NP-MRD: Showing NP-Card for p-Coumaroyl glycolic acid (NP0045303)

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Record Information

Version

2.0

Created at

2022-03-17 19:17:34 UTC

Updated at

2022-03-17 19:17:34 UTC

NP-MRD ID

NP0045303

Secondary Accession Numbers

None

Natural Product Identification

Common Name

p-Coumaroyl glycolic acid

Description

Not Available

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241223302D          

 16 16  0  0  0  0            999 V2000
   -2.7107   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4252   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4252   -1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7107   -2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9962   -1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9962   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1397   -2.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2818   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1472   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8616   -0.9134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1472    0.3241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5761   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2906   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0051   -0.5009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2906   -1.7384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  3  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0045303

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)COC(=O)\C=C\C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H10O5/c12-9-4-1-8(2-5-9)3-6-11(15)16-7-10(13)14/h1-6,12H,7H2,(H,13,14)/b6-3+

> <INCHI_KEY>
RMPWEBYRPJQKNT-ZZXKWVIFSA-N

> <FORMULA>
C11H10O5

> <MOLECULAR_WEIGHT>
222.1941

> <EXACT_MASS>
222.05282343

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
21.57762879453054

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}acetic acid

> <ALOGPS_LOGP>
2.43

> <JCHEM_LOGP>
1.689731636

> <ALOGPS_LOGS>
-2.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.398711149616759

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5191941612554634

> <JCHEM_PKA_STRONGEST_BASIC>
-5.954732444560503

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
55.89450000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.71e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -5.060  -0.935   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.394  -1.705   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.394  -3.245   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.060  -4.015   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.726  -3.245   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.726  -1.705   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -7.727  -4.015   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.393  -0.935   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.059  -1.705   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.275  -0.935   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.608  -1.705   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.275   0.605   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.942  -0.935   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.276  -1.705   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.610  -0.935   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.276  -3.245   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    8                                                  
CONECT    7    3                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10   13                                                       
CONECT   12   10                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Value	Source
p-Coumaroyl glycolate	Generator

Chemical Formula

C₁₁H₁₀O₅

Average Mass

222.1941 Da

Monoisotopic Mass

222.05282 Da

IUPAC Name

2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}acetic acid

Traditional Name

{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}acetic acid

CAS Registry Number

Not Available

SMILES

OC(=O)COC(=O)\C=C\C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C11H10O5/c12-9-4-1-8(2-5-9)3-6-11(15)16-7-10(13)14/h1-6,12H,7H2,(H,13,14)/b6-3+

InChI Key

RMPWEBYRPJQKNT-ZZXKWVIFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lens culinaris	FooDB	PHENOL EXPLORER

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acid esters

Alternative Parents

Substituents

Coumaric acid ester
Coumaric acid or derivatives
Cinnamic acid ester
Styrene
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
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	2.43	ALOGPS
logP	1.69	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.52	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	55.89 m³·mol⁻¹	ChemAxon
Polarizability	21.58 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

FDB000290

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101219702

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for p-Coumaroyl glycolic acid (NP0045303)

MOL for NP0045303 (p-Coumaroyl glycolic acid)

3D MOL for NP0045303 (p-Coumaroyl glycolic acid)

3D SDF for NP0045303 (p-Coumaroyl glycolic acid)

3D-SDF for NP0045303 (p-Coumaroyl glycolic acid)

PDB for NP0045303 (p-Coumaroyl glycolic acid)

3D PDB for NP0045303 (p-Coumaroyl glycolic acid)

SMILES for NP0045303 (p-Coumaroyl glycolic acid)

INCHI for NP0045303 (p-Coumaroyl glycolic acid)

Structure for NP0045303 (p-Coumaroyl glycolic acid)

3D Structure for NP0045303 (p-Coumaroyl glycolic acid)