Knowledge

Behenic acid

Source 📝

304: 191: 548: 464: 24: 515: 469: 468: 467: 1227: 1221: 1167: 1292: 1280: 1161: 1155: 1191: 1430: 1286: 1149: 470: 1483: 1137: 1088: 1082: 1143: 1357: 1317: 1311: 1252: 1125: 1546: 1538: 1519: 1500: 1094: 1238: 1558: 1131: 528: 1119: 1113: 492: 353: 485: 843: 795: 523: 318: 108: 58:-Docosanoate, Glycon B-70, Hydrofol Acid 560, Hydrofol 2022-55, Hystrene 5522, Hystrene 9022, Prifrac 2989, C22:0 ( 535: 696:) is a natural product with one of the highest concentrations of behenic acid, and is used in hair conditioners. 478: 261: 186: 632:
and skins. It is estimated that one ton of peanut skins contains 13 pounds (5.9 kg) of behenic acid.
148: 668:, and as a solvent evaporation retarder in paint removers. Its amide is used as an anti-foaming agent in 282: 327:
InChI=1S/C22H44O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h2-21H2,1H3,(H,23,24)
1363: 337:
InChI=1/C22H44O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h2-21H2,1H3,(H,23,24)
836: 640:
As a dietary oil, behenic acid is poorly absorbed. In spite of its low bioavailability compared with
198: 299: 1585: 1076: 1387: 1381: 1209: 1203: 1197: 1070: 1264: 1258: 1580: 1339: 1215: 1040: 829: 270: 36: 168: 8: 84: 74: 1185: 1173: 303: 190: 128: 1465: 1441: 1398: 1303: 1105: 758: 585:. In appearance, it consists of white solid although impure samples appear yellowish. 1552: 1329: 1004: 980: 944: 710: 762: 59: 1406: 1375: 1246: 1179: 1064: 1028: 968: 812: 748: 657: 609: 606: 376: 620:
Behenic acid is also present in some other oils and oil-bearing plants, including
1016: 998: 992: 932: 908: 799: 715: 705: 681: 665: 566: 250: 792: 1424: 1369: 1351: 1046: 974: 920: 872: 776: 736: 598: 547: 506: 1574: 1527: 1508: 1477: 1412: 1345: 1323: 1034: 1022: 956: 950: 938: 902: 896: 864: 435: 425: 179: 753: 1455: 1418: 1274: 1052: 1010: 962: 890: 884: 878: 692: 777:"History of scientific nomenclature and mathematical symbols - Numericana" 491: 1471: 1058: 926: 914: 687: 661: 645: 477: 1449: 856: 641: 629: 570: 484: 404: 199: 159: 821: 1489: 673: 669: 813:
Behenic acid is a cholesterol-raising saturated fatty acid in humans
505:
Except where otherwise noted, data are given for materials in their
621: 450: 225: 107: 815:. American Journal of Clinical Nutrition, v 73, No. 1, pp 41-44.. 594: 237: 677: 625: 613: 139: 23: 852: 734: 119: 97: 735:
Beare-Rogers, J. L.; Dieffenbacher, A.; Holm, J. V. (2001).
287: 216: 597:(or behen oil), which is extracted from the seeds of the 737:"Lexicon of lipid nutrition (IUPAC Technical Report)" 50:Behenic acid, Docosanoic acid; 1-Docosanoic acid; 656:Commercially, behenic acid is often used to give 1572: 249: 664:their smoothing properties. It is also used in 466: 83: 811:Nilo B Cater and Margo A Denke, January 2001, 617:, when the roots of this tree were harvested. 837: 793:USDA Scientists Find Treasure in Peanut Skins 430:80.0 °C (176.0 °F; 353.1 K) 844: 830: 551:Behenic acid comes from the ben oil tree, 302: 189: 167: 752: 648:-raising saturated fatty acid in humans. 269: 546: 851: 298: 1573: 728: 440:306 °C (583 °F; 579 K) 180: 825: 788: 786: 330:Key: UKMSUNONTOPOIO-UHFFFAOYSA-N 147: 127: 680:. Reduction of behenic acid yields 340:Key: UKMSUNONTOPOIO-UHFFFAOYAN 240: 224: 13: 1228:6,9,12,15,18,21-Tetracosahexaenoic 783: 593:At 9%, it is a major component of 462: 14: 1597: 1222:9,12,15,18,21-Tetracosapentaenoic 513: 388: 22: 509:(at 25 °C , 100 kPa). 805: 769: 394: 382: 1: 721: 635: 7: 699: 605:). It is so named from the 361:O=C(O)CCCCCCCCCCCCCCCCCCCCC 10: 1602: 741:Pure and Applied Chemistry 588: 1537: 1518: 1499: 1440: 1397: 1302: 1237: 1104: 863: 503: 444: 369: 349: 314: 67: 47: 35: 30: 21: 1281:7,10,13-Octadecatrienoic 754:10.1351/pac200173040685 651: 1431:7,10,13-Eicosatrienoic 1287:9,12,15-Eicosatrienoic 693:Pentaclethra macroloba 555: 473: 550: 472: 644:, behenic acid is a 455:(fire diamond) 37:Preferred IUPAC name 690:(from the seeds of 412: g·mol 18: 1484:8,11-Eicosadienoic 1364:Dihomo-γ-linolenic 1293:β-Eicosatetraenoic 1192:Dihomo-α-linolenic 1077:Heptatriacontanoic 798:2006-03-23 at the 556: 536:Infobox references 474: 54:-Docosanoic acid, 16: 1568: 1567: 1089:Nonatriacontanoic 1083:Octatriacontanoic 711:Glyceryl behenate 658:hair conditioners 544:Chemical compound 542: 541: 283:CompTox Dashboard 109:Interactive image 1593: 1539:ω−12 Unsaturated 1520:ω−11 Unsaturated 1501:ω−10 Unsaturated 1204:Eicosapentaenoic 1198:Eicosatetraenoic 1162:Palmitolinolenic 1156:Myristolinolenic 1071:Hexatriacontylic 846: 839: 832: 823: 822: 816: 809: 803: 790: 781: 780: 773: 767: 766: 756: 732: 666:lubricating oils 603:Moringa oleifera 584: 569:, the saturated 553:Moringa oleifera 526: 520: 517: 516: 494: 487: 480: 465: 411: 396: 390: 384: 377:Chemical formula 307: 306: 291: 289: 273: 253: 242: 228: 201: 193: 182: 171: 151: 131: 111: 87: 26: 19: 15: 1601: 1600: 1596: 1595: 1594: 1592: 1591: 1590: 1571: 1570: 1569: 1564: 1533: 1514: 1495: 1442:ω−9 Unsaturated 1436: 1399:ω−7 Unsaturated 1393: 1358:Dihomo-linoleic 1318:12-Octadecenoic 1312:8-Tetradecenoic 1304:ω−6 Unsaturated 1298: 1253:Palmitovaccenic 1239:ω−5 Unsaturated 1233: 1216:Docosahexaenoic 1150:Myristolinoleic 1144:Myristovaccenic 1106:ω−3 Unsaturated 1100: 1041:Hentriacontylic 859: 850: 820: 819: 810: 806: 800:Wayback Machine 791: 784: 775: 774: 770: 733: 729: 724: 716:Silver behenate 706:Behenyl alcohol 702: 682:behenyl alcohol 654: 638: 591: 582: 578: 574: 567:carboxylic acid 563:docosanoic acid 545: 538: 533: 532: 531:  ?) 522: 518: 514: 510: 499: 498: 497: 496: 489: 482: 475: 471: 463: 409: 399: 393: 387: 379: 365: 362: 357: 356: 345: 342: 341: 338: 332: 331: 328: 322: 321: 310: 292: 285: 276: 256: 243: 231: 211: 174: 154: 134: 114: 101: 90: 77: 63: 43: 42: 41:Docosanoic acid 12: 11: 5: 1599: 1589: 1588: 1586:Alkanoic acids 1583: 1566: 1565: 1563: 1562: 1556: 1550: 1547:4-Hexadecenoic 1543: 1541: 1535: 1534: 1532: 1531: 1524: 1522: 1516: 1515: 1513: 1512: 1505: 1503: 1497: 1496: 1494: 1493: 1487: 1481: 1475: 1469: 1463: 1453: 1446: 1444: 1438: 1437: 1435: 1434: 1428: 1422: 1416: 1410: 1403: 1401: 1395: 1394: 1392: 1391: 1385: 1379: 1373: 1367: 1361: 1355: 1349: 1343: 1337: 1327: 1321: 1315: 1308: 1306: 1300: 1299: 1297: 1296: 1290: 1284: 1278: 1272: 1262: 1256: 1250: 1243: 1241: 1235: 1234: 1232: 1231: 1225: 1219: 1213: 1207: 1201: 1195: 1189: 1183: 1177: 1171: 1165: 1159: 1153: 1147: 1141: 1135: 1129: 1123: 1117: 1110: 1108: 1102: 1101: 1099: 1098: 1095:Tetracontanoic 1092: 1086: 1080: 1074: 1068: 1062: 1056: 1050: 1044: 1038: 1032: 1026: 1020: 1014: 1008: 1002: 996: 990: 984: 978: 972: 966: 960: 954: 948: 942: 936: 930: 924: 918: 912: 906: 900: 894: 888: 882: 876: 869: 867: 861: 860: 849: 848: 841: 834: 826: 818: 817: 804: 782: 768: 747:(4): 685–744. 726: 725: 723: 720: 719: 718: 713: 708: 701: 698: 674:floor polishes 653: 650: 637: 634: 599:drumstick tree 590: 587: 580: 576: 543: 540: 539: 534: 512: 511: 507:standard state 504: 501: 500: 490: 483: 476: 461: 460: 459: 458: 456: 447: 446: 442: 441: 438: 432: 431: 428: 422: 421: 418: 414: 413: 407: 401: 400: 397: 391: 385: 380: 375: 372: 371: 367: 366: 364: 363: 360: 352: 351: 350: 347: 346: 344: 343: 339: 336: 335: 333: 329: 326: 325: 317: 316: 315: 312: 311: 309: 308: 295: 293: 281: 278: 277: 275: 274: 266: 264: 258: 257: 255: 254: 246: 244: 236: 233: 232: 230: 229: 221: 219: 213: 212: 210: 209: 205: 203: 195: 194: 184: 176: 175: 173: 172: 164: 162: 156: 155: 153: 152: 144: 142: 136: 135: 133: 132: 124: 122: 116: 115: 113: 112: 104: 102: 95: 92: 91: 89: 88: 80: 78: 73: 70: 69: 65: 64: 49: 45: 44: 40: 39: 33: 32: 28: 27: 9: 6: 4: 3: 2: 1598: 1587: 1584: 1582: 1579: 1578: 1576: 1560: 1557: 1554: 1551: 1548: 1545: 1544: 1542: 1540: 1536: 1529: 1526: 1525: 1523: 1521: 1517: 1510: 1507: 1506: 1504: 1502: 1498: 1491: 1488: 1485: 1482: 1479: 1476: 1473: 1470: 1467: 1464: 1461: 1457: 1454: 1451: 1448: 1447: 1445: 1443: 1439: 1432: 1429: 1426: 1423: 1420: 1417: 1414: 1411: 1408: 1405: 1404: 1402: 1400: 1396: 1389: 1386: 1383: 1380: 1377: 1374: 1371: 1368: 1365: 1362: 1359: 1356: 1353: 1350: 1347: 1344: 1341: 1338: 1335: 1331: 1328: 1325: 1322: 1319: 1316: 1313: 1310: 1309: 1307: 1305: 1301: 1294: 1291: 1288: 1285: 1282: 1279: 1276: 1273: 1270: 1266: 1265:β-Eleostearic 1263: 1260: 1259:α-Eleostearic 1257: 1254: 1251: 1248: 1245: 1244: 1242: 1240: 1236: 1229: 1226: 1223: 1220: 1217: 1214: 1211: 1208: 1205: 1202: 1199: 1196: 1193: 1190: 1187: 1184: 1181: 1178: 1175: 1172: 1169: 1166: 1163: 1160: 1157: 1154: 1151: 1148: 1145: 1142: 1139: 1138:Laurolinoleic 1136: 1133: 1130: 1127: 1124: 1121: 1118: 1115: 1112: 1111: 1109: 1107: 1103: 1096: 1093: 1090: 1087: 1084: 1081: 1078: 1075: 1072: 1069: 1066: 1063: 1060: 1057: 1054: 1051: 1048: 1045: 1042: 1039: 1036: 1033: 1030: 1027: 1024: 1021: 1018: 1015: 1012: 1009: 1006: 1003: 1000: 997: 994: 991: 988: 985: 982: 979: 976: 973: 970: 967: 964: 961: 958: 955: 952: 949: 946: 943: 940: 937: 934: 931: 928: 925: 922: 919: 916: 913: 910: 907: 904: 901: 898: 895: 892: 889: 886: 883: 880: 877: 874: 871: 870: 868: 866: 862: 858: 854: 847: 842: 840: 835: 833: 828: 827: 824: 814: 808: 801: 797: 794: 789: 787: 778: 772: 764: 760: 755: 750: 746: 742: 738: 731: 727: 717: 714: 712: 709: 707: 704: 703: 697: 695: 694: 689: 685: 683: 679: 676:and dripless 675: 671: 667: 663: 659: 649: 647: 643: 633: 631: 627: 623: 618: 616: 615: 611: 608: 604: 600: 596: 586: 573:with formula 572: 568: 564: 560: 554: 549: 537: 530: 525: 508: 502: 495: 488: 481: 457: 454: 453: 449: 448: 443: 439: 437: 436:Boiling point 434: 433: 429: 427: 426:Melting point 424: 423: 419: 416: 415: 408: 406: 403: 402: 381: 378: 374: 373: 368: 359: 358: 355: 348: 334: 324: 323: 320: 313: 305: 301: 300:DTXSID3026930 297: 296: 294: 284: 280: 279: 272: 268: 267: 265: 263: 260: 259: 252: 248: 247: 245: 239: 235: 234: 227: 223: 222: 220: 218: 215: 214: 207: 206: 204: 202: 197: 196: 192: 188: 185: 183: 181:ECHA InfoCard 178: 177: 170: 166: 165: 163: 161: 158: 157: 150: 149:ChEMBL1173474 146: 145: 143: 141: 138: 137: 130: 126: 125: 123: 121: 118: 117: 110: 106: 105: 103: 99: 94: 93: 86: 82: 81: 79: 76: 72: 71: 66: 61: 60:Lipid numbers 57: 53: 46: 38: 34: 29: 25: 20: 17:Behenic acid 1559:8-Eicosenoic 1553:Petroselinic 1459: 1333: 1330:Linolelaidic 1268: 1210:Clupanodonic 1168:Palmitidonic 1005:Pentacosylic 986: 981:Heneicosylic 945:Pentadecylic 807: 771: 744: 740: 730: 691: 686: 662:moisturizers 655: 639: 619: 612: 602: 592: 562: 559:Behenic acid 558: 557: 552: 451: 420:White solid 68:Identifiers 55: 51: 48:Other names 1581:Fatty acids 1407:Palmitoleic 1376:Arachidonic 1340:γ-Linolenic 1247:Myristoleic 1186:α-Parinaric 1180:Stearidonic 1174:α-Linolenic 1126:Decadienoic 1065:Ceroplastic 1029:Nonacosylic 969:Nonadecylic 857:fatty acids 688:Pracaxi oil 646:cholesterol 417:Appearance 370:Properties 187:100.003.646 129:CHEBI:28941 1575:Categories 1017:Carboceric 999:Lignoceric 993:Tricosylic 933:Tridecylic 909:Pelargonic 722:References 670:detergents 642:oleic acid 636:Properties 630:peanut oil 571:fatty acid 405:Molar mass 271:H390488X0A 160:ChemSpider 96:3D model ( 75:CAS Number 1425:Paullinic 1370:Sciadonic 1352:Pinolenic 1132:Lauroleic 1047:Lacceroic 975:Arachidic 921:Undecylic 873:Propionic 865:Saturated 208:204-010-8 200:EC Number 1528:Gadoleic 1509:Sapienic 1478:Nervonic 1413:Vaccenic 1346:Calendic 1324:Linoleic 1120:Decenoic 1114:Octenoic 1035:Melissic 1023:Montanic 957:Margaric 951:Palmitic 939:Myristic 903:Caprylic 897:Enanthic 796:Archived 763:84492006 700:See also 622:rapeseed 452:NFPA 704 445:Hazards 85:112-85-6 1466:Gondoic 1456:Elaidic 1419:Rumenic 1382:Adrenic 1275:Punicic 1053:Psyllic 1011:Cerotic 987:Behenic 963:Stearic 891:Caproic 885:Valeric 879:Butyric 678:candles 607:Persian 595:ben oil 589:Sources 565:) is a 529:what is 527: ( 410:340.592 238:PubChem 1561:(20:1) 1555:(18:1) 1549:(16:1) 1530:(20:1) 1511:(16:1) 1492:(20:3) 1486:(20:2) 1480:(24:1) 1474:(22:1) 1472:Erucic 1468:(20:1) 1462:-18:1) 1452:(18:1) 1433:(20:3) 1427:(20:1) 1421:(18:2) 1415:(18:1) 1409:(16:1) 1390:(22:5) 1388:Osbond 1384:(22:4) 1378:(20:4) 1372:(20:3) 1366:(20:3) 1360:(20:2) 1354:(18:3) 1348:(18:3) 1342:(18:3) 1336:-18:2) 1326:(18:2) 1320:(18:1) 1314:(14:1) 1295:(20:4) 1289:(20:3) 1283:(18:3) 1277:(18:3) 1271:-18:3) 1261:(18:3) 1255:(16:1) 1249:(14:1) 1230:(24:6) 1224:(24:5) 1218:(22:6) 1212:(22:5) 1206:(20:5) 1200:(20:4) 1194:(20:3) 1188:(18:4) 1182:(18:4) 1176:(18:3) 1170:(16:4) 1164:(16:3) 1158:(14:3) 1152:(14:2) 1146:(14:1) 1140:(12:2) 1134:(12:1) 1128:(10:2) 1122:(10:1) 1059:Geddic 927:Lauric 915:Capric 853:Lipids 761:  628:) and 626:canola 614:Bahman 561:(also 524:verify 521:  354:SMILES 226:C08281 140:ChEMBL 31:Names 1460:trans 1450:Oleic 1334:trans 1269:trans 1116:(8:1) 1097:(C40) 1091:(C39) 1085:(C38) 1079:(C37) 1073:(C36) 1067:(C35) 1061:(C34) 1055:(C33) 1049:(C32) 1043:(C31) 1037:(C30) 1031:(C29) 1025:(C28) 1019:(C27) 1013:(C26) 1007:(C25) 1001:(C24) 995:(C23) 989:(C22) 983:(C21) 977:(C20) 971:(C19) 965:(C18) 959:(C17) 953:(C16) 947:(C15) 941:(C14) 935:(C13) 929:(C12) 923:(C11) 917:(C10) 759:S2CID 610:month 319:InChI 120:ChEBI 98:JSmol 1490:Mead 911:(C9) 905:(C8) 899:(C7) 893:(C6) 887:(C5) 881:(C4) 875:(C3) 660:and 652:Uses 583:COOH 262:UNII 251:8215 217:KEGG 169:7923 749:doi 288:EPA 241:CID 1577:: 855:: 785:^ 757:. 745:73 743:. 739:. 684:. 672:, 581:43 577:21 392:44 386:22 1458:( 1332:( 1267:( 845:e 838:t 831:v 802:. 779:. 765:. 751:: 624:( 601:( 579:H 575:C 519:Y 493:0 486:1 479:1 398:2 395:O 389:H 383:C 290:) 286:( 100:) 62:) 56:n 52:n

Index


Preferred IUPAC name
Lipid numbers
CAS Number
112-85-6
JSmol
Interactive image
ChEBI
CHEBI:28941
ChEMBL
ChEMBL1173474
ChemSpider
7923
ECHA InfoCard
100.003.646
Edit this at Wikidata
EC Number
KEGG
C08281
PubChem
8215
UNII
H390488X0A
CompTox Dashboard
DTXSID3026930
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass

Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.