33:
24:
255:
162:
411:
500:
690:
Mueller SO; Kling M; Arifin
Firzani P; et al. (April 2003). "Activation of estrogen receptor alpha and ERbeta by 4-methylbenzylidene-camphor in human and rat cells: comparison with phyto- and xenoestrogens".
419:
391:
617:
effects of enzacamene and while one study showed only a relatively minor effect. In addition, there is some evidence that enzacamene may suppress the pituitary-thyroid axis, leading to
1076:
2021:
601:. However, for enzacamene the quantum yield for this isomerization is only between 0.13-0.3. This low quantum yield means that other photochemical processes are also occurring.
1297:
1287:
1112:
1302:
1069:
1282:
513:
1951:
1062:
111:
1152:
1322:
1127:
800:
1971:
304:
1463:
1342:
1222:
1946:
1643:
1583:
862:
1731:
1337:
1252:
1393:
680:. Chapter 26: Cantrell, Ann; McGarvey, David J.; Truscott, T. George. Photochemical and photophysical properties of sunscreens.
665:
508:
793:
536:
269:
1096:
1871:
520:
473:
1553:
778:
750:
2085:
2063:
814:
786:
634:
447:
278:
InChI=1S/C18H22O/c1-12-5-7-13(8-6-12)11-14-15-9-10-18(4,16(14)19)17(15,2)3/h5-8,11,15H,9-10H2,1-4H3/b14-11+
212:
157:
410:
288:
InChI=1/C18H22O/c1-12-5-7-13(8-6-12)11-14-15-9-10-18(4,16(14)19)17(15,2)3/h5-8,11,15H,9-10H2,1-4H3/b14-11+
1598:
1292:
1085:
233:
2095:
1373:
1368:
169:
1856:
1403:
1242:
250:
1981:
1896:
974:
1036:
1543:
1172:
918:
857:
551:
433:
403:
139:
45:
1388:
1378:
727:
1726:
1698:
1688:
1307:
943:
872:
221:
87:
1383:
728:"4-Methylbenzylidene-camphor (4MBC) causes pituitary effects comparable to hypothyroidism"
8:
1528:
1428:
1352:
1054:
903:
893:
610:
598:
254:
161:
77:
1722:
2001:
1756:
1557:
1088:
32:
704:
1706:
1413:
758:
708:
201:
1991:
1711:
1593:
1523:
1408:
1398:
1312:
1162:
1012:
923:
700:
375:
327:
439:
2090:
1668:
1563:
1443:
1032:
938:
808:
2016:
1936:
1806:
1663:
1518:
1483:
1142:
964:
618:
578:
491:
23:
2079:
1956:
1831:
1716:
1678:
1573:
1538:
1473:
1272:
1232:
1132:
994:
762:
630:
586:
364:
150:
2041:
2011:
1986:
1941:
1886:
1881:
1866:
1861:
1851:
1846:
1771:
1673:
1653:
1638:
1633:
1628:
1613:
1508:
1498:
1327:
1267:
1202:
1197:
1192:
1187:
1167:
1157:
1002:
979:
969:
959:
712:
646:
2026:
1996:
1976:
1926:
1801:
1796:
1781:
1751:
1578:
1533:
1493:
1488:
1438:
1433:
1418:
1257:
1217:
1122:
1040:
984:
827:
725:
573:
and other skincare products claiming a SPF value. Its tradenames include
2006:
1966:
1911:
1901:
1841:
1826:
1811:
1791:
1766:
1761:
1741:
1736:
1693:
1683:
1648:
1603:
1568:
1547:
1503:
1478:
1262:
1227:
1212:
1207:
1176:
1137:
1117:
1017:
989:
933:
928:
908:
852:
726:
IH Hamann; C Schmutzler; P Kirschmeyer; H Jarry & J Köhrle (2006).
346:
170:
130:
1931:
1921:
1916:
1906:
1891:
1876:
1821:
1776:
1746:
1608:
1588:
1513:
1453:
1448:
1317:
1247:
1237:
1182:
888:
809:
567:
555:
490:
Except where otherwise noted, data are given for materials in their
1836:
1816:
1786:
1658:
1618:
1468:
1458:
1332:
898:
867:
614:
751:"U.S. Sunscreen Is Stuck in the '90s. Is This a Job for Congress?"
597:
All the camphor-derived sunscreens dissipate the photon energy by
461:
110:
2046:
2031:
1961:
1423:
1147:
1044:
689:
548:
188:
570:
453:
100:
238:
559:
1084:
863:
Diethylamino hydroxybenzoyl hexyl benzoate (Uvinul A Plus)
633:. It is not approved for use in the United States by the
609:
Studies have raised the issue that enzacamene acts as an
369:
66 to 69 °C (151 to 156 °F; 339 to 342 K)
1097:
563:
566:, specifically UV B radiation. As such, it is used in
637:and it is not permitted in Japan nor in Denmark.
2077:
200:
457:
86:
934:Phenylbenzimidazole sulfonic acid (Ensulizole)
251:DTXSID201348972 DTXSID8047896, DTXSID201348972
1070:
794:
1353:
1404:Allopregnanedione (5α-dihydroprogesterone)
1077:
1063:
801:
787:
253:
160:
138:
220:
1102:Tooltip Constitutive androstane receptor
914:4-Methylbenzylidene camphor (Enzacamene)
858:Bisdisulizole disodium (Neo Heliopan AP)
558:industry for its ability to protect the
249:
2078:
1857:Pregnanedione (5β-dihydroprogesterone)
1243:Pregnanedione (5β-dihydroprogesterone)
1003:Bisoctrizole (Tinosorb M / Eversorb M)
837:Chemical agents unless otherwise noted
748:
604:
151:
1058:
975:Drometrizole trisiloxane (Mexoryl XL)
782:
312:O=C2\C(=C\c1ccc(cc1)C)C3CCC2(C)C3(C)C
281:Key: HEOCBCNFKCOKBX-SDNWHVSQSA-N
629:Enzacamene is approved in Canada by
481:Banned in Thailand, Palau and Hawaii
919:Octyl methoxycinnamate (Octinoxate)
291:Key: HEOCBCNFKCOKBX-SDNWHVSQBW
191:
63:3-(4-Methylbenzylidene)bornan-2-one
53:)-1,7,7-Trimethyl-3--2-norbornanone
13:
904:Ethylhexyl triazone (Uvinul T 150)
624:
65:3-(4-Methylbenzylidene)-dl-camphor
14:
2107:
613:. There is controversy about the
749:Garcia, Sandra E. (2023-08-12).
498:
409:
31:
22:
494:(at 25 °C , 100 kPa).
1409:Allopregnanolone (brexanolone)
742:
719:
683:
671:
659:
1:
2064:Receptor/signaling modulators
2022:Tropanyl 3,5-dimethulbenzoate
1872:Pregnenolone 16α-carbonitrile
924:Octyl salicylate (Octisalate)
705:10.1016/S0378-4274(03)00016-X
666:3-(4-METHYLBENZYLIDEN)CAMPHOR
652:
939:Polysilicone-15 (Parsol SLX)
635:Food and Drug Administration
592:
7:
1599:Dodecylbenzenesulfonic acid
1358:Tooltip Pregnane X receptor
1086:Xenobiotic-sensing receptor
1000:Hybrid (chemical/physical):
640:
541:4-methylbenzylidene camphor
61:4-Methylbenzylidene camphor
10:
2112:
1030:
980:Iscotrizinol (Uvasorb HEB)
894:4-Aminobenzoic acid (PABA)
351:254.37 g/mol
2055:
1351:
1095:
1028:
990:Oxybenzone (Eusolex 4360)
960:Bemotrizinol (Tinosorb S)
952:
881:
845:
823:
488:
467:
390:
385:
359:White crystalline powder
320:
300:
265:
70:
58:
44:
39:
30:
21:
1982:Testosterone isocaproate
1897:Reverse triiodothyronine
929:Padimate O (Escalol 507)
853:Avobenzone (Parsol 1789)
448:Precautionary statements
1374:17α-Hydroxyprogesterone
1369:17α-Hydroxypregnenolone
1037:Sun protective clothing
599:cis-trans isomerisation
1113:6,7-Dimethylesculetin
868:Ecamsule (Mexoryl SX)
678:Sun Protection in Man
668:at chemicalland21.com
1700:Hypericum perforatum
1689:Hetacillin potassium
944:Trolamine salicylate
873:Menthyl anthranilate
554:that is used in the
2086:Sunscreening agents
1529:Cyproterone acetate
1429:Amlodipine besylate
810:Sunscreening agents
732:Endocrine Abstracts
611:endocrine disruptor
605:Endocrine disruptor
376:Solubility in water
18:
2002:Thonzonium bromide
1757:Methylprednisolone
1558:prasterone sulfate
965:Benzophenones 1–12
755:The New York Times
521:Infobox references
16:
2096:4-Tolyl compounds
2073:
2072:
1707:Indinavir sulfate
1414:Alpha-Lipoic acid
1389:Δ-Androstenedione
1379:Δ-Androstenedione
1052:
1051:
817:or other agencies
529:Chemical compound
527:
526:
434:Hazard statements
234:CompTox Dashboard
112:Interactive image
2103:
1992:Thiamylal sodium
1727:γ-linolenic acid
1723:α-Linolenic acid
1721:Linolenic acid:
1712:Lasalocid sodium
1702:(St John's wort)
1594:Docusate calcium
1524:Cyclophosphamide
1399:Allopregnanediol
1384:Δ-Androstenediol
1359:
1355:
1313:Ethinylestradiol
1163:Cyclophosphamide
1103:
1099:
1079:
1072:
1065:
1056:
1055:
1013:Titanium dioxide
818:
813:approved by the
803:
796:
789:
780:
779:
773:
772:
770:
769:
746:
740:
739:
723:
717:
716:
687:
681:
675:
669:
663:
547:) is an organic
539:; also known as
511:
505:
502:
501:
463:
459:
455:
441:
413:
328:Chemical formula
258:
257:
242:
240:
224:
204:
193:
172:
164:
153:
142:
114:
90:
35:
26:
19:
15:
2111:
2110:
2106:
2105:
2104:
2102:
2101:
2100:
2076:
2075:
2074:
2069:
2051:
1952:Suberoylanilide
1669:Fluorometholone
1564:Dibunate sodium
1444:Aurothioglucose
1357:
1347:
1283:3,17β-Estradiol
1101:
1091:
1083:
1053:
1048:
1047:
1033:Photoprotection
1024:
953:UVA+UVB filters
948:
877:
841:
833:UVB: 315–290 nm
819:
812:
807:
777:
776:
767:
765:
747:
743:
724:
720:
699:(1–2): 89–101.
688:
684:
676:
672:
664:
660:
655:
643:
627:
625:Approval status
607:
595:
530:
523:
518:
517:
516: ?)
507:
503:
499:
495:
484:
450:
436:
422:
406:
378:
340:
336:
330:
316:
313:
308:
307:
296:
293:
292:
289:
283:
282:
279:
273:
272:
261:
243:
236:
227:
207:
194:
182:
145:
117:
104:
93:
80:
66:
64:
62:
54:
12:
11:
5:
2109:
2099:
2098:
2093:
2088:
2071:
2070:
2068:
2067:
2060:
2056:
2053:
2052:
2050:
2049:
2044:
2035:
2034:
2029:
2024:
2019:
2017:Troleandomycin
2014:
2009:
2004:
1999:
1994:
1989:
1984:
1979:
1974:
1969:
1964:
1959:
1954:
1949:
1944:
1939:
1937:Spironolactone
1934:
1929:
1924:
1919:
1914:
1909:
1904:
1899:
1894:
1889:
1884:
1879:
1874:
1869:
1864:
1859:
1854:
1849:
1844:
1839:
1834:
1829:
1824:
1819:
1814:
1809:
1807:Norelgestromin
1804:
1799:
1794:
1789:
1784:
1779:
1774:
1769:
1764:
1759:
1754:
1749:
1744:
1739:
1734:
1729:
1719:
1714:
1709:
1704:
1696:
1691:
1686:
1681:
1676:
1671:
1666:
1664:Flucloxacillin
1661:
1656:
1651:
1646:
1641:
1636:
1631:
1626:
1621:
1616:
1611:
1606:
1601:
1596:
1591:
1586:
1581:
1576:
1571:
1566:
1561:
1551:
1541:
1536:
1531:
1526:
1521:
1519:Corticosterone
1516:
1511:
1506:
1501:
1496:
1491:
1486:
1484:Chlorpromazine
1481:
1476:
1471:
1466:
1461:
1456:
1451:
1446:
1441:
1436:
1431:
1426:
1421:
1416:
1411:
1406:
1401:
1396:
1391:
1386:
1381:
1376:
1371:
1362:
1360:
1349:
1348:
1346:
1345:
1340:
1335:
1330:
1325:
1320:
1315:
1310:
1305:
1303:17-Androstanol
1300:
1298:3β-Androstanol
1295:
1293:3α-Androstenol
1290:
1288:3α-Androstanol
1285:
1276:
1275:
1270:
1265:
1260:
1255:
1250:
1245:
1240:
1235:
1230:
1225:
1220:
1215:
1210:
1205:
1200:
1195:
1190:
1185:
1180:
1170:
1165:
1160:
1155:
1150:
1145:
1143:Chlorpromazine
1140:
1135:
1130:
1125:
1120:
1115:
1106:
1104:
1093:
1092:
1082:
1081:
1074:
1067:
1059:
1050:
1049:
1029:
1026:
1025:
1023:
1022:
1021:
1020:
1015:
1005:
997:
992:
987:
982:
977:
972:
967:
962:
956:
954:
950:
949:
947:
946:
941:
936:
931:
926:
921:
916:
911:
906:
901:
896:
891:
885:
883:
879:
878:
876:
875:
870:
865:
860:
855:
849:
847:
843:
842:
840:
839:
834:
831:
824:
821:
820:
806:
805:
798:
791:
783:
775:
774:
741:
718:
682:
670:
657:
656:
654:
651:
650:
649:
642:
639:
626:
623:
619:hypothyroidism
606:
603:
594:
591:
528:
525:
524:
519:
497:
496:
492:standard state
489:
486:
485:
483:
482:
478:
476:
470:
469:
465:
464:
451:
446:
443:
442:
437:
432:
429:
428:
423:
418:
415:
414:
407:
402:
399:
398:
388:
387:
383:
382:
379:
374:
371:
370:
367:
361:
360:
357:
353:
352:
349:
343:
342:
338:
334:
331:
326:
323:
322:
318:
317:
315:
314:
311:
303:
302:
301:
298:
297:
295:
294:
290:
287:
286:
284:
280:
277:
276:
268:
267:
266:
263:
262:
260:
259:
246:
244:
232:
229:
228:
226:
225:
217:
215:
209:
208:
206:
205:
197:
195:
187:
184:
183:
181:
180:
176:
174:
166:
165:
155:
147:
146:
144:
143:
135:
133:
127:
126:
123:
122:Abbreviations
119:
118:
116:
115:
107:
105:
98:
95:
94:
92:
91:
83:
81:
76:
73:
72:
68:
67:
60:
56:
55:
48:
42:
41:
37:
36:
28:
27:
9:
6:
4:
3:
2:
2108:
2097:
2094:
2092:
2089:
2087:
2084:
2083:
2081:
2066:
2065:
2061:
2058:
2057:
2054:
2048:
2045:
2043:
2040:
2037:
2036:
2033:
2030:
2028:
2025:
2023:
2020:
2018:
2015:
2013:
2010:
2008:
2005:
2003:
2000:
1998:
1995:
1993:
1990:
1988:
1985:
1983:
1980:
1978:
1975:
1973:
1970:
1968:
1965:
1963:
1960:
1958:
1957:Sulfisoxazole
1955:
1953:
1950:
1948:
1945:
1943:
1940:
1938:
1935:
1933:
1930:
1928:
1925:
1923:
1920:
1918:
1915:
1913:
1910:
1908:
1905:
1903:
1900:
1898:
1895:
1893:
1890:
1888:
1885:
1883:
1880:
1878:
1875:
1873:
1870:
1868:
1865:
1863:
1860:
1858:
1855:
1853:
1850:
1848:
1845:
1843:
1840:
1838:
1835:
1833:
1832:Phenobarbital
1830:
1828:
1825:
1823:
1820:
1818:
1815:
1813:
1810:
1808:
1805:
1803:
1800:
1798:
1795:
1793:
1790:
1788:
1785:
1783:
1780:
1778:
1775:
1773:
1770:
1768:
1765:
1763:
1760:
1758:
1755:
1753:
1750:
1748:
1745:
1743:
1740:
1738:
1735:
1733:
1730:
1728:
1724:
1720:
1718:
1717:Levothyroxine
1715:
1713:
1710:
1708:
1705:
1703:
1701:
1697:
1695:
1692:
1690:
1687:
1685:
1682:
1680:
1679:Guggulsterone
1677:
1675:
1672:
1670:
1667:
1665:
1662:
1660:
1657:
1655:
1652:
1650:
1647:
1645:
1642:
1640:
1637:
1635:
1632:
1630:
1627:
1625:
1622:
1620:
1617:
1615:
1612:
1610:
1607:
1605:
1602:
1600:
1597:
1595:
1592:
1590:
1587:
1585:
1582:
1580:
1577:
1575:
1574:Dicloxacillin
1572:
1570:
1567:
1565:
1562:
1559:
1555:
1552:
1549:
1545:
1542:
1540:
1539:Dexamethasone
1537:
1535:
1532:
1530:
1527:
1525:
1522:
1520:
1517:
1515:
1512:
1510:
1507:
1505:
1502:
1500:
1497:
1495:
1492:
1490:
1487:
1485:
1482:
1480:
1477:
1475:
1474:Cephaloridine
1472:
1470:
1467:
1465:
1462:
1460:
1457:
1455:
1452:
1450:
1447:
1445:
1442:
1440:
1437:
1435:
1432:
1430:
1427:
1425:
1422:
1420:
1417:
1415:
1412:
1410:
1407:
1405:
1402:
1400:
1397:
1395:
1392:
1390:
1387:
1385:
1382:
1380:
1377:
1375:
1372:
1370:
1367:
1364:
1363:
1361:
1356:
1350:
1344:
1341:
1339:
1336:
1334:
1331:
1329:
1326:
1324:
1321:
1319:
1316:
1314:
1311:
1309:
1306:
1304:
1301:
1299:
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1273:Valproic acid
1271:
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1259:
1256:
1254:
1251:
1249:
1246:
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1234:
1233:Phenobarbital
1231:
1229:
1226:
1224:
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1139:
1136:
1134:
1133:Carbamazepine
1131:
1129:
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1121:
1119:
1116:
1114:
1111:
1108:
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1027:
1019:
1016:
1014:
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995:Sulisobenzone
993:
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988:
986:
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978:
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832:
830:A: 400–315 nm
829:
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693:Toxicol. Lett
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631:Health Canada
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468:Pharmacology
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365:Melting point
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152:ECHA InfoCard
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57:
52:
47:
43:
38:
34:
29:
25:
20:
2062:
2042:Ketoconazole
2039:Antagonists:
2038:
2012:Troglitazone
1987:Tetracycline
1942:Spiroxatrine
1887:Quingestrone
1882:Progesterone
1867:Pregnenolone
1862:Pregnanolone
1852:Pregnanediol
1847:Prednisolone
1772:Mifepristone
1699:
1674:Griseofulvin
1654:Fenbendazole
1639:Famprofazone
1634:Erythromycin
1629:Epothilone B
1623:
1614:Eburnamonine
1509:Clotrimazole
1499:Clofenvinfos
1434:Antimycotics
1365:
1328:Okadaic acid
1280:Antagonists:
1279:
1268:Troglitazone
1203:Mifepristone
1198:Methoxychlor
1193:Griseofulvin
1188:Ellagic acid
1168:Cypermethrin
1158:Clotrimazole
1109:
1007:
999:
970:Dioxybenzone
913:
836:
766:. Retrieved
754:
744:
735:
731:
721:
696:
692:
685:
677:
673:
661:
647:Xenoestrogen
628:
608:
596:
582:
575:Eusolex 6300
574:
544:
540:
532:
531:
474:Legal status
425:
392:
71:Identifiers
59:Other names
50:
2027:Zafirlukast
1997:Thiothixene
1977:Terconazole
1927:Simvastatin
1802:Nisoldipine
1797:Nilvadipine
1782:Nicardipine
1752:Metacycline
1579:Dimercaprol
1534:Demecolcine
1494:Clindamycin
1489:Ciglitazone
1439:Artemisinin
1419:Ambrisentan
1323:Nigramide J
1258:Telmisartan
1218:Nicardipine
1128:Benfuracarb
1123:Artemisinin
1041:Sun tanning
985:Octocrylene
882:UVB filters
846:UVA filters
583:Parsol 5000
420:Signal word
356:Appearance
321:Properties
158:100.048.386
17:Enzacamene
2080:Categories
2007:Tianeptine
1972:Tenylidone
1967:Tacrolimus
1912:Rimexolone
1902:Rifampicin
1842:Plicamycin
1827:Paclitaxel
1812:Omeprazole
1792:Nifedipine
1767:Mevastatin
1762:Metyrapone
1742:Lovastatin
1737:Loratadine
1694:Hyperforin
1684:Haloprogin
1649:Felodipine
1624:Enzacamene
1604:Dronabinol
1569:Diclazuril
1548:prasterone
1504:Chloroxine
1479:Cephradine
1449:Bile acids
1263:Tolnaftate
1228:Permethrin
1213:Nevirapine
1208:Nefazodone
1177:prasterone
1138:Carvedilol
1118:Amiodarone
1089:modulators
1031:See also:
1018:Zinc oxide
909:Homosalate
768:2023-08-13
653:References
615:estrogenic
552:derivative
533:Enzacamene
404:Pictograms
381:Insoluble
347:Molar mass
222:8I3XWY40L9
131:ChemSpider
99:3D model (
88:36861-47-9
78:CAS Number
46:IUPAC name
1932:Sirolimus
1922:Ritonavir
1917:Riodipine
1907:Rifaximin
1892:Reserpine
1877:Proadifen
1822:Oxatomide
1777:Nafcillin
1747:Meclizine
1609:Droxidopa
1589:Docetaxel
1514:Colforsin
1464:Bumecaine
1454:Bithionol
1366:Agonists:
1343:T-0901317
1318:Meclizine
1248:Reserpine
1238:Phenytoin
1223:Octicizer
1183:Efavirenz
1110:Agonists:
1008:Physical:
889:Amiloxate
763:0362-4331
593:Mechanism
568:sunscreen
395:labelling
179:253-242-6
171:EC Number
2059:See also
1947:SR-12813
1837:Piperine
1817:Orlistat
1787:Nicotine
1659:Fentanyl
1644:Febantel
1619:Ecopipam
1584:Dinaline
1469:Cafestol
1459:Bosentan
1333:PK-11195
899:Cinoxate
713:12765243
641:See also
562:against
556:cosmetic
386:Hazards
341:O
2047:Sesamin
2032:Zeranol
1962:Suramin
1732:LOE-908
1424:AMI-193
1338:S-07662
1253:TCPOBOP
1148:Chrysin
1045:Sunburn
738:: OC60.
571:lotions
549:camphor
514:what is
512: (
426:Warning
202:6434217
189:PubChem
140:4939160
2091:Enones
1554:DHEA-S
1394:AA-861
1043:, and
815:US FDA
761:
711:
581:) and
509:verify
506:
305:SMILES
125:4-MBC
40:Names
1153:CITCO
579:Merck
545:4-MBC
270:InChI
101:JSmol
1725:and
1544:DHEA
1308:AITC
1173:DHEA
759:ISSN
709:PMID
560:skin
462:P501
458:P391
454:P273
440:H410
213:UNII
1354:PXR
1098:CAR
701:doi
697:142
589:).
587:DSM
543:or
537:INN
393:GHS
239:EPA
192:CID
2082::
1039:,
1035:,
828:UV
757:.
753:.
736:11
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730:.
707:.
695:.
621:.
564:UV
460:,
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51:E
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