NP-MRD: Showing NP-Card for Neosarranicine (NP0140384)

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Record Information

Version

2.0

Created at

2022-06-29 21:31:39 UTC

Updated at

2022-06-29 21:31:39 UTC

NP-MRD ID

NP0140384

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Neosarranicine

Description

Neosarranicine belongs to the class of organic compounds known as pyrrolizidines. Pyrrolizidines are compounds containing a pyrrolizidine, which is a bicyclic ring system made up of two fused pyrrolidine ring sharing a nitrogen atom. Based on a literature review very few articles have been published on Neosarranicine.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 51 52  0  0  0  0  0  0  0  0999 V2000
    6.0320    2.6047   -1.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0229    2.1254   -0.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4965    0.9153   -0.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9359    0.0247   -1.9736 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5156    0.5219    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1422    1.2688    1.0428 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9327   -0.7583    0.0888 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719   -1.1511    1.0676 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5148   -2.3894    1.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3337   -3.3039    1.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2014   -2.6376    1.3246 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643   -2.0185    2.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0044   -0.6716    1.8763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3931   -0.5596    0.5096 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4407   -0.8405   -0.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4705    0.1376   -0.3833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5451    0.0684   -1.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5776   -0.8266   -2.1597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6106    1.0415   -1.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5797    1.9660   -0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6968    2.9297   -0.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7656    0.9602   -2.0755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3422   -0.2821   -1.9077 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6948   -1.6174    0.4500 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6861    1.7705   -2.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5828    3.1583   -2.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6887    3.3390   -1.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7109    2.7955   -0.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0890    0.6207   -2.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9073   -0.4502   -1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2039   -0.7647   -2.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7983   -0.3210    1.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2369   -2.8998    1.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9986   -2.1527    2.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5053   -4.2989    1.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1994   -3.5041    2.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4141   -2.6605    2.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0570   -1.8699    3.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6174    0.1651    2.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1079   -0.5478    1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0074    0.4540    0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8080   -1.8635   -0.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0374   -0.6667   -1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7322    1.9992    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5091    3.5832    0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7173    3.5868   -0.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6550    2.3762    0.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3223    1.0454   -3.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4436    1.8007   -1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9346   -0.2287   -1.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8388   -1.9737   -0.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 22  1  0
 22 23  1  0
 19 20  2  0
 20 21  1  0
 14 24  1  0
 24  8  1  0
 24 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  8 32  1  1
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  6
 15 42  1  0
 15 43  1  0
 22 48  1  0
 22 49  1  0
 23 50  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 24 51  1  6
M  END


  Mrv1652306292223312D          

 24 25  0  0  1  0            999 V2000
   -1.0198    3.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648    2.3539    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
   -2.1238    1.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619    0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6139    0.3431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  2  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  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 C   0  0  2  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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721    1.3977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271    2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9751    2.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3341    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6931    1.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890    3.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3960    3.3100    0.0000 O   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
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  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
 11 15  1  0  0  0  0
 13 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0140384

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C(/C)C(=O)O[C@@H]1CCN2CC[C@H](COC(=O)C(\CO)=C\C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C18H27NO5/c1-4-12(3)17(21)24-15-7-9-19-8-6-14(16(15)19)11-23-18(22)13(5-2)10-20/h4-5,14-16,20H,6-11H2,1-3H3/b12-4+,13-5+/t14-,15-,16?/m1/s1

> <INCHI_KEY>
YMUQRQKYYOWGPN-GOUYKPGYSA-N

> <FORMULA>
C18H27NO5

> <MOLECULAR_WEIGHT>
337.416

> <EXACT_MASS>
337.188922973

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
36.36511296634747

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1S,7R)-7-{[(2E)-2-methylbut-2-enoyl]oxy}-hexahydro-1H-pyrrolizin-1-yl]methyl (2E)-2-(hydroxymethyl)but-2-enoate

> <ALOGPS_LOGP>
2.12

> <JCHEM_LOGP>
2.0287881053333336

> <ALOGPS_LOGS>
-2.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.88654291078942

> <JCHEM_PKA_STRONGEST_BASIC>
9.020877609247869

> <JCHEM_POLAR_SURFACE_AREA>
76.07

> <JCHEM_REFRACTIVITY>
91.794

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,7R)-7-{[(2E)-2-methylbut-2-enoyl]oxy}-hexahydro-1H-pyrrolizin-1-yl]methyl (2E)-2-(hydroxymethyl)but-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      -1.904   5.859   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.428   4.394   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.458   3.249   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.964   3.570   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.982   1.785   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.013   0.640   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -0.476   1.465   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.905  -1.246   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.000  -2.492   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.465  -2.016   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.929   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.929  -2.492   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.405   1.465   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.375   2.609   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.851   4.074   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.820   5.218   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.357   4.394   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.387   3.249   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.894   3.570   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.833   5.859   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.339   6.179   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11    8   13                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   11                                                       
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₇NO₅

Average Mass

337.4160 Da

Monoisotopic Mass

337.18892 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C\C=C(/C)C(=O)O[C@@H]1CCN2CC[C@H](COC(=O)C(\CO)=C\C)C12

InChI Identifier

InChI=1S/C18H27NO5/c1-4-12(3)17(21)24-15-7-9-19-8-6-14(16(15)19)11-23-18(22)13(5-2)10-20/h4-5,14-16,20H,6-11H2,1-3H3/b12-4+,13-5+/t14-,15-,16?/m1/s1

InChI Key

YMUQRQKYYOWGPN-GOUYKPGYSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolizidines. Pyrrolizidines are compounds containing a pyrrolizidine, which is a bicyclic ring system made up of two fused pyrrolidine ring sharing a nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolizidines

Sub Class

Not Available

Direct Parent

Pyrrolizidines

Alternative Parents

Substituents

Pyrrolizidine
Beta-hydroxy acid
Fatty acid ester
Dicarboxylic acid or derivatives
Hydroxy acid
N-alkylpyrrolidine
Fatty acyl
Pyrrolidine
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Tertiary aliphatic amine
Tertiary amine
Amino acid or derivatives
Carboxylic acid ester
Azacycle
Carboxylic acid derivative
Amine
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Primary alcohol
Carbonyl group
Organic nitrogen compound
Alcohol
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

4933438

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6428029

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Neosarranicine (NP0140384)

MOL for NP0140384 (Neosarranicine)

3D MOL for NP0140384 (Neosarranicine)

3D SDF for NP0140384 (Neosarranicine)

3D-SDF for NP0140384 (Neosarranicine)

PDB for NP0140384 (Neosarranicine)

3D PDB for NP0140384 (Neosarranicine)

SMILES for NP0140384 (Neosarranicine)

INCHI for NP0140384 (Neosarranicine)

Structure for NP0140384 (Neosarranicine)

3D Structure for NP0140384 (Neosarranicine)