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Phenylalanylphenylalanylamide

CAT: 0804-HY-129931Size: 1 EachDry Ice: NoHazardous: No
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Description
Phenylalanylphenylalanylamide (H-Phe-Phe-NH₂) is a ligand for the substance P 1–7 (SP1-7) binding site with a Ki value of 1.5 nM. Phenylalanylphenylalanylamide exerts significant anti-allodynic and anti-hyperalgesic effects in animal models of neuropathic pain following central administratio. Phenylalanylphenylalanylamide shows no distinct effect after peripheral (intraperitoneal) administration. Phenylalanylphenylalanylamide can be used for research on pain-related diseases[1].
CAS Number
15893-46-6
Product Name Alternative
H-Phe-Phe-NH2
UNSPSC
12352005
Target
Neurokinin Receptor
Related Pathways
GPCR/G Protein; Neuronal Signaling
Field of Research
Neurological Disease
Smiles
O=C(N)[C@H](CC1=CC=CC=C1)NC([C@H](CC2=CC=CC=C2)N)=O
Molecular Formula
C18H21N3O2
Molecular Weight
311.38
References & Citations
[1]Skogh A, et al. An imidazole based H-Phe-Phe-NH2 peptidomimetic with anti-allodynic effect in spared nerve injury mice. Bioorg Med Chem Lett. 2018 Aug 1;28 (14) :2446-2450.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Phenylalanylphenylalanylamide
CAS Number15893-46-6
PubChem CID85169
IUPAC Name(2S)-2-amino-N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]-3-phenylpropanamide
Molecular FormulaC18H21N3O2
Molecular Weight311.4
XLogP1.1
Topological Polar Surface Area98.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count7
Heavy Atom Count23
Formal Charge0
Complexity388
SMILES
C1=CC=C(C=C1)C[C@@H](C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N)N
InChI
InChI=1S/C18H21N3O2/c19-15(11-13-7-3-1-4-8-13)18(23)21-16(17(20)22)12-14-9-5-2-6-10-14/h1-10,15-16H,11-12,19H2,(H2,20,22)(H,21,23)/t15-,16-/m0/s1
InChIKey
XXPXQEQOAZMUDD-HOTGVXAUSA-N
Chemical Structure
2D Structure
2D structure of Phenylalanylphenylalanylamide
CAS: 15893-46-6
CID: 85169
Formula: C18H21N3O2
MW: 311.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight311.4
XLogP31.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count7
Exact Mass311.16337692
Monoisotopic Mass311.16337692
Topological Polar Surface Area98.2 Ų
Heavy Atom Count23
Formal Charge0
Complexity388
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

Alternative Products

CatalogName
T34021-01Phenylalanylphenylalanylamide

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