NP-MRD: Showing NP-Card for (-)-N-Demethylgalanthamine (NP0066778)

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Record Information

Version

2.0

Created at

2022-04-28 11:00:50 UTC

Updated at

2022-04-28 11:00:50 UTC

NP-MRD ID

NP0066778

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-N-Demethylgalanthamine

Description

Norgalanthamine belongs to the class of organic compounds known as galanthamine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids with a structure characterized a tetracyclic skeleton with two ortho aromatic protons in ring A. Norgalanthamine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. (-)-N-Demethylgalanthamine is found in Crinum asiaticum L. , Crinum jagus , Galanthus elewesii, Galanthus elwesii, Hymenocallis rotata, Leucojum vernum, Lycoris aurea, Lycoris squamigera, Narcissus leonensis, Narcissus pseudonarcissus, Narcissus pseudonarcissus subsp.pseudonarcissus, Pancratium maritium and Pancratium sickenbergeri. (-)-N-Demethylgalanthamine was first documented in 2010 (PMID: 19822478). Based on a literature review a small amount of articles have been published on Norgalanthamine (PMID: 34915776) (PMID: 30606985) (PMID: 27073702) (PMID: 26129719).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 42  0  0  0  0  0  0  0  0999 V2000
    4.5900    1.6018    0.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2082    1.5475    0.4569 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4003    0.5240    0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660   -0.5909   -0.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0074   -1.6120   -1.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6544   -1.5284   -0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1803   -0.4035   -0.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0181    0.5975    0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2600    1.5635    0.8325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481    1.0949    1.1002 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9578    2.2645    0.8875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2911    2.5217   -0.5412 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1984    3.1895   -1.1431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5497    1.3244   -1.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0482    0.1723   -1.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2230   -0.0310    0.1619 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8009   -1.2562    0.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8969   -2.4513    0.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0665   -3.1586   -0.4428 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0455   -2.7234   -1.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8020    1.9848   -0.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0097    0.5886    0.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0295    2.3346    1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9305   -0.6565   -0.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4955   -2.4382   -1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0604    0.7215    2.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9017    2.0590    1.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468    3.1977    1.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1379    3.2502   -0.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6612    2.5564   -1.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1810    1.4384   -2.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2387   -0.7362   -1.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7807   -1.5613    0.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9791   -0.9619    1.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1933   -3.1355    1.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1704   -2.1743    1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0114   -2.9863   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4862   -2.5574   -2.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6823   -3.5699   -1.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 16 15  1  0
 16 17  1  1
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20  6  1  0
  6  5  1  0
  5  4  2  0
  6  7  2  0
  4  3  1  0
  7  8  1  0
 16 10  1  0
  7 16  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 10 26  1  1
 11 27  1  0
 11 28  1  0
 12 29  1  1
 13 30  1  0
 14 31  1  0
 15 32  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
  5 25  1  0
  4 24  1  0
M  END


  Mrv1652304282213002D          

 20 23  0  0  1  0            999 V2000
   -0.4093   -1.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1345   -1.8720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8654   -1.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7195   -0.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9152    0.2357    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0902    0.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4256   -0.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2698   -0.2011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5230    0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9696    1.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1630    1.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5055    1.5062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1718    1.0198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9792    1.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5299    0.5753    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2732   -0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4659   -0.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3372    0.7450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2229    1.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0295    2.1545    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  1  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  5 17  1  0  0  0  0
 15 18  1  1  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0066778

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2O[C@H]3C[C@@H](O)C=C[C@]33CCNCC(C=C1)=C23

> <INCHI_IDENTIFIER>
InChI=1S/C16H19NO3/c1-19-12-3-2-10-9-17-7-6-16-5-4-11(18)8-13(16)20-15(12)14(10)16/h2-5,11,13,17-18H,6-9H2,1H3/t11-,13-,16-/m0/s1

> <INCHI_KEY>
AIXQQSTVOSFSMO-RBOXIYTFSA-N

> <FORMULA>
C16H19NO3

> <MOLECULAR_WEIGHT>
273.332

> <EXACT_MASS>
273.136493476

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
29.362873233971385

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,12S,14R)-9-methoxy-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-6(17),7,9,15-tetraen-14-ol

> <ALOGPS_LOGP>
0.95

> <JCHEM_LOGP>
0.7799948663333334

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.810377427452067

> <JCHEM_PKA_STRONGEST_BASIC>
9.2655539799636

> <JCHEM_POLAR_SURFACE_AREA>
50.72

> <JCHEM_REFRACTIVITY>
77.0102

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.85e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,12S,14R)-9-methoxy-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-6(17),7,9,15-tetraen-14-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      -0.764  -2.288   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       0.251  -3.494   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.615  -2.732   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.343  -1.162   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.708   0.440   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.168   0.443   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.794  -0.759   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.370  -0.375   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.843   1.090   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.810   2.233   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.304   1.909   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.944   2.812   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.187   1.904   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.694   2.221   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.722   1.074   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.243  -0.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.736  -0.707   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.229   1.391   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.283   3.698   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.788   4.022   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   13   17                                             
CONECT    6    5    7   11                                                  
CONECT    7    6    1    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10    6   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12    5   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16    5                                                       
CONECT   18   15                                                            
CONECT   19   10   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

View in JSmol

Synonyms

Value	Source
N-Demethylgalanthamine	Kegg

Chemical Formula

C₁₆H₁₉NO₃

Average Mass

273.3320 Da

Monoisotopic Mass

273.13649 Da

IUPAC Name

(1S,12S,14R)-9-methoxy-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-6(17),7,9,15-tetraen-14-ol

Traditional Name

(1S,12S,14R)-9-methoxy-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-6(17),7,9,15-tetraen-14-ol

CAS Registry Number

Not Available

SMILES

COC1=C2O[C@H]3C[C@@H](O)C=C[C@]33CCNCC(C=C1)=C23

InChI Identifier

InChI=1S/C16H19NO3/c1-19-12-3-2-10-9-17-7-6-16-5-4-11(18)8-13(16)20-15(12)14(10)16/h2-5,11,13,17-18H,6-9H2,1H3/t11-,13-,16-/m0/s1

InChI Key

AIXQQSTVOSFSMO-RBOXIYTFSA-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
Crinum asiaticum	Plant	KNApSAcK
Crinum jagus	Plant	KNApSAcK
Galanthus elewesii	Plant	KNApSAcK
Galanthus elwesii	Plant	KNApSAcK
Hymenocallis rotata	LOTUS Database	35616633
Leucojum vernum	Plant	KNApSAcK
Lycoris aurea	LOTUS Database	35616633
Lycoris squamigera	LOTUS Database	35616633
Narcissus leonensis	LOTUS Database	35616633
Narcissus pseudonarcissus	LOTUS Database	35616633
Narcissus pseudonarcissus subsp.pseudonarcissus	Plant	KNApSAcK
Pancratium maritium	Plant	KNApSAcK
Pancratium sickenbergeri	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as galanthamine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids with a structure characterized a tetracyclic skeleton with two ortho aromatic protons in ring A.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Amaryllidaceae alkaloids

Sub Class

Galanthamine-type amaryllidaceae alkaloids

Direct Parent

Galanthamine-type amaryllidaceae alkaloids

Alternative Parents

Substituents

Galanthamine-type amaryllidaceae alkaloid
Benzazepine
Coumaran
Anisole
Alkyl aryl ether
Azepine
Aralkylamine
Benzenoid
Secondary alcohol
Secondary aliphatic amine
Ether
Oxacycle
Secondary amine
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Amine
Organic oxygen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzazepine (CHEBI:31919 )
Isoquinoline alkaloids (C12173 )

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	0.95	ALOGPS
logP	0.78	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	14.81	ChemAxon
pKa (Strongest Basic)	9.27	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	50.72 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	77.01 m³·mol⁻¹	ChemAxon
Polarizability	29.36 Å³	ChemAxon
Number of Rings	4	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

C00024411

Chemspider ID

8014114

KEGG Compound ID

C12173

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9838394

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yang N, Ko M, Ahn M, Shin T: Hepatoprotective effects of norgalanthamine on carbon tetrachloride induced-hepatotoxicity in mice. Drug Chem Toxicol. 2023 Jan;46(1):144-154. doi: 10.1080/01480545.2021.2015241. Epub 2021 Dec 16. [PubMed:34915776 ]
Yoon HS, Kang JI, Kim SM, Ko A, Koh YS, Hyun JW, Yoon SP, Ahn MJ, Kim YH, Kang JH, Yoo ES, Kang HK: Norgalanthamine Stimulates Proliferation of Dermal Papilla Cells via Anagen-Activating Signaling Pathways. Biol Pharm Bull. 2019;42(1):139-143. doi: 10.1248/bpb.b18-00226. [PubMed:30606985 ]
Imbernon-Moya A, Podlipnik S, Burgos F, Vargas-Laguna E, Aguilar-Martinez A, Fernandez-Cogolludo E, Gallego-Valdes MA: Acquired Localized Hypertrichosis Induced by Rivastigmine. Case Rep Dermatol Med. 2016;2016:7296572. doi: 10.1155/2016/7296572. Epub 2016 Mar 17. [PubMed:27073702 ]
Vezenkov LT, Ilieva L, Danalev DL, Bakalova A, Vassilev DN, Danchev N, Nikolova I: Synthesis of New Peptide Derivatives of Galanthamine Designed for Prevention and Treatment of Alzheimer's Disease. Protein Pept Lett. 2015;22(10):913-22. doi: 10.2174/0929866522666150701111642. [PubMed:26129719 ]
Kim SC, Kang JI, Kim MK, Hyun JH, Boo HJ, Park DB, Lee YJ, Yoo ES, Kim YH, Kim YH, Kang HK: Promotion effect of norgalanthamine, a component of Crinum asiaticum, on hair growth. Eur J Dermatol. 2010 Jan-Feb;20(1):42-8. doi: 10.1684/ejd.2010.0807. Epub 2009 Oct 12. [PubMed:19822478 ]

Showing NP-Card for (-)-N-Demethylgalanthamine (NP0066778)

MOL for NP0066778 ((-)-N-Demethylgalanthamine)

3D MOL for NP0066778 ((-)-N-Demethylgalanthamine)

3D SDF for NP0066778 ((-)-N-Demethylgalanthamine)

3D-SDF for NP0066778 ((-)-N-Demethylgalanthamine)

PDB for NP0066778 ((-)-N-Demethylgalanthamine)

3D PDB for NP0066778 ((-)-N-Demethylgalanthamine)

SMILES for NP0066778 ((-)-N-Demethylgalanthamine)

INCHI for NP0066778 ((-)-N-Demethylgalanthamine)

Structure for NP0066778 ((-)-N-Demethylgalanthamine)

3D Structure for NP0066778 ((-)-N-Demethylgalanthamine)