NP-MRD: Showing NP-Card for (+)-coclaurine (NP0319407)

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Record Information

Version

2.0

Created at

2022-09-11 20:25:02 UTC

Updated at

2022-09-11 20:25:02 UTC

NP-MRD ID

NP0319407

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-coclaurine

Description

(R)-coclaurine, also known as machiline, belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached. (+)-coclaurine is found in Bongardia chrysogonum, Cyclea barbata, Discaria pubescens, Machilus japonica, Magnolia salicifolia, Mezilaurus synandra, Nelumbo nucifera, Roemeria refracta, Stephania cephalantha, Stephania excentrica and Xylopia parviflora. (+)-coclaurine was first documented in 2015 (PMID: 25909585). Based on a literature review a small amount of articles have been published on (R)-coclaurine (PMID: 34139281) (PMID: 31865477) (PMID: 30761365).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -5.5539    0.3402    2.6745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4938    1.0131    2.2183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3710    0.8544    1.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0360   -0.4008    0.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8855   -0.5848    0.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0466    0.4769   -0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3929    1.7108    0.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5198    1.9409    1.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8614    3.1860    1.7500 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604    0.2516   -0.8445 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3951    0.3117    0.0263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6417    0.1160   -0.7140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200   -1.1406   -0.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4009   -1.3029   -1.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9943   -0.1781   -2.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1873   -0.2927   -2.8919 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4282    1.0747   -1.9660 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2574    1.2006   -1.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0974   -0.9063   -1.6634 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3804   -2.1024   -1.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6243   -1.9640   -0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7209    0.4828    3.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5406    0.5578    2.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3900   -0.7774    2.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7120   -1.2384    1.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7113    2.5171    0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2830    3.9918    1.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2161    1.1332   -1.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2961   -0.5206    0.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3989    1.2627    0.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7570   -2.0110   -0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8627   -2.2666   -1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5981    0.5373   -3.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8847    1.9807   -2.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8509    2.1880   -1.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513   -1.0762   -2.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5140   -2.8624   -1.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4255   -2.5466   -0.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4811   -2.3100   -0.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6057   -2.6465    0.6452 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  2  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  1  0
 20 21  1  0
  8  3  1  0
 18 12  1  0
 21  5  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  6
 11 29  1  0
 11 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
M  END


  Mrv1652309112222252D          

 21 23  0  0  1  0            999 V2000
   -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 O   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
    0.0000   -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
    0.0000   -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    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    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
    2.1434    2.0625    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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   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
  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
  6 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  2  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
 15 17  1  0  0  0  0
 17 18  2  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
  5 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0319407

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C=C1O)[C@@H](CC1=CC=C(O)C=C1)NCC2

> <INCHI_IDENTIFIER>
InChI=1S/C17H19NO3/c1-21-17-9-12-6-7-18-15(14(12)10-16(17)20)8-11-2-4-13(19)5-3-11/h2-5,9-10,15,18-20H,6-8H2,1H3/t15-/m1/s1

> <INCHI_KEY>
LVVKXRQZSRUVPY-OAHLLOKOSA-N

> <FORMULA>
C17H19NO3

> <MOLECULAR_WEIGHT>
285.343

> <EXACT_MASS>
285.136493476

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
31.325943436584538

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol

> <JCHEM_LOGP>
2.63446081373543

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.492671914819399

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.893504510329997

> <JCHEM_PKA_STRONGEST_BASIC>
8.661028488518271

> <JCHEM_POLAR_SURFACE_AREA>
61.72

> <JCHEM_REFRACTIVITY>
82.0784

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(+)-coclaurine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    6   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   12                                                       
CONECT   19   10   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    5                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Value	Source
(+)-Coclaurine	ChEBI
(R)-1,2,3,4-Tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxy-7-isoquinolinol	ChEBI
6-Methoxy-7-hydroxy-(1R)-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline	ChEBI
D-Coclaurine	ChEBI
Machiline	ChEBI

Chemical Formula

C₁₇H₁₉NO₃

Average Mass

285.3430 Da

Monoisotopic Mass

285.13649 Da

IUPAC Name

(1R)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol

Traditional Name

(+)-coclaurine

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C1O)[C@@H](CC1=CC=C(O)C=C1)NCC2

InChI Identifier

InChI=1S/C17H19NO3/c1-21-17-9-12-6-7-18-15(14(12)10-16(17)20)8-11-2-4-13(19)5-3-11/h2-5,9-10,15,18-20H,6-8H2,1H3/t15-/m1/s1

InChI Key

LVVKXRQZSRUVPY-OAHLLOKOSA-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
Bongardia chrysogonum	LOTUS Database	35616633
Cyclea barbata	LOTUS Database	35616633
Discaria pubescens	LOTUS Database	35616633
Machilus japonica	LOTUS Database	35616633
Magnolia salicifolia	LOTUS Database	35616633
Mezilaurus synandra	LOTUS Database	35616633
Nelumbo nucifera	LOTUS Database	35616633
Roemeria refracta	LOTUS Database	35616633
Stephania cephalantha	LOTUS Database	35616633
Stephania excentrica	LOTUS Database	35616633
Xylopia parviflora	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
Tetrahydroisoquinoline
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Benzenoid
Monocyclic benzene moiety
Secondary amine
Ether
Secondary aliphatic amine
Azacycle
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

coclaurine (CHEBI:27482 )

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	2.63	ChemAxon
pKa (Strongest Acidic)	9.89	ChemAxon
pKa (Strongest Basic)	8.66	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	61.72 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	82.08 m³·mol⁻¹	ChemAxon
Polarizability	31.33 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	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00025652

Chemspider ID

389814

KEGG Compound ID

C06349

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440989

PDB ID

Not Available

ChEBI ID

27482

Good Scents ID

rw1837791

References

General References

Zhou H, Hou T, Gao Z, Guo X, Wang C, Wang J, Liu Y, Liang X: Discovery of eight alkaloids with D1 and D2 antagonist activity in leaves of Nelumbo nucifera Gaertn. Using FLIPR assays. J Ethnopharmacol. 2021 Oct 5;278:114335. doi: 10.1016/j.jep.2021.114335. Epub 2021 Jun 15. [PubMed:34139281 ]
Zhao W, Shen C, Zhu J, Ou C, Liu M, Dai W, Liu X, Liu J: Identification and characterization of methyltransferases involved in benzylisoquinoline alkaloids biosynthesis from Stephania intermedia. Biotechnol Lett. 2020 Mar;42(3):461-469. doi: 10.1007/s10529-019-02785-0. Epub 2019 Dec 21. [PubMed:31865477 ]
Ruiz-Olalla A, Wurdemann MA, Wanner MJ, Ingemann S, van Maarseveen JH, Hiemstra H: Organocatalytic enantioselective Pictet-Spengler approach to biologically relevant 1-benzyl-1,2,3,4-tetrahydroisoquinoline alkaloids. J Org Chem. 2015 May 15;80(10):5125-32. doi: 10.1021/acs.joc.5b00509. Epub 2015 May 7. [PubMed:25909585 ]
Panda SS, Girgis AS, Prakash A, Khanna L, Khanna P, Shalaby EM, Fawzy NG, Jain SC: Protective effects of Aporosa octandra bark extract against D-galactose induced cognitive impairment and oxidative stress in mice. Heliyon. 2018 Nov 30;4(11):e00951. doi: 10.1016/j.heliyon.2018.e00951. eCollection 2018 Nov. [PubMed:30761365 ]
LOTUS database [Link]

Showing NP-Card for (+)-coclaurine (NP0319407)

MOL for NP0319407 ((+)-coclaurine)

3D MOL for NP0319407 ((+)-coclaurine)

3D SDF for NP0319407 ((+)-coclaurine)

3D-SDF for NP0319407 ((+)-coclaurine)

PDB for NP0319407 ((+)-coclaurine)

3D PDB for NP0319407 ((+)-coclaurine)

SMILES for NP0319407 ((+)-coclaurine)

INCHI for NP0319407 ((+)-coclaurine)

Structure for NP0319407 ((+)-coclaurine)

3D Structure for NP0319407 ((+)-coclaurine)