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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3)transporters (1) Show 4 proteins XML

enzymes (3)transporters (1) Show 4 proteins

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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:49 UTC

HMDB ID

HMDB0014999

Secondary Accession Numbers

HMDB14999

Metabolite Identification

Common Name

Diflunisal

Description

Diflunisal, a salicylate derivative, is a nonsteroidal anti-inflammatory agent (NSAIA) with pharmacologic actions similar to other prototypical NSAIAs. Diflunisal possesses anti-inflammatory, analgesic and antipyretic activity. Though its mechanism of action has not been clearly established, most of its actions appear to be associated with inhibition of prostaglandin synthesis via the arachidonic acid pathway. Diflunisal is used to relieve pain accompanied with inflammation and in the symptomatic treatment of rheumatoid arthritis and osteoarthritis.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

861
  Mrv0541 02231215032D          

 18 19  0  0  0  0            999 V2000
    5.6655    0.5404    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    3.0154    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -2.7597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -1.5222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -2.7597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -1.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -1.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    1.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -1.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  2 17  1  0  0  0  0
  3 13  1  0  0  0  0
  4 18  1  0  0  0  0
  5 18  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  7 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 10  1  0  0  0  0
  9 14  2  0  0  0  0
 10 13  2  0  0  0  0
 10 18  1  0  0  0  0
 11 15  1  0  0  0  0
 12 16  2  0  0  0  0
 13 14  1  0  0  0  0
 15 17  2  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014999

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=C(O)C=CC(=C1)C1=C(F)C=C(F)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H8F2O3/c14-8-2-3-9(11(15)6-8)7-1-4-12(16)10(5-7)13(17)18/h1-6,16H,(H,17,18)

> <INCHI_KEY>
HUPFGZXOMWLGNK-UHFFFAOYSA-N

> <FORMULA>
C13H8F2O3

> <MOLECULAR_WEIGHT>
250.1976

> <EXACT_MASS>
250.044150532

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
22.288758065174765

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(2,4-difluorophenyl)-2-hydroxybenzoic acid

> <ALOGPS_LOGP>
3.11

> <JCHEM_LOGP>
3.9098926369999996

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.67746747422483

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.690490099742292

> <JCHEM_PKA_STRONGEST_BASIC>
-6.306963933716664

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
60.86410000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
diflunisal

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 861                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0      10.576   1.009   0.000  0.00  0.00           F+0
HETATM    2  F   UNK     0       7.908   5.629   0.000  0.00  0.00           F+0
HETATM    3  O   UNK     0       7.908  -5.151   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.907  -2.841   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       5.241  -5.151   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       7.908  -0.531   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.908   1.009   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.574  -1.301   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.242  -1.301   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.574  -2.841   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.242   1.779   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.574   1.779   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.908  -3.611   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.242  -2.841   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.242   3.319   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.574   3.319   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.908   4.089   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.241  -3.611   0.000  0.00  0.00           C+0
CONECT    1   11                                                            
CONECT    2   17                                                            
CONECT    3   13                                                            
CONECT    4   18                                                            
CONECT    5   18                                                            
CONECT    6    7    8    9                                                  
CONECT    7    6   11   12                                                  
CONECT    8    6   10                                                       
CONECT    9    6   14                                                       
CONECT   10    8   13   18                                                  
CONECT   11    1    7   15                                                  
CONECT   12    7   16                                                       
CONECT   13    3   10   14                                                  
CONECT   14    9   13                                                       
CONECT   15   11   17                                                       
CONECT   16   12   17                                                       
CONECT   17    2   15   16                                                  
CONECT   18    4    5   10                                                  
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0014999
HETATM    1  O1  UNL     1      -2.627   2.330  -1.838  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.066   1.485  -1.018  1.00  0.00           C  
HETATM    3  O2  UNL     1      -4.434   1.497  -0.793  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.166   0.557  -0.355  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.816   0.593  -0.620  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.055  -0.275  -0.005  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.482  -0.220  -0.301  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.080   1.023  -0.337  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.443   1.151  -0.614  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.162   0.000  -0.847  1.00  0.00           C  
HETATM   11  F1  UNL     1       5.490   0.126  -1.116  1.00  0.00           F  
HETATM   12  C9  UNL     1       3.554  -1.230  -0.807  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.202  -1.373  -0.534  1.00  0.00           C  
HETATM   14  F2  UNL     1       1.609  -2.605  -0.497  1.00  0.00           F  
HETATM   15  C11 UNL     1      -0.453  -1.192   0.890  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.802  -1.263   1.185  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.657  -0.366   0.543  1.00  0.00           C  
HETATM   18  O3  UNL     1      -4.009  -0.377   0.786  1.00  0.00           O  
HETATM   19  H1  UNL     1      -4.798   1.755   0.123  1.00  0.00           H  
HETATM   20  H2  UNL     1      -0.406   1.319  -1.331  1.00  0.00           H  
HETATM   21  H3  UNL     1       1.542   1.949  -0.159  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.917   2.125  -0.644  1.00  0.00           H  
HETATM   23  H5  UNL     1       4.129  -2.125  -0.991  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.245  -1.886   1.381  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.218  -1.978   1.888  1.00  0.00           H  
HETATM   26  H8  UNL     1      -4.458  -1.021   1.431  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   19
CONECT    4    5    5   17
CONECT    5    6   20
CONECT    6    7   15   15
CONECT    7    8    8   13
CONECT    8    9   21
CONECT    9   10   10   22
CONECT   10   11   12
CONECT   12   13   13   23
CONECT   13   14
CONECT   15   16   24
CONECT   16   17   17   25
CONECT   17   18
CONECT   18   26
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2',4'-Difluoro-4-hydroxy-3-biphenylcarboxylic acid	ChEBI
2-(Hydroxy)-5-(2,4-difluorophenyl)benzoic acid	ChEBI
5-(2,4-Difluorophenyl)salicylic acid	ChEBI
Dolobid	ChEBI
2',4'-Difluoro-4-hydroxy-3-biphenylcarboxylate	Generator
2-(Hydroxy)-5-(2,4-difluorophenyl)benzoate	Generator
5-(2,4-Difluorophenyl)salicylate	Generator
Diflunisal novopharm brand	HMDB
Dolocid	HMDB
Frosst sa brand OF diflunisal	HMDB
Novopharm brand OF diflunisal	HMDB
Nu pharm brand OF diflunisal	HMDB
Nu-diflunisal	HMDB
Merck brand OF diflunisal	HMDB
Novo-diflunisal	HMDB
Apo-diflunisal	HMDB
Dolobis	HMDB
Merck sharp and dohme brand OF diflunisal	HMDB
Nu-pharm brand OF diflunisal	HMDB
Apotex brand OF diflunisal	HMDB
Cahill may roberts brand OF diflunisal	HMDB
Apo diflunisal	HMDB
ApoDiflunisal	HMDB
Novo diflunisal	HMDB
Nu diflunisal	HMDB
NovoDiflunisal	HMDB
NuDiflunisal	HMDB

Chemical Formula

C₁₃H₈F₂O₃

Average Molecular Weight

250.1976

Monoisotopic Molecular Weight

250.044150532

IUPAC Name

5-(2,4-difluorophenyl)-2-hydroxybenzoic acid

Traditional Name

diflunisal

CAS Registry Number

22494-42-4

SMILES

OC(=O)C1=C(O)C=CC(=C1)C1=C(F)C=C(F)C=C1

InChI Identifier

InChI=1S/C13H8F2O3/c14-8-2-3-9(11(15)6-8)7-1-4-12(16)10(5-7)13(17)18/h1-6,16H,(H,17,18)

InChI Key

HUPFGZXOMWLGNK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenyls and derivatives

Direct Parent

Biphenyls and derivatives

Alternative Parents

Substituents

Biphenyl
Hydroxybenzoic acid
Salicylic acid or derivatives
Salicylic acid
Benzoic acid or derivatives
Benzoic acid
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Fluorobenzene
Halobenzene
Phenol
Aryl fluoride
Aryl halide
Vinylogous acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organohalogen compound
Organofluoride
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organofluorine compound (CHEBI:39669 )
monohydroxybenzoic acid (CHEBI:39669 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0014999)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Diflunisal Pathway (HMDB: HMDB0014999)
Diflunisal Action Pathway (PathBank: SMP0000289)

Role

Industrial application

Pharmaceutical industry

Non-steroidal anti-inflammatory drug (HMDB: HMDB0014999)

Non-narcotic analgesic (HMDB: HMDB0014999)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	210 - 221 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.071 g/L	Not Available
LogP	4.7	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.071 g/L	ALOGPS
logP	3.11	ALOGPS
logP	3.91	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	2.69	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.86 m³·mol⁻¹	ChemAxon
Polarizability	22.29 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	163.812	30932474
DeepCCS	[M-H]-	161.434	30932474
DeepCCS	[M-2H]-	194.32	30932474
DeepCCS	[M+Na]+	169.885	30932474
AllCCS	[M+H]+	153.4	32859911
AllCCS	[M+H-H2O]+	149.4	32859911
AllCCS	[M+NH4]+	157.0	32859911
AllCCS	[M+Na]+	158.1	32859911
AllCCS	[M-H]-	150.6	32859911
AllCCS	[M+Na-2H]-	150.0	32859911
AllCCS	[M+HCOO]-	149.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diflunisal	OC(=O)C1=C(O)C=CC(=C1)C1=C(F)C=C(F)C=C1	3168.7	Standard polar	33892256
Diflunisal	OC(=O)C1=C(O)C=CC(=C1)C1=C(F)C=C(F)C=C1	1997.1	Standard non polar	33892256
Diflunisal	OC(=O)C1=C(O)C=CC(=C1)C1=C(F)C=C(F)C=C1	2000.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Diflunisal,1TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(C2=CC=C(F)C=C2F)=CC=C1O	1962.6	Semi standard non polar	33892256
Diflunisal,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C2=CC=C(F)C=C2F)C=C1C(=O)O	2036.1	Semi standard non polar	33892256
Diflunisal,2TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(C2=CC=C(F)C=C2F)=CC=C1O[Si](C)(C)C	2057.7	Semi standard non polar	33892256
Diflunisal,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(C2=CC=C(F)C=C2F)=CC=C1O	2250.5	Semi standard non polar	33892256
Diflunisal,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C2=CC=C(F)C=C2F)C=C1C(=O)O	2303.7	Semi standard non polar	33892256
Diflunisal,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(C2=CC=C(F)C=C2F)=CC=C1O[Si](C)(C)C(C)(C)C	2549.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Diflunisal GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pc0-1190000000-37ea5d58644c01ef5b1e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diflunisal GC-MS (2 TMS) - 70eV, Positive	splash10-05fr-5019000000-223530358c78521d8313	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diflunisal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diflunisal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0fai-1690000000-d231ff5a9ac7d9769d2d	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflunisal LC-ESI-QQ , negative-QTOF	splash10-0002-2690000000-64056c9dc4e2f14d3c59	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflunisal LC-ESI-QQ , negative-QTOF	splash10-0a4j-5590000000-462ea99995ea9238bf94	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflunisal LC-ESI-QQ , negative-QTOF	splash10-0a4i-5490000000-ec23e03578a95364b748	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflunisal LC-ESI-QQ , negative-QTOF	splash10-0a4i-9550000000-2fa065aea811fa7b6c5a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diflunisal LC-ESI-QQ , negative-QTOF	splash10-000t-9000000000-01d2c7c75ab3756b3df7	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflunisal 10V, Positive-QTOF	splash10-0udi-0090000000-e1009fb8e100faed2065	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflunisal 20V, Positive-QTOF	splash10-0f89-0090000000-e9bcdf3ba0212ee28f45	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflunisal 40V, Positive-QTOF	splash10-0fc0-1970000000-baed3c5d64825d6b04b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflunisal 10V, Negative-QTOF	splash10-052b-0090000000-6427bf95a0116aa621f1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflunisal 20V, Negative-QTOF	splash10-0a4i-0090000000-83af00a8dd308410951d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflunisal 40V, Negative-QTOF	splash10-0a4i-0690000000-a756057c6442130830ef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflunisal 10V, Positive-QTOF	splash10-0ue9-0090000000-645b3ae2575f11227813	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflunisal 20V, Positive-QTOF	splash10-001i-0090000000-78fd25facb031cdb643f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflunisal 40V, Positive-QTOF	splash10-056r-0940000000-9920437171fca6936f28	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflunisal 10V, Negative-QTOF	splash10-0002-0090000000-3e0ed3bddcaf7a500b10	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflunisal 20V, Negative-QTOF	splash10-052b-0090000000-4ac100e6866826f4e00a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diflunisal 40V, Negative-QTOF	splash10-0kdi-1930000000-6c51e381123d99125d70	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Diflunisal Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00861	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00861	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00861

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2951

KEGG Compound ID

C01691

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Diflunisal

METLIN ID

Not Available

PubChem Compound

3059

PDB ID

1FL

ChEBI ID

39669

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Not Available

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-8

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.
Gene Name:: UGT1A8
Uniprot ID:: Q9HAW9
Molecular weight:: 59741.035

References

Cheng Z, Radominska-Pandya A, Tephly TR: Studies on the substrate specificity of human intestinal UDP- lucuronosyltransferases 1A8 and 1A10. Drug Metab Dispos. 1999 Oct;27(10):1165-70. [PubMed:10497143 ]

Enzyme Details

2. Prostaglandin G/H synthase 2

General function:: Involved in peroxidase activity
Specific function:: Mediates the formation of prostaglandins from arachidonate. May have a role as a major mediator of inflammation and/or a role for prostanoid signaling in activity-dependent plasticity.
Gene Name:: PTGS2
Uniprot ID:: P35354
Molecular weight:: 68995.625

References

Cappon GD, Cook JC, Hurtt ME: Relationship between cyclooxygenase 1 and 2 selective inhibitors and fetal development when administered to rats and rabbits during the sensitive periods for heart development and midline closure. Birth Defects Res B Dev Reprod Toxicol. 2003 Feb;68(1):47-56. [PubMed:12852483 ]
Jeske AH: COX-2 inhibitors and dental pain control. J Gt Houst Dent Soc. 1999 Nov;71(4):39-40. [PubMed:10825891 ]
Mao H, Hajduk PJ, Craig R, Bell R, Borre T, Fesik SW: Rational design of diflunisal analogues with reduced affinity for human serum albumin. J Am Chem Soc. 2001 Oct 31;123(43):10429-35. [PubMed:11673972 ]
Moore PA, Hersh EV: Celecoxib and rofecoxib. The role of COX-2 inhibitors in dental practice. J Am Dent Assoc. 2001 Apr;132(4):451-6. [PubMed:11315375 ]
Young JM, Panah S, Satchawatcharaphong C, Cheung PS: Human whole blood assays for inhibition of prostaglandin G/H synthases-1 and -2 using A23187 and lipopolysaccharide stimulation of thromboxane B2 production. Inflamm Res. 1996 May;45(5):246-53. [PubMed:8737748 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

3. Prostaglandin G/H synthase 1

General function:: Involved in peroxidase activity
Specific function:: May play an important role in regulating or promoting cell proliferation in some normal and neoplastically transformed cells.
Gene Name:: PTGS1
Uniprot ID:: P23219
Molecular weight:: 68685.82

References

Cappon GD, Cook JC, Hurtt ME: Relationship between cyclooxygenase 1 and 2 selective inhibitors and fetal development when administered to rats and rabbits during the sensitive periods for heart development and midline closure. Birth Defects Res B Dev Reprod Toxicol. 2003 Feb;68(1):47-56. [PubMed:12852483 ]
Chen QH, Rao PN, Knaus EE: Design, synthesis, and biological evaluation of N-acetyl-2-carboxybenzenesulfonamides: a novel class of cyclooxygenase-2 (COX-2) inhibitors. Bioorg Med Chem. 2005 Apr 1;13(7):2459-68. [PubMed:15755648 ]
Young JM, Panah S, Satchawatcharaphong C, Cheung PS: Human whole blood assays for inhibition of prostaglandin G/H synthases-1 and -2 using A23187 and lipopolysaccharide stimulation of thromboxane B2 production. Inflamm Res. 1996 May;45(5):246-53. [PubMed:8737748 ]

Transporters

Enzyme Details

1. Solute carrier family 22 member 6

General function:: Involved in ion transmembrane transporter activity
Specific function:: Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one molecule of endogenous dicarboxylic acid (glutarate, ketoglutarate, etc). Mediates the sodium-independent uptake of 2,3-dimercapto-1-propanesulfonic acid (DMPS). Mediates the sodium-independent uptake of p- aminohippurate (PAH), ochratoxin (OTA), acyclovir (ACV), 3'-azido- 3-'deoxythymidine (AZT), cimetidine (CMD), 2,4-dichloro- phenoxyacetate (2,4-D), hippurate (HA), indoleacetate (IA), indoxyl sulfate (IS) and 3-carboxy-4-methyl-5-propyl-2- furanpropionate (CMPF), cidofovir, adefovir, 9-(2- phosphonylmethoxyethyl) guanine (PMEG), 9-(2- phosphonylmethoxyethyl) diaminopurine (PMEDAP) and edaravone sulfate. PAH uptake is inhibited by p- chloromercuribenzenesulphonate (PCMBS), diethyl pyrocarbonate (DEPC), sulindac, diclofenac, carprofen, glutarate and okadaic acid. PAH uptake is inhibited by benzothiazolylcysteine (BTC), S-chlorotrifluoroethylcysteine (CTFC), cysteine S-conjugates S-dichlorovinylcysteine (DCVC), furosemide, steviol, phorbol 12-myristate 13-acetate (PMA), calcium ionophore A23187, benzylpenicillin, furosemide, indomethacin, bumetamide, losartan, probenecid, phenol red, urate, and alpha-ketoglutarate
Gene Name:: SLC22A6
Uniprot ID:: Q4U2R8
Molecular weight:: 61815.8

References

Mulato AS, Ho ES, Cihlar T: Nonsteroidal anti-inflammatory drugs efficiently reduce the transport and cytotoxicity of adefovir mediated by the human renal organic anion transporter 1. J Pharmacol Exp Ther. 2000 Oct;295(1):10-5. [PubMed:10991954 ]
Apiwattanakul N, Sekine T, Chairoungdua A, Kanai Y, Nakajima N, Sophasan S, Endou H: Transport properties of nonsteroidal anti-inflammatory drugs by organic anion transporter 1 expressed in Xenopus laevis oocytes. Mol Pharmacol. 1999 May;55(5):847-54. [PubMed:10220563 ]

Showing metabocard for Diflunisal (HMDB0014999)

MOL for HMDB0014999 (Diflunisal)

3D MOL for HMDB0014999 (Diflunisal)

3D SDF for HMDB0014999 (Diflunisal)

3D-SDF for HMDB0014999 (Diflunisal)

PDB for HMDB0014999 (Diflunisal)

3D PDB for HMDB0014999 (Diflunisal)

SMILES for HMDB0014999 (Diflunisal)

INCHI for HMDB0014999 (Diflunisal)

Structure for HMDB0014999 (Diflunisal)

3D Structure for HMDB0014999 (Diflunisal)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

Transporters

References