NP-MRD: Showing NP-Card for 4-Hydroxycanadaline (NP0083367)

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Record Information

Version

2.0

Created at

2022-04-29 04:25:46 UTC

Updated at

2022-04-29 04:25:46 UTC

NP-MRD ID

NP0083367

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-Hydroxycanadaline

Description

4-Hydroxy-2,3-dimethoxy-6-{[(5R)-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzaldehyde belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached. 4-Hydroxycanadaline is found in Papaver somniferum . Based on a literature review very few articles have been published on 4-hydroxy-2,3-dimethoxy-6-{[(5R)-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzaldehyde.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292206252D          

 29 32  0  0  1  0            999 V2000
    0.0000   -1.6500    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
    0.7145   -0.4125    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
    2.1434   -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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 O   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
    2.8579   -1.6500    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  1  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   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   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
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  5 13  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 16 29  1  0  0  0  0
M  END

     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
   -6.0668   -1.6074    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0655   -1.3138   -0.7814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8057   -0.9980   -0.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9177   -2.0517   -0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3068   -3.3643   -0.4153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6504   -1.7959    0.3060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2527   -0.4863    0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1637   -0.3207    1.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0820    0.0031   -0.0914 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5201   -0.0602    0.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9876   -1.2376    0.9382 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2898   -1.3682    1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1740   -0.3184    1.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7024    0.8340    0.6134 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917    0.9731    0.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9928    2.2725   -0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4767    2.3798   -0.3977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8436    1.1791   -0.8242 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8379    1.0400   -2.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3919   -0.7437    1.7141 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3764   -2.1790    1.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9862   -2.4098    1.9676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1307    0.5419    0.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7792    1.9235    0.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9332    2.4513    1.8162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4190    0.2924   -0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3270    1.3453   -0.2474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1451    1.7262    0.8167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0725   -1.3765   -0.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9061   -1.0513    1.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0592   -2.7157    0.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6669   -4.1149   -0.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9217   -2.6078    0.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1843    0.4579    1.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4966   -1.2717    1.4858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9852   -0.8524   -0.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3196   -2.0678    1.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4022    1.6573    0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4062    3.0848    0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3443    2.3507   -1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1223    2.7498    0.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219    3.1687   -1.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4724    1.9806   -2.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8877    0.9008   -2.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2426    0.1632   -2.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6768   -2.5975    0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0074   -2.5329    2.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3723    2.5252   -0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7798    1.2801    1.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2328    2.8337    0.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1755    1.3286    0.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 25  2  0
 24 23  1  0
 23  7  2  0
  7  8  1  0
  8  9  1  0
  9 18  1  0
 18 19  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 10  2  0
 10 11  1  0
 11 12  2  0
 12 22  1  0
 22 21  1  0
 21 20  1  0
 20 13  1  0
 13 14  2  0
  7  6  1  0
  6  4  2  0
  4  5  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  3 26  2  0
 26 27  1  0
 27 28  1  0
 26 23  1  0
 10  9  1  0
 13 12  1  0
 14 15  1  0
 24 48  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  6
 19 43  1  0
 19 44  1  0
 19 45  1  0
 17 41  1  0
 17 42  1  0
 16 39  1  0
 16 40  1  0
 11 37  1  0
 21 46  1  0
 21 47  1  0
 14 38  1  0
  6 33  1  0
  5 32  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 28 49  1  0
 28 50  1  0
 28 51  1  0
M  END


  Mrv1652304292206252D          

 29 32  0  0  1  0            999 V2000
    0.0000   -1.6500    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
    0.7145   -0.4125    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
    2.1434   -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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 O   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
    2.8579   -1.6500    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  1  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   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   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
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  5 13  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 16 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0083367

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C(=O)C1=C(C[C@H]2N(C)CCC3=C2C=C2OCOC2=C3)C=C(O)C(OC)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C21H23NO6/c1-22-5-4-12-8-18-19(28-11-27-18)9-14(12)16(22)6-13-7-17(24)21(26-3)20(25-2)15(13)10-23/h7-10,16,24H,4-6,11H2,1-3H3/t16-/m1/s1

> <INCHI_KEY>
DMCPJHSSJZFYFZ-MRXNPFEDSA-N

> <FORMULA>
C21H23NO6

> <MOLECULAR_WEIGHT>
385.416

> <EXACT_MASS>
385.152537465

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
40.63389549577802

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-2,3-dimethoxy-6-{[(5R)-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzaldehyde

> <ALOGPS_LOGP>
2.41

> <JCHEM_LOGP>
2.454087778216664

> <ALOGPS_LOGS>
-3.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.041422990848622

> <JCHEM_PKA_STRONGEST_BASIC>
6.783676876636389

> <JCHEM_POLAR_SURFACE_AREA>
77.46000000000001

> <JCHEM_REFRACTIVITY>
104.2063

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-2,3-dimethoxy-6-{[(5R)-6-methyl-2H,5H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.133  -0.294   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.038  -1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.133  -2.786   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   19  H   UNK     0       4.001  -6.930   0.000  0.00  0.00           H+0
HETATM   20  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    7   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13    5   12   14                                                  
CONECT   14   13    2   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   29                                                  
CONECT   17   16   18   21                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   17   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   16                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₃NO₆

Average Mass

385.4160 Da

Monoisotopic Mass

385.15254 Da

IUPAC Name

4-hydroxy-2,3-dimethoxy-6-{[(5R)-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzaldehyde

Traditional Name

4-hydroxy-2,3-dimethoxy-6-{[(5R)-6-methyl-2H,5H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzaldehyde

CAS Registry Number

Not Available

SMILES

[H]C(=O)C1=C(C[C@H]2N(C)CCC3=C2C=C2OCOC2=C3)C=C(O)C(OC)=C1OC

InChI Identifier

InChI=1S/C21H23NO6/c1-22-5-4-12-8-18-19(28-11-27-18)9-14(12)16(22)6-13-7-17(24)21(26-3)20(25-2)15(13)10-23/h7-10,16,24H,4-6,11H2,1-3H3/t16-/m1/s1

InChI Key

DMCPJHSSJZFYFZ-MRXNPFEDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Papaver somniferum	Plant	KNApSAcK

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
O-dimethoxybenzene
Dimethoxybenzene
Tetrahydroisoquinoline
Methoxyphenol
Hydroxybenzaldehyde
Benzodioxole
Phenoxy compound
Methoxybenzene
Phenol ether
Benzoyl
Benzaldehyde
Anisole
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Aryl-aldehyde
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Tertiary aliphatic amine
Tertiary amine
Oxacycle
Azacycle
Ether
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
Aldehyde
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	2.41	ALOGPS
logP	2.45	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	8.04	ChemAxon
pKa (Strongest Basic)	6.78	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	77.46 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	104.21 m³·mol⁻¹	ChemAxon
Polarizability	40.63 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00051981

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163184295

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 4-Hydroxycanadaline (NP0083367)

MOL for NP0083367 (4-Hydroxycanadaline)

3D MOL for NP0083367 (4-Hydroxycanadaline)

3D SDF for NP0083367 (4-Hydroxycanadaline)

3D-SDF for NP0083367 (4-Hydroxycanadaline)

PDB for NP0083367 (4-Hydroxycanadaline)

3D PDB for NP0083367 (4-Hydroxycanadaline)

SMILES for NP0083367 (4-Hydroxycanadaline)

INCHI for NP0083367 (4-Hydroxycanadaline)

Structure for NP0083367 (4-Hydroxycanadaline)

3D Structure for NP0083367 (4-Hydroxycanadaline)