NP-MRD: Showing NP-Card for nandinine (NP0330647)

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Record Information

Version

2.0

Created at

2022-09-12 16:11:59 UTC

Updated at

2022-09-12 16:11:59 UTC

NP-MRD ID

NP0330647

Secondary Accession Numbers

None

Natural Product Identification

Common Name

nandinine

Description

(S)-nandinine belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton (S)-nandinine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. nandinine is found in Argemone mexicana and Corydalis turtschaninovii. nandinine was first documented in 2011 (PMID: 21094631). Based on a literature review very few articles have been published on (S)-nandinine.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 47  0  0  0  0  0  0  0  0999 V2000
    6.5987   -1.0547    0.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6806   -0.5113   -0.0323 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3094   -0.4797    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7819   -1.0106    1.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4298   -1.0088    1.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5323   -0.4595    0.6903 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0709    0.0685   -0.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4260    0.0619   -0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9162    0.6013   -1.8883 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1927    0.6747   -1.4923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1802    0.7607   -1.1195 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5568    2.0460   -0.5716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9972    2.2563   -0.9930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7681    1.1128   -0.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1396    1.2913   -0.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8944    0.2793    0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2844   -0.9148    0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9325   -1.0714    0.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1262   -0.0672   -0.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6697   -0.2909   -0.3023 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0752   -0.4645    0.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2985   -1.7147    1.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5662   -1.1685    0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2499    0.1979    0.6534 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3203   -2.1267    1.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5972   -1.0474    0.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5824   -0.5737    1.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4511   -1.4490    2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0130   -1.4275    2.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8953    0.6186   -2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5670    1.7011   -1.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.1214   -2.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5653    1.9159    0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1045    2.8630   -0.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3949    3.2345   -0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0094    2.1460   -2.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5773    2.2628   -0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4470   -1.9973    0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5989   -1.2798   -0.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1637   -1.4785    1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2068    0.2663    1.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2930   -1.2959    1.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8940   -1.5879   -0.0887 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 21  1  0
 21 20  1  0
 20 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
 17 18  1  0
 18 19  2  0
 11 10  1  0
 10  7  1  0
  7  8  2  0
  8  9  1  0
  8  3  1  0
  7  6  1  0
 19 20  1  0
 19 14  1  0
 24 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 21 40  1  0
 21 41  1  0
 20 39  1  6
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 23 42  1  0
 23 43  1  0
 18 38  1  0
 10 31  1  0
 10 32  1  0
  9 30  1  0
M  END


  Mrv1652309122218122D          

 24 28  0  0  1  0            999 V2000
    2.2137   -1.5080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6370   -0.7999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4619   -0.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8635   -1.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6884   -1.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1117   -0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7101   -0.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8852   -0.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4837    0.6163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1335    0.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9584    0.5787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3817    1.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2066    1.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6082    0.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4331    0.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8347   -0.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4113   -0.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5864   -0.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1849   -0.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3600   -0.1420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9366   -0.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9540   -1.5092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7127   -1.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6389   -0.3634    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
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 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
 13 14  1  0  0  0  0
 14 15  2  0  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  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 11  1  6  0  0  0
 20 21  1  0  0  0  0
  6 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 16 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0330647

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C[C@@H]3N(CCC4=CC5=C(OCO5)C=C34)CC2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H19NO4/c1-22-16-3-2-11-6-15-13-8-18-17(23-10-24-18)7-12(13)4-5-20(15)9-14(11)19(16)21/h2-3,7-8,15,21H,4-6,9-10H2,1H3/t15-/m0/s1

> <INCHI_KEY>
PQECCKIOFCWGRJ-HNNXBMFYSA-N

> <FORMULA>
C19H19NO4

> <MOLECULAR_WEIGHT>
325.364

> <EXACT_MASS>
325.131408096

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
35.34967812996202

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S)-17-methoxy-5,7-dioxa-13-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-2(10),3,8,15(20),16,18-hexaen-16-ol

> <JCHEM_LOGP>
2.940656663333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.232231661178536

> <JCHEM_PKA_STRONGEST_BASIC>
6.2386497790664714

> <JCHEM_POLAR_SURFACE_AREA>
51.160000000000004

> <JCHEM_REFRACTIVITY>
89.7137

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S)-17-methoxy-5,7-dioxa-13-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-2(10),3,8,15(20),16,18-hexaen-16-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       4.132  -2.815   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.922  -1.493   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.462  -1.517   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.212  -2.862   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.752  -2.885   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.542  -1.563   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.792  -0.218   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.252  -0.195   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.503   1.150   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.582   1.104   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      11.122   1.080   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      11.912   2.402   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.452   2.379   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.202   1.033   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.742   1.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.491  -0.335   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.701  -1.657   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.161  -1.634   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.412  -0.288   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.872  -0.265   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.082  -1.587   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      16.714  -2.817   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      18.130  -2.212   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      17.993  -0.678   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   21                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   24                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19   11   21                                                  
CONECT   21   20    6                                                       
CONECT   22   17   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   16                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Value	Source
(+)-Nandinin	ChEBI
(+)-Nandinine	ChEBI
(+)-Tetrahydroberberrubine	ChEBI
10-Methoxy-2,3-(methylenedioxy)berbin-9-ol	ChEBI
Nandinine	ChEBI
S-Tetrahydroberberrubine	ChEBI

Chemical Formula

C₁₉H₁₉NO₄

Average Mass

325.3640 Da

Monoisotopic Mass

325.13141 Da

IUPAC Name

(1S)-17-methoxy-5,7-dioxa-13-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-2(10),3,8,15(20),16,18-hexaen-16-ol

Traditional Name

(1S)-17-methoxy-5,7-dioxa-13-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-2(10),3,8,15(20),16,18-hexaen-16-ol

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C[C@@H]3N(CCC4=CC5=C(OCO5)C=C34)CC2=C1O

InChI Identifier

InChI=1S/C19H19NO4/c1-22-16-3-2-11-6-15-13-8-18-17(23-10-24-18)7-12(13)4-5-20(15)9-14(11)19(16)21/h2-3,7-8,15,21H,4-6,9-10H2,1H3/t15-/m0/s1

InChI Key

PQECCKIOFCWGRJ-HNNXBMFYSA-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
Argemone mexicana	LOTUS Database	35616633
Corydalis turtschaninovii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Protoberberine alkaloids and derivatives

Sub Class

Not Available

Direct Parent

Protoberberine alkaloids and derivatives

Alternative Parents

Substituents

Protoberberine skeleton
Tetrahydroprotoberberine skeleton
Tetrahydroisoquinoline
Benzodioxole
Anisole
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Aralkylamine
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Acetal
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organooxygen compound
Hydrocarbon derivative
Amine
Organic oxygen 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
logP	2.94	ChemAxon
pKa (Strongest Acidic)	9.23	ChemAxon
pKa (Strongest Basic)	6.24	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	51.16 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	89.71 m³·mol⁻¹	ChemAxon
Polarizability	35.35 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

16739345

KEGG Compound ID

Not Available

BioCyc ID

CPD-16783

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12313091

PDB ID

Not Available

ChEBI ID

132749

Good Scents ID

Not Available

References

General References

Diaz Chavez ML, Rolf M, Gesell A, Kutchan TM: Characterization of two methylenedioxy bridge-forming cytochrome P450-dependent enzymes of alkaloid formation in the Mexican prickly poppy Argemone mexicana. Arch Biochem Biophys. 2011 Mar 1;507(1):186-93. doi: 10.1016/j.abb.2010.11.016. Epub 2010 Nov 20. [PubMed:21094631 ]
LOTUS database [Link]

Showing NP-Card for nandinine (NP0330647)

MOL for NP0330647 (nandinine)

3D MOL for NP0330647 (nandinine)

3D SDF for NP0330647 (nandinine)

3D-SDF for NP0330647 (nandinine)

PDB for NP0330647 (nandinine)

3D PDB for NP0330647 (nandinine)

SMILES for NP0330647 (nandinine)

INCHI for NP0330647 (nandinine)

Structure for NP0330647 (nandinine)

3D Structure for NP0330647 (nandinine)