NP-MRD: Showing NP-Card for (-)-Lycodine (NP0051049)

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Record Information

Version

2.0

Created at

2022-04-27 22:29:43 UTC

Updated at

2022-04-27 22:29:43 UTC

NP-MRD ID

NP0051049

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Lycodine

Description

Lycodine belongs to the class of organic compounds known as phenanthrolines. These are aromatic polycyclic compounds containing the phenanthroline skeleton, which is a derivative of phenanthrene, and consists of two pyridine rings non-linearly joined by a benzene ring. (-)-Lycodine is found in Austrolycopodium fastigiatum, Austrolycopodium magellanicum, Dendrolycopodium obscurum, Diphasiastrum tristachyum, Huperzia lucidula, Huperzia serrata , Lycopodiastrum casuarinoides, Lycopodium australianum, Lycopodium clavatum var. borbonicum , Lycopodium deuterodensum, Lycopodium fastigiatum, Lycopodium fawcettii, Lycopodium flabelliforme, Lycopodium lucidulum, Lycopodium magellanicum, Lycopodium obscurum, Lycopodium serratum var. serratum f. intermedium, Lycopodium serratum var. serratum f. serratum, Lycopodium serratum var. thunbergii, Lycopodium tristachyum, Palhinhaea cernua, Lycopodium phlegmaria and Lycopodium annotinum. (-)-Lycodine was first documented in 2019 (PMID: 31676395). Based on a literature review a small amount of articles have been published on Lycodine (PMID: 32009077) (PMID: 34570487) (PMID: 34368579) (PMID: 33729783).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 43  0  0  0  0  0  0  0  0999 V2000
   -1.1708    3.4272    0.5475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2062    2.2796    0.1937 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3232    2.0189   -1.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2193    0.6052   -1.6937 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1643    0.1074   -1.9253 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8037   -0.3354   -0.6911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1468   -0.5890   -0.7876 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8604   -0.9985    0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2188   -1.1714    1.4622 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8445   -0.9169    1.5804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1321   -0.4940    0.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3087   -0.2202    0.5884 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4495    1.1818    1.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9585   -1.1088    1.4809 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5432   -2.2763    1.0339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1716   -2.2888   -0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2413   -1.6221   -1.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0093   -0.2391   -0.7332 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1761    3.0898    0.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2205    3.4406    1.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8494    4.3760    0.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8004    2.7175    0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4389    2.6053   -1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3079    2.4104   -1.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7545    0.4916   -2.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1073   -0.7765   -2.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517    0.9208   -2.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9413   -1.1963    0.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7815   -1.5093    2.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4191   -1.0759    2.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2426    1.2394    2.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4643    1.2662    1.5961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6119   -1.1779    2.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3478   -2.5921    1.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8042   -3.1294    1.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3882   -3.3153   -0.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1335   -1.7323   -0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2723   -2.1504   -1.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7214   -1.5020   -2.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997    0.2402   -0.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  1
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 13  2  1  0
 18  4  1  0
 11  6  1  0
 18 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  6
  3 23  1  0
  3 24  1  0
  4 25  1  6
  5 26  1  0
  5 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  1
M  END


  Mrv1652304282200292D          

 18 21  0  0  1  0            999 V2000
    2.5317    0.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2293   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9595    0.3223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9921    1.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2945    1.5871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5597    1.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0045    1.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1801    1.8418    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8058    0.9236    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8948    0.1034    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6497   -0.2295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3154    0.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2264    1.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4715    1.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014   -0.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5415    0.4576    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5742    1.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2326    0.1723    0.0000 C   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  2  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
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  1  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8 17  1  0  0  0  0
 16 18  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0051049

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C[C@H]2CC3=NC=CC=C3[C@]3(C1)NCCC[C@H]23

> <INCHI_IDENTIFIER>
InChI=1S/C16H22N2/c1-11-8-12-9-15-14(5-2-6-17-15)16(10-11)13(12)4-3-7-18-16/h2,5-6,11-13,18H,3-4,7-10H2,1H3/t11-,12+,13-,16-/m1/s1

> <INCHI_KEY>
JJPMUZRSJKMFRK-OQMKEHIESA-N

> <FORMULA>
C16H22N2

> <MOLECULAR_WEIGHT>
242.366

> <EXACT_MASS>
242.178298716

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
28.15675179442905

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,9S,10R,16R)-16-methyl-6,14-diazatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6-triene

> <ALOGPS_LOGP>
2.73

> <JCHEM_LOGP>
2.4260510483333326

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.423943242541467

> <JCHEM_POLAR_SURFACE_AREA>
24.92

> <JCHEM_REFRACTIVITY>
72.70530000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,9S,10R,16R)-16-methyl-6,14-diazatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6-triene

> <JCHEM_VEBER_RULE>
1

$$$$

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       4.726   0.707   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.028  -0.115   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.391   0.602   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.452   2.140   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       6.150   2.963   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       4.778   2.028   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.742   3.377   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.203   3.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.371   1.724   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.537   0.193   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.946  -0.428   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       6.189   0.481   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.023   2.012   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.614   2.634   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.056  -0.277   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.011   0.854   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.072   2.393   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.434   0.322   0.000  0.00  0.00           C+0
CONECT    1    2    6   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9    1   11   15                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   10   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16    8                                                       
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₂N₂

Average Mass

242.3660 Da

Monoisotopic Mass

242.17830 Da

IUPAC Name

(1R,9S,10R,16R)-16-methyl-6,14-diazatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6-triene

Traditional Name

(1R,9S,10R,16R)-16-methyl-6,14-diazatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6-triene

CAS Registry Number

Not Available

SMILES

C[C@@H]1C[C@H]2CC3=NC=CC=C3[C@]3(C1)NCCC[C@H]23

InChI Identifier

InChI=1S/C16H22N2/c1-11-8-12-9-15-14(5-2-6-17-15)16(10-11)13(12)4-3-7-18-16/h2,5-6,11-13,18H,3-4,7-10H2,1H3/t11-,12+,13-,16-/m1/s1

InChI Key

JJPMUZRSJKMFRK-OQMKEHIESA-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
Austrolycopodium fastigiatum	LOTUS Database	35616633
Austrolycopodium magellanicum	LOTUS Database	35616633
Dendrolycopodium obscurum	LOTUS Database	35616633
Diphasiastrum tristachyum	LOTUS Database	35616633
Huperzia lucidula	LOTUS Database	35616633
Huperzia serrata	Plant	KNApSAcK
Lycopodiastrum casuarinoides	-	KNApSAcK
Lycopodium australianum	Plant	KNApSAcK
Lycopodium clavatum var. borbonicum	Plant	KNApSAcK
Lycopodium deuterodensum	Plant	KNApSAcK
Lycopodium fastigiatum	Plant	KNApSAcK
Lycopodium fawcettii	Plant	KNApSAcK
Lycopodium flabelliforme	Plant	KNApSAcK
Lycopodium lucidulum	Plant	KNApSAcK
Lycopodium magellanicum	Plant	KNApSAcK
Lycopodium obscurum	Plant	KNApSAcK
Lycopodium serratum var. serratum f. intermedium	Plant	KNApSAcK
Lycopodium serratum var. serratum f. serratum	Plant	KNApSAcK
Lycopodium serratum var. thunbergii	Plant	KNApSAcK
Lycopodium tristachyum	Plant	KNApSAcK
Palhinhaea cernua	-	KNApSAcK
Phlegmariurus phlegmaria	Plant	KNApSAcK
Spinulum annotinum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrolines. These are aromatic polycyclic compounds containing the phenanthroline skeleton, which is a derivative of phenanthrene, and consists of two pyridine rings non-linearly joined by a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Phenanthrolines

Sub Class

Not Available

Direct Parent

Phenanthrolines

Alternative Parents

Substituents

1,7-phenanthroline
Quinolidine
Aralkylamine
Pyridine
Piperidine
Heteroaromatic compound
Azacycle
Secondary amine
Secondary aliphatic amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenanthrol (CHEBI:6591 )

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	2.73	ALOGPS
logP	2.43	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	9.42	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	24.92 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	72.71 m³·mol⁻¹	ChemAxon
Polarizability	28.16 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

C00001944

Chemspider ID

16735882

KEGG Compound ID

C09876

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5462443

PDB ID

Not Available

ChEBI ID

6591

Good Scents ID

Not Available

References

General References

Takayama H: Total Syntheses of Lycopodium and Monoterpenoid Indole Alkaloids Based on Biosynthesis-Inspired Strategies. Chem Pharm Bull (Tokyo). 2020;68(2):103-116. doi: 10.1248/cpb.c19-00872. [PubMed:32009077 ]
Ma D, Martin BS, Gallagher KS, Saito T, Dai M: One-Carbon Insertion and Polarity Inversion Enabled a Pyrrole Strategy to the Total Syntheses of Pyridine-Containing Lycopodium Alkaloids: Complanadine A and Lycodine. J Am Chem Soc. 2021 Oct 13;143(40):16383-16387. doi: 10.1021/jacs.1c08626. Epub 2021 Sep 27. [PubMed:34570487 ]
Anukanon S, Pongpamorn P, Tiyabhorn W, Chatwichien J, Niwetmarin W, Sessions RB, Ruchirawat S, Thasana N: In Silico-Guided Rational Drug Design and Semi-synthesis of C(2)-Functionalized Huperzine A Derivatives as Acetylcholinesterase Inhibitors. ACS Omega. 2021 Jul 26;6(30):19924-19939. doi: 10.1021/acsomega.1c02875. eCollection 2021 Aug 3. [PubMed:34368579 ]
Haley HMS, Payer SE, Papidocha SM, Clemens S, Nyenhuis J, Sarpong R: Bioinspired Diversification Approach Toward the Total Synthesis of Lycodine-Type Alkaloids. J Am Chem Soc. 2021 Mar 31;143(12):4732-4740. doi: 10.1021/jacs.1c00457. Epub 2021 Mar 17. [PubMed:33729783 ]
Feng Z, Chen S, Wang W, Feng L, Dong Y, Zou Y, Ke C, Tang C, Yao S, Zhang H, Gan L, Ye Y, Lin L: Lycodine-type alkaloids from Lycopodiastrum casuarinoides and their acetylcholinesterase inhibitory activity. Fitoterapia. 2019 Nov;139:104378. doi: 10.1016/j.fitote.2019.104378. Epub 2019 Oct 30. [PubMed:31676395 ]

Showing NP-Card for (-)-Lycodine (NP0051049)

MOL for NP0051049 ((-)-Lycodine)

3D MOL for NP0051049 ((-)-Lycodine)

3D SDF for NP0051049 ((-)-Lycodine)

3D-SDF for NP0051049 ((-)-Lycodine)

PDB for NP0051049 ((-)-Lycodine)

3D PDB for NP0051049 ((-)-Lycodine)

SMILES for NP0051049 ((-)-Lycodine)

INCHI for NP0051049 ((-)-Lycodine)

Structure for NP0051049 ((-)-Lycodine)

3D Structure for NP0051049 ((-)-Lycodine)