MiMeDB: Showing metabocard for N-Formyl-L-methionine (MMDBc0000560)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:40:32 UTC

Update Date

2024-10-13 13:43:55 UTC

Metabolite ID

MMDBc0000560

Metabolite Identification

Common Name

N-Formyl-L-methionine

Description

N-formyl-L-methionine is a L-methionine derivative in which one of the hydrogens attached to the nitrogen is replaced by a formyl group. It has a role as a metabolite. It is a proteinogenic amino acid, a N-formyl amino acid and a L-methionine derivative. It is a conjugate acid of a N-formyl-L-methioninate. N-Formyl-L-methionine belongs to the class of organic compounds known as methionine and derivatives. Methionine and derivatives are compounds containing methionine or a derivative thereof resulting from reaction of methionine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Formyl-L-methionine is effective in the initiation of protein synthesis. The initiating methionine residue enters the ribosome as N-formylmethionyl-tRNA. This process occurs in Escherichia coli and other bacteria as well as in the mitochondria of eukaryotic cells.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S)-2-(Formylamino)-4-(methylthio)butanoic acid	ChEBI
Formyl-methionine	ChEBI
N-Formylmethionine	ChEBI
(2S)-2-(Formylamino)-4-(methylthio)butanoate	Generator
Formylmethionine, N	HMDB
N Formylmethionine	HMDB
N-Formyl-L-methionine	KEGG

Molecular Formula

C₆H₁₁NO₃S

Average Mass

177.221

Monoisotopic Mass

177.045963913

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C6H11NO3S/c1-11-3-2-5(6(9)10)7-4-8/h4-5H,2-3H2,1H3,(H,7,8)(H,9,10)/t5-/m0/s1

InChI Key

PYUSHNKNPOHWEZ-YFKPBYRVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methionine and derivatives. Methionine and derivatives are compounds containing methionine or a derivative thereof resulting from reaction of methionine 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

Methionine and derivatives

Alternative Parents

Substituents

Methionine or derivatives
N-acyl-l-alpha-amino acid
N-formyl-alpha-amino acid
N-formyl-alpha amino acid or derivatives
Thia fatty acid
Fatty acid
Fatty acyl
Carboxamide group
Secondary carboxylic acid amide
Dialkylthioether
Sulfenyl compound
Thioether
Monocarboxylic acid or derivatives
Carboxylic acid
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

proteinogenic amino acid (CHEBI:16552 )
L-methionine derivative (CHEBI:16552 )
N-formyl amino acid (CHEBI:16552 )
Other amino acids (C03145 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Intestine
Placenta
Urine

Tissue Locations

Intestine
Placenta

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
Prostate cancer		Association	Human Urine	HMDB	19212411

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Verrucomicrobia	1	Human feces; Human stool; Human ; Human urine	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Firmicutes	10	Human feces; Human stool; Human ; Human urine; Human sputum; Human saliva; Human subgingival plaque; Human vaginal fluid; Human supragingival plaque	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Proteobacteria	1	Human feces; Human stool	Indirect association between microbiota composition and metabolites measured in host biospecimen
Archaea	Euryarchaeota	1	Human feces; Human	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Urine	Detected and Quantified	0.5	0	1	umol/mmol creatinine	Adult (>18 years old)	Both	Prostate Cancer	HMDB	19212411
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Colorectal cancer	HMDB	25037050
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Colorectal Cancer	HMDB	27015276
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Urine	Detected and Quantified	0.5	0.0	1.0	umol/mmol creatinine	Adult (>18 years old)	Both	Prostate Cancer	HMDB	19212411
Human Intestine	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Blood	Detected but not Quantified								HMDB

External Links

HMDB ID

HMDB0001015

DrugBank ID

DB04464

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022372

KNApSAcK ID

Not Available

Chemspider ID

388809

KEGG Compound ID

C03145

BioCyc ID

N-FORMYLMETHIONINE

BiGG ID

Not Available

Wikipedia Link

Formylmethionine

METLIN ID

Not Available

PubChem Compound

439750

PDB ID

Not Available

ChEBI ID

16552

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Sherriff RM, Broom MF, Chadwick VS: Isolation and purification of N-formylmethionine aminopeptidase from rat intestine. Biochim Biophys Acta. 1992 Mar 12;1119(3):275-80. doi: 10.1016/0167-4838(92)90214-x. [PubMed:1547272 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for N-Formyl-L-methionine (MMDBc0000560)

MOL for #<Metabolite:0x00007f470474e120>

3D MOL for #<Metabolite:0x00007f470474e120>

3D SDF for #<Metabolite:0x00007f470474e120>

3D-SDF for #<Metabolite:0x00007f470474e120>

PDB for #<Metabolite:0x00007f470474e120>

3D PDB for #<Metabolite:0x00007f470474e120>

SMILES for #<Metabolite:0x00007f470474e120>

INCHI for #<Metabolite:0x00007f470474e120>

Structure for #<Metabolite:0x00007f470474e120>

3D Structure for #<Metabolite:0x00007f470474e120>