Contents

Acetyl hexapeptide-3

Acetyl hexapeptide-3

Names
Other names (6S,9S,12S,15S,18S,21S)-21-Acetamido-1-amino-12-(3-amino-3-oxopropyl)-6-carbamoyl-18-(2-carboxyethyl)-9-(3-guanidinopropyl)-1-imino-15-(2-(methylthio)ethyl)-8,11,14,17,20-pentaoxo-2,7,10,13,16,19-hexaazatetracosan-24-oic acid Argireline® peptide Ac-EEMQRR-NH2
Identifiers
CAS Number	616204-22-9 N
3D model (JSmol)	Interactive image
ChemSpider	9403386 Y
PubChem CID	11228338
UNII	L4EL31FWIL N
InChI InChI=1S/C34H60N14O12S/c1-17(49)43-20(8-11-25(51)52)29(57)47-22(9-12-26(53)54)31(59)48-23(13-16-61-2)32(60)46-21(7-10-24(35)50)30(58)45-19(6-4-15-42-34(39)40)28(56)44-18(27(36)55)5-3-14-41-33(37)38/h18-23H,3-16H2,1-2H3,(H2,35,50)(H2,36,55)(H,43,49)(H,44,56)(H,45,58)(H,46,60)(H,47,57)(H,48,59)(H,51,52)(H,53,54)(H4,37,38,41)(H4,39,40,42)/t18-,19-,20-,21-,22-,23-/m0/s1 Y Key: RJZNPROJTJSYLC-LLINQDLYSA-N Y
SMILES CSCC[C@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(C)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCNC(N)=N)C(N)=O
Properties
Chemical formula	C34H60N14O12S
Molar mass	889.00 g·mol−1
Related compounds
Related compounds	Gusperimus Stearamidopropyl dimethylamine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Chemical compound

Acetyl hexapeptide-8oracetyl hexapeptide-8 amide (some sources incorrectly refer to this peptide as acetyl hexapeptide-3) is a synthetic anti-wrinkle cosmetics ingredient. It is a peptide which is a fragment of SNAP-25, a substrate of botulinum toxin (Botox). Acetyl hexapeptide-8 is marketed as Argireline® peptide by Lubrizol.^[1]

Overview and common uses[edit]

Acetyl hexapeptide-8 is used in attempts to decrease the visible effects of aging by reducing the deep wrinkles and lines that occur around the forehead and eyes.^[1][2]

Chemically, when applied as a solution to specific areas of the face, acetyl hexapeptide-8 inhibits the reactions that cause muscles to move or contract^[1] – for example when forming facial expressions such as smiling or frowning.

Studies[edit]

Both in vitro (outside a living organism) and in vivo (using a living organism) tests have been carried out, but no double-blind anti-wrinkle studies are available.

In a 2012 double-blind, placebo-controlled trial investigating treatment of blepharospasm (abnormal contraction or twitch of the eyelid), botulinum toxin injections with subsequent acetyl hexapeptide-3 treatment were compared to botulinum toxin injections with placebo cream treatment. Of the 12 patients in the acetyl hexapeptide-3 group, four experienced an extension of symptom control by 3.3 to 7.1 months.^[3]

Safety research[edit]

The 2012 study concluded there were no significant adverse effects. Patients receiving botulinum toxin injections exhibited longer times until return to baseline symptoms when supported with daily application of acetyl hexapeptide-8.^[3]

Chemistry[edit]

Acetyl hexapeptide-8 is the hexapeptide with the sequence Ac-Glu-Glu-Met-Gln-Arg-Arg-NH₂.^[1]

References[edit]