64:
348:
219:
51:
38:
916:
598:
649:
601:
603:
602:
756:. American and English dictionaries (Webster's, Oxford, Chambers, etc.) give the correct spelling, which is also used in the literature of industrial dyeing. It is well established that production of fuchsine results in development of bladder cancers by production workers. Production of magenta is listed as a
803:
discovered the substance independently of
Hofmann the same year and patented it. Fuchsine was named by its original manufacturer Renard frĂšres et Franc, is usually cited with one of two etymologies: from the color of the flowers of the plant genus
954:
of less than 1, about the same as or less than talc. They possess a strong metallic lustre and a green yellow color. They leave dark greenish streaks on paper and when these are moistened with a solvent, the strong magenta colour appears.
986:
structures can be conceived, where the positive charge "moves" from one amine group to the next, or one third of the positive charge resides on each amine group. The ability of fuchsine to be protonated by a stronger acid gives it its
1051:
991:
property. The positive charge is neutralized by the negative charge on the chloride ion. The positive "basic fuchsinium ions" and negative chloride ions stack to form the salt "crystals" depicted above.
1191:
864:
must have high content of pararosanilin. The actual composition of basic fuchsine tends to somewhat vary by vendor and batch, making the batches differently suitable for different purposes.
136:
1127:. IARC MONOGRAPHS ON THE EVALUATION OF CARCINOGENIC RISKS TO HUMANS. Vol. 99. International Agency for Research on Cancer, World Health Organization. 2010. pp. 297 to 324
793:
872:
604:
612:
662:
1270:
626:
1307:
Belt, H. V. D.; Hornix, Willem J.; Bud, Robert; Van Den Belt, Henk (1992). "Why
Monopoly Failed: The Rise and Fall of Société La Fuchsine".
857:
397:
1419:
1749:
935:, on the streaks remaining on the paper after the 'crystals' were removed. The 'crystals' were then replaced and the photograph taken.
619:
715:·HCl. There are other similar chemical formulations of products sold as fuchsine, and several dozen other synonyms of this molecule.
371:
InChI=1S/C20H19N3.ClH/c1-13-12-16(6-11-19(13)23)20(14-2-7-17(21)8-3-14)15-4-9-18(22)10-5-15;/h2-12,21H,22-23H2,1H3;1H/b20-14-,21-17?;
381:
InChI=1/C20H19N3.ClH/c1-13-12-16(6-11-19(13)23)20(14-2-7-17(21)8-3-14)15-4-9-18(22)10-5-15;/h2-12,21H,22-23H2,1H3;1H/b20-14-,21-17?;
1363:
837:
groups. While this yields twelve possible isomers, all of them are satisfactory despite slight differences in their properties.
579:
Ingestion, inhalation, skin and eye contact, combustible at high temperature, slightly explosive around open flames and sparks.
63:
1826:
975:
to form ABCNH, the positive charge is delocalized across the whole symmetrical molecule due to pi cloud electron movement.
939:
The crystals pictured at the right are of basic fuchsine, also known as basic violet 14, basic red 9, pararosanaline or
1905:
978:
The positive charge can be thought of as residing on the central carbon atom and all three "wings" becoming identical
362:
657:
1450:
757:
669:
1058:
online database, Developmental
Therapeutics Program, U.S. National Institutes of Health. Retrieved on 2007-10-08.
798:
1552:
951:
565:
1292:"Note sur les étoffes de soie teintes avec la fuchsine, et réflexions sur le commerce des étoffes de couleur."
748:. In the literature of biological stains the name of this dye is frequently misspelled, with omission of the
1885:
1644:
1267:
305:
214:
176:
1781:
1685:
1390:
326:
1163:
von
Hofmann, August Wilhelm (1859). "Einwirkung des Chlorkohlenstoffs auf Anilin. Cyantriphenyldiamin".
50:
1811:
1235:
940:
781:
1149:
226:
1831:
1694:
1255:
343:
1619:
880:
1900:
1890:
1854:
1119:
196:
1786:
1723:
1689:
1661:
1291:
1209:
983:
483:
86:
919:
Basic fuchsine pieces. The two magenta stains on the paper were made by placing one drop of
1704:
1443:
789:
314:
1109:
Hunger K (2003) Industrial Dyes. Chemistry, Properties, Applications. Weinheim: wiley-VHC.
8:
1479:
1214:
Le
Moniteur Scientifique du Docteur Quesneville: Journal des Sciences pures et appliquées
112:
102:
1413:
347:
218:
156:
1821:
1332:
1324:
1029:
904:
777:
738:
1367:
1895:
1838:
1673:
1547:
1542:
1232:"Comptes rendus hebdomadaires des séances de l'Académie des sciences. 1860. (T. 50)."
1428:
1336:
1801:
1699:
1316:
1172:
1084:
988:
700:
472:
420:
1218:
The
Scientific Monitor of Doctor Quesneville: Journal of Pure and Applied Sciences
749:
278:
1681:
1436:
1274:
1249:
968:
1709:
1637:
1628:
1602:
1425:
This provides a detailed account of early experimentation on related chemicals.
964:
943:. Their structure differs from the structure shown above by the absence of the
876:
861:
849:
811:
769:
640:
514:
496:
1320:
1231:
1879:
1796:
1771:
1739:
1623:
1614:
1598:
1522:
1408:
1176:
1068:
1005:
979:
888:
834:
830:
461:
207:
1816:
1776:
1759:
1754:
1534:
1022:
1001:
944:
900:
892:
853:
745:
37:
17:
915:
625:
1864:
1806:
1791:
1654:
1497:
1471:
1253:
The
American Heritage Dictionary of the English Language, Fourth Edition,
1100:
Baker JR (1958) Principles of
Biological Microtechnique. London: Methuen.
1012:
972:
1423:. Vol. 11 (11th ed.). Cambridge University Press. p. 273.
611:
1859:
1714:
1649:
1593:
1575:
1328:
1018:
618:
443:
227:
187:
1239:, Mallet-Bachelier: Paris, tome 50, page 861. Retrieved on 2007-09-25.
833:
is a mixture of homologues of basic fuchsine, modified by addition of
1570:
1517:
1507:
1088:
924:
884:
639:
Except where otherwise noted, data are given for materials in their
1607:
1585:
1512:
1502:
1459:
741:
584:
253:
135:
1764:
1744:
1562:
920:
896:
806:
785:
773:
734:
730:
693:
265:
1412:
868:
818:
of the French name Renard, which means fox. An 1861 article in
167:
24:
1489:
753:
727:
723:
719:
289:
147:
125:
331:
1467:
1279:
ARTFL Project: 1913 Webster's
Revised Unabridged Dictionary
899:
etc. Basic fuchsine is widely used in biology to stain the
244:
963:
Fuchsine is an amine salt and has three amine groups, two
1306:
696:
1394:, 3rd ed. Baltimore: Williams & Wilkins, pp. 252â254
1137:
Magenta production is carcinogenic to humans (Group 1).
1069:"Use of rosaniline hydrochloride dye for atmospheric SO
1458:
947:
on the upper ring, otherwise they are quite similar.
903:, and is also a component of Lactofuchsin, used for
1877:
822:said that the name was chosen for both reasons.
405:.=C\1/C=C\C(C=C/1)=C(\c2ccc(N)c(C)c2)c3ccc(N)cc3
277:
600:
111:
1309:The British Journal for the History of Science
1220:] (in French). Paris, France: 42â46. 1865.
1073:determination and method sensitivity analysis"
1444:
1258:, via dictionary.com. Retrieved on 2007-09-20
1297:, tome XVII, p. 62. Retrieved on 2007-09-25.
1242:
1192:"Action of Bichloride of Carbon on Aniline"
1189:
1162:
1047:
1045:
982:terminated by a primary amine group. Other
1451:
1437:
1364:"StainsFile - Stain theory - Accentuators"
448:337.86 g/mol (hydrochloride)
346:
217:
195:
313:
16:For the sodium sulfonate derivative, see
1407:
1042:
914:
342:
1878:
1750:Jaswant SinghâBhattacharji (JSB) stain
758:circumstance known to result in cancer
466:200 °C (392 °F; 473 K)
208:
1432:
1028:Basic Fuchsine is a component in the
958:
718:It becomes magenta when dissolved in
374:Key: NIKFYOSELWJIOF-SVFFXJIWSA-N
175:
155:
1230:BĂ©champ, M. A. (JanuaryâJune 1860.)
1190:von Hofmann, August Wilhelm (1858).
860:. Formulations usable for making of
478:2650 mg/L (25 °C (77 °F))
1353:, 10th ed. Oxford: BIOS, p. 184â191
1349:Horobin RW & Kiernan JA 20002.
1077:Journal of Environmental Monitoring
384:Key: NIKFYOSELWJIOF-SVFFXJIWBQ
268:
252:
13:
1827:Grocott's methenamine silver stain
1401:
1017:Fuchsine is now often used in the
871:(also called carbolic acid) as an
596:
71:Basic fuchsine in aqueous solution
67:Basic Fuchsine in aqueous solution
62:
49:
14:
1917:
1460:Microbial and histological stains
840:
1389:Staining Procedures Used by the
825:
647:
36:
1381:
1356:
1343:
1300:
1284:
1261:
1224:
1011:Fuchsine is a component in the
814:, or as the German translation
643:(at 25 °C , 100 kPa).
1202:
1183:
1156:
1142:
1121:MAGENTA AND MAGENTA PRODUCTION
1112:
1103:
1094:
1061:
768:Fuchsine was first created by
566:Occupational safety and health
1:
1290:Chevreul, M. E. (July 1860).
1165:Journal fĂŒr Praktische Chemie
1035:
910:
810:, named in honor of botanist
848:is a mixture of rosaniline,
543:Atmospheric OH rate constant
7:
1391:Biological Stain Commission
995:
45:
10:
1922:
1553:Periodic acidâSchiff stain
1236:French Academy of Sciences
1091:. Retrieved on 2007-10-08.
782:August Wilhelm von Hofmann
763:
22:
15:
1906:IARC Group 2B carcinogens
1847:
1732:
1672:
1584:
1561:
1533:
1488:
1466:
1321:10.1017/S0007087400045325
1281:. Retrieved on 2007-09-25
794:François-Emmanuel Verguin
637:
563:
558:
413:
393:
358:
95:
85:
80:
44:
35:
1695:Light Green SF yellowish
1686:Masson's trichrome stain
1645:Auramineârhodamine stain
1351:Conn's Biological Stains
1256:Houghton Mifflin Company
1177:10.1002/prac.18590770130
1150:"The battle for magenta"
690:rosaniline hydrochloride
23:Not to be confused with
1420:EncyclopĂŠdia Britannica
1295:RĂ©pertoire de Pharmacie
820:RĂ©pertoire de Pharmacie
552:10 cm/moleculeâ
sec
90:4-aniline hydrochloride
1812:SchaefferâFulton stain
1782:Gömöri trichrome stain
1196:Philosophical Magazine
950:They are soft, with a
936:
737:, fuchsine is used to
607:
68:
55:
1787:Luxol fast blue stain
1662:Auramine phenol stain
1210:"Necrologie. Verguin"
1052:"Basic chemical data"
971:. If one of these is
918:
905:Lactofuchsin mounting
752:, which indicates an
606:
66:
53:
1832:WarthinâStarry stain
1705:Phosphomolybdic acid
879:and is used for the
790:carbon tetrachloride
589:(fire diamond)
58:Solid basic fuchsine
54:Solid Basic Fuchsine
1886:Triarylmethane dyes
1848:Tissue stainability
1620:ZiehlâNeelsen stain
1480:Perls Prussian blue
744:and sometimes as a
733:. As well as dying
684:(sometimes spelled
473:Solubility in water
32:
1822:Bielschowsky stain
1724:Van Gieson's stain
1690:Lillie's trichrome
1273:2007-09-28 at the
1030:Lactofuchsin mount
959:Chemical structure
937:
883:and other similar
778:1,2-Dichloroethane
670:Infobox references
608:
535:10 atmâ
m/mole
456:Dark green powder
69:
56:
30:
1873:
1872:
1674:Connective tissue
867:In solution with
784:obtained it from
678:Chemical compound
676:
675:
327:CompTox Dashboard
137:Interactive image
76:
75:
1913:
1700:Biebrich scarlet
1453:
1446:
1439:
1430:
1429:
1424:
1416:
1414:"Fuchsine"
1395:
1385:
1379:
1378:
1376:
1375:
1366:. Archived from
1360:
1354:
1347:
1341:
1340:
1304:
1298:
1288:
1282:
1265:
1259:
1246:
1240:
1228:
1222:
1221:
1206:
1200:
1199:
1187:
1181:
1180:
1160:
1154:
1153:
1146:
1140:
1139:
1134:
1132:
1126:
1116:
1110:
1107:
1101:
1098:
1092:
1089:10.1039/b106209n
1065:
1059:
1056:Discovery Series
1049:
1008:are related dyes
887:staining of the
802:
726:, it forms dark
701:chemical formula
660:
654:
651:
650:
628:
621:
614:
599:
553:
551:
536:
534:
507:
505:
421:Chemical formula
351:
350:
335:
333:
317:
281:
270:
256:
229:
221:
210:
199:
179:
159:
139:
115:
46:
40:
33:
29:
1921:
1920:
1916:
1915:
1914:
1912:
1911:
1910:
1876:
1875:
1874:
1869:
1843:
1728:
1682:trichrome stain
1668:
1580:
1557:
1529:
1484:
1462:
1457:
1404:
1402:Further reading
1399:
1398:
1386:
1382:
1373:
1371:
1362:
1361:
1357:
1348:
1344:
1305:
1301:
1289:
1285:
1275:Wayback Machine
1266:
1262:
1247:
1243:
1229:
1225:
1208:
1207:
1203:
1188:
1184:
1161:
1157:
1148:
1147:
1143:
1130:
1128:
1124:
1118:
1117:
1113:
1108:
1104:
1099:
1095:
1072:
1066:
1062:
1050:
1043:
1038:
998:
969:secondary amine
961:
913:
843:
828:
796:
766:
714:
710:
706:
679:
672:
667:
666:
665: ?)
656:
652:
648:
644:
633:
632:
631:
630:
623:
616:
609:
605:
597:
576:
549:
547:
544:
532:
530:
527:
525:
516:
503:
501:
475:
437:
433:
429:
423:
409:
406:
401:
400:
389:
386:
385:
382:
376:
375:
372:
366:
365:
354:
336:
329:
320:
300:
284:
271:
259:
239:
202:
182:
162:
142:
129:
118:
105:
91:
72:
59:
28:
21:
12:
11:
5:
1919:
1909:
1908:
1903:
1898:
1893:
1888:
1871:
1870:
1868:
1867:
1862:
1857:
1851:
1849:
1845:
1844:
1842:
1841:
1839:Wright's stain
1836:
1835:
1834:
1829:
1824:
1814:
1809:
1804:
1799:
1794:
1789:
1784:
1779:
1774:
1769:
1768:
1767:
1762:
1752:
1747:
1742:
1736:
1734:
1730:
1729:
1727:
1726:
1720:
1719:
1718:
1717:
1712:
1710:Fast Green FCF
1707:
1702:
1697:
1678:
1676:
1670:
1669:
1667:
1666:
1665:
1664:
1659:
1658:
1657:
1652:
1642:
1641:
1640:
1638:Methylene blue
1635:
1629:Carbol fuchsin
1612:
1611:
1610:
1605:
1603:Gentian violet
1590:
1588:
1582:
1581:
1579:
1578:
1573:
1567:
1565:
1559:
1558:
1556:
1555:
1550:
1545:
1539:
1537:
1531:
1530:
1528:
1527:
1526:
1525:
1520:
1515:
1510:
1505:
1494:
1492:
1486:
1485:
1483:
1482:
1476:
1474:
1464:
1463:
1456:
1455:
1448:
1441:
1433:
1427:
1426:
1411:, ed. (1911).
1409:Chisholm, Hugh
1403:
1400:
1397:
1396:
1380:
1355:
1342:
1299:
1283:
1260:
1241:
1223:
1201:
1182:
1155:
1141:
1111:
1102:
1093:
1070:
1060:
1040:
1039:
1037:
1034:
1033:
1032:
1026:
1015:
1009:
997:
994:
980:aromatic rings
965:primary amines
960:
957:
912:
909:
877:carbol fuchsin
862:Schiff reagent
850:pararosaniline
846:Basic fuchsine
842:
841:Basic fuchsine
839:
827:
824:
812:Leonhart Fuchs
770:Jakub Natanson
765:
762:
712:
708:
704:
677:
674:
673:
668:
646:
645:
641:standard state
638:
635:
634:
624:
617:
610:
595:
594:
593:
592:
590:
581:
580:
577:
574:
571:
570:
561:
560:
556:
555:
545:
542:
539:
538:
528:
523:
513:
510:
509:
499:
497:Vapor pressure
493:
492:
489:
480:
479:
476:
471:
468:
467:
464:
458:
457:
454:
450:
449:
446:
440:
439:
435:
431:
427:
424:
419:
416:
415:
411:
410:
408:
407:
404:
396:
395:
394:
391:
390:
388:
387:
383:
380:
379:
377:
373:
370:
369:
361:
360:
359:
356:
355:
353:
352:
339:
337:
325:
322:
321:
319:
318:
310:
308:
302:
301:
299:
298:
294:
292:
286:
285:
283:
282:
274:
272:
264:
261:
260:
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257:
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241:
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212:
204:
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200:
192:
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184:
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172:
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150:
144:
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140:
132:
130:
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119:
117:
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108:
106:
101:
98:
97:
93:
92:
89:
83:
82:
78:
77:
74:
73:
70:
60:
57:
42:
41:
9:
6:
4:
3:
2:
1918:
1907:
1904:
1902:
1901:Disinfectants
1899:
1897:
1894:
1892:
1891:Staining dyes
1889:
1887:
1884:
1883:
1881:
1866:
1863:
1861:
1858:
1856:
1853:
1852:
1850:
1846:
1840:
1837:
1833:
1830:
1828:
1825:
1823:
1820:
1819:
1818:
1815:
1813:
1810:
1808:
1805:
1803:
1802:Movat's stain
1800:
1798:
1797:Moeller stain
1795:
1793:
1790:
1788:
1785:
1783:
1780:
1778:
1775:
1773:
1772:Janus Green B
1770:
1766:
1763:
1761:
1758:
1757:
1756:
1755:H&E stain
1753:
1751:
1748:
1746:
1743:
1741:
1740:Cresyl violet
1738:
1737:
1735:
1731:
1725:
1722:
1721:
1716:
1713:
1711:
1708:
1706:
1703:
1701:
1698:
1696:
1693:
1692:
1691:
1687:
1683:
1680:
1679:
1677:
1675:
1671:
1663:
1660:
1656:
1653:
1651:
1648:
1647:
1646:
1643:
1639:
1636:
1634:
1630:
1627:
1626:
1625:
1624:Kinyoun stain
1621:
1618:
1617:
1616:
1613:
1609:
1606:
1604:
1600:
1599:Methyl violet
1597:
1596:
1595:
1592:
1591:
1589:
1587:
1583:
1577:
1574:
1572:
1569:
1568:
1566:
1564:
1560:
1554:
1551:
1549:
1546:
1544:
1541:
1540:
1538:
1536:
1535:Carbohydrates
1532:
1524:
1523:Sudan Black B
1521:
1519:
1516:
1514:
1511:
1509:
1506:
1504:
1501:
1500:
1499:
1496:
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1392:
1387:Clark G 1973
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1370:on 2016-10-03
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1021:procedure in
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1006:Acid fuchsine
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881:ZiehlâNeelsen
878:
875:it is called
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855:
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847:
838:
836:
832:
831:Acid fuchsine
826:Acid fuchsine
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772:in 1856 from
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1865:Chromophobic
1817:Silver stain
1777:Giemsa stain
1760:Haematoxylin
1632:
1418:
1388:
1383:
1372:. Retrieved
1368:the original
1358:
1350:
1345:
1315:(1): 45â63.
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1129:. Retrieved
1120:
1114:
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1096:
1080:
1076:
1067:Goyal, S.K.
1063:
1055:
1023:microbiology
1002:New fuchsine
977:
962:
949:
945:methyl group
938:
932:
928:
893:tuberculosis
891:which cause
889:mycobacteria
866:
854:new fuchsine
845:
844:
829:
819:
815:
805:
767:
746:disinfectant
717:
689:
685:
681:
680:
585:
575:Main hazards
564:
520:
506:10 mmHg
485:
290:RTECS number
96:Identifiers
18:acid fuchsin
1855:Acidophilic
1807:Neutral red
1792:Methyl blue
1655:Rhodamine B
1548:Mucicarmine
1543:Alcian blue
1498:Sudan stain
1472:hemosiderin
1277:(Website.)
1268:"Fuchsine."
1171:: 190â191.
1131:January 12,
1083:, 666â670,
1013:Schiff test
873:accentuator
797: [
750:terminal -e
569:(OHS/OSH):
515:Henry's law
453:Appearance
438:·HCl
414:Properties
215:100.010.173
157:CHEBI:87665
1880:Categories
1860:Basophilic
1715:Sirius Red
1650:Auramine O
1594:Gram stain
1576:Thioflavin
1374:2012-06-28
1198:: 131â142.
1036:References
1019:Gram stain
973:protonated
911:Properties
858:Magenta II
780:. In 1858
444:Molar mass
315:8UUC89LHB2
188:ChemSpider
124:3D model (
103:CAS Number
87:IUPAC name
1615:Acid-fast
1571:Congo red
1518:Oil Red O
1508:Sudan III
1250:"Fuchsin"
984:resonance
925:azeotrope
885:acid-fast
297:8053-09-6
236:209-321-2
228:EC Number
31:Fuchsine
1896:Anilines
1633:Fuchsine
1608:Safranin
1586:Bacteria
1513:Sudan IV
1503:Sudan II
1337:80725880
1271:Archived
1248:(2004.)
996:See also
952:hardness
941:CI 42500
835:sulfonic
742:bacteria
735:textiles
731:crystals
682:Fuchsine
586:NFPA 704
559:Hazards
554:(25 °C)
537:(25 °C)
517:constant
508:(25 °C)
197:10468578
113:632-99-5
1765:Eosin Y
1745:Cyanine
1563:Amyloid
1329:4027004
923:-water
921:ethanol
901:nucleus
897:leprosy
807:Fuchsia
786:aniline
774:aniline
764:History
722:; as a
694:magenta
686:fuchsin
663:what is
661: (
519: (
266:PubChem
1490:Lipids
1335:
1327:
967:and a
929:centre
869:phenol
658:verify
655:
491:2.920
398:SMILES
254:C19252
168:ChEMBL
81:Names
25:fuscin
1733:Other
1333:S2CID
1325:JSTOR
1216:[
1125:(PDF)
989:basic
933:right
816:Fuchs
801:]
754:amine
739:stain
728:green
724:solid
720:water
699:with
692:is a
688:) or
363:InChI
279:12447
148:ChEBI
126:JSmol
1468:Iron
1133:2013
1004:and
856:and
788:and
776:and
548:4.75
531:2.28
502:7.49
484:log
306:UNII
245:KEGG
1317:doi
1173:doi
1085:doi
697:dye
332:EPA
269:CID
1882::
1684::
1417:.
1331:.
1323:.
1313:25
1311:.
1212:.
1194:.
1169:77
1167:.
1135:.
1079:,
1075:.
1054:.
1044:^
927:,
907:.
895:,
852:,
799:fr
792:.
760:.
709:19
705:20
432:19
428:20
1688:/
1631:/
1622:/
1601:/
1470:/
1452:e
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1339:.
1319::
1179:.
1175::
1152:.
1087::
1081:3
1071:2
1025:.
713:3
711:N
707:H
703:C
653:N
627:0
620:1
613:2
550:Ă
533:Ă
526:)
524:H
521:k
504:Ă
486:P
436:3
434:N
430:H
426:C
334:)
330:(
128:)
27:.
20:.
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
