NP-MRD: Showing NP-Card for (+)-1,2-Dimethoxy-3-hydroxy-9,10-methylenedioxynoraporphine (NP0074075)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 19:15:44 UTC

Updated at

2022-04-28 19:15:44 UTC

NP-MRD ID

NP0074075

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-1,2-Dimethoxy-3-hydroxy-9,10-methylenedioxynoraporphine

Description

S-(+)-3-hydroxynornantenine belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. (+)-1,2-Dimethoxy-3-hydroxy-9,10-methylenedioxynoraporphine is found in Annona glabra and Xylopia parviflora . Based on a literature review very few articles have been published on S-(+)-3-hydroxynornantenine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282221152D          

 25 29  0  0  1  0            999 V2000
    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
    2.8579    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  1  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
    2.8579   -1.6500    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
    2.1434   -2.8875    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    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    0.0000    0.0000 N   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
    2.1434   -3.7125    0.0000 O   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
    3.5724   -2.8875    0.0000 O   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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7859   -1.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2708   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7859   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 13  1  1  0  0  0
  9 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
  1 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
M  END

     RDKit          3D

 44 48  0  0  0  0  0  0  0  0999 V2000
   -3.6229   -2.9860   -0.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8989   -2.1830   -1.3866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1073   -1.1008   -1.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7509    0.1132   -0.9592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1072    0.2246   -1.2078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0576    1.2554   -0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7075    1.1747   -0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0616   -0.0563   -0.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7314   -1.2016   -0.7865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1981   -2.4679   -0.8833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2987   -3.3741    0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3416   -0.1248   -0.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0833   -1.2402   -0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4682   -1.1908   -0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0583   -0.0550    0.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2893    1.0511    0.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9442    1.0242    0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0962    2.1895    0.8822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0868    2.4144   -0.1720 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6683    3.6096   -0.0251 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0164    3.4802    0.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7904    2.5532   -0.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4237   -0.2772    0.5136 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6041   -1.6734    0.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4349   -2.1460   -0.2983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1689   -3.0474    0.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7213   -4.0171   -0.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6664   -2.6398   -0.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6488    1.0517   -1.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6612   -3.9272    0.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0734   -4.1353    0.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3825   -2.8290    1.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7128   -2.1210   -0.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7194    1.9708    1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5541    1.8237    1.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7381    3.0531    1.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7121    2.5641   -1.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1569    4.2511    0.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0258    3.1083    1.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5033    4.4602    0.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9816    3.0415   -1.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7346    2.3233    0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5080   -1.8309   -0.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6443   -2.1129    1.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  9  2  0
  9 10  1  0
 10 11  1  0
  9  8  1  0
  8  7  2  0
  7 19  1  0
 19 18  1  0
 18 17  1  0
 17 12  2  0
 12 13  1  0
 13 14  2  0
 14 25  1  0
 25 24  1  0
 24 23  1  0
 23 15  1  0
 15 16  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22  6  1  0
  6  4  2  0
  4  5  1  0
  4  3  1  0
 12  8  1  0
 15 14  1  0
  6  7  1  0
 16 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 19 37  1  6
 18 35  1  0
 18 36  1  0
 13 33  1  0
 24 43  1  0
 24 44  1  0
 16 34  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 22 42  1  0
  5 29  1  0
M  END


  Mrv1652304282221152D          

 25 29  0  0  1  0            999 V2000
    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
    2.8579    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  1  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
    2.8579   -1.6500    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
    2.1434   -2.8875    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    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    0.0000    0.0000 N   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
    2.1434   -3.7125    0.0000 O   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
    3.5724   -2.8875    0.0000 O   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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7859   -1.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2708   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7859   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 13  1  1  0  0  0
  9 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
  1 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0074075

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C2=C3[C@H](CC4=C2C=C2OCOC2=C4)NCCC3=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H19NO5/c1-22-18-16-11-7-14-13(24-8-25-14)6-9(11)5-12-15(16)10(3-4-20-12)17(21)19(18)23-2/h6-7,12,20-21H,3-5,8H2,1-2H3/t12-/m0/s1

> <INCHI_KEY>
VEIMKBPJMXUHHF-LBPRGKRZSA-N

> <FORMULA>
C19H19NO5

> <MOLECULAR_WEIGHT>
341.363

> <EXACT_MASS>
341.126322716

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
36.10079901327029

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(12S)-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0^{2,10}.0^{4,8}.0^{16,20}]icosa-1(20),2(10),3,8,16,18-hexaen-17-ol

> <ALOGPS_LOGP>
1.44

> <JCHEM_LOGP>
2.1141692070580986

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.221413884301926

> <JCHEM_PKA_STRONGEST_BASIC>
8.685162407342066

> <JCHEM_POLAR_SURFACE_AREA>
69.18

> <JCHEM_REFRACTIVITY>
91.40580000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(12S)-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0^{2,10}.0^{4,8}.0^{16,20}]icosa-1(20),2(10),3,8,16,18-hexaen-17-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.800  -2.786   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      11.706  -1.540   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.800  -0.294   0.000  0.00  0.00           O+0
CONECT    1    2    6   22                                                  
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9   15                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    4                                                       
CONECT   14    9                                                            
CONECT   15    8   16                                                       
CONECT   16   15                                                            
CONECT   17    7   18                                                       
CONECT   18   17                                                            
CONECT   19    2   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21    1                                                       
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₉NO₅

Average Mass

341.3630 Da

Monoisotopic Mass

341.12632 Da

IUPAC Name

(12S)-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0^{2,10}.0^{4,8}.0^{16,20}]icosa-1(20),2(10),3,8,16,18-hexaen-17-ol

Traditional Name

(12S)-18,19-dimethoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0^{2,10}.0^{4,8}.0^{16,20}]icosa-1(20),2(10),3,8,16,18-hexaen-17-ol

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C2=C3[C@H](CC4=C2C=C2OCOC2=C4)NCCC3=C1O

InChI Identifier

InChI=1S/C19H19NO5/c1-22-18-16-11-7-14-13(24-8-25-14)6-9(11)5-12-15(16)10(3-4-20-12)17(21)19(18)23-2/h6-7,12,20-21H,3-5,8H2,1-2H3/t12-/m0/s1

InChI Key

VEIMKBPJMXUHHF-LBPRGKRZSA-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
Annona glabra	LOTUS Database	35616633
Xylopia parviflora	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aporphines

Sub Class

Not Available

Direct Parent

Aporphines

Alternative Parents

Substituents

Aporphine
Benzoquinoline
Phenanthrene
Naphthalene
Quinoline
Tetrahydroisoquinoline
Benzodioxole
Anisole
Aralkylamine
Alkyl aryl ether
Benzenoid
Organoheterocyclic compound
Azacycle
Secondary amine
Oxacycle
Acetal
Ether
Secondary aliphatic amine
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Amine
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

isoquinoline alkaloid (CHEBI:70640 )

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	1.44	ALOGPS
logP	2.11	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	10.22	ChemAxon
pKa (Strongest Basic)	8.69	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.18 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	91.41 m³·mol⁻¹	ChemAxon
Polarizability	36.1 Å³	ChemAxon
Number of Rings	5	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

Not Available

Chemspider ID

26374480

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52943336

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-1,2-Dimethoxy-3-hydroxy-9,10-methylenedioxynoraporphine (NP0074075)

MOL for NP0074075 ((+)-1,2-Dimethoxy-3-hydroxy-9,10-methylenedioxynoraporphine)

3D MOL for NP0074075 ((+)-1,2-Dimethoxy-3-hydroxy-9,10-methylenedioxynoraporphine)

3D SDF for NP0074075 ((+)-1,2-Dimethoxy-3-hydroxy-9,10-methylenedioxynoraporphine)

3D-SDF for NP0074075 ((+)-1,2-Dimethoxy-3-hydroxy-9,10-methylenedioxynoraporphine)

PDB for NP0074075 ((+)-1,2-Dimethoxy-3-hydroxy-9,10-methylenedioxynoraporphine)

3D PDB for NP0074075 ((+)-1,2-Dimethoxy-3-hydroxy-9,10-methylenedioxynoraporphine)

SMILES for NP0074075 ((+)-1,2-Dimethoxy-3-hydroxy-9,10-methylenedioxynoraporphine)

INCHI for NP0074075 ((+)-1,2-Dimethoxy-3-hydroxy-9,10-methylenedioxynoraporphine)

Structure for NP0074075 ((+)-1,2-Dimethoxy-3-hydroxy-9,10-methylenedioxynoraporphine)

3D Structure for NP0074075 ((+)-1,2-Dimethoxy-3-hydroxy-9,10-methylenedioxynoraporphine)