MiMeDB: Showing metabocard for N-Formyl-L-glutamate (MMDBc0049965)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:47:15 UTC

Update Date

2025-01-15 20:06:38 UTC

Metabolite ID

MMDBc0049965

Metabolite Identification

Common Name

N-Formyl-L-glutamate

Description

N-Formyl-L-glutamate is an intermediate in the histidine metabolism, in a reaction mediated by the enzyme formiminotransferase cyclodeaminase [EC:2.1.2.5 4.3.1.4], a bifunctional enzyme that channels 1-carbon units from formiminoglutamate to the folate pool.(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  C   UNK     0      20.877 -16.423   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      26.211 -16.423   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      20.877 -14.883   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      22.210 -17.193   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      26.211 -14.883   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      23.544 -16.423   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.878 -17.193   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      27.545 -17.193   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      19.543 -17.193   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      24.878 -18.733   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      23.544 -19.503   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      22.210 -18.733   0.000  0.00  0.00           O+0
CONECT    1    3    4    9                                                  
CONECT    2    7    5    8                                                  
CONECT    3    1                                                            
CONECT    4    1    6                                                       
CONECT    5    2                                                            
CONECT    6    4    7                                                       
CONECT    7    2    6   10                                                  
CONECT    8    2                                                            
CONECT    9    1                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

Synonyms

Value	Source
(2S)-2-(Formylamino)pentanedioic acid	ChEBI
N-Formyl-L-glutamate	ChEBI
(2S)-2-(Formylamino)pentanedioate	Generator
N-Formylglutamate, ion(2-)	MeSH
N-Formylglutamate	MeSH
(2S)-2-Formamidopentanedioate	HMDB
(2S)-2-Formamidopentanedioic acid	HMDB

Molecular Formula

C₆H₉NO₅

Average Mass

175.1394

Monoisotopic Mass

175.048072403

IUPAC Name

(2S)-2-formamidopentanedioic acid

Traditional Name

N-formyl-L-glutamic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CC[C@H](NC=O)C(O)=O

InChI Identifier

InChI=1S/C6H9NO5/c8-3-7-4(6(11)12)1-2-5(9)10/h3-4H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t4-/m0/s1

InChI Key

ADZLWSMFHHHOBV-BYPYZUCNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamic acid and derivatives

Alternative Parents

Substituents

Glutamic acid or derivatives
N-acyl-l-alpha-amino acid
N-formyl-alpha-amino acid
N-formyl-alpha amino acid or derivatives
Dicarboxylic acid or derivatives
Fatty acid
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid
Organopnictogen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N-acyl-L-glutamic acid (CHEBI:48309 )
N-formyl amino acid (CHEBI:48309 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	24.5 g/L	ALOGPS
logP	-0.86	ALOGPS
logP	-1.2	ChemAxon
logS	-0.85	ALOGPS
pKa (Strongest Acidic)	3.3	ChemAxon
pKa (Strongest Basic)	-0.91	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	103.7 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	36.24 m³·mol⁻¹	ChemAxon
Polarizability	15.42 Å³	ChemAxon
Number of Rings	0	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	splash10-055f-9500000000-87e21ed84f3e07a0525e	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0udi-5090000000-9bdfed547fb095a666a7	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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a59-0900000000-56d7b5efa61129bb9f2a	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f89-1900000000-f0cf3aae7ee3fc5cdc38	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ue9-9700000000-81fd656d12663befc16e	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-05fs-0900000000-e09e113f64d6b1d6f838	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fba-1900000000-df4e50eec3cd34d33f16	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-002f-9300000000-0e7670e199ce4fc65a9a	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-053r-0900000000-6fe927d19787d8c02604	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f8i-5900000000-f41841dd571e9833fae3	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0084-9000000000-97a1a533c93f062e0524	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00b9-0900000000-db871cdf7055dba8e199	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0f6x-6900000000-421ff60b4e2fe0df43f0	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-5a41b69317afca4bfee9	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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
MMDBp0192325	Formimidoyltransferase-cyclodeaminase	Enzyme	O95954	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0008381	N-Formyl-L-glutamate	Formic acid	Not Available		VMH	30371894
MMDBr0008497	Formiminoglutamic acid	N-Formyl-L-glutamate	Not Available		VMH	30371894

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	49	Human feces; Human sputum; Human pleural fluid plaque; Human	Metabolic reconstruction
Bacteria	Actinobacteria	15	Human feces; Human	Metabolic reconstruction
Bacteria	Firmicutes	21	Human feces; Human	Metabolic reconstruction
Bacteria	Bacteroidetes	1	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction
Archaea/Archaea	Euryarchaeota	2		Metabolic reconstruction

Exposure Sources

Source Type	Activity	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0003470

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023180

KNApSAcK ID

Not Available

Chemspider ID

388496

KEGG Compound ID

C01045

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6939

PubChem Compound

439376

PDB ID

Not Available

ChEBI ID

48309

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for N-Formyl-L-glutamate (MMDBc0049965)

MOL for #<Metabolite:0x00007f5394e5c1a0>

3D MOL for #<Metabolite:0x00007f5394e5c1a0>

3D SDF for #<Metabolite:0x00007f5394e5c1a0>

3D-SDF for #<Metabolite:0x00007f5394e5c1a0>

PDB for #<Metabolite:0x00007f5394e5c1a0>

3D PDB for #<Metabolite:0x00007f5394e5c1a0>

SMILES for #<Metabolite:0x00007f5394e5c1a0>

INCHI for #<Metabolite:0x00007f5394e5c1a0>

Structure for #<Metabolite:0x00007f5394e5c1a0>

3D Structure for #<Metabolite:0x00007f5394e5c1a0>