NP-MRD: Showing NP-Card for laudanosine (NP0206619)

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Record Information

Version

2.0

Created at

2022-09-05 02:55:51 UTC

Updated at

2022-09-05 02:55:51 UTC

NP-MRD ID

NP0206619

Secondary Accession Numbers

None

Natural Product Identification

Common Name

laudanosine

Description

(S)-Laudanosine belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached (S)-Laudanosine is a very strong basic compound (based on its pKa). Outside of the human body, (S)-Laudanosine has been detected, but not quantified in, opium poppies. laudanosine is found in Berberis heteropoda, Berberis nummularia, Cissampelos pareira, Guatteria amplifolia, Hazomalania voyronii, Papaver macrostomum and Papaver somniferum. This could make (S)-laudanosine a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061305052D          

 26 28  0  0  0  0            999 V2000
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    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
   -0.7145   -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
    0.7145   -3.7125    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
    0.7145   -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
    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
   -0.7145   -3.7125    0.0000 C   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
    3.5724   -0.4125    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
    0.7145   -1.2375    0.0000 N   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
    0.0000   -4.9500    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
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  9  8  1  0  0  0  0
 14  6  1  0  0  0  0
 14 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15  8  1  0  0  0  0
 15 12  2  0  0  0  0
 16 13  2  0  0  0  0
 16 15  1  0  0  0  0
 17 10  1  0  0  0  0
 17 16  1  0  0  0  0
 18  7  1  0  0  0  0
 19 11  1  0  0  0  0
 19 18  2  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 21 20  2  0  0  0  0
 22  1  1  0  0  0  0
 22  9  1  0  0  0  0
 22 17  1  0  0  0  0
 23  2  1  0  0  0  0
 23 18  1  0  0  0  0
 24  3  1  0  0  0  0
 24 19  1  0  0  0  0
 25  4  1  0  0  0  0
 25 20  1  0  0  0  0
 26  5  1  0  0  0  0
 26 21  1  0  0  0  0
M  END

     RDKit          3D

 53 55  0  0  0  0  0  0  0  0999 V2000
    2.9726   -3.5286    2.7724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3093   -2.1714    2.5510 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7525   -1.4350    1.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8378   -1.9623    0.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -1.1827   -0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6708    0.1377   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0916    0.9624   -1.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1653    1.6649   -1.2232 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2257    0.7384   -0.7999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3759    0.4466    0.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3637   -0.4238    0.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5395   -0.7376    2.3298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7523   -0.2214    3.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1883   -0.9814    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1676   -1.8401    0.4574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0822   -2.4834   -0.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0261   -0.6791   -1.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0460    0.1836   -1.7496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9028    0.4845   -3.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0229    1.6555   -3.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6663    2.4367   -2.3282 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2933    3.4329   -2.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5894    0.6451    0.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1319   -0.1249    1.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0406    0.4117    2.2412 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5335    1.7162    2.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9007   -4.1082    1.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0012   -3.5896    3.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7330   -3.9859    3.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5522   -2.9968    0.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5838   -1.6592   -1.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8077    1.7452   -1.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9139    0.3258   -2.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1213    2.3810   -0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338    0.8782    1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8058   -0.8482    4.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6667   -0.1273    3.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0790    0.8086    3.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9199   -1.7844   -0.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5059   -3.4005    0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6212   -2.7987   -1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6854   -1.1253   -2.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5793   -0.4548   -3.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9362    0.6830   -3.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0774    1.3716   -4.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5398    2.3561   -4.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8283    3.7708   -1.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2129    4.3726   -3.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9798    3.0321   -3.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8707    1.6768    0.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189    2.3885    2.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5760    2.1700    1.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5746    1.7741    2.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 24  2  0
 24 25  1  0
 25 26  1  0
 24 23  1  0
 23  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 18  1  0
 18 17  2  0
 17 14  1  0
 14 15  1  0
 15 16  1  0
 14 11  2  0
 11 12  1  0
 12 13  1  0
 11 10  1  0
 10  9  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  9  8  1  0
  9 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
 23 50  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  1
 22 47  1  0
 22 48  1  0
 22 49  1  0
 20 45  1  0
 20 46  1  0
 19 43  1  0
 19 44  1  0
 17 42  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 10 35  1  0
  5 31  1  0
  4 30  1  0
M  END


  Mrv0541 05061305052D          

 26 28  0  0  0  0            999 V2000
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    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
   -0.7145   -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
    0.7145   -3.7125    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
    0.7145   -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
    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
   -0.7145   -3.7125    0.0000 C   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
    3.5724   -0.4125    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
    0.7145   -1.2375    0.0000 N   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
    0.0000   -4.9500    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
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  9  8  1  0  0  0  0
 14  6  1  0  0  0  0
 14 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15  8  1  0  0  0  0
 15 12  2  0  0  0  0
 16 13  2  0  0  0  0
 16 15  1  0  0  0  0
 17 10  1  0  0  0  0
 17 16  1  0  0  0  0
 18  7  1  0  0  0  0
 19 11  1  0  0  0  0
 19 18  2  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 21 20  2  0  0  0  0
 22  1  1  0  0  0  0
 22  9  1  0  0  0  0
 22 17  1  0  0  0  0
 23  2  1  0  0  0  0
 23 18  1  0  0  0  0
 24  3  1  0  0  0  0
 24 19  1  0  0  0  0
 25  4  1  0  0  0  0
 25 20  1  0  0  0  0
 26  5  1  0  0  0  0
 26 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0206619

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C=C(CC2N(C)CCC3=CC(OC)=C(OC)C=C23)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H27NO4/c1-22-9-8-15-12-20(25-4)21(26-5)13-16(15)17(22)10-14-6-7-18(23-2)19(11-14)24-3/h6-7,11-13,17H,8-10H2,1-5H3

> <INCHI_KEY>
KGPAYJZAMGEDIQ-UHFFFAOYSA-N

> <FORMULA>
C21H27NO4

> <MOLECULAR_WEIGHT>
357.4434

> <EXACT_MASS>
357.194008357

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
39.89794902816017

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

> <ALOGPS_LOGP>
2.96

> <JCHEM_LOGP>
3.3967474190000004

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.280897546464482

> <JCHEM_POLAR_SURFACE_AREA>
40.160000000000004

> <JCHEM_REFRACTIVITY>
102.80089999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
laudanosine

> <JCHEM_VEBER_RULE>
0

$$$$

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       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   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      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   23                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   26                                                            
CONECT    6    7   14                                                       
CONECT    7    6   18                                                       
CONECT    8    9   15                                                       
CONECT    9    8   22                                                       
CONECT   10   14   17                                                       
CONECT   11   14   19                                                       
CONECT   12   15   20                                                       
CONECT   13   16   21                                                       
CONECT   14    6   10   11                                                  
CONECT   15    8   12   16                                                  
CONECT   16   13   15   17                                                  
CONECT   17   10   16   22                                                  
CONECT   18    7   19   23                                                  
CONECT   19   11   18   24                                                  
CONECT   20   12   21   25                                                  
CONECT   21   13   20   26                                                  
CONECT   22    1    9   17                                                  
CONECT   23    2   18                                                       
CONECT   24    3   19                                                       
CONECT   25    4   20                                                       
CONECT   26    5   21                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Value	Source
Laudanosine	HMDB

Chemical Formula

C₂₁H₂₇NO₄

Average Mass

357.4434 Da

Monoisotopic Mass

357.19401 Da

IUPAC Name

1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

Traditional Name

laudanosine

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C=C(CC2N(C)CCC3=CC(OC)=C(OC)C=C23)C=C1

InChI Identifier

InChI=1S/C21H27NO4/c1-22-9-8-15-12-20(25-4)21(26-5)13-16(15)17(22)10-14-6-7-18(23-2)19(11-14)24-3/h6-7,11-13,17H,8-10H2,1-5H3

InChI Key

KGPAYJZAMGEDIQ-UHFFFAOYSA-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
Berberis heteropoda	LOTUS Database	35616633
Berberis nummularia	LOTUS Database	35616633
Cissampelos pareira	LOTUS Database	35616633
Guatteria amplifolia	LOTUS Database	35616633
Hernandia voyronii	LOTUS Database	35616633
Papaver macrostomum	LOTUS Database	35616633
Papaver somniferum	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
O-dimethoxybenzene
Dimethoxybenzene
Tetrahydroisoquinoline
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Ether
Azacycle
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Amine
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	2.96	ALOGPS
logP	3.4	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	8.28	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.16 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	102.8 m³·mol⁻¹	ChemAxon
Polarizability	39.9 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0030213

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002032

KNApSAcK ID

C00001876

Chemspider ID

14792

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15548

PDB ID

Not Available

ChEBI ID

444892

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for laudanosine (NP0206619)

MOL for NP0206619 (laudanosine)

3D MOL for NP0206619 (laudanosine)

3D SDF for NP0206619 (laudanosine)

3D-SDF for NP0206619 (laudanosine)

PDB for NP0206619 (laudanosine)

3D PDB for NP0206619 (laudanosine)

SMILES for NP0206619 (laudanosine)

INCHI for NP0206619 (laudanosine)

Structure for NP0206619 (laudanosine)

3D Structure for NP0206619 (laudanosine)