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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:30:27 UTC

Update Date

2022-03-07 02:54:53 UTC

HMDB ID

HMDB0036369

Secondary Accession Numbers

HMDB36369

Metabolite Identification

Common Name

Annocherine B

Description

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

Structure

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

HMDB0036369
     RDKit          3D
Annocherine B
 40 42  0  0  0  0  0  0  0  0999 V2000
    6.1227   -0.7323   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0350   -0.9854    0.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7108   -0.7525    0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2443   -0.2279   -1.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9209    0.0009   -1.3112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4458    0.5064   -2.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1021    0.7090   -2.7013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7421    0.3949   -1.7168 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3354   -0.1103   -0.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3530   -0.4112    0.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8094   -1.6863    0.3696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6566   -2.5689    1.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4730    0.5901    0.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4323    0.4160   -0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4617    1.3257   -0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5166    2.4336    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5676    3.3668   -0.0546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5582    2.6237    1.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5250    1.6853    1.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9993   -0.3165   -0.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4562   -0.8417    0.8899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8116   -1.0687    1.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2364   -1.5986    2.3265 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8759   -0.4146   -1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7467    0.0602    0.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7703   -1.6481   -0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9305    0.0279   -1.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1796    0.7429   -3.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2260    1.1151   -3.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8761   -0.2731    1.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1456   -2.2589    2.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2302   -3.5028    1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6309   -2.9558    1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3989   -0.4610   -1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2258    1.2003   -1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4107    3.2022    0.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6290    3.4951    1.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851    1.8597    1.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015   -1.1056    1.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5996   -1.8354    3.0728 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  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
  9 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22  3  1  0
 20  5  1  0
 19 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 21 39  1  0
 23 40  1  0
M  END


  Mrv0541 05061309062D          

 23 25  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
    0.0000   -2.4750    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
    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
    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
    1.4289   -1.6500    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
    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
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  7  2  0  0  0  0
 11  3  2  0  0  0  0
 11  4  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  2  0  0  0  0
 13  5  2  0  0  0  0
 13  6  1  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 15 10  1  0  0  0  0
 16  9  1  0  0  0  0
 16 15  2  0  0  0  0
 17 14  1  0  0  0  0
 18 11  1  0  0  0  0
 18 17  1  0  0  0  0
 19  8  1  0  0  0  0
 19 17  2  0  0  0  0
 20 13  1  0  0  0  0
 21 15  1  0  0  0  0
 22  1  1  0  0  0  0
 22 16  1  0  0  0  0
 23  2  1  0  0  0  0
 23 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036369

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(C1=CC=C(O)C=C1)C1=NC=CC2=CC(OC)=C(O)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NO4/c1-22-16-9-12-7-8-19-17(14(12)10-15(16)21)18(23-2)11-3-5-13(20)6-4-11/h3-10,18,20-21H,1-2H3

> <INCHI_KEY>
UGPTYMLHEHFVJS-UHFFFAOYSA-N

> <FORMULA>
C18H17NO4

> <MOLECULAR_WEIGHT>
311.3319

> <EXACT_MASS>
311.115758037

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
32.67318692088924

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.72

> <JCHEM_LOGP>
2.873926268333333

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.628439881856695

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.959846100271921

> <JCHEM_PKA_STRONGEST_BASIC>
4.556399011745463

> <JCHEM_POLAR_SURFACE_AREA>
71.81000000000002

> <JCHEM_REFRACTIVITY>
86.1791

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.85e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036369
     RDKit          3D
Annocherine B
 40 42  0  0  0  0  0  0  0  0999 V2000
    6.1227   -0.7323   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0350   -0.9854    0.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7108   -0.7525    0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2443   -0.2279   -1.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9209    0.0009   -1.3112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4458    0.5064   -2.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1021    0.7090   -2.7013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7421    0.3949   -1.7168 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3354   -0.1103   -0.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3530   -0.4112    0.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8094   -1.6863    0.3696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6566   -2.5689    1.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4730    0.5901    0.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4323    0.4160   -0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4617    1.3257   -0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5166    2.4336    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5676    3.3668   -0.0546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5582    2.6237    1.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5250    1.6853    1.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9993   -0.3165   -0.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4562   -0.8417    0.8899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8116   -1.0687    1.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2364   -1.5986    2.3265 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8759   -0.4146   -1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7467    0.0602    0.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7703   -1.6481   -0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9305    0.0279   -1.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1796    0.7429   -3.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2260    1.1151   -3.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8761   -0.2731    1.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1456   -2.2589    2.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2302   -3.5028    1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6309   -2.9558    1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3989   -0.4610   -1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2258    1.2003   -1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4107    3.2022    0.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6290    3.4951    1.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851    1.8597    1.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015   -1.1056    1.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5996   -1.8354    3.0728 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  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
  9 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22  3  1  0
 20  5  1  0
 19 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 21 39  1  0
 23 40  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       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   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       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   23                                                            
CONECT    3    5   11                                                       
CONECT    4    6   11                                                       
CONECT    5    3   13                                                       
CONECT    6    4   13                                                       
CONECT    7    8   12                                                       
CONECT    8    7   19                                                       
CONECT    9   12   16                                                       
CONECT   10   14   15                                                       
CONECT   11    3    4   18                                                  
CONECT   12    7    9   14                                                  
CONECT   13    5    6   20                                                  
CONECT   14   10   12   17                                                  
CONECT   15   10   16   21                                                  
CONECT   16    9   15   22                                                  
CONECT   17   14   18   19                                                  
CONECT   18   11   17   23                                                  
CONECT   19    8   17                                                       
CONECT   20   13                                                            
CONECT   21   15                                                            
CONECT   22    1   16                                                       
CONECT   23    2   18                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0036369
HETATM    1  C1  UNL     1       6.123  -0.732  -0.467  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.035  -0.985   0.360  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.711  -0.753   0.111  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.244  -0.228  -1.070  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.921   0.001  -1.311  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.446   0.506  -2.487  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.102   0.709  -2.701  1.00  0.00           C  
HETATM    8  N1  UNL     1      -0.742   0.395  -1.717  1.00  0.00           N  
HETATM    9  C7  UNL     1      -0.335  -0.110  -0.525  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.353  -0.411   0.526  1.00  0.00           C  
HETATM   11  O2  UNL     1      -1.809  -1.686   0.370  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.657  -2.569   1.390  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.473   0.590   0.394  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.432   0.416  -0.560  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.462   1.326  -0.720  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.517   2.434   0.106  1.00  0.00           C  
HETATM   17  O3  UNL     1      -5.568   3.367  -0.055  1.00  0.00           O  
HETATM   18  C14 UNL     1      -3.558   2.624   1.072  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.525   1.685   1.213  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.999  -0.317  -0.299  1.00  0.00           C  
HETATM   21  C17 UNL     1       1.456  -0.842   0.890  1.00  0.00           C  
HETATM   22  C18 UNL     1       2.812  -1.069   1.117  1.00  0.00           C  
HETATM   23  O4  UNL     1       3.236  -1.599   2.327  1.00  0.00           O  
HETATM   24  H1  UNL     1       5.876  -0.415  -1.481  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.747   0.060   0.014  1.00  0.00           H  
HETATM   26  H3  UNL     1       6.770  -1.648  -0.444  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.930   0.028  -1.874  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.180   0.743  -3.250  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.226   1.115  -3.662  1.00  0.00           H  
HETATM   30  H7  UNL     1      -0.876  -0.273   1.509  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.146  -2.259   2.340  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.230  -3.503   1.074  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.631  -2.956   1.552  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.399  -0.461  -1.219  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.226   1.200  -1.472  1.00  0.00           H  
HETATM   36  H13 UNL     1      -6.411   3.202   0.511  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.629   3.495   1.697  1.00  0.00           H  
HETATM   38  H15 UNL     1      -1.785   1.860   1.984  1.00  0.00           H  
HETATM   39  H16 UNL     1       0.801  -1.106   1.712  1.00  0.00           H  
HETATM   40  H17 UNL     1       2.600  -1.835   3.073  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5   27
CONECT    5    6    6   20
CONECT    6    7   28
CONECT    7    8    8   29
CONECT    8    9
CONECT    9   10   20   20
CONECT   10   11   13   30
CONECT   11   12
CONECT   12   31   32   33
CONECT   13   14   14   19
CONECT   14   15   34
CONECT   15   16   16   35
CONECT   16   17   18
CONECT   17   36
CONECT   18   19   19   37
CONECT   19   38
CONECT   20   21
CONECT   21   22   22   39
CONECT   22   23
CONECT   23   40
END

HMDB0036369
     RDKit          3D
Annocherine B
 40 42  0  0  0  0  0  0  0  0999 V2000
    6.1227   -0.7323   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0350   -0.9854    0.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7108   -0.7525    0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2443   -0.2279   -1.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9209    0.0009   -1.3112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4458    0.5064   -2.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1021    0.7090   -2.7013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7421    0.3949   -1.7168 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3354   -0.1103   -0.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3530   -0.4112    0.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8094   -1.6863    0.3696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6566   -2.5689    1.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4730    0.5901    0.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4323    0.4160   -0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4617    1.3257   -0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5166    2.4336    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5676    3.3668   -0.0546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5582    2.6237    1.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5250    1.6853    1.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9993   -0.3165   -0.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4562   -0.8417    0.8899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8116   -1.0687    1.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2364   -1.5986    2.3265 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8759   -0.4146   -1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7467    0.0602    0.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7703   -1.6481   -0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9305    0.0279   -1.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1796    0.7429   -3.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2260    1.1151   -3.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8761   -0.2731    1.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1456   -2.2589    2.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2302   -3.5028    1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6309   -2.9558    1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3989   -0.4610   -1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2258    1.2003   -1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4107    3.2022    0.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6290    3.4951    1.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851    1.8597    1.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015   -1.1056    1.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5996   -1.8354    3.0728 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  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
  9 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22  3  1  0
 20  5  1  0
 19 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 21 39  1  0
 23 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₁₇NO₄

Average Molecular Weight

311.3319

Monoisotopic Molecular Weight

311.115758037

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC(C1=CC=C(O)C=C1)C1=NC=CC2=CC(OC)=C(O)C=C12

InChI Identifier

InChI=1S/C18H17NO4/c1-22-16-9-12-7-8-19-17(14(12)10-15(16)21)18(23-2)11-3-5-13(20)6-4-11/h3-10,18,20-21H,1-2H3

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0036369)

Cellular substructure

Membrane (HMDB: HMDB0036369)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036369)

Source

Exogenous

Food

Food (HMDB: HMDB0036369)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0036369)

Not Available

Nutrient (HMDB: HMDB0036369)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	196 - 198 °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	0.088 g/L	ALOGPS
logP	2.72	ALOGPS
logP	2.87	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	8.96	ChemAxon
pKa (Strongest Basic)	4.56	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	71.81 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	86.18 m³·mol⁻¹	ChemAxon
Polarizability	32.67 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]+	174.429	31661259
DarkChem	[M-H]-	175.326	31661259
DeepCCS	[M-2H]-	207.535	30932474
DeepCCS	[M+Na]+	182.982	30932474
AllCCS	[M+H]+	174.9	32859911
AllCCS	[M+H-H2O]+	171.4	32859911
AllCCS	[M+NH4]+	178.2	32859911
AllCCS	[M+Na]+	179.1	32859911
AllCCS	[M-H]-	177.1	32859911
AllCCS	[M+Na-2H]-	176.7	32859911
AllCCS	[M+HCOO]-	176.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Annocherine B	COC(C1=CC=C(O)C=C1)C1=NC=CC2=CC(OC)=C(O)C=C12	4143.8	Standard polar	33892256
Annocherine B	COC(C1=CC=C(O)C=C1)C1=NC=CC2=CC(OC)=C(O)C=C12	2781.5	Standard non polar	33892256
Annocherine B	COC(C1=CC=C(O)C=C1)C1=NC=CC2=CC(OC)=C(O)C=C12	2890.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Annocherine B,1TMS,isomer #1	COC1=CC2=CC=NC(C(OC)C3=CC=C(O[Si](C)(C)C)C=C3)=C2C=C1O	2660.4	Semi standard non polar	33892256
Annocherine B,1TMS,isomer #2	COC1=CC2=CC=NC(C(OC)C3=CC=C(O)C=C3)=C2C=C1O[Si](C)(C)C	2763.8	Semi standard non polar	33892256
Annocherine B,2TMS,isomer #1	COC1=CC2=CC=NC(C(OC)C3=CC=C(O[Si](C)(C)C)C=C3)=C2C=C1O[Si](C)(C)C	2657.2	Semi standard non polar	33892256
Annocherine B,1TBDMS,isomer #1	COC1=CC2=CC=NC(C(OC)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)=C2C=C1O	2924.6	Semi standard non polar	33892256
Annocherine B,1TBDMS,isomer #2	COC1=CC2=CC=NC(C(OC)C3=CC=C(O)C=C3)=C2C=C1O[Si](C)(C)C(C)(C)C	3023.1	Semi standard non polar	33892256
Annocherine B,2TBDMS,isomer #1	COC1=CC2=CC=NC(C(OC)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)=C2C=C1O[Si](C)(C)C(C)(C)C	3149.7	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 - Annocherine B GC-MS (Non-derivatized) - 70eV, Positive	splash10-0540-0890000000-bcf88f7555456d4a9221	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Annocherine B GC-MS (2 TMS) - 70eV, Positive	splash10-0a4i-2293600000-78f17f595e54e5f862de	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Annocherine B 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 - Annocherine B 10V, Positive-QTOF	splash10-03di-0019000000-823a44c3a8d116c9f3dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annocherine B 20V, Positive-QTOF	splash10-01p9-0964000000-95a7efb4863f679c93fa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annocherine B 40V, Positive-QTOF	splash10-0a4r-2930000000-acf6f625aca9c5c2ae89	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annocherine B 10V, Negative-QTOF	splash10-03di-0009000000-f393ffb89bd3dd45e956	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annocherine B 20V, Negative-QTOF	splash10-03di-0089000000-6b0ea6caadcb21f5135b	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annocherine B 40V, Negative-QTOF	splash10-0c03-1590000000-de3d62a0f312df740d07	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annocherine B 10V, Positive-QTOF	splash10-03e9-0349000000-da3c6860a4e041059941	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annocherine B 20V, Positive-QTOF	splash10-00e9-0951000000-c9bd80731dd1759d1941	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annocherine B 40V, Positive-QTOF	splash10-0a59-0960000000-c89aafd8787efe2105f7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annocherine B 10V, Negative-QTOF	splash10-03fr-0059000000-9b2fc0b50ded9a887910	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annocherine B 20V, Negative-QTOF	splash10-0bvi-1793000000-04e4bd484a6dc29ad770	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Annocherine B 40V, Negative-QTOF	splash10-0a4i-3779000000-b0438b0ceb4440e812a5	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

FDB015247

KNApSAcK ID

C00036730

Chemspider ID

35014126

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

78385221

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 Annocherine B (HMDB0036369)

MOL for HMDB0036369 (Annocherine B)

3D MOL for HMDB0036369 (Annocherine B)

3D SDF for HMDB0036369 (Annocherine B)

3D-SDF for HMDB0036369 (Annocherine B)

PDB for HMDB0036369 (Annocherine B)

3D PDB for HMDB0036369 (Annocherine B)

SMILES for HMDB0036369 (Annocherine B)

INCHI for HMDB0036369 (Annocherine B)

Structure for HMDB0036369 (Annocherine B)

3D Structure for HMDB0036369 (Annocherine B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra