Compound: Hexapeptide-2
SMILES: O=C(N[C@H](C(=O)N)CCCCN)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](N)Cc1nc[nH]c1)Cc2c3c(cccc3)[nH]c2)C)Cc4c5c(cccc5)[nH]c4)Cc6ccccc6
InChIKey: WZHKXNSOCOQYQX-FUAFALNISA-N
Synonyms: Hexapeptide-2, 87616-84-0, Melanostatine 2, His(1)-lys(6)-ghrp, GH-Releasing hexapeptide 6, His-trp-ala-trp-phe-lysnh2, His-D-Trp-Ala-Trp-D-Phe-Lys-NH2, Ghrp, his(1)-lys(6)-, L-Lysinamide, L-histidyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-, SK&F-110679, 4H7N4I6X6A, (D-Trp(2)-D-phe(5))ghrp, U-75799E, Skf 110679, DTXSID30904007, Histidyl-tryptophyl-alanyl-tryptophyl-phenylalanyl-lysinamide, GH-releasing peptide-6, RefChem:144477, DTXCID101331934, CHEMBL105462, (2S)-6-amino-2-[[(2R)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]propanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-3-phenylpropanoyl]amino]hexanamide, His-DTrp-Ala-Trp-DPhe-Lys-NH2, L-histidyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-L-Lysinamide, L-Histidyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-L-lysinamide Acetate Salt, GH-Releasing peptide, UNII-4H7N4I6X6A, h-his-d-trp-ala-trp-d-phe-lys-nh2, SKF-110679, SK&F 110679, Hexapeptide-2 (Powder), Hexapeptide-2  (Liquid), SCHEMBL9726175, SCHEMBL29361173, His-DTrp-Ala-Trp-DPhe-LysNH2, WZHKXNSOCOQYQX-FUAFALNISA-N, BDBM263227, GLXC-22315, Growth hormone-releasing peptide-6, His-D-Trp-Ala-Trp-D-Phe-LysNH2, 145177-42-0 (free base), BDBM50049479, AKOS028109152, AKOS040758818, US9708370, GHRP-6, FG40484, NCGC00167341-01, (D-Trp7,Ala8,D-Phe10)-a-MSH (6-11) amide, Q5611751, (D-Trp7,Ala8,D-Phe10)-alpha-MSH (6-11) amide, BRD-K77070363-001-01-5, (S)-6-Amino-2-{(R)-2-[(S)-2-{(S)-2-[(R)-2-[(S)-2-amino-3-(1H-imidazol-4-yl)-propionylamino]-3-(1H-indol-3-yl)-propionylamino]-propionylamino}-3-(1H-indol-3-yl)-propionylamino]-3-phenyl-propionylamino}-hexanoic acid amide, (S)-6-Amino-2-{(R)-2-[(S)-2-{(S)-2-[(R)-2-[(S)-2-amino-3-(3H-imidazol-4-yl)-propionylamino]-3-(1H-indol-3-yl)-propionylamino]-propionylamino}-3-(1H-indol-3-yl)-propionylamino]-3-phenyl-propionylamino}-hexanoic acid amide
Theoretical properties:
molecular_formula: C46H56N12O6
molecular_weight: 873.0 g/mol
exact_mass: 872.44457755 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 11
hydrogen_bond_acceptor_count: 9
rotatable_bond_count: 23
heavy_atom_count: 64
topological_polar_surface_area: 301 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: Unnamed Compound is a protein listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Acetyl hexapeptide-8, also known as acetyl hexapeptide-8 amide and Argireline (also incorrectly referred to as acetyl hexapeptide-3), is a synthetic hexapeptide used as a topical cosmetic ingredient that may improve the appearance of wrinkles. It is a small peptide fragment of SNAP25, a protein involved in neurotransmitter release and one of the targets of botulinum toxin type A, commonly known as Botox.
Acetyl hexapeptide-8 is proposed to have a mechanism of action similar to that of its biomimetic, botulinum toxin, by inhibiting the SNARE complex responsible for synaptic vesicle fusion, thereby reducing facial muscle contractions. This proposed mechanism has led to its use in anti-aging products as a potential non-invasive alternative to injectable neurotoxins. No clinical studies have directly compared the efficacy of acetyl hexapeptide-8 to botulinum toxin, and the concentration required to achieve similar effects remains uncertain.
Acetyl hexapeptide-8 has been available since 2001, and is commercially marketed under the trade name Argireline by Lubrizol.