NP-MRD: Showing NP-Card for beta-Erythroidine (NP0050977)

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Record Information

Version

2.0

Created at

2022-04-27 22:26:26 UTC

Updated at

2022-04-27 22:26:27 UTC

NP-MRD ID

NP0050977

Secondary Accession Numbers

None

Natural Product Identification

Common Name

beta-Erythroidine

Description

Beta-erythroidine belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Beta-erythroidine 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. beta-Erythroidine is found in Erythrina americana , Erythrina arborescens, Erythrina berteroana, Erythrina chiapasana, Erythrina coralloides, Erythrina globocalyx, Erythrina salviiflora, Erythrina standleyana, Erythrina tholloniana and Erythrina variegata . beta-Erythroidine was first documented in 2021 (PMID: 34445737). Based on a literature review a small amount of articles have been published on beta-erythroidine (PMID: 35381300) (PMID: 35231469) (PMID: 34425219) (PMID: 34417356).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 42  0  0  0  0  0  0  0  0999 V2000
    4.3129    0.0104    1.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2114   -0.5168    0.4158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495    0.5230   -0.1052 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4273    0.4914   -1.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4843   -0.2209   -2.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5433   -0.9145   -1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0529   -2.0812   -1.4770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9249   -2.3136   -0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1772   -1.5169    0.7216 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9597   -1.3860    1.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9117   -0.2662    1.9520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0282    0.5390    0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2117    0.3512   -0.2851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5987    0.8264   -1.6373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3624    2.0895   -1.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4220    2.7872   -2.6274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9780    2.4463   -0.4067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279    1.5723    0.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0857   -0.3407   -0.0176 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1013    0.6014    0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9027    0.5926    0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9622    0.7343    1.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9344   -0.7882    1.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9782    1.4829    0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1721    1.0431   -2.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4189   -0.2893   -3.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150   -2.7873   -2.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8786   -1.8088   -0.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9802   -3.3648    0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2584   -1.3928    2.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5453   -2.3460    2.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314    0.4197    2.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9604   -0.5993    2.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1896    0.0620   -2.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6700    0.9943   -2.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1242    1.1122    0.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9615    2.2062    1.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2279    0.4082    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7280    1.6398    0.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 20  1  0
 19 20  1  1
 19  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
  4  3  1  0
 18 12  1  0
  6 19  1  0
 13 19  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  6
 20 38  1  0
 20 39  1  0
  8 28  1  0
  8 29  1  0
  7 27  1  0
  5 26  1  0
  4 25  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 14 34  1  0
 14 35  1  0
 18 36  1  0
 18 37  1  0
M  END


  Mrv1652304282200262D          

 20 23  0  0  1  0            999 V2000
    3.7415    0.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3456   -0.3117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7744   -1.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5208   -0.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0832    0.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4880    1.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3127    1.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0592    1.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2344    1.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8384    1.0600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2672    0.3552    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0779    0.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3508   -0.5763    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8130   -1.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0023   -1.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7294   -0.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0318    0.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0356    0.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1615   -0.7292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4344   -1.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  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
  1  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
  5 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
 11 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 10 18  1  0  0  0  0
 13 19  1  1  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050977

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1C[C@]23N(CC=C2C=C1)CCC1=C3CC(=O)OC1

> <INCHI_IDENTIFIER>
InChI=1S/C16H19NO3/c1-19-13-3-2-12-5-7-17-6-4-11-10-20-15(18)8-14(11)16(12,17)9-13/h2-3,5,13H,4,6-10H2,1H3/t13-,16-/m0/s1

> <INCHI_KEY>
PXWINCSLFXUWBZ-BBRMVZONSA-N

> <FORMULA>
C16H19NO3

> <MOLECULAR_WEIGHT>
273.332

> <EXACT_MASS>
273.136493476

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
28.452679164341337

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,16R)-16-methoxy-5-oxa-10-azatetracyclo[8.7.0.0^{1,13}.0^{2,7}]heptadeca-2(7),12,14-trien-4-one

> <ALOGPS_LOGP>
1.32

> <JCHEM_LOGP>
0.2496314833333322

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.121670792422824

> <JCHEM_POLAR_SURFACE_AREA>
38.769999999999996

> <JCHEM_REFRACTIVITY>
77.8081

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.67e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,16R)-16-methoxy-5-oxa-10-azatetracyclo[8.7.0.0^{1,13}.0^{2,7}]heptadeca-2(7),12,14-trien-4-one

> <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  O   UNK     0       6.984   0.769   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.245  -0.582   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       7.046  -1.897   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.705  -0.617   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.889   0.916   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.644   2.049   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.184   2.085   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.844   3.365   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.304   3.330   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       1.565   1.979   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.365   0.663   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.879   0.378   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.388  -1.076   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.384  -2.244   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.871  -1.958   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.362  -0.505   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.059   0.089   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.066   1.624   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.901  -1.361   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.411  -2.815   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    1                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10    5   12   16                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   10                                                       
CONECT   19   13   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

View in JSmol

Synonyms

Value	Source
(+)-beta-Erythroidine	ChEBI
12,13-Didehydro-13,14-dihydro-alpha-erythroidine	ChEBI
(+)-b-Erythroidine	Generator
(+)-Β-erythroidine	Generator
12,13-Didehydro-13,14-dihydro-a-erythroidine	Generator
12,13-Didehydro-13,14-dihydro-α-erythroidine	Generator
b-Erythroidine	Generator
Β-erythroidine	Generator
beta-Erythroidine hydrobromide	MeSH
beta-Erythroidine hydrochloride	MeSH
beta-Erythroidine perchlorate	MeSH
beta-Erythroidine sodium salt	MeSH
beta-Erythroidine hydrochloride, hemihydrate	MeSH
beta-Erythroidine hydroiodide	MeSH

Chemical Formula

C₁₆H₁₉NO₃

Average Mass

273.3320 Da

Monoisotopic Mass

273.13649 Da

IUPAC Name

(1S,16R)-16-methoxy-5-oxa-10-azatetracyclo[8.7.0.0^{1,13}.0^{2,7}]heptadeca-2(7),12,14-trien-4-one

Traditional Name

(1S,16R)-16-methoxy-5-oxa-10-azatetracyclo[8.7.0.0^{1,13}.0^{2,7}]heptadeca-2(7),12,14-trien-4-one

CAS Registry Number

Not Available

SMILES

CO[C@@H]1C[C@]23N(CC=C2C=C1)CCC1=C3CC(=O)OC1

InChI Identifier

InChI=1S/C16H19NO3/c1-19-13-3-2-12-5-7-17-6-4-11-10-20-15(18)8-14(11)16(12,17)9-13/h2-3,5,13H,4,6-10H2,1H3/t13-,16-/m0/s1

InChI Key

PXWINCSLFXUWBZ-BBRMVZONSA-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
Erythrina americana	Plant	KNApSAcK
Erythrina arborescens	Plant	KNApSAcK
Erythrina berteroana	LOTUS Database	35616633
Erythrina chiapasana	Plant	KNApSAcK
Erythrina coralloides	Plant	KNApSAcK
Erythrina globocalyx	Plant	KNApSAcK
Erythrina salviiflora	Plant	KNApSAcK
Erythrina standleyana	Plant	KNApSAcK
Erythrina tholloniana	Plant	KNApSAcK
Erythrina variegata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Not Available

Direct Parent

Indoles and derivatives

Alternative Parents

Substituents

Indole or derivatives
Dihydropyranone
Pyran
Pyrroline
Amino acid or derivatives
Carboxylic acid ester
Lactone
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Oxacycle
Azacycle
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Amine
Hydrocarbon derivative
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

tertiary amino compound (CHEBI:27795 )
organic heterotetracyclic compound (CHEBI:27795 )
indole alkaloid (CHEBI:27795 )
delta-lactone (CHEBI:27795 )

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	1.32	ALOGPS
logP	0.25	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Basic)	9.12	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	38.77 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	77.81 m³·mol⁻¹	ChemAxon
Polarizability	28.45 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

C00001854

Chemspider ID

9677

KEGG Compound ID

C06532

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10074

PDB ID

Not Available

ChEBI ID

27795

Good Scents ID

Not Available

References

General References

Nakanishi M, Nemoto M, Kawai HD: Cortical nicotinic enhancement of tone-evoked heightened activities and subcortical nicotinic enlargement of activated areas in mouse auditory cortex. Neurosci Res. 2022 Aug;181:55-65. doi: 10.1016/j.neures.2022.04.001. Epub 2022 Apr 2. [PubMed:35381300 ]
Wang HW, Jin XH, Xu YH, Chu CP, Pei FY, Song XP, Qiu DL: Nicotine depresses facial stimulation-evoked molecular layer interneuron-Purkinje cell synaptic transmission via alpha7 nicotinic acetylcholine receptors in mouse cerebellar cortex. Eur J Pharmacol. 2022 Apr 5;920:174854. doi: 10.1016/j.ejphar.2022.174854. Epub 2022 Feb 26. [PubMed:35231469 ]
Zhilyakov N, Arkhipov A, Malomouzh A, Samigullin D: Activation of Neuronal Nicotinic Receptors Inhibits Acetylcholine Release in the Neuromuscular Junction by Increasing Ca(2+) Flux through Cav1 Channels. Int J Mol Sci. 2021 Aug 21;22(16). pii: ijms22169031. doi: 10.3390/ijms22169031. [PubMed:34445737 ]
Upright NA, Baxter MG: Effects of nicotinic antagonists on working memory performance in young rhesus monkeys. Neurobiol Learn Mem. 2021 Oct;184:107505. doi: 10.1016/j.nlm.2021.107505. Epub 2021 Aug 20. [PubMed:34425219 ]
Winger G: Nicotinic aspects of the discriminative stimulus effects of arecoline. Behav Pharmacol. 2021 Oct 1;32(7):581-589. doi: 10.1097/FBP.0000000000000652. [PubMed:34417356 ]

Showing NP-Card for beta-Erythroidine (NP0050977)

MOL for NP0050977 (beta-Erythroidine)

3D MOL for NP0050977 (beta-Erythroidine)

3D SDF for NP0050977 (beta-Erythroidine)

3D-SDF for NP0050977 (beta-Erythroidine)

PDB for NP0050977 (beta-Erythroidine)

3D PDB for NP0050977 (beta-Erythroidine)

SMILES for NP0050977 (beta-Erythroidine)

INCHI for NP0050977 (beta-Erythroidine)

Structure for NP0050977 (beta-Erythroidine)

3D Structure for NP0050977 (beta-Erythroidine)