N-FORMYL-METHIONYL-LEUCYL-PHENYLALANINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H31N3O5S
Molecular Weight	437.553
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of N-FORMYL-METHIONYL-LEUCYL-PHENYLALANINE

Structure Search

SMILES

CSCC[C@H](NC=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O

InChI

InChIKey=PRQROPMIIGLWRP-BZSNNMDCSA-N

InChI=1S/C21H31N3O5S/c1-14(2)11-17(23-19(26)16(22-13-25)9-10-30-3)20(27)24-18(21(28)29)12-15-7-5-4-6-8-15/h4-8,13-14,16-18H,9-12H2,1-3H3,(H,22,25)(H,23,26)(H,24,27)(H,28,29)/t16-,17-,18-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C21H31N3O5S
Molecular Weight	437.553
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
fMet-Leu-Phe receptor 1 Target ID: P21462 Gene ID: 2357.0 Gene Symbol: FPR1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/2830314 \| https://www.ncbi.nlm.nih.gov/pubmed/11714831	Binding Agent 1076

PubMed

Title	Date	PubMed
The endogenous opioid spinorphin blocks fMet-Leu-Phe-induced neutrophil chemotaxis by acting as a specific antagonist at the N-formylpeptide receptor subtype FPR.	2001-12-01	11714831
Recombinant human tumor necrosis factor-alpha. Regulation of N-formylmethionylleucylphenylalanine receptor affinity and function on human neutrophils.	1988-03	2830314

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:29:46 GMT 2025` Edited by `admin` on `Mon Mar 31 22:29:46 GMT 2025`
Record UNII	LO6AVJ8RCE
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-350593

Preferred Name

English

N-FORMYL-METHIONYL-LEUCYL-PHENYLALANINE

Systematic Name

English

F-MET-LEU-PHE L-PHENYLALANINE

Common Name

English

FMLP

Common Name

English

CHEMOTACTIC PEPTIDE

Common Name

English

N-(N-(N-FORMYL-L-METHIONYL)-L-LEUCYL)

Common Name

English

(2S)-2-(((2S)-2-(((2S)-2-FORMAMIDO-4-METHYLSULFANYLBUTANOYL)AMINO)-4-METHYLPENTANOYL)AMINO)-3-PHENYLPROPANOIC ACID

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID9041077