Macaridine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-1900000000-423f973d8cb150b557a6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Macaridine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Macaridine 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 - Macaridine 10V, Positive-QTOF	splash10-014i-1690000000-3d5c2f70476950a5cea9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macaridine 20V, Positive-QTOF	splash10-014i-3910000000-820ffc932a0e69433d77	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macaridine 40V, Positive-QTOF	splash10-0006-9800000000-0e83bf78014397c5d0fe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macaridine 10V, Negative-QTOF	splash10-03di-0190000000-c4743dec17f0a50b93bd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macaridine 20V, Negative-QTOF	splash10-03di-0390000000-bffe9b10b8d6b00d1d2a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macaridine 40V, Negative-QTOF	splash10-0006-9800000000-5ae1d79ca60a821f9fcf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macaridine 10V, Negative-QTOF	splash10-03di-0190000000-6f28004cf09f400ac07e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macaridine 20V, Negative-QTOF	splash10-014i-0900000000-40c67d21b43f71f247a6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macaridine 40V, Negative-QTOF	splash10-014i-1910000000-0bd8492a93fd3649aa80	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macaridine 10V, Positive-QTOF	splash10-014i-0190000000-71e41e85772cf8439761	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macaridine 20V, Positive-QTOF	splash10-00dm-4910000000-2a7d3acfc3774058da24	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macaridine 40V, Positive-QTOF	splash10-01bc-9700000000-3ab9a2b0b7d52d29b528	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

FDB019054

KNApSAcK ID

C00037457

Chemspider ID

552337

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

636583

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 Macaridine (HMDB0039455)

MOL for HMDB0039455 (Macaridine)

3D MOL for HMDB0039455 (Macaridine)

3D SDF for HMDB0039455 (Macaridine)

3D-SDF for HMDB0039455 (Macaridine)

PDB for HMDB0039455 (Macaridine)

3D PDB for HMDB0039455 (Macaridine)

SMILES for HMDB0039455 (Macaridine)

INCHI for HMDB0039455 (Macaridine)

Structure for HMDB0039455 (Macaridine)

3D Structure for HMDB0039455 (Macaridine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra