918:, discovered that gallotannic acid greatly improved the plasticity of clay. In his report of this discovery in 1904 he noted that the only known historical reference to the use of organic material added to clay is the use of straw mixed with clay described in the Bible, Exodus 1:11 and that the Egyptians must have been aware of his (re-)discovery. He stated "This explains why the straw was used and why the children of Israel were successful in substituting stubble for straw, a course that would hardly be possible, were the fibre of the straw depended upon as a bond feasible for the clay, but quite reasonable where the extract of the plant was used."
163:
375:
258:
40:
398:
InChI=1S/C76H52O46/c77-32-1-22(2-33(78)53(32)92)67(103)113-47-16-27(11-42(87)58(47)97)66(102)112-21-52-63(119-72(108)28-12-43(88)59(98)48(17-28)114-68(104)23-3-34(79)54(93)35(80)4-23)64(120-73(109)29-13-44(89)60(99)49(18-29)115-69(105)24-5-36(81)55(94)37(82)6-24)65(121-74(110)30-14-45(90)61(100)50(19-30)116-70(106)25-7-38(83)56(95)39(84)8-25)76(118-52)122-75(111)31-15-46(91)62(101)51(20-31)117-71(107)26-9-40(85)57(96)41(86)10-26/h1-20,52,63-65,76-101H,21H2/t52-,63-,64+,65-,76+/m1/s1
408:
InChI=1/C76H52O46/c77-32-1-22(2-33(78)53(32)92)67(103)113-47-16-27(11-42(87)58(47)97)66(102)112-21-52-63(119-72(108)28-12-43(88)59(98)48(17-28)114-68(104)23-3-34(79)54(93)35(80)4-23)64(120-73(109)29-13-44(89)60(99)49(18-29)115-69(105)24-5-36(81)55(94)37(82)6-24)65(121-74(110)30-14-45(90)61(100)50(19-30)116-70(106)25-7-38(83)56(95)39(84)8-25)76(118-52)122-75(111)31-15-46(91)62(101)51(20-31)117-71(107)26-9-40(85)57(96)41(86)10-26/h1-20,52,63-65,76-101H,21H2/t52-,63-,64+,65-,76+/m1/s1
1082:
left on the object so that if moisture reaches the surface the tannic acid will be rehydrated and prevent or slow any corrosion. Tannic acid treatment for conservation is very effective and widely used but it does have a significant visual effect on the object, turning the corrosion products black and any exposed metal dark blue. It should also be used with care on objects with copper alloy components as the tannic acid can have a slight etching effect on these metals.
593:
932:
811:
27:
560:
1167:
Tannic acid could cause potential health hazards such as damage to the eye, skin, respiratory tract, and gastrointestinal tract. It may cause irritation, redness, pain, blurred vision, and possible eye damage. When tannic acid is absorbed through the skin in harmful amounts, it may cause irritation,
1069:
aftertreatments to impart anti-staining properties to polyamide yarn or carpets. However, due to economic considerations currently the only widespread use as textile auxiliary is the use as an agent to improve chlorine fastness, i.e. resistance against dye bleaching due to cleaning with hypochlorite
697:
While tannic acid is a specific type of tannin (plant polyphenol), the two terms are sometimes (incorrectly) used interchangeably. The long-standing misuse of the terms, and its inclusion in scholarly articles has compounded the confusion. This is particularly widespread in relation to green tea and
1081:
Tannic acid is used in the conservation of ferrous (iron based) metal objects to passivate and inhibit corrosion. Tannic acid reacts with the corrosion products to form a more stable compound, thus preventing further corrosion from taking place. After treatment the tannic acid residue is generally
432:
Oc1cc(cc(O)c1O)C(=O)Oc1cc(cc(O)c1O)C(=O)OC1O(OC(=O)c2cc(O)c(O)c(OC(=O)c3cc(O)c(O)c(O)c3)c2)(OC(=O)c2cc(O)c(O)c(OC(=O)c3cc(O)c(O)c(O)c3)c2)(OC(=O)c2cc(O)c(O)c(OC(=O)c3cc(O)c(O)c(O)c3)c2)1OC(=O)c1cc(O)c(O)c(OC(=O)c2cc(O)c(O)c(O)c2)c1
1180:(crocodiles and alligators) is very dependent on water quality. Algae-laden waters produce greener skin, while tannic acid in the water from decay of leaves from overhanging trees (which produces some types of
1168:
redness, and pain. Nausea, vomiting and diarrhoea are symptoms of tannic acid ingestion and prolonged exposure may cause liver damage. Upon inhalation, tannic acid may cause respiratory tract irritation.
650:
moieties per molecule ranging from 2 up to 12 depending on the plant source used to extract the tannic acid. Commercial tannic acid is usually extracted from any of the following plant parts: Tara pods
1912:
1900:
1937:
1863:
2144:
2108:
1128:. Under directive 89/107/EEC, tannic acid can be referred to as a food ingredient. The E-number E181 is sometimes incorrectly used to refer to tannic acid; this in fact refers to the
2103:
2068:
2134:
1907:
2139:
2050:
2045:
2040:
2035:
1895:
2129:
2124:
2098:
2093:
1858:
814:
An electrostatic potential map (blue is positive and red is negative charge) of decagalloyl tannic acid, i.e. a tannic acid derived from ten molecules of gallic acid
2017:
2012:
1840:
1835:
1958:
1885:
1968:
1963:
1953:
1058:. The tannin mordant should be done first as metal mordants combine well with the fiber-tannin complex. However this use has lost considerable interest.
646:, which corresponds with decagalloyl glucose, but in fact it is a mixture of polygalloyl glucoses or polygalloyl quinic acid esters with the number of
573:
1000:. Tannic acid can be applied to woods low in tannin so chemical stains that require tannin content will react. The presence of tannins in the bark of
682:
and FAO-WHO tannic acid monograph only tannins obtained from the above-mentioned plants can be considered as tannic acid. Sometimes extracts from
1657:
1109:
for use in baked goods and baking mixes, alcoholic and non-alcoholic beverages, frozen dairy products, soft and hard candy, meat products, and
1489:
A manual of organic materia medica and pharmacognosy: An introduction to the study of the vegetable
Kingdom and the vegetable and animal drugs
1140:
In conjunction with magnesium and sometimes activated charcoal, tannic acid was once used as a treatment for many toxic substances, such as
424:
1070:
solutions in high-end polyamide 6,6-based carpets and swimwear. It is, however, used in relatively small quantities for the activation of
749:
It exhibits with ferric salts the same reactions as gallotannic acid. It differs however from the latter in not being convertible into
1758:
1289:
1147:
The introduction of tannic acid treatment of severe burn injuries in the 1920s significantly reduced mortality rates. During
276:
568:
701:
Tannic acid is not an appropriate standard for any type of tannin analysis because of its poorly defined composition.
1200:
971:
389:
1546:
1573:"Scientific Opinion on the safety and efficacy of tannic acid when used as feed flavouring for all animal species"
580:
2073:
1932:
953:
690:
wood are also described as tannic acid but this is an incorrect use of the term. It is a yellow to light brown
1061:
Similarly tannic acid can also be used as an aftertreatment to improve wash fastness properties of acid dyed
70:
1322:
Traité de chimie, Volume 2. Jöns Jakob
Berzelius (friherre) and Olof Gustaf Öngren, A. Wahlen et Cie., 1838
1106:
1102:
949:
332:
253:
2170:
1218:
1110:
353:
215:
1117:
767:
According to
Rochleder (ibid lxiii. 202), the tannic acid of black tea is the same as that of oak-bark.
620:
531:
1570:
1751:
731:), a forest tree indigenous in North America. It is described as a yellowish-brown amorphous powder.
1665:
526:
insoluble in benzene, chloroform, diethyl ether, petroleum, carbon disulfide, carbon tetrachloride.
370:
1874:
1870:
1636:"The use of tannic acid in the local treatment of burn wounds: intriguing old and new perspectives"
698:
black tea, both of which contain many different types of tannins not just exclusively tannic acid.
1461:
What are the historic and contemporary ethnobotanical uses of native Rhode Island wetlands plants?
1159:". After the war this use was abandoned due to the development of more modern treatment regimens.
678:
According to the definitions provided in external references such as international pharmacopoeia,
2175:
942:
1487:
735:
1305:
75:
2,3-dihydroxy-5-({phenyl}carbonyloxy)oxan-2-yl]methoxy}carbonyl)phenyl 3,4,5-trihydroxybenzoate
1605:
1279:
235:
2165:
1830:
1151:, tannic acid dressings were prescribed to treat "burns, whether caused by incendiary bombs,
860:
According to Lowe, two forms of the principle exist – "one soluble in water, of the formula C
742:
52:
1333:
1744:
1245:
1001:
679:
341:
139:
8:
653:
129:
1249:
783:. He described it as an unstable substance, having a tendency to give off water to form
374:
257:
195:
32:
Chemical structure of penta(digalloyl)glucose, a representative component of tannic acid
1409:
1370:
1075:
665:
175:
1704:
1444:
39:
1617:
1571:
EFSA Panel on
Additives and Products or Substances used in Animal Feed (2014-10-01).
1468:
1413:
1285:
1261:
915:
709:
321:
1374:
818:
In Allen's "Commercial
Organic Analysis", published in 1912, the formula given was C
1584:
1515:
1459:
1440:
1401:
1362:
1253:
1181:
899:
Quercitannic acid was for a time a standard used to assess the phenolic content in
717:
631:
506:
447:
754:
1679:
1144:, mushroom, and ptomaine poisonings in the late 19th and early 20th centuries.
1086:
762:
659:
551:
2159:
1782:
1621:
1589:
1572:
1472:
1121:
1098:
1024:
1012:
758:
671:
495:
246:
1635:
1519:
1257:
1066:
1028:
597:
1506:
Putt, Earl B.; Seil, Harvey A. (2006). "Government standards for spices".
1810:
1787:
1768:
1265:
1152:
1148:
911:
788:
750:
647:
1736:
592:
2005:
1405:
1366:
1177:
1141:
1129:
1071:
956: in this section. Unsourced material may be challenged and removed.
724:
612:
517:
475:
266:
226:
1132:
assigned to tannic acid under the FAO-WHO Codex
Alimentarius system.
1062:
1043:
1032:
784:
691:
1428:
1389:
1350:
931:
550:
Except where otherwise noted, data are given for materials in their
1335:
A Dictionary of chemistry and the allied branches of other sciences
1156:
1125:
1097:
In many parts of the world, its uses in food are permitted. In the
1008:
997:
713:
683:
296:
810:
162:
1039:
1016:
616:
485:
308:
727:, a yellow dye obtained from the bark of the Eastern black oak (
1085:
Tannic acid is also found in commercially available iron/steel
1047:
993:
627:
608:
206:
26:
1020:
900:
186:
152:
741:
In 1865 in the fifth volume of "A dictionary of chemistry",
358:
1547:"Food Additive Status List (GRAS); listing for tannic acid"
1055:
1051:
985:
984:
Tannins are a basic ingredient in the chemical staining of
287:
1734:, 9th edition, Merck & Co., Rahway, New Jersey, 1976.
989:
687:
1338:. Vol. 5. Longmans, Green, and Company. p. 6.
884:. Both are changed by the loss of water into oak red, C
738:
wrote that quercitannate is used to dissolve morphine.
704:
910:In an interesting historical note, the inventor of
275:
1549:. US Food and Drug Administration. 24 October 2019
1508:Journal of the American Pharmaceutical Association
1120:89/107/EEC, tannic acid cannot be considered as a
833:Other authors gave other molecular formulas like C
723:The quercitannic acid molecule is also present in
596:A bottle of tannic acid (water solution) from the
1532:Acheson, Edward G. (1904) "Egyptianized Clay" in
771:In 1880, Etti gave for it the molecular formula C
2157:
712:is one of the two forms of tannic acid found in
320:
1353:[About the tannic acid from oak bark].
138:
1392:[On the history of oak bark tannins].
1184:) often produce darker skin in these animals.
634:for commercial tannic acid is often given as C
1752:
1534:Transactions of the American Ceramic Society
371:DTXSID00892987 DTXSID2026076, DTXSID00892987
1284:. Editions Publibook. 2004. pp. 248–.
1015:and infestation by certain insects such as
757:by dry distillation. It is precipitated by
1759:
1745:
1390:"Zur Geschichte der Eichenrindegerbsäuren"
373:
256:
234:
1766:
1680:"Material Safety Data Sheet: Tannic Acid"
1588:
1171:
972:Learn how and when to remove this message
340:
1539:
1505:
1457:
1235:
988:, and are already present in woods like
809:
591:
1603:
1566:
1564:
1135:
369:
2158:
1236:Pettinga, C. (1979). "Darvon safety".
247:
1740:
1726:
1705:"American Alligator: Species Profile"
1426:
1331:
716:and leaves. The other form is called
401:Key: LRBQNJMCXXYXIU-PPKXGCFTSA-N
214:
194:
1938:6-digalloyl-1,2,3-trigalloyl-glucose
1561:
1387:
1351:"Über die Gerbsäure der Eichenrinde"
1348:
1007:is a strong natural defense against
954:adding citations to reliable sources
925:
807:). For him, it was not a glycoside.
1913:1,2,4,6-tetra-O-galloyl-β-D-glucose
1901:1,2,3,6-tetra-O-galloyl-β-D-glucose
1664:. 18 September 1939. Archived from
872:, and the other scarcely soluble, C
411:Key: LRBQNJMCXXYXIU-PPKXGCFTBB
311:
295:
13:
1124:and consequently does not hold an
845:, while another formula found is C
705:Quercitannic and gallotannic acids
626:around 6) is due to the numerous
14:
2187:
1604:Sturmer, J. W. (April 13, 1899).
1485:
2145:1,4-di-O-galloyl proto-quercitol
2109:3,4,5-tri-O-galloylshikimic acid
1065:. It is also an alternative for
930:
558:
459:
38:
25:
1864:1,2,3-tri-O-galloyl-β-D-glucose
1697:
1672:
1650:
1628:
1597:
1526:
1499:
1479:
1451:
1420:
1042:used in the dyeing process for
941:needs additional citations for
554:(at 25 °C , 100 kPa).
2104:3,5-di-O-galloyl-shikimic acid
2074:3,4,5-Tri-O-galloylquinic acid
2069:1,3,4-Tri-O-galloylquinic acid
1933:1,2,3,4,6-Pentagalloyl-glucose
1495:(Fourth ed.). p. 95.
1381:
1342:
1325:
1316:
1298:
1272:
1229:
1211:
1193:
1092:
1074:flock; this serves as an anti-
465:
453:
1:
2135:1,2,3,6-tetragalloyl alloside
1445:10.1016/S0140-6736(01)03766-7
1429:"The Nature of Tea Infusions"
1187:
630:groups in the structure. The
524:1 g/L in glycerol and acetone
500:decomposes above 200 °C
1908:1,2,4,6-Tetragalloyl glucose
1107:Food and Drug Administration
1103:generally recognized as safe
1089:, such as Hammerite Kurust.
905:quercitannic acid equivalent
765:, Ann. Ch. Pharm. xlv. 16.)
7:
2140:1-O-galloyl proto-quercitol
2051:4,5-di-O-Galloylquinic acid
2046:3,5-di-O-Galloylquinic acid
2041:3,4-di-O-Galloylquinic acid
2036:1,4-Di-O-galloylquinic acid
1896:1,2,3,6-tetragalloylglucose
1606:"Pharmaceutical Toxicology"
1458:Reckford, Courtney (1997).
1310:Henriette's Herbal Homepage
720:and is found in oak galls.
480:1701.19 g/mol
60:-{3,4-dihydroxy-5-benzoyl}-
10:
2192:
1306:"Quercus Cortex. Oak Bark"
1162:
791:), one of which is called
669:or Sicilian sumac leaves (
2130:1,3,6-trigalloyl alloside
2125:1,2,6-trigalloyl alloside
2117:
2099:5-O-Galloyl shikimic acid
2094:4-O-Galloyl shikimic acid
2086:
2059:
2026:
1993:
1986:
1946:
1923:
1883:
1849:
1821:
1803:
1796:
1775:
1205:American Chemical Society
548:
440:
420:
385:
122:
81:
69:
51:
46:
37:
24:
2061:Trigalloyl quinic acids:
1875:1,3,6-Trigalloyl glucose
1871:1,2,6-Trigalloyl glucose
1859:1,2,3-Trigalloyl glucose
1590:10.2903/j.efsa.2014.3828
1038:Tannic acid is a common
2028:Digalloyl quinic acids:
2002:3-O-Galloylquinic acid
1427:Smith, Henryl. (1913).
1281:L'Energie Homo-Hydrogne
921:
2087:Galloyl shikimic acids
2018:5-O-Galloylquinic acid
2013:4-O-Galloylquinic acid
1684:fscimage.fishersci.com
1658:"Medicine: War Wounds"
1610:The Pharmaceutical Era
1520:10.1002/jps.3080121212
1394:Monatshefte für Chemie
1355:Monatshefte für Chemie
1258:10.1126/science.432625
1172:Crocodilian coloration
1050:, often combined with
815:
769:
607:is a specific form of
601:
1995:Galloyl quinic acids:
1925:Pentagalloyl glucose:
1886:Tetragalloyl glucoses
1841:3,6-digalloyl glucose
1836:2,6-Digalloyl glucose
1831:1,6-Digalloyl glucose
1709:National Park Service
1332:Watts, Henry (1868).
1019:. It is found in the
813:
747:
595:
71:Systematic IUPAC name
1987:Galloyl quinic acids
1959:Heptagalloyl glucose
1851:Trigalloyl glucoses:
1136:Uses as a medication
1087:corrosion treatments
950:improve this article
736:Jöns Jacob Berzelius
680:Food Chemicals Codex
512:2850 g/L or 250 g/L
1974:Decagalloyl glucose
1969:Nonagalloyl glucose
1964:Octagalloyl glucose
1954:Hexagalloyl glucose
1823:Digalloyl glucoses:
1250:1979Sci...204....6P
753:, and not yielding
654:Caesalpinia spinosa
507:Solubility in water
176:Beilstein Reference
21:
2171:Astringent flavors
1807:1-Galloyl glucose
1727:General references
1646:(4): 144–58. 2001.
1406:10.1007/BF01517990
1367:10.1007/BF01517069
1207:. 15 January 2018.
816:
666:Quercus infectoria
602:
581:Infobox references
522:100 g/L in ethanol
114:Querco-tannic acid
111:Querci-tannic acid
19:
2153:
2152:
2082:
2081:
1982:
1981:
1711:. 17 October 2017
1486:Sayre, Lucius E.
1388:Etti, C. (1883).
1349:Etti, C. (1880).
1291:978-2-7483-0811-2
1182:blackwater rivers
1101:, tannic acid is
982:
981:
974:
916:Edward G. Acheson
710:Quercitannic acid
657:), gallnuts from
589:Chemical compound
587:
586:
354:CompTox Dashboard
164:Interactive image
108:Quercotannic acid
63:
16:Chemical compound
2183:
2062:
2029:
1996:
1991:
1990:
1926:
1889:
1852:
1824:
1801:
1800:
1797:Galloyl glucoses
1761:
1754:
1747:
1738:
1737:
1721:
1720:
1718:
1716:
1701:
1695:
1694:
1692:
1690:
1676:
1670:
1669:
1668:on May 30, 2008.
1654:
1648:
1647:
1632:
1626:
1625:
1601:
1595:
1594:
1592:
1568:
1559:
1558:
1556:
1554:
1543:
1537:
1530:
1524:
1523:
1503:
1497:
1496:
1494:
1483:
1477:
1476:
1466:
1455:
1449:
1448:
1424:
1418:
1417:
1385:
1379:
1378:
1346:
1340:
1339:
1329:
1323:
1320:
1314:
1313:
1302:
1296:
1295:
1276:
1270:
1269:
1233:
1227:
1226:
1215:
1209:
1208:
1197:
977:
970:
966:
963:
957:
934:
926:
761:in red flocks. (
729:Quercus velutina
718:gallotannic acid
632:chemical formula
571:
565:
562:
561:
467:
461:
455:
448:Chemical formula
378:
377:
362:
360:
344:
324:
313:
299:
279:
260:
249:
238:
218:
198:
166:
142:
90:Gallotannic acid
61:
56:1,2,3,4,6-penta-
42:
29:
22:
18:
2191:
2190:
2186:
2185:
2184:
2182:
2181:
2180:
2156:
2155:
2154:
2149:
2113:
2078:
2060:
2055:
2027:
2022:
1994:
1978:
1942:
1924:
1919:
1884:
1879:
1850:
1845:
1822:
1817:
1792:
1771:
1765:
1732:The Merck Index
1729:
1724:
1714:
1712:
1703:
1702:
1698:
1688:
1686:
1678:
1677:
1673:
1656:
1655:
1651:
1634:
1633:
1629:
1602:
1598:
1569:
1562:
1552:
1550:
1545:
1544:
1540:
1531:
1527:
1504:
1500:
1492:
1484:
1480:
1464:
1456:
1452:
1425:
1421:
1386:
1382:
1347:
1343:
1330:
1326:
1321:
1317:
1304:
1303:
1299:
1292:
1278:
1277:
1273:
1234:
1230:
1217:
1216:
1212:
1199:
1198:
1194:
1190:
1174:
1165:
1138:
1095:
1046:fibers such as
978:
967:
961:
958:
947:
935:
924:
895:
891:
887:
883:
879:
875:
871:
867:
863:
856:
852:
848:
844:
840:
836:
829:
825:
821:
806:
802:
798:
782:
778:
774:
766:
755:pyrogallic acid
707:
645:
641:
637:
624:
590:
583:
578:
577:
576: ?)
567:
563:
559:
555:
540:
525:
523:
509:
470:
464:
458:
450:
436:
433:
428:
427:
416:
413:
412:
409:
403:
402:
399:
393:
392:
381:
363:
356:
347:
327:
314:
302:
282:
269:
241:
221:
201:
178:
169:
156:
145:
132:
118:
117:
105:Oak bark tannin
87:Acidum tannicum
77:
76:
65:
33:
30:
17:
12:
11:
5:
2189:
2179:
2178:
2176:Gallate esters
2173:
2168:
2151:
2150:
2148:
2147:
2142:
2137:
2132:
2127:
2121:
2119:
2115:
2114:
2112:
2111:
2106:
2101:
2096:
2090:
2088:
2084:
2083:
2080:
2079:
2077:
2076:
2071:
2065:
2063:
2057:
2056:
2054:
2053:
2048:
2043:
2038:
2032:
2030:
2024:
2023:
2021:
2020:
2015:
2010:
2009:
2008:
1999:
1997:
1988:
1984:
1983:
1980:
1979:
1977:
1976:
1971:
1966:
1961:
1956:
1950:
1948:
1944:
1943:
1941:
1940:
1935:
1929:
1927:
1921:
1920:
1918:
1917:
1916:
1915:
1905:
1904:
1903:
1892:
1890:
1881:
1880:
1878:
1877:
1868:
1867:
1866:
1855:
1853:
1847:
1846:
1844:
1843:
1838:
1833:
1827:
1825:
1819:
1818:
1816:
1815:
1814:
1813:
1804:
1798:
1794:
1793:
1791:
1790:
1785:
1779:
1777:
1773:
1772:
1764:
1763:
1756:
1749:
1741:
1728:
1725:
1723:
1722:
1696:
1671:
1649:
1627:
1596:
1560:
1538:
1525:
1514:(12): 1091–4.
1498:
1478:
1450:
1419:
1380:
1341:
1324:
1315:
1297:
1290:
1271:
1228:
1210:
1191:
1189:
1186:
1176:Skin color in
1173:
1170:
1164:
1161:
1137:
1134:
1094:
1091:
980:
979:
938:
936:
929:
923:
920:
893:
889:
885:
881:
877:
873:
869:
865:
861:
854:
850:
846:
842:
838:
834:
827:
823:
819:
804:
800:
796:
780:
776:
772:
745:wrote :
706:
703:
660:Rhus semialata
643:
639:
635:
622:
588:
585:
584:
579:
557:
556:
552:standard state
549:
546:
545:
542:
538:
528:
527:
520:
514:
513:
510:
505:
502:
501:
498:
492:
491:
488:
482:
481:
478:
472:
471:
468:
462:
456:
451:
446:
443:
442:
438:
437:
435:
434:
431:
423:
422:
421:
418:
417:
415:
414:
410:
407:
406:
404:
400:
397:
396:
388:
387:
386:
383:
382:
380:
379:
366:
364:
352:
349:
348:
346:
345:
337:
335:
329:
328:
326:
325:
317:
315:
307:
304:
303:
301:
300:
292:
290:
284:
283:
281:
280:
272:
270:
265:
262:
261:
251:
243:
242:
240:
239:
231:
229:
223:
222:
220:
219:
211:
209:
203:
202:
200:
199:
191:
189:
183:
182:
179:
174:
171:
170:
168:
167:
159:
157:
150:
147:
146:
144:
143:
135:
133:
128:
125:
124:
120:
119:
116:
115:
112:
109:
106:
103:
100:
97:
94:
91:
88:
84:
83:
79:
78:
74:
73:
67:
66:
64:-glucopyranose
55:
49:
48:
44:
43:
35:
34:
31:
15:
9:
6:
4:
3:
2:
2188:
2177:
2174:
2172:
2169:
2167:
2164:
2163:
2161:
2146:
2143:
2141:
2138:
2136:
2133:
2131:
2128:
2126:
2123:
2122:
2120:
2116:
2110:
2107:
2105:
2102:
2100:
2097:
2095:
2092:
2091:
2089:
2085:
2075:
2072:
2070:
2067:
2066:
2064:
2058:
2052:
2049:
2047:
2044:
2042:
2039:
2037:
2034:
2033:
2031:
2025:
2019:
2016:
2014:
2011:
2007:
2004:
2003:
2001:
2000:
1998:
1992:
1989:
1985:
1975:
1972:
1970:
1967:
1965:
1962:
1960:
1957:
1955:
1952:
1951:
1949:
1945:
1939:
1936:
1934:
1931:
1930:
1928:
1922:
1914:
1911:
1910:
1909:
1906:
1902:
1899:
1898:
1897:
1894:
1893:
1891:
1887:
1882:
1876:
1872:
1869:
1865:
1862:
1861:
1860:
1857:
1856:
1854:
1848:
1842:
1839:
1837:
1834:
1832:
1829:
1828:
1826:
1820:
1812:
1809:
1808:
1806:
1805:
1802:
1799:
1795:
1789:
1786:
1784:
1783:Digallic acid
1781:
1780:
1778:
1774:
1770:
1762:
1757:
1755:
1750:
1748:
1743:
1742:
1739:
1735:
1733:
1710:
1706:
1700:
1685:
1681:
1675:
1667:
1663:
1659:
1653:
1645:
1641:
1637:
1631:
1623:
1619:
1615:
1611:
1607:
1600:
1591:
1586:
1582:
1578:
1574:
1567:
1565:
1548:
1542:
1535:
1529:
1521:
1517:
1513:
1509:
1502:
1491:
1490:
1482:
1474:
1470:
1467:(MA Thesis).
1463:
1462:
1454:
1446:
1442:
1439:(4673): 846.
1438:
1434:
1430:
1423:
1415:
1411:
1407:
1403:
1400:(1): 512–30.
1399:
1396:(in German).
1395:
1391:
1384:
1376:
1372:
1368:
1364:
1361:(1): 262–78.
1360:
1357:(in German).
1356:
1352:
1345:
1337:
1336:
1328:
1319:
1311:
1307:
1301:
1293:
1287:
1283:
1282:
1275:
1267:
1263:
1259:
1255:
1251:
1247:
1243:
1239:
1232:
1224:
1223:Chemical Book
1220:
1219:"Tannic acid"
1214:
1206:
1202:
1201:"Tannic acid"
1196:
1192:
1185:
1183:
1179:
1169:
1160:
1158:
1154:
1150:
1145:
1143:
1133:
1131:
1127:
1123:
1122:food additive
1119:
1116:According to
1114:
1112:
1108:
1104:
1100:
1099:United States
1090:
1088:
1083:
1079:
1077:
1073:
1068:
1064:
1059:
1057:
1053:
1049:
1045:
1041:
1036:
1034:
1030:
1026:
1022:
1018:
1014:
1013:decomposition
1010:
1006:
1005:
999:
995:
991:
987:
976:
973:
965:
955:
951:
945:
944:
939:This section
937:
933:
928:
927:
919:
917:
913:
908:
906:
902:
897:
858:
831:
812:
808:
794:
790:
786:
768:
764:
760:
759:sulfuric acid
756:
752:
746:
744:
739:
737:
732:
730:
726:
721:
719:
715:
711:
702:
699:
695:
693:
689:
685:
681:
676:
674:
673:
672:Rhus coriaria
668:
667:
662:
661:
656:
655:
649:
633:
629:
625:
618:
614:
610:
606:
599:
594:
582:
575:
570:
553:
547:
543:
537:
533:
530:
529:
521:
519:
516:
515:
511:
508:
504:
503:
499:
497:
496:Melting point
494:
493:
489:
487:
484:
483:
479:
477:
474:
473:
452:
449:
445:
444:
439:
430:
429:
426:
419:
405:
395:
394:
391:
384:
376:
372:
368:
367:
365:
355:
351:
350:
343:
339:
338:
336:
334:
331:
330:
323:
319:
318:
316:
310:
306:
305:
298:
294:
293:
291:
289:
286:
285:
278:
274:
273:
271:
268:
264:
263:
259:
255:
252:
250:
248:ECHA InfoCard
245:
244:
237:
233:
232:
230:
228:
225:
224:
217:
213:
212:
210:
208:
205:
204:
197:
193:
192:
190:
188:
185:
184:
180:
177:
173:
172:
165:
161:
160:
158:
154:
149:
148:
141:
137:
136:
134:
131:
127:
126:
121:
113:
110:
107:
104:
101:
98:
95:
93:Digallic acid
92:
89:
86:
85:
80:
72:
68:
59:
54:
50:
45:
41:
36:
28:
23:
2166:Gallotannins
1973:
1769:gallotannins
1731:
1730:
1713:. Retrieved
1708:
1699:
1689:10 September
1687:. Retrieved
1683:
1674:
1666:the original
1661:
1652:
1643:
1639:
1630:
1613:
1609:
1599:
1583:(10): 3828.
1580:
1577:EFSA Journal
1576:
1551:. Retrieved
1541:
1536:. pp. 31–65.
1533:
1528:
1511:
1507:
1501:
1488:
1481:
1460:
1453:
1436:
1432:
1422:
1397:
1393:
1383:
1358:
1354:
1344:
1334:
1327:
1318:
1309:
1300:
1280:
1274:
1241:
1237:
1231:
1222:
1213:
1204:
1195:
1175:
1166:
1146:
1139:
1118:EU directive
1115:
1113:animal fat.
1096:
1084:
1080:
1067:fluorocarbon
1060:
1037:
1003:
983:
968:
959:
948:Please help
943:verification
940:
909:
904:
898:
859:
832:
817:
792:
789:phlobaphenes
770:
748:
740:
733:
728:
722:
708:
700:
696:
677:
670:
664:
658:
652:
611:, a type of
604:
603:
598:redwood tree
535:
216:ChEMBL506247
123:Identifiers
102:Quercitannin
82:Other names
57:
20:Tannic acid
1811:Glucogallin
1788:Gallic acid
1244:(4388): 6.
1153:mustard gas
1149:World War I
1093:Use in food
1078:treatment.
912:carborundum
903:, given as
751:gallic acid
743:Henry Watts
615:. Its weak
605:Tannic acid
441:Properties
254:100.014.321
196:CHEBI:75211
96:Gallotannin
2160:Categories
2006:theogallin
1715:1 November
1553:6 November
1433:The Lancet
1188:References
1178:Crocodilia
1142:strychnine
1130:INS number
1072:upholstery
785:anhydrides
725:quercitron
613:polyphenol
518:Solubility
476:Molar mass
342:28F9E0DJY6
267:IUPHAR/BPS
227:ChemSpider
151:3D model (
130:CAS Number
53:IUPAC name
1776:Aglycones
1767:Types of
1622:0096-9125
1616:: 472–4.
1473:549678548
1414:105109992
1063:polyamide
1044:cellulose
1033:heartwood
1002:redwood (
962:July 2016
763:Stenhouse
734:In 1838,
692:amorphous
490:2.12g/cm
140:1401-55-4
1375:94578197
1157:lewisite
1126:E number
1111:rendered
1017:termites
1009:wildfire
1004:Sequoia)
998:mahogany
787:(called
714:oak bark
694:powder.
684:chestnut
322:16129878
236:17286569
181:8186386
99:Tannimum
1246:Bibcode
1238:Science
1163:Hazards
1105:by the
1054:and/or
1040:mordant
793:oak-red
648:galloyl
617:acidity
574:what is
572: (
532:Acidity
486:Density
309:PubChem
2118:others
1640:Wounds
1620:
1471:
1412:
1373:
1288:
1266:432625
1264:
1076:static
1048:cotton
1031:, and
996:, and
994:walnut
901:spices
628:phenol
609:tannin
569:verify
566:
544:ca. 6
425:SMILES
297:C13452
207:ChEMBL
47:Names
1947:other
1493:(PDF)
1465:(PDF)
1410:S2CID
1371:S2CID
1155:, or
1029:cones
1021:seeds
390:InChI
187:ChEBI
153:JSmol
1717:2018
1691:2019
1662:TIME
1618:ISSN
1555:2020
1469:OCLC
1286:ISBN
1262:PMID
1056:iron
1052:alum
1025:bark
986:wood
922:Uses
333:UNII
288:KEGG
277:4319
1585:doi
1516:doi
1441:doi
1437:181
1402:doi
1363:doi
1254:doi
1242:204
990:oak
952:by
896:."
688:oak
686:or
675:).
663:or
359:EPA
312:CID
2162::
1873:/
1707:.
1682:.
1660:.
1644:13
1642:.
1638:.
1614:21
1612:.
1608:.
1581:12
1579:.
1575:.
1563:^
1512:12
1510:.
1435:.
1431:.
1408:.
1369:.
1308:.
1260:.
1252:.
1240:.
1221:.
1203:.
1035:.
1027:,
1023:,
1011:,
992:,
914:,
907:.
894:11
890:22
886:28
882:12
878:24
874:28
870:14
866:28
862:28
857:.
855:11
851:24
847:28
843:15
839:26
835:28
830:.
828:10
824:16
820:19
805:17
801:30
797:34
795:(C
777:16
773:17
644:46
640:52
636:76
621:pK
541:)
534:(p
469:46
463:52
457:76
1888::
1760:e
1753:t
1746:v
1719:.
1693:.
1624:.
1593:.
1587::
1557:.
1522:.
1518::
1475:.
1447:.
1443::
1416:.
1404::
1398:4
1377:.
1365::
1359:1
1312:.
1294:.
1268:.
1256::
1248::
1225:.
975:)
969:(
964:)
960:(
946:.
892:O
888:H
880:O
876:H
868:O
864:H
853:O
849:H
841:O
837:H
826:O
822:H
803:O
799:H
781:9
779:O
775:H
651:(
642:O
638:H
623:a
619:(
600:.
564:N
539:a
536:K
466:O
460:H
454:C
361:)
357:(
155:)
62:D
58:O
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
