277:
180:
24:
421:
1171:
1165:
1111:
1236:
1224:
1105:
1099:
1135:
1374:
1230:
1093:
735:
520:
in liver and skeletal muscles, but more studies are required to establish its actions in humans. Many of the effects of palmitoleic acid are due to its activation of
1427:
1081:
1032:
1026:
1087:
1301:
1261:
1255:
1196:
1069:
1490:
1482:
1463:
1444:
1038:
1182:
1502:
1075:
434:
1063:
1057:
521:
326:
637:"Is Palmitoleic Acid a Plausible Nonpharmacological Strategy to Prevent or Control Chronic Metabolic and Inflammatory Disorders?"
755:
644:
787:
198:
599:
Anneken, David J.; Both, Sabine; Christoph, Ralf; Fieg, Georg; Steinberner, Udo; Westfechtel, Alfred (2006). "Fatty Acids".
429:
117:
749:
616:
291:
441:
636:
579:) are botanical sources with high concentrations, containing 17% and 19-29% palmitoleic acid, respectively.
234:
175:
255:
1307:
780:
510:
300:
InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7-
679:
Ogunleye A, Fakoya AT, Niizeki S, Tojo H, Sasajima I, Kobayashi M, Tateishi S, Yamaguchi K (1991).
310:
InChI=1/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7-
272:
720:
516:
Animal and cell culture studies indicate that palmitoleic acid is anti-inflammatory, and improves
1524:
1020:
565:
1331:
1325:
1153:
1147:
1141:
1014:
1208:
1202:
157:
1529:
1283:
1159:
984:
773:
575:
243:
36:
8:
464:
93:
83:
1129:
1117:
276:
179:
137:
1409:
1385:
1342:
1247:
1049:
517:
498:. It is present in all tissues but, in general, found in higher concentrations in the
461:
1496:
1273:
948:
924:
888:
745:
702:
661:
612:
570:
68:
1319:
1190:
1123:
1008:
972:
912:
692:
653:
604:
349:
223:
608:
960:
942:
936:
876:
852:
1368:
1313:
1295:
990:
918:
864:
816:
495:
412:
1518:
1471:
1452:
1421:
1356:
1289:
1267:
978:
966:
900:
894:
882:
846:
840:
808:
560:
552:
506:
400:
168:
1399:
1362:
1218:
996:
954:
930:
906:
834:
828:
822:
665:
657:
537:
706:
1415:
1002:
870:
858:
737:
Sea
Buckthorn (Hippophae rhamnoides L.) : Production and Utilization
544:
490:
COOH. It is a rare component of fats. It is a common constituent of the
697:
681:"Fatty acid composition of breast milk from Nigerian and Japanese women"
680:
1393:
800:
556:
548:
467:
377:
188:
148:
765:
1433:
491:
532:
Palmitoleic acid is found in trace amounts in most foods except for
411:
Except where otherwise noted, data are given for materials in their
23:
116:
533:
390:
210:
741:
634:
796:
499:
128:
106:
260:
678:
635:
de Souza CO, Vannice GK, Rosa Neto JC, Calder PC (2018).
733:
598:
536:
oil, which contains 15% of this acid as a component of
197:
543:Other dietary sources of palmitoleic acid include
734:Li, Thomas S. C.; Thomas H. J. Beveridge (2003).
1516:
222:
744:, Ontario: NRC Research Press. pp. 54–55.
92:
630:
628:
601:Ullmann's Encyclopedia of Industrial Chemistry
781:
625:
788:
774:
405:−0.1 °C (31.8 °F; 273.0 K)
275:
178:
156:
696:
594:
592:
242:
795:
645:Molecular Nutrition & Food Research
271:
1517:
589:
169:
769:
303:Key: SECPZKHBENQXJG-FPLPWBNLSA-N
136:
313:Key: SECPZKHBENQXJG-FPLPWBNLBE
213:
13:
1172:6,9,12,15,18,21-Tetracosahexaenoic
527:
14:
1541:
1166:9,12,15,18,21-Tetracosapentaenoic
419:
361:
22:
415:(at 25 °C , 100 kPa).
727:
713:
672:
460:)-hexadec-9-enoic acid, is an
367:
355:
1:
609:10.1002/14356007.a10_245.pub2
582:
470:(16:1n-7) with the formula CH
685:J Nutr Sci Vitaminol (Tokyo)
509:by the action of the enzyme
7:
721:"Nuts, macadamia nuts, raw"
10:
1546:
505:It is biosynthesized from
1481:
1462:
1443:
1384:
1341:
1246:
1181:
1048:
807:
511:Stearoyl-CoA desaturase-1
409:
342:
322:
287:
76:
51:
35:
30:
21:
1225:7,10,13-Octadecatrienoic
334:O=C(O)CCCCCCC\C=C/CCCCCC
1375:7,10,13-Eicosatrienoic
1231:9,12,15-Eicosatrienoic
658:10.1002/mnfr.201700504
566:Macadamia integrifolia
45:)-Hexadec-9-enoic acid
723:. NutritionData.com.
576:Hippophae rhamnoides
37:Preferred IUPAC name
698:10.3177/jnsv.37.435
518:insulin sensitivity
385: g·mol
18:
1428:8,11-Eicosadienoic
1308:Dihomo-γ-linolenic
1237:β-Eicosatetraenoic
1136:Dihomo-α-linolenic
1021:Heptatriacontanoic
442:Infobox references
65:-Hexadecenoic acid
16:
1512:
1511:
1033:Nonatriacontanoic
1027:Octatriacontanoic
571:sea buckthorn oil
450:Chemical compound
448:
447:
256:CompTox Dashboard
118:Interactive image
59:-Palmitoleic acid
17:Palmitoleic acid
1537:
1483:ω−12 Unsaturated
1464:ω−11 Unsaturated
1445:ω−10 Unsaturated
1148:Eicosapentaenoic
1142:Eicosatetraenoic
1106:Palmitolinolenic
1100:Myristolinolenic
1015:Hexatriacontylic
790:
783:
776:
767:
766:
760:
759:
754:. Archived from
731:
725:
724:
717:
711:
710:
700:
676:
670:
669:
641:
632:
623:
622:
596:
454:Palmitoleic acid
432:
426:
423:
422:
384:
369:
363:
357:
350:Chemical formula
280:
279:
264:
262:
246:
226:
215:
201:
182:
171:
160:
140:
120:
96:
54:Palmitoleic acid
26:
19:
15:
1545:
1544:
1540:
1539:
1538:
1536:
1535:
1534:
1515:
1514:
1513:
1508:
1477:
1458:
1439:
1386:ω−9 Unsaturated
1380:
1343:ω−7 Unsaturated
1337:
1302:Dihomo-linoleic
1262:12-Octadecenoic
1256:8-Tetradecenoic
1248:ω−6 Unsaturated
1242:
1197:Palmitovaccenic
1183:ω−5 Unsaturated
1177:
1160:Docosahexaenoic
1094:Myristolinoleic
1088:Myristovaccenic
1050:ω−3 Unsaturated
1044:
985:Hentriacontylic
803:
794:
764:
763:
752:
732:
728:
719:
718:
714:
677:
673:
639:
633:
626:
619:
597:
590:
585:
547:, a variety of
530:
528:Dietary sources
489:
485:
481:
477:
473:
465:monounsaturated
451:
444:
439:
438:
437: ?)
428:
424:
420:
416:
382:
372:
366:
360:
352:
338:
335:
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329:
318:
315:
314:
311:
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86:
72:
66:
60:
55:
47:
46:
12:
11:
5:
1543:
1533:
1532:
1527:
1525:Alkenoic acids
1510:
1509:
1507:
1506:
1500:
1494:
1491:4-Hexadecenoic
1487:
1485:
1479:
1478:
1476:
1475:
1468:
1466:
1460:
1459:
1457:
1456:
1449:
1447:
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1438:
1437:
1431:
1425:
1419:
1413:
1407:
1397:
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1381:
1379:
1378:
1372:
1366:
1360:
1354:
1347:
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1339:
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1335:
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1311:
1305:
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1234:
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1222:
1216:
1206:
1200:
1194:
1187:
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1133:
1127:
1121:
1115:
1109:
1103:
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1091:
1085:
1079:
1073:
1067:
1061:
1054:
1052:
1046:
1045:
1043:
1042:
1039:Tetracontanoic
1036:
1030:
1024:
1018:
1012:
1006:
1000:
994:
988:
982:
976:
970:
964:
958:
952:
946:
940:
934:
928:
922:
916:
910:
904:
898:
892:
886:
880:
874:
868:
862:
856:
850:
844:
838:
832:
826:
820:
813:
811:
805:
804:
793:
792:
785:
778:
770:
762:
761:
758:on 2010-12-30.
750:
726:
712:
671:
652:(1): 1700504.
624:
617:
587:
586:
584:
581:
553:vegetable oils
529:
526:
496:adipose tissue
487:
483:
479:
475:
471:
449:
446:
445:
440:
418:
417:
413:standard state
410:
407:
406:
403:
397:
396:
393:
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370:
364:
358:
353:
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125:
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53:
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40:
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33:
32:
28:
27:
9:
6:
4:
3:
2:
1542:
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1520:
1504:
1501:
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1327:
1324:
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1303:
1300:
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1279:
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1269:
1266:
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1260:
1257:
1254:
1253:
1251:
1249:
1245:
1238:
1235:
1232:
1229:
1226:
1223:
1220:
1217:
1214:
1210:
1209:β-Eleostearic
1207:
1204:
1203:α-Eleostearic
1201:
1198:
1195:
1192:
1189:
1188:
1186:
1184:
1180:
1173:
1170:
1167:
1164:
1161:
1158:
1155:
1152:
1149:
1146:
1143:
1140:
1137:
1134:
1131:
1128:
1125:
1122:
1119:
1116:
1113:
1110:
1107:
1104:
1101:
1098:
1095:
1092:
1089:
1086:
1083:
1082:Laurolinoleic
1080:
1077:
1074:
1071:
1068:
1065:
1062:
1059:
1056:
1055:
1053:
1051:
1047:
1040:
1037:
1034:
1031:
1028:
1025:
1022:
1019:
1016:
1013:
1010:
1007:
1004:
1001:
998:
995:
992:
989:
986:
983:
980:
977:
974:
971:
968:
965:
962:
959:
956:
953:
950:
947:
944:
941:
938:
935:
932:
929:
926:
923:
920:
917:
914:
911:
908:
905:
902:
899:
896:
893:
890:
887:
884:
881:
878:
875:
872:
869:
866:
863:
860:
857:
854:
851:
848:
845:
842:
839:
836:
833:
830:
827:
824:
821:
818:
815:
814:
812:
810:
806:
802:
798:
791:
786:
784:
779:
777:
772:
771:
768:
757:
753:
751:0-660-19007-9
747:
743:
739:
738:
730:
722:
716:
708:
704:
699:
694:
691:(4): 435–42.
690:
686:
682:
675:
667:
663:
659:
655:
651:
647:
646:
638:
631:
629:
620:
618:9783527303854
614:
610:
606:
602:
595:
593:
588:
580:
578:
577:
572:
568:
567:
562:
561:Macadamia oil
558:
554:
550:
546:
541:
539:
538:triglycerides
535:
525:
523:
519:
514:
512:
508:
507:palmitic acid
503:
501:
497:
493:
469:
466:
463:
459:
455:
443:
436:
431:
414:
408:
404:
402:
401:Melting point
399:
398:
394:
392:
389:
388:
381:
379:
376:
375:
354:
351:
347:
346:
341:
332:
331:
328:
321:
307:
297:
296:
293:
286:
278:
274:
273:DTXSID0041197
270:
269:
267:
257:
253:
252:
245:
241:
240:
238:
236:
233:
232:
225:
221:
220:
218:
212:
208:
207:
200:
196:
195:
193:
190:
186:
185:
181:
177:
174:
172:
170:ECHA InfoCard
167:
166:
159:
155:
154:
152:
150:
147:
146:
139:
135:
134:
132:
130:
127:
126:
119:
115:
114:
112:
108:
103:
102:
95:
91:
90:
88:
85:
81:
80:
75:
70:
69:Lipid numbers
64:
58:
50:
44:
38:
34:
29:
25:
20:
1503:8-Eicosenoic
1497:Petroselinic
1403:
1350:
1277:
1274:Linolelaidic
1212:
1154:Clupanodonic
1112:Palmitidonic
949:Pentacosylic
925:Heneicosylic
889:Pentadecylic
756:the original
736:
729:
715:
688:
684:
674:
649:
643:
600:
574:
564:
542:
531:
515:
504:
457:
453:
452:
77:Identifiers
62:
56:
52:Other names
42:
1530:Fatty acids
1351:Palmitoleic
1320:Arachidonic
1284:γ-Linolenic
1191:Myristoleic
1130:α-Parinaric
1124:Stearidonic
1118:α-Linolenic
1070:Decadienoic
1009:Ceroplastic
973:Nonacosylic
913:Nonadecylic
801:fatty acids
557:marine oils
549:animal fats
545:breast milk
395:0.894 g/cm
343:Properties
176:100.006.151
138:CHEBI:28716
1519:Categories
961:Carboceric
943:Lignoceric
937:Tricosylic
877:Tridecylic
853:Pelargonic
583:References
522:PPAR-alpha
492:glycerides
468:fatty acid
378:Molar mass
244:209B6YPZ4I
189:IUPHAR/BPS
149:ChemSpider
105:3D model (
84:CAS Number
1369:Paullinic
1314:Sciadonic
1296:Pinolenic
1076:Lauroleic
991:Lacceroic
919:Arachidic
865:Undecylic
817:Propionic
809:Saturated
494:of human
1472:Gadoleic
1453:Sapienic
1422:Nervonic
1357:Vaccenic
1290:Calendic
1268:Linoleic
1064:Decenoic
1058:Octenoic
979:Melissic
967:Montanic
901:Margaric
895:Palmitic
883:Myristic
847:Caprylic
841:Enanthic
666:28980402
482:CH=CH(CH
94:373-49-9
1410:Gondoic
1400:Elaidic
1363:Rumenic
1326:Adrenic
1219:Punicic
997:Psyllic
955:Cerotic
931:Behenic
907:Stearic
835:Caproic
829:Valeric
823:Butyric
707:1765848
569:) and
534:sardine
462:omega-7
456:, or (9
435:what is
433: (
391:Density
383:254.414
211:PubChem
67:C16:1 (
1505:(20:1)
1499:(18:1)
1493:(16:1)
1474:(20:1)
1455:(16:1)
1436:(20:3)
1430:(20:2)
1424:(24:1)
1418:(22:1)
1416:Erucic
1412:(20:1)
1406:-18:1)
1396:(18:1)
1377:(20:3)
1371:(20:1)
1365:(18:2)
1359:(18:1)
1353:(16:1)
1334:(22:5)
1332:Osbond
1328:(22:4)
1322:(20:4)
1316:(20:3)
1310:(20:3)
1304:(20:2)
1298:(18:3)
1292:(18:3)
1286:(18:3)
1280:-18:2)
1270:(18:2)
1264:(18:1)
1258:(14:1)
1239:(20:4)
1233:(20:3)
1227:(18:3)
1221:(18:3)
1215:-18:3)
1205:(18:3)
1199:(16:1)
1193:(14:1)
1174:(24:6)
1168:(24:5)
1162:(22:6)
1156:(22:5)
1150:(20:5)
1144:(20:4)
1138:(20:3)
1132:(18:4)
1126:(18:4)
1120:(18:3)
1114:(16:4)
1108:(16:3)
1102:(14:3)
1096:(14:2)
1090:(14:1)
1084:(12:2)
1078:(12:1)
1072:(10:2)
1066:(10:1)
1003:Geddic
871:Lauric
859:Capric
797:Lipids
748:
742:Ottawa
705:
664:
615:
555:, and
430:verify
427:
327:SMILES
224:445638
158:393216
31:Names
1404:trans
1394:Oleic
1278:trans
1213:trans
1060:(8:1)
1041:(C40)
1035:(C39)
1029:(C38)
1023:(C37)
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