NP-MRD: Showing NP-Card for comp X (NP0042881)

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Record Information

Version

1.0

Created at

2021-06-21 00:26:08 UTC

Updated at

2021-06-30 00:18:14 UTC

NP-MRD ID

NP0042881

Secondary Accession Numbers

None

Natural Product Identification

Common Name

comp X

Provided By

JEOL Database JEOL Logo

Description

CompX belongs to the class of organic compounds known as phenylpyruvic acid derivatives. Phenylpyruvic acid derivatives are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid. comp X is found in Fridericia heliota. It was first documented in 2014 (Petushkov, V. N., et al.). Based on a literature review a significant number of articles have been published on CompX.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102263D          

 27 27  0  0  0  0            999 V2000
    1.1068    1.5939    3.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5935    0.2855    3.0127 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4712   -0.4495    2.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2388   -0.7040    0.9303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0857   -0.2237    0.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3052    0.2945   -1.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7647    0.7387   -1.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0645    0.6567   -1.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0517    1.1164   -2.2463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3080    0.1246   -0.1423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6983    0.0370    0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6750    0.4173   -0.2697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8081   -0.5093    1.5762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2280   -0.3191    0.6363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6860   -1.0648    2.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5754   -1.6547    2.2502 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7234   -0.9135    4.1756 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2727    2.1284    2.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0311    1.5650    3.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3589    2.1467    3.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9551   -1.2937    0.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3136    0.3652   -1.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5850    1.1469   -2.8983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9190    1.0089   -1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7686   -0.5021    1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4100   -0.7441    1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5414   -1.3801    4.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 13  1  0  0  0  0
  6  7  2  0  0  0  0
  8  9  1  0  0  0  0
 14  5  2  0  0  0  0
  5  4  1  0  0  0  0
  7  8  1  0  0  0  0
  4  3  2  0  0  0  0
  8 10  2  0  0  0  0
  3 15  1  0  0  0  0
 10 14  1  0  0  0  0
  3  2  1  0  0  0  0
 10 11  1  0  0  0  0
  2  1  1  0  0  0  0
  5  6  1  0  0  0  0
 15 17  1  0  0  0  0
 11 12  2  0  0  0  0
 15 16  2  0  0  0  0
 14 26  1  0  0  0  0
  6 22  1  0  0  0  0
  7 23  1  0  0  0  0
 13 25  1  0  0  0  0
  9 24  1  0  0  0  0
  4 21  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 17 27  1  0  0  0  0
M  END


  Mrv1652306212102263D          

 27 27  0  0  0  0            999 V2000
    1.1068    1.5939    3.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5935    0.2855    3.0127 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4712   -0.4495    2.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2388   -0.7040    0.9303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0857   -0.2237    0.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3052    0.2945   -1.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7647    0.7387   -1.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0645    0.6567   -1.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0517    1.1164   -2.2463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3080    0.1246   -0.1423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6983    0.0370    0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6750    0.4173   -0.2697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8081   -0.5093    1.5762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2280   -0.3191    0.6363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6860   -1.0648    2.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5754   -1.6547    2.2502 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7234   -0.9135    4.1756 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2727    2.1284    2.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0311    1.5650    3.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3589    2.1467    3.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9551   -1.2937    0.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3136    0.3652   -1.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5850    1.1469   -2.8983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9190    1.0089   -1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7686   -0.5021    1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4100   -0.7441    1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5414   -1.3801    4.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 13  1  0  0  0  0
  6  7  2  0  0  0  0
  8  9  1  0  0  0  0
 14  5  2  0  0  0  0
  5  4  1  0  0  0  0
  7  8  1  0  0  0  0
  4  3  2  0  0  0  0
  8 10  2  0  0  0  0
  3 15  1  0  0  0  0
 10 14  1  0  0  0  0
  3  2  1  0  0  0  0
 10 11  1  0  0  0  0
  2  1  1  0  0  0  0
  5  6  1  0  0  0  0
 15 17  1  0  0  0  0
 11 12  2  0  0  0  0
 15 16  2  0  0  0  0
 14 26  1  0  0  0  0
  6 22  1  0  0  0  0
  7 23  1  0  0  0  0
 13 25  1  0  0  0  0
  9 24  1  0  0  0  0
  4 21  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 17 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042881

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C(\OC([H])([H])[H])=C(/[H])C1=C([H])C(C(=O)O[H])=C(O[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C11H10O6/c1-17-9(11(15)16)5-6-2-3-8(12)7(4-6)10(13)14/h2-5,12H,1H3,(H,13,14)(H,15,16)/b9-5-

> <INCHI_KEY>
QIIWCLUZQJDDON-UITAMQMPSA-N

> <FORMULA>
C11H10O6

> <MOLECULAR_WEIGHT>
238.195

> <EXACT_MASS>
238.047738042

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
22.258793702677526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(1Z)-2-carboxy-2-methoxyeth-1-en-1-yl]-2-hydroxybenzoic acid

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
1.7342735543333334

> <ALOGPS_LOGS>
-2.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.49057384823644

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.60012472473248

> <JCHEM_PKA_STRONGEST_BASIC>
-5.26743951913822

> <JCHEM_POLAR_SURFACE_AREA>
104.06000000000002

> <JCHEM_REFRACTIVITY>
59.015600000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(1Z)-2-carboxy-2-methoxyeth-1-en-1-yl]-2-hydroxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       1.107   1.594   3.253  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.594   0.286   3.013  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.471  -0.450   2.232  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.239  -0.704   0.930  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.086  -0.224   0.156  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.305   0.295  -1.127  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.765   0.739  -1.907  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.064   0.657  -1.415  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.052   1.116  -2.246  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.308   0.125  -0.142  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.698   0.037   0.355  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.675   0.417  -0.270  0.00  0.00           O+0
HETATM   13  O   UNK     0      -3.808  -0.509   1.576  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.228  -0.319   0.636  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.686  -1.065   2.839  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.575  -1.655   2.250  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.723  -0.914   4.176  0.00  0.00           O+0
HETATM   18  H   UNK     0       1.273   2.128   2.311  0.00  0.00           H+0
HETATM   19  H   UNK     0       2.031   1.565   3.838  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.359   2.147   3.829  0.00  0.00           H+0
HETATM   21  H   UNK     0       1.955  -1.294   0.359  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.314   0.365  -1.531  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.585   1.147  -2.898  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.919   1.009  -1.799  0.00  0.00           H+0
HETATM   25  H   UNK     0      -4.769  -0.502   1.771  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.410  -0.744   1.621  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.541  -1.380   4.442  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    3    1                                                       
CONECT    3    4   15    2                                                  
CONECT    4    5    3   21                                                  
CONECT    5   14    4    6                                                  
CONECT    6    7    5   22                                                  
CONECT    7    6    8   23                                                  
CONECT    8    9    7   10                                                  
CONECT    9    8   24                                                       
CONECT   10    8   14   11                                                  
CONECT   11   13   10   12                                                  
CONECT   12   11                                                            
CONECT   13   11   25                                                       
CONECT   14    5   10   26                                                  
CONECT   15    3   17   16                                                  
CONECT   16   15                                                            
CONECT   17   15   27                                                       
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    4                                                            
CONECT   22    6                                                            
CONECT   23    7                                                            
CONECT   24    9                                                            
CONECT   25   13                                                            
CONECT   26   14                                                            
CONECT   27   17                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₀O₆

Average Mass

238.1950 Da

Monoisotopic Mass

238.04774 Da

IUPAC Name

5-[(1Z)-2-carboxy-2-methoxyeth-1-en-1-yl]-2-hydroxybenzoic acid

Traditional Name

5-[(1Z)-2-carboxy-2-methoxyeth-1-en-1-yl]-2-hydroxybenzoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C(\OC([H])([H])[H])=C(/[H])C1=C([H])C(C(=O)O[H])=C(O[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C11H10O6/c1-17-9(11(15)16)5-6-2-3-8(12)7(4-6)10(13)14/h2-5,12H,1H3,(H,13,14)(H,15,16)/b9-5-

InChI Key

QIIWCLUZQJDDON-UITAMQMPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O pH = 4.2, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Fridericia heliota	JEOL database	Petushkov, V. N., et al. J. Tetrahedron Lett. 55, 460 (2014)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyruvic acid derivatives. Phenylpyruvic acid derivatives are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpyruvic acid derivatives

Direct Parent

Phenylpyruvic acid derivatives

Alternative Parents

Substituents

Cinnamic acid
Cinnamic acid or derivatives
Coumaric acid
Coumaric acid or derivatives
Hydroxycinnamic acid
Hydroxycinnamic acid or derivatives
Enol-phenylpyruvate
Hydroxybenzoic acid
Salicylic acid
Salicylic acid or derivatives
Benzoic acid or derivatives
Benzoic acid
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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
logP	1.63	ALOGPS
logP	1.73	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	2.6	ChemAxon
pKa (Strongest Basic)	-5.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	59.02 m³·mol⁻¹	ChemAxon
Polarizability	22.26 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

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

32033856

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102233687

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Petushkov, V. N., et al. (2014). Petushkov, V. N., et al. J. Tetrahedron Lett. 55, 460 (2014). J. Tetrahedron Lett..

Showing NP-Card for comp X (NP0042881)

MOL for NP0042881 (comp X)

3D MOL for NP0042881 (comp X)

3D SDF for NP0042881 (comp X)

3D-SDF for NP0042881 (comp X)

PDB for NP0042881 (comp X)

3D PDB for NP0042881 (comp X)

SMILES for NP0042881 (comp X)

INCHI for NP0042881 (comp X)

Structure for NP0042881 (comp X)

3D Structure for NP0042881 (comp X)