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Laccaic acid

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789: 1470: 812:. The supernatant is taken for filtration after standing for 4 hours, the pH of the filtrate is adjusted to 5.5-6.0 with a dilute alkaline solution, then a saturated calcium chloride solution is added to precipitate calcium-lac acid. After 8 hours of clarification . The supernatant is removed, the precipitate is filtered, after filtration, concentrated hydrochloric acid is added, washed with water until the acid is no longer present, and dried to obtain the final lac red pigment. 768: 22: 596: 589: 582: 575: 568: 126: 800:
adjusts to 2.1. Let stand for 3-4 hours, clean and filter. Concentrated sulfuric acid is added to the filtrate until the pigment crystals precipitate, filtered through spun silk (~0.12 mm), the filtrate is allowed to stand for 1-2 days, and then the pigment crystals are precipitated, filtered and washed 3 times by water , dried crush and sift at 60 °C, resulting in a final product with a degree of separation of ~0.8%.
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As a major component of lac dye, LCA is usually chosen as a representative for the lac dye to describe their thermodynamics properties including adsorption, dyeability, fastness and shade variation of lac dyeing on silk and cotton. Studies indicate that the intermolecular interactions between LCA and
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These derivatives differ through one ramification except for the acid D, which is closer in form to the kermesic acid. Acid laccaic D can be confused or interchanged with flavokermisic acid due to their almost identical structure. These acids can all be represented in a general form (lac-dye), where
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Grind the body with the appropriate amount of water, then use 4-5 times the original amount of water for extraction several times. Centrifuge to remove all slag, then add a small amount of sodium hydroxide and calcium chloride solution to the extract, then add dilute chloric acid. The pH slowly
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colors, but warmer, softer and more muted. Lac paint has high light and washing fastness on silk and wool. Only small amounts are needed for medium depth shade. Lac is not so fast in cellulose fibers (plant fibers). Lac is very sensitive to pH, increasing alkalinity will turn the colors plummy
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collected from Rain trees (mostly located in Asia) can be powdered in a mill and finely ground. The powdered material is extracted with deionized water at 60°C for 1 h. The aqueous solution is filtered and then concentrated under reduced pressure in a rotary evaporator to give a crude lac dye
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word laksha, meaning a hundred thousand lice, and came into German via the Italian “lacca” in the 16th century. The word also exists in Hindi (Lakh) and Sinhala (Lakda). The term Lac Dye comes from English "dye" means paint dye. This pigment is mostly found in South and South-East Asia.
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Oka, Hisao; Ito, Yuko; Yamada, Sadaji; Kagami, Tadaaki; Hayakawa, Junko; Harada, Ken-ichi; Atsumi, Eiichiro; Suzuki, Masanao; Suzuki, Makoto; Odani, Hiroko; Akahori, Setsuko; Maeda, Kenji; Nakazawa, Hiroyuki; Ito, Yoichiro (1998-07-10).
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Laccaic acid A has an amide functional group in its structure while the acids B, C, and E have amine groups. The only difference between the acid D and kermesic acid is a hydroxide function missing on the position 8.
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Laccaic acids are mainly used to dye natural fabrics (mostly silk, wool, or cotton) and food, including both drinks and solid products. It is one of the most common natural dyes, but it is less used in cosmetics than
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InChI=1S/C26H19NO12/c1-8(28)27-5-4-9-2-3-12(29)10(6-9)15-22(33)19-18(24(35)23(15)34)20(31)11-7-13(30)16(25(36)37)17(26(38)39)14(11)21(19)32/h2-3,6-7,29-30,33-35H,4-5H2,1H3,(H,27,28)(H,36,37)(H,38,39)
489:, a Roman writer on a volume about natural history. This pigment made from lac dye, Indian Lake, was listed by Winsor & Newton in their 1896 catalogue.   823:
is inhibited by LCA which has a stronger inhibitory effect than SG-1027 (HY-13962). LCA is a class of DNMT inhibitors may be a useful mechanism to inhibit DNMT.
473:, the main natural dye used in this industry.  The bright red colorant gives a lightfast tint to silk and wool. It is a similar color to dyes obtained from 1276: 936:
Park, Jin-Sung; Kim, Seung-Hyun; Kim, Yun-Soon; Kwon, Euna; Lim, Hyun-Jin; Han, Kang-Min; Choi, Yang-Kyu; Jung, Chul-Woo; Kang, Byeong-Cheol (2022-10-31).
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purple, while acidity will give bright oranges. However, colors that have been altered by the pH change may turn red again after washing.
938:"Nonclinical safety evaluation of food colorant lac dye via systematic toxicity profiling with assessment of in vivo antigenic potential" 757: 1290:
Adeel, Shahid; Hussaan, Muhammad; Rehman, Fazal-ur; Habib, Noman; Salman, Mahwish; Naz, Saba; Amin, Nimra; Akhtar, Nasim (2018-03-20).
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After the dye washing of the wastewater from the shellac cleaning, the pH value of the solution is adjusted to 4.0-4.5 with dilute
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Acids A, B, C, and E can be isolated from lac dye through many different ways: microwave induced from lac insects, high speed
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Fagan, Rebecca L.; Cryderman, Diane E.; Kopelovich, Levy; Wallrath, Lori L.; Brenner, Charles (16 August 2013).
788: 43: 1292:"Microwave-assisted sustainable dyeing of wool fabric using cochineal-based carminic acid as natural colorant" 72: 753: 39: 780:
extract, which can then be used without further purification. This extract can be directly named lac dye.
1557: 54: 1239:"Bioactivity-guided isolation of Laccaic Acid-A: A potent anti-cancer agent from Laccifer lacca (Kerr)" 832:
fibers as well as between LCA and mordants play a key role on the adsorption and dyeability of lac dye
1489: 1191: 996: 734: 727: 722: 717: 712: 707: 1135: 1339:"Isolation and Structure Determination of Laccaic Acid F from Lac-Dye Produced from Thai Sticklac" 32: 1411: 1270: 236: 138: 1238: 912: 840:
Lac extract produces purple colors from burgundy to deep purple. The colors are similar to
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Kongkachuichay, Paisan; Shitangkoon, Aroonsiri; Chinwongamorn, Nontalee (2002-05-01).
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Mixture of milk and lac dye - A ceremony welcoming the newly wed bride to her new home
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CC(=O)NCCC1=CC(=C(C=C1)O)C2=C(C3=C(C(=C2O)O)C(=O)C4=CC(=C(C(=C4C3=O)C(=O)O)C(=O)O)O)O
1412:"Laccaic Acid A Is a Direct, DNA-competitive Inhibitor of DNA Methyltransferase 1 *" 1372: 1175: 1085: 1060: 1035: 888: 261: 1501: 1441: 1423: 1350: 1303: 1291: 1250: 1203: 1147: 1008: 967: 949: 680: 320: 1307: 1151: 1136:"The red insect dyes: carminic, kermesic and laccaic acids and their derivatives" 1527: 1386: 1192:"Separation of lac dye components by high-speed counter-current chromatography" 954: 383: 371: 1254: 1551: 1513: 1437: 1364: 1315: 1262: 1215: 1159: 1020: 963: 427: 423: 409: 1428: 1355: 1338: 513:
Acid E (7--3,5,6,8-tetrahydroxy-9,10-dioxoanthracene-1,2-dicarboxylic acid)
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Acid C (7--3,5,6,8-tetrahydroxy-9,10-dioxoanthracene-1,2-dicarboxylic acid)
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Acid B (3,5,6,8-tetrahydroxy-7--9,10-dioxoanthracene-1,2-dicarboxylic acid)
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Acid D (3,6,8-trihydroxy-1-methyl-9,10-dioxoanthracene-2-carboxylic acid)
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derivatives, designated A through E, which are components of the red
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Except where otherwise noted, data are given for materials in their
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and kermes. The color of the dye can be modified by the choice of
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7--3,5,6,8-tetrahydroxy-9,10-dioxoanthracene-1,2-dicarboxylic acid
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Dingyu Hu; Akira Hasegawa; Shin-ichi Nakatsuka (1997-08-01).
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dye can be traced back to 250 AD when it was mentioned by
430:. This article focuses primarily on laccaic acid A (LCA). 1289: 1490:"Thermodynamics of adsorption of laccaic acid on silk" 46:. Unsourced material may be challenged and removed. 1188: 1275:: CS1 maint: DOI inactive as of September 2024 ( 1549: 994: 803: 783: 762: 260: 171: 1237:Ghosh, Manik; Dey, Suddhasattya (2019-10-14). 935: 995:Wouters, Jan; Verhecken, AndrĂ© (1987-01-01). 997:"The chemical nature of flavokermesic acid" 913:"laccaic acid A | C26H19NO12 | ChemSpider" 235: 1445: 1427: 1354: 971: 953: 815: 498:the derivative A is the most important. 106:Learn how and when to remove this message 1236: 787: 766: 758:liquid chromatography-mass spectrometry. 523: 481:from violet to red to brown. The use of 432: 1243:Indian Journal of Traditional Knowledge 1133: 747: 1550: 771:Stick lac next to colored silk strings 701: 215: 44:adding citations to reliable sources 15: 1108: 1083: 1058: 1033: 886: 861: 501:The different derivatives include: 251: 13: 14: 1574: 1468: 835: 594: 587: 580: 573: 566: 338: 332: 124: 20: 1520: 1481: 1416:Journal of Biological Chemistry 1403: 1379: 1330: 1283: 1230: 1182: 1140:Biotechnic & Histochemistry 1127: 386:(at 25 Â°C , 100 kPa). 31:needs additional citations for 1102: 1077: 1052: 1027: 988: 929: 905: 880: 855: 754:counter-current chromatography 492: 341: 326: 1: 1506:10.1016/S0143-7208(02)00014-1 1308:10.1080/15440478.2018.1448317 1208:10.1016/S0021-9673(98)00311-2 1152:10.1080/10520295.2018.1511065 1134:Cooksey, C. J. (2019-02-17). 1013:10.1016/S0040-4039(00)95325-5 848: 804:Color water extraction method 784:Extraction from insect corpse 763:Extraction from the stick lac 516: 455:goes back to the old Indian 446: 7: 1343:Heterocyclic Communications 1196:Journal of Chromatography A 10: 1579: 955:10.3389/fphar.2022.1020379 679: 602: 560: 530: 441: 356:537.44 g·mol 1296:Journal of Natural Fibers 1255:10.56042/ijtk.v18i4.28998 942:Frontiers in Pharmacology 733: 416:obtained from the insect 380: 313: 293: 271: 155: 150:Red lac, Shellac, Lac dye 147: 137: 132: 123: 1115:pubchem.ncbi.nlm.nih.gov 1090:pubchem.ncbi.nlm.nih.gov 1065:pubchem.ncbi.nlm.nih.gov 1040:pubchem.ncbi.nlm.nih.gov 893:pubchem.ncbi.nlm.nih.gov 868:pubchem.ncbi.nlm.nih.gov 463: 1429:10.1074/jbc.M113.480517 1356:10.1515/HC.1997.3.4.327 1257:(inactive 2024-09-19). 826: 816:Biochemical properties 796: 772: 438: 791: 770: 436: 376:0.0±0.3 mmHg at 25°C 748:Isolation/extraction 408:are a group of five 40:improve this article 1422:(33): 23858–23867. 1001:Tetrahedron Letters 120: 1558:Anthraquinone dyes 917:www.chemspider.com 797: 773: 439: 390:Infobox references 118: 1532:materialarchiv.ch 1528:"Material-Archiv" 1494:Dyes and Pigments 1007:(11): 1199–1202. 810:hydrochloric acid 741: 740: 604:Molecular formula 487:Claudius Aelianus 398:Chemical compound 396: 395: 197:Interactive image 116: 115: 108: 90: 1570: 1542: 1541: 1539: 1538: 1524: 1518: 1517: 1485: 1479: 1472: 1466: 1464: 1462: 1449: 1431: 1407: 1401: 1400: 1398: 1397: 1383: 1377: 1376: 1358: 1334: 1328: 1327: 1302:(7): 1026–1034. 1287: 1281: 1280: 1274: 1266: 1234: 1228: 1227: 1186: 1180: 1179: 1131: 1125: 1124: 1122: 1121: 1111:"Laccaic acid E" 1106: 1100: 1099: 1097: 1096: 1086:"Laccaic acid D" 1081: 1075: 1074: 1072: 1071: 1061:"Laccaic acid C" 1056: 1050: 1049: 1047: 1046: 1036:"Laccaic acid B" 1031: 1025: 1024: 992: 986: 985: 975: 957: 933: 927: 926: 924: 923: 909: 903: 902: 900: 899: 889:"Laccaic acid A" 884: 878: 877: 875: 874: 859: 681:Molecular weight 598: 591: 584: 577: 570: 521: 520: 343: 340: 334: 328: 321:Chemical formula 264: 253: 239: 219: 199: 175: 128: 121: 117: 111: 104: 100: 97: 91: 89: 48: 24: 16: 1578: 1577: 1573: 1572: 1571: 1569: 1568: 1567: 1548: 1547: 1546: 1545: 1536: 1534: 1526: 1525: 1521: 1486: 1482: 1460: 1458: 1408: 1404: 1395: 1393: 1385: 1384: 1380: 1335: 1331: 1288: 1284: 1268: 1267: 1235: 1231: 1187: 1183: 1132: 1128: 1119: 1117: 1107: 1103: 1094: 1092: 1082: 1078: 1069: 1067: 1057: 1053: 1044: 1042: 1032: 1028: 993: 989: 934: 930: 921: 919: 911: 910: 906: 897: 895: 885: 881: 872: 870: 864:"Kermesic Acid" 860: 856: 851: 838: 829: 818: 806: 786: 765: 750: 675: 671: 667: 661: 657: 653: 647: 643: 639: 633: 629: 625: 619: 615: 611: 519: 495: 466: 449: 444: 406:laccainic acids 399: 392: 387: 346: 337: 331: 323: 309: 306: 301: 300: 289: 286: 285: 279: 278: 267: 254: 242: 222: 202: 189: 178: 165: 151: 143: 119:Laccaic acid A 112: 101: 95: 92: 49: 47: 37: 25: 12: 11: 5: 1576: 1566: 1565: 1560: 1544: 1543: 1519: 1500:(2): 179–185. 1480: 1402: 1391:www.chembk.com 1387:"LACCAIC ACID" 1378: 1349:(4): 327–330. 1329: 1282: 1249:(4): 677–685. 1229: 1181: 1146:(2): 100–107. 1126: 1101: 1076: 1051: 1026: 987: 928: 904: 879: 853: 852: 850: 847: 837: 834: 828: 825: 817: 814: 805: 802: 785: 782: 764: 761: 749: 746: 739: 738: 731: 730: 725: 720: 715: 710: 705: 699: 698: 695: 692: 689: 686: 683: 677: 676: 673: 669: 665: 662: 659: 655: 651: 648: 645: 641: 637: 634: 631: 627: 623: 620: 617: 613: 609: 606: 600: 599: 592: 585: 578: 571: 564: 558: 557: 555:Laccaic acid E 552: 550:Laccaic acid D 547: 545:Laccaic acid C 542: 540:Laccaic acid B 537: 535:Laccaic acid A 532: 528: 527: 518: 515: 494: 491: 465: 462: 448: 445: 443: 442:History   440: 397: 394: 393: 388: 384:standard state 381: 378: 377: 374: 372:Vapor pressure 368: 367: 364: 358: 357: 354: 348: 347: 344: 335: 329: 324: 319: 316: 315: 311: 310: 308: 307: 304: 296: 295: 294: 291: 290: 288: 287: 283: 282: 274: 273: 272: 269: 268: 266: 265: 257: 255: 247: 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846: 843: 836:Dyeing fabric 833: 824: 822: 813: 811: 801: 795: 792:A picture of 790: 781: 778: 769: 760: 759: 755: 745: 736: 732: 729: 726: 724: 721: 719: 716: 714: 711: 709: 706: 704: 700: 697:495.40 g/mol 696: 693: 690: 687: 684: 682: 678: 663: 649: 635: 621: 607: 605: 601: 597: 593: 590: 586: 583: 579: 576: 572: 569: 565: 563: 559: 556: 553: 551: 548: 546: 543: 541: 538: 536: 533: 529: 526: 525:Laccaic acids 522: 514: 511: 508: 505: 502: 499: 490: 488: 484: 480: 476: 472: 461: 458: 454: 435: 431: 429: 428:kermesic acid 425: 424:carminic acid 422:, similar to 421: 420: 415: 411: 410:anthraquinone 407: 403: 402:Laccaic acids 391: 385: 379: 375: 373: 370: 369: 366:1.7±0.1 g.cm 365: 363: 360: 359: 355: 353: 350: 349: 325: 322: 318: 317: 312: 303: 302: 299: 292: 281: 280: 277: 270: 263: 259: 258: 256: 250: 246: 245: 238: 234: 233: 231: 229: 226: 225: 218: 214: 213: 211: 209: 206: 205: 198: 194: 193: 191: 187: 182: 181: 174: 170: 169: 167: 164: 160: 159: 154: 146: 140: 136: 131: 127: 122: 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Retrieved 867: 857: 839: 830: 819: 807: 798: 794:Kerria lacca 793: 774: 751: 742: 694:314.25 g/mol 691:539.41 g/mol 688:496.38 g/mol 685:537.44 g/mol 524: 512: 509: 506: 503: 500: 496: 467: 450: 419:Kerria lacca 417: 405: 401: 400: 156:Identifiers 148:Other names 102: 93: 83: 76: 69: 62: 50: 38:Please help 33:verification 30: 948:: 1020379. 493:Derivatives 314:Properties 217:CHEBI:90186 1563:Acetamides 1552:Categories 1537:2023-03-27 1396:2023-03-28 1120:2023-03-28 1095:2023-03-28 1070:2023-03-28 1045:2023-03-28 922:2023-03-27 898:2023-03-27 873:2023-03-28 849:References 737:(A-E mix) 735:60687-93-6 728:14597-16-1 723:18499-84-8 718:23241-56-7 713:17249-00-2 708:15979-35-8 703:CAS number 475:cochineals 352:Molar mass 228:ChemSpider 184:3D model ( 173:15979-35-8 163:CAS Number 139:IUPAC name 96:April 2023 66:newspapers 1514:0143-7208 1475:CC BY 4.0 1438:0021-9258 1365:2191-0197 1324:139302709 1316:1544-0478 1263:0975-1068 1216:0021-9673 1160:1052-0295 1109:PubChem. 1084:PubChem. 1059:PubChem. 1034:PubChem. 1021:0040-4039 964:1663-9812 887:PubChem. 862:PubChem. 842:cochineal 777:stick lac 562:Structure 517:Structure 451:The word 447:Etymology 1477:license. 1461:25 March 1456:23839987 1373:92700927 1176:53023592 1168:30354531 982:36386152 457:Sanskrit 1447:3745332 1224:9697316 973:9662299 479:mordant 471:carmine 453:varnish 414:shellac 362:Density 262:5491415 249:PubChem 237:4590519 80:scholar 1512:  1454:  1444:  1436:  1371:  1363:  1322:  1314:  1261:  1222:  1214:  1174:  1166:  1158:  1019:  980:  970:  962:  298:SMILES 133:Names 82:  75:  68:  61:  53:  1369:S2CID 1320:S2CID 1172:S2CID 821:DNMT1 531:Name 464:Usage 276:InChI 208:ChEBI 186:JSmol 87:JSTOR 73:books 1510:ISSN 1463:2023 1452:PMID 1434:ISSN 1361:ISSN 1312:ISSN 1277:link 1259:ISSN 1220:PMID 1212:ISSN 1164:PMID 1156:ISSN 1017:ISSN 978:PMID 960:ISSN 775:The 426:and 59:news 1502:doi 1442:PMC 1424:doi 1420:288 1351:doi 1304:doi 1251:doi 1204:doi 1200:813 1148:doi 1009:doi 968:PMC 950:doi 827:Use 756:or 483:lac 404:or 252:CID 42:by 1554:: 1530:. 1508:. 1498:53 1496:. 1492:. 1450:. 1440:. 1432:. 1418:. 1414:. 1389:. 1367:. 1359:. 1345:. 1341:. 1318:. 1310:. 1300:16 1298:. 1294:. 1273:}} 1269:{{ 1247:18 1245:. 1241:. 1218:. 1210:. 1198:. 1194:. 1170:. 1162:. 1154:. 1144:94 1142:. 1138:. 1113:. 1088:. 1063:. 1038:. 1015:. 1005:28 1003:. 999:. 976:. 966:. 958:. 946:13 944:. 940:. 915:. 891:. 866:. 674:11 672:NO 670:17 666:24 656:10 652:16 646:13 644:NO 642:17 638:25 632:12 628:16 624:24 618:12 616:NO 614:19 610:26 345:12 336:19 330:26 1540:. 1516:. 1504:: 1465:. 1426:: 1399:. 1375:. 1353:: 1347:3 1326:. 1306:: 1279:) 1265:. 1253:: 1226:. 1206:: 1178:. 1150:: 1123:. 1098:. 1073:. 1048:. 1023:. 1011:: 984:. 952:: 925:. 901:. 876:. 668:H 664:C 660:7 658:O 654:H 650:C 640:H 636:C 630:O 626:H 622:C 612:H 608:C 342:O 339:N 333:H 327:C 188:) 109:) 103:( 98:) 94:( 84:· 77:· 70:· 63:· 36:.

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IUPAC name
CAS Number
15979-35-8
JSmol
Interactive image
ChEBI
CHEBI:90186
ChemSpider
4590519
PubChem
5491415
InChI
SMILES
Chemical formula
Molar mass
Density
Vapor pressure
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