NP-MRD: Showing NP-Card for Lycopsamine N-oxide (NP0141032)

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Record Information

Version

2.0

Created at

2022-06-29 22:06:21 UTC

Updated at

2022-06-29 22:06:21 UTC

NP-MRD ID

NP0141032

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lycopsamine N-oxide

Description

LYCOPSAMINE N-OXIDE belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. Lycopsamine N-oxide is found in Idea leuconoe, Neatostema apulum and Symphytum officinale. Based on a literature review very few articles have been published on LYCOPSAMINE N-OXIDE.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 47 48  0  0  0  0  0  0  0  0999 V2000
   -4.3953   -1.2268   -0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9429   -0.7979   -0.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6317   -0.3721   -1.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5394    0.1718    0.6712 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7866   -0.4569    1.9274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0601    0.3997    0.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5443    0.9566   -0.4426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1960   -0.0123    1.5709 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1966    0.1537    1.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8811   -0.5693    0.4413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3397   -1.3445   -0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4708   -1.8455   -1.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2953   -0.6750   -1.2969 N   0  0  2  0  0  4  0  0  0  0  0  0
    2.7267    0.4280   -1.7850 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.6796   -0.7914   -1.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1888    0.4183   -0.7186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0932    0.6517    0.3432 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4127    1.8186    0.1109 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3065   -0.5788    0.1815 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2044    1.4959    0.7064 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6490    1.4678    1.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0790    2.2325   -0.4755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6916   -1.6602    0.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1109   -0.4571   -0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5570   -2.0771   -1.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3685   -1.7594   -0.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8968   -1.1188   -2.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2938    0.6513   -1.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5390   -0.4817   -2.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3984    0.1020    2.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5906   -0.2666    2.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    1.2375    1.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2966   -1.6027   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9979   -2.6815   -0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1049   -2.0366   -2.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0707   -1.6803   -1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0011   -0.7151   -2.5836 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1565    0.2148   -0.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2103    1.2614   -1.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6174    0.6355    1.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8757    2.5429    0.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8549   -1.4424    0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6949    2.1716    1.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8520    2.2080    1.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9583    0.4980    1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3187    1.7276    0.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1469    3.2049   -0.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  1
  4 20  1  0
 20 21  1  0
 20 22  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 10  1  0
 19 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
 20 43  1  1
 21 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
  9 31  1  0
  9 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  1
 18 41  1  0
 19 42  1  1
M  CHG  2  13   1  14  -1
M  END


  Mrv1652306302200062D          

 22 23  0  0  1  0            999 V2000
   -3.1857    2.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9308    2.0838    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1238    1.9123    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2953    1.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6823    0.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0800    0.8504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648    2.3539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619    0.9561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.7846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.9049    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.9523    2.7193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4828    1.4707    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  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  3  7  1  6  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 11  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 16 19  1  6  0  0  0
 14 20  1  0  0  0  0
  3 21  1  1  0  0  0
  2 22  1  1  0  0  0
M  CHG  2  14   1  20  -1
M  END
> <DATABASE_ID>
NP0141032

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@](O)([C@H](C)O)C(=O)OCC1=CC[N+]2([O-])CC[C@@H](O)[C@@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C15H25NO6/c1-9(2)15(20,10(3)17)14(19)22-8-11-4-6-16(21)7-5-12(18)13(11)16/h4,9-10,12-13,17-18,20H,5-8H2,1-3H3/t10-,12+,13+,15-,16?/m0/s1

> <INCHI_KEY>
DNAWGBOKUFFVMB-FVZLBROTSA-N

> <FORMULA>
C15H25NO6

> <MOLECULAR_WEIGHT>
315.366

> <EXACT_MASS>
315.168187529

$$$$

HEADER    PROTEIN                                 30-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUN-22         0                                  
HETATM    1  C   UNK     0      -5.947   5.354   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.471   3.890   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.964   3.570   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.285   2.063   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.140   1.033   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.749   1.587   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.458   3.249   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.428   4.394   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -1.982   1.785   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.476   1.465   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.905  -1.246   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.000  -2.492   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       1.465  -2.016   0.000  0.00  0.00           N+1
HETATM   15  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.929   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.929  -2.492   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.405   1.465   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.465  -3.556   0.000  0.00  0.00           O-1
HETATM   21  O   UNK     0      -3.644   5.076   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -6.501   2.745   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4    7   21                                             
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    3    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   18   20                                             
CONECT   15   14   11   16                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   14                                                       
CONECT   19   16                                                            
CONECT   20   14                                                            
CONECT   21    3                                                            
CONECT   22    2                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₅NO₆

Average Mass

315.3660 Da

Monoisotopic Mass

315.16819 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)[C@](O)([C@H](C)O)C(=O)OCC1=CC[N+]2([O-])CC[C@@H](O)[C@@H]12

InChI Identifier

InChI=1S/C15H25NO6/c1-9(2)15(20,10(3)17)14(19)22-8-11-4-6-16(21)7-5-12(18)13(11)16/h4,9-10,12-13,17-18,20H,5-8H2,1-3H3/t10-,12+,13+,15-,16?/m0/s1

InChI Key

DNAWGBOKUFFVMB-FVZLBROTSA-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
Idea leuconoe	LOTUS Database	35616633
Neatostema apulum	LOTUS Database	35616633
Symphytum officinale	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Not Available

Sub Class

Not Available

Direct Parent

Alkaloids and derivatives

Alternative Parents

Substituents

Alkaloid or derivatives
Pyrrolizine
Beta-hydroxy acid
Fatty acid ester
Hydroxy acid
N-alkylpyrrolidine
Fatty acyl
Trialkyl amine oxide
Pyrrolidine
Pyrroline
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Azacycle
N-oxide
Carboxylic acid derivative
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Trisubstituted n-oxide
Organonitrogen compound
Carbonyl group
Alcohol
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organic salt
Organic zwitterion
Organic oxide
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

301478

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

340067

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Lycopsamine N-oxide (NP0141032)

MOL for NP0141032 (Lycopsamine N-oxide)

3D MOL for NP0141032 (Lycopsamine N-oxide)

3D SDF for NP0141032 (Lycopsamine N-oxide)

3D-SDF for NP0141032 (Lycopsamine N-oxide)

PDB for NP0141032 (Lycopsamine N-oxide)

3D PDB for NP0141032 (Lycopsamine N-oxide)

SMILES for NP0141032 (Lycopsamine N-oxide)

INCHI for NP0141032 (Lycopsamine N-oxide)

Structure for NP0141032 (Lycopsamine N-oxide)

3D Structure for NP0141032 (Lycopsamine N-oxide)