MiMeDB: Showing metabocard for 4-Pyridoxolactone (MMDBc0033127)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:35:51 UTC

Update Date

2024-10-17 06:00:50 UTC

Metabolite ID

MMDBc0033127

Metabolite Identification

Common Name

4-Pyridoxolactone

Description

4-Pyridoxolactone is a bacterial oxidation metabolite of vitamin B6 (KEGG).

Structure

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

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      22.372 -28.819   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      26.062 -31.900   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      25.642 -29.196   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      21.038 -32.670   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      19.704 -30.359   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.163 -33.139   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.163 -30.660   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.038 -31.129   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.372 -30.359   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.706 -32.670   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.706 -31.129   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.372 -33.440   0.000  0.00  0.00           C+0
CONECT    1    9                                                            
CONECT    2    6    7                                                       
CONECT    3    7                                                            
CONECT    4    8   12                                                       
CONECT    5    8                                                            
CONECT    6    2   10                                                       
CONECT    7    2    3   11                                                  
CONECT    8    4    5    9                                                  
CONECT    9    1    8   11                                                  
CONECT   10    6   11   12                                                  
CONECT   11    7    9   10                                                  
CONECT   12    4   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

Synonyms

Value	Source
4-Pyridoxic acid lactone	ChEBI
4-Pyridoxate lactone	Generator
beta-Pyracin	HMDB

Molecular Formula

C₈H₇NO₃

Average Mass

165.1461

Monoisotopic Mass

165.042593095

IUPAC Name

7-hydroxy-6-methyl-1H,3H-furo[3,4-c]pyridin-1-one

Traditional Name

4-pyridoxolactone

CAS Registry Number

4753-19-9

SMILES

CC1=NC=C2COC(=O)C2=C1O

InChI Identifier

InChI=1S/C8H7NO3/c1-4-7(10)6-5(2-9-4)3-12-8(6)11/h2,10H,3H2,1H3

InChI Key

HHPDVQLBYQFYFA-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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridinecarboxylic acids and derivatives

Direct Parent

Pyridinecarboxylic acids

Alternative Parents

Substituents

Pyridine carboxylic acid
Methylpyridine
Hydroxypyridine
Vinylogous acid
Heteroaromatic compound
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Azacycle
Oxacycle
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

lactone (CHEBI:16871 )
furopyridine (CHEBI:16871 )
a small molecule (CPD-375 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	18.6 g/L	ALOGPS
logP	0.44	ALOGPS
logP	0.79	ChemAxon
logS	-0.95	ALOGPS
pKa (Strongest Acidic)	9.3	ChemAxon
pKa (Strongest Basic)	4.27	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.42 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	41.05 m³·mol⁻¹	ChemAxon
Polarizability	15.42 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ri-2900000000-5f6a91d1eeb5eaa49adc	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00dl-5950000000-11ff12c2dd36530c4236	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-aa1266c816944909b39a	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0900000000-d0258c632349f5e836e0	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dj-7900000000-30cd1dadf39f33995b09	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0900000000-3fd21d96beb6c70780d6	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0900000000-2b177a3586d7e6d68836	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00e9-9800000000-3abeb7516d954dda95b1	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0900000000-65490e650f013cfe115e	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03k9-0900000000-7ece33897451c1af0c35	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4v-7900000000-3ee7b8f8ce87fd24b311	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-52879b1c24e4e827f43a	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0900000000-1dc0c584a9bf4ad25064	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0072-5900000000-8631bb6ae260af7ebb9b	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown
Bacteria	Proteobacteria	1	Human feces
Bacteria	Actinobacteria	1

Exposure Sources

Source Type	Activity	Data Source	Reference
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0003454

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023177

KNApSAcK ID

Not Available

Chemspider ID

133287

KEGG Compound ID

C00971

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6936

PubChem Compound

151228

PDB ID

Not Available

ChEBI ID

16871

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Ubbink JB, Serfontein WJ, Becker PJ, De Villiers LS: Determination of urinary 4-pyridoxic acid levels as 4-pyridoxic acid lactone using high-performance liquid chromatography. Am J Clin Nutr. 1986 Nov;44(5):698-703. doi: 10.1093/ajcn/44.5.698. [PubMed:3766456 ]

Showing metabocard for 4-Pyridoxolactone (MMDBc0033127)

MOL for #<Metabolite:0x00007fdb507919d0>

3D MOL for #<Metabolite:0x00007fdb507919d0>

3D SDF for #<Metabolite:0x00007fdb507919d0>

3D-SDF for #<Metabolite:0x00007fdb507919d0>

PDB for #<Metabolite:0x00007fdb507919d0>

3D PDB for #<Metabolite:0x00007fdb507919d0>

SMILES for #<Metabolite:0x00007fdb507919d0>

INCHI for #<Metabolite:0x00007fdb507919d0>

Structure for #<Metabolite:0x00007fdb507919d0>

3D Structure for #<Metabolite:0x00007fdb507919d0>