CSEARCH Evaluation Report

Automatic Evaluation Report from CSEARCH
created on 2021-03-10 at 12:30:31
based on 340,554 reference spectra

Did you know ?

Every webpage created by the CSEARCH-Robot-Referee is marked with a
digital fingerprint - editing of these webpages is therefore prohibited !
The chance to manipulate such a page successfully is like isolating
one, single molecule out of one Peta-MOL of substance !

Request from: molecules.discard@robien.at

Compound: KSR1_3_-[3R-ACETOXY-5,5-DIMETHYLCYCLOPENT-1-ENE]-4_-O-METHYLSCUTELLAREIN-7-O-[

Project: MOLECULES,12,328[2007]CSEARCH-NUMBER:UWLU057560-20110822

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: molecules.discard@robien.at

Compound: KSR1_3_-[3R-ACETOXY-5,5-DIMETHYLCYCLOPENT-1-ENE]-4_-O-METHYLSCUTELLAREIN-7-O-[

Project: MOLECULES,12,328[2007]CSEARCH-NUMBER:UWLU057560-20110822

Recommendation given here

Details of Prediction given here

Summary of Supplied Data

Understanding the Color Coding Scheme

Molecular formula is: C₄₅H₅₆O₂₃ Molecular weight is: 964.94 amu
INCHIKEY is: PBHBQGSNOJXIOU-HRPYLVAVBJ

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

1 123.01 S -

2 112.86 D -

3 146.78 S -

4 151.10 S -

5 112.01 D -

6 118.60 D -

7 55.71 Q -

8 158.20 S -

9 132.70 D -

10 74.20 D -

11 29.60 T -

12 26.30 S -

13 16.50 Q -

14 16.50 Q -

15 168.30 S -

16 18.70 Q -

17 163.84 S -

18 102.89 D -

19 182.12 S -

20 148.78 S -

21 146.78 S -

22 130.75 S -

23 150.87 S -

24 93.70 D -

25 105.58 S -

26 97.27 D -

27 76.53 D -

28 86.63 D -

29 68.14 D -

30 76.85 D -

31 60.89 T -

32 103.01 D -

33 73.33 D -

34 76.53 D -

35 69.93 D -

36 72.91 D -

37 62.89 T -

38 170.04 S -

39 20.38 Q -

40 101.03 D -

41 70.20 D -

42 70.20 D -

43 71.97 D -

44 68.89 D -

45 17.78 Q -

The marked carbons have been fully assigned
Structural diagram

Graphical summary of the Chemical Shift Data

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

138,167,628 Compounds searched in PUBCHEM - nothing found

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 C₄₅H₅₆O₂₃

Search CHEMSPIDER for the molecular formula C₄₅H₅₆O₂₃

(Description)

Performing Symmetry Analysis

Eventually Symmetry Error: Same shiftvalue - Different environment
Structural diagram

Basic Evaluation: Checking Multiplicities

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

From structure	45	14	22	3	6	17	28	0
From spectrum	45	14	22	3	6	17	28	0

Overall impression on compatibility of multiplicity from structure and experiment

Evaluation based on Spectrum Prediction

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	124.6	122.3	123.4	123.0	0.4	Assigned by author
2	127.0	130.7	128.9	112.9	16.0	Assigned by author Check assignment - maybe 146.78 ?	Only reference material with low similarity
3	130.4	127.8	130.4	146.8	16.3	Assigned by author Check assignment - maybe 132.70 ?	Only reference material with low similarity
4	159.8	156.3	158.1	151.1	7.0	Assigned by author Check assignment - maybe 158.20 ?	Only reference material with low similarity
5	112.1	111.9	112.0	112.0	0.0	Assigned by author
6	124.7	128.5	127.7	118.6	9.1	Assigned by author Check assignment - maybe 112.86 ?
7	56.8	55.9	56.1	55.7	0.4	Assigned by author
8	149.6	119.9	149.6	158.2	8.6	Assigned by author Check assignment - maybe 151.10 ?	Large Difference between NET & HOSE Only reference material with low similarity
9	124.1	139.3	124.1	132.7	8.6	Assigned by author Check assignment - maybe 118.60 ?	Large Difference between NET & HOSE Only reference material with low similarity
10	74.1	78.9	76.5	74.2	2.3	Assigned by author Check assignment - maybe 76.53 ?	Only reference material with low similarity
11	47.1	29.7	47.1	29.6	17.5	Assigned by author Check assignment - maybe 16.50 ?	Large Difference between NET & HOSE Only reference material with low similarity
12	44.3	45.5	44.3	26.3	18.0	Assigned by author Check assignment - maybe 29.60 ?	Only reference material with low similarity Only very few similar structures
13	26.9	26.5	26.7	16.5	10.2	Assigned by author Check assignment - maybe 26.30 ?	Only reference material with low similarity
14	26.9	26.5	26.7	16.5	10.2	Assigned by author Check assignment - maybe 26.30 ?	Only reference material with low similarity
15	170.4	170.3	170.3	168.3	2.0	Assigned by author Check assignment - maybe 170.04 ?
16	21.3	21.3	21.3	18.7	2.6	Assigned by author
17	164.6	163.6	163.8	163.8	0.1	Assigned by author
18	103.7	103.3	103.4	102.9	0.5	Assigned by author Check assignment - maybe 103.01 ?
19	182.0	182.5	182.5	182.1	0.4	Assigned by author
20	105.6	106.2	106.2	148.8	42.6	Assigned by author Check assignment - maybe 105.58 ?
21	149.9	147.1	147.1	146.8	0.3	Assigned by author
22	134.5	130.8	130.8	130.8	0.1	Assigned by author
23	152.1	150.9	150.9	150.9	0.1	Assigned by author
24	96.3	94.4	94.4	93.7	0.7	Assigned by author
25	152.3	149.0	149.0	105.6	43.4	Assigned by author Check assignment - maybe 148.78 ?	Inconsistent assignments in reference material
26	100.3	97.3	97.3	97.3	0.0	Assigned by author	Only very few similar structures
27	78.2	76.5	76.5	76.5	0.0	Assigned by author
28	85.1	86.6	86.6	86.6	0.0	Assigned by author
29	71.3	69.4	69.4	68.1	1.3	Assigned by author Check assignment - maybe 68.89 ?
30	77.8	76.8	76.8	76.8	0.0	Assigned by author
31	62.2	62.0	62.0	60.9	1.1	Assigned by author Check assignment - maybe 62.89 ?
32	104.9	104.1	104.1	103.0	1.1	Assigned by author Check assignment - maybe 102.89 ?
33	75.0	75.0	75.0	73.3	1.7	Assigned by author Check assignment - maybe 74.20 ?
34	77.8	77.5	77.5	76.5	1.0	Assigned by author Check assignment - maybe 68.14 ?
35	71.7	71.2	71.2	69.9	1.2	Assigned by author Check assignment - maybe 70.20 ?
36	76.2	75.2	75.2	72.9	2.3	Assigned by author Check assignment - maybe 70.20 ?	Inconsistent assignments in reference material
37	63.1	64.1	64.1	62.9	1.2	Assigned by author Check assignment - maybe 60.89 ?
38	171.6	171.5	171.5	170.0	1.5	Assigned by author Check assignment - maybe 168.30 ?
39	20.7	20.7	20.7	20.4	0.3	Assigned by author
40	102.2	101.9	101.9	101.0	0.8	Assigned by author
41	72.2	71.7	71.7	70.2	1.5	Assigned by author Check assignment - maybe 72.91 ?
42	72.3	71.9	71.9	70.2	1.7	Assigned by author Check assignment - maybe 71.97 ?
43	73.7	73.4	73.4	72.0	1.5	Assigned by author Check assignment - maybe 73.33 ?
44	70.0	69.8	69.8	68.9	0.9	Assigned by author Check assignment - maybe 69.93 ?
45	18.2	18.0	18.0	17.8	0.2	Assigned by author
Absolute Signed	5.79ppm (45) -2.30ppm (45)	5.64ppm (45) -1.15ppm (45)	5.25ppm (45) -1.87ppm (45)			2.73ppm (45) -1.87ppm (45)	Average deviation to experimental values ( Number of shift pairs used )
Structure representation by reference data over 4.0 shells on average

Visualization of the differences between predicted and experimental values

Quality of the Spectrum Prediction

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

Contribution of the methods

HOSE NET NET&HOSE NONE
Structural diagram

Similarity between predicted and experimental data based on positions

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

Overall deviation between predicted and experimental data is 5.3ppm

	Your assignment	Difference to predicted values

Nothing found when searching CSEARCH for identical structures

(Description)

No alternative structure found when searching CSEARCH for identical spectra

(Description)

Overall Impression

Major revision necessary; high probability for errors

Compound: KSR1_3_-[3R-ACETOXY-5,5-DIMETHYLCYCLOPENT-1-ENE]-4_-O-METHYLSCUTELLAREIN-7-O-[

Project: MOLECULES,12,328[2007]CSEARCH-NUMBER:UWLU057560-20110822

The CSEARCH Robot Referee recommends: Major revision necessary; high probability for errors

NN-Prediction and HOSE-Code prediction differs significantly at 3 carbon positions

Deviation between experimental and predicted data is 5.3ppm

Assignment can be probably improved at 28 positions

6 Experimental shift values differ more than 10ppm from prediction

2 Experimental shift values differ more than 25ppm from prediction

12 Carbon positions ( out of 45 ) have a severe assignment problem

Spectrum prediction - minor inconsistencies found

6 Carbon(s) might have a symmetry-problem

Experimental values

Predicted values

Matching map

Deviation per position ( Average is 5.3ppm )

Carbons having strong stereochemical effects

Contribution of methods

HOSE NET NET&HOSE NONE

Overall Similarity Index is 4.3
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

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

138,167,628 Compounds searched in PUBCHEM - nothing found

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 C₄₅H₅₆O₂₃

Search CHEMSPIDER for the molecular formula C₄₅H₅₆O₂₃

(Description)

Your Total Usage of the CSEARCH-Robot-Referee

   10 Requests have been launched by molecules.discard@robien.at

  Year

  Accept

  Minor Revision

  Major Revision

  Reject

  Only Prediction

2021 2 1 7

Top

Page has been automatically written by CSEARCH
CPU-Usage: Evaluation needed 10.640 seconds
Wolfgang.Robien(at)univie.ac.at

Carbon number	Chemical Shift Value	Multiplicity from Structure	Multiplicity from Experiment

1	123.01	S	-
2	112.86	D	-
3	146.78	S	-
4	151.10	S	-
5	112.01	D	-
6	118.60	D	-
7	55.71	Q	-
8	158.20	S	-
9	132.70	D	-
10	74.20	D	-
11	29.60	T	-
12	26.30	S	-
13	16.50	Q	-
14	16.50	Q	-
15	168.30	S	-
16	18.70	Q	-
17	163.84	S	-
18	102.89	D	-
19	182.12	S	-
20	148.78	S	-
21	146.78	S	-
22	130.75	S	-
23	150.87	S	-
24	93.70	D	-
25	105.58	S	-
26	97.27	D	-
27	76.53	D	-
28	86.63	D	-
29	68.14	D	-
30	76.85	D	-
31	60.89	T	-
32	103.01	D	-
33	73.33	D	-
34	76.53	D	-
35	69.93	D	-
36	72.91	D	-
37	62.89	T	-
38	170.04	S	-
39	20.38	Q	-
40	101.03	D	-
41	70.20	D	-
42	70.20	D	-
43	71.97	D	-
44	68.89	D	-
45	17.78	Q	-

10 Requests have been launched by molecules.discard@robien.at
Year	Accept	Minor Revision	Major Revision	Reject	Only Prediction
2021		2	1	7

Did you know ?

Every webpage created by the CSEARCH-Robot-Referee is marked with a digital fingerprint - editing of these webpages is therefore prohibited ! The chance to manipulate such a page successfully is like isolating one, single molecule out of one Peta-MOL of substance !

Major revision necessary; high probability for errors

Compound: KSR1_3_-[3R-ACETOXY-5,5-DIMETHYLCYCLOPENT-1-ENE]-4_-O-METHYLSCUTELLAREIN-7-O-[ Project: MOLECULES,12,328[2007]CSEARCH-NUMBER:UWLU057560-20110822

Your Total Usage of the CSEARCH-Robot-Referee

Every webpage created by the CSEARCH-Robot-Referee is marked with a
digital fingerprint - editing of these webpages is therefore prohibited !
The chance to manipulate such a page successfully is like isolating
one, single molecule out of one Peta-MOL of substance !

Compound: KSR1_3_-[3R-ACETOXY-5,5-DIMETHYLCYCLOPENT-1-ENE]-4_-O-METHYLSCUTELLAREIN-7-O-[

Project: MOLECULES,12,328[2007]CSEARCH-NUMBER:UWLU057560-20110822