NP-MRD: Showing NP-Card for (1s,15s,18s,19s)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,16-tetraen-18-ol (NP0218296)

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Record Information

Version

2.0

Created at

2022-09-05 18:54:56 UTC

Updated at

2022-09-05 18:54:56 UTC

NP-MRD ID

NP0218296

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,15s,18s,19s)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,16-tetraen-18-ol

Description

Amarbellisine belongs to the class of organic compounds known as lycorine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids compounds containing the lycorine skeleton, made up of a pyrrolo[d,e]phenanthridine ring system. (1s,15s,18s,19s)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,16-tetraen-18-ol is found in Amaryllis belladonna. (1s,15s,18s,19s)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,16-tetraen-18-ol was first documented in 2009 (PMID: 19235683). Based on a literature review a small amount of articles have been published on Amarbellisine (PMID: 24723121) (PMID: 23273098) (PMID: 21434434) (PMID: 20550100).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 41 45  0  0  0  0  0  0  0  0999 V2000
   -3.4293    3.3056    0.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2789    2.5618    0.5503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9596    1.3597   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8029    0.3607   -0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4987   -0.9041   -0.6871 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9547   -2.1022    0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6774   -2.8230    0.5284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7185   -1.7034    0.5025 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6240   -2.1531    0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5744   -1.1287    0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054   -1.1320    0.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8210   -0.1908    0.2031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4401    0.8108   -0.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1265    0.8109   -1.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2005   -0.1405   -0.6712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2026   -0.0157   -1.2092 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6949    1.3451   -0.8620 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2384    2.0558   -0.0857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0331   -1.1443   -0.7840 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5321    1.6287   -0.9236 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000    1.3412    0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1796    0.0128    0.4856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4631    4.1973    0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4120    3.6156   -0.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3154    2.6397    0.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6968    0.4767    0.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9263   -0.9680   -1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3924   -1.7311    1.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6536   -2.7115   -0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3967   -3.4719   -0.3189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7085   -3.3110    1.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8013   -2.3599    1.7272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7356   -3.1195    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2179   -1.9226    1.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7803    1.5856   -1.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0703   -0.0517   -2.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8547    1.9859   -1.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4982    1.5431    0.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8931   -1.9873   -1.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3749    2.0229    0.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4836    1.4125   -0.4024 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 20  1  0
 20 21  1  0
 21 22  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 19  1  0
 16 17  1  0
 17 18  1  0
 17  3  1  0
 19  5  1  0
 19  8  1  0
 15 10  1  0
 22 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  6
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
  9 33  1  0
 11 34  1  0
 21 40  1  0
 21 41  1  0
 14 35  1  0
 16 36  1  6
 19 39  1  6
 17 37  1  6
 18 38  1  0
M  END


  Mrv1652309052220542D          

 22 26  0  0  1  0            999 V2000
   -0.1637   -2.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6209   -2.4209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925   -1.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794   -1.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7486   -0.5520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5771   -1.3590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1902   -1.9110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7780   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2629    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7780    1.0799    0.0000 O   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  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  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
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
  3 17  1  0  0  0  0
 17 18  1  6  0  0  0
 16 19  1  0  0  0  0
  5 19  1  0  0  0  0
 19  8  1  6  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 12 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0218296

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C[C@@H]2CCN3CC4=CC5=C(OCO5)C=C4[C@@H]([C@H]23)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C17H19NO4/c1-20-14-4-9-2-3-18-7-10-5-12-13(22-8-21-12)6-11(10)15(16(9)18)17(14)19/h4-6,9,15-17,19H,2-3,7-8H2,1H3/t9-,15-,16-,17+/m0/s1

> <INCHI_KEY>
FKVRMQNEWFZVGO-VHYHWGNDSA-N

> <FORMULA>
C17H19NO4

> <MOLECULAR_WEIGHT>
301.342

> <EXACT_MASS>
301.131408096

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
31.894042189404335

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,15S,18S,19S)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.0^{2,10}.0^{4,8}.0^{15,19}]nonadeca-2,4(8),9,16-tetraen-18-ol

> <JCHEM_LOGP>
0.6449220023333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.52166239437975

> <JCHEM_PKA_STRONGEST_BASIC>
8.982396729571068

> <JCHEM_POLAR_SURFACE_AREA>
51.16000000000001

> <JCHEM_REFRACTIVITY>
81.80720000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,15S,18S,19S)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.0^{2,10}.0^{4,8}.0^{15,19}]nonadeca-2,4(8),9,16-tetraen-18-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.306  -4.995   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.159  -4.519   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.479  -3.013   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.335  -1.982   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.250   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.120   1.540   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       3.453   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.264  -1.030   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.944  -2.537   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.088  -3.567   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.120   0.000   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.919  -0.476   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.824   0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.919   2.016   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   22                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16    3   18                                                  
CONECT   18   17                                                            
CONECT   19   16    5    8                                                  
CONECT   20   13   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   12                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₉NO₄

Average Mass

301.3420 Da

Monoisotopic Mass

301.13141 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=C[C@@H]2CCN3CC4=CC5=C(OCO5)C=C4[C@@H]([C@H]23)[C@@H]1O

InChI Identifier

InChI=1S/C17H19NO4/c1-20-14-4-9-2-3-18-7-10-5-12-13(22-8-21-12)6-11(10)15(16(9)18)17(14)19/h4-6,9,15-17,19H,2-3,7-8H2,1H3/t9-,15-,16-,17+/m0/s1

InChI Key

FKVRMQNEWFZVGO-VHYHWGNDSA-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
Amaryllis belladonna	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lycorine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids compounds containing the lycorine skeleton, made up of a pyrrolo[d,e]phenanthridine ring system.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Amaryllidaceae alkaloids

Sub Class

Lycorine-type amaryllidaceae alkaloids

Direct Parent

Lycorine-type amaryllidaceae alkaloids

Alternative Parents

Substituents

Lycorine skeleton
Benzoquinoline
Phenanthridine
Quinoline
Tetrahydroisoquinoline
Benzodioxole
Indole or derivatives
Aralkylamine
Benzenoid
N-alkylpyrrolidine
Pyrrolidine
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Organoheterocyclic compound
Azacycle
Oxacycle
Acetal
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	0.64	ChemAxon
pKa (Strongest Acidic)	13.52	ChemAxon
pKa (Strongest Basic)	8.98	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00050501

Chemspider ID

8193310

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10017737

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Evidente A, Kireev AS, Jenkins AR, Romero AE, Steelant WF, Van Slambrouck S, Kornienko A: Biological evaluation of structurally diverse amaryllidaceae alkaloids and their synthetic derivatives: discovery of novel leads for anticancer drug design. Planta Med. 2009 Apr;75(5):501-7. doi: 10.1055/s-0029-1185340. Epub 2009 Feb 23. [PubMed:19235683 ]
Liu D, Ai L, Li F, Zhao A, Chen J, Zhang H, Liu J: Total synthesis of lycorine-type alkaloids by cyclopropyl ring-opening rearrangement. Org Biomol Chem. 2014 May 28;12(20):3191-200. doi: 10.1039/c4ob00126e. Epub 2014 Apr 10. [PubMed:24723121 ]
Liu D, Chen J, Ai L, Zhang H, Liu J: Synthesis of the putative structure of (+/-)-amarbellisine. Org Lett. 2013 Jan 18;15(2):410-3. doi: 10.1021/ol3034093. Epub 2012 Dec 28. [PubMed:23273098 ]
Yang JS, Feng X, Chen Y, Zhao XZ, Wang M, Wang QZ, Dong YF: [Study on the chemical constituents from the bulbs of Zephyranthes candida]. Zhong Yao Cai. 2010 Nov;33(11):1730-2. [PubMed:21434434 ]
Van Goietsenoven G, Andolfi A, Lallemand B, Cimmino A, Lamoral-Theys D, Gras T, Abou-Donia A, Dubois J, Lefranc F, Mathieu V, Kornienko A, Kiss R, Evidente A: Amaryllidaceae alkaloids belonging to different structural subgroups display activity against apoptosis-resistant cancer cells. J Nat Prod. 2010 Jul 23;73(7):1223-7. doi: 10.1021/np9008255. [PubMed:20550100 ]
LOTUS database [Link]

Showing NP-Card for (1s,15s,18s,19s)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,16-tetraen-18-ol (NP0218296)

MOL for NP0218296 ((1s,15s,18s,19s)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,16-tetraen-18-ol)

3D MOL for NP0218296 ((1s,15s,18s,19s)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,16-tetraen-18-ol)

3D SDF for NP0218296 ((1s,15s,18s,19s)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,16-tetraen-18-ol)

3D-SDF for NP0218296 ((1s,15s,18s,19s)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,16-tetraen-18-ol)

PDB for NP0218296 ((1s,15s,18s,19s)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,16-tetraen-18-ol)

3D PDB for NP0218296 ((1s,15s,18s,19s)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,16-tetraen-18-ol)

SMILES for NP0218296 ((1s,15s,18s,19s)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,16-tetraen-18-ol)

INCHI for NP0218296 ((1s,15s,18s,19s)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,16-tetraen-18-ol)

Structure for NP0218296 ((1s,15s,18s,19s)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,16-tetraen-18-ol)

3D Structure for NP0218296 ((1s,15s,18s,19s)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,16-tetraen-18-ol)