Showing Compound N-Formyl-L-methionine (FDB022372)

Record Information

Version

1.0

Creation date

2011-09-21 00:12:57 UTC

Update date

2019-11-26 03:21:02 UTC

Primary ID

FDB022372

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

N-Formyl-L-methionine

Description

N-Formyl-L-methionine, also known as fmet or for-met-OH, 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 an extremely weak basic (essentially neutral) compound (based on its pKa). N-Formyl-L-methionine has been detected, but not quantified in, milk (cow). This could make N-formyl-L-methionine a potential biomarker for the consumption of these foods.

CAS Number

4289-98-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
FMet	HMDB
For-met-OH	HMDB
Formyl-L-methionine	HMDB
Formylmethionine	HMDB
N-Formyl-methionine	HMDB
(2R)-2-[(Hydroxymethylidene)amino]-4-(methylsulfanyl)butanoate	HMDB
(2R)-2-[(Hydroxymethylidene)amino]-4-(methylsulphanyl)butanoate	HMDB
(2R)-2-[(Hydroxymethylidene)amino]-4-(methylsulphanyl)butanoic acid	HMDB
fMet	hmdb
For-Met-OH	hmdb
formylmethionine	hmdb
N-Formyl-L-methionine	hmdb
N-formyl-methionine	hmdb

Predicted Properties

Property	Value	Source
Water Solubility	9.75 g/L	ALOGPS
logP	-0.61	ALOGPS
logP	-0.16	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	3.93	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	42.54 m³·mol⁻¹	ChemAxon
Polarizability	17.46 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C6H11NO3S

IUPAC name

(2R)-2-formamido-4-(methylsulfanyl)butanoic acid

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-/m1/s1

InChI Key

PYUSHNKNPOHWEZ-RXMQYKEDSA-N

Isomeric SMILES

CSCC[C@@H](NC=O)C(O)=O

Average Molecular Weight

177.221

Monoisotopic Molecular Weight

177.045963913

Classification

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Source:

Endogenous

Biological:

Microbe:

Escherichia:

Escherichia coli

Biological location:

Biofluid and excreta:

Organ and components:

Intestine

Process

Naturally occurring process:

Biological process:

Biochemical pathway:

Prostate cancer

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	N-Formyl-L-methionine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-01ry-9400000000-d1f1c047f94d6e9d8307	Spectrum
Predicted GC-MS	N-Formyl-L-methionine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0089-9300000000-bc1f0f97e8401f16dd34	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0fb9-0900000000-4beb911575f3b3d2f1ea	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-03e9-9000000000-c2c1d1013bdc15802a84	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-03di-9000000000-9dae6c72fe61c0d106d9	2012-07-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ugi-0900000000-a5c0b444f95f6383633f	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ue9-2900000000-e7be03f810065f8e01eb	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9500000000-61e748286aa6f2813a1b	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002b-3900000000-77fe1b81cf5df0dda5cc	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9500000000-3cf696718db309a83d61	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0005-9000000000-49b22c34b11b9ffb68ae	2017-09-01	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)		Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		Spectrum