Knowledge (XXG)

Acetyl hexapeptide-3

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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
131: 347: 460:(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. 468:
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.
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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 – for example when forming facial expressions such as smiling or frowning.
76:)-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 360: 421:
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.
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Ruiz, MA; Clares, B; Morales, ME; Cazalla, S; Gallardo, V (2007). "Preparation and stability of cosmetic formulations with an anti-aging peptide".
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Lungu, MD, Codrin; Considine, RN, Elaine; Zahir, MS, Sana; Ponsati, PhD, Berta; Arrastia, MS, Silvia; Hallet, MD, Mark (November 12, 2012).
210: 34: 592:"Pilot Study of Topical Acetyl Hexapeptide-8 in Treatment of Blepharospasm in Patients Receiving Botulinum Neurotoxin Therapy" 326: 367: 650: 187: 453: 525:
Blanes-Mira, C; et al. (October 2002). "A synthetic hexapeptide (Argireline) with antiwrinkle activity".
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CSCC(NC(=O)(CCC(O)=O)NC(=O)(CCC(O)=O)NC(C)=O)C(=O)N(CCC(N)=O)C(=O)N(CCCNC(N)=N)C(=O)N(CCCNC(N)=N)C(N)=O
97: 621: 569: 542: 151: 611: 603: 534: 387: 258: 107: 196: 402: 386:(some sources incorrectly refer to this peptide as acetyl hexapeptide-3) is a synthetic 616: 591: 338: 639: 538: 482: 457: 176: 446: 486: 321: 295: 142: 490: 390: 625: 573: 546: 17: 494: 435: 441: 398: 394: 163: 607: 478: 337:
Except where otherwise noted, data are given for materials in their
130: 120: 445:(using a living organism) tests have been carried out, but no 477:
Acetyl hexapeptide-8 is the hexapeptide with the sequence
355: 175: 106: 520: 518: 516: 514: 8: 585: 583: 150: 26: 615: 195: 510: 409:). Acetyl hexapeptide-8 is marketed as 240: 215: 222:Key: RJZNPROJTJSYLC-LLINQDLYSA-N 7: 449:anti-wrinkle studies are available. 166: 25: 456:trial investigating treatment of 539:10.1046/j.1467-2494.2002.00153.x 454:double-blind, placebo-controlled 439:(outside a living organism) and 345: 276: 270: 33: 341:(at 25 °C , 100 kPa). 327:Stearamidopropyl dimethylamine 288: 282: 264: 1: 562:Journal of Cosmetic Science 667: 384:acetyl hexapeptide-8 amide 335: 307: 251: 231: 206: 90: 46: 41: 32: 417:Overview and common uses 397:which is a fragment of 28:Acetyl hexapeptide-3 393:ingredient. It is a 380:Acetyl hexapeptide-8 651:Cosmetics chemicals 411:Argireline® peptide 303: g·mol 79:Argireline® peptide 29: 368:Infobox references 308:Related compounds 27: 608:10.1111/ene.12009 401:, a substrate of 376:Chemical compound 374: 373: 314:Related compounds 132:Interactive image 16:(Redirected from 658: 630: 629: 619: 587: 578: 577: 557: 551: 550: 527:Int J Cosmet Sci 522: 358: 352: 349: 348: 302: 290: 284: 278: 272: 266: 259:Chemical formula 199: 179: 168: 154: 134: 110: 37: 30: 21: 666: 665: 661: 660: 659: 657: 656: 655: 636: 635: 634: 633: 589: 588: 581: 559: 558: 554: 524: 523: 512: 507: 500: 475: 466: 464:Safety research 431: 419: 403:botulinum toxin 377: 370: 365: 364: 363:  ?) 354: 350: 346: 342: 331: 315: 300: 287: 281: 275: 269: 261: 247: 244: 239: 238: 227: 224: 223: 220: 214: 213: 202: 182: 169: 157: 137: 124: 113: 100: 86: 85: 23: 22: 15: 12: 11: 5: 664: 662: 654: 653: 648: 638: 637: 632: 631: 579: 552: 509: 508: 506: 503: 498: 474: 471: 465: 462: 430: 427: 418: 415: 375: 372: 371: 366: 344: 343: 339:standard state 336: 333: 332: 330: 329: 324: 318: 316: 313: 310: 309: 305: 304: 298: 292: 291: 285: 279: 273: 267: 262: 257: 254: 253: 249: 248: 246: 245: 242: 234: 233: 232: 229: 228: 226: 225: 221: 218: 217: 209: 208: 207: 204: 203: 201: 200: 192: 190: 184: 183: 181: 180: 172: 170: 162: 159: 158: 156: 155: 147: 145: 139: 138: 136: 135: 127: 125: 118: 115: 114: 112: 111: 103: 101: 96: 93: 92: 88: 87: 84: 83: 80: 77: 49: 48: 44: 43: 39: 38: 24: 14: 13: 10: 9: 6: 4: 3: 2: 663: 652: 649: 647: 644: 643: 641: 627: 623: 618: 613: 609: 605: 601: 597: 593: 586: 584: 580: 575: 571: 568:(2): 157–71. 567: 563: 556: 553: 548: 544: 540: 536: 533:(5): 303–10. 532: 528: 521: 519: 517: 515: 511: 504: 502: 496: 492: 488: 484: 480: 472: 470: 463: 461: 459: 458:blepharospasm 455: 450: 448: 444: 443: 438: 437: 428: 426: 422: 416: 414: 413:by Lubrizol. 412: 408: 404: 400: 396: 392: 389: 385: 381: 369: 362: 357: 340: 334: 328: 325: 323: 320: 319: 317: 312: 311: 306: 299: 297: 294: 293: 263: 260: 256: 255: 250: 241: 237: 230: 216: 212: 205: 198: 194: 193: 191: 189: 186: 185: 178: 174: 173: 171: 165: 161: 160: 153: 149: 148: 146: 144: 141: 140: 133: 129: 128: 126: 122: 117: 116: 109: 105: 104: 102: 99: 95: 94: 89: 82:Ac-EEMQRR-NH2 81: 78: 75: 71: 67: 63: 59: 55: 51: 50: 45: 40: 36: 31: 19: 646:Hexapeptides 602:(3): 515–8. 599: 596:Eur J Neurol 595: 565: 561: 555: 530: 526: 476: 467: 451: 447:double-blind 440: 434: 432: 423: 420: 410: 406: 388:anti-wrinkle 383: 379: 378: 91:Identifiers 73: 69: 65: 61: 57: 53: 47:Other names 252:Properties 108:616204-22-9 640:Categories 505:References 452:In a 2012 322:Gusperimus 296:Molar mass 197:L4EL31FWIL 143:ChemSpider 119:3D model ( 98:CAS Number 18:Argireline 473:Chemistry 391:cosmetics 626:23146065 574:17520155 547:18498523 436:in vitro 177:11228338 617:4747634 497:-Arg-NH 442:in vivo 429:Studies 399:SNAP-25 395:peptide 361:what is 359: ( 164:PubChem 152:9403386 624:  614:  572:  545:  356:verify 353:  301:889.00 236:SMILES 42:Names 485:-Glu- 433:Both 407:Botox 211:InChI 121:JSmol 622:PMID 570:PMID 543:PMID 188:UNII 612:PMC 604:doi 535:doi 495:Arg 491:Gln 487:Met 483:Glu 382:or 167:CID 72:,21 68:,18 64:,15 60:,12 642:: 620:. 610:. 600:20 598:. 594:. 582:^ 566:58 564:. 541:. 531:24 529:. 513:^ 501:. 479:Ac 286:12 280:14 274:60 268:34 56:,9 52:(6 628:. 606:: 576:. 549:. 537:: 499:2 493:- 489:- 481:- 405:( 351:N 289:S 283:O 277:N 271:H 265:C 123:) 74:S 70:S 66:S 62:S 58:S 54:S 20:)

Index

Argireline
Stereo, skeletal formula of acetyl hexapeptide-8
CAS Number
616204-22-9
JSmol
Interactive image
ChemSpider
9403386
PubChem
11228338
UNII
L4EL31FWIL
InChI
SMILES
Chemical formula
Molar mass
Gusperimus
Stearamidopropyl dimethylamine
standard state
verify
what is
Infobox references
anti-wrinkle
cosmetics
peptide
SNAP-25
botulinum toxin
in vitro
in vivo
double-blind

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