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Showing metabocard for 6-Hydroxynicotinic acid (HMDB0002658)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 15:12:01 UTC
Update Date2023-02-21 17:16:27 UTC
HMDB IDHMDB0002658
Secondary Accession Numbers
  • HMDB02658
Metabolite Identification
Common Name6-Hydroxynicotinic acid
Description6-Hydroxynicotinic acid (6-OHNA) is exploited in the use of NMR spectroscopy or gas chromatography--mass spectrometry for the diagnosis of Pseudomonas aeruginosa in urinary tract infection. Among the common bacteria causing urinary infection, only P. aeruginosa produces 6-hydroxynicotinic acid from nicotinic acid. Pseudomonas aeruginosa infection has been reported to be the third leading cause of urinary infection, accounting for 11% of such infections, the first and second being Escherichia coli and Klebsiella pneumonia, respectively. Analyses of the NMR spectra of the bacterial media with variable cell count of P. aeruginosa, shows that the intensity of the signals of the 6-hydroxynicotinic acid increases with increasing number of bacterial cells (PMID:3926801 , 15759292 ). 6-hydroxynicotinic acid can also be found in Achromobacter and Serratia.
Structure
Data?1676999787
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002658 (6-Hydroxynicotinic acid)

 
  Mrv1652305271900012D          
 
 10 10  0  0  0  0            999 V2000
   13.3034   -9.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9711   -9.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5909   -9.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3034   -8.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9711  -10.6884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6761   -9.4212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8822   -9.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5909   -8.2360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8822   -8.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1772   -8.2360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  2  0  0  0  0
  4  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8  9  2  0  0  0  0
M  END
Download

3D MOL for HMDB0002658 (6-Hydroxynicotinic acid)

HMDB0002658
     RDKit          3D
6-Hydroxynicotinic acid
 15 15  0  0  0  0  0  0  0  0999 V2000
   -2.7012   -1.4950   -0.0957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873   -0.3947    0.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9795    0.6052    0.7068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7298   -0.2242    0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1174    0.9646    0.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2466    1.0388    0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0062    0.0121   -0.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832    0.1282   -0.5201 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624   -1.1414   -0.6422 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0397   -1.2541   -0.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683    0.8494    0.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7025    1.7969    0.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7405    1.9620    0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9357   -0.6557   -0.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4284   -2.1921   -0.7236 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10  4  1  0
  3 11  1  0
  5 12  1  0
  6 13  1  0
  8 14  1  0
 10 15  1  0
M  END
Download

3D SDF for HMDB0002658 (6-Hydroxynicotinic acid)

 
  Mrv1652305271900012D          
 
 10 10  0  0  0  0            999 V2000
   13.3034   -9.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9711   -9.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5909   -9.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3034   -8.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9711  -10.6884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6761   -9.4212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8822   -9.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5909   -8.2360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8822   -8.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1772   -8.2360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  2  0  0  0  0
  4  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8  9  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002658

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CN=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C6H5NO3/c8-5-2-1-4(3-7-5)6(9)10/h1-3H,(H,7,8)(H,9,10)

> <INCHI_KEY>
BLHCMGRVFXRYRN-UHFFFAOYSA-N

> <FORMULA>
C6H5NO3

> <MOLECULAR_WEIGHT>
139.1088

> <EXACT_MASS>
139.026943031

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
12.306860954062515

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-hydroxypyridine-3-carboxylic acid

> <ALOGPS_LOGP>
0.71

> <JCHEM_LOGP>
0.7040485053333334

> <ALOGPS_LOGS>
-1.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.482138442250873

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.771326866380843

> <JCHEM_PKA_STRONGEST_BASIC>
0.5079910491749348

> <JCHEM_POLAR_SURFACE_AREA>
70.42

> <JCHEM_REFRACTIVITY>
33.4517

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxynicotinic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0002658 (6-Hydroxynicotinic acid)

HMDB0002658
     RDKit          3D
6-Hydroxynicotinic acid
 15 15  0  0  0  0  0  0  0  0999 V2000
   -2.7012   -1.4950   -0.0957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873   -0.3947    0.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9795    0.6052    0.7068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7298   -0.2242    0.0350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1174    0.9646    0.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2466    1.0388    0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0062    0.0121   -0.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832    0.1282   -0.5201 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624   -1.1414   -0.6422 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0397   -1.2541   -0.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683    0.8494    0.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7025    1.7969    0.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7405    1.9620    0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9357   -0.6557   -0.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4284   -2.1921   -0.7236 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10  4  1  0
  3 11  1  0
  5 12  1  0
  6 13  1  0
  8 14  1  0
 10 15  1  0
M  END
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PDB for HMDB0002658 (6-Hydroxynicotinic acid)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      24.833 -17.670   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      26.079 -18.356   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      23.503 -18.447   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.833 -16.130   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      26.079 -19.952   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      27.395 -17.586   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      22.180 -17.670   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      23.503 -15.374   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      22.180 -16.130   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      20.864 -15.374   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2                                                            
CONECT    6    2                                                            
CONECT    7    3    9                                                       
CONECT    8    4    9                                                       
CONECT    9    7   10    8                                                  
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for HMDB0002658 (6-Hydroxynicotinic acid)

COMPND    HMDB0002658
HETATM    1  O1  UNL     1      -2.701  -1.495  -0.096  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.187  -0.395   0.215  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.979   0.605   0.707  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.730  -0.224   0.035  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.117   0.965   0.362  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.247   1.039   0.162  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.006   0.012  -0.334  1.00  0.00           C  
HETATM    8  O3  UNL     1       3.383   0.128  -0.520  1.00  0.00           O  
HETATM    9  N1  UNL     1       1.362  -1.141  -0.642  1.00  0.00           N  
HETATM   10  C6  UNL     1       0.040  -1.254  -0.463  1.00  0.00           C  
HETATM   11  H1  UNL     1      -3.868   0.849   0.275  1.00  0.00           H  
HETATM   12  H2  UNL     1      -0.702   1.797   0.758  1.00  0.00           H  
HETATM   13  H3  UNL     1       1.740   1.962   0.413  1.00  0.00           H  
HETATM   14  H4  UNL     1       3.936  -0.656  -0.148  1.00  0.00           H  
HETATM   15  H5  UNL     1      -0.428  -2.192  -0.724  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   11
CONECT    4    5    5   10
CONECT    5    6   12
CONECT    6    7    7   13
CONECT    7    8    9
CONECT    8   14
CONECT    9   10   10
CONECT   10   15
END
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SMILES for HMDB0002658 (6-Hydroxynicotinic acid)

OC(=O)C1=CN=C(O)C=C1
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INCHI for HMDB0002658 (6-Hydroxynicotinic acid)

InChI=1S/C6H5NO3/c8-5-2-1-4(3-7-5)6(9)10/h1-3H,(H,7,8)(H,9,10)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
6-HydroxynicotinateChEBI
1,6-dihydro-6-oxo-3-Pyridinecarboxylic acidHMDB
1,6-dihydro-6-oxo-Nicotinic acidHMDB
2-Hydroxy-5-carboxypyridineHMDB
2-Hydroxypyridine-5-carboxylic acidHMDB
2-Pyridone-5-carboxylic acidHMDB
5-Carboxy-2-pyridoneHMDB
6-Hydroxy-nicotinic acidHMDB
6-HydroxyniacinHMDB
6-Hydroxypyridine-3-carboxylic acidHMDB
6-Hydroxynicotinic acidKEGG
Chemical FormulaC6H5NO3
Average Molecular Weight139.1088
Monoisotopic Molecular Weight139.026943031
IUPAC Name6-hydroxypyridine-3-carboxylic acid
Traditional Name6-hydroxynicotinic acid
CAS Registry Number5006-66-6
SMILES
OC(=O)C1=CN=C(O)C=C1
InChI Identifier
InChI=1S/C6H5NO3/c8-5-2-1-4(3-7-5)6(9)10/h1-3H,(H,7,8)(H,9,10)
InChI KeyBLHCMGRVFXRYRN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPyridinecarboxylic acids and derivatives
Direct ParentPyridinecarboxylic acids
Alternative Parents
Substituents
  • Pyridine carboxylic acid
  • Hydroxypyridine
  • Heteroaromatic compound
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point310 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-MetCCS_train_neg118.51930932474
[M+H]+MetCCS_train_pos129.530932474
[M-H]-Not Available122.1http://allccs.zhulab.cn/database/detail?ID=AllCCS00000353
[M+H]+Not Available131.3http://allccs.zhulab.cn/database/detail?ID=AllCCS00000353
Predicted Molecular Properties
PropertyValueSource
Water Solubility13.7 g/LALOGPS
logP0.71ALOGPS
logP0.7ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)3.77ChemAxon
pKa (Strongest Basic)0.51ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area70.42 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity33.45 m³·mol⁻¹ChemAxon
Polarizability12.31 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+128.9931661259
DarkChem[M-H]-127.35631661259
DeepCCS[M+H]+128.48830932474
DeepCCS[M-H]-125.02530932474
DeepCCS[M-2H]-162.33430932474
DeepCCS[M+Na]+137.82330932474
AllCCS[M+H]+129.232859911
AllCCS[M+H-H2O]+124.632859911
AllCCS[M+NH4]+133.632859911
AllCCS[M+Na]+134.932859911
AllCCS[M-H]-124.232859911
AllCCS[M+Na-2H]-125.832859911
AllCCS[M+HCOO]-127.632859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.2.09 minutes32390414
Predicted by Siyang on May 30, 20228.8835 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20224.47 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid194.0 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid491.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid319.9 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid73.5 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid195.0 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid54.1 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid245.6 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid263.4 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)214.8 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid585.0 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid38.5 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid814.4 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid197.5 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid219.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate583.6 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA218.2 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water228.9 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
6-Hydroxynicotinic acidOC(=O)C1=CN=C(O)C=C12404.3Standard polar33892256
6-Hydroxynicotinic acidOC(=O)C1=CN=C(O)C=C11567.5Standard non polar33892256
6-Hydroxynicotinic acidOC(=O)C1=CN=C(O)C=C11396.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
6-Hydroxynicotinic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)C1=CC=C(O)N=C11636.8Semi standard non polar33892256
6-Hydroxynicotinic acid,1TMS,isomer #2C[Si](C)(C)OC1=CC=C(C(=O)O)C=N11639.0Semi standard non polar33892256
6-Hydroxynicotinic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)C1=CC=C(O[Si](C)(C)C)N=C11581.3Semi standard non polar33892256
6-Hydroxynicotinic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(O)N=C11890.9Semi standard non polar33892256
6-Hydroxynicotinic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)O)C=N11876.6Semi standard non polar33892256
6-Hydroxynicotinic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)N=C12078.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 6-Hydroxynicotinic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-014i-1690000000-133fa3cce9e59e8b53a92014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 6-Hydroxynicotinic acid GC-MS (2 TMS)splash10-014i-2790000000-e603f3ef71d861b6c58f2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 6-Hydroxynicotinic acid EI-B (Non-derivatized)splash10-014i-0290000000-8fed092a7657e583c5d72017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 6-Hydroxynicotinic acid GC-EI-TOF (Non-derivatized)splash10-014i-1690000000-133fa3cce9e59e8b53a92017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 6-Hydroxynicotinic acid GC-MS (Non-derivatized)splash10-014i-2790000000-e603f3ef71d861b6c58f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 6-Hydroxynicotinic acid GC-EI-TOF (Non-derivatized)splash10-014i-2790000000-3e2e99cadebe36280a892017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Hydroxynicotinic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-007a-8900000000-ec493835a384bb6435812017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Hydroxynicotinic acid GC-MS (2 TMS) - 70eV, Positivesplash10-02mi-9760000000-b9c1d6de28d6f1526e6f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Hydroxynicotinic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOFsplash10-000i-1900000000-c2874566b889f07322c62012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOFsplash10-000f-9800000000-79d5e1067ef5dc7a1ac82012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOFsplash10-000f-9800000000-64f4c9b54adbcf50e4f22012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOFsplash10-0006-9400000000-c052843ee5e55f4051a92012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOFsplash10-0006-9000000000-4e7b7d18474bf24300d62012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOFsplash10-0fb9-9400000000-bca0e5c9a959c7a9be6c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOFsplash10-056r-9300000000-03e6711f1fe2eb0fba232012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOFsplash10-0a4i-9100000000-e0803e84466b5985c3b22012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOFsplash10-0a4i-9000000000-b9b83bf3dff7e6c924fa2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOFsplash10-0006-9000000000-0191434ea4b20d4f055b2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOFsplash10-0006-1900000000-349f5be72008a76679c52012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positive-QTOFsplash10-0096-9600000000-1b3d37aa49ae31d7e29c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOFsplash10-0006-9100000000-a528aab22cb1f9af43802012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QQ , negative-QTOFsplash10-000i-1900000000-c2874566b889f07322c62017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QQ , negative-QTOFsplash10-000f-9800000000-deb0d54a79b61d71a9fc2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QQ , negative-QTOFsplash10-000f-9800000000-64f4c9b54adbcf50e4f22017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QQ , negative-QTOFsplash10-0006-9400000000-c052843ee5e55f4051a92017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QQ , negative-QTOFsplash10-0006-9000000000-4e7b7d18474bf24300d62017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxynicotinic acid LC-ESI-QTOF , negative-QTOFsplash10-0006-9100000000-a528aab22cb1f9af43802017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxynicotinic acid 10V, Positive-QTOFsplash10-006x-0900000000-c48a238051ddd4bb84092017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxynicotinic acid 20V, Positive-QTOFsplash10-00dl-2900000000-4808d9beefef60fc7a302017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxynicotinic acid 40V, Positive-QTOFsplash10-02fx-9100000000-067bfb3f0aa479a4996c2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxynicotinic acid 10V, Negative-QTOFsplash10-000l-5900000000-2065745b7d041addf9b22017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxynicotinic acid 20V, Negative-QTOFsplash10-0006-9400000000-9a8d921204197689240a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxynicotinic acid 40V, Negative-QTOFsplash10-0006-9000000000-618a7376f25ea052e1582017-09-01Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
UrineDetected and Quantified0.5 (0.0-1.0) umol/mmol creatinineAdult (>18 years old)Both
Prostate Cancer		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothAutosomal dominant polycystic kidney disease (ADPKD) details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Diabetes mellitus		 details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  2. Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
  3. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Prostate cancer
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Autosomal dominant polycystic kidney disease
  1. Gronwald W, Klein MS, Zeltner R, Schulze BD, Reinhold SW, Deutschmann M, Immervoll AK, Boger CA, Banas B, Eckardt KU, Oefner PJ: Detection of autosomal dominant polycystic kidney disease by NMR spectroscopic fingerprinting of urine. Kidney Int. 2011 Jun;79(11):1244-53. doi: 10.1038/ki.2011.30. Epub 2011 Mar 9. [PubMed:21389975 ]
Diabetes mellitus type 2
  1. Llorach R, Urpi-Sarda M, Tulipani S, Garcia-Aloy M, Monagas M, Andres-Lacueva C: Metabolomic fingerprint in patients at high risk of cardiovascular disease by cocoa intervention. Mol Nutr Food Res. 2013 Jun;57(6):962-73. doi: 10.1002/mnfr.201200736. Epub 2013 May 2. [PubMed:23637065 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023041
KNApSAcK IDC00007415
Chemspider ID65756
KEGG Compound IDC01020
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound72924
PDB IDNot Available
ChEBI ID16168
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceBoyer, J. H.; Schoen, W. 6-Hydroxynicotinic acid. Organic Syntheses (1956), 36 44-6.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Gupta A, Dwivedi M, Nagana Gowda GA, Ayyagari A, Mahdi AA, Bhandari M, Khetrapal CL: (1)H NMR spectroscopy in the diagnosis of Pseudomonas aeruginosa-induced urinary tract infection. NMR Biomed. 2005 Aug;18(5):293-9. [PubMed:15759292 ]
  2. Shiraishi S, Sakamoto N, Maeda K, Ohki T, Hosoi M, Ohta K, Yamanaka N: Availability of 6-hydroxynicotinic acid for rapid identification of Pseudomonas aeruginosa and Serratia marcescens. J Chromatogr. 1985 Feb 27;338(1):51-9. [PubMed:3926801 ]