MiMeDB: Showing metabocard for 3-Oxo-N-(2-oxotetrahydro-3-furanyl)butanamide (MMDBc0032866)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 22:03:39 UTC

Update Date

2022-08-31 21:44:41 UTC

Metabolite ID

MMDBc0032866

Metabolite Identification

Common Name

3-Oxo-N-(2-oxotetrahydro-3-furanyl)butanamide

Description

3-Oxo-N-(2-oxotetrahydro-3-furanyl)butanamide (3-oxo-C4-HSL) is a member N-acyl-homoserine family of small diffusible quorum sensing molecules. N-acyl-homoserine lactones (AHLs) are quorum sensing molecules that control gene expression that is dependent o

Structure

MOL SDF PDB SMILES InChI

HEADER    PROTEIN                                 18-NOV-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-NOV-21         0                                  
HETATM    1  C   UNK     0      -5.220   5.615   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.436   3.633   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.756   5.139   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.971   3.157   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -1.651   1.651   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0      -2.611   6.170   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.826   4.188   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       1.060   3.620   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       2.306   1.175   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    3    6                                                       
CONECT    3    2   13                                                       
CONECT    4    5    7                                                       
CONECT    5    1    4   10                                                  
CONECT    6    2    8    9                                                  
CONECT    7    4    9   11                                                  
CONECT    8    6   12   13                                                  
CONECT    9    6    7                                                       
CONECT   10    5                                                            
CONECT   11    7                                                            
CONECT   12    8                                                            
CONECT   13    3    8                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

Synonyms

Not Available

Molecular Formula

C₈H₁₁NO₄

Average Mass

185.179

Monoisotopic Mass

185.068807838

IUPAC Name

3-oxo-N-(2-oxooxolan-3-yl)butanimidic acid

Traditional Name

3-oxo-N-(2-oxooxolan-3-yl)butanimidic acid

CAS Registry Number

Not Available

SMILES

CC(=O)CC(O)=NC1CCOC1=O

InChI Identifier

InChI=1S/C8H11NO4/c1-5(10)4-7(11)9-6-2-3-13-8(6)12/h6H,2-4H2,1H3,(H,9,11)

InChI Key

FIHPLICEAUNEFV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Acyl-homoserine lactone
Fatty amide
Gamma butyrolactone
N-acyl-amine
Fatty acyl
1,3-dicarbonyl compound
Oxolane
Carboxamide group
Carboxylic acid ester
Ketone
Lactone
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organopnictogen compound
Aldehyde
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.95 g/L	ALOGPS
logP	-0.01	ALOGPS
logP	-0.041	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	4.52	ChemAxon
pKa (Strongest Basic)	0.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	75.96 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	43.27 m³·mol⁻¹	ChemAxon
Polarizability	17.31 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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 (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

Not Available

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
Bacteria	Proteobacteria	1	Human ; Human sputum; Human subgingival plaque; Human feces	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9688672

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11513882

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Huang W, Brewer LK, Jones JW, Nguyen AT, Marcu A, Wishart DS, Oglesby-Sherrouse AG, Kane MA, Wilks A: PAMDB: a comprehensive Pseudomonas aeruginosa metabolome database. Nucleic Acids Res. 2018 Jan 4;46(D1):D575-D580. doi: 10.1093/nar/gkx1061. [PubMed:29106626 ]

Showing metabocard for 3-Oxo-N-(2-oxotetrahydro-3-furanyl)butanamide (MMDBc0032866)

MOL for #<Metabolite:0x00007fecfce4d270>

3D MOL for #<Metabolite:0x00007fecfce4d270>

3D SDF for #<Metabolite:0x00007fecfce4d270>

3D-SDF for #<Metabolite:0x00007fecfce4d270>

PDB for #<Metabolite:0x00007fecfce4d270>

3D PDB for #<Metabolite:0x00007fecfce4d270>

SMILES for #<Metabolite:0x00007fecfce4d270>

INCHI for #<Metabolite:0x00007fecfce4d270>

Structure for #<Metabolite:0x00007fecfce4d270>

3D Structure for #<Metabolite:0x00007fecfce4d270>