929:, 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 In his report of this discovery in 1904 he noted that the only known historical reference to the use of organic material added to clay is the use of straw mixed with clay described in the Bible, Exodus 1:11 and that the Egyptians must have been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."
174:
386:
269:
51:
409:
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
419:
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
1093:
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.
604:
943:
822:
38:
571:
1178:
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,
1080:
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
708:
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
1092:
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
443:
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
1191:(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
1179:
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.
661:
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
1923:
1911:
1948:
1874:
2155:
2119:
1139:. 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
2114:
2079:
2145:
1918:
2150:
2061:
2056:
2051:
2046:
1906:
2140:
2135:
2109:
2104:
1869:
825:
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
2028:
2023:
1851:
1846:
1969:
1896:
1979:
1974:
1964:
1069:. The tannin mordant should be done first as metal mordants combine well with the fiber-tannin complex. However this use has lost considerable interest.
657:, which corresponds with decagalloyl glucose, but in fact it is a mixture of polygalloyl glucoses or polygalloyl quinic acid esters with the number of
584:
1011:. 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
693:
and FAO-WHO tannic acid monograph only tannins obtained from the above-mentioned plants can be considered as tannic acid. Sometimes extracts from
1668:
1120:
for use in baked goods and baking mixes, alcoholic and non-alcoholic beverages, frozen dairy products, soft and hard candy, meat products, and
1500:
A manual of organic materia medica and pharmacognosy: An introduction to the study of the vegetable
Kingdom and the vegetable and animal drugs
1151:
In conjunction with magnesium and sometimes activated charcoal, tannic acid was once used as a treatment for many toxic substances, such as
435:
1081:
solutions in high-end polyamide 6,6-based carpets and swimwear. It is, however, used in relatively small quantities for the activation of
760:
It exhibits with ferric salts the same reactions as gallotannic acid. It differs however from the latter in not being convertible into
1769:
1300:
1158:
The introduction of tannic acid treatment of severe burn injuries in the 1920s significantly reduced mortality rates. During
287:
579:
712:
Tannic acid is not an appropriate standard for any type of tannin analysis because of its poorly defined composition.
1211:
982:
400:
1557:
1584:"Scientific Opinion on the safety and efficacy of tannic acid when used as feed flavouring for all animal species"
591:
2084:
1943:
964:
701:
wood are also described as tannic acid but this is an incorrect use of the term. It is a yellow to light brown
1072:
Similarly tannic acid can also be used as an aftertreatment to improve wash fastness properties of acid dyed
81:
1333:
Traité de chimie, Volume 2. Jöns Jakob
Berzelius (friherre) and Olof Gustaf Öngren, A. Wahlen et Cie., 1838
1117:
1113:
960:
343:
264:
2181:
1229:
1121:
364:
226:
17:
1128:
778:
According to
Rochleder (ibid lxiii. 202), the tannic acid of black tea is the same as that of oak-bark.
631:
542:
1581:
1762:
742:), a forest tree indigenous in North America. It is described as a yellowish-brown amorphous powder.
1676:
537:
insoluble in benzene, chloroform, diethyl ether, petroleum, carbon disulfide, carbon tetrachloride.
381:
1885:
1881:
1647:"The use of tannic acid in the local treatment of burn wounds: intriguing old and new perspectives"
709:
black tea, both of which contain many different types of tannins not just exclusively tannic acid.
1472:
What are the historic and contemporary ethnobotanical uses of native Rhode Island wetlands plants?
1170:". After the war this use was abandoned due to the development of more modern treatment regimens.
689:
According to the definitions provided in external references such as international pharmacopoeia,
2186:
953:
1498:
746:
1316:
86:
2,3-dihydroxy-5-({phenyl}carbonyloxy)oxan-2-yl]methoxy}carbonyl)phenyl 3,4,5-trihydroxybenzoate
1616:
1290:
246:
2176:
1841:
1162:, tannic acid dressings were prescribed to treat "burns, whether caused by incendiary bombs,
871:
According to Lowe, two forms of the principle exist – "one soluble in water, of the formula C
753:
63:
1344:
1755:
1256:
1012:
690:
352:
150:
8:
664:
140:
1260:
794:. He described it as an unstable substance, having a tendency to give off water to form
385:
268:
206:
43:
Chemical structure of penta(digalloyl)glucose, a representative component of tannic acid
1420:
1381:
1086:
676:
186:
1715:
1455:
50:
1628:
1582:
EFSA Panel on
Additives and Products or Substances used in Animal Feed (2014-10-01).
1479:
1424:
1296:
1272:
926:
720:
332:
1385:
829:
In Allen's "Commercial
Organic Analysis", published in 1912, the formula given was C
1595:
1526:
1470:
1451:
1412:
1373:
1264:
1192:
910:
Quercitannic acid was for a time a standard used to assess the phenolic content in
728:
642:
517:
458:
765:
1690:
1155:, mushroom, and ptomaine poisonings in the late 19th and early 20th centuries.
1097:
773:
670:
562:
2170:
1793:
1632:
1600:
1583:
1483:
1132:
1109:
1035:
1023:
769:
682:
506:
257:
1646:
1530:
1268:
1077:
1039:
608:
1517:
Putt, Earl B.; Seil, Harvey A. (2006). "Government standards for spices".
1821:
1798:
1779:
1276:
1163:
1159:
922:
799:
761:
658:
1747:
603:
2016:
1416:
1377:
1188:
1152:
1140:
1082:
967: in this section. Unsourced material may be challenged and removed.
735:
623:
528:
486:
277:
237:
1143:
assigned to tannic acid under the FAO-WHO Codex
Alimentarius system.
1073:
1054:
1043:
795:
702:
1439:
1400:
1361:
942:
561:
Except where otherwise noted, data are given for materials in their
1346:
A Dictionary of chemistry and the allied branches of other sciences
1167:
1136:
1108:
In many parts of the world, its uses in food are permitted. In the
1019:
1008:
724:
694:
307:
821:
173:
1050:
1027:
627:
496:
319:
738:, a yellow dye obtained from the bark of the Eastern black oak (
1096:
Tannic acid is also found in commercially available iron/steel
1058:
1004:
638:
619:
217:
37:
1031:
911:
197:
163:
752:
In 1865 in the fifth volume of "A dictionary of chemistry",
369:
1558:"Food Additive Status List (GRAS); listing for tannic acid"
1066:
1062:
996:
995:
Tannins are a basic ingredient in the chemical staining of
298:
1745:, 9th edition, Merck & Co., Rahway, New Jersey, 1976.
1000:
698:
1349:. Vol. 5. Longmans, Green, and Company. p. 6.
895:. Both are changed by the loss of water into oak red, C
749:
wrote that quercitannate is used to dissolve morphine.
715:
921:In an interesting historical note, the inventor of
286:
1560:. US Food and Drug Administration. 24 October 2019
1519:Journal of the American Pharmaceutical Association
1131:89/107/EEC, tannic acid cannot be considered as a
844:Other authors gave other molecular formulas like C
734:The quercitannic acid molecule is also present in
607:A bottle of tannic acid (water solution) from the
1543:Acheson, Edward G. (1904) "Egyptianized Clay" in
782:In 1880, Etti gave for it the molecular formula C
2168:
723:is one of the two forms of tannic acid found in
331:
1364:[About the tannic acid from oak bark].
149:
1403:[On the history of oak bark tannins].
1195:) often produce darker skin in these animals.
645:for commercial tannic acid is often given as C
1763:
1545:Transactions of the American Ceramic Society
382:DTXSID00892987 DTXSID2026076, DTXSID00892987
1295:. Editions Publibook. 2004. pp. 248–.
1026:and infestation by certain insects such as
768:by dry distillation. It is precipitated by
1770:
1756:
1401:"Zur Geschichte der Eichenrindegerbsäuren"
384:
267:
245:
1777:
1691:"Material Safety Data Sheet: Tannic Acid"
1599:
1182:
983:Learn how and when to remove this message
351:
1550:
1516:
1468:
1246:
999:, and are already present in woods like
820:
602:
1614:
1577:
1575:
1146:
380:
14:
2169:
1247:Pettinga, C. (1979). "Darvon safety".
258:
1751:
1737:
1716:"American Alligator: Species Profile"
1437:
1342:
727:and leaves. The other form is called
412:Key: LRBQNJMCXXYXIU-PPKXGCFTSA-N
225:
205:
1949:6-digalloyl-1,2,3-trigalloyl-glucose
1572:
1398:
1362:"Über die Gerbsäure der Eichenrinde"
1359:
1018:is a strong natural defense against
965:adding citations to reliable sources
936:
818:). For him, it was not a glycoside.
1924:1,2,4,6-tetra-O-galloyl-β-D-glucose
1912:1,2,3,6-tetra-O-galloyl-β-D-glucose
1675:. 18 September 1939. Archived from
883:, and the other scarcely soluble, C
422:Key: LRBQNJMCXXYXIU-PPKXGCFTBB
322:
306:
24:
1135:and consequently does not hold an
856:, while another formula found is C
716:Quercitannic and gallotannic acids
637:around 6) is due to the numerous
25:
2198:
1615:Sturmer, J. W. (April 13, 1899).
1496:
2156:1,4-di-O-galloyl proto-quercitol
2120:3,4,5-tri-O-galloylshikimic acid
1076:. It is also an alternative for
941:
569:
470:
49:
36:
1875:1,2,3-tri-O-galloyl-β-D-glucose
1708:
1683:
1661:
1639:
1608:
1537:
1510:
1490:
1462:
1431:
1053:used in the dyeing process for
952:needs additional citations for
565:(at 25 °C , 100 kPa).
2115:3,5-di-O-galloyl-shikimic acid
2085:3,4,5-Tri-O-galloylquinic acid
2080:1,3,4-Tri-O-galloylquinic acid
1944:1,2,3,4,6-Pentagalloyl-glucose
1506:(Fourth ed.). p. 95.
1392:
1353:
1336:
1327:
1309:
1283:
1240:
1222:
1204:
1103:
1085:flock; this serves as an anti-
476:
464:
13:
1:
2146:1,2,3,6-tetragalloyl alloside
1456:10.1016/S0140-6736(01)03766-7
1440:"The Nature of Tea Infusions"
1198:
641:groups in the structure. The
535:1 g/L in glycerol and acetone
511:decomposes above 200 °C
1919:1,2,4,6-Tetragalloyl glucose
1118:Food and Drug Administration
1114:generally recognized as safe
1100:, such as Hammerite Kurust.
916:quercitannic acid equivalent
776:, Ann. Ch. Pharm. xlv. 16.)
7:
2151:1-O-galloyl proto-quercitol
2062:4,5-di-O-Galloylquinic acid
2057:3,5-di-O-Galloylquinic acid
2052:3,4-di-O-Galloylquinic acid
2047:1,4-Di-O-galloylquinic acid
1907:1,2,3,6-tetragalloylglucose
1617:"Pharmaceutical Toxicology"
1469:Reckford, Courtney (1997).
1321:Henriette's Herbal Homepage
731:and is found in oak galls.
491:1701.19 g/mol
71:-{3,4-dihydroxy-5-benzoyl}-
10:
2203:
1317:"Quercus Cortex. Oak Bark"
1173:
802:), one of which is called
680:or Sicilian sumac leaves (
2141:1,3,6-trigalloyl alloside
2136:1,2,6-trigalloyl alloside
2128:
2110:5-O-Galloyl shikimic acid
2105:4-O-Galloyl shikimic acid
2097:
2070:
2037:
2004:
1997:
1957:
1934:
1894:
1860:
1832:
1814:
1807:
1786:
1216:American Chemical Society
559:
451:
431:
396:
133:
92:
80:
62:
57:
48:
35:
2072:Trigalloyl quinic acids:
1886:1,3,6-Trigalloyl glucose
1882:1,2,6-Trigalloyl glucose
1870:1,2,3-Trigalloyl glucose
1601:10.2903/j.efsa.2014.3828
1049:Tannic acid is a common
2039:Digalloyl quinic acids:
2013:3-O-Galloylquinic acid
1438:Smith, Henryl. (1913).
1292:L'Energie Homo-Hydrogne
932:
2098:Galloyl shikimic acids
2029:5-O-Galloylquinic acid
2024:4-O-Galloylquinic acid
1695:fscimage.fishersci.com
1669:"Medicine: War Wounds"
1621:The Pharmaceutical Era
1531:10.1002/jps.3080121212
1405:Monatshefte für Chemie
1366:Monatshefte für Chemie
1269:10.1126/science.432625
1183:Crocodilian coloration
1061:, often combined with
826:
780:
618:is a specific form of
612:
2006:Galloyl quinic acids:
1936:Pentagalloyl glucose:
1897:Tetragalloyl glucoses
1852:3,6-digalloyl glucose
1847:2,6-Digalloyl glucose
1842:1,6-Digalloyl glucose
1720:National Park Service
1343:Watts, Henry (1868).
1030:. It is found in the
824:
758:
606:
82:Systematic IUPAC name
1998:Galloyl quinic acids
1970:Heptagalloyl glucose
1862:Trigalloyl glucoses:
1147:Uses as a medication
1098:corrosion treatments
961:improve this article
747:Jöns Jacob Berzelius
691:Food Chemicals Codex
523:2850 g/L or 250 g/L
1985:Decagalloyl glucose
1980:Nonagalloyl glucose
1975:Octagalloyl glucose
1965:Hexagalloyl glucose
1834:Digalloyl glucoses:
1261:1979Sci...204....6P
764:, and not yielding
665:Caesalpinia spinosa
518:Solubility in water
187:Beilstein Reference
32:
2182:Astringent flavors
1818:1-Galloyl glucose
1738:General references
1657:(4): 144–58. 2001.
1417:10.1007/BF01517990
1378:10.1007/BF01517069
1218:. 15 January 2018.
827:
677:Quercus infectoria
613:
592:Infobox references
533:100 g/L in ethanol
125:Querco-tannic acid
122:Querci-tannic acid
30:
2164:
2163:
2093:
2092:
1993:
1992:
1722:. 17 October 2017
1497:Sayre, Lucius E.
1399:Etti, C. (1883).
1360:Etti, C. (1880).
1302:978-2-7483-0811-2
1193:blackwater rivers
1112:, tannic acid is
993:
992:
985:
927:Edward G. Acheson
721:Quercitannic acid
668:), gallnuts from
600:Chemical compound
598:
597:
365:CompTox Dashboard
175:Interactive image
119:Quercotannic acid
74:
27:Chemical compound
16:(Redirected from
2194:
2073:
2040:
2007:
2002:
2001:
1937:
1900:
1863:
1835:
1812:
1811:
1808:Galloyl glucoses
1772:
1765:
1758:
1749:
1748:
1732:
1731:
1729:
1727:
1712:
1706:
1705:
1703:
1701:
1687:
1681:
1680:
1679:on May 30, 2008.
1665:
1659:
1658:
1643:
1637:
1636:
1612:
1606:
1605:
1603:
1579:
1570:
1569:
1567:
1565:
1554:
1548:
1541:
1535:
1534:
1514:
1508:
1507:
1505:
1494:
1488:
1487:
1477:
1466:
1460:
1459:
1435:
1429:
1428:
1396:
1390:
1389:
1357:
1351:
1350:
1340:
1334:
1331:
1325:
1324:
1313:
1307:
1306:
1287:
1281:
1280:
1244:
1238:
1237:
1226:
1220:
1219:
1208:
988:
981:
977:
974:
968:
945:
937:
772:in red flocks. (
740:Quercus velutina
729:gallotannic acid
643:chemical formula
582:
576:
573:
572:
478:
472:
466:
459:Chemical formula
389:
388:
373:
371:
355:
335:
324:
310:
290:
271:
260:
249:
229:
209:
177:
153:
101:Gallotannic acid
72:
67:1,2,3,4,6-penta-
53:
40:
33:
29:
21:
2202:
2201:
2197:
2196:
2195:
2193:
2192:
2191:
2167:
2166:
2165:
2160:
2124:
2089:
2071:
2066:
2038:
2033:
2005:
1989:
1953:
1935:
1930:
1895:
1890:
1861:
1856:
1833:
1828:
1803:
1782:
1776:
1743:The Merck Index
1740:
1735:
1725:
1723:
1714:
1713:
1709:
1699:
1697:
1689:
1688:
1684:
1667:
1666:
1662:
1645:
1644:
1640:
1613:
1609:
1580:
1573:
1563:
1561:
1556:
1555:
1551:
1542:
1538:
1515:
1511:
1503:
1495:
1491:
1475:
1467:
1463:
1436:
1432:
1397:
1393:
1358:
1354:
1341:
1337:
1332:
1328:
1315:
1314:
1310:
1303:
1289:
1288:
1284:
1245:
1241:
1228:
1227:
1223:
1210:
1209:
1205:
1201:
1185:
1176:
1149:
1106:
1057:fibers such as
989:
978:
972:
969:
958:
946:
935:
906:
902:
898:
894:
890:
886:
882:
878:
874:
867:
863:
859:
855:
851:
847:
840:
836:
832:
817:
813:
809:
793:
789:
785:
777:
766:pyrogallic acid
718:
656:
652:
648:
635:
601:
594:
589:
588:
587: ?)
578:
574:
570:
566:
551:
536:
534:
520:
481:
475:
469:
461:
447:
444:
439:
438:
427:
424:
423:
420:
414:
413:
410:
404:
403:
392:
374:
367:
358:
338:
325:
313:
293:
280:
252:
232:
212:
189:
180:
167:
156:
143:
129:
128:
116:Oak bark tannin
98:Acidum tannicum
88:
87:
76:
44:
41:
28:
23:
22:
15:
12:
11:
5:
2200:
2190:
2189:
2187:Gallate esters
2184:
2179:
2162:
2161:
2159:
2158:
2153:
2148:
2143:
2138:
2132:
2130:
2126:
2125:
2123:
2122:
2117:
2112:
2107:
2101:
2099:
2095:
2094:
2091:
2090:
2088:
2087:
2082:
2076:
2074:
2068:
2067:
2065:
2064:
2059:
2054:
2049:
2043:
2041:
2035:
2034:
2032:
2031:
2026:
2021:
2020:
2019:
2010:
2008:
1999:
1995:
1994:
1991:
1990:
1988:
1987:
1982:
1977:
1972:
1967:
1961:
1959:
1955:
1954:
1952:
1951:
1946:
1940:
1938:
1932:
1931:
1929:
1928:
1927:
1926:
1916:
1915:
1914:
1903:
1901:
1892:
1891:
1889:
1888:
1879:
1878:
1877:
1866:
1864:
1858:
1857:
1855:
1854:
1849:
1844:
1838:
1836:
1830:
1829:
1827:
1826:
1825:
1824:
1815:
1809:
1805:
1804:
1802:
1801:
1796:
1790:
1788:
1784:
1783:
1775:
1774:
1767:
1760:
1752:
1739:
1736:
1734:
1733:
1707:
1682:
1660:
1638:
1607:
1571:
1549:
1536:
1525:(12): 1091–4.
1509:
1489:
1461:
1430:
1391:
1352:
1335:
1326:
1308:
1301:
1282:
1239:
1221:
1202:
1200:
1197:
1187:Skin color in
1184:
1181:
1175:
1172:
1148:
1145:
1105:
1102:
991:
990:
949:
947:
940:
934:
931:
904:
900:
896:
892:
888:
884:
880:
876:
872:
865:
861:
857:
853:
849:
845:
838:
834:
830:
815:
811:
807:
791:
787:
783:
756:wrote :
717:
714:
671:Rhus semialata
654:
650:
646:
633:
599:
596:
595:
590:
568:
567:
563:standard state
560:
557:
556:
553:
549:
539:
538:
531:
525:
524:
521:
516:
513:
512:
509:
503:
502:
499:
493:
492:
489:
483:
482:
479:
473:
467:
462:
457:
454:
453:
449:
448:
446:
445:
442:
434:
433:
432:
429:
428:
426:
425:
421:
418:
417:
415:
411:
408:
407:
399:
398:
397:
394:
393:
391:
390:
377:
375:
363:
360:
359:
357:
356:
348:
346:
340:
339:
337:
336:
328:
326:
318:
315:
314:
312:
311:
303:
301:
295:
294:
292:
291:
283:
281:
276:
273:
272:
262:
254:
253:
251:
250:
242:
240:
234:
233:
231:
230:
222:
220:
214:
213:
211:
210:
202:
200:
194:
193:
190:
185:
182:
181:
179:
178:
170:
168:
161:
158:
157:
155:
154:
146:
144:
139:
136:
135:
131:
130:
127:
126:
123:
120:
117:
114:
111:
108:
105:
102:
99:
95:
94:
90:
89:
85:
84:
78:
77:
75:-glucopyranose
66:
60:
59:
55:
54:
46:
45:
42:
26:
9:
6:
4:
3:
2:
2199:
2188:
2185:
2183:
2180:
2178:
2175:
2174:
2172:
2157:
2154:
2152:
2149:
2147:
2144:
2142:
2139:
2137:
2134:
2133:
2131:
2127:
2121:
2118:
2116:
2113:
2111:
2108:
2106:
2103:
2102:
2100:
2096:
2086:
2083:
2081:
2078:
2077:
2075:
2069:
2063:
2060:
2058:
2055:
2053:
2050:
2048:
2045:
2044:
2042:
2036:
2030:
2027:
2025:
2022:
2018:
2015:
2014:
2012:
2011:
2009:
2003:
2000:
1996:
1986:
1983:
1981:
1978:
1976:
1973:
1971:
1968:
1966:
1963:
1962:
1960:
1956:
1950:
1947:
1945:
1942:
1941:
1939:
1933:
1925:
1922:
1921:
1920:
1917:
1913:
1910:
1909:
1908:
1905:
1904:
1902:
1898:
1893:
1887:
1883:
1880:
1876:
1873:
1872:
1871:
1868:
1867:
1865:
1859:
1853:
1850:
1848:
1845:
1843:
1840:
1839:
1837:
1831:
1823:
1820:
1819:
1817:
1816:
1813:
1810:
1806:
1800:
1797:
1795:
1794:Digallic acid
1792:
1791:
1789:
1785:
1781:
1773:
1768:
1766:
1761:
1759:
1754:
1753:
1750:
1746:
1744:
1721:
1717:
1711:
1696:
1692:
1686:
1678:
1674:
1670:
1664:
1656:
1652:
1648:
1642:
1634:
1630:
1626:
1622:
1618:
1611:
1602:
1597:
1593:
1589:
1585:
1578:
1576:
1559:
1553:
1546:
1540:
1532:
1528:
1524:
1520:
1513:
1502:
1501:
1493:
1485:
1481:
1478:(MA Thesis).
1474:
1473:
1465:
1457:
1453:
1450:(4673): 846.
1449:
1445:
1441:
1434:
1426:
1422:
1418:
1414:
1411:(1): 512–30.
1410:
1407:(in German).
1406:
1402:
1395:
1387:
1383:
1379:
1375:
1372:(1): 262–78.
1371:
1368:(in German).
1367:
1363:
1356:
1348:
1347:
1339:
1330:
1322:
1318:
1312:
1304:
1298:
1294:
1293:
1286:
1278:
1274:
1270:
1266:
1262:
1258:
1254:
1250:
1243:
1235:
1234:Chemical Book
1231:
1230:"Tannic acid"
1225:
1217:
1213:
1212:"Tannic acid"
1207:
1203:
1196:
1194:
1190:
1180:
1171:
1169:
1165:
1161:
1156:
1154:
1144:
1142:
1138:
1134:
1133:food additive
1130:
1127:According to
1125:
1123:
1119:
1115:
1111:
1110:United States
1101:
1099:
1094:
1090:
1088:
1084:
1079:
1075:
1070:
1068:
1064:
1060:
1056:
1052:
1047:
1045:
1041:
1037:
1033:
1029:
1025:
1024:decomposition
1021:
1017:
1016:
1010:
1006:
1002:
998:
987:
984:
976:
966:
962:
956:
955:
950:This section
948:
944:
939:
938:
930:
928:
924:
919:
917:
913:
908:
869:
842:
823:
819:
805:
801:
797:
779:
775:
771:
770:sulfuric acid
767:
763:
757:
755:
750:
748:
743:
741:
737:
732:
730:
726:
722:
713:
710:
706:
704:
700:
696:
692:
687:
685:
684:
683:Rhus coriaria
679:
678:
673:
672:
667:
666:
660:
644:
640:
636:
629:
625:
621:
617:
610:
605:
593:
586:
581:
564:
558:
554:
548:
544:
541:
540:
532:
530:
527:
526:
522:
519:
515:
514:
510:
508:
507:Melting point
505:
504:
500:
498:
495:
494:
490:
488:
485:
484:
463:
460:
456:
455:
450:
441:
440:
437:
430:
416:
406:
405:
402:
395:
387:
383:
379:
378:
376:
366:
362:
361:
354:
350:
349:
347:
345:
342:
341:
334:
330:
329:
327:
321:
317:
316:
309:
305:
304:
302:
300:
297:
296:
289:
285:
284:
282:
279:
275:
274:
270:
266:
263:
261:
259:ECHA InfoCard
256:
255:
248:
244:
243:
241:
239:
236:
235:
228:
224:
223:
221:
219:
216:
215:
208:
204:
203:
201:
199:
196:
195:
191:
188:
184:
183:
176:
172:
171:
169:
165:
160:
159:
152:
148:
147:
145:
142:
138:
137:
132:
124:
121:
118:
115:
112:
109:
106:
104:Digallic acid
103:
100:
97:
96:
91:
83:
79:
70:
65:
61:
56:
52:
47:
39:
34:
19:
2177:Gallotannins
1984:
1780:gallotannins
1742:
1741:
1724:. Retrieved
1719:
1710:
1700:10 September
1698:. Retrieved
1694:
1685:
1677:the original
1672:
1663:
1654:
1650:
1641:
1624:
1620:
1610:
1594:(10): 3828.
1591:
1588:EFSA Journal
1587:
1562:. Retrieved
1552:
1547:. pp. 31–65.
1544:
1539:
1522:
1518:
1512:
1499:
1492:
1471:
1464:
1447:
1443:
1433:
1408:
1404:
1394:
1369:
1365:
1355:
1345:
1338:
1329:
1320:
1311:
1291:
1285:
1252:
1248:
1242:
1233:
1224:
1215:
1206:
1186:
1177:
1157:
1150:
1129:EU directive
1126:
1124:animal fat.
1107:
1095:
1091:
1078:fluorocarbon
1071:
1048:
1014:
994:
979:
970:
959:Please help
954:verification
951:
920:
915:
909:
870:
843:
828:
803:
800:phlobaphenes
781:
759:
751:
744:
739:
733:
719:
711:
707:
688:
681:
675:
669:
663:
622:, a type of
615:
614:
609:redwood tree
546:
227:ChEMBL506247
134:Identifiers
113:Quercitannin
93:Other names
68:
31:Tannic acid
1822:Glucogallin
1799:Gallic acid
1255:(4388): 6.
1164:mustard gas
1160:World War I
1104:Use in food
1089:treatment.
923:carborundum
914:, given as
762:gallic acid
754:Henry Watts
626:. Its weak
616:Tannic acid
452:Properties
265:100.014.321
207:CHEBI:75211
107:Gallotannin
18:Tannic Acid
2171:Categories
2017:theogallin
1726:1 November
1564:6 November
1444:The Lancet
1199:References
1189:Crocodilia
1153:strychnine
1141:INS number
1083:upholstery
796:anhydrides
736:quercitron
624:polyphenol
529:Solubility
487:Molar mass
353:28F9E0DJY6
278:IUPHAR/BPS
238:ChemSpider
162:3D model (
141:CAS Number
64:IUPAC name
1787:Aglycones
1778:Types of
1633:0096-9125
1627:: 472–4.
1484:549678548
1425:105109992
1074:polyamide
1055:cellulose
1044:heartwood
1013:redwood (
973:July 2016
774:Stenhouse
745:In 1838,
703:amorphous
501:2.12g/cm
151:1401-55-4
1386:94578197
1168:lewisite
1137:E number
1122:rendered
1028:termites
1020:wildfire
1015:Sequoia)
1009:mahogany
798:(called
725:oak bark
705:powder.
695:chestnut
333:16129878
247:17286569
192:8186386
110:Tannimum
1257:Bibcode
1249:Science
1174:Hazards
1116:by the
1065:and/or
1051:mordant
804:oak-red
659:galloyl
628:acidity
585:what is
583: (
543:Acidity
497:Density
320:PubChem
2129:others
1651:Wounds
1631:
1482:
1423:
1384:
1299:
1277:432625
1275:
1087:static
1059:cotton
1042:, and
1007:, and
1005:walnut
912:spices
639:phenol
620:tannin
580:verify
577:
555:ca. 6
436:SMILES
308:C13452
218:ChEMBL
58:Names
1958:other
1504:(PDF)
1476:(PDF)
1421:S2CID
1382:S2CID
1166:, or
1040:cones
1032:seeds
401:InChI
198:ChEBI
164:JSmol
1728:2018
1702:2019
1673:TIME
1629:ISSN
1566:2020
1480:OCLC
1297:ISBN
1273:PMID
1067:iron
1063:alum
1036:bark
997:wood
933:Uses
344:UNII
299:KEGG
288:4319
1596:doi
1527:doi
1452:doi
1448:181
1413:doi
1374:doi
1265:doi
1253:204
1001:oak
963:by
907:."
699:oak
697:or
686:).
674:or
370:EPA
323:CID
2173::
1884:/
1718:.
1693:.
1671:.
1655:13
1653:.
1649:.
1625:21
1623:.
1619:.
1592:12
1590:.
1586:.
1574:^
1523:12
1521:.
1446:.
1442:.
1419:.
1380:.
1319:.
1271:.
1263:.
1251:.
1232:.
1214:.
1046:.
1038:,
1034:,
1022:,
1003:,
925:,
918:.
905:11
901:22
897:28
893:12
889:24
885:28
881:14
877:28
873:28
868:.
866:11
862:24
858:28
854:15
850:26
846:28
841:.
839:10
835:16
831:19
816:17
812:30
808:34
806:(C
788:16
784:17
655:46
651:52
647:76
632:pK
552:)
545:(p
480:46
474:52
468:76
1899::
1771:e
1764:t
1757:v
1730:.
1704:.
1635:.
1604:.
1598::
1568:.
1533:.
1529::
1486:.
1458:.
1454::
1427:.
1415::
1409:4
1388:.
1376::
1370:1
1323:.
1305:.
1279:.
1267::
1259::
1236:.
986:)
980:(
975:)
971:(
957:.
903:O
899:H
891:O
887:H
879:O
875:H
864:O
860:H
852:O
848:H
837:O
833:H
814:O
810:H
792:9
790:O
786:H
662:(
653:O
649:H
634:a
630:(
611:.
575:N
550:a
547:K
477:O
471:H
465:C
372:)
368:(
166:)
73:D
69:O
20:)
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