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Pimeloyl-[acyl-carrier protein] (M2MDB004402)

Record Information
Version2.0
Creation Date2015-06-04 15:29:43 -0600
Update Date2015-07-23 12:07:15 -0600
Secondary Accession Numbers
  • ECMDB23803
Identification
Name:Pimeloyl-[acyl-carrier protein]
Description
Structure
Thumb
MOLSDFPDBSMILESInChI
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
Weight:Average: 139.1088
Monoisotopic: 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
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
Physical Properties
State:Not Available
Charge:-1
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted 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
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]
6 6-carboxyhexanoyl-CoA + L-Alanine + Pimeloyl-[acyl-carrier protein] <>8 8-Amino-7-oxononanoate + Coenzyme A + Carbon dioxide + Acyl-carrier protein
SMPDB Pathways:
Biotin metabolismPW000762 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways:
  • Biotin metabolism ec00780
  • Drug metabolism - other enzymes ec00983
  • Metabolic pathways eco01100
  • Microbial metabolism in diverse environments ec01120
  • Tropane, piperidine and pyridine alkaloid biosynthesis ec00960
EcoCyc Pathways:Not Available
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-014i-1690000000-133fa3cce9e59e8b53a9View in MoNA
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-014i-2790000000-e603f3ef71d861b6c58fView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014i-0290000000-8fed092a7657e583c5d7View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-014i-1690000000-133fa3cce9e59e8b53a9View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-014i-2790000000-e603f3ef71d861b6c58fView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-014i-2790000000-3e2e99cadebe36280a89View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-007a-8900000000-ec493835a384bb643581View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-02mi-9760000000-b9c1d6de28d6f1526e6fView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
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
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-000i-1900000000-c2874566b889f07322c6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-000f-9800000000-deb0d54a79b61d71a9fcView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-000f-9800000000-64f4c9b54adbcf50e4f2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9400000000-c052843ee5e55f4051a9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-4e7b7d18474bf24300d6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0006-9100000000-a528aab22cb1f9af4380View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-006x-0900000000-c48a238051ddd4bb8409View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dl-2900000000-4808d9beefef60fc7a30View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-02fx-9100000000-067bfb3f0aa479a4996cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000l-5900000000-2065745b7d041addf9b2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9400000000-9a8d921204197689240aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-618a7376f25ea052e158View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
References
References:Not Available
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID16168
HMDB IDHMDB0002658
Pubchem Compound ID72924
Kegg IDC19845
ChemSpider ID65756
Wikipedia IDNot Available
BioCyc IDNot Available

Enzymes

Protein Details
1. 8-amino-7-oxononanoate synthase
General function:
Involved in 8-amino-7-oxononanoate synthase activity
Specific function:
Catalyzes the decarboxylative condensation of pimeloyl- CoA and L-alanine to produce 8-amino-7-oxononanoate (AON), coenzyme A, and carbon dioxide
Gene Name:
bioF
Uniprot ID:
P12998
Molecular weight:
41594
Reactions
6-carboxyhexanoyl-CoA + L-alanine = 8-amino-7-oxononanoate + CoA + CO(2).
Protein Details
2. Carboxylesterase BioH
General function:
Involved in biotin biosynthetic process
Specific function:
Shows carboxylesterase activity with a preference for short chain fatty acid esters (acyl chain length of up to 6 carbons). Also displays a weak thioesterase activity. Can form a complex with CoA, and may be involved in the condensation of CoA and pimelic acid into pimeloyl-CoA, a precursor in biotin biosynthesis
Gene Name:
bioH
Uniprot ID:
P13001
Molecular weight:
28505
Reactions
Pimelyl-[acyl-carrier protein] methyl ester + H(2)O = pimelyl-[acyl-carrier protein] + methanol.