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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:43:42 UTC

Update Date

2022-03-07 02:53:55 UTC

HMDB ID

HMDB0033954

Secondary Accession Numbers

HMDB33954

Metabolite Identification

Common Name

Juzirine

Description

Juzirine belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached. Juzirine has been detected, but not quantified in, fruits. This could make juzirine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Juzirine.

Structure

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

HMDB0033954
     RDKit          3D
Juzirine
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.9925    0.3809   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9494    1.2931   -0.3867 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6239    0.9185   -0.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3302   -0.3913    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0020   -0.7861    0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737   -2.0981    0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3408   -2.4161    0.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6280   -1.5161    0.2715 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3447   -0.2613   -0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3653    0.7905   -0.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7378    0.2910   -0.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3618   -0.2176   -1.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6520   -0.7061   -1.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3732   -0.7019   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6820   -1.1921   -0.0254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7487   -0.1950    1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4579    0.2945    1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9841    0.1238   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2758    1.4567   -0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5980    1.8274   -0.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9262    3.1457   -0.8295 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9845    0.0837    0.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9831    0.8050   -0.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7869   -0.5494   -0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0911   -1.1486    0.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4708   -2.8060    0.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1132   -3.4637    0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2453    1.6206    0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1999    1.1348   -1.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8124   -0.2287   -2.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1499   -1.1063   -2.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4054   -0.4893   -0.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3236   -0.1982    1.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9999    0.6861    1.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4874    2.1749   -0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8744    3.4446   -0.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20  3  1  0
 18  5  1  0
 17 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 21 36  1  0
M  END


  Mrv0541 05061307282D          

 21 23  0  0  0  0            999 V2000
    5.0013   -0.4125    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
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  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  2  2  0  0  0  0
 11  3  1  0  0  0  0
 11  8  1  0  0  0  0
 12  6  1  0  0  0  0
 12  9  2  0  0  0  0
 13  4  2  0  0  0  0
 13  5  1  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15 14  1  0  0  0  0
 16 10  1  0  0  0  0
 17  9  1  0  0  0  0
 17 16  2  0  0  0  0
 18  7  1  0  0  0  0
 18 15  2  0  0  0  0
 19 13  1  0  0  0  0
 20 16  1  0  0  0  0
 21  1  1  0  0  0  0
 21 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033954

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C2C(CC3=CC=C(O)C=C3)=NC=CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H15NO3/c1-21-17-9-12-6-7-18-15(14(12)10-16(17)20)8-11-2-4-13(19)5-3-11/h2-7,9-10,19-20H,8H2,1H3

> <INCHI_KEY>
XUCRLUHFLBPVRO-UHFFFAOYSA-N

> <FORMULA>
C17H15NO3

> <MOLECULAR_WEIGHT>
281.3059

> <EXACT_MASS>
281.105193351

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.443026747129913

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(4-hydroxyphenyl)methyl]-6-methoxyisoquinolin-7-ol

> <ALOGPS_LOGP>
2.96

> <JCHEM_LOGP>
2.945958225333333

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.060440294399942

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.139594416111942

> <JCHEM_PKA_STRONGEST_BASIC>
6.0464121044877706

> <JCHEM_POLAR_SURFACE_AREA>
62.58000000000001

> <JCHEM_REFRACTIVITY>
80.0897

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.51e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(4-hydroxyphenyl)methyl]-6-methoxyisoquinolin-7-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033954
     RDKit          3D
Juzirine
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.9925    0.3809   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9494    1.2931   -0.3867 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6239    0.9185   -0.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3302   -0.3913    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0020   -0.7861    0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737   -2.0981    0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3408   -2.4161    0.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6280   -1.5161    0.2715 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3447   -0.2613   -0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3653    0.7905   -0.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7378    0.2910   -0.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3618   -0.2176   -1.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6520   -0.7061   -1.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3732   -0.7019   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6820   -1.1921   -0.0254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7487   -0.1950    1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4579    0.2945    1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9841    0.1238   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2758    1.4567   -0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5980    1.8274   -0.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9262    3.1457   -0.8295 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9845    0.0837    0.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9831    0.8050   -0.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7869   -0.5494   -0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0911   -1.1486    0.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4708   -2.8060    0.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1132   -3.4637    0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2453    1.6206    0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1999    1.1348   -1.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8124   -0.2287   -2.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1499   -1.1063   -2.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4054   -0.4893   -0.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3236   -0.1982    1.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9999    0.6861    1.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4874    2.1749   -0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8744    3.4446   -0.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20  3  1  0
 18  5  1  0
 17 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 21 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       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2    4   11                                                       
CONECT    3    5   11                                                       
CONECT    4    2   13                                                       
CONECT    5    3   13                                                       
CONECT    6    7   12                                                       
CONECT    7    6   18                                                       
CONECT    8   11   15                                                       
CONECT    9   12   17                                                       
CONECT   10   14   16                                                       
CONECT   11    2    3    8                                                  
CONECT   12    6    9   14                                                  
CONECT   13    4    5   19                                                  
CONECT   14   10   12   15                                                  
CONECT   15    8   14   18                                                  
CONECT   16   10   17   20                                                  
CONECT   17    9   16   21                                                  
CONECT   18    7   15                                                       
CONECT   19   13                                                            
CONECT   20   16                                                            
CONECT   21    1   17                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0033954
HETATM    1  C1  UNL     1       5.992   0.381  -0.169  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.949   1.293  -0.387  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.624   0.919  -0.300  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.330  -0.391   0.011  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.002  -0.786   0.102  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.674  -2.098   0.413  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.341  -2.416   0.487  1.00  0.00           C  
HETATM    8  N1  UNL     1      -0.628  -1.516   0.271  1.00  0.00           N  
HETATM    9  C7  UNL     1      -0.345  -0.261  -0.026  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.365   0.790  -0.277  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.738   0.291  -0.161  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.362  -0.218  -1.290  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.652  -0.706  -1.260  1.00  0.00           C  
HETATM   14  C12 UNL     1      -5.373  -0.702  -0.078  1.00  0.00           C  
HETATM   15  O2  UNL     1      -6.682  -1.192  -0.025  1.00  0.00           O  
HETATM   16  C13 UNL     1      -4.749  -0.195   1.044  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.458   0.295   1.017  1.00  0.00           C  
HETATM   18  C15 UNL     1       0.984   0.124  -0.115  1.00  0.00           C  
HETATM   19  C16 UNL     1       1.276   1.457  -0.431  1.00  0.00           C  
HETATM   20  C17 UNL     1       2.598   1.827  -0.517  1.00  0.00           C  
HETATM   21  O3  UNL     1       2.926   3.146  -0.829  1.00  0.00           O  
HETATM   22  H1  UNL     1       5.984   0.084   0.885  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.983   0.805  -0.418  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.787  -0.549  -0.769  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.091  -1.149   0.192  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.471  -2.806   0.582  1.00  0.00           H  
HETATM   27  H6  UNL     1       0.113  -3.464   0.735  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.245   1.621   0.458  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.200   1.135  -1.328  1.00  0.00           H  
HETATM   30  H9  UNL     1      -2.812  -0.229  -2.224  1.00  0.00           H  
HETATM   31  H10 UNL     1      -5.150  -1.106  -2.138  1.00  0.00           H  
HETATM   32  H11 UNL     1      -7.405  -0.489  -0.212  1.00  0.00           H  
HETATM   33  H12 UNL     1      -5.324  -0.198   1.958  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.000   0.686   1.923  1.00  0.00           H  
HETATM   35  H14 UNL     1       0.487   2.175  -0.603  1.00  0.00           H  
HETATM   36  H15 UNL     1       3.874   3.445  -0.899  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   25
CONECT    5    6    6   18
CONECT    6    7   26
CONECT    7    8    8   27
CONECT    8    9
CONECT    9   10   18   18
CONECT   10   11   28   29
CONECT   11   12   12   17
CONECT   12   13   30
CONECT   13   14   14   31
CONECT   14   15   16
CONECT   15   32
CONECT   16   17   17   33
CONECT   17   34
CONECT   18   19
CONECT   19   20   20   35
CONECT   20   21
CONECT   21   36
END

HMDB0033954
     RDKit          3D
Juzirine
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.9925    0.3809   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9494    1.2931   -0.3867 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6239    0.9185   -0.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3302   -0.3913    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0020   -0.7861    0.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737   -2.0981    0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3408   -2.4161    0.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6280   -1.5161    0.2715 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3447   -0.2613   -0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3653    0.7905   -0.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7378    0.2910   -0.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3618   -0.2176   -1.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6520   -0.7061   -1.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3732   -0.7019   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6820   -1.1921   -0.0254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7487   -0.1950    1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4579    0.2945    1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9841    0.1238   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2758    1.4567   -0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5980    1.8274   -0.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9262    3.1457   -0.8295 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9845    0.0837    0.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9831    0.8050   -0.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7869   -0.5494   -0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0911   -1.1486    0.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4708   -2.8060    0.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1132   -3.4637    0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2453    1.6206    0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1999    1.1348   -1.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8124   -0.2287   -2.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1499   -1.1063   -2.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4054   -0.4893   -0.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3236   -0.1982    1.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9999    0.6861    1.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4874    2.1749   -0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8744    3.4446   -0.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20  3  1  0
 18  5  1  0
 17 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 21 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-((4-Hydroxyphenyl)methyl)-6-methoxy-7-isoquinolinol	HMDB
7-Hydroxy-1-(4-hydroxybenzyl)-6-methoxyisoquinoline	HMDB
Yuzirine	HMDB
Juzirine	MeSH

Chemical Formula

C₁₇H₁₅NO₃

Average Molecular Weight

281.3059

Monoisotopic Molecular Weight

281.105193351

IUPAC Name

1-[(4-hydroxyphenyl)methyl]-6-methoxyisoquinolin-7-ol

Traditional Name

1-[(4-hydroxyphenyl)methyl]-6-methoxyisoquinolin-7-ol

CAS Registry Number

64069-53-0

SMILES

COC1=C(O)C=C2C(CC3=CC=C(O)C=C3)=NC=CC2=C1

InChI Identifier

InChI=1S/C17H15NO3/c1-21-17-9-12-6-7-18-15(14(12)10-16(17)20)8-11-2-4-13(19)5-3-11/h2-7,9-10,19-20H,8H2,1H3

InChI Key

XUCRLUHFLBPVRO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Benzylisoquinolines

Direct Parent

Benzylisoquinolines

Alternative Parents

Substituents

Benzylisoquinoline
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Pyridine
Benzenoid
Heteroaromatic compound
Ether
Azacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033954)

Cellular substructure

Membrane (HMDB: HMDB0033954)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033954)

Source

Exogenous

Food

Food (HMDB: HMDB0033954)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0033954)

Not Available

Nutrient (HMDB: HMDB0033954)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	203 - 205 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	98.02 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.065 g/L	ALOGPS
logP	2.96	ALOGPS
logP	2.95	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.14	ChemAxon
pKa (Strongest Basic)	6.05	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.58 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	80.09 m³·mol⁻¹	ChemAxon
Polarizability	29.44 Å³	ChemAxon
Number of Rings	3	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]+	165.755	31661259
DarkChem	[M-H]-	168.776	31661259
DeepCCS	[M+H]+	172.085	30932474
DeepCCS	[M-H]-	169.727	30932474
DeepCCS	[M-2H]-	202.81	30932474
DeepCCS	[M+Na]+	178.178	30932474
AllCCS	[M+H]+	166.9	32859911
AllCCS	[M+H-H2O]+	163.1	32859911
AllCCS	[M+NH4]+	170.3	32859911
AllCCS	[M+Na]+	171.3	32859911
AllCCS	[M-H]-	169.8	32859911
AllCCS	[M+Na-2H]-	169.2	32859911
AllCCS	[M+HCOO]-	168.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Juzirine	COC1=C(O)C=C2C(CC3=CC=C(O)C=C3)=NC=CC2=C1	4139.9	Standard polar	33892256
Juzirine	COC1=C(O)C=C2C(CC3=CC=C(O)C=C3)=NC=CC2=C1	2739.9	Standard non polar	33892256
Juzirine	COC1=C(O)C=C2C(CC3=CC=C(O)C=C3)=NC=CC2=C1	2899.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Juzirine,1TMS,isomer #1	COC1=CC2=CC=NC(CC3=CC=C(O)C=C3)=C2C=C1O[Si](C)(C)C	2729.3	Semi standard non polar	33892256
Juzirine,1TMS,isomer #2	COC1=CC2=CC=NC(CC3=CC=C(O[Si](C)(C)C)C=C3)=C2C=C1O	2642.8	Semi standard non polar	33892256
Juzirine,2TMS,isomer #1	COC1=CC2=CC=NC(CC3=CC=C(O[Si](C)(C)C)C=C3)=C2C=C1O[Si](C)(C)C	2620.6	Semi standard non polar	33892256
Juzirine,1TBDMS,isomer #1	COC1=CC2=CC=NC(CC3=CC=C(O)C=C3)=C2C=C1O[Si](C)(C)C(C)(C)C	3003.5	Semi standard non polar	33892256
Juzirine,1TBDMS,isomer #2	COC1=CC2=CC=NC(CC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)=C2C=C1O	2933.4	Semi standard non polar	33892256
Juzirine,2TBDMS,isomer #1	COC1=CC2=CC=NC(CC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)=C2C=C1O[Si](C)(C)C(C)(C)C	3140.9	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 - Juzirine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uxr-0390000000-338e1573d5da13f012a9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Juzirine GC-MS (2 TMS) - 70eV, Positive	splash10-0h90-2109300000-b12706a7767d96872fcb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Juzirine 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 - Juzirine 10V, Positive-QTOF	splash10-001i-0090000000-0dea336130622db6571d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Juzirine 20V, Positive-QTOF	splash10-0a59-0690000000-6491ba7ae1ac02cecbe1	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Juzirine 40V, Positive-QTOF	splash10-0a6r-8950000000-94e4151dac7c06e25c2f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Juzirine 10V, Negative-QTOF	splash10-001i-0090000000-0e4d8419003a3fe806d2	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Juzirine 20V, Negative-QTOF	splash10-001i-0090000000-93604034c2d8b88ebcb8	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Juzirine 40V, Negative-QTOF	splash10-0a4i-2790000000-009b452438e8a3b1b554	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Juzirine 10V, Negative-QTOF	splash10-001i-0090000000-cd1939612c9ef5597ee0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Juzirine 20V, Negative-QTOF	splash10-003s-0190000000-3e6654bf94cf23a07d0f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Juzirine 40V, Negative-QTOF	splash10-001i-2490000000-b9790c7dbc02acd55257	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Juzirine 10V, Positive-QTOF	splash10-001i-0090000000-3b4cac44e39678d48174	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Juzirine 20V, Positive-QTOF	splash10-001i-0290000000-9d3dbc906011d8857a81	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Juzirine 40V, Positive-QTOF	splash10-00fu-8890000000-867ce02d58c545c6851b	2021-09-24	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

FDB012170

KNApSAcK ID

C00035166

Chemspider ID

2342227

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3085285

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1839481

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 Juzirine (HMDB0033954)

MOL for HMDB0033954 (Juzirine)

3D MOL for HMDB0033954 (Juzirine)

3D SDF for HMDB0033954 (Juzirine)

3D-SDF for HMDB0033954 (Juzirine)

PDB for HMDB0033954 (Juzirine)

3D PDB for HMDB0033954 (Juzirine)

SMILES for HMDB0033954 (Juzirine)

INCHI for HMDB0033954 (Juzirine)

Structure for HMDB0033954 (Juzirine)

3D Structure for HMDB0033954 (Juzirine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra