Strychnine
NMRanalyst Sample Application
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Sample Description:

 Molecular Formula: C21H22N2O2
Molecular Weight: 334.412
InChI= 1/C21H22N2O2/c24-18-10-16-19-13-9-17-21(6-7-22(17)11-12(13)5-8-
25-16)14-3-1-2-4-15(14)23(18)20(19)21/h1-5,13,16-17,19-20H,6-11H2
IUPAC Name:  Strychnidin-10-one
CAS Number: 57-24-9
PubChem: 5304
NMRShiftDB: 10009153
Spectrometer: Varian INOVA 500 MHz
Solvent: CDCl3
Sample Concentration: 20 mg
Provided by:  Dr. Péter Sándor, Varian Deutschland GmbH

*.fid/text file specifies:  Strychnine in CDCl3 20 mg dissolved in a 3mm tube I-500, Darmstadt
Gradient C13 and N15 HMBC optimized for 6 Hz Gradient HSQC with multiplicity editing
*.fidnpntswrfp-rflnisw1rfp1-rfl1time
proton3479884329.00117.161 m 6 s
carbon51938102419955.1012313.03810 m 45 s
C13_ghmbc204844329.00117.1651219955.102306.991 h 21 m
C13_ghsqc173224329.00117.1625614513.792527.0739 m
gdqfcosy204824329.00117.165124329.00117.161 h 36 m
N15_ghmbc2048324329.00117.161609117.15-261.043 h 21 m


1D Proton Spectrum:

1D Proton Spectrum


1D Carbon Spectrum (Deuterated Solvent Resonances Subtracted):

1D Carbon Spectrum


 

Automated VerifyIt Proton Assignments:

Proton Assignments
 

Automated VerifyIt Carbon Assignments:

Carbon Assignments

Top 10 FindIt Molecular Structures Consistent With Molecular Formula and Proton Resonances:

The correct structure is at position 1.

FindIt Structures

 Best 10 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.971908 (    5304)    2: 0.970546 ( 5318675)    3: 0.970546 ( 5907745)
    4: 0.961904 (  276141)    5: 0.954284 ( 9509473)    6: 0.947105 ( 9369669)
    7: 0.945754 ( 8588845)    8: 0.944791 ( 8748549)    9: 0.943643 ( 8135505)
   10: 0.943256 (  848361)
			

Top 10 FindIt Molecular Structures Consistent With Proton and Carbon Resonances:

The correct structure is at position 1.

FindIt Structures

 Best 10 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.960468 (    5304)    2: 0.931639 ( 5390635)    3: 0.929887 ( 3041794)
    4: 0.926279 ( 5147783)    5: 0.922874 (  211181)    6: 0.921420 (  101682)
    7: 0.919397 ( 3041789)    8: 0.919265 (   73393)    9: 0.910164 (  102382)
   10: 0.908563 ( 5378955)
			

2D Multiplicity-Edited HSQC Spectrum:

2D Multiplicity-Edited HSQC Spectrum

Determined HSQC Correlations:

Determined HSQC Correlations

Top 10 FindIt Molecular Structures Consistent With Proton and Protonated Carbon (HSQC) Resonances:

The correct structure is at position 1.

FindIt Structures

 Best 10 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.959993 (    5304)    2: 0.931736 ( 5390635)    3: 0.922361 ( 5147783)
    4: 0.919037 (  101682)    5: 0.910590 (   73393)    6: 0.908166 ( 7319211)
    7: 0.907407 ( 3041791)    8: 0.904047 ( 5378955)    9: 0.901412 ( 6918348)
   10: 0.899309 (  275189)
			

2D DQF-COSY Spectrum:

2D DQF-COSY Spectrum

AssembleIt HSQC & DQF-COSY Derived Carbon-Carbon Correlations:

AssembleIt HSQC & DQF-COSY Derived Correlations

2D N15_HMBC Spectrum:

2D N15_HMBC Spectrum

AssembleIt HSQC & N15_HMBC Derived Nitrogen-Carbon Correlations:

AssembleIt HSQC & N15_HMBC Derived Correlations

2D HMBC Spectrum:

2D HMBC Spectrum

AssembleIt HSQC, HMBC, DQF-COSY & N15_HMBC Derived Correlations:

AssembleIt Derived Correlations

AssembleIt Derived Structure With NMRgraph Added Likely Oxygen Atoms:

AssembleIt Derived Structure   Most likely structure (out of 2 possible ones) by agreement with carbon chemical shift prediction

Comments:

Strychnine is used as a bird, mammal, and insect control agent.

FindIt identifies the correct structure at place one.

The full strychnine structure elucidation is described in the NMRanalyst Manual, Tutorial IV. The strategy of structure elucidation without a 1D carbon spectrum is described in the NMRanalyst Manual, Tutorial III.


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