Pimeloyl-[acyl-carrier protein] (PAMDB004402)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB004402
Identification
Name: Pimeloyl-[acyl-carrier protein]
Description:6-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 Pseudomonas aeruginosa 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).
Structure
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🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 1,6-dihydro-6-oxo-3-Pyridinecarboxylate
  • 1,6-dihydro-6-oxo-3-Pyridinecarboxylic acid
  • 1,6-dihydro-6-oxo-Nicotinate
  • 1,6-dihydro-6-oxo-Nicotinic acid
  • 2-Hydroxy-5-carboxypyridine
  • 2-Hydroxypyridine-5-carboxylate
  • 2-Hydroxypyridine-5-carboxylic acid
  • 2-Pyridone-5-carboxylate
  • 2-Pyridone-5-carboxylic acid
  • 5-Carboxy-2-pyridone
  • 6-Hydroxy-nicotinate
  • 6-Hydroxy-nicotinic acid
  • 6-Hydroxyniacin
  • 6-Hydroxynicotinate
  • 6-Hydroxynicotinic acid
  • 6-Hydroxypyridine-3-carboxylate
  • 6-Hydroxypyridine-3-carboxylic acid
  • 6-oxo-1H-Pyridine-3-carboxylate
  • 6-oxo-1H-Pyridine-3-carboxylic acid
Chemical Formula: C6H5NO3
Average Molecular Weight: 139.1088
Monoisotopic Molecular Weight: 139.026943031
InChI Key: BLHCMGRVFXRYRN-UHFFFAOYSA-N
InChI:InChI=1S/C6H5NO3/c8-5-2-1-4(3-7-5)6(9)10/h1-3H,(H,7,8)(H,9,10)
CAS number: Not Available
IUPAC Name:6-hydroxypyridine-3-carboxylic acid
Traditional IUPAC Name: 6-hydroxynicotinic acid
SMILES:OC(=O)C1=CN=C(O)C=C1
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as pyridinecarboxylic acids. These are compounds containing a pyridine ring bearing a carboxylic acid group.
Kingdom Organic compounds
Super ClassOrganoheterocyclic compounds
Class Pyridines and derivatives
Sub ClassPyridinecarboxylic acids and derivatives
Direct Parent Pyridinecarboxylic acids
Alternative Parents
Substituents
  • Pyridine carboxylic acid
  • Hydroxypyridine
  • Heteroaromatic compound
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aromatic heteromonocyclic compound
Molecular Framework Aromatic heteromonocyclic compounds
External Descriptors
Physical Properties
State: Not Available
Charge:-1
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility13.7 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity33.45 m3·mol-1ChemAxon
Polarizability12.31 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
6-Carboxyhexanoyl-CoA + L-Alanine + Pimeloyl-[acyl-carrier protein] <> 8-Amino-7-oxononanoate + Coenzyme A + Carbon dioxide + Acyl-carrier protein
Pimelyl-[acyl-carrier protein] methyl ester + Water + Pimeloyl-[acyl-carrier protein] methyl ester <> Pimelyl-[acyl-carrier protein] + Methanol + Pimeloyl-[acyl-carrier protein]
Pathways:
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)splash10-014i-1690000000-133fa3cce9e59e8b53a9View in MoNA
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-014i-2790000000-e603f3ef71d861b6c58fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-000i-1900000000-c2874566b889f07322c6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-000f-9800000000-79d5e1067ef5dc7a1ac8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-000f-9800000000-64f4c9b54adbcf50e4f2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-0006-9400000000-c052843ee5e55f4051a9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-0006-9000000000-4e7b7d18474bf24300d6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-0fb9-9400000000-bca0e5c9a959c7a9be6cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positivesplash10-056r-9300000000-03e6711f1fe2eb0fba23View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positivesplash10-0a4i-9100000000-e0803e84466b5985c3b2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positivesplash10-0a4i-9000000000-b9b83bf3dff7e6c924faView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positivesplash10-0006-9000000000-0191434ea4b20d4f055bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positivesplash10-0006-1900000000-349f5be72008a76679c5View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positivesplash10-0096-9600000000-1b3d37aa49ae31d7e29cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negativesplash10-0006-9100000000-a528aab22cb1f9af4380View in MoNA
1D NMR1H NMR SpectrumNot Available
2D NMR[1H,13C] 2D NMR SpectrumNot Available
References
References: Not Available
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID16168
HMDB IDHMDB02658
Pubchem Compound ID72924
Kegg IDC19845
ChemSpider ID65756
Wikipedia IDNot Available
BioCyc IDNot Available