NP-MRD: Showing NP-Card for Ophthalmic acid (NP0087404)

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Record Information

Version

2.0

Created at

2022-05-11 16:48:46 UTC

Updated at

2022-05-11 16:48:46 UTC

NP-MRD ID

NP0087404

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ophthalmic acid

Description

Ophthalmic acid, also known as ophthalmate, belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Ophthalmic acid is a very strong basic compound (based on its pKa). Ophthalmic acid is found in Undaria pinnatifida. Ophthalmic acid was first documented in 1978 (PMID: 637852). A L-glutamine derivative that is L-glutamine substituted by a 1--1-oxobutan-2-yl at the terminal amino nitrogen atom (PMID: 24969468) (PMID: 21176868) (PMID: 23632663).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 38  0  0  0  0  0  0  0  0999 V2000
    2.4535    0.5682   -2.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0288   -0.8103   -1.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3410   -0.8372   -0.2846 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1652   -0.0251   -0.2553 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0750   -0.5976    0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1643   -1.7990    0.4114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3064    0.2675    0.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4730   -0.5729    0.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7563    0.2203    0.6306 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8497   -0.6890    1.0535 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1520    0.7969   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1996    0.4068   -1.2783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3910    1.7868   -1.2721 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3393   -0.3274    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1030    0.6681    1.4247 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5646   -1.0356    0.8077 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5435   -0.5604    1.7685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9013    0.8281    1.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4051    1.4184    0.4145 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8287    1.4963    2.1960 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8808    0.8998   -2.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2120    1.3231   -1.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253    0.6452   -2.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9018   -1.4763   -1.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2849   -1.2111   -2.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0878   -1.8704    0.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2465    0.9884   -0.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4679    0.6378   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1929    1.1352    0.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5866   -1.4365   -0.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2813   -1.0265    1.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6582    1.0486    1.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4649   -0.1124    1.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4395   -1.5167    1.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3058    2.7206   -0.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7653   -1.8763    0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4271   -1.2319    1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0628   -0.6131    2.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6958    1.7695    1.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 13  1  0
 11 12  2  0
  3 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 20  1  0
 18 19  2  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  1
  4 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  1
 10 33  1  0
 10 34  1  0
 13 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 20 39  1  0
M  END


  Mrv1652311181923012D          

 20 19  0  0  0  0            999 V2000
 9987.1991 9988.6933    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9987.1991 9987.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.4847 9987.4556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9985.7702 9987.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9985.0556 9987.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.3412 9987.8692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9985.0556 9986.6306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9987.9137 9987.4556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9987.9137 9989.1058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9988.6278 9988.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.3435 9989.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.0572 9988.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7708 9989.1058    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9991.4866 9988.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.2003 9989.1058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.4866 9987.8692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7708 9989.9308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9988.6278 9987.8692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9986.4847 9989.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9985.7702 9988.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  1  9  1  0  0  0  0
  1 19  1  0  0  0  0
  2  3  1  0  0  0  0
  2  8  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 18  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  6  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0087404

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H19N3O6/c1-2-7(10(18)13-5-9(16)17)14-8(15)4-3-6(12)11(19)20/h6-7H,2-5,12H2,1H3,(H,13,18)(H,14,15)(H,16,17)(H,19,20)/t6-,7-/m0/s1

> <INCHI_KEY>
JCMUOFQHZLPHQP-BQBZGAKWSA-N

> <FORMULA>
C11H19N3O6

> <MOLECULAR_WEIGHT>
289.2851

> <EXACT_MASS>
289.127385355

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
28.0975558107912

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-{[(1S)-1-[(carboxymethyl)carbamoyl]propyl]carbamoyl}butanoic acid

> <ALOGPS_LOGP>
-3.11

> <JCHEM_LOGP>
-4.402764575832659

> <ALOGPS_LOGS>
-1.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.849666180788045

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.042665788010069

> <JCHEM_PKA_STRONGEST_BASIC>
9.31165989803944

> <JCHEM_POLAR_SURFACE_AREA>
158.82

> <JCHEM_REFRACTIVITY>
65.9126

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.62e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ophthalmic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-NOV-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-NOV-19         0                                  
HETATM    1  C   UNK     0    8642.7728645.561   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8642.7728644.023   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    8641.4388643.251   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    8640.1048644.023   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8638.7718643.251   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8637.4378644.023   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8638.7718641.710   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8644.1068643.251   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0    8644.1068646.331   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0    8645.4388645.561   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8646.7758646.331   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8648.1078645.561   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8649.4398646.331   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8650.7758645.561   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0    8652.1078646.331   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8650.7758644.023   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0    8649.4398647.871   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0    8645.4388644.023   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0    8641.4388646.331   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8640.1048645.561   0.000  0.00  0.00           C+0
CONECT    1    2    9   19                                                  
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    2                                                            
CONECT    9    1   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   13                                                            
CONECT   18   10                                                            
CONECT   19    1   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Value	Source
Ophthalmate	Generator
gamma-Glu-alpha-aminobutyryl-gly	HMDB
L-gamma-Glutamyl-L-alpha-aminobutyrylglycine	HMDB
L-gamma-Glutamyl-(2S)-2-aminobutanoylglycine	HMDB
L-Γ-glutamyl-(2S)-2-aminobutanoylglycine	HMDB
gamma-Glutamyl-alpha-amino-N-butyrylglycine	HMDB
Γ-glutamyl-α-amino-N-butyrylglycine	HMDB
Ophthalmic acid	HMDB

Chemical Formula

C₁₁H₁₉N₃O₆

Average Mass

289.2851 Da

Monoisotopic Mass

289.12739 Da

IUPAC Name

(2S)-2-amino-4-{[(1S)-1-[(carboxymethyl)carbamoyl]propyl]carbamoyl}butanoic acid

Traditional Name

ophthalmic acid

CAS Registry Number

Not Available

SMILES

CC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O

InChI Identifier

InChI=1S/C11H19N3O6/c1-2-7(10(18)13-5-9(16)17)14-8(15)4-3-6(12)11(19)20/h6-7H,2-5,12H2,1H3,(H,13,18)(H,14,15)(H,16,17)(H,19,20)/t6-,7-/m0/s1

InChI Key

JCMUOFQHZLPHQP-BQBZGAKWSA-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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB
Undaria pinnatifida	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Gamma-glutamyl alpha peptide
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Dicarboxylic acid or derivatives
Fatty amide
Fatty acyl
Fatty acid
N-acyl-amine
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Carboxylic acid
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Amine
Organic oxide
Primary aliphatic amine
Primary amine
Organooxygen compound
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

L-glutamine derivative (CHEBI:84058 )

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	-3.1	ALOGPS
logP	-4.4	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	2.04	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	158.82 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	65.91 m³·mol⁻¹	ChemAxon
Polarizability	28.1 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0005765

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023755

KNApSAcK ID

Not Available

Chemspider ID

5381695

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ophthalmic_acid

METLIN ID

Not Available

PubChem Compound

7018721

PDB ID

Not Available

ChEBI ID

84058

Good Scents ID

Not Available

References

General References

Carretero A, Leon Z, Garcia-Canaveras JC, Zaragoza A, Gomez-Lechon MJ, Donato MT, Lahoz A: In vitro/in vivo screening of oxidative homeostasis and damage to DNA, protein, and lipids using UPLC/MS-MS. Anal Bioanal Chem. 2014 Sep;406(22):5465-76. doi: 10.1007/s00216-014-7983-5. Epub 2014 Jun 27. [PubMed:24969468 ]
Geenen S, Michopoulos F, Kenna JG, Kolaja KL, Westerhoff HV, Wilson I: HPLC-MS/MS methods for the quantitative analysis of ophthalmic acid in rodent plasma and hepatic cell line culture medium. J Pharm Biomed Anal. 2011 Apr 5;54(5):1128-35. doi: 10.1016/j.jpba.2010.11.038. Epub 2010 Dec 2. [PubMed:21176868 ]
Geenen S, Yates JW, Kenna JG, Bois FY, Wilson ID, Westerhoff HV: Multiscale modelling approach combining a kinetic model of glutathione metabolism with PBPK models of paracetamol and the potential glutathione-depletion biomarkers ophthalmic acid and 5-oxoproline in humans and rats. Integr Biol (Camb). 2013 Jun;5(6):877-88. doi: 10.1039/c3ib20245c. [PubMed:23632663 ]
Orlowski M, Wilk S: Synthesis of ophthalmic acid in liver and kidney in vivo. Biochem J. 1978 Feb 15;170(2):415-9. doi: 10.1042/bj1700415. [PubMed:637852 ]

Showing NP-Card for Ophthalmic acid (NP0087404)

MOL for NP0087404 (Ophthalmic acid)

3D MOL for NP0087404 (Ophthalmic acid)

3D SDF for NP0087404 (Ophthalmic acid)

3D-SDF for NP0087404 (Ophthalmic acid)

PDB for NP0087404 (Ophthalmic acid)

3D PDB for NP0087404 (Ophthalmic acid)

SMILES for NP0087404 (Ophthalmic acid)

INCHI for NP0087404 (Ophthalmic acid)

Structure for NP0087404 (Ophthalmic acid)

3D Structure for NP0087404 (Ophthalmic acid)