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SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Phe-Met-Arg-Phe, amide acetate dose dependently (ED 50 =23 nM) activates a K + current in the peptidergic caudodorsal neurons.
| Canonical Smiles | CSCCC(C(=O)NC(CCCN=C(N)N)C(=O)NC(CC1=CC=CC=C1)C(=O)N)NC(=O)C(CC2=CC=CC=C2)N |
|---|---|
| IUPAC Name | (2S)-N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]-2-[[(2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoyl]amino]-5-(diaminomethylideneamino)pentanamide |
| InChIKey | WCSPDMCSKYUFBX-ZJZGAYNASA-N |
| INCHI | 1S/C29H42N8O4S/c1-42-16-14-23(35-26(39)21(30)17-19-9-4-2-5-10-19)28(41)36-22(13-8-15-34-29(32)33)27(40)37-24(25(31)38)18-20-11-6-3-7-12-20/h2-7,9-12,21-24H,8,13-18,30H2,1H3,(H2,31,38)(H,35,39)(H,36,41)(H,37,40)(H4,32,33,34)/t21-,22-,23-,24-/m0/s1 |
| Isomeric SMILES | CSCC[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N)NC(=O)[C@H](CC2=CC=CC=C2)N |
| Alternate CAS | 64190-70-1 |
| PubChem CID | 10100083 |
| MeSH Entry Terms | FMRF;FMRF amide;FMRF NH2;FMRF-amide;FMRF-NH2;FMRFamide;FMRFamide, (D-Arg)-Isomer;FMRFamide, (D-Met)-Isomer;FMRFamide, (D-Phe)-Isomer;FMRFamide, (D-phenylalanine)-Isomer;Phe Met Arg Phe amide;Phe-Met-Arg-Phe-amide;Phe-Met-Arg-Phe-NH2 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Peptides |
| Direct Parent | Oligopeptides |
| Alternative Parents | Phenylalanine and derivatives Methionine and derivatives N-acyl-alpha amino acids and derivatives Alpha amino acid amides Amphetamines and derivatives Aralkylamines N-acyl amines Secondary carboxylic acid amides Primary carboxylic acid amides Guanidines Sulfenyl compounds Propargyl-type 1,3-dipolar organic compounds Carboximidamides Dialkylthioethers Organic oxides Carbonyl compounds Monoalkylamines Hydrocarbon derivatives |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Alpha-oligopeptide - Phenylalanine or derivatives - Methionine or derivatives - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Amphetamine or derivatives - Aralkylamine - Fatty acyl - Monocyclic benzene moiety - N-acyl-amine - Benzenoid - Fatty amide - Guanidine - Carboxamide group - Secondary carboxylic acid amide - Primary carboxylic acid amide - Amino acid or derivatives - Dialkylthioether - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Sulfenyl compound - Carboximidamide - Thioether - Hydrocarbon derivative - Amine - Organic oxide - Carbonyl group - Organic oxygen compound - Primary aliphatic amine - Organic nitrogen compound - Primary amine - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. |
| External Descriptors | Not available |