Gibberellic Acid
NMRanalyst Sample Application
Structure Elucidation Without 1D Carbon Spectrum
||||||||
 

Sample Description:

 Molecular Formula: C19H22O6
Molecular Weight: 346.374
InChI= 1/C19H22O6/c1-9-7-17-8-18(9,24)5-3-10(17)19-6-4-11(20)16(2,15(23)25-
19)13(19)12(17)14(21)22/h4,6,10-13,20,24H,1,3,5,7-8H2,2H3,(H,21,22)/
t10?,11-,12+,13?,16+,17-,18-,19+/m0/s1/f/h21H
IUPAC Name:  2,7-Dihydroxy-1-methyl-8-methylene-13-oxo-1,2,4b,5,6,7,8,9,10,
10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-
10-carboxylic acid
CAS Number: 77-06-5
PubChem: 6466
NMRShiftDB: 20000382
Spectrometer: Varian INOVA 500 MHz
Solvent: DMSO-d6
Sample Concentration: 7 mg/ml
Provided by:  Dr. Péter Sándor, Varian Deutschland GmbH

*.fidnpntswrfp-rflnisw1rfp1-rfl1time
proton4794847991.21-601.8014 s
ghmbc_12Hz102483376.38144.0251222522.52144.022 h 31 m
ghsqc135023376.38144.0225616680.571048.5131 m


1D Proton Spectrum:

1D Proton Spectrum


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: 0.963422 (    6466)    2: 0.962994 (  443448)    3: 0.959991 (  443462)
    4: 0.959425 ( 6443176)    5: 0.959256 (  187812)    6: 0.954775 (  156191)
    7: 0.941587 (  329253)    8: 0.941168 (  329252)    9: 0.932560 (  188708)
   10: 0.928867 (  443449)
			

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: 0.954752 (    6466)    2: 0.903208 (  539615)    3: 0.890085 (   92782)
    4: 0.862967 ( 3081410)    5: 0.852052 ( 4293927)    6: 0.851942 (  443464)
    7: 0.845233 ( 5278504)    8: 0.844701 (  630014)    9: 0.844165 ( 4293926)
   10: 0.841954 ( 5326711)
			

2D HMBC Spectrum:

2D HMBC Spectrum

AssembleIt HSQC & HMBC Derived Carbon-Carbon Correlations:

AssembleIt Derived Correlations

AssembleIt Derived Structure:

AssembleIt Derived Structure   only one possible structure

Comments:

Gibberellic acid is a plant growth regulator hormone.

The gibberellic acid structure elucidation with and without using a 1D carbon spectrum is described in the NMRanalyst Manual, Tutorial III.


© 1999-2015 ScienceSoft, LLC. All Rights Reserved. ScienceSoft Site Map