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Propylparaben

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regulations, the maximum use of concentration for propylparaben is 25%. However, cosmetics do not require testing by the FDA prior to sale. While there is no conclusive evidence of harm to human health from propylparaben, more cosmetic companies are creating paraben-free lines, specifically in
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Talevi, Alan; Bellera, Carolina L.; Castro, Eduardo A.; Bruno-Blanch, Luis E. (2007-10-25). "A successful virtual screening application: prediction of anticonvulsant activity in MES test of widely used pharmaceutical and food preservatives methylparaben and propylparaben".
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shampoos. Since parabens can easily absorb through skin, daily use is believed to cause toxic accumulation in the body that might be harmful. Some people may also experience allergic reaction to parabens including redness, irritation, itchiness, flaking, and hives.
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In 2010, the European Union Scientific Committee on Consumer Safety stated that the use of butylparaben and propylparaben as preservatives in finished cosmetic products as safe to the consumer, as long as the sum of their concentrations does not exceed 0.19%.
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A MES (Maximal Electroshock) test also shows anticonvulsant activity in propylparaben. Since propylparaben has minimum to no toxicity and well absorbed in the GI tract, it can potentially be develop to new anticonvulsant medicine to control seizures.
1584: 757:. With propylparaben and PAW, bacteria undergo more oxidative stress and cell damage, increasing preservation of produce. For now, the potential health risk and residue level of propylparaben with this new method is still unknown. 1473:
Moscoso-Ramírez, Pedro A.; Montesinos-Herrero, Clara; Palou, Lluís (September 2014). "Antifungal activity of sodium propylparaben alone or in combination with low doses of imazalil against Penicillium decay on citrus fruit".
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E216. Propylparaben is commonly used as a preservative in packaged baked goods, particularly pastries and tortillas. Propylparaben is also a Standardized Chemical Allergen and is used in allergenic testing.
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efficacy of PAW for fresh produce sanitation. PAW is used for fresh produce sanitation. However, when used in food applications, its effectiveness decreased because of interfering substances like
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in two major pathways leading to the production of either conjugated metabolites or hydrolysates (PHBA, PHHA). These products are excreted from the body in urine. Propylparaben is an effective
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to protect against a broader range of microorganisms. The chemical stability in room temperature and wide pH range (4.5–7.5) is advantageous to prolong a product shelf life. Under
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signed a bill into law outlawing the use of propylparaben in foods by 2027. The new law bans the manufacture, sale, and distribution of propylparaben and three other additives (
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found in many plants and some insects. Additionally, it can be manufactured synthetically for use in cosmetics, pharmaceuticals, and foods. It is a member of the class of
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began considering banning the use of propylparaben because studies in humans and animals indicate that it acts as an endocrine disruptor and affects reproductive health.
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The article notes that Red dye No. 3, bromated vegetable oil, potassium bromate and propyl paraben all have been linked to risk of cancer and hyperactivity in children.
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Boberg, Julie; Taxvig, Camilla; Christiansen, Sofie; Hass, Ulla (September 2010). "Possible endocrine disrupting effects of parabens and their metabolites".
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Under FDA regulations, propylparaben is safe to use with a maximum of 0.1% of the weight of the finished food or 200–450 ppm for a variety of foods like
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Soni, M. G.; Burdock, G. A.; Taylor, S. L.; Greenberg, N. A. (June 2001). "Safety assessment of propyl paraben: a review of the published literature".
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in food for over 50 years. It is typically used in a variety of water-based cosmetics and personal-care products. it is a white
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products, such as eyewash because it may cause irritation at the effective concentration level to have antimicrobial activities.
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Soni, M.G.; Carabin, I.G.; Burdock, G.A. (July 2005). "Safety assessment of esters of p-hydroxybenzoic acid (parabens)".
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Shin, Mi-Yeon; Shin, Chorong; Choi, Jeong Weon; Lee, Jangwoo; Lee, Seungho; Kim, Sungkyoon (September 2019).
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Propylparaben, among other parabens, has been raising concerns on its possible interaction and disruption of
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COO)O), is used similarly as a food additive and as an anti-fungal preservation agent. Its E number is E217.
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and excreted rapidly through urine with no accumulation in the body. Despite parabens' interaction with the
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production in males in animal studies, with one other study showing that it can even act as an effective
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Propylparaben is one of the most commonly used paraben in cosmetic formulation. It can be found in
336: 1692:"California Legislature passes first bill in U.S. to ban food additives, including red dye No. 3" 1043:. With cracked or damaged skins, the use of propylparaben in cosmetics or skincare can result in 1642: 1325: 1748: 1058: 1032: 1442: 1031:. Animal studies of propylparaben in the body show that propylparaben is metabolized from the 741:
Recently, a study of combining plasma-activated water (PAW) with propylparaben show increased
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in many water-based cosmetics, such as creams, lotions, shampoos, and bath products. As a
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activities suggesting it may be useful in the development of anticonvulsant medicine.
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Oishi (December 2002). "Effects of propyl paraben on the male reproductive system".
1654: 1627: 1623: 1527: 1483: 1273: 1242: 1204: 1104: 1051: 1036: 1016: 927: 859: 788: 672: 413: 1304:"Two States Have Proposed Bans on Common Food Additives Linked to Health Concerns" 1532: 1515: 1366: 1131: 727: 287: 1516:"Pharmacokinetic profile of propyl paraben in humans after oral administration" 988: 980: 946: 923: 915: 895: 746: 735: 572: 35: 1487: 1395:"What is a paraben and why are so many products advertised as 'paraben-free'?" 1277: 1246: 998: 1737: 1541: 1495: 1285: 1216: 1040: 984: 965: 961: 957: 871: 855: 847: 823: 819: 761: 742: 719: 651: 563: 559: 468: 246: 201: 1377: 1157:"Scientific Committee on Consumer Safety Opinion on Parabens COLIPA n° P82" 1116: 1024: 851: 796: 647: 555: 551: 734:, eyewashes, weight gain drinks, and recently has been discovered to have 524: 942: 919: 911: 903: 780: 1349: 510: 1718:"California isn't banning Skittles, but four additives will be removed" 1154: 1028: 883: 867: 863: 517: 441: 221: 181: 1472: 1019:
Exposure to high levels of propylparaben has been correlated to lower
1643:"In vitro spermicidal activity of parabens against human spermatozoa" 949:. The proton of the nucleophilic propanol is then transferred by the 907: 875: 792: 364:
InChI=1S/C10H12O3/c1-2-7-13-10(12)8-3-5-9(11)6-4-8/h3-6,11H,2,7H2,1H3
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Hazarika, Mridul; Parajuli, Raghab; Phukan, Prodeep (January 2007).
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Used since the mid-1920s as a preservative, parabens are present in
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Except where otherwise noted, data are given for materials in their
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InChI=1/C10H12O3/c1-2-7-13-10(12)8-3-5-9(11)6-4-8/h3-6,11H,2,7H2,1H3
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One of the simplest ways to produce propylparaben is through the
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Directorate-General for Consumer Safety, European Union (2011).
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Bao-Liang, Song; Hai-Ying, Li; Dun-Ren, Peng (March 1989).
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Center for Food Safety and Applied Nutrition (2022-03-03).
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Propylparaben is a stable and non-volatile compound with
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96 to 99 °C (205 to 210 °F; 369 to 372 K)
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in water allows it to be applied to the fruits easily.
1554: 239: 1459: 1047:; however, for normal skin, it is considered safe. 1716: 1232: 1735: 1297: 1295: 1258: 1256: 286: 1513: 722:. It is even found naturally in a plant called 499: 105: 1609: 1607: 1605: 1002:Synthesis of Propyl Paraben by Esterification. 675:of propylparaben, a compound with formula Na(C 1301: 1292: 1253: 1509: 1507: 1505: 1090: 1088: 1086: 1602: 1228: 1226: 1190: 1188: 1186: 1184: 1182: 1180: 1178: 1176: 1266:Journal of Computer-Aided Molecular Design 339: 211: 189: 1531: 1502: 1083: 306: 1223: 1173: 997: 858:solid with a molecular weight of 202.18 1673:"AB-418 The California Food Safety Act" 335: 1736: 1714: 841: 202: 1689: 1564:Indian Journal of Chemical Technology 1392: 1094: 367:Key: QELSKZZBTMNZEB-UHFFFAOYSA-N 169: 149: 922:results in a positive charge on the 910:. The first major step includes the 1476:European Journal of Plant Pathology 1129: 918:due to the acidic conditions. This 377:Key: QELSKZZBTMNZEB-UHFFFAOYAD 277: 261: 13: 1393:Jones, Oliver A. H. (2023-03-27). 495: 14: 1760: 1419:"EUR-Lex - l21191 - EN - EUR-Lex" 1715:Cimons, Marlene (Oct 11, 2023). 1326:"DailyMed - Browse Drug Classes" 1302:Dana G. Smith (April 13, 2023). 850:properties and has been used as 760:Propylparaben is also used as a 579: 425: 34: 25: 1708: 1690:Chuck, Elizabeth (2023-09-12). 1683: 1665: 1634: 1548: 1435: 1411: 1386: 874:, especially against green and 698: 575:(at 25 °C , 100 kPa). 1628:10.1016/j.reprotox.2010.03.011 1342: 1318: 1148: 1123: 431: 419: 1: 1443:"propylparaben (CHEBI:32063)" 1209:10.1016/S0278-6915(00)00162-9 1109:10.1016/s0278-6915(02)00204-1 1076: 764:, and is designated with the 1659:10.1016/0010-7824(89)90065-6 1533:10.1016/j.envint.2019.104917 1235:Food and Chemical Toxicology 1197:Food and Chemical Toxicology 1097:Food and Chemical Toxicology 889: 7: 1585:"21.6: Chemistry of Esters" 10: 1765: 75:Propyl parahydroxybenzoate 1520:Environment International 1488:10.1007/s10658-014-0450-5 1278:10.1007/s10822-007-9136-9 1247:10.1016/j.fct.2005.01.020 1006: 968:and be expelled from the 718:, jams, baked goods, and 569: 536: 477: 406: 386: 351: 89: 59: 47: 42: 33: 24: 1136:pubchem.ncbi.nlm.nih.gov 1063:brominated vegetable oil 995:product, propylparaben. 970:tetrahedral intermediate 822:, injectable solutions, 53:Propyl 4-hydroxybenzoate 1616:Reproductive Toxicology 1380:"Parabens in Cosmetics" 991:will produce the final 964:can then act as a good 1059:Governor of California 1003: 937:atom, this allows the 926:which will offset the 900:4-hydroxy benzoic acid 506: 1057:In October 2023, the 1001: 646:and can be used as a 505: 1589:Chemistry LibreTexts 1330:dailymed.nlm.nih.gov 983:to reform. Finally, 866:preservative. It is 633:-hydroxybenzoic acid 488:(fire diamond) 398:O=C(OCCC)c1ccc(O)cc1 49:Preferred IUPAC name 842:Chemical properties 449: g·mol 21: 1045:skin sensitization 1004: 602:Infobox references 537:Related compounds 507: 19: 1423:eur-lex.europa.eu 1103:(12): 1807–1013. 1067:potassium bromate 724:Stocksia brahuica 658:, which is E216. 635:. It occurs as a 610:Chemical compound 608: 607: 543:Related compounds 320:CompTox Dashboard 131:Interactive image 16:Chemical compound 1756: 1728: 1726: 1720: 1712: 1706: 1705: 1703: 1702: 1687: 1681: 1680: 1669: 1663: 1662: 1638: 1632: 1631: 1611: 1600: 1599: 1597: 1596: 1581: 1572: 1571: 1561: 1552: 1546: 1545: 1535: 1511: 1500: 1499: 1470: 1457: 1456: 1454: 1453: 1439: 1433: 1432: 1430: 1429: 1415: 1409: 1408: 1406: 1405: 1399:The Conversation 1390: 1384: 1383: 1375: 1364: 1363: 1361: 1360: 1346: 1340: 1339: 1337: 1336: 1322: 1316: 1315: 1313: 1311: 1306:. New York Times 1299: 1290: 1289: 1260: 1251: 1250: 1230: 1221: 1220: 1192: 1171: 1170: 1168: 1166: 1161: 1152: 1146: 1145: 1143: 1142: 1127: 1121: 1120: 1092: 1050:As of May 2023, 1037:endocrine system 1017:endocrine system 987:of the reformed 928:electron density 906:using an acidic 666:-hydroxybenzoate 592: 586: 583: 582: 527: 520: 513: 498: 462: 448: 433: 427: 421: 414:Chemical formula 344: 343: 328: 326: 310: 290: 279: 265: 241: 223: 215: 204: 193: 173: 153: 133: 109: 72:-hydroxybenzoate 38: 29: 22: 18: 1764: 1763: 1759: 1758: 1757: 1755: 1754: 1753: 1734: 1733: 1732: 1731: 1723:Washington Post 1713: 1709: 1700: 1698: 1696:www.nbcnews.com 1688: 1684: 1671: 1670: 1666: 1639: 1635: 1612: 1603: 1594: 1592: 1583: 1582: 1575: 1559: 1553: 1549: 1512: 1503: 1471: 1460: 1451: 1449: 1441: 1440: 1436: 1427: 1425: 1417: 1416: 1412: 1403: 1401: 1391: 1387: 1376: 1367: 1358: 1356: 1354:go.drugbank.com 1350:"Propylparaben" 1348: 1347: 1343: 1334: 1332: 1324: 1323: 1319: 1309: 1307: 1300: 1293: 1261: 1254: 1241:(7): 985–1015. 1231: 1224: 1193: 1174: 1164: 1162: 1159: 1153: 1149: 1140: 1138: 1132:"Propylparaben" 1128: 1124: 1093: 1084: 1079: 1009: 976:, allowing the 892: 844: 810: 775: 747:polysaccharides 712:coffee extracts 706: 701: 690: 686: 682: 678: 611: 604: 599: 598: 597:  ?) 588: 584: 580: 576: 562: 558: 554: 550: 544: 532: 531: 530: 529: 522: 515: 508: 504: 496: 460: 446: 436: 430: 424: 416: 402: 399: 394: 393: 382: 379: 378: 375: 369: 368: 365: 359: 358: 347: 329: 322: 313: 293: 280: 268: 247:(preservatives) 233: 196: 176: 156: 136: 123: 112: 99: 85: 84: 55: 54: 17: 12: 11: 5: 1762: 1752: 1751: 1746: 1730: 1729: 1707: 1682: 1664: 1653:(3): 331–335. 1633: 1622:(2): 301–312. 1601: 1573: 1547: 1501: 1482:(1): 145–157. 1458: 1434: 1410: 1385: 1365: 1341: 1317: 1291: 1272:(9): 527–538. 1252: 1222: 1203:(6): 513–532. 1172: 1147: 1122: 1081: 1080: 1078: 1075: 1008: 1005: 989:carbonyl group 981:carbonyl group 958:hydroxyl group 945:attack on the 896:esterification 891: 888: 843: 840: 824:contraceptives 809:Pharmaceutical 808: 773: 736:anticonvulsant 720:dairy products 704: 700: 697: 688: 684: 680: 676: 662:Sodium propyl 618:propyl paraben 616:(also spelled 609: 606: 605: 600: 578: 577: 573:standard state 570: 567: 566: 545: 542: 539: 538: 534: 533: 523: 516: 509: 494: 493: 492: 491: 489: 480: 479: 475: 474: 471: 465: 464: 457: 451: 450: 444: 438: 437: 434: 428: 422: 417: 412: 409: 408: 404: 403: 401: 400: 397: 389: 388: 387: 384: 383: 381: 380: 376: 373: 372: 370: 366: 363: 362: 354: 353: 352: 349: 348: 346: 345: 332: 330: 318: 315: 314: 312: 311: 303: 301: 295: 294: 292: 291: 283: 281: 273: 270: 269: 267: 266: 258: 256: 250: 249: 243: 235: 234: 232: 231: 227: 225: 217: 216: 206: 198: 197: 195: 194: 186: 184: 178: 177: 175: 174: 166: 164: 158: 157: 155: 154: 146: 144: 138: 137: 135: 134: 126: 124: 117: 114: 113: 111: 110: 102: 100: 95: 92: 91: 87: 86: 83: 82: 79: 76: 73: 66: 65:Propyl paraben 62: 61: 57: 56: 52: 51: 45: 44: 40: 39: 31: 30: 20:Propylparaben 15: 9: 6: 4: 3: 2: 1761: 1750: 1749:Propyl esters 1747: 1745: 1742: 1741: 1739: 1724: 1719: 1711: 1697: 1693: 1686: 1678: 1674: 1668: 1660: 1656: 1652: 1648: 1647:Contraception 1644: 1637: 1629: 1625: 1621: 1617: 1610: 1608: 1606: 1590: 1586: 1580: 1578: 1569: 1565: 1558: 1551: 1543: 1539: 1534: 1529: 1525: 1521: 1517: 1510: 1508: 1506: 1497: 1493: 1489: 1485: 1481: 1477: 1469: 1467: 1465: 1463: 1448: 1447:www.ebi.ac.uk 1444: 1438: 1424: 1420: 1414: 1400: 1396: 1389: 1381: 1374: 1372: 1370: 1355: 1351: 1345: 1331: 1327: 1321: 1305: 1298: 1296: 1287: 1283: 1279: 1275: 1271: 1267: 1259: 1257: 1248: 1244: 1240: 1236: 1229: 1227: 1218: 1214: 1210: 1206: 1202: 1198: 1191: 1189: 1187: 1185: 1183: 1181: 1179: 1177: 1158: 1151: 1137: 1133: 1126: 1118: 1114: 1110: 1106: 1102: 1098: 1091: 1089: 1087: 1082: 1074: 1072: 1068: 1064: 1060: 1055: 1053: 1048: 1046: 1042: 1041:breast cancer 1038: 1034: 1030: 1026: 1022: 1018: 1014: 1000: 996: 994: 990: 986: 985:deprotonation 982: 979: 975: 971: 967: 966:leaving group 963: 959: 956: 952: 948: 944: 941:to preform a 940: 936: 933: 929: 925: 921: 917: 913: 909: 905: 901: 897: 887: 885: 881: 880:citrus fruits 877: 873: 872:antimicrobial 869: 865: 861: 857: 853: 852:preservatives 849: 848:antimicrobial 839: 835: 833: 829: 825: 821: 817: 812: 811: 805: 802: 798: 797:preservatives 794: 790: 786: 782: 777: 776: 770: 767: 763: 762:food additive 758: 756: 752: 748: 744: 743:antimicrobial 739: 737: 733: 729: 725: 721: 717: 713: 708: 707: 696: 692: 674: 671: 667: 665: 659: 657: 653: 652:food additive 649: 645: 641: 638: 634: 632: 627: 623: 619: 615: 614:Propylparaben 603: 596: 591: 574: 568: 565: 564:Heptylparaben 561: 560:Methylparaben 557: 553: 549: 546: 541: 540: 535: 528: 521: 514: 490: 487: 486: 482: 481: 476: 472: 470: 469:Melting point 467: 466: 458: 456: 453: 452: 445: 443: 440: 439: 418: 415: 411: 410: 405: 396: 395: 392: 385: 371: 361: 360: 357: 350: 342: 338: 337:DTXSID4022527 334: 333: 331: 321: 317: 316: 309: 305: 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Retrieved 1695: 1685: 1667: 1650: 1646: 1636: 1619: 1615: 1593:. Retrieved 1591:. 2015-08-26 1588: 1567: 1563: 1550: 1523: 1519: 1479: 1475: 1450:. Retrieved 1446: 1437: 1426:. Retrieved 1422: 1413: 1402:. Retrieved 1398: 1388: 1357:. Retrieved 1353: 1344: 1333:. Retrieved 1329: 1320: 1308:. Retrieved 1269: 1265: 1238: 1234: 1200: 1196: 1165:December 15, 1163:. Retrieved 1150: 1139:. Retrieved 1135: 1125: 1100: 1096: 1056: 1049: 1025:testosterone 1010: 943:nucleophilic 893: 845: 836: 820:cough syrups 813: 807: 806: 789:conditioners 781:moisturizers 778: 772: 771: 759: 740: 723: 709: 703: 702: 699:Applications 693: 663: 661: 660: 654:, it has an 648:preservative 630: 621: 617: 613: 612: 556:Ethylparaben 552:Butylparaben 484: 171:ChEMBL194014 90:Identifiers 69: 60:Other names 920:protonation 912:protonation 882:. Its high 868:metabolized 856:crystalline 407:Properties 209:100.002.098 151:CHEBI:32063 1738:Categories 1701:2023-09-14 1595:2023-11-26 1570:: 104–106. 1526:. 104917. 1452:2021-12-01 1428:2023-11-10 1404:2023-11-10 1359:2021-12-01 1335:2021-12-01 1141:2021-12-01 1077:References 1029:spermicide 884:solubility 876:blue molds 864:antifungal 832:ophthalmic 442:Molar mass 308:Z8IX2SC1OH 182:ChemSpider 118:3D model ( 97:CAS Number 1542:0160-4120 1496:0929-1873 1286:0920-654X 1217:0278-6915 1130:PubChem. 930:from the 890:Synthesis 818:, pills, 816:eyewashes 640:substance 620:) is the 230:202-307-7 222:EC Number 1744:Parabens 1117:12419695 1052:New York 1033:GI tract 1013:estrogen 962:hydroxyl 947:carbonyl 939:propanol 924:carbonyl 916:carbonyl 908:catalyst 904:propanol 785:shampoos 774:Cosmetic 766:E number 751:proteins 656:E number 644:parabens 624:-propyl 485:NFPA 704 478:Hazards 240:E number 1310:May 23, 1015:in the 953:to the 951:solvent 914:of the 793:makeups 637:natural 595:what is 593: ( 548:Paraben 455:Density 447:180.203 275:PubChem 107:94-13-3 78:Nipasol 68:Propyl 1677:ca.gov 1540:  1494:  1382:. FDA. 1284:  1215:  1115:  1069:, and 1007:Safety 960:. The 955:esters 935:carbon 755:lipids 753:, and 732:syrups 716:juices 670:sodium 668:, the 590:verify 587:  461:  459:1.0630 391:SMILES 263:D01422 162:ChEMBL 43:Names 1560:(PDF) 1160:(PDF) 1071:Red 3 1021:sperm 993:ester 978:ester 974:water 932:ester 902:with 728:pills 626:ester 463:g/cm 356:InChI 245:E216 142:ChEBI 120:JSmol 1538:ISSN 1492:ISSN 1312:2023 1282:ISSN 1213:ISSN 1167:2017 1113:PMID 1023:and 705:Food 673:salt 299:UNII 288:7175 254:KEGG 191:6907 81:E216 1655:doi 1624:doi 1528:doi 1524:130 1484:doi 1480:140 1274:doi 1243:doi 1205:doi 1105:doi 972:as 898:of 878:on 860:amu 828:EEC 801:FDA 628:of 325:EPA 278:CID 1740:: 1721:. 1694:. 1675:. 1651:39 1649:. 1645:. 1620:30 1618:. 1604:^ 1587:. 1576:^ 1568:14 1566:. 1562:. 1536:. 1522:. 1518:. 1504:^ 1490:. 1478:. 1461:^ 1445:. 1421:. 1397:. 1368:^ 1352:. 1328:. 1294:^ 1280:. 1270:21 1268:. 1255:^ 1239:43 1237:. 1225:^ 1211:. 1201:39 1199:. 1175:^ 1134:. 1111:. 1101:40 1099:. 1085:^ 1065:, 791:, 787:, 783:, 749:, 730:, 714:, 683:(C 429:12 423:10 1725:. 1704:. 1679:. 1661:. 1657:: 1630:. 1626:: 1598:. 1544:. 1530:: 1498:. 1486:: 1455:. 1431:. 1407:. 1362:. 1338:. 1314:. 1288:. 1276:: 1249:. 1245:: 1219:. 1207:: 1169:. 1144:. 1119:. 1107:: 689:4 687:H 685:6 681:7 679:H 677:3 664:p 631:p 622:n 585:Y 526:0 519:1 512:2 435:3 432:O 426:H 420:C 327:) 323:( 122:) 70:p

Index



Preferred IUPAC name
CAS Number
94-13-3
JSmol
Interactive image
ChEBI
CHEBI:32063
ChEMBL
ChEMBL194014
ChemSpider
6907
ECHA InfoCard
100.002.098
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EC Number
E number
(preservatives)
KEGG
D01422
PubChem
7175
UNII
Z8IX2SC1OH
CompTox Dashboard
DTXSID4022527
Edit this at Wikidata
InChI
SMILES

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