NP-MRD: Showing NP-Card for r-(-)-asimilobine (NP0183609)

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Record Information

Version

2.0

Created at

2022-09-03 22:32:50 UTC

Updated at

2022-09-03 22:32:50 UTC

NP-MRD ID

NP0183609

Secondary Accession Numbers

None

Natural Product Identification

Common Name

r-(-)-asimilobine

Description

Asimilobine belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. r-(-)-asimilobine is found in Annona cherimola, Annona emarginata, Annona glabra, Annona muricata, Aristolochia cucurbitifolia, Artabotrys brachypetalus, Artabotrys hexapetalus, Artabotrys monteiroae, Artabotrys venustus, Asimina triloba, Beilschmiedia alloiophylla, Cardiopetalum calophyllum, Cymbopetalum brasiliense, Fissistigma glaucescens, Fissistigma oldhamii, Glossocalyx brevipes, Greenwayodendron oliveri, Hexalobus crispiflorus, Hexalobus monopetalus, Laureliopsis philippiana, Liriodendron tulipifera, Magnolia kobus, Magnolia obovata, Magnolia officinalis, Magnolia soulangeana, Meiogyne monosperma, Meiogyne virgata, Magnolia alba, Monocyclanthus vignei, Monodora junodii, Nelumbo nucifera, Phoebe formosana, Polyalthia insignis, Polyalthia stenopetala, Stephania pierrei, Stephania venosa and Uvaria dulcis. r-(-)-asimilobine was first documented in 2014 (PMID: 25417736). Based on a literature review a significant number of articles have been published on Asimilobine (PMID: 31707550) (PMID: 27447599) (PMID: 28813096) (PMID: 26108161) (PMID: 29660365) (PMID: 28914026).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 40  0  0  0  0  0  0  0  0999 V2000
   -3.1110   -2.2240    0.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1046   -2.1674   -0.1413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8448   -1.7001    0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0124   -2.6453    0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4342   -3.9119    0.9215 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3174   -2.3213    1.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8045   -1.0649    0.8129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524   -0.1083    0.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3491   -0.4456   -0.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1840    0.6087   -0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4348    0.3033   -1.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1810    1.3139   -1.7540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6305    2.5576   -1.9172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3614    2.8448   -1.4709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6214    1.8533   -0.8399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7180    2.2865   -0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5958    1.1961    0.0425 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2659    1.5361    1.2985 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4351    0.7076    1.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2030   -0.7509    1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0792   -2.1724    0.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0528   -1.3694    1.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0818   -3.1562    1.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1809   -4.5976    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9638   -3.0922    1.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8879   -0.6421   -1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1701    1.0455   -2.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2037    3.3308   -2.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9842    3.8463   -1.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6255    3.1251    0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1895    2.7719   -1.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4540    1.0133   -0.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5882    2.5265    1.2748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7996    0.8137    2.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2331    1.1396    0.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8722   -1.0546    0.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5052   -1.3962    2.0532 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
  4  6  1  0
  6  7  2  0
  7 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  2  0
  9  3  1  0
  8  7  1  0
  8 17  1  0
 10 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  0
  6 25  1  0
 20 36  1  0
 20 37  1  0
 19 34  1  0
 19 35  1  0
 18 33  1  0
 17 32  1  6
 16 30  1  0
 16 31  1  0
 14 29  1  0
 13 28  1  0
 12 27  1  0
 11 26  1  0
M  END


  Mrv1652309042200322D          

 20 23  0  0  1  0            999 V2000
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   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    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   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
  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
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  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
 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
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  7 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0183609

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C2CCN[C@@H]3CC4=CC=CC=C4C1=C23

> <INCHI_IDENTIFIER>
InChI=1S/C17H17NO2/c1-20-17-14(19)9-11-6-7-18-13-8-10-4-2-3-5-12(10)16(17)15(11)13/h2-5,9,13,18-19H,6-8H2,1H3/t13-/m1/s1

> <INCHI_KEY>
NBDNEUOVIJYCGZ-CYBMUJFWSA-N

> <FORMULA>
C17H17NO2

> <MOLECULAR_WEIGHT>
267.328

> <EXACT_MASS>
267.125928791

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.50615346310595

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9R)-16-methoxy-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2,4,6,13(17),14-hexaen-15-ol

> <JCHEM_LOGP>
2.411086937841526

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.018589839233972

> <JCHEM_PKA_STRONGEST_BASIC>
9.08856986429713

> <JCHEM_POLAR_SURFACE_AREA>
41.49

> <JCHEM_REFRACTIVITY>
79.17569999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(9R)-16-methoxy-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2,4,6,13(17),14-hexaen-15-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   20                                                  
CONECT    8    7    9   17                                                  
CONECT    9    8    3   10                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16    8   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    7                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

View in JSmol

Synonyms

Value	Source
Asimilobine hydrochloride, (R-isomer)	MeSH
Asimilobine perchlorate, (R)-isomer	MeSH

Chemical Formula

C₁₇H₁₇NO₂

Average Mass

267.3280 Da

Monoisotopic Mass

267.12593 Da

IUPAC Name

(9R)-16-methoxy-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2,4,6,13(17),14-hexaen-15-ol

Traditional Name

(9R)-16-methoxy-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2,4,6,13(17),14-hexaen-15-ol

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C2CCN[C@@H]3CC4=CC=CC=C4C1=C23

InChI Identifier

InChI=1S/C17H17NO2/c1-20-17-14(19)9-11-6-7-18-13-8-10-4-2-3-5-12(10)16(17)15(11)13/h2-5,9,13,18-19H,6-8H2,1H3/t13-/m1/s1

InChI Key

NBDNEUOVIJYCGZ-CYBMUJFWSA-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
Annona cherimola	LOTUS Database	35616633
Annona emarginata	LOTUS Database	35616633
Annona glabra	LOTUS Database	35616633
Annona muricata	LOTUS Database	35616633
Aristolochia cucurbitifolia	LOTUS Database	35616633
Artabotrys brachypetalus	LOTUS Database	35616633
Artabotrys hexapetalus	LOTUS Database	35616633
Artabotrys monteiroae	LOTUS Database	35616633
Artabotrys venustus	LOTUS Database	35616633
Asimina triloba	LOTUS Database	35616633
Beilschmiedia alloiophylla	LOTUS Database	35616633
Cardiopetalum calophyllum	LOTUS Database	35616633
Cymbopetalum brasiliense	LOTUS Database	35616633
Fissistigma glaucescens	LOTUS Database	35616633
Fissistigma oldhamii	LOTUS Database	35616633
Glossocalyx brevipes	LOTUS Database	35616633
Greenwayodendron oliveri	LOTUS Database	35616633
Hexalobus crispiflorus	LOTUS Database	35616633
Hexalobus monopetalus	LOTUS Database	35616633
Laureliopsis philippiana	LOTUS Database	35616633
Liriodendron tulipifera	LOTUS Database	35616633
Magnolia kobus	LOTUS Database	35616633
Magnolia obovata	LOTUS Database	35616633
Magnolia officinalis	LOTUS Database	35616633
Magnolia soulangeana	LOTUS Database	35616633
Meiogyne monosperma	LOTUS Database	35616633
Meiogyne virgata	LOTUS Database	35616633
Michelia alba	LOTUS Database	35616633
Monocyclanthus vignei	LOTUS Database	35616633
Monodora junodii	LOTUS Database	35616633
Nelumbo nucifera	LOTUS Database	35616633
Phoebe formosana	LOTUS Database	35616633
Polyalthia insignis	LOTUS Database	35616633
Polyalthia stenopetala	LOTUS Database	35616633
Stephania pierrei	LOTUS Database	35616633
Stephania venosa	LOTUS Database	35616633
Uvaria dulcis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aporphines

Sub Class

Not Available

Direct Parent

Aporphines

Alternative Parents

Substituents

Aporphine
Benzoquinoline
Phenanthrene
2-naphthol
Naphthalene
Quinoline
Tetrahydroisoquinoline
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Benzenoid
Azacycle
Ether
Secondary aliphatic amine
Secondary amine
Organoheterocyclic compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

isoquinoline alkaloid (CHEBI:70637 )

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	2.41	ChemAxon
pKa (Strongest Acidic)	10.02	ChemAxon
pKa (Strongest Basic)	9.09	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	41.49 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	79.18 m³·mol⁻¹	ChemAxon
Polarizability	29.51 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

C00025231

Chemspider ID

141334

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Asimilobine

METLIN ID

Not Available

PubChem Compound

160875

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yano M, Nakashima S, Oda Y, Nakamura S, Matsuda H: BBB-permeable aporphine-type alkaloids in Nelumbo nucifera flowers with accelerative effects on neurite outgrowth in PC-12 cells. J Nat Med. 2020 Jan;74(1):212-218. doi: 10.1007/s11418-019-01368-7. Epub 2019 Nov 9. [PubMed:31707550 ]
Morikawa T, Kitagawa N, Tanabe G, Ninomiya K, Okugawa S, Motai C, Kamei I, Yoshikawa M, Lee IJ, Muraoka O: Quantitative Determination of Alkaloids in Lotus Flower (Flower Buds of Nelumbo nucifera) and Their Melanogenesis Inhibitory Activity. Molecules. 2016 Jul 19;21(7). pii: molecules21070930. doi: 10.3390/molecules21070930. [PubMed:27447599 ]
Pinto NCC, Silva JB, Menegati LM, Guedes MCMR, Marques LB, Silva TPD, Melo RCN, Souza-Fagundes EM, Salvador MJ, Scio E, Fabri RL: Cytotoxicity and bacterial membrane destabilization induced by Annona squamosa L. extracts. An Acad Bras Cienc. 2017;89(3 Suppl):2053-2073. doi: 10.1590/0001-3765201720150702. Epub 2017 Aug 14. [PubMed:28813096 ]
Soares ER, da Silva FM, de Almeida RA, de Lima BR, da Silva Filho FA, Barison A, Koolen HH, Pinheiro ML, de Souza AD: Direct infusion ESI-IT-MSn alkaloid profile and isolation of tetrahydroharman and other alkaloids from Bocageopsis pleiosperma maas (Annonaceae). Phytochem Anal. 2015 Sep-Oct;26(5):339-45. doi: 10.1002/pca.2568. Epub 2015 Jun 24. [PubMed:26108161 ]
Gluck J, Buhrke T, Frenzel F, Braeuning A, Lampen A: In silico genotoxicity and carcinogenicity prediction for food-relevant secondary plant metabolites. Food Chem Toxicol. 2018 Jun;116(Pt B):298-306. doi: 10.1016/j.fct.2018.04.024. Epub 2018 Apr 13. [PubMed:29660365 ]
Zhong SH, Fu YH, Zhou XM, Song XP, Chen GY: [Studies on alkaloids from Fissistigma oldhamii]. Zhongguo Zhong Yao Za Zhi. 2016 Aug;41(15):2838-2842. doi: 10.4268/cjcmm20161516. [PubMed:28914026 ]
Zhang WL, Zhu L, Jiang JG: Active ingredients from natural botanicals in the treatment of obesity. Obes Rev. 2014 Dec;15(12):957-67. doi: 10.1111/obr.12228. Epub 2014 Nov 23. [PubMed:25417736 ]
Menezes LR, Costa CO, Rodrigues AC, Santo FR, Nepel A, Dutra LM, Silva FM, Soares MB, Barison A, Costa EV, Bezerra DP: Cytotoxic Alkaloids from the Stem of Xylopia laevigata. Molecules. 2016 Jul 8;21(7). pii: molecules21070890. doi: 10.3390/molecules21070890. [PubMed:27399666 ]
Nugraha AS, Damayanti YD, Wangchuk P, Keller PA: Anti-Infective and Anti-Cancer Properties of the Annona Species: Their Ethnomedicinal Uses, Alkaloid Diversity, and Pharmacological Activities. Molecules. 2019 Dec 3;24(23):4419. doi: 10.3390/molecules24234419. [PubMed:31816948 ]
Riley-Saldana CA, Cruz-Ortega MDR, Martinez Vazquez M, De-la-Cruz-Chacon I, Castro-Moreno M, Gonzalez-Esquinca AR: Acetogenins and alkaloids during the initial development of Annona muricata L. (Annonaceae). Z Naturforsch C J Biosci. 2017 Oct 26;72(11-12):497-506. doi: 10.1515/znc-2017-0060. [PubMed:28937967 ]
Lall N, Kishore N, Bodiba D, More G, Tshikalange E, Kikuchi H, Oshima Y: Alkaloids from aerial parts of Annona senegalensis against Streptococcus mutans. Nat Prod Res. 2017 Aug;31(16):1944-1947. doi: 10.1080/14786419.2016.1263847. Epub 2016 Dec 16. [PubMed:27984920 ]
Dary C, Bun SS, Herbette G, Mabrouki F, Bun H, Kim S, Jabbour F, Hul S, Baghdikian B, Ollivier E: Chemical profiling of the tuber of Stephania cambodica Gagnep. (Menispermaceae) and analytical control by UHPLC-DAD. Nat Prod Res. 2017 Apr;31(7):802-809. doi: 10.1080/14786419.2016.1247077. Epub 2016 Dec 15. [PubMed:27976592 ]
Rottscholl R, Haegele M, Jainsch B, Xu H, Respondek G, Hollerhage M, Rosler TW, Bony E, Le Ven J, Guerineau V, Schmitz-Afonso I, Champy P, Oertel WH, Yamada ES, Hoglinger GU: Chronic consumption of Annona muricata juice triggers and aggravates cerebral tau phosphorylation in wild-type and MAPT transgenic mice. J Neurochem. 2016 Nov;139(4):624-639. doi: 10.1111/jnc.13835. Epub 2016 Sep 16. [PubMed:27569447 ]
Kumarihamy M, Leon F, Pettaway S, Wilson L, Lambert JA, Wang M, Hill C, McCurdy CR, ElSohly MA, Cutler SJ, Muhammad I: In vitro opioid receptor affinity and in vivo behavioral studies of Nelumbo nucifera flower. J Ethnopharmacol. 2015 Nov 4;174:57-65. doi: 10.1016/j.jep.2015.08.006. Epub 2015 Aug 7. [PubMed:26260436 ]
Grienke U, Mair CE, Saxena P, Baburin I, Scheel O, Ganzera M, Schuster D, Hering S, Rollinger JM: Human Ether-a-go-go Related Gene (hERG) Channel Blocking Aporphine Alkaloids from Lotus Leaves and Their Quantitative Analysis in Dietary Weight Loss Supplements. J Agric Food Chem. 2015 Jun 17;63(23):5634-9. doi: 10.1021/acs.jafc.5b01901. Epub 2015 Jun 9. [PubMed:26035250 ]
LOTUS database [Link]

Showing NP-Card for r-(-)-asimilobine (NP0183609)

MOL for NP0183609 (r-(-)-asimilobine)

3D MOL for NP0183609 (r-(-)-asimilobine)

3D SDF for NP0183609 (r-(-)-asimilobine)

3D-SDF for NP0183609 (r-(-)-asimilobine)

PDB for NP0183609 (r-(-)-asimilobine)

3D PDB for NP0183609 (r-(-)-asimilobine)

SMILES for NP0183609 (r-(-)-asimilobine)

INCHI for NP0183609 (r-(-)-asimilobine)

Structure for NP0183609 (r-(-)-asimilobine)

3D Structure for NP0183609 (r-(-)-asimilobine)