Automatic Evaluation Report from CSEARCH
created on 2021-04-26 at 16:55:29
based on 340,554 reference spectra



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Your query structure is automatically matched against the PUBCHEM-collection,
in case the structure is registered with PUBCHEM the corresponding link is given.




Request from: [email protected]

Compound: 5,7-DIHYDROXY-2-HYDROXYMETHYLCHROMONE_COMPOUND-5

Project: MOLECULES,19,507[2014]CSEARCH-NUMBER:UWBT014218-20210426


Database Number of Entries Owner of Database


Please cite the CSEARCH-Robot-Referee as:

N. Haider, W. Robien; https://c13nmr.at/c13robot/robot.php


 CSEARCH 
 74,997 (A) CSEARCH-Data / Wolfgang Robien
 CSEARCH 
 56,549 (B) CSEARCH-Data / Wolfgang Robien
 CSEARCH 
 28,196 (C) CSEARCH-Data / Wolfgang Robien
 CSEARCH 
 33,587 (D) CSEARCH-Data / Wolfgang Robien
 CSEARCH 
 39,132 (E) CSEARCH-Data / Wolfgang Robien + NMR-Database University of Mainz
 CSEARCH 
 26,196 (F) CSEARCH-Data / Wolfgang Robien
 CSEARCH 
 50,594 (I) Upcoming CSEARCH-Data / Wolfgang Robien
 CSEARCH 
 31,307 (L) NMRShiftDB-Data / Version February 2012

CSEARCH-Version: 9.4.0
Robot-Referee: 2017:06:10



Request from: [email protected]

Compound: 5,7-DIHYDROXY-2-HYDROXYMETHYLCHROMONE_COMPOUND-5

Project: MOLECULES,19,507[2014]CSEARCH-NUMBER:UWBT014218-20210426

Recommendation given here

Details of Prediction given here

Summary of Supplied Data

Understanding the Color Coding Scheme






The NMR-Spectrum for this compound is available in commercial & non-commercial databases
All Spectra from NMRPREDICT, SPECINFO, NMRShiftDB, MESTRENOVA and
CSEARCH (including spectra not yet released) were screened




Structure Proposal

Structural diagram

Molecular formula is: C10H8O5     Molecular weight is: 208.17 amu

INCHIKEY is: YFSVMSTWCJUXNI-UHFFFAOYAH



Numbering Scheme derived from the drawing sequence used during the calculation

Structural diagram


The marked carbons have been fully assigned

Structural diagram


Carbon number Chemical Shift Value Multiplicity from Structure Multiplicity from Experiment

1 164.30 S -
3 112.80 D -
4 146.10 S -
5 112.50 S -
6 113.00 S -
7 144.60 D -
8 150.50 S -
9 103.60 D -
10 152.00 S -




The marked carbons have been fully assigned

Structural diagram


The marked carbons have no lines assigned

Structural diagram


Graphical summary of the Chemical Shift Data

Spectrum





Searching external databases




The NMR-Spectrum for this compound is available in commercial & non-commercial databases
All Spectra from NMRPREDICT, SPECINFO, NMRShiftDB, MESTRENOVA and
CSEARCH (including spectra not yet released) were screened


Recall this Compound from PUBCHEM ( Stereo-Match from searching 138,184,003 compounds )

4,400,967 Compounds searched in Emolecules - nothing found

Search the Internet for this compound ( Skeleton only )
Search the Internet for this compound ( Skeleton + Stereochemistry )


Search CHEMSPIDER for this compound ( Skeleton only )
Search CHEMSPIDER for this compound ( Skeleton + Stereochemistry )


Search the Internet for the molecular formula C10H8O5


Search CHEMSPIDER for the molecular formula C10H8O5



(Description)





Basic Evaluation: Checking Multiplicities



Checking lines & multiplicity Carbons/Lines Singlet Dublet Triplet Quartet Odd Even None

From structure 10 6 3 1 0 7 3 0
From spectrum 9 6 3 0 0 6 3 0


Overall impression on compatibility of multiplicity from structure and experiment

Quality bar





Evaluation based on Spectrum Prediction





9 line(s) given for 10 carbon positions






Numbering Scheme

Structural diagram



Carbon Number Neural Network
Prediction		 HOSE-Code
Prediction		 Preferred Value
from both Predictions		 Experimental
values		 Difference
(Exp-Pred/ppm)		 Assignment Prediction Quality
1 166.3 170.3 170.3 164.3 6.0 Assigned by author
2 64.5 60.6 60.6 Chemical shift not available
3 100.8 106.0 106.0 112.8 6.8 Assigned by author Large Difference between NET & HOSE
4 181.7 182.5 182.5 146.1 36.4 Assigned by author
5 106.7 104.1 104.1 112.5 8.4 Assigned by author Only very few similar structures
6 159.7 161.3 161.3 113.0 48.3 Assigned by author Inconsistent assignments in reference material
7 99.5 99.1 99.1 144.6 45.5 Assigned by author Inconsistent assignments in reference material
8 164.0 161.9 161.9 150.5 11.4 Assigned by author Inconsistent assignments in reference material
9 95.3 94.0 94.0 103.6 9.6 Assigned by author Only very few similar structures
10 158.8 157.9 157.9 152.0 5.9 Assigned by author Only very few similar structures
  Absolute  
Signed
   19.53ppm   (9)   
   -3.70ppm   (9)   
   19.82ppm   (9)   
   -4.19ppm   (9)   
   19.82ppm   (9)   
   -4.19ppm   (9)   


Average deviation to experimental values
( Number of shift pairs used )

Structure representation by reference data over 5.0 shells on average



Visualization of the differences between predicted and experimental values

Spectrum


Quality of the Spectrum Prediction

Quality bar



Experimental Chemical Shift Values as given

Structural diagram


Experimental Chemical Shift Values using Symmetry

Structural diagram


Preferred Chemical Shift Values from both predictions

Structural diagram


Carbons with massive contribution from stereochemistry

Structural diagram


Comparison of Prediction Techniques

Spectrum


Contribution of the methods

HOSE NET NET&HOSE NONE
Structural diagram


Similarity between predicted and experimental data based on positions

Quality bar



Matching map of predicted versus experimental data

Structural diagram


Differences between predicted and experimental data in ppm

Structural diagram


Comparison of Experimental versus Predicted Chemical Shift Values

Spectrum


Overall deviation between predicted and experimental data is 19.8ppm

Quality bar



Spectrum
Spectrum
Spectrum


  Your assignment  
 Difference to predicted values 
Highlighting
Highlighting







1 Entry found when searching CSEARCH for identical structures

(Description)




Identical structure:
Entry # 1 of 1

PHYTOCHEM.,31,1367(1992)

Solvent: DMSO-D6

10 carbons given
10 lines given
10 assigned lines
0 exchangeable shifts

C10H8O5
Spectrum

YFSVMSTWCJUXNI

Search Structure on WEB

Availability of spectral data
Structure







No alternative structure found when searching CSEARCH for identical spectra

(Description)










Overall Impression


Reject
Quality bar



Reject; severe incompatibility detected




Compound: 5,7-DIHYDROXY-2-HYDROXYMETHYLCHROMONE_COMPOUND-5

Project: MOLECULES,19,507[2014]CSEARCH-NUMBER:UWBT014218-20210426


Reject


The CSEARCH Robot Referee recommends: Reject; severe incompatibility detected

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Experimental values
Highlighting
Symmetry considerations
Highlighting
Predicted values
Highlighting
Matching map
Highlighting
Deviation per position ( Average is 19.8ppm )
Highlighting
Carbons having strong stereochemical effects
Highlighting
Contribution of methods
HOSE NET NET&HOSE NONE
Highlighting
Overall Similarity Index is 19.8
0.0 is a "perfect match", up to approximately 3.0 it is "reasonable",
above 5.0 it is more or less "unbelievable"

  Your assignment  
 Difference to predicted values 
Highlighting
Highlighting


The NMR-Spectrum for this compound is available in commercial & non-commercial databases
All Spectra from NMRPREDICT, SPECINFO, NMRShiftDB, MESTRENOVA and
CSEARCH (including spectra not yet released) were screened


Recall this Compound from PUBCHEM ( Stereo-Match from searching 138,184,003 compounds )

4,400,967 Compounds searched in Emolecules - nothing found

Search the Internet for this compound ( Skeleton only )
Search the Internet for this compound ( Skeleton + Stereochemistry )


Search CHEMSPIDER for this compound ( Skeleton only )
Search CHEMSPIDER for this compound ( Skeleton + Stereochemistry )


Search the Internet for the molecular formula C10H8O5


Search CHEMSPIDER for the molecular formula C10H8O5



(Description)





History of your requests for this compound


  Date/Time      Result         Method        Assigned  
Lines		   Unassigned  
Lines		   Stereoisomer     Permanent URL       Remark     Comparison of experimental and
predicted data (Evaluation only)
2021-02-25
21:19:27		 Reject Evaluation 8 0 NO Spectrum
2021-04-10
22:24:30		 Reject Evaluation 8 0 NO Spectrum
This request Reject Evaluation 9 0 Spectrum


Your Total Usage of the CSEARCH-Robot-Referee




   668 Requests have been launched by [email protected]   


  Year  
  Accept  
  Minor Revision  
  Major Revision  
  Reject  


  Only Prediction  

2021 36 449 162 21



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Wolfgang.Robien(at)univie.ac.at