NP-MRD: Showing NP-Card for (5s)-5-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-4-ol (NP0257961)

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Record Information

Version

2.0

Created at

2022-09-07 23:14:07 UTC

Updated at

2022-09-07 23:14:07 UTC

NP-MRD ID

NP0257961

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5s)-5-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-4-ol

Description

(+)-Crassifoline belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached. (5s)-5-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-4-ol is found in Sarcocapnos baetica and Sarcocapnos crassifolia. (5s)-5-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-4-ol was first documented in 2004 (PMID: 15104427). Based on a literature review very few articles have been published on (+)-Crassifoline.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082201142D          

 25 28  0  0  1  0            999 V2000
    6.9246    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    5.6479    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 46 49  0  0  0  0  0  0  0  0999 V2000
   -6.5451    0.4415    0.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7481   -0.4358   -0.4299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3959   -0.5414   -0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8399    0.2172    0.8122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4713    0.1265    1.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6608   -0.7331    0.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2134   -0.8191    0.6975 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5194    0.1837   -0.1503 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9513    0.2956    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9248   -0.1399   -0.6506 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2555   -0.0170   -0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6250    0.5239    0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6237    0.9530    1.7900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3003    0.8337    1.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3528    1.2899    2.3308 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2505    1.4586    2.9451 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5771    0.9516    2.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8312    0.7753    1.5907 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6301   -0.7379   -1.9785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1675   -1.0991   -2.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3028   -0.1050   -1.5287 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2092    1.0450   -2.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2522   -1.4927   -0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5996   -1.4068   -0.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2029   -2.1639   -1.8771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2556    1.5067    0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6166    0.3410    0.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5222    0.2142    1.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4616    0.9061    1.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1168    0.7630    1.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1326   -1.8579    0.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0357   -0.6758    1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0476    1.1886    0.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0419   -0.3521   -0.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5912    1.6902    3.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2860    1.6696    3.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5771   -0.0313    3.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9263   -0.0175   -2.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2368   -1.6639   -2.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9600   -2.1277   -1.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9385   -1.1728   -3.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7262    0.9825   -2.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1988    1.9722   -1.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0593    1.1102   -3.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658   -2.1921   -1.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1874   -2.1038   -2.0865 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  1  0
  8 21  1  0
 21 22  1  0
 21 20  1  0
 20 19  1  0
 19 10  1  0
 10  9  2  0
  9 14  1  0
 14 15  1  0
 14 13  2  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 12  1  0
 12 11  2  0
  6 23  1  0
 23 24  2  0
 24 25  1  0
 24  3  1  0
  9  8  1  0
 12 13  1  0
 11 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  1
 22 42  1  0
 22 43  1  0
 22 44  1  0
 20 40  1  0
 20 41  1  0
 19 38  1  0
 19 39  1  0
 15 35  1  0
 17 36  1  0
 17 37  1  0
 11 34  1  0
 23 45  1  0
 25 46  1  0
M  END


  Mrv1652309082201142D          

 25 28  0  0  1  0            999 V2000
    6.9246    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    5.6479    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0257961

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C[C@@H]2N(C)CCC3=C2C(O)=C2OCOC2=C3)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H21NO5/c1-20-6-5-12-9-16-19(25-10-24-16)18(22)17(12)13(20)7-11-3-4-15(23-2)14(21)8-11/h3-4,8-9,13,21-22H,5-7,10H2,1-2H3/t13-/m0/s1

> <INCHI_KEY>
NBEREFJAHQPIOC-ZDUSSCGKSA-N

> <FORMULA>
C19H21NO5

> <MOLECULAR_WEIGHT>
343.379

> <EXACT_MASS>
343.14197278

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
36.31222892488595

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S)-5-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-4-ol

> <JCHEM_LOGP>
2.3845969856814095

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.099750959608231

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.25861875137659

> <JCHEM_PKA_STRONGEST_BASIC>
8.28712873513867

> <JCHEM_POLAR_SURFACE_AREA>
71.39

> <JCHEM_REFRACTIVITY>
93.13999999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5S)-5-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methyl-2H,5H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-4-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      12.926  10.543   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      12.926   9.003   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      11.592   8.233   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.592   6.693   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.259   5.923   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.925   6.693   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.591   5.923   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.924   5.923   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.591   1.303   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.925   2.073   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       8.925   3.613   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      10.259   4.383   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.925   8.233   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.259   9.003   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.259  10.543   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   21                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13    9   15                                                  
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   12                                                       
CONECT   19   10   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    8   22                                                  
CONECT   22   21                                                            
CONECT   23    6   24                                                       
CONECT   24   23    3   25                                                  
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₁NO₅

Average Mass

343.3790 Da

Monoisotopic Mass

343.14197 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C[C@@H]2N(C)CCC3=C2C(O)=C2OCOC2=C3)C=C1O

InChI Identifier

InChI=1S/C19H21NO5/c1-20-6-5-12-9-16-19(25-10-24-16)18(22)17(12)13(20)7-11-3-4-15(23-2)14(21)8-11/h3-4,8-9,13,21-22H,5-7,10H2,1-2H3/t13-/m0/s1

InChI Key

NBEREFJAHQPIOC-ZDUSSCGKSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Sarcocapnos baetica	LOTUS Database	35616633
Sarcocapnos crassifolia	LOTUS Database	35616633

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
Methoxyphenol
Tetrahydroisoquinoline
Benzodioxole
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Phenol
Monocyclic benzene moiety
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Azacycle
Ether
Oxacycle
Acetal
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

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

15690614

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Rodrigues JA, Abramovitch RA, de Sousa JD, Leiva GC: Diastereoselective synthesis of cularine alkaloids via enium ions and an easy entry to isoquinolines by aza-Wittig electrocyclic ring closure. J Org Chem. 2004 Apr 30;69(9):2920-8. doi: 10.1021/jo030287t. [PubMed:15104427 ]
LOTUS database [Link]

Showing NP-Card for (5s)-5-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-4-ol (NP0257961)

MOL for NP0257961 ((5s)-5-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-4-ol)

3D MOL for NP0257961 ((5s)-5-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-4-ol)

3D SDF for NP0257961 ((5s)-5-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-4-ol)

3D-SDF for NP0257961 ((5s)-5-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-4-ol)

PDB for NP0257961 ((5s)-5-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-4-ol)

3D PDB for NP0257961 ((5s)-5-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-4-ol)

SMILES for NP0257961 ((5s)-5-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-4-ol)

INCHI for NP0257961 ((5s)-5-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-4-ol)

Structure for NP0257961 ((5s)-5-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-4-ol)

3D Structure for NP0257961 ((5s)-5-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-4-ol)