Acetyl hexapeptide-3: Difference between revisions
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Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: ChemSpiderID InChI1 InChIKey1 SMILES1. |
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| OtherNames = Argireline |
| OtherNames = Argireline |
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| Section1 = {{Chembox Identifiers |
| Section1 = {{Chembox Identifiers |
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| ChemSpiderID = 9403386 |
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| InChI1 = 1/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 |
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| InChIKey1 = RJZNPROJTJSYLC-LLINQDLYBN |
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| SMILES1 = O=C(N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N)CCC/N=C(\N)N)CCC/N=C(\N)N)CCC(=O)N)CCSC)[C@@H](NC(=O)[C@@H](NC(=O)C)CCC(=O)O)CCC(=O)O |
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| CASNo = 616204-22-9 |
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| PubChem = |
| PubChem = |
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| SMILES = NC([C@H](CCCNC(N)=N)NC([C@H](CCCNC(N)=N)NC([C@H](CCC(N)=O)NC([C@H](CCSC)NC([C@H](CCC(O)=O)NC([C@H](CCC(O)=O)NC(C)=O)=O)=O)=O)=O)=O)=O}} |
| SMILES = NC([C@H](CCCNC(N)=N)NC([C@H](CCCNC(N)=N)NC([C@H](CCC(N)=O)NC([C@H](CCSC)NC([C@H](CCC(O)=O)NC([C@H](CCC(O)=O)NC(C)=O)=O)=O)=O)=O)=O)=O}} |
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Revision as of 15:19, 5 November 2010
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| Names | |
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| IUPAC name
(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
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| Other names
Argireline
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
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| Properties | |
| C34H60N14O12S | |
| Molar mass | 889.00 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Acetyl hexapeptide-3 is a synthetic anti-wrinkle cosmetics ingredient. It is a peptide which is a shortened version of Botulinum toxin (Botox). Acetyl hexapeptide-3 is marketed as Argireline by the Barcelona-based research laboratory Lipotec.[1]
Overview and common uses
Argireline 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, Argireline inhibits the reactions that cause muscles to move or contract[1] – for example when forming facial expressions such as smiling or frowning.
Cosmetic studies
Both in vitro (outside a living organism) and in vivo (using a living organism) tests have been carried out on Argireline, but double-blind clinical trials results have not been published.
Safety research
Argireline has been developed relatively recently and therefore reports on its long-term use have not yet been produced.
Chemistry
Argireline is the hexapeptide with the sequence Ac-Glu-Glu-Met-Gln-Arg-Arg-NH2.[1]
References
- ^ a b c d Blanes-Mira, C (October 2002). "A synthetic hexapeptide (Argireline) with antiwrinkle activity". Int J Cosmet Sci. 24 (5): 303–10. doi:10.1046/j.1467-2494.2002.00153.x. PMID 18498523.
{{cite journal}}: Unknown parameter|coauthors=ignored (|author=suggested) (help) - ^ Ruiz, MA; Clares, B; Morales, ME; Cazalla, S; Gallardo, V (2007). "Preparation and stability of cosmetic formulations with an anti-aging peptide". Journal of cosmetic science. 58 (2): 157–71. PMID 17520155.