L-Phenylalanylmethionyl-N-[(2S)-1-hydroxy-1-imino-3-phenylpropan-2-yl]-L-argininamide
Basic information
- CAS
64190-70-1- Standard SMILES
CSCCC(NC(=O)[C@@H](N)Cc1ccccc1)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](Cc1ccccc1)C(N)=O- InChIKey
WCSPDMCSKYUFBX-CNFXVBRLSA-N- Molecular formula
- C29H42N8O4S
- Average molar mass
- 598.8 g/mol
- Monoisotopic mass
- 598.30497302
Names & identifiers
- Preferred name
- L-Phenylalanylmethionyl-N-[(2S)-1-hydroxy-1-imino-3-phenylpropan-2-yl]-L-argininamide
- IUPAC
- (2S)-N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]-2-[[2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoyl]amino]-5-(diaminomethylideneamino)pentanamide
- English name
- Phe-Met-Arg-Phe, amide
- Molecular formula
- C29H42N8O4S
- Molecular weight
- 598.76
Names & synonyms
L-Phenylalanylmethionyl-N-[(2S)-1-hydroxy-1-imino-3-phenylpropan-2-yl]-L-argininamideFMRF-NH2MFRF amideFMRF AMIDEneuropeptide CPHE-MET-ARG-PHE-NH2PHE-MET-ARG-PHE AMIDEH-PHE-MET-ARG-PHE-NH2L-Phe-L-Met-L-Arg-Phe-NH2FMRF-AMIDE 1 1/2ACOH 2H2OL-Phe-L-Met-L-Arg-L-Phe-NH2
Database identifiers
- CAS
64190-70-1- PubChem CID
- 68615
- DTXSID
DTXSID00982731
Properties
Computed structural properties
- XLogP
- 0.1
- Topological polar surface area
- 246 Ų
- Hydrogen bond donors
- 7
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 18
- Heavy atoms
- 42
- Formal charge
- 0
- Complexity
- 889
Physicochemical properties
- Density
- 1.32 · 1.32±0.1 g/cm3(Predicted)
- storage temp.
- 20 °C · −20°C
- solubility
- Soluble in DMSO
- pka
- 13.35 · 13.35±0.46(Predicted)
- Sequence
- 2 · Phe-Met-Arg-Phe-NH2
- FDA UNII
- 8953 X1KZFL · 8953X1KZFL
- WGK Germany
- 3 · 3
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
Chemistry & industry
Applications
DescriptionFMRFamide (FMRFa) was originally isolated as a cardioacceleratory peptide from mollusks. To date, a number of biologically active FMRFas and their related peptides have been identified.
UsesPhe-Met-Arg-Phe, amide dose dependently (ED50=23 nM) activates a K+ current in the peptidergic caudodorsal neurons.
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Compound notes
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