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RF9 trifluoroacetate salt

CAT: 0926-FR108335-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0926-FR108335-01Size:5 mg
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CAS Number
876310-60-0
Synonyms
1-Adamantanecarbonyl-Arg-Phe-NH2
MDL Number
MFCD09037400
Smiles
C1C2CC3CC1CC (C2) (C3) C (=O) N[C@@H] (CCCN=C (N) N) C (=O) N[C@@H] (CC4=CC=CC=C4) C (=O) N
Molecular Formula
C26H38N6O3
Molecular Weight
482.62 g/mol
Controlled
No

Chemical Information

2-Adamantanecarbonyl-arg-phe-NH2 trifluoroacetate

RF9 is a dipeptide formed from L-arginine and L-phenylalaninamide residues in which a hydrogen attached to the nitrogen of the alpha-amino group of the arginine residue has been replaced by a 1-adamantanecarbonyl group. It has been reported to be a potent and selective antagonist of neuropeptide FF (NPFF) receptors, but more recently found to be an agonist at both NPFF1R and the kisspeptin receptor (KISS1R). It has a role as a neuropeptide FF receptor antagonist, a neuropeptide FF receptor agonist and a kisspeptin receptor agonist. It is functionally related to an Arg-Ala.

CAS Number876310-60-0
PubChem CID53320361
IUPAC NameN-[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]adamantane-1-carboxamide
Molecular FormulaC26H38N6O3
Molecular Weight482.6
XLogP1.4
Topological Polar Surface Area166
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count4
Rotatable Bond Count11
Heavy Atom Count35
Formal Charge0
Complexity777
SMILES
C1C2CC3CC1CC(C2)(C3)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)N
InChI
InChI=1S/C26H38N6O3/c27-22(33)21(12-16-5-2-1-3-6-16)31-23(34)20(7-4-8-30-25(28)29)32-24(35)26-13-17-9-18(14-26)11-19(10-17)15-26/h1-3,5-6,17-21H,4,7-15H2,(H2,27,33)(H,31,34)(H,32,35)(H4,28,29,30)/t17?,18?,19?,20-,21-,26?/m0/s1
InChIKey
UMKHUSRDQFQHAK-RNJMTYCLSA-N
Chemical Structure
2D Structure
2D structure of 2-Adamantanecarbonyl-arg-phe-NH2 trifluoroacetate
CAS: 876310-60-0
CID: 53320361
Formula: C26H38N6O3
MW: 482.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight482.6
XLogP31.4
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count4
Rotatable Bond Count11
Exact Mass482.30053910
Monoisotopic Mass482.30053910
Topological Polar Surface Area166 Ų
Heavy Atom Count35
Formal Charge0
Complexity777
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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