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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:15:24 UTC

HMDB ID

HMDB0001015

Secondary Accession Numbers

HMDB01015

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

View in JSmol View NMR Assignments View Stereo Labels

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

Chemical Formula

C₆H₁₁NO₃S

Average Molecular Weight

177.221

Monoisotopic Molecular Weight

177.045963913

IUPAC Name

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

Traditional Name

N-formylmethionine

CAS Registry Number

4289-98-9

SMILES

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

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 )

Ontology

Not Available

Intestine (HMDB: HMDB0001015)
Placenta (HMDB: HMDB0001015)

Excreta

Biofluid or Excreta

Urine (PMID: 19212411)
Feces (PMID: 27015276)

Source

Exogenous

Exogenous (HMDB: HMDB0001015)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Endogenous

Endogenous (HMDB: HMDB0001015)

Microbe

Microbe (HMDB: HMDB0001015)
Escherichia coli (HMDB: HMDB0001015)

Process

Naturally occurring process

Biological process

Biochemical pathway

Prostate cancer (HMDB: HMDB0001015)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Baker	140.733	30932474

Predicted Molecular 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	17.59 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	135.354	30932474
DeepCCS	[M-H]-	131.524	30932474
DeepCCS	[M-2H]-	168.604	30932474
DeepCCS	[M+Na]+	144.022	30932474
AllCCS	[M+H]+	139.4	32859911
AllCCS	[M+H-H2O]+	135.7	32859911
AllCCS	[M+NH4]+	142.8	32859911
AllCCS	[M+Na]+	143.8	32859911
AllCCS	[M-H]-	138.6	32859911
AllCCS	[M+Na-2H]-	140.5	32859911
AllCCS	[M+HCOO]-	142.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.28 minutes	32390414
Predicted by Siyang on May 30, 2022	10.1234 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.42 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	196.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	897.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	317.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	69.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	182.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	70.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	274.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	324.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	403.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	702.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	221.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	816.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	212.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	201.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	445.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	341.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	168.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Formyl-L-methionine	CSCC[C@H](NC=O)C(O)=O	2534.0	Standard polar	33892256
N-Formyl-L-methionine	CSCC[C@H](NC=O)C(O)=O	1553.3	Standard non polar	33892256
N-Formyl-L-methionine	CSCC[C@H](NC=O)C(O)=O	1698.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Formyl-L-methionine,1TMS,isomer #1	CSCC[C@H](NC=O)C(=O)O[Si](C)(C)C	1608.4	Semi standard non polar	33892256
N-Formyl-L-methionine,1TMS,isomer #2	CSCC[C@@H](C(=O)O)N(C=O)[Si](C)(C)C	1636.8	Semi standard non polar	33892256
N-Formyl-L-methionine,2TMS,isomer #1	CSCC[C@@H](C(=O)O[Si](C)(C)C)N(C=O)[Si](C)(C)C	1674.2	Semi standard non polar	33892256
N-Formyl-L-methionine,2TMS,isomer #1	CSCC[C@@H](C(=O)O[Si](C)(C)C)N(C=O)[Si](C)(C)C	1641.9	Standard non polar	33892256
N-Formyl-L-methionine,2TMS,isomer #1	CSCC[C@@H](C(=O)O[Si](C)(C)C)N(C=O)[Si](C)(C)C	2015.8	Standard polar	33892256
N-Formyl-L-methionine,1TBDMS,isomer #1	CSCC[C@H](NC=O)C(=O)O[Si](C)(C)C(C)(C)C	1834.8	Semi standard non polar	33892256
N-Formyl-L-methionine,1TBDMS,isomer #2	CSCC[C@@H](C(=O)O)N(C=O)[Si](C)(C)C(C)(C)C	1861.6	Semi standard non polar	33892256
N-Formyl-L-methionine,2TBDMS,isomer #1	CSCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C=O)[Si](C)(C)C(C)(C)C	2126.2	Semi standard non polar	33892256
N-Formyl-L-methionine,2TBDMS,isomer #1	CSCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C=O)[Si](C)(C)C(C)(C)C	2088.6	Standard non polar	33892256
N-Formyl-L-methionine,2TBDMS,isomer #1	CSCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C=O)[Si](C)(C)C(C)(C)C	2219.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - N-Formyl-L-methionine GC-MS (2 TMS)	splash10-0pdi-1920000000-7ead52d367d0c14c2f83	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Formyl-L-methionine GC-MS (1 TMS)	splash10-002r-9800000000-d6bd1c4a45710fcff139	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Formyl-L-methionine EI-B (Non-derivatized)	splash10-004i-1900000000-dbd5e7526844833f2769	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Formyl-L-methionine EI-B (Non-derivatized)	splash10-002b-1931000000-f6d54f9e00989580bf16	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Formyl-L-methionine GC-EI-TOF (Non-derivatized)	splash10-0zi1-0920000000-eff4a723ccd21264f857	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Formyl-L-methionine GC-EI-TOF (Non-derivatized)	splash10-002r-6900000000-f44202a7297064bce497	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Formyl-L-methionine GC-EI-TOF (Non-derivatized)	splash10-0pdj-0920000000-4d46bd9a6a5f645fdee9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Formyl-L-methionine GC-EI-TOF (Non-derivatized)	splash10-00di-9410000000-0d6268555c7a6ebf60ef	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Formyl-L-methionine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000y-9200000000-10205de54a16e96cf3ad	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Formyl-L-methionine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine LC-ESI-QQ , negative-QTOF	splash10-004i-0900000000-a5b03aa018c68be71432	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine LC-ESI-QQ , negative-QTOF	splash10-002b-9600000000-e2a1a85ea82026c67c40	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine LC-ESI-QQ , negative-QTOF	splash10-0002-9000000000-4f909deb0784221401df	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine LC-ESI-QQ , negative-QTOF	splash10-0002-9000000000-e07240ba0c7d6b253cf3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine LC-ESI-QQ , negative-QTOF	splash10-0002-9000000000-04ba3fa1d5a4d4da730a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine LC-ESI-QTOF , negative-QTOF	splash10-004i-4900000000-b9244ecfa5c3afeec4c8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine LC-ESI-QQ , positive-QTOF	splash10-03fr-0900000000-6cef5cfd02af4e4f5603	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine LC-ESI-QQ , positive-QTOF	splash10-0fc0-2900000000-ca29f2380d125436464f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine LC-ESI-QQ , positive-QTOF	splash10-0gx0-9600000000-d8211d4ecddfb71549d2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine LC-ESI-QQ , positive-QTOF	splash10-0bu0-9200000000-95443fc05ab3a30f1736	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine LC-ESI-QQ , positive-QTOF	splash10-03di-9100000000-61580bdacfbf4ccd3b72	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine 10V, Negative-QTOF	splash10-002b-9300000000-6b6656d410859495b7d6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine 35V, Negative-QTOF	splash10-0002-9000000000-36639998e841668381bf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine 20V, Negative-QTOF	splash10-0002-9000000000-00ec72b1c1c573b951a4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine 30V, Negative-QTOF	splash10-0002-9000000000-42e1592f1bbdcb4b4283	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine 40V, Negative-QTOF	splash10-0002-9000000000-c901d1fde297485a1211	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine 35V, Positive-QTOF	splash10-03e9-9200000000-66fcb11cb1ad675d36b6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine 40V, Positive-QTOF	splash10-03di-9000000000-becdef0ad11ee4b6c1a0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-methionine 20V, Positive-QTOF	splash10-08gi-9000000000-0cb78961b18f92893c52	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-methionine 10V, Positive-QTOF	splash10-0032-0900000000-8f385306243b675f9f3a	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-methionine 20V, Positive-QTOF	splash10-0faj-4900000000-e575d78a4fb6796b499f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-methionine 40V, Positive-QTOF	splash10-0ug0-9600000000-fb463674953dd37d24d3	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-methionine 10V, Negative-QTOF	splash10-004j-9800000000-c1e3c8cc0a2b6fb080c7	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-methionine 20V, Negative-QTOF	splash10-0002-9300000000-0ba777d8c80b1cda51d6	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-methionine 40V, Negative-QTOF	splash10-0005-9000000000-7b1e231a15535ddad645	2017-07-26	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Intestine
Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Urine	Detected and Quantified	0.5 (0.0-1.0) umol/mmol creatinine	Adult (>18 years old)	Both	Prostate Cancer	19212411	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ] Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Prostate cancer
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]

Associated OMIM IDs

114500 (Colorectal cancer)
176807 (Prostate cancer)

External Links

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

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Milligan D L; Koshland D E Jr The amino terminus of the aspartate chemoreceptor is formylmethionine. The Journal of biological chemistry (1990), 265(8), 4455-60.

Material Safety Data Sheet (MSDS)

Download (PDF)

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. [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 (HMDB0001015)

MOL for HMDB0001015 (N-Formyl-L-methionine)

3D MOL for HMDB0001015 (N-Formyl-L-methionine)

3D SDF for HMDB0001015 (N-Formyl-L-methionine)

3D-SDF for HMDB0001015 (N-Formyl-L-methionine)

PDB for HMDB0001015 (N-Formyl-L-methionine)

3D PDB for HMDB0001015 (N-Formyl-L-methionine)

SMILES for HMDB0001015 (N-Formyl-L-methionine)

INCHI for HMDB0001015 (N-Formyl-L-methionine)

Structure for HMDB0001015 (N-Formyl-L-methionine)

3D Structure for HMDB0001015 (N-Formyl-L-methionine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra