Knowledge (XXG)

Homosalate

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Schlumpf M, Schmid P, Durrer S, Conscience M, Maerkel K, Henseler M, Gruetter M, Herzog I, Reolon S, Ceccatelli R, Faass O, Stutz E, Jarry H, Wuttke W, Lichtensteiger W (2004). "Endocrine activity and developmental toxicity of cosmetic UV filters--an update".
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Gomez E, Pillon A, Fenet H, Rosain D, Duchesne MJ, Nicolas JC, Balaguer P, Casellas C (2005). "Estrogenic activity of cosmetic components in reporter cell lines: parabens, UV screens, and musks".
435: 522:) of the face (25% of applied dose) versus back of volunteers. This amounted to approximately two to three times the amount of sunscreen that was present in the superficial 980:"Interaction of polycyclic musks and UV filters with the estrogen receptor (ER), androgen receptor (AR), and progesterone receptor (PR) in reporter gene bioassays" 738:
Rougier A, Dupuis D, Lotte C, Roguet R, Wester RC, Maibach HI (1986). "Regional variation in percutaneous absorption in man: measurement by the stripping method".
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The Court of Justice of the European Union (CJEU) decision applies to two formerly approved ingredients used exclusively in sunscreens — UV filter homosalate and
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Symrise lost the appeal against a European Chemicals Agency (ECHA) decision that requires the German manufacturer to test sunscreen ingredients on animals.
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evidence of toxicity, endocrine disfunction or adverse effects; and none of these adverse events have ever been reported to occur in humans.
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has declared there is no sufficient evidence that identifies pure homosalate as an endocrine disruptor in humans and further declared that
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rats receiving up to 892 mg/kg of body weight of homosalate in their daily diet found no estrogenic effects in vivo. Research on
485:. Contained in 45% of U.S. sunscreens, it is used as a chemical UV filter. The salicylic acid portion of the molecule absorbs 442: 1518: 1095: 1067: 198: 1523: 474: 219: 1513: 612: 1350: 664: 844:"UV Filters with Antagonistic Action at Androgen Receptors in the MDA-kb2 Cell Transcriptional-Activation Assay" 1255: 1059: 1467: 1317: 512: 595:
also found no estrogenic effects after being continuously exposed to homosalate for 96 hours straight. The
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Similar to other UV filter compounds, more homosalate is absorbed into the uppermost stratum corneum (
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layers of the face compared with the back. There was no homosalate detected in the urine samples or
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InChI=1S/C16H22O3/c1-11-8-12(10-16(2,3)9-11)19-15(18)13-6-4-5-7-14(13)17/h4-7,11-12,17H,8-10H2,1-3H3
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InChI=1/C16H22O3/c1-11-8-12(10-16(2,3)9-11)19-15(18)13-6-4-5-7-14(13)17/h4-7,11-12,17H,8-10H2,1-3H3
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rays with a wavelength from 295 nm to 315 nm, protecting the skin from sun damage. The
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trimethyl cyclohexyl group provides greasiness that prevents it from dissolving in water.
123: 240: 145: 79: 948: 896: 783:"Influence of anatomical site and topical formulation on skin penetration of sunscreens" 32: 1377: 1366: 1245: 799: 782: 470: 413: 23: 660: 1502: 1275: 374: 364: 134: 1049: 920: 767: 1422: 1283: 1260: 1250: 1240: 1020: 584: 534: 527: 478: 679: 505:
who claimed that the ingredient used in sunscreen did not require animal testing.
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Schreurs RH, Sonneveld E, Jansen JH, Seinen W, van der Burg B (February 2005).
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of homosalate at dose levels up to 1000mg/kg of body weight to juvenile female
559:. Some work has shown that organic UV filters in general can present concerns. 1447: 1432: 1298: 1270: 1214: 1209: 1194: 1133: 956: 904: 608: 592: 588: 482: 341: 114: 501:
Homosalate was identified in a court case brought by German chemical company
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estrogenic activity. Homosalate has been shown to be an antagonist toward
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over three consecutive days revealed no estrogenic potential in the
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Except where otherwise noted, data are given for materials in their
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Ma, R.; Cotton, B.; Lichtensteiger, W.; Schlumpf, M. (2003).
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Diethylamino hydroxybenzoyl hexyl benzoate (Uvinul A Plus)
430: 831:. Scientific Committee on Consumer Safety. June 2021. 1233: 1162: 1126: 781:Benson HA, Sarveiya V, Risk S, Roberts MS (2005). 379:181–185 °C (358–365 °F; 454–458 K) 186: 78: 1215:Phenylbenzimidazole sulfonic acid (Ensulizole) 603:research has confirmed that homosalate has no 1351: 1075: 693:"Animal tests for makeup ingredients allowed" 8: 669:Institute for Occupational Safety and Health 49:3,3,5-Trimethylcyclohexyl 2-hydroxybenzoate 1358: 1344: 1336: 1082: 1068: 1060: 530:samples of the volunteers in this study. 239: 144: 122: 15: 1039: 995: 859: 798: 206: 1195:4-Methylbenzylidene camphor (Enzacamene) 1139:Bisdisulizole disodium (Neo Heliopan AP) 656: 654: 652: 650: 624: 295: 260: 235: 1284:Bisoctrizole (Tinosorb M / Eversorb M) 1118:Chemical agents unless otherwise noted 820: 818: 406:171 °C (340 °F; 444 K) 135: 1256:Drometrizole trisiloxane (Mexoryl XL) 533:Homosalate has been identified as an 267:Key: WSSJONWNBBTCMG-UHFFFAOYSA-N 7: 1200:Octyl methoxycinnamate (Octinoxate) 277:Key: WSSJONWNBBTCMG-UHFFFAOYAJ 177: 161: 1185:Ethylhexyl triazone (Uvinul T 150) 14: 587:assay. Another study on immature 1509:3,3,5-Trimethylcyclohexyl esters 615:effects when applied topically. 420: 325: 298:O=C(OC1CC(CC(C1)(C)C)C)c2ccccc2O 31: 22: 416:(at 25 °C , 100 kPa). 331: 319: 1: 1205:Octyl salicylate (Octisalate) 1019:Klimova, et al. (2013). 467:Fischer–Speier esterification 1220:Polysilicone-15 (Parsol SLX) 1281:Hybrid (chemical/physical): 475:3,3,5-trimethylcyclohexanol 1540: 1311: 1261:Iscotrizinol (Uvasorb HEB) 1175:4-Aminobenzoic acid (PABA) 885:J Toxicol Environ Health A 520:ie, the stratum disjunctum 1373: 1309: 1271:Oxybenzone (Eusolex 4360) 1241:Bemotrizinol (Tinosorb S) 1104: 957:10.1016/j.tox.2004.06.043 905:10.1080/15287390590895054 665:GESTIS Substance Database 575:study involving repeated 410: 395: 306: 286: 251: 62: 54: 44: 39: 30: 21: 1210:Padimate O (Escalol 507) 1134:Avobenzone (Parsol 1789) 1468:2-Ethylhexyl salicylate 1318:Sun protective clothing 826:"OPINION on Homosalate" 577:subcutaneous injections 537:(testosterone blocker) 513:2-ethylhexyl salicylate 848:Toxicological Sciences 1463:Salicylmethylecgonine 1413:Bismuth subsalicylate 1149:Ecamsule (Mexoryl SX) 1041:10.2478/acs-2013-0014 997:10.1093/toxsci/kfi035 861:10.1093/toxsci/kfg102 477:, the latter being a 1488:Potassium salicylate 1453:Trolamine salicylate 1408:Isopropyl salicylate 1398:Magnesium salicylate 1225:Trolamine salicylate 1154:Menthyl anthranilate 1028:Acta Chimica Slovaca 787:Ther Clin Risk Manag 465:. It is made by the 1519:Sunscreening agents 1091:Sunscreening agents 949:2004Toxgy.205..113S 897:2005JTEHA..68..239G 740:Arch. Dermatol. Res 725:"CURIA - Documents" 711:"CURIA - Documents" 386:Solubility in water 349: g·mol 18: 1524:3-Hydroxypropenals 1246:Benzophenones 1–12 752:10.1007/bf00455165 443:Infobox references 359:1.05 g/cm (20 °C) 16: 1514:Salicylate esters 1496: 1495: 1483:Copper aspirinate 1478:Benzyl salicylate 1418:Sodium salicylate 1393:Methyl salicylate 1333: 1332: 1098:or other agencies 451:Chemical compound 449: 448: 220:CompTox Dashboard 104:Interactive image 1531: 1403:Ethyl salicylate 1360: 1353: 1346: 1337: 1294:Titanium dioxide 1099: 1094:approved by the 1084: 1077: 1070: 1061: 1054: 1053: 1043: 1025: 1016: 1010: 1009: 999: 975: 969: 968: 943:(1–2): 113–122. 931: 925: 924: 880: 874: 873: 863: 839: 833: 832: 830: 822: 813: 812: 802: 778: 772: 771: 735: 729: 728: 721: 715: 714: 707: 701: 700: 689: 683: 677: 671: 658: 645: 640:, 11th Edition, 629: 459:organic compound 433: 427: 424: 423: 348: 333: 327: 321: 314:Chemical formula 244: 243: 228: 226: 210: 190: 179: 165: 148: 137: 126: 106: 82: 35: 26: 19: 1539: 1538: 1534: 1533: 1532: 1530: 1529: 1528: 1499: 1498: 1497: 1492: 1369: 1364: 1334: 1329: 1328: 1314:Photoprotection 1305: 1234:UVA+UVB filters 1229: 1158: 1122: 1114:UVB: 315–290 nm 1100: 1093: 1088: 1058: 1057: 1023: 1018: 1017: 1013: 977: 976: 972: 933: 932: 928: 882: 881: 877: 841: 840: 836: 828: 824: 823: 816: 780: 779: 775: 737: 736: 732: 723: 722: 718: 709: 708: 704: 691: 690: 686: 678: 674: 659: 648: 630: 626: 621: 524:stratum corneum 499: 452: 445: 440: 439: 438:  ?) 429: 425: 421: 417: 388: 346: 336: 330: 324: 316: 302: 299: 294: 293: 282: 279: 278: 275: 269: 268: 265: 259: 258: 247: 229: 222: 213: 193: 180: 168: 129: 109: 96: 85: 72: 58: 50: 12: 11: 5: 1537: 1535: 1527: 1526: 1521: 1516: 1511: 1501: 1500: 1494: 1493: 1491: 1490: 1485: 1480: 1475: 1470: 1465: 1460: 1455: 1450: 1445: 1440: 1435: 1430: 1425: 1420: 1415: 1410: 1405: 1400: 1395: 1390: 1385: 1380: 1378:Salicylic acid 1374: 1371: 1370: 1365: 1363: 1362: 1355: 1348: 1340: 1331: 1330: 1310: 1307: 1306: 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1161: 1155: 1152: 1150: 1147: 1145: 1142: 1140: 1137: 1135: 1132: 1131: 1129: 1125: 1119: 1116: 1113: 1111:A: 400–315 nm 1110: 1107: 1106: 1103: 1097: 1092: 1085: 1080: 1078: 1073: 1071: 1066: 1065: 1062: 1051: 1047: 1042: 1037: 1033: 1029: 1022: 1015: 1012: 1007: 1003: 998: 993: 989: 985: 981: 974: 971: 966: 962: 958: 954: 950: 946: 942: 938: 930: 927: 922: 918: 914: 910: 906: 902: 898: 894: 890: 886: 879: 876: 871: 867: 862: 857: 853: 849: 845: 838: 835: 827: 821: 819: 815: 810: 806: 801: 796: 792: 788: 784: 777: 774: 769: 765: 761: 757: 753: 749: 745: 741: 734: 731: 726: 720: 717: 712: 706: 703: 699:. 5 May 2023. 698: 694: 688: 685: 682:, ChemIDplus. 681: 676: 673: 670: 666: 662: 657: 655: 653: 651: 647: 643: 639: 638: 633: 628: 625: 618: 616: 614: 610: 606: 602: 598: 594: 590: 586: 582: 578: 574: 569: 567: 566: 560: 558: 557: 552: 548: 544: 540: 536: 531: 529: 525: 521: 516: 514: 509: 506: 504: 496: 494: 492: 488: 484: 480: 476: 472: 468: 464: 461:used in some 460: 456: 444: 437: 432: 415: 409: 405: 403: 400: 399: 394: 390: 387: 383: 382: 378: 376: 375:Boiling point 373: 372: 368: 366: 365:Melting point 363: 362: 358: 356: 353: 352: 345: 343: 340: 339: 318: 315: 311: 310: 305: 296: 292: 285: 271: 261: 257: 250: 242: 238: 237:DTXSID1026241 234: 233: 231: 221: 217: 216: 209: 205: 204: 202: 200: 197: 196: 189: 185: 184: 182: 176: 172: 171: 164: 160: 159: 157: 155: 152: 151: 147: 143: 140: 138: 136:ECHA InfoCard 133: 132: 125: 121: 120: 118: 116: 113: 112: 105: 101: 100: 98: 94: 89: 88: 81: 77: 76: 74: 71: 67: 66: 61: 53: 47: 43: 38: 34: 29: 25: 20: 1457: 1423:Salicylamide 1288: 1280: 1251:Dioxybenzone 1189: 1117: 1034:(1): 82–88. 1031: 1027: 1014: 987: 984:Toxicol. Sci 983: 973: 940: 936: 929: 888: 884: 878: 854:(1): 43–50. 851: 847: 837: 790: 786: 776: 743: 739: 733: 719: 705: 696: 687: 675: 641: 635: 627: 600: 585:uterotrophic 572: 570: 563: 562:There is no 561: 554: 542: 538: 535:antiandrogen 532: 528:blood plasma 519: 517: 510: 507: 500: 479:hydrogenated 454: 453: 369:< -20 °C 63:Identifiers 55:Other names 1443:Ethenzamide 1367:Salicylates 1322:Sun tanning 1266:Octocrylene 1163:UVB filters 1127:UVA filters 637:Merck Index 581:Wistar rats 491:hydrophobic 487:ultraviolet 402:Flash point 307:Properties 142:100.003.874 17:Homosalate 1503:Categories 1458:Homosalate 1448:Diflunisal 1433:Benorilate 1312:See also: 1299:Zinc oxide 1190:Homosalate 937:Toxicology 680:Homosalate 632:Homosalate 619:References 609:phototoxic 593:zebra fish 589:Long-Evans 553:receptors 483:isophorone 463:sunscreens 455:Homosalate 342:Molar mass 208:V06SV4M95S 115:ChemSpider 91:3D model ( 70:CAS Number 57:Homosalate 46:IUPAC name 1438:Salsalate 1388:Aloxiprin 1289:Physical: 1170:Amiloxate 605:genotoxic 391:0.4 mg/L 1473:Aluminon 1180:Cinoxate 1050:42677951 1006:15537743 965:15458796 921:41796996 913:15799449 870:12730620 809:18360561 768:24610879 697:BBC News 556:in vitro 551:estrogen 547:androgen 543:in vitro 539:in vitro 396:Hazards 80:118-56-9 1428:Salicin 1383:Aspirin 1326:Sunburn 945:Bibcode 893:Bibcode 800:1661631 760:3789805 667:of the 663:in the 661:Record 601:in vivo 573:in vivo 565:in vivo 503:Symrise 436:what is 434: ( 355:Density 347:262.349 175:PubChem 1324:, and 1096:US FDA 1048:  1004:  963:  919:  911:  868:  807:  797:  766:  758:  497:Safety 457:is an 431:verify 428:  291:SMILES 163:D04450 40:Names 1046:S2CID 1024:(PDF) 917:S2CID 829:(PDF) 764:S2CID 256:InChI 93:JSmol 1002:PMID 961:PMID 909:PMID 866:PMID 805:PMID 756:PMID 642:4660 597:SCCS 549:and 473:and 199:UNII 188:8362 154:KEGG 124:8059 1036:doi 992:doi 953:doi 941:205 901:doi 856:doi 795:PMC 748:doi 744:278 611:or 571:An 469:of 225:EPA 178:CID 1505:: 1320:, 1316:, 1109:UV 1044:. 1030:. 1026:. 1000:. 988:83 986:. 982:. 959:. 951:. 939:. 915:. 907:. 899:. 889:68 887:. 864:. 852:74 850:. 846:. 817:^ 803:. 789:. 785:. 762:. 754:. 742:. 695:. 649:^ 634:, 607:, 515:. 329:22 323:16 1359:e 1352:t 1345:v 1083:e 1076:t 1069:v 1052:. 1038:: 1032:6 1008:. 994:: 967:. 955:: 947:: 923:. 903:: 895:: 872:. 858:: 811:. 791:1 770:. 750:: 727:. 713:. 644:. 426:Y 335:3 332:O 326:H 320:C 227:) 223:( 95:)

Index

Skeletal formula
Space-filling model
IUPAC name
CAS Number
118-56-9
JSmol
Interactive image
ChemSpider
8059
ECHA InfoCard
100.003.874
Edit this at Wikidata
KEGG
D04450
PubChem
8362
UNII
V06SV4M95S
CompTox Dashboard
DTXSID1026241
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
Density
Melting point
Boiling point
Solubility in water
Flash point

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